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“Sure you want to cum?” she wondered, only to incrementally rise up again.“Yes mistress,” I pleaded, suspecting I needed to do our earlier roleplay if I wanted her to fuck me.“Hmm, I don’t know if you’re ready,” she teased, slowly moving up and down again. “Maybe we need to experiment a little to see if there are other ways I can make you feel good.”“L-Like what, mistress?” I asked breathlessly.She slowly moved her hands to my shoulders, giving them a gentle squeeze, before beginning to feel my chest, only to start rubbing my nipples.I gasped from the sensation, surprised it felt so good, and then jerked forward slightly when she pinched me firmly.“That’s more like it,” she purred, beginning to rub my nipples between her thumb and fingers. “A lot of people think only women have sensitive nipples, but I’ve had a few friends who didn’t think it felt good at all, whereas they had boyfriends who loved it.”“H-How do you know that?” I wondered, hoping I wasn’t ruining the mood by. She bought me a dress she said would look good on me. I purchased one I secretly liked, at my sister’s urging. A stop by Victoria’s Secret resulted in some lacy lingerie for me.Since the bet finished at the end of the week, I asked her why we would do this. She responded that the clothes would fit her, too. She’d keep them for herself and pay me back. Then she added, “Maybe you’ll want to hold on to them.”Was she reading my mind?When we came home, Jessica had me model the purchases for her.“Wow, that dress looks good on you, bro. Any guy would do a double-take when he saw you. You’re one gorgeous chick! We should go out dancing tonight.”“Oh, come on. The mall was one thing, but going out to a club?”“It’ll be fun. I’ll tell people you're my cousin. Maybe we’ll meet some cute guys. They’ll certainly be checking you out.”Despite my misgivings, we went to a club and danced with a couple of the guys there. I introduced myself as Jessica’s cousin, Brenda. By the end of the evening, we had.
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