0001193125-12-181420 Sample Contracts

AMENDMENT NO. 2 TO PARTICIPATION AGREEMENT
Participation Agreement • April 25th, 2012 • Massachusetts Mutual Variable Annuity Separate Account 4

The Participation Agreement (the “Agreement”), dated as of April 30, 2004, as amended, by and among AIM Variable Insurance Funds, a Delaware trust; Invesco Aim Distributors, Inc., a Delaware corporation; and Massachusetts Mutual Life Insurance Company, a Massachusetts life insurance company, is hereby amended as follows:

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FIFTH AMENDMENT TO PARTICIPATION AGREEMENT Among And MASSACHUSETTS MUTUAL LIFE INSURANCE COMPANY And And
Massachusetts Mutual Variable Annuity Separate Account 4 • April 25th, 2012

THIS AMENDMENT dated August 1, 2011 amends the Participation Agreement entered into as of the 17th day of November, 2005, as amended to date, (the “Agreement”) by and among Massachusetts Mutual Life Insurance Company, MML Bay State Life Insurance Company, C.M. Life Insurance Company, each on their own behalf and on behalf of each segregated asset account of each insurance company, and MML Series Investment Fund II.

AMENDMENT TO PARTICIPATION AGREEMENT
Participation Agreement • April 25th, 2012 • Massachusetts Mutual Variable Annuity Separate Account 4

This Amendment to the Participation Agreement dated April 26, 2006, as amended, between ING Investors Trust (“Trust”), ING Funds Distributor, LLC (“Distributor”) and Massachusetts Mutual Life Insurance Company (“Company”) (“Agreement”), is made and entered into this 27th day of May, 2010. All capitalized terms used herein and not otherwise defined shall have the meaning ascribed to such term in the Agreement.

TERMINATION, NEW AGREEMENTS AND AMENDMENTS RELATING TO INTERMEDIARY AGREEMENTS FOR PIMCO VARIABLE INSURANCE TRUST
Termination, Agreement • April 25th, 2012 • Massachusetts Mutual Variable Annuity Separate Account 4

THIS TERMINATION, AGREEMENT AND AMENDMENT is made this 10th day of November, 2010, and effective as of the Effective Date (as defined below), by and among Allianz Global Investors Distributors LLC (“AGID”), PIMCO Investments LLC (“PI”) and Massachusetts Mutual Life Insurance Company and C.M. Life Insurance Company (together, the “Intermediary”).

Amendment to Participation Agreement
Participation Agreement • April 25th, 2012 • Massachusetts Mutual Variable Annuity Separate Account 4

This Amendment (“Amendment”) to that certain Participation Agreement (“Agreement”), dated April 21, 2006, as amended, by and among PIMCO Variable Insurance Trust (the “Fund”), PIMCO Investments LLC (the “Underwriter”) and Massachusetts Mutual Life Insurance Company and C.M. Life Insurance Company (together, the “Company”) is effective this 1st day of May, 2011.

Summary Prospectus Agreement
Summary Prospectus Agreement • April 25th, 2012 • Massachusetts Mutual Variable Annuity Separate Account 4

This Summary Prospectus Agreement between Fidelity Distributors Corporation (the “Underwriter”) and Massachusetts Mutual Life Insurance Company, C.M. Life Insurance Company, and MML Bay State Life Insurance Company (collectively “Insurance Company”) is effective this 1st day of May, 2011.

AMENDMENT NO. 3 TO PARTICIPATION AGREEMENT
Participation Agreement • April 25th, 2012 • Massachusetts Mutual Variable Annuity Separate Account 4

This Amendment dated and effective October 13, 2010 amends the Participation Agreement dated May 1, 2006, as amended, among OPPPENHEIMER VARIABLE ACCOUNT FUNDS (“Fund”), OPPENHEIMERFUNDS, INC., (“Adviser”) and MASSACHUSETTS MUTUAL LIFE INSURANCE COMPANY, MML BAY STATE LIFE INSURANCE COMPANY, and C.M. LIFE INSURANCE COMPANY (collectively referred to as “Company”) (“Agreement”). All capitalized terms used herein and not otherwise defined shall have the meanings ascribed to such terms in the Agreement.

AMENDMENT NO. 3 TO PARTICIPATION AGREEMENT
Participation Agreement • April 25th, 2012 • Massachusetts Mutual Variable Annuity Separate Account 4

That certain Participation Agreement (“Agreement”), dated April 30, 2004, by and among the undersigned is hereby amended, effective as of May 1, 2011 (“Effective Date”), as follows:

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