Document:

Limited Guarantee

 Exhibit 10.6 
 LIMITED GUARANTEE 
 Limited Guarantee, dated as of June 6, 2012 (this
“Limited Guarantee”), by Kenneth D. Cole (the “Guarantor”) in favor of Kenneth Cole Productions, Inc., a New York corporation (the “Guaranteed Party”). 

1. LIMITED GUARANTEE. To induce the Guaranteed Party to enter into the Agreement and Plan of Merger, dated as of the date hereof
(as amended, amended and restated, supplemented or otherwise modified from time to time, the “Merger Agreement”; capitalized terms used herein but not defined shall have the meanings given thereto in the Merger Agreement), by and
among KCP Holdco, Inc., a Delaware corporation (“Parent”), KCP MergerCo, Inc., a New York corporation and a wholly-owned subsidiary of Parent (“Merger Sub” and together with Parent, the “Buyers”),
and the Guaranteed Party, pursuant to which Merger Sub will merge with and into the Guaranteed Party, with the Guaranteed Party continuing as the surviving corporation, the Guarantor, intending to be legally bound, hereby absolutely, unconditionally
and irrevocably guarantees to the Guaranteed Party, the due and punctual payment of any obligation or liability payable by Buyers under the Merger Agreement to pay Parent’s and Merger Sub’s Expenses, to reimburse the Company’s
Expenses, to pay the Financing Failure Termination Fee or the Reverse Termination Fee and to pay damages in the event of any breach by Buyers of the Merger Agreement, in each case if, as and when such obligation or liability becomes payable under
the terms and subject to the conditions and limitations of the Merger Agreement (collectively, the “Guaranteed Obligation”). 
 2. NATURE OF LIMITED GUARANTEE. The Guaranteed Party shall not be obligated to file any claim relating to the Guaranteed Obligation in the event that Buyers become subject to a bankruptcy,
reorganization or similar proceeding, and the failure of the Guaranteed Party to so file shall not affect the Guarantor’s obligations hereunder. In the event that any payment to the Guaranteed Party in respect of the Guaranteed Obligation is
rescinded or must otherwise be returned for any reason whatsoever, the Guarantor shall remain liable hereunder with respect to the Guaranteed Obligation as if such payment had not been made. This Limited Guarantee is an unconditional guarantee of
payment and not of collectibility. 
 3. CHANGES IN OBLIGATIONS, CERTAIN WAIVERS. The Guarantor agrees that the
Guaranteed Party may at any time and from time to time, without notice to or further consent of the Guarantor, extend the time of payment of the Guaranteed Obligation, and may also make any agreement with Buyers for the extension, renewal, payment,
compromise, discharge or release thereof, in whole or in part, or for any modification of the terms thereof or of any agreement between the Guaranteed Party and Buyers without in any way impairing or affecting the Guarantor’s obligations under
this Limited Guarantee. The Guarantor agrees that the obligations of the Guarantor hereunder shall not be released or discharged, in whole or in part, or otherwise affected by (a) the failure of the Guaranteed Party to assert any claim or
demand or to enforce any right or remedy against Buyers; (b) any change in the time, place or manner of payment of the Guaranteed Obligation; (c) the addition, substitution or release of any Person primarily or secondarily liable for the
Guaranteed Obligation; (d) any change in the existence, structure or ownership of Buyers or any other Person liable with respect to the Guaranteed Obligation; (e) any insolvency, bankruptcy, reorganization or other similar proceeding
affecting Buyers or any other Person liable with respect to the Guaranteed 

 
Obligation; (f) the existence of any claim, set-off or other right which the Guarantor may have at any time against Buyers or the Guaranteed Party or any of its Affiliates, whether in
connection with the Guaranteed Obligation or otherwise; (g) the adequacy of any other means the Guaranteed Party may have of obtaining payment of the Guaranteed Obligation; or (h) any other act or omission which might in any manner or to
any extent vary the risk of the Guarantor or otherwise operate as a release or discharge of the Guarantor. To the fullest extent permitted by law, the Guarantor hereby expressly waives any and all rights or defenses arising by reason of any law
which would otherwise require any election of remedies by the Guaranteed Party. The Guarantor waives promptness, diligence, notice of the acceptance of this Limited Guarantee and of the Guaranteed Obligation, presentment, demand for payment, notice
of non-performance, default, dishonor and protest, notice of the incurrence of the Guaranteed Obligation and all other notices of any kind, all defenses which may be available by virtue of any valuation, stay, moratorium law or other similar law now
or hereafter in effect, any right to require the marshalling of assets of Buyers or any other Person primarily or secondarily liable with respect to the Guaranteed Obligation, and all suretyship defenses generally (other than defenses to the payment
of the Guaranteed Obligation that are available to Buyers under the Merger Agreement or a breach by the Guaranteed Party of the Limited Guarantee). The Guarantor acknowledges that it will receive substantial direct and indirect benefits from the
transactions contemplated by the Merger Agreement and that the waivers set forth in this Limited Guarantee are knowingly made in contemplation of such benefits. 
 The Guarantor hereby unconditionally and irrevocably agrees not to exercise any rights that it may now have or hereafter acquire against Buyers or any other Person liable with respect to the Guaranteed
Obligation that arise from the existence, payment, performance, or enforcement of the Guarantor’s obligations under or in respect of this Limited Guarantee or any other agreement in connection therewith, including, without limitation, any right
of subrogation, reimbursement, exoneration, contribution or indemnification and any right to participate in any claim or remedy of the Guaranteed Party against Buyers or such other Person, whether or not such claim, remedy or right arises in equity
or under contract, statute or common law, including, without limitation, the right to take or receive from Buyers or such other Person, directly or indirectly, in cash or other property or by set-off or in any other manner, payment or security on
account of such claim, remedy or right, unless and until the Guaranteed Obligation shall have been satisfied in full. If any amount shall be paid to the Guarantor in violation of the immediately preceding sentence at any time prior to the payment in
full in cash of the Guaranteed Obligation and all other amounts payable under this Limited Guarantee, such amount shall be received and held in trust for the benefit of the Guaranteed Party, shall be segregated from other property and funds of the
Guarantor and shall forthwith be paid or delivered to the Guaranteed Party in the same form as so received (with any necessary endorsement or assignment) to be credited and applied to the Guaranteed Obligation, in accordance with the terms of the
Merger Agreement, or to be held as collateral for the Guaranteed Obligation thereafter arising. Notwithstanding anything to the contrary contained in this Limited Guarantee, the Guaranteed Party hereby agrees that to the extent any of Buyers’
representations, warranties, covenants or agreements contained in the Merger Agreement are waived by the Guaranteed Party, then such waiver shall extend to the Guarantor. 
 4. NO WAIVER; CUMULATIVE RIGHTS. No failure on the part of the Guaranteed Party to exercise, and no delay in exercising, any right, remedy or power hereunder

