Rub the tip up and down between your lips for a moment just like a guy would do right before he fucks you. Now put the head right at the entrance to y...ur pussy and give it a little push." Ooh," said Chrissie as the head popped inside her."Arrrgh, it hurts," moaned Chrissie biting on her sheet."Give it a minute. This is one-time-only and the pain goes away real fast." That was your maidenhead breaking. It's also called your hymen or cherry. Just let it rest a moment while your body adjusts. This. This is a story about my first time with a TS. Names and facts changed but of course sex stuff is true.I put an ad up online with some pictures that said:Straight masculine male looking for TS top- straight masculine handsome, looking for a top TS to teach me. Never been with a TS before but I love giving oral, getting rimmed, getting fucked. Got some responses from rather unattractive cross dressers wanting me to top them, couple of normal looking guys wanting to hook up or rim me. Wasn't much. They walked together in silence for quite some way before Jack moved in very close to Susan’s side and put his arm around her waist and whispered very lovingly in her ear, “But clothed or naked one thing will never change. I will love you to my dying day.”Susan pushed in even harder to Jack’s side then grabbed his hand and held it very tight. She knew she was going to miss the Nudism Lifestyle, for a short while at least, but Susan also knew that, naked or not, she would love Jack all her days. You are really special."I opened my mouth to tell her how much I liked her as well, but she didn'tgive me the chance as she covered my mouth with hers. It started offgently, but our first kiss grew and grew into the most incredible,passionate, mind-blowing experience I had ever had. I was running my handsthrough her hair, and she was moving her hands all over my chest and back.I never wanted to let her go.But, sadly, that first kiss had to end at some point. To be truthful, Iguess you'd have to.
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