Performance Update As of May 31, 2018 MassMutual Transitions Select SM II variable annuity Not a bank or credit union deposit or obligation Not insured by any federal government agency Not FDIC or NCUA-insured Not guaranteed by any bank or credit union May go down in value AN3604 Page 1 of 13, Transitions Select II CRN201901-198359
Monthly Investment Performance Update for the Period Ending: May 31, 2018 MassMutual Transitions Select SM II A deferred variable annuity is a long-term investment designed to help you accumulate assets for retirement. It also offers a broad array of investment choices and asset classes, a DCA fixed account, a death benefit and multiple annuity options to turn those assets into a stream of guaranteed income at some point in the future. Guarantees are based on the claims-paying ability of the issuing company and do not apply to the investment performance or the safety of amounts held in the variable investment choices. Variable annuities are not appropriate for everyone. There are fees and charges associated with owning an annuity. Variable annuities are subject to market risk, including the potential loss of principal. Withdrawals of earnings will be subject to income tax and may be subject to a 10 percent federal income tax penalty if taken prior to age 59 ½. Transitions Select II has the following Share classes: a B-Share and an L-Share. Each share class is subject to different charges. The class that you select will be identified in your Contract. Not every share class or additional feature may be available to you. MassMutual Transitions Select II first became available (in most states) on October 26, 2015, but many of the underlying funds were established before this date. For these funds, the total returns are computed using hypothetical variable annuity unit values which are based on the underlying fund's performance less separate account expenses for the periods shown, including periods before the product was available. For periods of one year or less, the total return is not annualized and is the percentage change in an Accumulation Unit. For periods greater than one year, the average annual total return for the time periods is shown. Past performance is no indication of future results. This update contains the most recent month-end performance. Since performance changes daily, the current performance may be lower or higher than the performance reflected in this update. The investment return and principal value of an investment will fluctuate so that an investor s shares, when redeemed, may be worth more or less than their original cost. For the most recent monthend performance information, visit our website at www.massmutual.com or call the MassMutual Customer Service Center at (800) 272-2216, Monday Friday, 8 a.m. to 8 p.m. Eastern Time. Investing involves risk, including the loss of principal. Each investment choice underlying the variable annuity contract has broad risks that apply to all investment choices, such as market risk, as well as specific risks inherent in particular types of investment choices that may subject your variable annuity contract to greater risk and volatility than the general market. Before purchasing MassMutual Transitions Select II, investors should carefully consider the investment objectives, risks, charges and expenses of the variable annuity contract. For this and other information, obtain the MassMutual Transitions Select II prospectus from your registered representative. The prospectus should be read carefully before investing or sending money. You may also obtain the prospectuses (or summary prospectuses, if available) for its underlying investment choices from your registered representative. Market Indices as of May 31, 2018 YTD 1 Year 3 Years 5 Years 10 Years S&P 500 Index 2.02% 14.38% 10.97% 12.98% 9.14% Morgan Stanley Capital