I leaned over to kiss her, one hand groping her closer breast, as I watched her get herself off next to me. She shuddered again, moaning into my mouth.
Once she was done, she turned her back to me, then snuggled her ass back into my hips, pulling my right arm over her, and under her breasts.
Cuddled behind her, I whispered, “So, I guess you won.”
“Won what, baby?” she asked.
“The $100,” I said, feeling her stiffen in reaction.
She rolled back over to face me, putting her left hand on my cheek. “You knew? It wasn’t about that for me, Kurt, you have to believe me.”
“I know, Wendy,” I said, taking her hand and kissing the back of it. “I overheard at the window the day Jasper and Tom arranged everything. Even if I hadn’t heard you girls raise your objections, that’s never been the kind of girl you are. Besides, I don’t really care if it had been the reason. However it happened, tonight is going to be a glorious memory for me, forever, when I got to make love with the woman who’s been closest to me these four years. Thank you so much. But I.. I have to ask you something.”
“Anything, Kurt,” she responded.
“Can I… Can I buy your silence, for another $100? Don’t tell anybody that you succeeded tonight, until I’m ready to tell everyone myself? Tell them that we kissed a lot, but we didn’t go all the way, that I got scared.”
“Why not?” she asked. “I would think you’d be happy to let your best friends know you weren’t a virgin any more.”
“Normally, I might,” I said. “But this bet changes things. What happens if you go back to your roommates and mine, and announce that you won? That would be it, it would be over. And any shot I have at being with the other three girls goes away with it. I would rather they still thought they have a shot at winning, if you don’t mind.”
Wendy giggled. “Oh, you do have a naughty mind, under that shy exterior. Okay, I’ll keep quiet, but I want something else instead of the $100.”
“What’s that?”
She kissed me quickly before saying, “After you manage to get with all three of them, I want one more night with you before finals, and another before graduation. Deal?”
“Deal.”
We snuggled for a little while longer, before she got up and got dressed, then slipped out of the apartment to get back to hers, about half an hour later.
~~~~~
Susan – always Susan and never Sue or Suzy – was a 5’3″ black-haired beauty of Jewish heritage, although she herself claimed to be agnostic. Her curly hair was down to her mid-back, slender everywhere but her C-cup tits, which she tended to leave braless all the time. The closest I ever came to flirting with her was one day during the preceding winter when she came into our apartment looking for Jasper, and her nipples were very prominently popping out against her grey sweater. She hadn’t bothered putting a jacket on, that’s how close the two apartment doors were. I asked, “Cold out?” while looking right at her chest. Her answer was a swat on my arm, and a blush of her pale skin, while she tried to cover up with the other arm. The image is burned into my brain forever, though.