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As the wine kept flowing, the two women were becoming increasingly intoxicated. Over dessert, Jen asked, “Do you remember, in college, when we used to dare each other to do things?” “I remember,” Leslie smiled.“I could never get you to back down from a dare,” Jen admitted. “That’s because all your dares were so ‘vanilla,’” Leslie teased. “They were things like, ‘Go to class without panties’ or ‘give a guy a blow job before the end of the day.’” “Well those weren’t ‘vanilla’ to me,” Jen noted. “Obviously, I was much more reserved than you.” “I think my favorite was the one that wasn’t so plain. You dared me to have sex with three different guys within 24 hours,” Leslie remembered fondly. “As I was getting fucked by that third guy, I remember thinking, ‘he has no idea what I’ve been up to today.’” “So is there a fantasy you haven’t accomplished yet?” Jen asked.“Well sure,” Leslie started. “You always have to have goals, right? You need to keep pushing the limits. That’s what makes. And this hurt, twice as much as it did before, but in a fleeting way. And when it was gone, the pleasure came back, twice as good too. And when he wiggled his fingers, the feeling doubled again. I let out a moan. "Fuck me. Please," I groaned. "Please fuck me now." My boner had come back, only I didn't realize it, until it popped out of his mouth, as he drew back and stood. Here it came. I was about to give up my virginity, and once it was gone, it was never coming back. If I were going to stop this... no, it was probably too late for that. He pulled me to my feet and kissed me again, as his hands reached down to the hem of my dress. He pulled it up, over my padded bra, up over my head, and my wig went with it. I was shocked! The illusion was over. This would probably be the deal-breaker for him. I was a guy, with a guy's short haircut, in makeup, smeared lipstick, high heels, and clip-on earrings, wearing a bra, stuffed with socks, no panties, with an erection. I took.
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