International World Index 0.48% 11.57% 7.65% 9.40% 5.38% Russell 2000 Total Return Index 6.90% 20.76% 10.98% 12.18% 9.64% Barclays U.S. Aggregate Bond Index -1.50% -0.37% 1.39% 1.98% 3.78% Market indices have been provided for informational purposes only; they are unmanaged and reflect no fees or expenses. Individuals cannot invest directly in an index. The Standard & Poor's 500 Index is an unmanaged measure of common stock total return performance in the U.S. The Morgan Stanley Capital International World Index is an unmanaged measure of total return performance in the global securities market. The Russell 2000 Total Return Index is a broad based, unmanaged index comprised of 2000 of the smallest U.S. domiciled company common stocks (on the basis of capitalization) that are traded in the United States on the New York Stock Exchange, the American Stock Exchange, and NASDAQ. The Barclays U.S. Aggregate Bond Index is an unmanaged index of U.S. corporate bond issues, U.S. Government Securities and mortgage-backed securities. Page 2 of 13, Transitions Select II
Non Standard Total Returns - B-Share For the Period Ending: May 31, 2018 Total Returns reflect total annualized separate account expenses and all fund level expenses, including any 12(b)-1 fees. The performance in the chart below is representative of a B Share Class. This share class carries a static M&E of 1.30% for all years. These returns do not reflect the charges for any optional contract features, contingent deferred sales charges, the annual maintenance charge, or premium taxes, if any. Their inclusion would reduce the returns shown. Fund Asset Inception Since Category Separate Account Sub-account Date Endnotes YTD 1 Year 3 Years 5 Years 10 Years Inception MML Conservative Allocation 8/31/2007 1, 2-0.64% 2.74% 2.32% 3.49% 3.75% 3.68% MML Balanced Allocation 8/31/2007 1, 2-0.54% 3.73% 2.96% 4.30% 3.93% 3.79% MML Moderate Allocation 8/31/2007 1, 2-0.36% 4.90% 3.67% 5.14% 4.36% 4.11% MML Core Allocation 8/15/2008 1, * 0.25% 7.51% 5.16% 6.65% 5.23% MML Allocation 8/31/2007 1, 2-0.13% 6.58% 4.64% 6.34% 4.79% 4.39% MML Aggressive Allocation 8/31/2007 1, 2 0.21% 8.28% 5.68% 7.54% 5.24% 4.70% Asset Allocation Money Market Fixed Income MML U.S. Government Money Market 12/16/1981 3-0.12% -0.57% -1.00% -1.12% -1.10% 2.61% 7-day yield: 0.43% MML Dynamic Bond 5/15/2015-1.31% -0.81% 0.79% 0.79% MML High Yield 5/3/2010 * -0.80% 0.16% 4.07% 3.92% 6.23% MML Inflation-Protected and Income 8/30/2002 2-0.95% -0.66% 0.12% -0.61% 1.49% 2.25% MML Managed Bond 12/16/1981 2-1.87% -1.10% -0.25% 0.56% 2.55% 5.78% MML Short-Duration Bond 5/3/2010 * -0.20% -0.26% 0.11% 0.14% 0.74% MML Total Return Bond 8/9/2010 2-1.90% -1.91% -0.37% 0.07% 0.87% Oppenheimer Global Strategic Income 5/3/1993 2-2.81% -1.41% 0.16% 0.37% 2.10% 4.06% Balanced Value Value MML 2/3/1984 0.52% 9.04% 6.03% 7.45% 6.36% 7.43% MML Equity 12/31/1973 2, 4-1.24% 8.00% 5.14% 8.23% 5.07% 8.67% MML Equity Income 5/31/2002 2, 5-2.23% 8.62% 6.18% 7.19% 5.45% 5.06% MML Fundamental Value 8/9/2010 * -2.11% 7.10% 4.93% 7.54% 9.81% MML Income & 8/31/1998 2, 5-3.39% 7.53% 7.94% 8.45% 5.14% 4.49% Fidelity VIP Contrafund 1/3/1995 2 2.35% 11.24% 7.54% 10.46% 6.47% 9.52% MML Focused Equity 12/8/2011 * 0.97% 10.33% 7.55% 9.59% 13.43% MML & Income 4/30/2003 2, 5 0.26% 10.15% 8.13% 10.20% 6.04% 4.70% Oppenheimer Main Street 7/5/1995 2-1.60% 4.53% 7.08% 9.69% 6.37% 7.16% MML Blue Chip 5/31/2002 2, 5 10.53% 25.88% 14.76% 16.33% 10.39% 9.45% MML Fundamental 12/8/2011 * 7.19% 19.46% 11.45% 12.53% 13.50% MML American Funds 2/8/1984 6, * 7.28% 18.52% 12.67% 13.26% 7.34% 6.57% MML 8/31/1999 2, 5 3.01% 16.50% 9.40% 12.09% 7.12% 6.31% MML Value 8/31/1999 2, 5-1.54% 5.74% 7.78% 10.33% 9.10% 8.02% MML Small Company Value 2/27/2009 * 2.06% 13.73% 11.16% 9.19% 15.14% MML Small/ Value 4/30/2003 2, 5 1.97% 14.96% 8.22% 10.02% 8.11% 5.14% Small/ Mid Cap MML Small Cap Equity 6/1/1998 2 5.77% 15.47% 8.08% 10.82% 8.42% 5.33% Page 3 of 13, Transitions Select II
