0001193125-15-227436 Sample Contracts

MASSACHUSETTS MUTUAL LIFE INSURANCE COMPANY Springfield, MA 01111-0001
Massachusetts Mutual Variable Annuity Separate Account 4 • June 18th, 2015

This Contract was approved under the authority of the Interstate Insurance Product Regulation Commission, hereafter referred to as “Commission” and issued under the Commission’s standards. Any Contract provision that on the provision’s effective date is in conflict with the applicable Commission standards for this product type in effect as of the provision’s effective date of Commission contract approval is hereby amended to conform to the Commission standards in effect as of the provision’s effective date of Commission contract approval.

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FUND PARTICIPATION AGREEMENT
Fund Participation Agreement • June 18th, 2015 • Massachusetts Mutual Variable Annuity Separate Account 4 • New York

THIS AGREEMENT is executed as of , 2015 and effective as of , 2015 (the “Effective Date”), by and among BLACKROCK VARIABLE SERIES FUNDS, INC. an open-end management investment company organized as a Maryland corporation (the “Fund”), BLACKROCK INVESTMENTS, LLC (“BRIL” or the “Underwriter”), a broker-dealer registered as such under the Securities Exchange Act of 1934, as amended (the “1934 Act”), and Massachusetts Mutual Life Insurance Company, a life insurance company organized under the laws of the Commonwealth of Massachusetts (the “Company”), on its own behalf and on behalf of each separate account of the Company set forth on Schedule A, as may be amended from time to time (each separate account hereinafter referred to individually as an Account” and collectively as the “Accounts”).

FIRST AMENDED AND RESTATED MASTER SERVICES AGREEMENT by and between Massachusetts Mutual Life Insurance Company and se2, inc. Effective Date: May 28, 2013
Master Services Agreement • June 18th, 2015 • Massachusetts Mutual Variable Annuity Separate Account 4

This FIRST AMENDED AND RESTATED MASTER SERVICES AGREEMENT (this “Agreement”) is effective as of this 28th day of May, 2013 (the “Effective Date”) by and between Massachusetts Mutual Life Insurance Company (“Customer”), with a place of business at 1295 State Street, Springfield, MA 01111-0001 and se2, inc. (“Administrator”), with a place of business at 5801 SW 6th Avenue, Topeka, KS 66636-0001. Capitalized terms used in this Agreement are defined in the Glossary attached to this Agreement and incorporated herein by reference. As more fully stated in Section 13.1, the Parties intend for this Agreement to replace, as of the Effective Date above that Master Services Agreement, with an effective date of July 1, 2010, between the Parties (referred to as the “Prior Agreement”).

SECOND AMENDMENT TO PARTICIPATION AGREEMENT
Participation Agreement • June 18th, 2015 • Massachusetts Mutual Variable Annuity Separate Account 4

WHEREAS, Massachusetts Mutual Life Insurance Company (“Company”), Waddell & Reed, Inc. (“W&R”), distributor for Ivy Funds Variable Insurance Portfolios, and Ivy Funds Variable Insurance Portfolios (the “Ivy Funds VIP”) entered into said Participation Agreement dated October 25, 2012, as amended (the “Agreement”); and

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