  
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shall operate as a waiver thereof, nor shall any single or partial exercise by the Guaranteed Party of any right, remedy or power hereunder or under the Merger Agreement or otherwise preclude any
other or future exercise of any right, remedy or power hereunder. Each and every right, remedy and power hereby granted to the Guaranteed Party or allowed it by law or other agreement shall be cumulative and not exclusive of any other, and may be
exercised by the Guaranteed Party at any time or from time to time. 
 5. REPRESENTATIONS AND WARRANTIES. The Guarantor
hereby represents and warrants that: 
 a. the Guarantor has the legal capacity to execute, deliver and perform
this Limited Guarantee, the execution, delivery and performance of this Limited Guarantee by the Guarantor does not contravene any agreement or other document to which the Guarantor is a party or any law, regulation, rule, decree, order, judgment or
contractual restriction binding on the Guarantor or the Guarantor’s assets and the execution, delivery and performance by the Guarantor hereof do not require any consent from any spouse of the Guarantor or any other person; 

b. all consents, approvals, authorizations, permits of, filings with and notifications to, any governmental authority
necessary for the due execution, delivery and performance of this Limited Guarantee by the Guarantor have been obtained or made and all conditions thereof have been duly complied with, and no other action by, and no notice to or filing with, any
governmental authority or regulatory body is required in connection with the execution, delivery or performance of this Limited Guarantee; and 
 c. this Limited Guarantee constitutes a legal, valid and binding obligation of the Guarantor enforceable against the Guarantor in accordance with its terms, subject to (i) the effects of bankruptcy,
insolvency, fraudulent conveyance, reorganization, moratorium or other similar laws affecting creditors’ rights generally, and (ii) general equitable principles (whether considered in a proceeding in equity or at law). 

6. NO ASSIGNMENT. Neither the Guarantor nor the Guaranteed Party may assign its rights, interests or obligations hereunder to any
other Person (except in the case of an assignment by the Guaranteed Party by operation of Law) without the prior written consent of the Guaranteed Party (in the case of an assignment by the Guarantor) or the Guarantor (in the case of an assignment
by the Guaranteed Party); provided, however, that the Guarantor may assign or delegate all or part of its rights, interests and obligations hereunder without the prior written consent of the Guaranteed Party to any Person to which the Guarantor has
allocated all or a portion of its investment commitment to Parent under its Equity Commitment Letter; provided, further, that no such assignment or delegation shall relieve the Guarantor of its obligations hereunder as a primary obligor. 

7. NOTICES. All notices and other communications hereunder shall be in writing and shall be deemed to have been duly given if
delivered personally or sent by facsimile transmission with confirmation of receipt, overnight courier service or by registered or certified mail (postage prepaid, return receipt requested), to the respective Parties at the following addresses or at
such addresses (or facsimile number) as shall be specified by the Parties by like notice: 

  
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 a. If to Guarantor: 

c/o Kenneth Cole Productions, Inc. 
 603 West 50th
Street 
 New York, NY 10019 
 Telecopier: 1-866-698-7042 
 Attention: Kenneth D. Cole 

with a copy to (which shall not constitute notice): 
 Willkie Farr & Gallagher LLP 
 787 Seventh Avenue 

New York, New York 10019 
 Telecopier: (212) 728-9129 
 Attention: Adam M. Turteltaub 

b. If to the Guaranteed Party: 
 Kenneth Cole Productions, Inc. 
 603 West 50th Street 

New York, NY 10019 
 Telecopier: (212) 315-8279 
 Attention: Michael Colosi 

with a copy to (which shall not constitute notice): 
 Sidley Austin LLP 
 787 Seventh Avenue 

New York, New York 10019 
 Telecopier: (212) 839-5599 
 Attention: Joseph W. Armbrust 

8. CONTINUING GUARANTEE. 
 a. This Limited Guarantee cannot be unilaterally revoked or terminated by the Guarantor and shall remain in full force and effect and shall be binding on the Guarantor, its successors and assigns until
the Guaranteed Obligation is satisfied in full. Notwithstanding the foregoing, this Limited Guarantee shall terminate and the Guarantor shall have no further obligations under this Limited Guarantee as of the earlier of (i) the Closing,
(ii) any valid termination of the Merger Agreement in accordance with its terms under circumstances in which no Guaranteed Obligation becomes payable and (iii) the twelve (12) month anniversary of the date hereof (unless in the case
of this clause (iii), the Guaranteed Party shall have asserted a claim against the Guarantor under and pursuant to this Limited Guarantee prior to such anniversary, in which case this Limited 

