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He did and was relieved when he saw I was a crossdresser. I told him I was a woman in the bedroom and we went to his. He showed me his fleshlight with the asshole attachment on it so I knew I was in for a good time. He pulled his cock out and it was a solid 7 inches hard. I had taken bigger before but I knew this wouldn't hurt quite as much so I was going to have fun. I kissed him some more, dropped to my knees and gave him what he called the best blowjob he's ever gotten. After a few minutes he said he was getting close and to stop. He didn't want to cum just yet. He bent me over on his bed and started fingering my ass. I love getting fingered and moaned and moaned. Dave got me ready for him and put in another finger. I started rocking back and forth, getting finger banged. He pulled out some lube and got me ready. He slid his cock in with relative ease and started fucking me nice and slow at first. I could tell I wasn't his first gay hookup. We got into a reverse cowgirl position. It seems, her husband of some thirty years had died a couple of years back. I sensed a reluctance to continue so I changed the subject. The DJ had been playing songs from the early to mid-sixties, and the strains of Bobby Vinton’s ‘Blue Velvet’ could be heard. “This song always reminds me of you.” I said. “Really? Why?’ “Do you remember the freshman dance I asked you to go to? When I picked you up you were wearing a blue dress. Satin top, velvet skirt.” “Now that you mention it, I do remember. We were too young to drive, so your older brother drove us to the dance. I had fun. You were very funny and a decent dancer, but I have to ask, why didn’t you kiss me goodnight?” Somewhat embarrassed, I replied, “I guess I was too afraid you wouldn’t ….um” “Want you to do it?” “Yeah! I guess that was it. Fear of rejection. Looking back, I’d have to say that’s one of my few regrets in life.” “That’s awfully sweet!” she replied, leaning across the table and planting a kiss on my lips. “Does that.
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