FILED PURSUANT TO RULE 424(B)(3)
                                                     REGISTRATION NO. 333-136866

                                   PROSPECTUS

                       111,372,291 SHARES OF COMMON STOCK


                                  BLUEFLY, INC.

         This  prospectus  relates to the  resale,  from time to time,  of up to
111,372,291  shares of our common  stock by the selling  stockholders  listed in
this prospectus under the section "Selling Stockholders."

         The prices at which the selling  stockholders  may sell the shares will
be  determined  by the  prevailing  market price for the shares or in negotiated
transactions.  We will  not  receive  any of the  proceeds  from the sale of the
shares by the selling  stockholders.  However, as described in greater detail in
this prospectus under the section "Use of Proceeds," we may receive the proceeds
from the exercise of warrants issued to certain of the selling stockholders.

         Our  common  stock is quoted on the  Nasdaq  Capital  Market  under the
symbol  "BFLY,"  and on the Boston  Stock  Exchange  under the symbol  "BFL." On
October 16, 2006, the last sale price of our common stock was $0.96 per share.

         THE SHARES  OFFERED IN THIS  PROSPECTUS  INVOLVE A HIGH DEGREE OF RISK.
YOU  SHOULD  CAREFULLY  CONSIDER  THE  RISK  FACTORS  COMMENCING  ON  PAGE  3 IN
DETERMINING WHETHER TO PURCHASE THE SHARES.

         NEITHER THE SECURITIES AND EXCHANGE COMMISSION NOR ANY STATE SECURITIES
COMMISSION  HAS  APPROVED OR  DISAPPROVED  THESE  SECURITIES  OR PASSED UPON THE
ACCURACY OR ADEQUACY OF THIS PROSPECTUS. ANY REPRESENTATION TO THE CONTRARY IS A
CRIMINAL OFFENSE.

                 THE DATE OF THIS PROSPECTUS IS OCTOBER 18, 2006



                                TABLE OF CONTENTS

THE COMPANY..................................................................1
RECENT DEVELOPMENTS..........................................................1
RISK FACTORS.................................................................3
FORWARD-LOOKING STATEMENTS..................................................10
USE OF PROCEEDS.............................................................10
SELLING STOCKHOLDERS........................................................10
PLAN OF DISTRIBUTION........................................................14
EXPERTS.....................................................................17
LEGAL MATTERS...............................................................17
WHERE YOU CAN FIND MORE INFORMATION.........................................17
DOCUMENTS INCORPORATED BY REFERENCE.........................................17

         We have not authorized any person to make a statement that differs from
what is in this  prospectus.  If any person does make a statement  that  differs
from what is in this  prospectus,  you should not rely on it. This prospectus is
not an offer to sell, nor is it seeking an offer to buy, these securities in any
state in which  the  offer or sale is not  permitted.  The  information  in this
prospectus  is complete and  accurate as of its date,  but the  information  may
change after that date.

         No dealer,  salesperson or other person has been authorized to give any
information  or to make any  representations  other than those  contained  in or
incorporated by reference in this prospectus. If given or made, such information
or  representations  must not be relied upon as having been  authorized by us or
the selling stockholders.  This prospectus does not constitute an offer to sell,
or a solicitation of an offer to sell, or a solicitation of an offer to buy, any
securities  other than the securities  covered by this  prospectus,  nor does it
constitute  an offer to, or  solicitation  of,  any  person in any  jurisdiction
where,  or to any  person  to  whom,  it is  unlawful  to  make  such  offer  or
solicitation.  Neither  the  delivery  of  this  prospectus  nor any  sale  made
hereunder shall, under any circumstances,  create any implication that there has
been no change in our affairs since the date as of which information is given in
this prospectus.



                               PROSPECTUS SUMMARY

         This  summary  does  not  contain  all of the  information  you  should
consider  before  investing in our common stock.  Prior to deciding to invest in
our common stock, you should read this entire  prospectus  carefully,  including
the section entitled "Risk Factors" and other information incorporated herein by
reference.  Unless  otherwise  specified,  references in this  prospectus to the
terms  "Company,"  "Bluefly,"  "Registrant,"  "we,"  "us," and "our" in refer to
Bluefly, Inc. and its subsidiary.

                                   THE COMPANY

         We are a leading online retailer of designer brands, fashion trends and
superior value. During 2005, we offered over 37,000 different styles for sale in
categories  such as men's,  women's  and  accessories  as well as house and home
accessories,  from over 350 brands at discounts up to 75% off retail  value.  We
launched  the  Bluefly.com  Web site in  September  1998.  Since its  inception,
www.bluefly.com  has  served  over  865,000  customers  and  shipped  to over 17
countries.

         Our  common  stock is listed on the  Nasdaq  Capital  Market  under the
symbol "BFLY" and on the Boston Stock Exchange under the symbol "BFL" and we are
incorporated  in  Delaware.  Our  executive  offices are located at 42 West 39th
Street,  New York, New York 10018,  and our telephone  number is (212) 944-8000.
Our Internet  address is  www.bluefly.com.  We make  available,  free of charge,
through our Web site, our annual report on Form 10-K,  quarterly reports on Form
10-Q,  current  reports on Form 8-K, and  amendments  to those  reports filed or
furnished  pursuant to Section 13(a) or 15(d) of the Securities  Exchange Act of
1934, as amended (the "Exchange Act"), as soon as reasonably  practicable  after
we electronically file such material with, or furnish it to, the SEC.

                               RECENT DEVELOPMENTS

         In June 2006, we entered into a Stock Purchase Agreement (the "Purchase
Agreement")  with affiliates of Soros Fund Management  LLC,  ("Soros"),  private
funds  associated  with  Maverick  Capital,  Ltd.  ("Maverick")  and  investment
entities and accounts  managed and advised by Prentice  Capital  Management,  LP
("Prentice" and, together with Maverick,  the  "Investors"),  pursuant to which,
among other  things,  we agreed to sell to Maverick and Prentice an aggregate of
60,975,610  shares of our common  stock,  par value $.01 per share (the  "Common
Stock"),  at a price of $0.82 per share,  in a private  placement  (the "Private
Placement")  for an  aggregate  of $50  million,  half of which was agreed to be
purchased by each Investor.  The purchase price  represented an 11% premium over
the  closing  price  of the  Company's  Common  Stock  as of the  date  that the
definitive  agreement  was signed  and  announced.  The  Private  Placement  was
consummated on June 15, 2006. At the closing, 203,016 shares were purchased by a
holder  of our  Series D  Convertible  Preferred  Stock in  connection  with the
exercise of its preemptive  rights.  This amount reduced on a pro rata basis the
amount of shares  Maverick and Prentice  otherwise  would have been  entitled to
purchase under the Purchase Agreement.

         In connection  with the Private  Placement,  Soros converted all of its
outstanding  Series A,  Series  B,  Series C,  Series D,  Series E and  Series F
Convertible   Preferred  Stock   (collectively,   the  "Preferred  Stock")  into
44,729,960  shares of the Company's Common Stock in accordance with the terms of
such  Preferred  Stock.  Approximately  566 shares of the  Series D  Convertible
Preferred  Stock,  which were held by investors other than Soros,  automatically
converted  into an aggregate of 1,073,936  shares of Common Stock in  accordance
with the terms of the Series D Convertible  Preferred  Stock. As a result of the
Private  Placement,  and in  accordance  with  the  terms  of the  anti-dilution
provisions contained in the Certificate of Powers, Designations, Preferences and
Rights of Series F Convertible  Preferred  Stock,  the  conversion  price of the
Series F Convertible Preferred Stock was adjusted to $0.82 per share.

         On the date of the  closing  of the  Private  Placement  (the  "Closing
Date"), we paid Soros $25 million in cash, which  represented  $4,000,000 of the
principal  and  $1,488,375  of accrued but unpaid  interest  on the  outstanding
convertible  notes held by Soros and substantially all of the accrued but unpaid
dividends  on the  shares of  Preferred  Stock that were  converted  by Soros in
connection with the Private Placement. We will use the



remaining $25 million in proceeds for general corporate  purposes.  Net proceeds
to the Company  were  approximately  $23 million.  Following  the closing of the
Private  Placement,  the only Preferred Stock  outstanding is approximately  857
shares of Series F  Convertible  Preferred  Stock,  which are held by  investors
other than Soros.  We may use up to $1 million of the proceeds  from the Private
Placement to redeem such shares of Series F Convertible  Preferred Stock, to the
extent our Board of Directors determines to do so.

         Under  the  terms  of the  Purchase  Agreement,  we  agreed  to use our
commercially  reasonable  best  efforts to register  the resale of the shares of
Common Stock sold in the Private  Placement within 120 days of the Closing Date,
and to cause a  registration  statement  covering  such  shares  to be  declared
effective within 180 days of the Closing Date.

                                  RISK FACTORS

         Shares  offered in this  prospectus  involve a high degree of risk. You
should carefully  consider the risk factors  commencing on page 3 in determining
whether to purchase the shares.

                                   ----------

         Our principal  executive office is located at 42 West 39th Street,
New York, New York 10018, and our telephone number is (212) 944-8000.