  
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Guarantee shall terminate upon the final, non-appealable resolution of such action and the satisfaction by the Guarantor of any obligations finally determined or agreed to be owed by the
Guarantor, consistent with the terms hereof). 
 b. Notwithstanding the foregoing, or anything express or implied
in this Limited Guarantee or otherwise, in the event that the Guaranteed Party or any of its Subsidiaries, or any Person authorized by the Guaranteed Party or any of its Subsidiaries to claim by, through or for the benefit of the Guaranteed Party or
any of its Subsidiaries, (i) asserts in any litigation or other proceeding that the provisions of Section 1 hereof or the provisions of this Section 8 or Section 9 hereof are illegal, invalid or unenforceable in whole or in part,
(ii) asserts that the Guarantor is liable in respect of this Limited Guarantee in excess of or to a greater extent than the Guaranteed Obligation, or (iii) asserts any claim against any Non-Recourse Party (as defined in Section 9
hereof) under or in connection with this Limited Guarantee, the Commitment Letters, the Rollover Agreement, the Exchange Agreement or the Merger Agreement, or the transactions contemplated hereby or thereby, other than any Retained Claim against any
Non-Recourse Party against which such Retained Claim may be asserted pursuant to the terms of Section 9 hereof, then: (i) the obligations of the Guarantor under or in connection with this Limited Guarantee shall terminate ab initio
and be null and void; (ii) if the Guarantor has previously made any payments under or in connection with this Limited Guarantee, it shall be entitled to recover and retain such payments; and (iii) neither the Guarantor nor any other
Non-Recourse Parties shall have any liability whatsoever (whether at law or in equity, whether sounding in contract, tort, statute or otherwise) to the Guaranteed Party or any other Person in any way under or in connection with this Limited
Guarantee, the Merger Agreement, any other agreement or instrument delivered in connection with this Limited Guarantee or the Merger Agreement (including, without limitation, the Commitment Letters, the Rollover Agreement and the Exchange
Agreement), or the transactions contemplated hereby or thereby, other than Retained Claims. 
 9. NO RECOURSE. The
Guaranteed Party acknowledges and agrees that the sole asset of Parent and Merger Sub (other than contract rights) is cash in a de minimis amount (less than $1,000) and that no additional funds are expected to be contributed to Parent or
Merger Sub except to the extent provided in and subject to the terms and conditions of the Commitment Letters, the Rollover Agreement and the Exchange Agreement. By its acceptance of the benefits of this Limited Guarantee, the Guaranteed Party
acknowledges and agrees that: (a) no Person other than the Guarantor (and the legal successors and assigns of its obligations hereunder) shall have any obligations under or in connection with this Limited Guarantee, (b) the
Guarantor shall have no obligation under or in connection with this Limited Guarantee except as expressly provided by this Limited Guarantee, and (c) no personal liability shall attach to, and no recourse shall be had by the Guaranteed Party,
any of its Affiliates or any Person purporting to claim by or through any of them or for the benefit of any of them under any theory of liability (including without limitation by attempting to pierce a corporate, limited liability company or
partnership veil, by attempting to compel Parent or Merger Sub to enforce any rights that they may have against any Person, by attempting to enforce any assessment, or by attempting to enforce any purported right at law or in equity, whether
sounding in contract, tort, statute or otherwise) against, any Non-Recourse Party (as hereinafter defined) in any way under or in connection with this Limited Guarantee, the Merger Agreement, any other agreement or instrument delivered in

  
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connection with this Limited Guarantee or the Merger Agreement, or the transactions contemplated hereby or thereby (whether at law or in equity, whether sounding in contract, tort, statute
or otherwise), except that the Guaranteed Party may assert claims: (i) under, and pursuant to the terms of, the Confidentiality Agreement, the Equity Commitment Letters, the Exchange Agreement and the Rollover Agreement; (ii) against the
Guarantor (and its legal successor and assigns of their obligations hereunder) under, and pursuant to the terms of, this Limited Guarantee; and (iii) against Parent or Merger Sub in accordance with and pursuant to the terms of the Merger
Agreement (the claims described in clauses (i) through (iii) collectively, the “Retained Claims”). As used herein, the term “Non-Recourse Parties” shall mean, collectively, Parent, Merger Sub, the
Guarantor, the Financing Sources (as defined in the Merger Agreement) and any of their respective former, current or future equity holders, controlling persons, directors, officers, employees, agents, general or limited partners, managers,
management companies, members, stockholders, Affiliates or assignees and any and all former, current or future equity holders, controlling persons, directors, officers, employees, agents, general or limited partners, managers, management companies,
members, stockholders, Affiliates or assignees of any of the foregoing, and any and all former, current or future estates, heirs, executors, administrators, trustees, successors or assigns of any of the foregoing, and the providers of Debt Financing
for the transactions contemplated by the Merger Agreement. The Guaranteed Party hereby covenants and agrees that it shall not, and it shall cause its Affiliates not to, institute any proceeding or bring any claim in any way under or in
connection with this Limited Guarantee, the Merger Agreement, any other agreement or instrument delivered in connection with this Limited Guarantee or the Merger Agreement, or the transactions contemplated hereby or thereby (whether at law or in
equity, whether sounding in contract, tort, statute or otherwise), against the Guarantor or any other Non-Recourse Parties, except for Retained Claims asserted by the Guaranteed Party against the Non-Recourse Party(ies) against which such Retained
Claims may be asserted pursuant to this Section 9. Other than the Guaranteed Party, the Guarantors and the other Non-Recourse Parties, no Person shall have any rights or remedies under or in connection with this Limited Guarantee or the
transactions contemplated hereby. 
 10. GOVERNING LAW. This Limited Guarantee shall be governed by and construed in
accordance with the Laws of the State of New York, regardless of the Laws that might otherwise govern under applicable principles of conflicts of laws thereof, except to the extent that mandatory provisions of federal law apply. Each of the parties
hereto hereby irrevocably and unconditionally submits, for itself and its property, to the exclusive jurisdiction of the courts of the State of New York and any appellate court thereof and the United States District Court for the Southern District
of New York and any appellate court thereof, in any action or proceeding arising out of or relating to this Limited Guarantee or the agreements delivered in connection herewith or the transactions contemplated hereby or thereby or for recognition or
enforcement of any judgment relating thereto, and each of the parties hereby irrevocably and unconditionally (a) agrees not to commence any such action except in such courts, (b) agrees that any claim in respect of any such action or
proceeding may be heard and determined in such courts, (c) waives, to the fullest extent it may legally and effectively do so any objection which it may now or hereafter have to venue of any such action or proceeding in any such courts, and
(d) waives, to the fullest extent permitted by Law, the defense of any inconvenient forum to the maintenance of such action or proceeding in any such courts. Each of the parties hereto agrees that a final judgment in any such action or
proceeding shall be 

