Exhibit 5.1

June 12, 2007

Bluefly, Inc.
42 West 39th Street, 9th Floor
New York, NY 10018

Ladies and Gentlemen:

         On  the  date  hereof,  Bluefly,  Inc.,  a  Delaware  corporation  (the
"Company"),  intends to file with the  Securities and Exchange  Commission  (the
"Commission") Post Effective  Amendment No. 1 to Registration  Statement on Form
S-8, File No. 333-124567 (the  "Registration  Statement"),  under the Securities
Act of 1933, as amended (the "Act"), relating to 5,000,000 shares (the "Shares")
of common  stock,  $0.01 par value per share,  of the  Company,  which are being
offered pursuant to the Company's 2005 Stock Incentive Plan (as amended to date,
the "Plan"). This opinion is an exhibit to the Registration Statement.

         We have at times acted as special  counsel to the Company in connection
with certain  corporate  and  securities  matters,  and in such  capacity we are
familiar  with the  various  corporate  and other  proceedings  relating  to the
proposed  offer  and sale of the  Shares  as  contemplated  by the  Registration
Statement.

         In connection with this opinion, we have examined and are familiar with
originals or copies,  certified or otherwise identified to our satisfaction,  of
(i) the Company's  Certificate of Incorporation as presently in effect, (ii) the
Company's  By-Laws as presently in effect,  (iii) minutes and other  instruments
evidencing actions taken by the Company's  directors and stockholders,  (iv) the
Plan and (v) the form of option and other award  agreements  which we understand
will be used by the Company in  connection  with grants  under the Plan.  In our
examination of all such agreements,  documents, certificates and instruments, we
have  assumed  the  genuineness  of  all  signatures,  the  authenticity  of all
agreements, documents, certificates and instruments submitted to us as originals
and the conformity with the originals of all agreements, documents, certificates
and instruments  submitted to us as certified,  conformed or photostatic copies.
Insofar as this opinion  relates to  securities  to be issued in the future,  we
have assumed that all applicable  laws,  rules and  regulations in effect at the
time of such issuance will be the same as such laws,  rules and  regulations  in
effect as of the date hereof.



         Our  opinion   herein  is  based  solely  upon  the  Delaware   General
Corporation  Law,  and we  express  no  opinion  with  respect to any other laws
(including,  without limitation, the application of the securities or "blue sky"
laws of any state to the offer and/or sale of the Shares).

         Based  on the  foregoing,  and  subject  to and in  reliance  upon  the
accuracy and completeness of the information relevant thereto provided to us, it
is our  opinion  that the  Shares  have been duly  authorized  and,  subject  to
compliance with applicable state laws (including  securities laws) of the states
in which the Shares may be offered and sold,  when issued in accordance with the
terms of the Plan and any applicable option or other award agreement for options
or other  awards  issued  thereunder,  will be  legally  issued,  fully paid and
non-assessable.

         We hereby  consent to the  filing of this  opinion as an exhibit to the
Registration Statement and as an exhibit to any filing made by the Company under
the  securities  or other  laws of any state of the  United  States in which the
Shares may be offered and sold. In giving such  consent,  we do not hereby admit
that we are in the category of persons whose consent is required under Section 7
of the Act, or the rules and regulations of the Commission thereunder.

         This opinion is furnished to you in  connection  with the filing of the
Registration Statement,  and is not to be used, circulated,  quoted or otherwise
relied upon for any other purpose, except as expressly provided in the preceding
paragraph,  without our express written consent. This opinion is rendered to you
as of the date  hereof,  and we  undertake  no  obligation  to advise you of any
change in any applicable law or in facts or circumstances which might affect any
matters or opinions set forth herein.

                                                         Very truly yours,

                                                         /s/ Dechert LLP

                                                         DECHERT LLP

                                        2