                                        2


                                  RISK FACTORS

         Before you invest in our Common Stock, you should be aware of the risks
described  below,  which we believe to be the material  risks  involved  with an
investment  in our  Common  Stock.  You  should  carefully  consider  these risk
factors, together with all of the other information included in this prospectus,
including the documents incorporated in this prospectus by reference, before you
decide whether to purchase shares of our Common Stock.

         We Have A History Of Losses And Expect That Losses Will Continue In The
Future. As of June 30, 2006, we had an accumulated deficit of $108,969,000.  For
the six months ended June 30,  2006,  we incurred a net loss of  $5,165,000.  We
also incurred net losses of $3,820,000,  $3,791,000 and $6,369,000 for the years
ended  December  31,  2005,  2004  and  2003,  respectively.  We  have  incurred
substantial costs to develop our Web site and infrastructure. In order to expand
our  business,  we  intend  to  invest  in  sales,   marketing,   merchandising,
operations,  information  systems,  site development and additional personnel to
support  these  activities.  We  therefore  may  continue  to incur  substantial
operating  losses.  Our ability to become  profitable  depends on our ability to
generate and sustain substantially higher net sales while maintaining reasonable
expense levels, both of which are uncertain. If we do achieve profitability,  we
cannot be certain that we would be able to sustain or increase  profitability on
a quarterly or annual basis in the future.

         Soros,  Maverick And Prentice  Each Own A Large Amount Of Our Stock And
Therefore Can Exert Significant  Influence Over Our Management And Policies.  As
of August 22, 2006, Soros  beneficially  owned, in the aggregate,  approximately
39% of our Common Stock, and Maverick and Prentice each owned  approximately 24%
of our Common Stock. We entered into a voting agreement with Soros, Maverick and
Prentice  (the  "Voting  Agreement"),  pursuant  to which Soros has the right to
designate three  designees to our Board of Directors,  and Maverick and Prentice
each have the  right to  designate  one  designee.  The  Voting  Agreement  also
provides  that one  designee of Soros and the  designee of each of Maverick  and
Prentice  have  the  right  to  serve  on the  Compensation  Committee  and  the
Governance and Nominating  Committee of the Board of Directors.  If we establish
an Executive  Committee,  the designees of Soros,  Maverick and Prentice will be
entitled to serve on such  committee.  Soros,  Maverick and Prentice also have a
right of first  refusal (the "Right of First  Refusal") to provide the financing
in any private  placement of our Common Stock that we seek to consummate  within
one year of the Closing Date on a pro rata basis.

         In view of their large  percentage  of ownership,  Soros,  Maverick and
Prentice  each  have  the  ability  to  exert  significant  influence  over  our
management and policies, such as the election of our directors,  the appointment
of new management and the approval of any other action requiring the approval of
our stockholders,  including any amendments to our certificate of incorporation,
a sale of all or substantially all of our assets or a merger.

         Our  Lenders  Have Liens On  Substantially  All Of Our Assets And Could
Foreclose In The Event That We Default Under Our Loan Facility.  Under the terms
of our loan facility,  our lender has a first priority lien on substantially all
of our  assets,  including  our cash  balances.  If we  default  under  the loan
facility, our lender would be entitled,  among other things, to foreclose on our
assets in order to satisfy our obligations under the loan facility.

         Our Ability To Maintain Our Minimum  Availability  Requirement  and Pay
Our Indebtedness  Under Our Loan Facility Is Dependent Upon Meeting Our Business
Plan.  We are  required  to pay  interest  under our loan  facility on a monthly
basis.  Assuming we meet our business  plan, we will be able to pay our interest
as  required.  To a certain  extent,  however,  our ability to meet our business
plan,  is subject  to general  economic,  financial,  competitive,  legislative,
regulatory  and other  factors  that are beyond our  control,  and  therefore we
cannot assure you that based on our business  plan we will  generate  sufficient
cash flow from  operations to enable us to pay our  indebtedness  under the loan
facility and maintain our minimum availability  requirement  throughout the term
of the agreement.  If we fall short of our business plan and are unable to raise
additional capital, we could default under our loan facility.  In the event of a
default  under the loan  facility,  our lender  would be  entitled,  among other
things,  to  foreclose  on our assets  (whether  inside or outside a  bankruptcy
proceeding) in order to satisfy our  obligations  under the loan  facility.  See
"Risk  Factors - Our Lenders Have Liens On  Substantially  All Of Our Assets And
Could Foreclose In The Event That We Default Under Our Loan Facility."

         If We Are Not Accurate In Forecasting Our Revenues, We May Be Unable To
Adjust Our Operating Plans In A Timely Manner.  Because our business has not yet
reached a mature stage, it is difficult for us to

                                        3


forecast our revenues accurately.  We base our current and future expense levels
and operating  plans on expected  revenues,  but in the short-term a significant
portion of our expenses are fixed.  Accordingly,  we may be unable to adjust our
spending in a timely manner to compensate for any unexpected  revenue shortfall.
This inability could cause our operating  results in some future quarter to fall
below the expectations of securities analysts and investors.  In that event, the
trading price of our Common Stock could decline significantly.  In addition, any
such unexpected revenue shortfall could significantly affect our short-term cash
flow and our net worth,  which  could  require us to seek  additional  financing
and/or  cause a default  under  our loan  facility.  See "Risk  Factors - We Are
Making A Substantial Investment In Our Business And May Need To Raise Additional
Funds," "Risk  Factors - Our Ability To Comply With Our Financial  Covenants And
Pay Our  Indebtedness  Under Our Loan  Facility Is  Dependent  Upon  Meeting Our
Business  Plan," and "Risk  Factors - Soros,  Maverick And  Prentice  Each Own A
Large Amount Of Our Stock And Therefore Can Exert Significant Influence Over Our
Management And Policies

         Our National Advertising  Campaign and Other Marketing  Initiatives May
Not Be Successful.  Our success  depends on our ability to attract  customers on
cost-effective  terms.  We  have  relationships  with  online  services,  search
engines,  and other Web sites and  e-commerce  businesses to provide other links
that direct customers to our Web site. In addition,  during 2005 we launched our
first national television and advertising campaign. Such campaigns are expensive
and may not  result  in the cost  effective  acquisition  of  customers.  We are
relying on the campaign as a  significant  source of traffic to our Web site and
new  customers.  If these  campaigns and  initiatives  are not  successful,  our
results of operations will be adversely affected.

         Unexpected  Changes In Fashion  Trends  Could  Cause Us To Have  Either
Excess or Insufficient  Inventory.  Fashion trends can change  rapidly,  and our
business is sensitive to such  changes.  There can be no assurance  that we will
accurately anticipate shifts in fashion trends and adjust our merchandise mix to
appeal to changing consumer tastes in a timely manner. If we misjudge the market
for our products or are  unsuccessful in responding to changes in fashion trends
or in market demand, we could experience insufficient or excess inventory levels
or higher markdowns, either of which would have a material adverse effect on our
business, financial condition and results of operations.

         We Will Be Subject To Cyclical Variations In The Apparel And E-Commerce
Markets.  The apparel  industry  historically  has been  subject to  substantial
cyclical  variations.  Furthermore,  Internet  usage  slows  down in the  summer
months.  We and other apparel vendors rely on the  expenditure of  discretionary
income  for  most,  if not  all,  sales.  Economic  downturns,  whether  real or
perceived,  in economic  conditions or prospects could adversely affect consumer
spending habits and,  therefore,  have a material adverse effect on our revenue,
cash flow and results of operations.  Alternatively,  any  improvement,  whether
real or perceived,  in economic  conditions or prospects could adversely  impact
our  ability to acquire  merchandise  and,  therefore,  have a material  adverse
effect  on  our  business,   prospects,   financial  condition  and  results  of
operations,  as our supply of  merchandise  is  dependent  on the  inability  of
designers and retailers to sell their  merchandise  in  full-price  venues.  See
"Risk  Factors - We Do Not Have Long Term  Contracts  With The  Majority  Of Our
Vendors And Therefore The Availability of Merchandise Is At Risk."

         We Purchase Product From Some Indirect Supply Sources,  Which Increases
Our Risk of Litigation  Involving The Sale Of Non-Authentic Or Damaged Goods. We
purchase  merchandise  both  directly  from  brand  owners and  indirectly  from
retailers and third party distributors. The purchase of merchandise from parties
other than the brand owners increases the risk that we will mistakenly  purchase
and sell  non-authentic  or  damaged  goods,  which  could  result in  potential
liability under applicable laws, regulations,  agreements and orders.  Moreover,
any claims by a brand owner,  with or without  merit,  could be time  consuming,
result in costly litigation,  generate bad publicity for us, and have a material
adverse impact on our business,  prospects,  financial  condition and results of
operations.

         If Our Co-Location  Facility,  Third Party Distribution Center Or Third
Party Call Center Fails,  Our Business  Could Be  Interrupted  For A Significant
Period Of Time.  Our  ability to receive  and fulfill  orders  successfully  and
provide  high-quality  customer  service,  largely  depends on the efficient and
uninterrupted  operation of our computer and communications hardware systems and
fulfillment  center.  Substantially  all  of  our  computer  and  communications
hardware is located at a single  co-location  facility owned by a third party in
New York City.  Primarily all of our inventory is held, and our customer  orders
are filled,  at a third party  distribution  center  located in Virginia,  and a
large majority of our customer service  representatives are employees of a third
party call center in

                                        4


Ohio. These operations are vulnerable to damage or interruption from fire,
flood, storms, power loss, telecommunications failure, terrorist attacks, acts
of war, break-ins, earthquake and similar events. We do not presently have
redundant systems in multiple locations or a formal disaster recovery plan.
Accordingly, a failure at one of these facilities could interrupt our business
for a significant period of time, and our business interruption insurance may be
insufficient to compensate us for losses that may occur. Any such interruption
would negatively impact our sales, results of operations and cash flows for the
period in which it occurred, and could have a long-term adverse effect on our
relationships with our customers and suppliers.