Non Standard Total Returns - B-Share (cont'd) For the Period Ending: May 31, 2018 Fund Asset Inception Since Category Separate Account Sub-account Date Endnotes YTD 1 Year 3 Years 5 Years 10 Years Inception MML (T. Rowe Price) 8/31/1998 2, 5 4.03% 13.61% 9.32% 12.89% 9.42% 8.94% International / Global Speciality MML Small Cap Equity (Wellington) 5/3/1999 2 10.02% 24.15% 9.41% 12.08% 8.62% 7.58% Oppenheimer Discovery 8/15/1986 2 5.89% 17.24% 9.31% 12.35% 6.75% 7.96% MML Foreign (Templeton) 8/31/1999 2, 5-2.86% 3.81% 0.42% 2.44% 0.00% 1.32% MML Global (MFS ) 8/31/1999 2, 5-1.93% 5.34% 5.75% 7.44% 4.14% 3.91% MML International (American Funds ) 5/1/1990 7, * 0.73% 12.28% 5.17% 6.08% 1.89% 2.57% MML International Equity 1/7/2014-5.55% 4.95% 4.20% 3.01% MML Strategic Emerging Markets 8/27/2008 * 0.57% 14.32% 5.50% 1.85% 1.74% (Oppenheimer) Oppenheimer Global 11/12/1990 2 1.62% 16.53% 7.81% 9.66% 6.17% 8.54% Oppenheimer International 5/13/1992 2-0.54% 6.56% 3.63% 5.05% 3.22% 6.04% Ivy Asset Strategy 5/1/1995 * 2.21% 11.55% 0.30% 2.27% 2.38% 7.64% MML Managed Volatility (Gateway) 5/1/2000 2, 7-1.27% 2.40% 2.35% 3.21% 1.88% 2.20% Oppenheimer Global Multi-Alternatives 11/14/2013-0.54% -1.90% -1.79% -0.23% Page 4 of 13, Transitions Select II
Non Standard Total Returns - L-Share For the Period Ending: May 31, 2018 Total Returns reflect total annualized separate account expenses and all fund level expenses, including any 12(b)-1 fees. The performance in the chart below is representative of an L Share Class. This share class carries a tier M&E of 1.65% for the first 7 years and 1.30% thereafter. These returns do not reflect the charges for any optional contract features, contingent deferred sales charges, the annual maintenance charge, or premium taxes, if any. Their inclusion would reduce the returns shown. Fund Asset Inception Since Category Separate Account Sub-account Date Endnotes YTD 1 Year 3 Years 5 Years 10 Years Inception MML Conservative Allocation 8/31/2007 1, 2-0.79% 2.39% 1.96% 3.13% 3.50% 3.45% MML Balanced Allocation 8/31/2007 1, 2-0.69% 3.37% 2.60% 3.93% 3.68% 3.55% MML Moderate Allocation 8/31/2007 1, 2-0.51% 4.53% 3.31% 4.77% 4.10% 3.87% MML Core Allocation 8/15/2008 1, * 0.10% 7.14% 4.80% 6.27% 4.96% MML Allocation 8/31/2007 1, 2-0.28% 6.21% 4.27% 5.97% 4.53% 4.15% MML Aggressive Allocation 8/31/2007 1, 2 0.06% 7.90% 5.31% 7.17% 4.99% 4.46% Asset Allocation Money Market Fixed Income MML U.S. Government Money Market 12/16/1981 3-0.27% -0.92% -1.35% -1.46% -1.34% 2.54% 7-day yield: 0.08% MML Dynamic Bond 5/15/2015-1.31% -0.81% 0.79% 0.79% MML High Yield 5/3/2010 * -0.95% -0.19% 3.70% 3.56% 5.86% MML Inflation-Protected and Income 8/30/2002 2-1.09% -1.01% -0.23% -0.96% 1.24% 2.10% MML Managed Bond 12/16/1981 2-2.01% -1.44% -0.60% 0.21% 2.30% 5.71% MML Short-Duration Bond 5/3/2010 * -0.34% -0.61% -0.24% -0.21% 0.39% MML Total Return Bond 8/9/2010 2-2.04% -2.25% -0.72% -0.28% 0.52% Oppenheimer Global Strategic Income 5/3/1993 2-2.95% -1.76% -0.19% 0.02% 1.85% 3.96% Value Balanced Value Small/ Mid Cap MML 2/3/1984 0.37% 8.66% 5.66% 7.08% 6.10% 7.35% MML Equity 12/31/1973 2, 4-1.38% 7.62% 4.77% 7.85% 4.81% 8.61% MML Equity Income 5/31/2002 2, 5-2.38% 8.24% 5.80% 6.82% 5.19% 4.84% MML Fundamental Value 8/9/2010 * -2.26% 6.73% 4.56% 7.16% 9.43% MML Income & 8/31/1998 2, 5-3.53% 7.16% 7.56% 8.07% 4.88% 4.27% Fidelity VIP Contrafund 1/3/1995 2 2.20% 10.85% 7.16% 10.08% 6.21% 9.41% MML Focused Equity 12/8/2011 * 0.82% 9.94% 7.17% 9.21% 13.04% MML & Income 4/30/2003 2, 5 0.12% 9.76% 7.75% 9.82% 5.78% 4.49% Oppenheimer Main Street 7/5/1995 2-1.75% 4.17% 6.70% 9.30% 6.11% 7.04% MML Blue Chip 5/31/2002 2, 5 10.37% 25.44% 14.36% 15.92% 10.12% 9.22% MML Fundamental 12/8/2011 * 7.03% 19.04% 11.06% 12.14% 13.10% MML American Funds 2/8/1984 6, * 7.12% 18.11% 12.27% 12.87% 7.08% 6.49% MML 8/31/1999 2, 5 2.85% 16.09% 9.02% 11.70% 6.86% 6.09% MML Value 8/31/1999 2, 5-1.69% 5.37% 7.40% 9.94% 8.84% 7.80% MML Small Company Value 2/27/2009 * 1.91% 13.34% 10.77% 8.81% 14.84% MML Small/ Value 4/30/2003 2, 5 1.82% 14.56% 7.84% 9.64% 7.85% 4.93% 2 MML Small Cap Equity 6/1/1998 5.62% 15.06% 7.71% 10.43% 8.15% 5.20% Page 5 of 13, Transitions Select II
