It looked to be his first time, too. He drove to a motel a block away, and pulled me into one of the rooms. Um, I-I-Id like to start with hand, he stu...tered, handing me three $5 bills. I nodded and gentley pushed him on the bed, undoing his belt and slowly pulling his penis out. I stared at it for a moment, not surprised that it was a bit on the smaller side of average, and started stroking it, slowly at first. As he hardened, I began going a little harder and faster, his whimpery moans. “Wow Jesse! What have we here? You’re wearing a pretty hot looking outfit.” I started turning red with embarrassment. “What else is going on?” as Dan removed my robe and started pulling down my sweat pants. “Well, well. Looks like Jesse, or should I say Jessie, likes woman’s clothes. I wonder what else Jessie likes?” “I don’t know what you are talking about Dan.” “I think you look really hot all dressed up like that. It would be a shame for that to go to waste. Remember, you owe me.” He leaned. More

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