         Security Breaches To Our Systems And Database Could Cause Interruptions
to Our  Business  And Impact Our  Reputation  With  Customers,  And We May Incur
Significant Expenses to Protect Against Such Breaches. A fundamental requirement
for  online  commerce  and   communications   is  the  secure   transmission  of
confidential  information over public  networks.  There can be no assurance that
advances in computer capabilities, new discoveries in the field of cryptography,
or other events or developments will not result in a compromise or breach of the
algorithms we use to protect customer transaction and personal data contained in
our customer  database.  A party who is able to circumvent our security measures
could  misappropriate  proprietary  information  or cause  interruptions  in our
operations.  If any such compromise of our security were to occur, it could have
a material  adverse effect on our reputation with customers,  thereby  affecting
our  long-term  growth  prospects.  In  addition,  we may be  required to expend
significant  capital  and other  resources  to  protect  against  such  security
breaches or to alleviate problems caused by such breaches.

         Brand  Owners  Could  Establish  Procedures  To Limit  Our  Ability  To
Purchase Products Indirectly.  Brand owners have implemented,  and are likely to
continue  to  implement,  procedures  to limit or control  off-price  retailers'
ability to purchase products  indirectly.  In addition,  several brand owners in
the U.S. have distinctive legal rights rendering them the only legal importer of
their respective brands into the U.S. If we acquire such product indirectly from
distributors  and other third parties who may not have complied with  applicable
customs  laws and  regulations,  such goods could be subject to seizure from our
inventory by U.S. Customs Service,  and the importer may have a civil action for
damages  against us. See "Risk Factors - We Do Not Have Long Term Contracts With
The Majority of Our Vendors And Therefore The  Availability Of Merchandise Is At
Risk."

         Our  Growth  May  Place A  Significant  Strain  On Our  Management  And
Administrative  Resources And Cause  Disruptions In Our Business.  Historically,
our growth has placed,  and any further growth is likely to continue to place, a
significant  strain  on  our  management  and  administrative  resources.  To be
successful,  we must continue to implement  information  management  systems and
improve our  operating,  administrative,  financial and  accounting  systems and
controls.  We  will  also  need  to  train  new  employees  and  maintain  close
coordination among our executive, accounting, finance, marketing, merchandising,
operations and technology  functions.  Any failure to implement such systems and
training,  and to maintain such  coordination,  could affect our ability to plan
for, and react quickly to, changes in our business and, accordingly, could cause
an adverse  impact on our cash flow and  results of  operations  in the  periods
during which such  changes  occur.  In addition,  as our  workforce  grows,  our
exposure to potential employment liability issues increases, and we will need to
continue to improve our human  resources  functions in order to protect  against
such increased exposure. Moreover, our business is dependent upon our ability to
expand our third-party  fulfillment  operations,  customer  service  operations,
technology  infrastructure,  and inventory  levels to  accommodate  increases in
demand,  particularly  during  the peak  holiday  selling  season.  Our  planned
expansion  efforts in these areas could cause  disruptions in our business.  Any
failure to expand  our  third-party  fulfillment  operations,  customer  service
operations,  technology infrastructure or inventory levels at the pace needed to
support  customer  demand could have a material  adverse effect on our cash flow
and results of  operations  during the period in which such  failures  occur and
could have a long-term effect on our reputation with our customers.

         We Are Heavily Dependent On Third-Party Relationships,  And Failures By
A  Third  Party  Could  Cause  Interruptions  To Our  Business.  We are  heavily
dependent upon our relationships with our fulfillment operations provider, third
party call center and Web hosting provider, delivery companies like UPS, DHL and
the United States Postal Service,  and credit card processing  companies such as
Paymentech and  Cybersource to service our customers'  needs. To the extent that
there is a slowdown in mail service or package delivery  services,  whether as a
result of labor difficulties, terrorist activity or otherwise, our cash flow and
results of operations would be negatively impacted during such slowdown, and the
results  of  such  slowdown  could  have  a  long-term  negative  effect  on our
reputation  with  our  customers.  The  failure  of our  fulfillment  operations
provider, third party call

                                        5


center, credit card processors or Web hosting provider to properly perform their
services for us could cause  similar  effects.  Our  business is also  generally
dependent  upon our ability to obtain the services of other persons and entities
necessary for the  development  and  maintenance of our business.  If we fail to
obtain the services of any such person or entities  upon which we are  dependent
on satisfactory  terms, or we are unable to replace such relationship,  we would
have to expend  additional  resources  to develop such  capabilities  ourselves,
which  could  have a material  adverse  impact on our  short-term  cash flow and
results of operations and our long-term prospects.

         We Are In  Competition  With  Companies  Much  Larger  Than  Ourselves.
Electronic commerce generally and, in particular,  the online retail apparel and
fashion accessories market, is a new, dynamic, high-growth market and is rapidly
changing and intensely  competitive.  Our competition for customers comes from a
variety of sources including:

         o   existing land-based, full price retailers, that are using the
             Internet to expand their channels of distribution;

         o   less established online companies;

         o   internet sites;

         o   traditional direct marketers; and

         o   traditional off-price retail stores, which may or may not use
             the Internet to grow their customer base.

Competition  in our  industry  has  intensified,  and we  expect  this  trend to
continue  as the list of our  competitors  grows.  Many of our  competitors  and
potential  competitors have longer operating  histories,  significantly  greater
resources,  greater brand name  recognition and more firmly  established  supply
relationships.  We believe that the principal  competitive factors in our market
include:

         o   brand recognition;

         o   merchandise selection;

         o   price;

         o   convenience;

         o   customer service;

         o   order delivery performance; and

         o   site features.

There can be no assurance that we will be able to compete  successfully  against
competitors and future competitors,  and competitive pressures faced by us could
force us to increase  expenses  and/or  decrease our prices at some point in the
future.

         We Do Not Have Long Term  Contracts  With Our Vendors And Therefore The
Availability  Of  Merchandise  Is  At  Risk.  We  do  not  have  any  agreements
controlling  the long-term  availability  of merchandise or the  continuation of
particular  pricing  practices.  Our contracts with  suppliers  typically do not
restrict such suppliers from selling  products to other buyers.  There can be no
assurance  that our current  suppliers  will  continue to sell products to us on
current  terms  or that we will be able to  establish  new or  otherwise  extend
current  supply  relationships  to ensure product  acquisitions  in a timely and
efficient manner and on acceptable  commercial  terms. In addition,  in order to
entice new vendors to open up  relationships  with us, we sometimes are required
to either make  prepayments or agree to shortened  payment terms. Our ability to
develop and maintain  relationships  with  reputable  suppliers  and obtain high
quality  merchandise is critical to our success. If we are unable to develop and
maintain relationships with suppliers that would allow us to obtain a sufficient
amount and variety of quality  merchandise on acceptable  commercial  terms, our
ability to satisfy our  customers'  needs,  and therefore  our long-term  growth
prospects,  would be materially  adversely  affected.  See "Risk Factors - Brand
Owners  Could  Establish  Procedures  to Limit Our Ability to Purchase  Products
Indirectly."

                                        6


         We Need To Further  Establish Brand Name  Recognition.  We believe that
further  establishing,  maintaining and enhancing our brand is a critical aspect
of our efforts to attract and expand our online traffic.  The number of Internet
sites that offer competing services, many of which already have well established
brands in online services or the retail apparel  industry  generally,  increases
the importance of establishing and maintaining brand name recognition. Promotion
of  Bluefly.com  will depend  largely on our success in providing a high quality
online experience supported by a high level of customer service, which cannot be
assured.  In addition,  to attract and retain online  users,  and to promote and
maintain  Bluefly.com  in  response  to  competitive  pressures,  we may find it
necessary to increase substantially our advertising and marketing  expenditures.
If we are unable to provide high quality online services or customer support, or
otherwise  fail to promote and maintain  Bluefly.com,  or if we incur  excessive
expenses in an attempt to promote and maintain Bluefly.com, our long-term growth
prospects would be materially adversely affected.

