Since so many people wished for me to write up my first sexu..
🕑 Added 2021-03-20 14:27:15 +0000 UTC
Since so many people wished for me to write up my first sexual experience. Here it is. Sorry it’s a little late. (TLDR at the bottom)
It began with myself taking a shot at meeting people.
I decided since my attempts with other apps had not been successful. I decided to try Grindr, see if I had any better luck. If not at hooking up people at least in being able to have a decent conversation.
I found myself fortunate enough to find some lovely people. Some trans women. Some crossdressers like myself. For some pleasant conversation, casual flirting; and sending some Lewds back and forth.
I was fortunate that I say a gorgeous crossdresser who went by Abby. Our conversation went on and off for a few weeks. Chatting here and there. Being a little lewd on occasion. Eventually, we decided to organise to to see each other in person. The plan was to goofing to a popular shopping Mall for coffee. Both dressed up femme. Which for me would be the first time being in a crowded place, dressed femme.
Since they lived not far from my house, I offered to pick them up, which I did. A quick hello and cheek kiss, we proceeded to the shopping centre, along the way was just pleasant conversation, similar to what may be had on a first date, even though this wasn’t a date. Eventually we got to the car park then walked over into the mall, not far from close.
We quickly walked through until we found a Starbucks, went and made our order and continued talking to each other. After getting our coffee we took a scenic route back to my car. Along the way, putting an arm around them in some parts of our walk.
We eventually got back to the car and just sat down. Kept drinking out drinks, and talking. Even showing them my Onlyfans page and what I had posted online.
Eventually feeling the chemistry between us. And by the bodily contact we have had to this point. I kissed them. Soft and caring, but with excitement. They kissed me back and I even kissed their neck. Stopping mainly because we were in a car park that was still a little busy.
We decided to find somewhere quiet to spend some more time together. Neither of us had our homes available, so I suggested trying to see if a certain lookout no far from our homes was empty enough for us to park. Along the drive, we went from holding hands. To hands on each others thighs and gently squeezing.
When we got to the intended lookout. To my disappointment it was full of cars parked. Not wanting to give up, we drove further down the road. I saw a sign at a roundabout that said “No Through Road”
“Ah-ha” I thought to myself. “It should be pretty quiet down that road” and we drove down looking for a dark spot to park.
We found a place between some lamp posts. So the car was in as much darkness as possible.
We then kissed some more, along with some gentle groping. I could feel myself getting hard. I asked if they’d like to get in the back seat for a little more room and so we could be a bit closer? They said yes
We both got out the front seat and got into the back of the car. It was easier to kiss and touch each other without cup holders and a centre console in the way.
Eventually they touched my bulge. This was a first that someone has intentionally touched me there like this. I moved my hand up their legs, ending up in the same place. Eventually they put their hand up my dress down under my stockings to pull out my cock. Then started stroking me while we kept kissing. I let them take a second to unzip their jeans and take out their cock.
We started kissing and stroking each other’s dicks. Every now and then having to stop and try to duck down as to not be seen by a car driving past.
Without really thinking I went to my knees on the floor of the car, kissing their exposed stomach making my way to their cock. I was no longer thinking logically, I was acting on primitive urges for pleasure. I started sucking their nice cut cock.
It was a nice feeling. It tasted good, I guess meaty would be a way to describe it. (Obviously) but the feel of it was so much better than any dildo I have ever touched.
They kept trying to stroke me while I put in all my effort to sucking. Eventually just letting them stop so I could just stroke myself and please them for a time. Eventually I asked if they would do the same in return? I sat back on the seat and proceeded to let them bend over and begin to suck me. It felt weird to have a mouth over my penis. Warm, wet, a wild experience so far as I kept stroking their cock. My moans began to fill the car as I let them up and I went back to sucking them.
“Cum for me” they half moaned.
“Okay, I’m getting close” I responded in kind.
“Let’s cum together then” they suggested.
We kept mutually masturbating, for a bit longer. I eventually hit the point of no return, I let of of them and got hold of myself stoking myself faster and faster, moaning as I did.
I unloaded onto their half exposed stomach
“What happened?”
I smirked, “I came”
I then let my head down to their stomach and began to lick the cum off their stomach. All the while they kept stroking.
I went back and sucked a bit more until I realised I was dripping cum onto the leather interior. Promptly reaching to the front to grab a small packet of tissues. As they then came on themselves.
We kissed post orgasm again. Then began to quickly clean up he mess we made and get ourselves looking somewhat decent. We both got back into the front of he car and sat for a moment, enjoying the experience of what we had just shared. I then drove them back to their house, continuing our friendly conversation about each others lives. They got all their things and we kissed again before they got out the car waved goodbye then went inside.
I drove back home. Still on a high of the evening.
It was he first time I had given and or received oral sex. It was my first time kissing someone in a romantic/sexual way who was biologically male.
It was the first time I had shared my orgasm with another person.
It was an amazing experience I won’t forget any time soon.
TLDR: went out for coffee with a Filipino Crossdresser, ended up sucking each other’s dicks and cumming in the back of my car on an emptyish street.