Non Standard Total Returns - L-Share (cont'd) For the Period Ending: May 31, 2018 Fund Asset Inception Since Category Separate Account Sub-account Date Endnotes YTD 1 Year 3 Years 5 Years 10 Years Inception MML (T. Rowe Price) 8/31/1998 2, 5 3.88% 13.21% 8.93% 12.49% 9.15% 8.71% International / Global Speciality MML Small Cap Equity (Wellington) 5/3/1999 2 9.86% 23.72% 9.02% 11.69% 8.36% 7.44% Oppenheimer Discovery 8/15/1986 2 5.74% 16.83% 8.92% 11.96% 6.49% 7.88% MML Foreign (Templeton) 8/31/1999 2, 5-3.00% 3.45% 0.07% 2.08% -0.25% 1.12% MML Global (MFS ) 8/31/1999 2, 5-2.08% 4.97% 5.38% 7.06% 3.88% 3.69% MML International (American Funds ) 5/1/1990 7, * 0.58% 11.89% 4.80% 5.71% 1.64% 2.48% MML International Equity 1/7/2014-5.69% 4.58% 3.83% 2.65% MML Strategic Emerging Markets 8/27/2008 * 0.42% 13.92% 5.13% 1.50% 1.48% (Oppenheimer) Oppenheimer Global 11/12/1990 2 1.47% 16.12% 7.43% 9.28% 5.91% 8.44% Oppenheimer International 5/13/1992 2-0.69% 6.19% 3.27% 4.69% 2.97% 5.94% Ivy Asset Strategy 5/1/1995 * 2.06% 11.16% -0.05% 1.91% 2.13% 7.53% MML Managed Volatility (Gateway) 5/1/2000 2, 7-1.41% 2.04% 1.99% 2.85% 1.63% 2.06% Oppenheimer Global Multi-Alternatives 11/14/2013-0.69% -2.24% -2.14% -0.58% Page 6 of 13, Transitions Select II
Standardized Total Returns - With Full Surrender - B-Share For the Period Ending: May 31, 2018 Standardized Returns assume a single $1,000 purchase payment made at the beginning of the periods shown, and full surrender on the last business day of the most recent calendar quarter. Standardized returns reflect total annualized separate account expenses, all fund level expenses including any 12(b)-1, annual maintenance charge (contract level charges) of $40.00 allocated proportionately for each investment option, and Contingent Sales Charges (CDSC). Number of Full Years from from Application of Purchase Payment: 0 1 2 3 4 5 6 7+ 7% 7% 7% 6% 5% 4% 3% 0% The performance in the chart below is representative of a B Share Class This share class carries a static M&E of 1.30% for all years. These returns do not reflect charges for any optional contract features or premium taxes, if any. Their inclusion would reduce the returns shown. Date Since Added to Date Added Asset Separate to Separate Category Separate Account Sub-account Account Endnotes YTD 1 Year 3 Years 5 Years 10 Years Account MML Conservative Allocation 1/22/2008 1, 2-8.13% -3.27% 0.12% 2.67% 3.85% 3.81% MML Balanced Allocation 1/22/2008 1, 2-8.12% -2.06% 0.80% 3.57% 4.08% 4.09% MML Moderate Allocation 1/22/2008 1, 2-8.06% -0.97% 1.50% 4.46% 4.59% 4.59% MML Core Allocation 9/8/2008 1, * -8.12% 0.23% 2.94% 5.88% 5.35% MML Allocation 1/22/2008 1, 2-7.96% 0.80% 2.48% 5.77% 5.12% 5.15% MML Aggressive Allocation 1/22/2008 1, 2-7.82% 2.55% 3.52% 7.06% 5.69% 5.75% Asset Allocation Money Market Fixed Income MML U.S. Government Money Market 5/1/2006 3-7.19% -7.77% -3.18% -2.05% -1.18% -0.50% 7-day yield: 0.43% MML Dynamic Bond 8/24/2015-8.13% -6.51% -1.81% MML High Yield 5/3/2010 * -8.03% -5.00% 2.41% 3.35% 6.26% MML Inflation-Protected and Income 4/30/2003 2-8.21% -7.59% -2.20% -2.33% 1.18% 2.03% MML Managed Bond 9/30/1999 2-8.62% -6.54% -2.48% -0.50% 2.40% 3.48% MML Short-Duration Bond 5/3/2010 * -7.48% -6.94% -2.05% -0.82% 0.63% MML Total Return Bond 5/1/2012 2-8.65% -7.69% -2.64% -1.07% -0.08% Oppenheimer Global Strategic Income 8/31/1999 2-7.91% -5.16% -1.23% -0.26% 2.27% 3.99% Balanced Value Value