         There Can Be No Assurance That Our  Technology  Systems Will Be Able To
Handle Increased  Traffic;  Implementation Of Changes To Web Site. A key element
of our  strategy  is to  generate  a high  volume  of  traffic  on,  and use of,
Bluefly.com.   Accordingly,   the  satisfactory  performance,   reliability  and
availability  of  Bluefly.com,   transaction   processing  systems  and  network
infrastructure  are  critical to our  reputation  and our ability to attract and
retain  customers,  as well as maintain  adequate  customer service levels.  Our
revenues will depend on the number of visitors who shop on  Bluefly.com  and the
volume of orders we can handle.  Unavailability of our Web site or reduced order
fulfillment  performance  would  reduce  the volume of goods sold and could also
adversely  affect  consumer  perception  of our brand  name.  We may  experience
periodic  system  interruptions  from  time to time.  If there is a  substantial
increase in the volume of traffic on  Bluefly.com or the number of orders placed
by customers,  we will be required to expand and upgrade further our technology,
transaction  processing  systems  and  network  infrastructure.  There can be no
assurance  that we will be able to  accurately  project  the rate or  timing  of
increases,  if any, in the use of  Bluefly.com or expand and upgrade our systems
and  infrastructure to accommodate such increases on a timely basis. In order to
remain competitive,  we must continue to enhance and improve the responsiveness,
functionality  and features of Bluefly.com,  which is  particularly  challenging
given  the  rapid  rate at which  new  technologies,  customer  preferences  and
expectations  and industry  standards  and  practices are evolving in the online
commerce industry. Accordingly, we redesign and enhance various functions on our
Web site on a regular basis,  and we may experience  instability and performance
issues as a result of these changes.

         We May Be Subject To Higher Return Rates.  We recognize  that purchases
of apparel and fashion  accessories  over the  Internet may be subject to higher
return rates than traditional  store bought  merchandise.  We have established a
liberal  return  policy in order to  accommodate  our customers and overcome any
hesitancy they may have with shopping via the Internet. As a result, our reserve
for returns and credit card  chargebacks for fiscal 2005, 2004 and 2003 has been
37.8%,  36.6% and 37.1%,  respectively.  For the six months ended June 30, 2006,
our reserve for returns and credit chard  chargebacks was 40.0%. If return rates
are higher than expected,  our business,  prospects,  financial condition,  cash
flows and results of operations could be materially adversely affected.

         Our  Success Is Largely  Dependent  Upon Our  Executive  Personnel.  We
believe  our  success  will  depend to a  significant  extent on the efforts and
abilities  of our  executive  personnel.  In  particular,  we  rely  upon  their
strategic  guidance,  their  relationships  and  credibility  in the  vendor and
financial communities and their ability to recruit key operating personnel.  Our
current employment agreements with our Chief Executive Officer,  Chief Financial
Officer  and Chief  Marketing  Officer run  through  March  2007,  July 2006 and
September 2008, respectively, however there can be no assurance that any of them
will  not  terminate  their  employment  earlier.  An  extension  of each of the
employment agreements of our Chief Executive Officer and Chief Financial Officer
is currently being negotiated.  The loss of the services of any of our executive
officers could have a material  adverse effect on our  credibility in the vendor
communities and our ability to recruit new key operating personnel.

         Our Success Is Dependent Upon Our Ability To Attract New Key Personnel.
Our operations  will also depend to a great extent on our ability to attract new
key personnel with relevant  experience and retain existing key personnel in the
future. The market for qualified personnel is extremely competitive. Our failure
to attract additional  qualified  employees could have a material adverse effect
on our prospects for long-term growth.

         There Are Inherent Risks Involved In Expanding Our  Operations.  We may
choose to expand our  operations by developing  new Web sites,  promoting new or
complementary  products  or sales  formats,  expanding  the breadth and depth of
products  and  services   offered,   expanding  our  market   presence   through
relationships with third

                                        7


parties,  adopting non-Internet based channels for distributing our products, or
consummating  acquisitions or  investments.  Expansion of our operations in this
manner would require significant additional expenses and development, operations
and  editorial  resources  and  would  strain  our  management,   financial  and
operational  resources.  For example, we have historically  expended significant
internal  resources  in  connection  with the  redesign  of our Web site and the
implementation of our online strategic alliances. Moreover, in the event that we
expand  upon our  efforts to open  brick-and-mortar  outlet  stores,  we will be
required to devote  significant  internal resources and capital to such efforts.
There  can be no  assurance  that we would be able to  expand  our  efforts  and
operations in a  cost-effective  or timely manner or that any such efforts would
increase overall market  acceptance.  Furthermore,  any new business or Web site
that is not favorably  received by consumer or trade  customers could damage our
reputation.

         We May Be Liable For Infringing  The  Intellectual  Property  Rights Of
Others.  Third parties may assert  infringement  claims against us. From time to
time in the ordinary  course of business we have been, and we expect to continue
to be,  subject to claims  alleging  infringement  of the  trademarks  and other
intellectual  property  rights of third parties.  These claims and any resulting
litigation, if it occurs, could subject us to significant liability for damages.
In  addition,  even  if we  prevail,  litigation  could  be  time-consuming  and
expensive  and could  result in the  diversion  of our time and  attention.  Any
claims from third parties may also result in  limitations  on our ability to use
the  intellectual  property  subject to these claims unless we are able to enter
into agreements with the third parties making these claims.

         We May Be  Liable  for  Product  Liability  Claims.  We  sell  products
manufactured  by third parties,  some of which may be defective.  If any product
that we sell were to cause  physical  injury or injury to property,  the injured
party or parties  could bring claims  against us as the retailer of the product.
Our  insurance  coverage  may not be adequate to cover every claim that could be
asserted.  If a successful  claim were brought  against the Company in excess of
our insurance coverage, it could have a material adverse effect on our cash flow
and on our reputation  with customers.  Unsuccessful  claims could result in the
expenditure of funds and management time and could have a negative impact on our
business.

         We Cannot  Guarantee The Protection Of Our Intellectual  Property.  Our
intellectual  property  is critical to our  success,  and we rely on  trademark,
copyright,  domain names and trade secret  protection to protect our proprietary
rights.  Third parties may infringe or  misappropriate  our  trademarks or other
proprietary rights,  which could have a material adverse effect on our business,
prospects,  results of  operations or financial  condition.  While we enter into
confidentiality  agreements  with  our  employees,   consultants  and  strategic
partners and generally  control access to and  distribution  of our  proprietary
information,  the steps we have taken to protect our proprietary  rights may not
prevent  misappropriation.  We are pursuing  registration of various trademarks,
service  marks and domain  names in the  United  States  and  abroad.  Effective
trademark,  copyright and trade secret  protection may not be available in every
country,  and there  can be no  assurance  that the  United  States  or  foreign
jurisdictions will afford us any protection for our intellectual property. There
also can be no assurance that any of our  intellectual  property rights will not
be challenged,  invalidated or circumvented. In addition, we do not know whether
we  will  be  able  to  defend  our  proprietary   rights  since  the  validity,
enforceability and scope of protection of proprietary rights in Internet-related
industries is uncertain and still evolving. Moreover, even to the extent that we
are  successful in defending  our rights,  we could incur  substantial  costs in
doing so.

         Our Business Could Be Harmed By Consumers'  Concerns About The Security
Of  Transactions  Over The Internet.  Concerns over the security of transactions
conducted  on the  Internet  and  commercial  online  services,  the increase in
identity  theft and the  privacy  of users may also  inhibit  the  growth of the
Internet and  commercial  online  services,  especially as a means of conducting
commercial  transactions.  Moreover,  although  we have  developed  systems  and
processes  that  are  designed  to  protect  consumer  information  and  prevent
fraudulent  credit card  transactions  and other security  breaches,  failure to
mitigate  such fraud or  breaches  could have a material  adverse  effect on our
business, prospects, financial condition and results of operations.

         We Face Legal Uncertainties  Relating To The Internet In General And To
Our  Industry  In  Particular  And  May  Become  Subject  To  Costly  Government
Regulation. We are not currently subject to direct regulation by any domestic or
foreign  governmental  agency,  other than regulations  applicable to businesses
generally,  and laws or  regulations  directly  applicable  to online  commerce.
However,  it is possible  that laws and  regulations  may be adopted  that would
apply to the Internet and other online services. Furthermore, the growth and

                                        8


development  of the  market  for  online  commerce  may  prompt  calls  for more
stringent  consumer  protection laws that may impose additional burdens on those
companies  conducting  business  online.  The adoption of any additional laws or
regulations  may increase our cost of doing business  and/or decrease the demand
for our products and services and increase our cost of doing business.

The  applicability  to the  Internet of existing  laws in various  jurisdictions
governing issues such as property  ownership,  sales and other taxes,  libel and
personal  privacy  is  uncertain  and may take  years to  resolve.  Any such new
legislation  or  regulation,  the  application  of  laws  and  regulations  from
jurisdictions  whose  laws  do  not  currently  apply  to our  business,  or the
application of existing laws and regulations to the Internet and online commerce
could also increase our cost of doing business.  In addition, if we were alleged
to have violated federal, state or foreign, civil or criminal law, we could face
material  liability and damage to our  reputation  and, even if we  successfully
defend any such claim, we would incur  significant costs in connection with such
defense.

         We Face  Uncertainties  Relating To Sales And Other  Taxes.  We are not
currently  required to pay sales or other  similar taxes in respect of shipments
of goods  into  states  other  than  Virginia,  Ohio,  New  Jersey and New York.
However,  state taxation laws and regulations may change in the future,  and one
or  more  states  may  seek  to  impose  sales  tax  collection  obligations  on
out-of-state companies,  such as our company, that engage in online commerce. In
addition, any new operation in states outside Virginia, Ohio, New Jersey and New
York could subject shipments into such states to state sales taxes under current
or future  laws.  A  successful  assertion  by one or more states or any foreign
country that the sale of  merchandise  by us is subject to sales or other taxes,
could  subject us to material  liabilities  and, to the extent that we pass such
costs on to our customers, could decrease our sales.

