This is the real story of my first time with another man back when I was 19.
Disclaimer – I'm from Germany so my English is probably a bit whack.
I was 19 at the time, slim redhead and still a Virigin.
I chatted with a bunch of dudes on different Platforms because I was horny and never expected to actually act on it tbh.
Then I got a message from a guy quite a bit older than myself (mid thirties) and he asked me what I was looking for.
I told him I've never met anyone in real Life before and we chatted for a while. The conversation with him was really easygoing and one evening I was really horny and he must have sensed that this was his chance. He asked me to meet him – just to have some chat in his car and see where things will take us. I agreed.
We met up at an IKEA parking lot and I jumped into the passenger side of his car. He was quite a bit taller than me which I loved. He drove us to a dark parking lot of a convenience store a few streets down that was closed. He told me he had a suprise for me and presented me with a jockstrap. He asked/demanded I strip out of my clothes and into the jockstrap. So I did – and once I was naked except for the strap his hands roamed all over my body and I was harder than I've ever been before.
This went on for a while and I didn't really know how far I was willing to take it this night but right as I was thinking about that he told me to take his cock out of his pants and play with it. And so I did (I learned that I really like to be told what to do). He was bigger than his pictures suggested – probably at least 18-19 cm. I stroked his cock wich was leaking precum all over my hands by now while he was playing with my butt when suddenly he took his hand on my head and pushed me onto his cock (not in a rapey way). I didn't really know what I was doing at first but he gave me instructions and soon I was bobbing up and down on his cock while he moaned and enjoyed. I could taste his precum and his hard and hit cock felt really good in my mouth.
I was getting hornier by the second and had already made up my mind – this night he could do whatever he wanted – and I think he knew too.
He told me to step out of the car and open the back door – nearly naked I stepped onto the cold asphalt and did as I was told – he came up behind me, told me I don't have to worry about anything – he will take good care of me tonight and then pushed me onto the backseat while my ass was hanging out the door. He sprayed something on my hole (he told me later or was something to help my muscles relax so it would hurt less) and then pulled out lube and fingered my hole for a bit – I was playing with myself quite a lot lately so I was really enjoying this. Then his fingers withdrew and I hear him open the lube again and soon I was feeling his hot cock pushing on my hole. He was gentle at first, taking his time and pushing a bit and then pull back untill I finaly relaxed enough so he could enter me. He gave me time to adjust and get used to him and then pushed deeper and deeper. I must admit it hurt a lot at the beginning but also felt really good too.
He kept pushing and finaly I felt his body hit mine – I took his full length – which he took as a qué. He got a bit rougher and pulled out and then pushed back in. Faster and faster he pushed – or rather slammed into me. By now the pain was mostly gone and I couldn't contain my moans. He kept fucking me hard and called me a good little slut and told me how good my tight virgin hole felt. He fucked me really hard and my dick was leaking a lot. He told me he is going to breed me and then with a suppressed grunt slammed in really hard and kept pulling me onto his dick while he came deep inside me. He gave me a few more thrusts and then pulled out. I could feel his cum run down my legs and I just leaned on his backseat exhausted.
He asked me if he could keep the jockstrap as a souvenir and gave me a towel to clean up. We talked for a bit after that and then he drove me back to my car.
I haven't met him again and I still regret not saving his number. He fucked me better than most people who came after him.
And that's how I had my first time with another man. From first meet to first bareback assfucking in about 30 minutes. Got a bunch more stories if anyone even wants to read this.
A few things about that meeting – I was really young and naive. Meeting a total stranger, getting into his car and drive off somewhere dark was pretty dumb. Even worse is getting bred by the same guy without talking about protection or anything first. And I later realised he clearly planned to fuck me this evening – he had everything ready.
I was lucky and didn't catch anything or get murdered lol. If you are reading this please be smarter than young me!
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