Small/ Mid Cap MML 4/30/1999-8.20% 0.71% 3.54% 6.65% 6.49% 3.71% MML Equity 4/30/1999 2, 4-8.94% 0.16% 3.56% 7.97% 5.58% 2.67% MML Equity Income 5/31/2002 2, 5-9.56% 0.61% 4.40% 6.89% 5.75% 5.42% MML Fundamental Value 5/1/2012 * -9.46% -0.68% 3.12% 7.50% 8.72% MML Income & 8/31/1998 2, 5-11.29% -0.16% 5.79% 7.77% 5.47% 4.60% Fidelity VIP Contrafund 8/31/1998 2-7.08% 4.03% 5.14% 9.76% 6.92% 7.49% MML Focused Equity 5/1/2012 * -7.97% 3.72% 5.91% 9.93% 11.00% MML & Income 4/30/2003 2, 5-7.70% 5.48% 6.01% 9.74% 6.56% 6.52% Oppenheimer Main Street 8/31/1999 2-10.37% -2.21% 4.77% 9.24% 6.97% 3.64% MML Blue Chip 5/31/2002 2, 5-2.11% 19.48% 10.92% 15.34% 10.68% 8.07% MML Fundamental 5/1/2012 * -4.69% 10.41% 8.30% 11.65% 10.77% MML American Funds 9/8/2008 6, * -4.93% 10.33% 9.68% 12.33% 9.11% MML 8/31/1999 2, 5-6.67% 13.07% 6.50% 11.10% 7.80% 3.00% MML Value 8/31/1999 2, 5-9.63% -3.40% 5.34% 9.81% 9.55% 7.14% MML Small Company Value 5/1/2009 * -9.58% -0.17% 6.46% 7.47% 12.29% MML Small/ Value 4/30/2003 2, 5-9.79% -0.72% 4.27% 8.85% 8.28% 8.57% 2 MML Small Cap Equity 8/31/1998-7.89% 0.10% 3.25% 9.05% 8.69% 6.65% Page 7 of 13, Transitions Select II
Standardized Total Returns - With Full Surrender - B-Share (cont'd) For the Period Ending: May 31, 2018 Date Since Added to Date Added Asset Separate to Separate Category Separate Account Sub-account Account Endnotes YTD 1 Year 3 Years 5 Years 10 Years Account MML 8/31/1998 2, 5-3.59% 9.94% 7.41% 12.57% 10.55% 10.43% International / Global MML Small Cap Equity 5/3/1999 2-4.81% 8.99% 4.35% 10.70% 8.81% 7.22% Oppenheimer Discovery 8/31/1999 2-5.22% 11.15% 5.98% 10.96% 7.49% 3.25% MML Foreign 8/31/1999 2, 5-9.29% 1.94% -0.54% 2.57% 0.57% 2.30% MML Global (MFS ) 8/31/1999 2, 5-9.25% 3.19% 3.98% 6.94% 4.68% 2.09% MML American Funds International 9/8/2008 7, * -6.87% 10.63% 3.57% 5.58% 4.24% MML International Equity 5/1/2014-9.72% 6.01% 3.33% 1.65% MML Strategic Emerging Market 9/8/2008 * -4.74% 13.91% 4.57% 0.97% 2.42% Specilaity Oppenheimer Global 8/31/1999 2-7.42% 13.35% 5.83% 8.87% 6.55% 6.90% Oppenheimer International 8/31/1998 2-7.38% 7.99% 3.16% 4.57% 3.73% 5.73% Ivy Asset Strategy 10/31/2012 * -6.53% 3.75% -1.81% 1.57% 3.23% MML Managed Volatility 4/30/2000 2, 7-9.63% -4.89% 0.11% 2.30% 2.31% 2.08% Oppenheimer Global Multi-Alternatives 5/1/2014-7.48% -8.48% -3.89% -3.08% Page 8 of 13, Transitions Select II
Standardized Total Returns - With Full Surrender - L-Share For the Period Ending: May 31, 2018 Standardized Returns assume a single $1,000 purchase payment made at the beginning of the periods shown, and full surrender on the last business day of the most recent calendar quarter. Standardized returns reflect total annualized separate account expenses, all fund level expenses including any 12(b)-1, annual maintenance charge (contract level charges) of $40.00 allocated proportionately for each investment option, and Contingent Sales Charges (CDSC). Number of Full Years from Application of Purchase Payment: 0 1 2 3 4+ 7% 7% 7% 6% 0% The performance in the chart below is representative of an L Share Class. This share class carries a tier M&E of 1.65% for the first 7 years and 1.30% thereafter. These returns do not reflect charges for any optional contract features or premium taxes, if any. Their inclusion would reduce the returns shown. Date Since Added to Date Added Asset Separate to Separate Category Separate Account Sub-account Account Endnotes YTD 1 Year 3 Years 5 Years 10 Years Account MML Conservative Allocation 1/22/2008 1, 2-8.21% -3.60% -0.23% 3.15% 3.59% 3.56% MML Balanced Allocation 1/22/2008 1, 2-8.20% -2.40% 0.45% 4.05% 3.83% 3.84% MML Moderate Allocation 1/22/2008 1, 2-8.14% -1.32% 1.14% 4.95% 4.33% 4.34% MML Core Allocation 9/8/2008 1, * -8.20% -0.12% 2.58% 6.37% 5.08% MML Allocation 1/22/2008 1, 2-8.04% 0.45% 2.12% 6.26% 4.86% 4.90% MML Aggressive Allocation 