         The Holders Of Our Common Stock May Be Adversely Affected By The Rights
Of Holders Of Preferred Stock That May Be Issued In The Future.  Our certificate
of incorporation and by-laws,  as amended,  contain certain  provisions that may
delay, defer or prevent a takeover.  Our Board of Directors has the authority to
issue up to 15,479,250  additional  shares of Preferred  Stock, and to determine
the price,  rights,  preferences and  restrictions,  including voting rights, of
those  shares,   without  any  further  vote  or  action  by  the  stockholders.
Accordingly,  our Board of  Directors  is  empowered,  without  approval  of the
holders of Common Stock,  to issue  preferred  stock,  for any reason and at any
time,  with  such  rates  of  dividends,   redemption  provisions,   liquidation
preferences,  voting rights,  conversion privileges and other characteristics as
it may deem necessary or appropriate. The rights of holders of Common Stock will
be subject to, and may be  adversely  affected  by, the rights of holders of any
preferred stock that may be issued in the future.

         We Rely On The Effectiveness Of Our Internal  Controls.  Section 404 of
the  Sarbanes-Oxley  Act of 2002  requires  that we  establish  and  maintain an
adequate internal control  structure and procedures for financial  reporting and
assess on an  on-going  basis the  design  and  operating  effectiveness  of our
internal  control  structure  and  procedures  for  financial   reporting.   Our
independent  registered accounting firm will be required to audit the design and
operating  effectiveness  of our internal  controls  and attest to  management's
assessment of the design and the  effectiveness  of our internal  controls.  The
first such audit will be required for our fiscal year ending  December 31, 2008.
It is possible  that, as we prepare for this audit,  we could  discover  certain
deficiencies in the design and/or operation of our internal  controls that could
adversely affect our ability to record, process,  summarize and report financial
data. We have invested and will continue to invest significant resources in this
process.  Because  management's  assessment  of internal  controls  has not been
required  to be  reported  in the past,  we are  uncertain  as to what  impact a
conclusion  that  deficiencies  exist in our internal  controls  over  financial
reporting would have on the trading price of our Common Stock.

                                        9


                           FORWARD-LOOKING STATEMENTS

         We have  made  forward-looking  statements  in this  prospectus  and in
documents  that  we  incorporate  by  reference  into  this  prospectus.   These
forward-looking  statements  are  subject  to risks  and  uncertainties.  Actual
results may differ  materially  from those  expressed  in these  forward-looking
statements.

         Forward-looking  statements include information concerning our possible
or assumed future  results of operations as well as statements  that include the
words "believe," "expect,"  "anticipate,"  "intend" or similar expressions.  You
should understand that certain important  factors,  including those set forth in
"Risk Factors" above and elsewhere in this  prospectus and the documents that we
incorporate by reference into this  prospectus,  could affect our future results
of  operations  and could cause those  results to differ  materially  from those
expressed in our forward-looking  statements.  In connection with these forward-
looking  statements,  you  should  carefully  review the risks set forth in this
prospectus and the documents we incorporate by reference into this prospectus.

                                 USE OF PROCEEDS

         The  proceeds  from  the  sale  of the  Common  Stock  covered  by this
prospectus are solely for the account of the selling stockholders.  Accordingly,
we will not  receive any  proceeds  from the sale of the shares from the selling
stockholders.  However,  such shares include  706,644  shares  issuable upon the
exercise of warrants held by selling stockholders. In the event that all of such
warrants are exercised for cash, the aggregate  proceeds received by us would be
approximately $1,062,000. There can be no assurance concerning the number or the
timing of the  exercise of such  warrants by such selling  stockholders  at this
date.  In addition,  because such  warrants  contain  provisions  allowing for a
cashless exercise under certain circumstances, there can be no assurance that we
would  receive  all such  proceeds  even if such  warrants  are  exercised.  Any
proceeds  realized  from the  exercise of such  warrants  will be used by us for
general working capital.

                              SELLING STOCKHOLDERS

         This  prospectus  relates to the resale of up to 111,372,291  shares of
our Common Stock by the selling stockholders listed below. These shares include:
(a) 60,975,610 shares sold by us to the Investors in the Private Placement;  (b)
4,273,504  shares sold by us to Soros in a rights  offering in January 2001; (c)
43,229,960  shares  issued to Soros in June 2006 upon  conversion  of previously
outstanding  shares of Convertible  Preferred Stock; (d) 100,000 shares issuable
upon the exercise of warrants  with an exercise  price of $0.88 per share issued
to Soros in March  2001 in  connection  with a private  placement;  (e)  160,000
shares  issuable upon the exercise of warrants  with an exercise  price of $1.68
per share issued to Soros in March 2002 in connection with a private  placement;
(f) 296,644 shares issuable upon the exercise of warrants with an exercise price
of $1.88 per  share  issued  to Soros in May 2002 in  connection  with a private
placement;  (g) 1,186,573  shares sold by us pursuant to a private  placement in
May 2002;  (h) 25,000  shares  issuable  upon the  exercise of warrants  with an
exercise  price of $1.12 per share issued to Soros in January 2003 in connection
with a private  placement;  (i) 25,000  shares  issuable  upon the  exercise  of
warrants with an exercise price of $0.78 per share issued to Soros in March 2003
in connection with a private  placement;  (j) 1,000,000 shares issued in partial
payment of the  placement  agent fee  incurred  in  connection  with the Private
Placement; and (k) 100,000 shares issuable upon the exercise of a warrant issued
to a service  provider  in  February  2006 with an  exercise  price of $1.00 per
share.

         The table below sets forth certain  information known to us, based upon
written  representations  from the  selling  stockholders,  with  respect to the
beneficial  ownership  of our Common  Stock by the  selling  stockholders  as of
August 22, 2006. The following table assumes that the selling  stockholders sell
all of their  shares  being  offered  under  this  prospectus.  We are unable to
determine the exact number of shares that will actually be sold.

         In the table below,  the  percentage  of shares  beneficially  owned is
based on  129,240,660  shares  outstanding  at August 22,  2006,  determined  in
accordance  with Rule 13d-3 of the  Exchange  Act.  Under such rule,  beneficial
ownership  includes  any  shares as to which the  individual  has sole or shared
voting power or investment  power and also any shares which the  individual  has
the right to acquire  within sixty days of such date through the exercise of any
warrants or other rights.  Unless  otherwise  indicated in the  footnotes,  each
person has sole voting and  investment  power (or shares such powers with his or
her spouse) with respect to the shares shown as beneficially owned.

                                       10




                                                                                                           SHARES BENEFICIALLY
                                                                                                           OWNED AFTER OFFERING
                                                        NUMBER OF SHARES BENEFICIALLY                   (ASSUMING ALL SHARES BEING
                                                         OWNED PRIOR TO THE OFFERING                        OFFERED ARE SOLD)
                                                        -----------------------------    SHARES BEING   --------------------------
NAME OF SELLING STOCKHOLDER                                NUMBER            PERCENT         OFFERED       NUMBER         PERCENT
-----------------------------------------------------   -----------        ----------    ------------   -----------      ---------
                                                                                                               
Entities affiliated with Maverick Capital, Ltd. (1)..    30,386,297             23.51%     30,386,297            --             --
Prentice Capital Partners, LP (2) ...................       816,784              0.63%        816,784            --             --
Prentice Capital Partners QP, LP (3) ................     4,037,731              3.12%      4,037,731            --             --
Prentice Capital Offshore, Ltd. (4) .................     9,051,470              7.00%      9,051,470            --             --
S.A.C. Capital Associates, LLC (5) ..................    11,438,618              8.85%     11,438,618            --             --
GPC XLIII, LLC (6) ..................................     2,003,065              1.55%      2,003,065            --             --
PEC I, LLC (7) ......................................     3,038,629              2.35%      3,038,629            --             --
Portside Growth and Opportunity Fund (8) ............     1,121,924(18)          0.86%        203,016       918,908(19)       0.71%
Allen & Company LLC (9) .............................     1,000,000              0.77%      1,000,000            --             --
Genesis Select Corporation (10) .....................       178,500(11)          0.14%        100,000        78,500           0.06%
Quantum Industrial Partners LDC(12) .................    49,226,779(13)         37.91%     47,734,307     1,492,472(17)       1.15%
SFM  Domestic Investments LLC(14) ...................     1,609,902(15)          1.25%      1,562,374        47,528(16)       0.04%
   TOTAL ............................................   113,909,669             87.60%    111,372,291     2,537,408           1.95%


