Friday, December 4, 2015

It's Time Sissy

"It's time Sissy, time for you to put away your toys and try the real thing!!!"
"But I'm scared....it's so big!!!"
"I'll hold your hands the first time Sissy...I want to see the look in your eyes when you finally feel a real man inside you!"
"Is it wonderful....like it is for you?"
"Let's go find out Sissy....he's waiting!!!!"











8 comments:

  1. Relax, sissy - it WILL be wonderful. :)

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  2. nice caption. great photo.

    alexis

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    1. Thanks Alexis! Your feedback means a lot to me!!!!!

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  3. It will be wonderful. My first time my wife was right there holding my hands when her friend entered me. It hurt like hell at first but after a minute or so it really felt good when he started pumbing.

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    1. My wife was my girlfriend at the time but she held my hands and kissed me hard as he entered me....she kind of swallowed my pain...she didn't stop kissing me until she knew that the pleasure had taken over!!!!
      Looking deep into her eyes as he came inside me was one of the most beautiful experiences of my life!!!!

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  4. Such a wonderful caption Kaaren. My wife assured me that I was ready even though I was scared. She and I licked and suck her lover. She then allowed me to go at it solo, even though I had done that before. Her lover rimmed me as she took my hand and kissed me. She whispered, words of encouragement, in my ear as he slowly entered me. What seemed like a long time the hurt passed and she heard me begging for him. She still remembers that first time and sooo do I.

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    1. Mishel aren't we lucky to have found women like them! I honestly will never forget that moment! I won't say that I became a girl that day because...well...I'm not a girl....but I became her Sissy in full that day! No wife can ever see you the same way after she's seen you begging a man to "fuck me harder"

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