1/22/2008 1, 2-7.90% 2.19% 3.16% 7.56% 5.43% 5.50% Asset Allocation Money Market Fixed Income MML U.S. Government Money Market 5/1/2006 3-7.27% -8.09% -3.51% -1.60% -1.42% -0.71% 7-day yield: 0.08% MML Dynamic Bond 8/24/2015-8.21% -6.84% -2.15% MML High Yield 5/3/2010 * -8.11% -5.33% 2.05% 3.83% 5.89% MML Inflation-Protected and Income 4/30/2003 2-8.29% -7.91% -2.54% -1.87% 0.93% 1.87% MML Managed Bond 9/30/1999 2-8.70% -6.86% -2.82% -0.04% 2.15% 3.35% MML Short-Duration Bond 5/3/2010 * -7.56% -7.26% -2.39% -0.36% 0.27% MML Total Return Bond 5/1/2012 2-8.72% -8.01% -2.98% -0.61% 0.08% Oppenheimer Global Strategic Income 8/31/1999 2-7.99% -5.49% -1.57% 0.20% 2.02% 3.86% Value Balanced Value Small/ Mid Cap MML 4/30/1999-8.28% 0.36% 3.18% 7.15% 6.22% 3.58% MML Equity 4/30/1999 2, 4-9.02% -0.19% 3.19% 8.47% 5.32% 2.53% MML Equity Income 5/31/2002 2, 5-9.63% 0.26% 4.04% 7.39% 5.49% 5.26% MML Fundamental Value 5/1/2012 * -9.53% -1.03% 2.76% 8.00% 8.90% MML Income & 8/31/1998 2, 5-11.36% -0.51% 5.42% 8.28% 5.21% 4.47% Fidelity VIP Contrafund 8/31/1998 2-7.16% 3.67% 4.78% 10.28% 6.65% 7.35% MML Focused Equity 5/1/2012 * -8.05% 3.36% 5.54% 10.44% 11.19% MML & Income 4/30/2003 2, 5-7.78% 5.12% 5.64% 10.25% 6.29% 6.35% Oppenheimer Main Street 8/31/1999 2-10.45% -2.55% 4.40% 9.75% 6.71% 3.50% MML Blue Chip 5/31/2002 2, 5-2.19% 19.06% 10.53% 15.88% 10.41% 7.90% MML Fundamental 5/1/2012 * -4.77% 10.02% 7.92% 12.17% 10.95% MML American Funds 9/8/2008 6, * -5.01% 9.95% 9.29% 12.86% 8.82% MML 8/31/1999 2, 5-6.75% 12.68% 6.13% 11.62% 7.53% 2.86% MML Value 8/31/1999 2-9.71% -3.73% 4.97% 10.32% 9.28% 7.00% MML Small Company Value 5/1/2009 * -9.66% -0.51% 6.09% 7.97% 11.89% MML Small/ Value 4/30/2003 2, 5-9.87% -1.06% 3.91% 9.36% 8.01% 8.39% 2 MML Small Cap Equity 8/31/1998-7.97% -0.25% 2.89% 9.56% 8.43% 6.51% Page 9 of 13, Transitions Select II
Standardized Total Returns - With Full Surrender - L-Share (cont'd) For the Period Ending: May 31, 2018 Date Since Added to Date Added Asset Separate to Separate Category Separate Account Sub-account Account Endnotes YTD 1 Year 3 Years 5 Years 10 Years Account MML 8/31/1998 2, 5-3.67% 9.56% 7.03% 13.10% 10.28% 10.29% International / Global Specilaity MML Small Cap Equity 5/3/1999 2-4.90% 8.61% 3.99% 11.21% 8.54% 7.08% Oppenheimer Discovery 8/31/1999 2-5.30% 10.77% 5.61% 11.47% 7.22% 3.11% MML Foreign 8/31/1999 2, 5-9.37% 1.59% -0.89% 3.05% 0.32% 2.17% MML Global (MFS ) 8/31/1999 2, 5-9.33% 2.83% 3.62% 7.44% 4.42% 1.96% MML American Funds International 9/8/2008 7, * -6.95% 10.25% 3.21% 6.07% 3.97% MML International Equity 5/1/2014-9.80% 5.64% 2.97% 1.29% MML Strategic Emerging Market 9/8/2008 * -4.82% 13.51% 4.20% 1.44% 2.16% Oppenheimer Global 8/31/1999 2-7.50% 12.96% 5.46% 9.38% 6.29% 6.76% Oppenheimer International 8/31/1998 2-7.46% 7.62% 2.80% 5.06% 3.48% 5.60% Ivy Asset Strategy 10/31/2012 * -6.61% 3.39% -2.15% 2.05% 3.45% MML Managed Volatility 4/30/2000 2, 7-9.70% -5.22% -0.24% 2.77% 2.06% 1.94% Oppenheimer Global Multi-Alternatives 5/1/2014-7.56% -8.80% -4.22% -3.42% Page 10 of 13, Transitions Select II
MML Asset Allocation Funds For the Period Ending: May 31, 2018 The MassMutual Transitions Select II variable annuity contract contains six MML Asset Allocation Funds ("funds of funds") that are designed to help investors meet their financial goals. These funds consist of certain, but not all, underlying funds available within the MassMutual Transitions Select II variable annuity contract. The percentages may vary from the target allocation, which can be found in the corresponding fund prospectus. The percentages below are rounded so they may not total 100%. MML MML MML MML American MML MML Asset Class Conservative Balanced Moderate Funds Core Aggressive Underlying Funds Allocation Fund Allocation Fund Allocation Fund Allocation Fund Allocation Fund Allocation Fund Fixed