I had to buy boys sizes but that was okay. Gwen finally had something she could ask me about. She seemed almost orgasmic at the prospect."Do you often buy men's clothes?" Gwen asked to try to get me into the whole 'Gender bending' thing I expect."Usually its women's or teenage boys clothes." I replied I didn't elaborate, so that she would have a chance to ask more questions."Do you feel strange in men's clothes." she asked."No sweetie, I just buy what I need. As far as I'm concerned it's just a couple of yards of cloth," I had her in checkmate with that answer. It was just far too logical for her to challenge further."So Gwen, how about we stop for some coffee at Hardee's or MeDonald's which ever we come across first?" I asked it while I waited for the cashier to ring my purchases."Sure why not, it isn't like we had real jobs to go to," she commented."That will be three hundred and twelve dollars and eleven cents," the middle aged casher with very bad skin declared."Pay the lady," I. I see now that was a mistake. It was so warm inside her ass. She moaned as I started to fuck her. I got a good rhythm going. My dick felt so good gliding in and out of asshole. I didn't take long before I felt her whole body shudder from an orgasm. "Mission Accomplished" I thought to myself. I had redeemed myself from our last encounter already. I kept pushing deeper until, harder, faster. She had to tell me to back off. Apparently she wasn't used to this much dick in her ass. I grabbed the base of my dick and tried fucking her with only half. After just a few more strokes, I felt her tighten up as she was ready to cum again. It felt so good, I could feel myself reaching my limit. I told her to reach back and spread her ass cheeks open for me. I added a little more lube and told her to get ready. By now, she had cum several times. Her asshole was getting sore. My big dick was stretching her out far more than she'd expected. She was ready for me to finish. It must have been a struggle.
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