  
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conclusive and may be enforced in other jurisdictions by suit on the judgment or in any other manner provided by Law. Each of the Parties to this Limited Guarantee irrevocably consents to service
of process in any such action or proceeding in the manner provided for notices in Section 7 of this Limited Guarantee; provided, however, that nothing in this Limited Guarantee shall affect the right of any Party to this Limited Guarantee to
serve process in any other manner permitted by Law. 
 11. WAIVER OF JURY TRIAL. EACH PARTY ACKNOWLEDGES AND AGREES THAT
ANY CONTROVERSY THAT MAY ARISE UNDER THIS LIMITED GUARANTEE IS LIKELY TO INVOLVE COMPLICATED AND DIFFICULT ISSUES, AND THEREFORE IT HEREBY IRREVOCABLY AND UNCONDITIONALLY WAIVES ANY RIGHT IT MAY HAVE TO A TRIAL BY JURY IN RESPECT OF ANY LITIGATION
DIRECTLY OR INDIRECTLY ARISING OUT OF OR RELATING TO THIS LIMITED GUARANTEE AND ANY OF THE AGREEMENTS DELIVERED IN CONNECTION HEREWITH OR THE TRANSACTIONS CONTEMPLATED HEREBY OR THEREBY. EACH PARTY CERTIFIES AND ACKNOWLEDGES THAT (A) NO
REPRESENTATIVE, AGENT OR ATTORNEY OF ANY OTHER PARTY HAS REPRESENTED, EXPRESSLY OR OTHERWISE, THAT SUCH OTHER PARTY WOULD NOT, IN THE EVENT OF LITIGATION, SEEK TO ENFORCE SUCH WAIVER, (B) IT UNDERSTANDS AND HAS CONSIDERED THE IMPLICATIONS OF
SUCH WAIVER, (C) IT MAKES SUCH WAIVER VOLUNTARILY, AND (D) IT HAS BEEN INDUCED TO ENTER THIS LIMITED GUARANTEE BY, AMONG OTHER THINGS, THE MUTUAL WAIVER AND CERTIFICATIONS CONTAINED IN THIS SECTION 11. 

  
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 12. COUNTERPARTS. This Limited Guarantee may be executed in two or more counterparts,
each of which shall be deemed to be an original, but all of which shall constitute one and the same agreement. 
 13.
MISCELLANEOUS. 
 a. This Limited Guarantee constitutes the entire agreement with respect to the subject
matter hereof and supersedes any and all prior discussions, negotiations, proposals, undertakings, understandings and agreements, whether written or oral, among the Guarantor or any of its Affiliates (other than the Guaranteed Party), on the one
hand, and the Guaranteed Party or any of its Affiliates (other than the Guarantor), on the other hand. No amendment, supplementation, modification or waiver of this Limited Guarantee or any provision hereof shall be enforceable unless approved
by the Guaranteed Party (acting through the Special Committee, if such committee still exists) and the Guarantor in writing. The Guaranteed Party and its Affiliates (other than the Guarantor) are not relying upon any prior or contemporaneous
statement, undertaking, understanding, agreement, representation or warranty, whether written or oral, made by or on behalf of the Guarantor in connection with this Limited Guarantee except as expressly set forth herein. The Guarantor and their
Affiliates (other than the Guaranteed Party) are not relying upon any prior or contemporaneous statement, undertaking, understanding, agreement, representation or warranty, whether written or oral, made by or on behalf of the Guaranteed Party in
connection with this Limited Guarantee except as expressly set forth herein. 
 b. Any term or provision of this
Limited Guarantee that is invalid or unenforceable in any jurisdiction shall be, as to such jurisdiction, ineffective solely to the extent of such prohibition or unenforceability without invalidating the remaining provisions hereof, and any such
prohibition or unenforceability in any jurisdiction shall not invalidate or render unenforceable such provision in any other jurisdiction; provided, however, that this Limited Guarantee may not be enforced without giving effect to the
provisions of Sections 8 and 9 hereof. Each party hereto covenants and agrees that it shall not assert, and shall cause its respective Affiliates and representatives not to assert, that this Limited Guarantee or any part hereof is invalid,
illegal or unenforceable in accordance with its terms. 
 c. The descriptive headings herein are inserted for
convenience of reference only and are not intended to be part of or to affect the meaning or interpretation of this Limited Guarantee. 
 d. All parties acknowledge that each party and its counsel have reviewed this Limited Guarantee and that any rule of construction to the effect that any ambiguities are to be resolved against the drafting
party shall not be employed in the interpretation of this Limited Guarantee. 
 [Signature Page Follows] 

  
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 IN WITNESS WHEREOF, the Guarantor has caused this Limited Guarantee to be executed and
delivered as of the date first written above. 
  

	
	
	/s/ Kenneth D. Cole
	Kenneth D. Cole

 IN WITNESS WHEREOF, the Guaranteed Party has caused this Limited Guarantee to be executed
and delivered as of the date first written above. 
  

			
	KENNETH COLE PRODUCTIONS, INC.
		
	By: 	 	/s/ Paul Blum
		 	Name: Paul Blum
		 	Title:   Chief Executive OfficerVoting Agreement

 Exhibit 10.7 
 VOTING AGREEMENT 
 This VOTING AGREEMENT (this
“Agreement”), dated as of June 6, 2012, is entered into by and among Kenneth Cole Productions, Inc., a New York corporation (the “Company”), and each of the stockholders of the Company listed on Annex A
hereto (each a “Stockholder” and collectively, the “Stockholders”). 
 WHEREAS, concurrent
with the execution and delivery of this Agreement, KCP Holdco, Inc., a Delaware corporation (“Parent”), KCP MergerCo, Inc., a New York corporation and wholly-owned subsidiary of Parent (“Merger Sub”), and the
Company are entering into an Agreement and Plan of Merger (as amended from time to time, the “Merger Agreement”; capitalized terms used and not otherwise defined herein have the meanings assigned to them in the Merger Agreement),
which provides, among other things, for the merger of Merger Sub with and into the Company, with the Company surviving as a wholly-owned subsidiary of Parent (the “Merger”); 

WHEREAS, as of the date hereof, each Stockholder is the beneficial owner of, and has the sole or shared right to vote and dispose of,
(i) that number of shares of Class A Common Stock, par value $0.01 per share, of the Company (such shares, the “Class A Stock”) and (ii) that number of shares of Class B Common Stock, par value $0.01 per share, of the
Company (such shares, the “Class B Stock”, and together with the Class A Stock, the “Subject Shares”), set forth opposite such Stockholder’s name on Annex A hereto; 

WHEREAS, as of the date hereof, Kenneth D. Cole (the “Principal Stockholder”) is the beneficial owner of, and has the
sole or shared right to vote and dispose of, the Stock Options and Company Awards set forth on Annex B hereto (such Company Awards that have voting rights, together with the Subject Shares and any shares of Class A Stock that the
Principal Stockholder may acquire after the date hereof upon the exercise of any Stock Option, Company Award or otherwise, collectively, the “Subject Securities”); and 

WHEREAS, as a condition to its willingness to enter into the Merger Agreement, the Company has required that each of the Stockholders
agree, and each of the Stockholders is willing to agree, to the matters set forth herein. 
 NOW, THEREFORE, in consideration of
the foregoing and the agreements set forth below, the parties hereto agree as follows: 
 1. Voting of Securities. 

