I have neverseen you cum like that before. Did you enjoy it?”“Mmmm, yes baby I did. Now make love to me.”Jill and I engaged in a mar...thon of sexual pleasure.We continued our lovemaking into the wee hours of themorning before we feel apart and slept. That was thelast time we ‘made love’.2: The DateAround noon the next day, I answered the telephone. Itwas Roger calling.“Bobby, I take it that Jill and you discussed thewager. I promise you that you will get back. This was going to be a interesting job. She led me out to her car. I was trying to be too blatant eyeing her up, you know, keep it professional but she was very distracting her legs and arse in her jeans as she walked in front of me, I’m quiet sure she knew where my eyes where focused. We got in the car, her in the passenger side me in the drivers. Again I had to try and focus on doing the job but those jeans her hair and the smile had me. Elaine said “ I hope you don’t mind me watching but I. On specialoccasions, she gave me a handjob. I always ate my own cum afterwards.I performed oral sex on her almost daily. Sometimes I would arrive, onher orders, early in the morning, let myself in, and dress fem with fullmakeup. Then I'd go into her bedroom, perform oral sex on her. Then Iwould change back to Alex and we would go to class.Some weekends, I would spend the entire weekend dressed fem at herapartment. Diane even began going on dates with other men and I wouldhelp her get ready for. "It's Okay, boy. Let's get your little cherry ass ready." I felt his fingers pry apart my cheeks. I could feel my little asshole tighten up as the air hit it. Then there was a dab at my opening. He smothered my hole in Vaseline and then I felt a finger push in. Dam boy your ass is tight.To be honest, it wasn't the first time someone had played with my ass. Sandy had on several occasions used her fingers. But nothing bigger than that. She once asked if she could use a dildo on me but I acted put.