Income FMML Dynamic Bond Fund (DoubleLine) 14% 11% 9% 0% 5% 1% FMML High Yield Fund (Babson) 3% 3% 2% 0% 1% FMML Inflation-Protected and Income Fund (Babson) 4% 4% 3% 0% 4% 3% FMML Managed Bond Fund (Babson) 21% 17% 14% 0% 8% 2% FMML Total Return Bond Fund (MetWest) 13% 10% 8% 0% 5% 1% FMML Short-Duration Bond Fund (Babson) 5% 5% 4% 0% 3% 2% FAmerican Funds Insurance Series Bond 0% 0% 0% 36% 0% 0% Total Fixed Income 60% 50% 40% 36% 26% 9% Equity LMML Blue Chip Fund (T. Rowe Price) 2% 4% 4% 0% 5% 6% MML Equity Income Fund (T. Rowe Price) 2% 3% 4% 4% 5% LMML Equity Index 3% 3% 4% 5% 4% LMML Focused Equity Fund (Wellington) 1% 1% 1% 0% 2% 3% LMML Fundamental Fund (Wellington) 2% 3% 2% 0% 3% 4% LMML Fundamental Value Fund (Wellington) 3% 3% 4% 0% 4% 5% LMML Income & Fund (Barrow Hanley) 3% 3% 4% 0% 4% 5% LMML Fund (Loomis Sayles) 1% 1% 1% 0% 2% 2% Oppenheimer Main Street Fund/VA 1% 1% 1% 0% 1% 1% LAmerican Funds Insurance Series Blue Chip Income 0% 0% 0% 24% 0% 0% LAmerican Funds Insurance Series -Income 0% 0% 0% 27% 0% 0% 18% 22% 25% 51% 30% 35% Equity MMML Fund (T. Rowe Price) 2% 2% 3% 0% 4% 6% MMML Value Fund (American Century) 2% 3% 3% 0% 4% 5% MOppenheimer Discovery Fund/VA 1% 1% 1% 0% 1% 2% 5% 6% 7% 0% 9% 13% Small Cap Equity SMML Small Cap Equity Fund (Wellington) 1% 1% 1% 0% 1% 2% SMML Small Company Value Fund (T. Rowe Price) 1% 1% 2% 0% 2% 3% SMML Small/ Value Fund (AllianceBernstein) 1% 1% 1% 0% 2% 2% 3% 3% 4% 0% 5% 7% International/Global I MML Foreign Fund (Templeton) 2% 3% 3% 0% 5% 5% I MML Global Fund (MFS ) 2% 3% 4% 0% 5% 6% I MML International Equity Fund (Harris) 1% 2% 3% 0% 4% 5% I MML Strategic Emerging Markets Fund (Oppenheimer) 0% 0% 2% 0% 3% 4% I Oppenheimer Global Fund/VA 2% 2% 2% 0% 3% 4% I Oppenheimer International Fund/VA 1% 2% 2% 0% 2% 3% I American Funds Insurance Series International 0% 0% 0% 13% 0% 0% 8% 12% 16% 13% 22% 27% Total Equity 34% 43% 52% 64% 66% 82% Alternatives AOppenheimer Global Multi-Alternatives Fund/VA 6% 7% 8% 0% 8% 9% Total Alternatives 6% 7% 8% 0% 8% 9% Total Allocation 100% 100% 100% 100% 100% 100% Page 11 of 13, Transitions Select II
Credited Fixed Account Interest Rates Effective June 1, 2018 Current interest rates and guaranteed minimum interest rates vary by issue state and issue date. Credited rates will not be less than the minimum guaranteed interest rate as of a contract's issue date. DCA Fixed Account Previous Rate New Rate Change Rates for all states, where available, except New York 1 6 Month DCA 1.00% 1.00% 0.00% 6 Month DCA Effective Yield 0.22% 0.22% 0.00% 12 Month DCA 1.00% 1.00% 0.00% 12 Month DCA Effective Yield 0.47% 0.47% 0.00% Rates listed are applicable for new sales and subsequent payments. If a contract offered a guaranteed minimum interest rate different than the current applicable base interest rate listed, the contract holder will receive the higher of the two rates. The product, certain features and/or investment choices may not be available in all states or with all firms contracted with MassMutual. 1 Current rates on DCA Fixed Accounts are subject to change monthly. The 6-Month DCA Fixed Account rate is guaranteed for 6 months. The 12-Month DCA Fixed Account rate is guaranteed for 12 months. These rates are credited to the respective DCA Fixed Accounts and do not reflect the performance of any investment choices. Certain restrictions apply. The stated interest rate is not earned on the entire purchase payment amount due to regular transfers to the variable investment choices that will affect the daily accrual, lowering the effective yield. Additionally, any subsequent purchase payments applied to an existing DCA Fixed Account term will participate in only the remaining portion of that DCA term, lowering the effective yield further on the subsequent purchase payments. The effective yield is based on your initial deposit after the completion of your DCA Fixed Account transfers. Dollar Cost Averaging does not assure a profit or protect against loss in a declining market, and involves should consider his/her ability to continue investingcontinuous investment in securities regardless of fluctuating prices. An investor through periods of low price levels. See the appropriate product prospectus for complete details. Page 12 of 13, Transitions Select II