1.1 Voting Agreement. From the date hereof, and until the termination of this Agreement pursuant to Section 7, each
Stockholder hereby agrees to vote (or cause to be voted) all of its Subject Securities, at any annual, special or other meeting of the stockholders of the Company, and at any adjournment or adjournments or postponement thereof, or pursuant to any
consent in lieu of a meeting or otherwise, which such Stockholder has the right to so vote, in favor of the approval and adoption of the Merger Agreement, the transactions contemplated thereby (including, without limitation, the Merger) and any
actions required in furtherance thereof. 

 1.2 Irrevocable Proxy. Solely with respect to the matters described in
Section 1.1, each Stockholder constitutes and appoints the Company, its general counsel, each member of the Special Committee and such other persons as the Special Committee may designate, and in the case of the Kenneth Cole Foundation, the
Principal Stockholder, and each of them, from and after the date hereof until the earlier to occur of the Effective Time and the termination of this Agreement pursuant to Section 7 (at which point such constitution and appointment shall
automatically be revoked), as such Stockholder’s attorney, agent and proxy (each such constitution and appointment, an “Irrevocable Proxy”), with full power of substitution, for and in the name, place and stead of such
Stockholder, to vote and otherwise act with respect to all of such Stockholder’s Subject Securities at any annual, special or other meeting of the stockholders of the Company, and at any adjournment or adjournments or postponement thereof, and
in any action by written consent of the stockholders of the Company, on the matters and in the manner specified in Section 1.1. EACH SUCH PROXY AND POWER OF ATTORNEY IS IRREVOCABLE AND COUPLED WITH AN INTEREST AND, TO THE EXTENT PERMITTED UNDER
APPLICABLE LAW, SHALL BE VALID AND BINDING ON ANY PERSON TO WHOM SUCH STOCKHOLDER MAY TRANSFER ANY OF ITS SUBJECT SECURITIES IN BREACH OF THIS AGREEMENT. Each Stockholder hereby revokes all other proxies and powers of attorney with respect to all of
such Stockholder’s Subject Securities that may have heretofore been appointed or granted with respect to the matters covered by Section 1.1, and no subsequent proxy or power of attorney shall be given (and if given, shall not be effective)
by such Stockholder with respect thereto on the matters covered by Section 1.1. All authority herein conferred or agreed to be conferred by any Stockholder shall survive the death or incapacity of such Stockholder and any obligation of any
Stockholder under this Agreement shall be binding upon the heirs, personal representatives, successors and assigns of such Stockholder. It is agreed that the Company will not use the Irrevocable Proxy granted by any Stockholder unless such
Stockholder fails to comply with Section 1.1 and that, to the extent the Company uses any such Irrevocable Proxy, it will only vote the Subject Securities subject to such Irrevocable Proxy with respect to the matters specified in, and in
accordance with the provisions of, Section 1.1. 
 1.3 No Further Action. Notwithstanding the foregoing, nothing in
this Agreement shall require a Stockholder to exercise any Stock Option or Company Award owned of record and/or beneficially owned by such Stockholder. 
 2. Representations and Warranties of Each Stockholder. 
 Each Stockholder,
severally, as to itself, represents and warrants to the Company as follows: 
 2.1 Binding Agreement. Such Stockholder
has the capacity or trust power, as applicable, to execute and deliver this Agreement and to consummate the transactions contemplated hereby and (i) in the case of each Stockholder that is an individual, the execution and delivery of this
Agreement does not require any consent from such Stockholder’s spouse or any other person, (ii) in the case of each Stockholder that is a trust, Robyn Transport is such Stockholder’s trustee and has the authority to execute and
deliver this Agreement on behalf of such Stockholder (iii) in the case of KMC Partners L.P., such Stockholder is a limited partnership duly formed, validly existing and in good standing under the laws of the State of