1.   Consists of: (a)  5,790,048  shares held by Maverick  Fund USA,  Ltd.;  (b)
     13,134,660 shares held by Maverick Fund,  L.D.C.; and (c) 11,461,589 shares
     held by Maverick  Fund II, Ltd.  Maverick  Capital,  Ltd. is an  investment
     adviser registered under Section 203 of the Investment Advisers Act of 1940
     and, as such, has beneficial  ownership of the shares held by Maverick Fund
     USA, Ltd.,  Maverick Fund,  L.D.C.  and Maverick Fund II, Ltd.  through the
     investment  discretion it exercises over these accounts.  Maverick  Capital
     Management,  LLC is the General  Partner of Maverick  Capital,  Ltd. Lee S.
     Ainslie III is a manager of Maverick Capital Management, LLC and is granted
     sole investment  discretion pursuant to Maverick Capital Management,  LLC's
     regulations. The address for the entities affiliated with Maverick Capital,
     Ltd. is 300 Crescent Court, 18th Floor, Dallas, TX 75201.
2.   Prentice  Capital  Management,  LP has  investment  and  voting  power with
     respect  to the  securities  held by  Prentice  Capital  Partners,  LP. Mr.
     Michael Zimmerman is the managing member of the general partner of Prentice
     Capital  Management,  LP. Each of Prentice Capital  Management,  LP and Mr.
     Zimmerman disclaim beneficial ownership of any of these securities.
3.   Prentice  Capital  Management,  LP has  investment  and  voting  power with
     respect to the  securities  held by Prentice  Capital  Partners QP, LP. Mr.
     Michael Zimmerman is the managing member of the general partner of Prentice
     Capital  Management,  LP. Each of Prentice Capital  Management,  LP and Mr.
     Zimmerman disclaim beneficial ownership of any of these securities.
4.   Prentice  Capital  Management,  LP has  investment  and  voting  power with
     respect to the  securities  held by Prentice  Capital  Offshore,  Ltd.  Mr.
     Michael Zimmerman is the managing member of the general partner of Prentice
     Capital  Management,  LP. Each of Prentice Capital  Management,  LP and Mr.
     Zimmerman disclaim beneficial ownership of any of these securities.
5.   Pursuant  to  an  investment  management  agreement  among  S.A.C.  Capital
     Advisors, LLC, Prentice Capital Management, LP and Mr. Zimmerman,  Prentice
     Capital Management,  LP manages an investment account that contains certain
     securities,  including  those  referenced  herein,  held by S.A.C.  Capital
     Associates,  LLC (the  "Managed  Account").  The  securities in the Managed
     Account are held in the name of S.A.C.  Capital  Associates,  LLC. Prentice
     Capital Management,  LP has, except in limited circumstances,  the power to
     vote or to direct the vote and to dispose or to direct the  disposition  of
     the securities in the Managed Account,  including the securities referenced
     herein. Each of S.A.C.  Capital Advisors,  LLC, S.A.C.  Capital Management,
     LLC (investment managers to S.A.C. Capital Associates, LLC), S.A.C. Capital
     Associates,  LLC and Mr.  Steven  A.  Cohen,  who  controls  each of S.A.C.
     Capital  Advisors,  LLC  and  S.A.C.  Capital  Management,   LLC,  disclaim
     beneficial  ownership of any of the securities held in the Managed Account,
     and each disclaims group ownership with Prentice Capital Management,  LP as
     to  the  securities  held  in the  Managed  Account  and  as to  any  other
     securities that are beneficially owned by Prentice Capital  Management,  LP
     or its  affiliates.  Each of Prentice  Capital  Management,  LP and Michael
     Zimmerman  disclaim  beneficial  ownership  of any  securities  held in the
     Managed Account except to the extent of their pecuniary interest.

                                       11


6.   Prentice  Capital  Management,  LP has  investment  and  voting  power with
     respect to the securities held by GPC XLIII,  LLC. Mr. Michael Zimmerman is
     the managing member of the general partner of Prentice Capital  Management,
     LP. Each of Prentice  Capital  Management,  LP and Mr.  Zimmerman  disclaim
     beneficial ownership of any of these securities.
7.   Prentice  Capital  Management,  LP has  investment  and  voting  power with
     respect to the securities held by PEC I, LLC. Mr. Michael  Zimmerman is the
     managing member of the general partner of Prentice Capital Management,  LP.
     Each  of  Prentice  Capital  Management,  LP  and  Mr.  Zimmerman  disclaim
     beneficial ownership of any of these securities.
8.   Ramius Capital Group,  L.L.C.  ("Ramius Capital") is the investment adviser
     of Portside Growth and Opportunity Fund and consequently has voting control
     and investment discretion over securities held by Portside. Peter A. Cohen,
     Morgan B. Stark,  Thomas W.  Strauss  and  Jeffrey M.  Solomon are the sole
     managing members of C4S & Co.,  L.L.C.,  the sole managing member of Ramius
     Capital.  As a result,  Messrs.  Cohen,  Stark,  Strauss and Solomon may be
     considered  beneficial owners of any shares deemed to be beneficially owned
     by Ramius  Capital.  Messrs.  Cohen,  Stark,  Strauss and Solomon  disclaim
     beneficial ownership of these shares.
9.   Herbert A. Allen III, as President of Allen & Company LLC, may be deemed to
     have voting and investment control over such securities
10.  Alan Budd  Zuckerman,  as President of Genesis Select  Corporation,  may be
     deemd to have voting and investment control over such securities.
11.  Includes  100,000 shares issuable upon exercise of a warrant at an exercise
     price of $1.00 per share.
12.  Quantum  Industrial  Partners LDC ("QIP") is an exempted  limited  duration
     company  formed  under the laws of the Cayman  Islands  with its  principal
     address at Kaya Flamboyan 9, Willemstad, Curacao, Netherlands Antilles. QIH
     Management Investor,  L.P. ("QIHMI"), an investment advisory firm organized
     as a Delaware  limited  partnership,  is a minority  shareholder of, and is
     vested with investment discretion with respect to portfolio assets held for
     the account of QIP.  The sole  general  partner of QIHMI is QIH  Management
     LLC, a Delaware limited  liability company ("QIH  Management").  Soros Fund
     Management LLC, a Delaware limited liability  company ("SFM"),  is the sole
     managing member of QIH Management. George Soros is the Chairman of SFM and,
     in such capacity,  may be deemed to have voting and dispositive  power over
     securities held for the account of QIP.
13.  Represents:  (a) 48,599,355 shares of Common Stock; (b) warrant to purchase
     96,830  shares at an  exercise  price of $0.88 per  share;  (c)  warrant to
     purchase 58,098 shares at an exercise price of $1.68 per share; (d) warrant
     to  purchase  96,830  shares at an exercise  price of $1.68 per share;  (e)
     warrant to purchase 287,250 shares at an exercise price of $1.88 per share;
     (f) warrant to  purchase  24,208  shares at an exercise  price of $1.12 per
     share;  (g) warrant to purchase 24,208 shares at an exercise price of $0.78
     per  share;  and (h)  40,000  shares  issuable  in the  aggregate  upon the
     exercise  of options  held for the benefit of QIP by an employee of SFM and
     an advisor to QIP who serve on the Company's Board of Directors.
14.  SFM Domestic  Investments  LLC  ("SFMDI") is a Delaware  limited  liability
     company.  George  Soros is the sole  managing  member of SFMDI and, in such
     capacity,  may  be  deemed  to  have  voting  and  dispositive  power  over
     securities held for the account of SFMDI.
15.  Represents:  (a) 1,590,682  shares of Common Stock; (b) warrant to purchase
     3,170  shares at an  exercise  price of $0.88 per  share;  (c)  warrant  to
     purchase 1,902 shares at an exercise price of $1.68 per share;  (d) warrant
     to  purchase  3,170  shares at an  exercise  price of $1.68 per share;  (e)
     warrant to purchase  9,394 shares at an exercise  price of $1.88 per share;
     (f) warrant to purchase 792 shares at an exercise price of $1.12 per share;
     and (g)  warrant to purchase  792 shares at an exercise  price of $0.78 per
     share.
16.  The resale of these shares is covered by a separate Registration  Statement
     on Form S-3 (SEC File No. 333-111957).
17.  1,452,472 of these shares are covered by a separate Registration  Statement
     on Form S-3 (SEC File No. 333-111957)
18.  Represents:  (a) 338,852  shares of Common  Stock;  (b) warrant to purchase
     86,207  shares at an  exercise  price of $2.87 per share;  and (c)  696,865
     shares of  issuable  upon  conversion  of 571.429  shares of the  Company's
     Series  F  Convertible  Preferred  Stock  (which  represents  66.7%  of the
     currently   outstanding  shares  of  the  Company's  Series  F  Convertible
     Preferred Stock).
19.  The resale of these shares is covered by a separate Registration  Statement
     on Form S-3 (SEC File No. 333-127176).

                                       12


MATERIAL RELATIONSHIPS WITH SELLING STOCKHOLDERS

         Indemnification Provisions Applicable To All Selling Stockholders

         We have  agreed  to  indemnify  each of the  selling  stockholders  for
certain  liabilities  arising out of the  registration  statement  of which this
prospectus is a part.

         Material Relationships and Agreements with Maverick, Prentice and Soros

         As  discussed  in greater  detail  above under the section  "Prospectus
Summary - Recent  Developments,"  in June  2006,  we entered  into the  Purchase
Agreement  with Soros,  Maverick and  Prentice,  pursuant to which,  among other
things,  we agreed to sell to Maverick and  Prentice an aggregate of  60,975,610
shares of Common Stock in the Private  Placement.  At the closing of the Private
Placement,  203,016 shares of Common Stock were purchased by Portside Growth and
Opportunity Fund  ("Portside") in connection with the exercise of its preemptive
rights.  This amount  reduced on a pro rata basis the amount of shares  Maverick
and Prentice  otherwise  would have been entitled to purchase under the Purchase
Agreement.

