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She was radiant from her first orgasm and moaned “Yes please. Please fuck my ass and make me cum again.” I had her turn over and gave her a couple of spanks as we exchanged dirty talk, making sure she was revved up again and ready for more. When I was thought she was, I opened the lube and put a generous amount on both her ass and my cock before shoving my entire length into her. I heard her breath catch in her throat and a big smile came to my face as I was making this sexy older woman experience something brand new and giving her so much pleasure. I stopped moving and let her breathing return to normal as she got used to my cock in her ass. When she started rocking back and forth I knew she was ready and I began to fuck her lightly. “Give it to me harder than that, I’m not a teenage virgin,” she yelled. I pulled her hair all the way back so that her head was right next to mine and I said “You are an anal virgin so I was trying to break you in slowly, but since you asked like such. " She grew pensive as she looked me over,"First things first. I assume you have a female name?" Clara," I said.She smiled."Oh that's sweet. So, are you gay?" I err... no. Not at all." That's okay. It wouldn't bother me if you were. It is the twenty firstcentury after all. You're Homosexual, no one cares." But I'm not, gay, I'm heterosexual." And again, no one cares."I saw the logic in her statement. I couldn't understand it, just yet,but I saw it."Anyway, how long have you been dressing up?" Only for the last couple of years. But I've had these... these urgesto dress as a girl all my life. I'm sorry I wore your dress and Ipromise never to do it again." And what about your lingerie? And your clothes?" I'll throw them away, give them to charity or something. I promiseI'll never wear female clothes again." Oh don't make promises you can't keep. You'll wear women's clothesagain. You won't be able to help yourself. And if you get rid ofeverything now, you'll regret it."She paused for a.
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