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Yvonne groaned more & moaned she had cum which got me beyond the line & I emptied my balls into back hole. By the time school went back we both enjoye... being fucked from behind,something we contined. Near Xmas I had my next sex joy, when Yvonne wanted a threesome with another girl, & had already asked her friend Jill round that Saturday, & also told me she knew I crossdressed for Yvonne, & Jill wanted me to be "dressed" so she could see a man in a dress. I was really excited and when the day. Soon her clients included movie stars, politicians, law enforcement officials and at one time, even a retired governor. She rarely had intercourse as she got off inflicting pain at those who she taught to crave it, if they didn’t already. When she finished with my nipples she went and got a metal dildo. It was attached to an electronic box of some sort. After lubing the shaft she bent and shoved it deep up my anus. I groaned at the intrusion of my virgin territory. She then turned. I felt the tip first rest against them and then, as I pushed, slowly part them.My mom held my head against hers and started to breathe heavy in my ear. "I thought you might want that," she whispered.Her pussy felt wet as I slowly pushed my cock all the way inside her. I whimpered as I eased out and then back in again.She moaned. "Oh baby your cock feels good." With her encouragement, I started to thrust in and out a little. She wrapped her legs around me.I looked over at my dad who was standing. It gave her a minor sense of stability. Something she had not known for a very long time. Maybe even, ever. Normally, Mike would have been appalled at such childish behavior. He would have gotten mad if Sam had behaved like that. No matter if it were at home or in a motel room. Since, he had gotten into the role play so deeply, it allowed him to reflect. Hopefully, he introspectively thought, he would lighten up as a parent, and remember it’s ok for a kid to be a kid. That thought led him to.
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He knew. He must have known I had listened. How could he not? “I'm Jeff,” he said, “I'm the hotel masseur. If you need anything, you let me know...” He handed me a little blue card with his name and information on it. On it, it also read: "First one on me!” As he walked away, he turned to me and said, “Hope to hear from you!” I grinned and waved nervously as he entered the elevator. I took the stairs. Downstairs, I found a nice little restaurant that had a view to the swimming pool. I quickly. Even though he had a very big cock, I learned how to suppress my gag reflex and take it all the way into my throat until his balls were resting on my chin. The first time that it happened, he was fucking my mouth and pressing the head of his cock against the constriction at the back of my mouth leading into my throat .He still had about three inches of his cock still outside my mouth and as I became more comfortable with the feeling he started to push even harder. Each time, he was able to go. More

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