         We agreed with the selling  stockholders  that purchased  shares in the
Private Placement that we would use our commercially  reasonable best efforts to
register the resale of the shares of Common Stock sold in the Private  Placement
within  120 days of the  Closing  Date,  and to cause a  registration  statement
covering  such  shares to be declared  effective  within 180 days of the Closing
Date.  We  agreed  to pay such  selling  stockholders'  expenses  in  connection
therewith  (exclusive of any selling  commissions or similar fees). In addition,
we have  agreed  to  indemnify  Soros,  Maverick  and  Prentice  for any and all
liabilities,  losses,  damages,  claims, costs and expenses,  interest,  awards,
judgments, penalties (including, without limitation,  reasonable attorneys' fees
and expenses) actually suffered or incurred by them, arising out of or resulting
from any breach of our representations and warranties in the Purchase Agreement.
Notwithstanding  the foregoing,  we have no obligation to compensate any of such
selling  stockholders  for  punitive  damages and our  liability to each selling
stockholder  under such  indemnification  provision  cannot  exceed  100% of the
purchase  price for the shares  purchased  by such  selling  stockholder  in the
Private Placement.

         We entered into the Voting  Agreement,  pursuant to which Soros has the
right  to  designate  three  designees  to our  Board of  Directors  and each of
Maverick  and  Prentice  have the right to designate  one  designee,  subject to
minimum  ownership  thresholds and subject to compliance with applicable  Nasdaq
rules.  The Voting  Agreement  also  provides that one designee of Soros and the
designee of each of Maverick  and  Prentice  will have the right to serve on the
Compensation  Committee and the Governance and Nominating Committee of the Board
of Directors,  subject to compliance with Nasdaq's rules  regarding  independent
directors  serving on such committees,  or Nasdaq's  transitional  rules, to the
extent applicable. If our Board of Directors establishes an Executive Committee,
the designees of Soros,  Maverick and Prentice will be entitled to serve on such
committee.

         Pursuant to the terms of the Purchase  Agreement,  Soros,  Maverick and
Prentice each agreed that it will not, without the approval of a majority of the
independent  directors  of the  Company (i) for a period of three years from the
closing date of the Private Placement, purchase or acquire, or agree to purchase
or acquire,  any shares of our  capital  stock,  subject to certain  exceptions,
including  exceptions for (x) the purchase of shares  pursuant to their Right of
First Refusal and, (y) after  eighteen  months from the Closing Date, a purchase
by any Investor of shares of capital stock up to a level which does not equal or
exceed the lesser of (A) 30% of the  outstanding  shares of our Common  Stock at
the time of such  purchase,  or (B) the  ownership  of Soros at the time of such
purchase;  or a purchase by Soros of shares of capital  stock in an amount up to
15% of the  outstanding  shares of Common Stock on the Closing Date,  (ii) for a
period of five years from the  Closing  Date,  except as  provided in the Voting
Agreement or the Purchase Agreement,  join a partnership,  limited  partnership,
syndicate  or other group  within the meaning of Section  13(d) of the  Exchange
Act,  including  a group  consisting  of  other  Investors  for the  purpose  of
acquiring,  holding or voting any shares of  capital  stock of the  Company,  or
(iii) for a period of three  years from the  Closing  Date,  seek to  commence a
proxy  contest or other proxy  solicitation  for the purposes of  modifying  the
composition of the Board of Directors.

         The  Purchase  Agreement  further  provides  that,  subject  to certain
limited exceptions,  Soros,  Maverick and Prentice will not, for a period of six
(6) months after the Closing Date, sell,  offer to sell,  solicit offers to buy,
dispose

                                       13


of, loan, pledge or grant any right with respect to, any shares of capital stock
of the Company. Pursuant to the terms of an Agreement dated June 7, 2006 between
us and Portside,  Portside also agreed that it will not, for a period of six (6)
months  after the Closing  Date,  sell,  offer to sell,  solicit  offers to buy,
dispose  of,  loan,  pledge or grant any right  with  respect  to, any shares of
capital stock of the Company.

         The Purchase  Agreement  also  provides  the Right of First  Refusal to
Soros,  Maverick and Prentice to provide the financing in any private  placement
of our Common  Stock that we seek to  consummate  within one year of the Closing
Date.  The Right of First  Refusal  is  subject  to  certain  maximum  ownership
restrictions and certain other exceptions set forth in the Purchase Agreement.

         The shares of Common Stock  beneficially owned by Soros and included in
this prospectus  (including shares issued upon the conversion of our Convertible
Preferred  Stock and shares issuable upon exercise of warrants) were acquired by
it in  various  private  placements  from  1999 to 2003.  As a  result  of these
financings,  prior to the consummation of the Private  Placement,  Soros owned a
majority of our Common Stock,  and following the Private  Placement,  it remains
our largest stockholder. As of August 22, 2006, Soros beneficially owned, in the
aggregate, approximately 39% of our Common Stock, and Maverick and Prentice each
owned approximately 24% of our Common Stock.

         Historically,  our credit  facility has been secured,  in part, by a $2
million  letter of credit issued by Soros in favor of the lender.  We paid Soros
an annual fee in  connection  with the  issuance of such  letter of credit,  and
granted Soros a lien on all of our assets as security to Soros in the event that
the lender was to draw down on the  letter of credit.  In July 2006,  the lender
agreed to release the Soros letter of credit and,  accordingly,  no further fees
are due to Soros, and Soros no longer has a lien on our assets.

         Material Relationships and Agreements with Allen & Company LLC

         We engaged  Allen & Company  LLC  ("Allen")  to serve as our  financial
advisor and placement agent in connection with the Private  Placement.  Pursuant
to the terms of an  Engagement  Letter  dated  March 30,  2006 (the  "Engagement
Letter"),  we  agreed  to pay  Allen a  placement  fee for such  service  in the
aggregate amount of 5% of the gross proceeds from the Private Placement. On June
5, 2006, we entered into a Fee Letter with Soros  pursuant to which we and Soros
each agreed to pay one half of the placement fee payable to Allen as a result of
the consummation of the Private  Placement.  Accordingly,  the total fee that we
were  required to pay Allen in connection  with the Private  Placement was $1.25
million. On July 18, 2006, we entered into an amendment to the Engagement Letter
pursuant to which Allen  agreed to accept  1,000,000  shares of Common  Stock in
satisfaction  of $1.0  million of the fee payable to it by us.  Accordingly,  we
paid $1.0 million of such fee through the  issuance of  1,000,000  shares of our
Common Stock, and paid the remainder in cash. The re-sale by Allen of the shares
issued to it as partial  payment  for its fee are  covered  by the  registration
statement of which this prospectus is a part.

         Material Relationships and Agreements with Genesis Select Corporation

         We have  engaged  Genesis  Select  Corporation  ("Genesis")  to provide
advisory  services to us in  connection  with our  investor  relations  efforts.
Pursuant to the terms of such engagement, we pay Genesis a monthly retainer, and
also issued to Genesis a warrant to purchase  100,000 shares of our Common Stock
at an  exercise  price of $1.00 per share.  The re-sale by Genesis of the shares
issuable upon exercise of such warrant are covered by the registration statement
of which this prospectus is a part.

         General

         Except as described above and in the documents incorporated by
reference into this prospectus, none of the selling shareholders listed in the
table have held any position or office or have had a material relationship with
us or any of our affiliates within the past three years.

                                       14


                              PLAN OF DISTRIBUTION

         We are  registering  the resale of the  shares of our  Common  Stock on
behalf of the selling stockholders. As used in this prospectus, the term selling
stockholders    includes    pledgees,    assignees,    transferees    or   other
successors-in-interest  selling shares received from the selling stockholders as
pledgors, borrowers or in connection with other non-sale-related transfers after
the date of this prospectus.  This prospectus may also be used by transferees of
the selling  stockholders,  including  broker-dealers  or other  transferees who
borrow or  purchase  the shares to settle or close out short  sales of shares of
common stock. The selling  stockholders  will act  independently of us in making
decisions with respect to the timing,  manner, and size of each sale or non-sale
related transfer.  Each selling stockholder (other than Genesis) has agreed that
it will not, for a period of six (6) months after the Closing Date,  sell, offer
to sell, solicit offers to buy, dispose of, loan, pledge or grant any right with
respect to, any shares of capital stock of the Company.

         This  prospectus  covers  the  selling  stockholders  resale  of  up to
111,372,291  shares of Common  Stock.  The shares of our Common Stock covered by
this  prospectus  may be  offered  and  sold  from  time to time by the  selling
stockholders. The selling stockholders may sell the shares on the Nasdaq Capital
Market,  the Boston Stock  Exchange,  any other  exchange or market on which the
shares of our Common Stock are then traded,  or in private  sales at  negotiated
prices.

