It's been a while since I was last with a man or crossdressed (long story). In any case, I've been doing my thing and I connected with an old friend while away. We chatted and decided to catch up at the local BWW. While catching up he (let's call him Joe) mentions he knows what I was into. I wasn't sure what he meant but he said he'd seen a pic of me on a site years ago and knew it was me because of how my living room looked in the background at the time. I played dumb until he showed me a pic on his phone he saved and said he'd always hoped our paths would cross and I mentioned that I left that life behind. He took me back to my hotel and while I tried to sleep I kept thinking about Joe and my past and the next day I found myself buying some lingerie, a wig, a butt plug and stuff to CD-scape from local stores. I told Joe I was gonna swing by later and took a hot bath and groomed myself the way I used to. I got all dolled up and worked my new butt plug in and went out to Joe's. Joe was single and when he opened the door he looked stunned as I stood there in a wig and make up. He said I thought and before he finished I began to kiss and pushed my way into his house. He kissed me back as we backed into his living room and his hands moved to my ass. They slipped under through the waistband to feel my bare ass cheeks as I was wearing a thong. I could feel his cock  was rock hard and I dropped to my knees. He was gasping stunned and I pulled down his shorts and there was his 8" cock at full mast attached to big hanging hairy balls. I sucked his cock into my mouth, one hand on the shaft and one hand caressing his balls. His hands instinctively went to the back of my head and I bobbed back and forth, not letting the head of the cock leave my mouth. It didn't take long for me to hear that recognizable grunt and suddenly my mouth was full of his cum, so much I gagged and it ran down my cheek but after taking a quick breath I sucked his cock, swirling his cum all over his cock head. He tried to back up but I crawled with him, holding his cock, sucking it cum and all, determined to make sure it was hard again. He moved back enough and collapsed on his couch and I stood up, took off my clothes to reveal my satin thong teddy, my cock hard in it, my balls spilling out the side. I pulled out my butt plug and rubbed some lube on my hole and then plenty on his cock. He had a mixture of cum and lube and I straddled his hips and began to slip the head into me. I took a deep and moaned in pain but it quickly turned to bliss as his cock slowly penetrated me. I slowly worked up and down until my ass was pressed into his lap. I began to ride, bouncing up and down before taking him deep and rocking back and forth. He grabbed my ass, I leaned back and grabbed his thighs and said, "Fuck meeeee...ohhhhh fuckkkkk I neeedeeed thissss....FUCKKKKKKK MEEEEE!!!!" One hand of his grabbed my cock and jerked it once and I exploded. I shot cum up to his chin and all over his chest and stomach. I kept going as my analgassm had me shaking and he bucked up and pressed his cock so deep I thought I'd feel the head of his cock in my throat. He did it again and I felt that sensation of hot jizz in my ass. We slowed down and I climbed off. He began to speak and I said, placing my finger over his lips, "Shhhh Joe. Thank you for the memory. Your cock is amazing. No wonder all the ladies wanted it in college." I grabbed my pants, pulled them on and as I made my way to the door and he grabbed me, his pants down and his cock dripping. He said, "Soooo, like we just act like this didn't happen?" I knelt down, licked the dripping cum off his cock, stood up, kissed his cheek and said, "Yeah. Take care." And I left. I was in love with a man before.