Older lover
I met him on well known gay/bi website known for random hook ups, we chatted for a while before arranging to meet. He was much older than me, 70 to be precise and he was concerned I would be put off by the age difference… I told him far from it as I love older men, a daddy especially when I’m dressed as Cheryl, I asked if he was ok with me being a crossdresser which he was. We arranged a meet for the following day at his house.
I slept very little that night, all I could think of was meeting with this guy for hot gay sex. I made sure I packed my sexy underwear in the boot of my car and I dropped my wife off at work. On the way to Marks house I pulled off in to a country lane and stripped off my clothes, I was stood in the road naked and sporting a hard cock, the thrill of somebody coming along turning me on more. I stepped in to my black ruffled panties and settled them over my hard cock. I then placed my black suspenders belt around my waist feeding the straps through the panties before rolling black fishnet stockings up each leg and attaching them to the suspenders. Finally I slid my black babydoll nighty over my head and let it drop over my panties, the bottom of my arse peeking in out from beneath. I adjusted the cups of the babydoll before pulling my jeans back on and my trainers. Just as I was about to put my hoodie back on a car came round the corner with a woman driving, I just about managed to hide myself but I think she got a glimpse of me in my lingerie, it did nothing to calm my hard cock down but my heart was beating like a drum. I hurriedly pulled my hoodie back on and zipped it up before jumping back in to my car. I drove the short distance to Marks house, parked up and nervously walked down his drive where I found the door open. I was greeted my a lovely looking man, silver hair, tall and strong. We made small talk and he made me a coffee which we took in to the room. We sat next to each other on the sofa and chatted. I took the lead and placed my hand on his thigh, he placed his hand on mine and we rubbed each other’s fingers as we talked. He then leant in for a kiss to which I responded and with gently kissed each other, swapping tongues. My cock was responding again and an obvious bulge had grown inside my panties and trousers. I moved things along and rubbed his cock through his trousers and it responded by growing to my touch, he took hold of my hard cock and began stroke me. We continued to kiss, with more passion now and things were heating up. I stopped him and stood up, I unzipped my hoodie and undid my belt in my jeans allowing them to fall to the floor. I was now stood in front of this lovely older man in my sexy lingerie, my cock protruding proudly from my panties. I knealt in front of him and kissed him again, now between his legs. I lifted his t-shirt over his head revealing and impressive body. I rubbed my hands over his chest and gently pulled at his nipples before moving down his body and unbuttoning his jeans, I slid his trousers down his legs and removed them completely. I rubbed his hard cock through his boxer shorts before removing these too. His hard cock sprang free and I immediately licked the end tasting his pre-cum for the first time. I took him completely in my mouth, he didn’t have the biggest of cocks so I had no problem taking him. I sucked him with vigour and before long he had to stop me or he was going to shoot his cum and he didn’t want to cum so soon. He had me stand up in front of him and he rand his hands up my stockinged legs before rubbing my cock through my panties, stroking me hard and fast, he removed my cock from the panties and took me in his mouth, sucking me and running his tongue over the sensitive end of my cock, a moan left my lips giving him a clear indication I was enjoying his attention. After a while he stopped and asked if I wanted to go upstairs to bed which of course I said I did. He led the way, taking me by the hand and walked me upstairs, two lovers going to bed. We laid on the bed, facing each other and kissed again, our hands exploring each other, I reached round and squeezed his arse, running my hand up and down his crack, gently feeling his hole. Mark reached into the cups of my babydoll and squeezed my nipples again making me moan… “harder, please pull my nipples harder” I pleaded and he responded. He moved down my body and again stroked my cock through my panties before removing it and wanking me hard, stroking my balls at the same time. Our kissing was now passionate, tongues probing each other’s mouths and he went down on me again, this time taking my cock down his throat, deep throaing me like the experienced man he was. I stopped him and moved him back up the bed, I took his cock in my hand and mine in my other hand, I brought them together and rubbed the pre-cum soaked heads of our cocks together it felt wonderful, I could feel my orgasm building and Mark told me he was close too, he was moaning now, breathing heavily, I kissed him again as I rubbed both of our cocks, all of a sudden he tensed and shot his cum over my cock, three or four spurts before he calmed. I took his cock in my mouth and cleaned him up. Now it was my turn, I laid back on the pillow and let Mark take over he kissed me again while stroking my cum soaked cock, it felt wonderful with his cum lubricating me, he asked me to raise my legs, I did and looked like a slut, on my back, knees in the air and legs spread… he reached to my arse and rubbed his finger over my hole before gently pushing. He gently fingered my for a while before inserting a 2nd finger. All the while he was stroking my cock, I was moaning again now, louder this time, I was writhing around in the bed as this gorgeous older man played with me, my cock was leaking copious amounts of pre-cum. His fingering became quicker and his grip on my cock harder…the it hit me, my cock tensed and my orgasm took over, I shot stream after stream of spunk up and on to my cock, my babydoll but Mark kept up his assault on my hole. Eventually my orgasm subsided and he let his fingers slide out of my hole. Sadly I had to leave, we kissed some more but I dressed in my male clothes over my lingerie before parting, promising each other we will do this again… sadly I haven’t met him since and this is 18 months later… he is no longer on the website but i do drive past his house hoping he will see me and call me in… again sadly it hasn’t happened, I have seen him but he hasn’t seen me