         A selling  stockholder may use any one or more of the following methods
when selling shares:

         o    ordinary  brokerage  transactions  and  transactions  in which the
              broker-dealer solicits purchasers;

         o    block trades in which the  broker-dealer  will attempt to sell the
              shares as agent but may position and resell a portion of the block
              as principal to facilitate the transaction;

         o    purchases  by a  broker-dealer  as  principal  and  resale  by the
              broker-dealer for its account;

         o    an  exchange  distribution  in  accordance  with the  rules of the
              applicable exchange;

         o    privately negotiated transactions;

         o    settlement  of short  sales  entered  into  after the date of this
              prospectus;

         o    broker-dealers  may agree with the selling  stockholders to sell a
              specified number of such shares at a stipulated price per share;

         o    a combination of any such methods of sale;

         o    through  the  writing or  settlement  of options or other  hedging
              transactions, whether through an options exchange or otherwise; or

         o    any other method permitted pursuant to applicable law.

         The selling stockholders may also sell shares under Rule 144 under the
Securities Act of 1933, as amended (the "Securities Act"), if available, rather
than under this prospectus.

         Broker-dealers  engaged by the  selling  stockholders  may  arrange for
other  brokers-dealers  to  participate  in sales.  Broker-dealers  may  receive
commissions or discounts from the selling stockholders (or, if any broker-dealer
acts as agent for the purchaser of shares,  from the purchaser) in amounts to be
negotiated.  Each  selling  stockholder  does not expect these  commissions  and
discounts  relating  to its sales of shares to exceed what is  customary  in the
types of transactions involved.

         In connection  with the sale of our Common Stock or interests  therein,
the selling stockholders may enter into hedging transactions with broker-dealers
or other financial institutions,  which may in turn engage in short sales

                                       15


of the Common  Stock in the course of hedging the  positions  they  assume.  The
selling  stockholders may also sell shares of our Common Stock short and deliver
these  securities  to close out their  short  positions,  or loan or pledge  the
Common  Stock to  broker-dealers  that in turn may sell  these  securities.  The
selling  stockholders  may also enter  into  option or other  transactions  with
broker-dealers  or other  financial  institutions or the creation of one or more
derivative  securities which require the delivery to such broker-dealer or other
financial  institution of shares offered by this  prospectus,  which shares such
broker-dealer  or  other  financial  institution  may  resell  pursuant  to this
prospectus (as supplemented or amended to reflect such transaction).

         The  selling  stockholders  and any  broker-dealers  or agents that are
involved  in selling  the shares may be deemed to be  "underwriters"  within the
meaning of the Securities Act in connection with such sales. In such event,  any
commissions  received  by such  broker-dealers  or agents  and any profit on the
resale  of the  shares  purchased  by  them  may be  deemed  to be  underwriting
commissions or discounts under the Securities Act.

         The Company is required to pay certain  fees and  expenses  incurred by
the Company incident to the  registration of the shares.  The Company has agreed
to indemnify the selling  stockholders against certain losses,  claims,  damages
and liabilities, including liabilities under the Securities Act.

         Because selling stockholders may be deemed to be "underwriters"  within
the  meaning of the  Securities  Act,  they will be  subject  to the  prospectus
delivery requirements of the Securities Act. In addition, any securities covered
by this  prospectus  which  qualify  for sale  pursuant  to Rule 144  under  the
Securities  Act may be sold under Rule 144  rather  than under this  prospectus.
Each selling  stockholder has represented to us that it has not entered into any
agreements,  understandings  or arrangements,  directly or indirectly,  with any
underwriter,   broker-dealer  or  other  person  regarding  the  sale  or  other
distribution  of the  shares  of  Common  Stock  to be  sold  pursuant  to  this
prospectus.  There is no underwriter or coordinating broker acting in connection
with the proposed sale of the resale shares by the selling stockholders.

         Under  applicable  rules and  regulations  under the Exchange  Act, any
person  engaged in the  distribution  of the shares to be sold  pursuant to this
prospectus  may not  simultaneously  engage in  market  making  activities  with
respect  to our  Common  Stock for a period of two  business  days  prior to the
commencement of the distribution.  In addition, the selling stockholders will be
subject  to  applicable  provisions  of the  Exchange  Act  and  the  rules  and
regulations  thereunder,  including  Regulation M, which may limit the timing of
purchases and sales of shares of our Common Stock by the selling stockholders or
any  other  person.   We  have  advised  the  selling   stockholders   that  the
anti-manipulation  rules of  Regulation  M under the  Exchange  Act may apply to
sales of shares in the market and to the activities of the selling  stockholders
and their  affiliates.  We will make copies of this prospectus  available to the
selling  stockholders  for the purpose of  satisfying  the  prospectus  delivery
requirements of the Securities Act. The selling  stockholders  may indemnify any
broker-dealer that participates in transactions involving the sale of the shares
against certain liabilities,  including liabilities arising under the Securities
Act.

         In order to comply  with the  securities  laws of  certain  states,  if
applicable,  the  shares  must  be  sold  in  such  jurisdictions  only  through
registered or licensed  brokers or dealers.  In addition,  in certain states the
shares may not be sold unless they have been registered or qualified for sale in
the applicable  state or an exemption  from the  registration  or  qualification
requirement is available and is complied with.

         At the time a  particular  offer of  shares  is made,  if  required,  a
prospectus  supplement  will be  distributed  that will set forth the  number of
shares being  offered and the terms of the  offering,  including the name of any
underwriter,  dealer or agent, the purchase price paid by any  underwriter,  any
discount,  commission and other item  constituting  compensation,  any discount,
commission  or  concession  allowed or reallowed or paid to any dealer,  and the
proposed selling price to the public.

         Certain  of  the  selling   stockholders   may  be   affiliates   of  a
broker-dealer.  Each of the selling  stockholders  has represented to us that it
purchased  the  securities  to be  resold  pursuant  to this  prospectus  in the
ordinary course of business and, at the time of the purchase of such securities,
had no agreements or understandings,  directly or indirectly, with any person to
distribute  such  securities.  We are not aware of any  plans,  arrangements  or
undertakings between the selling stockholders and any underwriter, broker-dealer
or agent  regarding the sale of the Common Stock  covered by this  prospectus by
the selling stockholders.

                                       16


                                     EXPERTS

         The financial  statements  incorporated in this prospectus by reference
to the Annual Report on Form 10-K for the year ended December 31, 2005 have been
so  incorporated  in  reliance on the report of  PricewaterhouseCoopers  LLP, an
independent  registered  public  accounting firm, given on the authority of said
firm as experts in auditing and accounting.

                                  LEGAL MATTERS

         The  validity  of the shares of Common  Stock  offered  hereby  will be
passed upon by Dechert LLP, our special corporate counsel.

                       WHERE YOU CAN FIND MORE INFORMATION

         We  are  subject  to  the  information  reporting  requirements  of the
Exchange Act and we file reports,  proxy  statements and other  information with
the SEC.  Our SEC filings and the  registration  statement  and the exhibits and
schedules  thereto may be  inspected  and copied at the SEC's  Public  Reference
Room, 100 F Street,  N.E., Room 1580,  Washington,  D.C.  20549.  You may obtain
information on the operation of the Public  Reference Room by calling the SEC at
1-800-SEC-0330.  The SEC also  maintains an Internet  site  (http://www.sec.gov)
that contains our SEC filings.

                       DOCUMENTS INCORPORATED BY REFERENCE

         The  SEC  allows  us  to  incorporate  by  reference   certain  of  our
publicly-filed  documents  into this  prospectus,  which means that  information
included  in  these  documents  is  considered  part  of  this  prospectus.   We
incorporate  by reference in this  prospectus the  information  contained in the
following documents:

         o    our  Annual  Report on Form 10-K for the year ended  December  31,
              2005, filed with the SEC on February 28, 2006;
         o    our Quarterly  Report on Form 10-Q for the quarter ended March 31,
              2006, filed with the SEC on May 11, 2006;
         o    our  Quarterly  Report on Form 10-Q for the quarter ended June 30,
              2006, filed with the SEC on August 4, 2006;
         o    our Proxy  Statement,  dated April 6, 2006,  filed with the SEC on
              April  6,  2006  in   connection   with  our  Annual   Meeting  of
              Stockholders held on May 19, 2006;
         o    our Current Report on Form 8-K, filed with the SEC on February 21,
              2006;
         o    our  Current  Report  on Form 8-K,  filed  with the SEC on June 7,
              2006;
         o    our  Current  Report on Form 8-K,  filed with the SEC on August 2,
              2006;
         o    our Current  Report on Form 8-K,  filed with the SEC on August 14,
              2006;
         o    our Current  Report on Form 8-K,  filed with the SEC on October 3,
              2006;
         o    the description of our common stock in our registration  statement
              on Form 8-A filed with the SEC on April 22,  1997,  including  any
              amendments  or  reports  filed for the  purpose of  updating  such
              description;  and
         o    all  documents  that we  subsequently  file  with  the  SEC  under
              Sections  13(a),  13(c), 14 or 15 of the Exchange Act until all of
              the securities that may be offered with this prospectus are sold.

         We will furnish  without  charge to you, on written or oral request,  a
copy of any or all of the documents  incorporated  by reference,  other than the
exhibits to those  documents.  You may obtain copies of those documents from us,
free of cost,  by writing  or  telephoning  us at  Bluefly,  Inc.,  42 West 39th
Street,  New  York,  New York  10018,  Attention:  Secretary,  Telephone:  (212)
944-8000.

         Information that we file later with the SEC and that is incorporated by
reference in this prospectus will automatically update information  contained in
this  prospectus  or that was  previously  incorporated  by reference  into this
prospectus.

                                       17