mid-day meetup (true)
This hookup happened quite some time ago but it was a very memorable one for me. I had a completely random day off in the middle of the week, a Wednesday or maybe Tuesday, and it was just the one day, so there wasn't a whole lot I could make plans for. So it started off like a normal day, went to the gym in the morning, and by late morning I was home, kind of bored and decided to log on to squirt (gay hookup site). I didn't expect to get any messages or see many guys online since it was the middle of a weekday, but then my inbox flashed and I had a message.
A nice looking older man said he needed to come use me during his lunch break, and he said he wasn't far away (I had my location on my profile and the site also showed your distance from other users). I was a little hesitant at first since he said he wanted to come over right away and I would have to get ready quickly. But, I was bored, didn't have any plans, and kind of horny so I gave him my address and told him I'd need 20 minutes to get ready.
I had never gotten into gurl mode that quickly in my life! I dashed to the shower for a quick shave of everything, and hopped out and rushed to trunk in my closet where I kept all of my fem clothing. I grabbed a pair of black lace cheeky panties that an ex-girlfriend left behind, it was a huge turn on for me knowing I would be wearing them for another man shortly. I then picked out some fishnet thigh highs, strappy heels, and a satin bustier with some sexy lace trim--it was perfect for holding my d cup breastforms nicely in place. Before I started getting dressed up I got one of my butt plugs, lubed it up good and eagerly got it in me, hoping that my guest would want to fuck me during our hookup, since we didn't actually discuss that in our short exchange online.
I sat down on the bed to put my stockings and heels on, followed by my lingerie and breastforms. I went back to my trunk for my makeup and I picked a long wavy brunette wig. I had just under 10 minutes for my makeup, normally I loved to savor the experience of standing in front of the mirror in my outfit and seeing the last bit of transforming into a CD slut, but this time I knew I had a better reward on the way. As a little touch of flair I went back to my trunk and grabbed a pair of long black opera gloves, I knew they'd feel good on his cock as I stroked him.
I went back to my computer to check my messages, he said he was on his way. I was already trembling with anticipation when I heard a motorcycle pull up in front of my house. I daintily ran (not easy in heels!) over to the front door and waited to greet him.
I opened the door for him as he got close and he didn't get a good look at me until I closed the door behind him, his jaw nearly hit the floor! But he quickly composed himself and said damn I looked good, he told me to do a little spin for him some he could see all of me, which I gladly did, wiggling my butt at him. I took his hand and walked him to the bedroom.
He was older than me, which I liked. A little shorter than me, and a stocky build. He sat on the edge of the bed and laid back while I quickly pulled him pants down. He was already semi hard and had a nicely sized thick cock. I kneeled in front of him and started stroking him and kissing its nice plump head. As I sucked him he said I was a good little cocksucker, and he said for me to get on the bed.
I got up and laid to his side and sucked him some more, his hand quickly found its way to grabbing and squeezing my ass in my ex's panties. He soon felt the jeweled end of my butt plug and gently but firmly pushed it into me as I sucked him, I couldn't help but moan in ecstasy at the feeling. As I sucked his rock hard cock faster and faster, he told me what a little slut I was and said how much I loved his cock in my mouth. Not wanting to stop, all I could do was moan for him that I loved his dirty talk.
At that point I was so turned on by him playing with my ass, I paused sucking him and reached over to the nightstand and got some lube and a condom, I told him I needed his cock in me and he responded I bet you do bitch, I put the condom on him and added some lube, then I got up and stood with my back to him.
I pulled my panties down to my knees and took my plug out, then guided his hard cock into my ass, it felt amazing feeling something bigger than my plug fill me up. I was reverse cowgirl on him, first I slid all the way down on him, and then slowly increased how quickly I bounced up and down him.
He said yeah you like this cock in your ass don't you, slut, in between my panting and moaning all I could get out was omg I love that hard cock in my ass. He started pumping faster and I knew he was going to cum soon. I made sure each time I slid down to get him as deep in me as I could, and then he held me by the waist all the way down on his cock and let out a loud groan as he came. I told him mmmm yes that's what I want as he gave me a few more thrusts, still holding me onto him.
Once he let go, I slowly rose up, pulled my panties back up, and went to the bathroom to get some wipes to clean up. He still laid on the bed, when I returned I kneeled in front of him to take the condom off, then I put his cock back in my mouth to get as much of the remaining cum as I could.
Once I was done I cleaned him with a wipe, he stood up and got dressed while I was still kneeling. He said he needed to get going so I walked him to the door. Before he left I told him I hope we could do it again sometime and put his hand on my ass for one last squeeze.
We did meet a few more times after that, and if you enjoyed this story I'll be glad to tell you more about how I was a good little cumslut for him.