Endnotes 1 Funds offered in a fund-of-funds structure may have higher expenses than a direct investment in the underlying funds because a fund-of-funds bears its own expenses and indirectly bears its proportionate share of expenses of the underlying funds in which it invests. 2 The fund established a new class of shares, which is available with this contract, after it began its initial investment operations. The performance for the period prior to offering the new class shows the historical returns for the original class of shares, which were not subject to a 12b-1 fee. The performance shown from the inception date of the class available with this contract includes the fees and expenses of that share class, including a 12b-1 fee. A 12b-1 fee reduces a fund s performance. 3 An investment in the Fund is neither insured nor guaranteed by the Federal Deposit Insurance Corporation or by any other government agency. Although the Fund seeks to maintain a stable net asset value per share, it is possible to lose money by investing in the Fund. The yield quotation more closely reflects the current earnings of the Fund than the total return quotation. It is an annualized rate based on results over the last seven days of the period, and is net of all recurring contract fees and charges. The MML Money Market Fund does not have a 12b-1 fee. 4 Although the MML Equity Fund commenced operations on 9/15/1971, the information necessary to calculate returns is available only for 1974 and later years. 5 The historical performance shown reflects a combination of the current underlying fund s performance, as well as the performance of a prior fund. The current fund s performance is reflected beginning on 5/1/06. The prior fund s performance covers the period between the date listed in the performance table and 4/30/06. 6 The underlying MML Fund does not buy investment securities directly, but instead invests in shares of a corresponding American Funds master fund, which in turn purchases investment securities. The performance of the MML Fund will be lower than the American Funds master fund because it represents an investment in the American Funds master fund reduced by the MML Fund's fees. The performance for the period prior to inception of the MML Fund on August 15, 2008, shows the historical returns for the American Funds master fund adjusted to reflect the MML Fund's fees at its inception (0.70%). 7 Formerly known as MML Value Fund. The Fund s name, investment objective, and investment strategy changed on April 29, 2013. The performance results prior to April 29, 2013 would not necessarily have been achieved had the Fund s current strategy been in effect during that period. * Performance reflects share classes with 12(b)-1 fees from inception which reduces the fund s performance. Please see the fund prospectus for more information about this fee. MassMutual Transitions Select II SM [Contract Form #: FPVDA15-NVA and ICC15-FPVDA15-NVA (NC)] is a variable annuity contract issued by Massachusetts Mutual Life Insurance Company, 1295 State Street, Springfield, MA 01111-0001. The Contract may not be available in all states. Principal Underwriters: MML Investors Services, LLC MML Strategic Distributors, LLC Subsidiaries of Massachusetts Mutual Life Insurance Company, 1295 State Street, Springfield, MA 01111-0001 2018 Massachusetts Mutual Life Insurance Company. All rights reserved. Page 13 of 13, Transitions Select II