  
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Delaware, and KMC Partners LLC is its general partner and has full power and authority to execute and deliver this Agreement on behalf of such Stockholder and (iv) in the case of the Kenneth
Cole Foundation, such Stockholder is a private foundation duly formed and validly existing under the laws of the State of New York and Robyn S. Transport, as Special Fund Trustee of the Initial Special Fund of the Kenneth Cole Foundation, has full
power and authority to execute and deliver this Agreement on behalf of such Stockholder. Such Stockholder has duly and validly executed and delivered this Agreement and this Agreement constitutes a legal, valid and binding obligation of such
Stockholder, enforceable against such Stockholder in accordance with its terms. 
 2.2 No Conflict. Neither the execution
and delivery of this Agreement, nor the consummation by such Stockholder of the transactions contemplated hereby, nor the performance of such Stockholder’s obligations hereunder will (a) result in a violation or breach of, or constitute
(with or without due notice or lapse of time or both) a default (or give rise to any right of termination, cancellation, or acceleration) under any contract, agreement, instrument, commitment, arrangement or understanding, or result in the creation
of a security interest, lien, charge, encumbrance, equity or claim with respect to such Stockholder’s Subject Securities, (b) require any consent, authorization or approval of any Person or (c) violate or conflict with any law, writ,
injunction or decree applicable to such Stockholder or such Stockholder’s Subject Securities. 
 2.3 Ownership of
Subject Securities. 
 (a) Such Stockholder is the sole legal and beneficial owner of the number of the Subject Shares set
forth opposite such Stockholder’s name on Annex A hereto and, in the case of the Principal Stockholder, the Stock Options and Company Awards set forth on Annex B hereto, free and clear of any security interests, liens, charges,
encumbrances, equities, claims, options, spousal rights or limitations of whatever nature and free of any other limitation or restriction (including any voting agreement or other restriction on the right to vote, sell or otherwise dispose of such
Subject Securities), other than pursuant to this Agreement, federal securities laws, Company trading policies and, in the case of the Stock Options and Company Awards, applicable grant agreements, except that (i) the other Stockholders may be
deemed to beneficially own such Subject Securities under Rule 13d-3 of the Exchange Act and (ii) in the case of each Stockholder that is a trust or foundation, Robyn Transport, as such Stockholder’s trustee, may be deemed to beneficially
own such Subject Securities under Rule 13d-3 of the Exchange Act. 
 (b) Such Stockholder has the sole power to vote (or cause
to be voted), but excluding any Stock Options or Company Awards that have no voting rights, and to dispose of (or cause to be disposed of) the Subject Securities set forth opposite such Stockholder’s name on Annex A or Annex B
hereto, as applicable, except that (i) in the case of KMC Partners L.P., the Principal Stockholder, in his capacity as the Managing Member of KMC Partners, LLC (the general partner of KMC Partners L.P.), has the power to vote (or cause to be
voted) and to dispose of (or cause to be disposed of) such Subject Securities and (ii) in the case of each Stockholder that is a trust or foundation, Robyn Transport, as such Stockholder’s trustee, has the power to vote (or cause to be
voted) and to dispose of (or cause to be disposed of) such Subject Securities. 

  
 3 

 3. Representations and Warranties of the Company. 

The Company represents and warrants to the Stockholders as follows: 

3.1 Binding Agreement. The Company is a corporation duly incorporated, validly existing and in good standing under the laws of the
State of New York and has full corporate power and authority to execute and deliver this Agreement and to consummate the transactions contemplated hereby. The execution and delivery of this Agreement by the Company and the consummation of the
transactions contemplated hereby have been duly and validly authorized by the board of directors of the Company, and no other corporate proceedings on the part of the Company are necessary to authorize the execution, delivery and performance of this
Agreement by the Company and the consummation of the transactions contemplated hereby. The Company has duly and validly executed this Agreement and this Agreement constitutes a legal, valid and binding obligation of the Company, enforceable against
the Company in accordance with its terms. 
 3.2 No Conflict. Neither the execution and delivery of this Agreement, the
consummation by the Company of the transactions contemplated hereby, nor the compliance by the Company with any of the provisions hereof, will (a) conflict with or result in a breach of any provision of its certificate of incorporation or
by-laws, (b) result in a violation or breach of, or constitute (with or without due notice or lapse of time or both) a default (or give rise to any right of termination, cancellation, or acceleration) under any contract, agreement, instrument,
commitment, arrangement or understanding to which it is a party, (c) require any consent, authorization or approval of any Person or (d) violate or conflict with any Law, writ, injunction or decree applicable to the Company. 

4. Transfer and Other Restrictions. 
 Until the earlier of (i) the termination of this Agreement pursuant to Section 7 and (ii) the date the Stockholder Approval is obtained: 

4.1 Certain Prohibited Transfers. Each Stockholder agrees not to, except as provided for in the Merger Agreement, 

(a) sell, sell short, transfer (including by gift), pledge, encumber, assign or otherwise dispose of, or enter into any
contract, option or other arrangement or understanding with respect to the sale, transfer, pledge, encumbrance, assignment or other disposition of, any of its Class B Shares (unless such Class B Shares are first converted into Class A Shares)
or any interest contained therein, other than pursuant to this Agreement and other than transfers (including by gift) of Class B Shares from a Stockholder to an Affiliate thereof who executes a joinder agreement agreeing to be bound by this
Agreement as a Stockholder hereunder (a “Permitted Transfer”); 
 (b) with respect to any of
its Subject Securities, grant any proxy or power of attorney or enter into any voting agreement or other arrangement relating to the matters covered by Section 1.1, other than this Agreement; or 

(c) deposit any of its Subject Securities into a voting trust. 

  
 4 

 4.2 Additional Securities. Without limiting any provisions of the Merger Agreement,
in the event of any stock dividend, stock split, recapitalization, reclassification, combination or exchange of shares of capital stock of the Company on, of or affecting any Stockholder’s Subject Securities, then the terms of this Agreement
shall apply to the shares of capital stock or other such securities of the Company held by such Stockholder immediately following the effectiveness of such event. 
 5. Publication. Each Stockholder hereby permits the Company to publish and disclose such Stockholder’s identity and ownership of the Subject Shares, the nature of the such
Stockholder’s commitments, arrangement and understandings pursuant to this Agreement and/or the text of this Agreement in (a) press releases relating to the Merger Agreement, (b) the Schedule 13E-3 and the Proxy Statement,
(c) any document required to be filed with the U.S. Securities and Exchange Commission or other regulatory agencies or required to be mailed by the Company to its stockholders relating to the Merger Agreement and (d) any other disclosures
or filings required under the Merger Agreement or applicable Law relating to the Merger Agreement. 
 6. Specific Enforcement. The
parties hereto agree that irreparable harm would occur in the event any of the provisions of this Agreement were not to be performed in accordance with the terms hereof and that the parties shall be entitled to an injunction or injunctions to
prevent breaches of this Agreement or to enforce specifically the performance of the terms hereof in addition to any other remedies to which they are entitled at Law or in equity. 
 7. Termination. This Agreement shall terminate on the earliest to occur of (a) the termination of the Merger Agreement in accordance with its terms, (b) the date of a Change in the
Company Recommendation, (c) a written agreement between the Company and any Stockholder to terminate this Agreement, provided that any such termination shall be effective only with respect to such Stockholder and (d) the Effective
Time. The termination of this Agreement in accordance with this Section 7 shall not relieve any party from liability for any breach of its obligations hereunder committed prior to such termination. 

