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PREFERRED STOCK PURCHASE AGREEMENT

Purchase and Sale Agreement

PREFERRED STOCK PURCHASE AGREEMENT | Document Parties: HAROLDS STORES INC | RonHow, LLC You are currently viewing:
This Purchase and Sale Agreement involves

HAROLDS STORES INC | RonHow, LLC

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Title: PREFERRED STOCK PURCHASE AGREEMENT
Governing Law: Oklahoma     Date: 4/30/2007
Industry: Retail (Apparel)     Sector: Services

PREFERRED STOCK PURCHASE AGREEMENT, Parties: harolds stores inc , ronhow  llc
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                                                                    EXHIBIT 10.8
                                                                    ------------

                       PREFERRED STOCK PURCHASE AGREEMENT


         THIS PREFERRED STOCK PURCHASE AGREEMENT (this "AGREEMENT") is made
effective this 26th day of April, 2007, by and between RonHow, LLC, a Georgia
limited liability company ("RONHOW"), and Harold's Stores, Inc., an Oklahoma
corporation (the "COMPANY"), with reference to the following circumstances:

         A. RonHow and the Company previously entered into that certain
Subordinated Loan Agreement dated August 31, 2006, as amended of even date
herewith (the "SUBORDINATED LOAN AGREEMENT"), pursuant to which the Company and
certain of its subsidiaries (collectively, the "BORROWERS") may borrow an
aggregate principal amount of up to $12,000,000.00, plus any interest converted
into principal in accordance with the terms of the Subordinated Loan Agreement.

         B. RonHow has previously advanced to the Company pursuant to the
Subordinated Loan Agreement $5,000,000.00 on August 31, 2006 (the "FIRST
ADVANCE"), an additional $2,000,000.00 on January 4, 2007 (the "SECOND
ADVANCE"), and certain other advances made subsequent to the First Advance and
the Second Advance.

         C. The Company has authorized its Series 2007-A Senior Preferred Stock,
par value $0.01 per share and stated value $1,000.00 per share (the "2007-A
PREFERRED"), pursuant to a Certificate of Designation for the 2007-A Preferred
filed with the Secretary of State of the State of Oklahoma on April 26, 2007
(the "CERTIFICATE").

         D. The Company now desires to sell to RonHow, and RonHow desires to
purchase from the Company, 2,000 shares of 2007-A Preferred in exchange for the
surrender by RonHow of its rights to receive payment of, and for the
cancellation of, an amount of principal of the First Advance equal to
$2,000,000.00.

         E. Pursuant to the existing Certificates of Designation with respect to
such series of preferred stock, the existing holders of the Company's
outstanding Amended Series 2001-A Preferred Stock, Series 2002-A Preferred
Stock, Series 2003-A Preferred Stock and Series 2006-A Preferred Stock have, by
at least a majority in interest, consented to the transactions contemplated by
this Agreement.

         In consideration of the premises and the mutual promises,
representations, warranties and covenants hereinafter set forth, the Company and
RonHow agree as follows:

         1. SALE AND PURCHASE OF 2007-A PREFERRED.

                  1.1 SALE AND PURCHASE. On and subject to the terms and
         conditions of this Agreement, the Company agrees to sell, transfer and
         deliver to RonHow, and RonHow agrees to purchase from the Company,
          2,000 shares of 2007-A Preferred (the "SHARES") at the Closing (as
         hereinafter defined).

                  1.2 PURCHASE PRICE. The purchase price for the Shares shall be
         equal to $1,000.00 per Share for a total purchase price of
         $2,000,000.00 (the "PURCHASE PRICE"),

<PAGE>

         payable at the Closing by RonHow's surrender of its rights to receive
         payment of, and by the cancellation of, an amount of principal owed by
         the Company to RonHow out of the First Advance under the Subordinated
         Loan Agreement equal to the Purchase Price.

                  1.3 CLOSING. The closing of the transactions contemplated by
         this Agreement (the "CLOSING") shall occur at the Company's principal
          executive offices at 10:00 a.m. on the date of this Agreement.

                  1.4 DELIVERIES AT CLOSING.

                  (a) Company's Delivery at Closing. At the Closing, the Company
         shall deliver the Shares to RonHow by physical delivery of stock
         certificates representing the Shares.

                  (b) RonHow's Delivery at Closing. At the Closing, RonHow shall
         deliver the Purchase Price to the Company as provided above in Section
         1.2.

         2. REPRESENTATIONS AND WARRANTIES OF THE COMPANY. The Company
represents and warrants to RonHow that:

                  2.1 ORGANIZATION AND GOOD STANDING. The Company is a
         corporation duly organized and validly existing under the laws of the
         state of Oklahoma and is in good standing under such laws. The Company
         has all requisite corporate power and authority to own and operate its
         property and assets, and to carry on its business as presently
         conducted and as currently proposed to be conducted.

                  2.2 CORPORATE POWERS. The Company has all requisite legal and
         corporate power and authority to execute and deliver this Agreement, to
         sell and issue the Shares hereunder, to issue any additional shares of
         2007-A Preferred to be issued in satisfaction of dividends on the
         Shares (the "DIVIDEND STOCK") and to issue the Common Stock issuable
         upon conversion of the Shares and the Dividend Stock as set forth in
         the Certificate (the "UNDERLYING COMMON STOCK").

                  2.3 VALID ISSUANCE OF STOCK. The Shares, when issued, sold and
         delivered in compliance with the provisions of this Agreement, will be
         duly and validly issued, fully paid and non-assessable and issued in
         compliance with all applicable state and federal securities law. The
         Dividend Stock and the Underlying Common Stock have been or will be
         duly and validly reserved and, when issued, will be duly and validly
         issued, fully paid and non-assessable and issued in compliance with all
         applicable state and federal securities laws.

                  2.4 AUTHORIZATION. All corporate action on the part of the
         Company necessary for the authorization, execution, delivery and
         performance of this Agreement by the Company, the authorization, sale,
         issuance (or reservation of issuance) and delivery of t


 
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