8. Survival. The representations, warranties and agreements of the parties contained in this Agreement shall not survive any termination of this
Agreement, provided, however, that no such termination shall relieve any party hereto from any liability for any breach of this Agreement committed prior to such termination. 
 9. Notices. All notices and other communications hereunder shall be in writing and shall be deemed to have been duly given if delivered personally or sent by telecopy, overnight courier service or
by registered or certified mail (postage prepaid, return receipt requested), to the respective parties at the following addresses or at such addresses as shall be specified by the parties by like notice: 

If to the Company: 
 Kenneth Cole Productions, Inc. 
 603 West
50th Street 

New York, NY 10019 
 Telecopier: (212) 315-8279 
 Attention: Michael Colosi

  
 5 

 with a copy to (which shall not constitute notice): 

Sidley Austin LLP 
 787 Seventh Avenue 
 New York, New York 10019 

Telecopier: (212) 839-5599 
 Attention: Joseph W. Armbrust 
 If to any Stockholder, to the address of such
Stockholder set forth opposite such Stockholder’s name on Annex A hereto, with a copy to (which shall not constitute notice): 
 Willkie Farr & Gallagher LLP 
 787 Seventh Avenue

 New York, New York 10019 

Telecopier: (212) 728-9129 
 Attention: Adam M. Turteltaub 
 10. Entire Agreement. This Agreement (including the
documents and instruments referred to herein) constitutes the entire agreement and supersedes all other prior agreements and understandings, both written and oral, among the parties, or any of them, with respect to the subject matter hereof.

 11. Amendment; Release. This Agreement may not be modified, amended, altered or supplemented except by a written agreement between the
Company and any Stockholder, provided that any such modification, amendment, alteration or supplement shall be effective only with respect to such Stockholder. 
 12. Successors and Assigns. This Agreement shall not be assigned by operation of law or otherwise by any Stockholder without the prior written consent of the Company and each Stockholder except to
an Affiliate in connection with a Permitted Transfer. This Agreement will be binding upon, inure to the benefit of and be enforceable by each party and such party’s respective heirs, beneficiaries, executors, representatives and permitted
assigns. 
 13. Counterparts. This Agreement may be executed by facsimile and in two or more counterparts, each of which shall be deemed
to be an original, but all of which together shall constitute one and the same instrument. 
 14. Governing Law; Jurisdiction. This
Agreement shall be governed by and construed in accordance with the Laws of the State of New York, regardless of the Laws that might otherwise govern under applicable principles of conflicts of laws thereof, except to the extent that mandatory
provisions of federal law apply. Each of the parties hereto hereby irrevocably and unconditionally submits, for itself and its property, to the exclusive jurisdiction of the courts of the State of New York and any appellate court thereof and the
United States District Court for the Southern District of New York and any appellate court thereof, in any action or proceeding arising out of or relating to this Agreement or the agreements delivered in connection herewith or

  
 6 

 
the transactions contemplated hereby or thereby or for recognition or enforcement of any judgment relating thereto, and each of the parties hereby irrevocably and unconditionally (i) agrees
not to commence any such action except in such courts, (ii) agrees that any claim in respect of any such action or proceeding may be heard and determined in such courts, (ii) waives, to the fullest extent it may legally and effectively do
so any objection which it may now or hereafter have to venue of any such action or proceeding in any such courts, and (iv) waives, to the fullest extent permitted by Law, the defense of any inconvenient forum to the maintenance of such action
or proceeding in any such courts. Each of the parties hereto agrees that a final judgment in any such action or proceeding shall be conclusive and may be enforced in other jurisdictions by suit on the judgment or in any other manner provided by Law.
Each of the parties to this Agreement irrevocably consents to service of process in any such action or proceeding in the manner provided for notices in Section 9 of this Agreement; provided, however, that nothing in this Agreement shall affect
the right of any party to this Agreement to serve process in any other manner permitted by Law. 
 15. Waiver of Jury Trial. EACH PARTY
ACKNOWLEDGES AND AGREES THAT ANY CONTROVERSY THAT MAY ARISE UNDER THIS AGREEMENT IS LIKELY TO INVOLVE COMPLICATED AND DIFFICULT ISSUES, AND THEREFORE IT HEREBY IRREVOCABLY AND UNCONDITIONALLY WAIVES ANY RIGHT IT MAY HAVE TO A TRIAL BY JURY IN
RESPECT OF ANY LITIGATION DIRECTLY OR INDIRECTLY ARISING OUT OF OR RELATING TO THIS AGREEMENT AND ANY OF THE AGREEMENTS DELIVERED IN CONNECTION HEREWITH OR THE TRANSACTIONS CONTEMPLATED HEREBY OR THEREBY. EACH PARTY CERTIFIES AND ACKNOWLEDGES THAT
(A) NO REPRESENTATIVE, AGENT OR ATTORNEY OF ANY OTHER PARTY HAS REPRESENTED, EXPRESSLY OR OTHERWISE, THAT SUCH OTHER PARTY WOULD NOT, IN THE EVENT OF LITIGATION, SEEK TO ENFORCE SUCH WAIVER, (B) IT UNDERSTANDS AND HAS CONSIDERED THE
IMPLICATIONS OF SUCH WAIVER, (C) IT MAKES SUCH WAIVER VOLUNTARILY, AND (D) IT HAS BEEN INDUCED TO ENTER THIS AGREEMENT BY, AMONG OTHER THINGS, THE MUTUAL WAIVER AND CERTIFICATIONS CONTAINED IN THIS SECTION 15. 

16. Severability. Any term or provision of this Agreement which is invalid or unenforceable in any jurisdiction shall, as to that jurisdiction, be
ineffective to the extent of such invalidity or unenforceability without rendering invalid or unenforceable the remaining terms and provisions of this Agreement or affecting the validity or enforceability of any terms or provisions of this Agreement
in any other jurisdiction so long as the economic or legal substance of the transactions contemplated hereby is not affected in any manner adverse to any party. Upon such determination that any term or other provision is invalid, illegal or
incapable of being enforced, the parties shall negotiate in good faith to modify this Agreement so as to effect the original intent of the parties as closely as possible in an acceptable manner to the end that the transactions contemplated hereby
are fulfilled to the fullest extent possible. 
 17. Capacity. The Principal Stockholder is entering into this Agreement solely in his
capacity as the record holder or beneficial owner of the Subject Securities and nothing herein shall limit or affect any actions taken by the Principal Stockholder or any of his Affiliates or Associates in the capacity of director or officer of the
Company, and no such person who is or becomes during the term hereof a director or officer of the Company shall be deemed to make any agreement or understanding in this Agreement in such person’s capacity as a director or officer. 

  
 7 

 18. Parties in Interest. This Agreement shall be binding upon and inure solely to the benefit of
each party hereto, and nothing in this Agreement, express or implied, is intended to or shall confer upon any other person any right, benefit or remedy of any nature whatsoever under or by reason of this Agreement. 

19. Headings. Headings are used for reference purposes only and do not affect the meaning or interpretation of this Agreement. 

20. Effectiveness. The obligations of the Stockholders under this Agreement shall not be effective or binding upon the Stockholders until such
time as the Merger Agreement is executed and delivered by the parties thereto. 
 [Signatures on the following page] 

  
 8 

 IN WITNESS WHEREOF, this Voting Agreement has been duly executed and delivered by a duly
authorized officer of the Company and each Stockholder, on the day and year first written above. 
  

					
	KENNETH COLE PRODUCTIONS, INC.
		
	By:	 	 /s/ Paul Blum

		 	Name:	 	 Paul Blum

		 	Title:	 	Chief Executive Officer

  

					
	KMC PARTNERS L.P.
	By:	 	KMC Partners LLC, its general partner
		
	By:	 	 /s/ Kenneth D. Cole

		 	Name:	 	Kenneth D. Cole
		 	Title:	 	Managing Member
		
	By:	 	 /s/ Kenneth D. Cole

		 	Kenneth D. Cole
		
		 	 /s/ Robyn S. Transport

		 	Robyn S. Transport, as Trustee of the Family Trust u/a/d 4/26/10, KDC July 2010 GRAT u/a/d 7/12/10, KDC 2009 GRAT u/a/d 2/2/09, KDC 2009 Family GRAT u/a/d 2/2/09 and
Kenneth Cole 1994 Charitable Remainder Trust u/a/d 12/19/94

  
 [Signature
Page to Voting Agreement] 

 
			
	KENNETH COLE FOUNDATION
		
	By:	 	/s/ Robyn S. Transport
		 	Robyn S. Transport, as Special Fund Trustee of the Initial Special Fund of the Kenneth Cole Foundation

  
 [Signature
Page to Voting Agreement] 

 Annex A 

 

									
	 	  	Subject Shares	 
	 Name and Address of

        Stockholder
	  	 Class A
Shares
	 	  	 Class B
Shares
	 
	 KMC Partners L.P.
 c/o Kenneth
D. Cole
 Kenneth Cole Productions, Inc.

603 West 50th Street
 New York, NY
10019
	  	 	0	  	  	 	187,500	  
			
	 Kenneth D. Cole
 c/o Kenneth
Cole Productions, Inc.
 603 West 50th Street
 New York, NY 10019
	  	 	353,653	  	  	 	6,424,792	  
			
	 Robyn Transport as Trustee of the
 Family Trust u/a/d 4/26/10
 c/o Robyn Transport

TAG Associates, LLC
 75 Rockefeller Plaza, 9th
Floor
 New York, NY 10019
	  	 	0	  	  	 	132,021	  
			
	 KDC July 2010 GRAT u/a/d 7/12/10
 c/o Robyn Transport
 TAG Associates, LLC
 75 Rockefeller Plaza, 9th Floor
 New York, NY 10019
	  	 	0	  	  	 	204,852	  
			
	 KDC 2009 GRAT u/a/d 2/2/09
 c/o
Robyn Transport
 TAG Associates, LLC

75 Rockefeller Plaza, 9th Floor
 New York, NY
10019
	  	 	0	  	  	 	470,666	  

									
	 Name and Address of

        Stockholder
	  	 Class A
Shares
	 	  	 Class B
Shares
	 
	 KDC 2009 Family GRAT u/a/d 2/2/09
 c/o Robyn Transport
 TAG Associates, LLC
 75 Rockefeller Plaza, 9th Floor
 New York, NY 10019
	  	 	0	  	  	 	470,666	  
			
	 Kenneth Cole 1994 Charitable

Remainder Trust u/a/d 12/19/94
 c/o Robyn
Transport
 TAG Associates, LLC
 75
Rockefeller Plaza, 9th Floor
 New York, NY 10019
	  	 	150,000	  	  	 	0	  
			
	 Kenneth Cole Foundation
 c/o
Robyn Transport
 TAG Associates, LLC

75 Rockefeller Plaza, 9th Floor
 New York, NY
10019
	  	 	133,000	  	  	 	0	  

 Annex B 
 Principal Stockholder’s Stock Options and Company Awards 
  

															
	 Stock Options
	 
	 Grant Date
	  	 Grant Type
	  	Exercise Price	 	  	Number of Shares of
Class A Stock
Underlying Option	 	  	Expiration Date	 
	 05/27/2010
	  	 Non Qualified
 Stock
Option
	  	$	11.80	  	  	 	150,000	  	  	 	05/27/2020	  
	 03/11/2009
	  	 Non Qualified
 Stock
Option
	  	$	5.36	  	  	 	196,426	  	  	 	03/11/2019	  
	 05/29/2008
	  	 Non Qualified
 Stock
Option
	  	$	14.84	  	  	 	300,000	  	  	 	05/29/2018	  
	 08/02/2004
	  	 Non Qualified
 Stock
Option
	  	$	32.09	  	  	 	250,000	  	  	 	08/02/2014	  
	 02/27/2003
	  	 Non Qualified
 Stock
Option
	  	$	22.75	  	  	 	100,000	  	  	 	02/27/2013	  
	 02/06/2003
	  	 Non Qualified
 Stock
Option
	  	$	23.85	  	  	 	150,000	  	  	 	02/06/2013	  

  

							
	 Restricted Shares
	  	 	  	 	 
	 Grant Date
	  	Grant Type	  	Number 
of
Restricted
Shares	 
	 01/05/2012
	  	Restricted Shares	  	 	33,723	  

 Performance Shares set forth on Attachment 3.02(b)(5) of the Company Disclosure Letter.

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