1. His Birthday, My Cherry.


    Date: 2/25/2015, Categories: First Time, Gay Male, Group Sex, Author: mattpornhsum, Rating: 100, Source: xHamster

    Based on true events It was during my sabbatical that I started experimenting with other men. I was 18 going on 19 and had watched porn basically non-stop since my early teens, and had discoverd dating sites and apps. I had always been too scared to actually go out and meet the men I chatted with, no matter how nice they seemed. Scared to be caught. Scared of awkwardness. Scared what they would think of me. But, then I decided I’d just have to get over myself, crawl out of my shell and show the world who I was. Show myself who I could be once I’d let go. I should probably mention I’d always had a thing for older men. Teachers, doctors etcetera. They knew how to handle thing, as years of eperience had taught them, whether it is with sex or just life in general. With my peers I was always scared of being judged, I’d never been quite the same as the other boys and I was scared it would be the same even around other gay guys my age. Of course there are plenty of older guys hanging around on apps like Grindr. Once I finally had mustered the courage to ‘date’, it became easier. Especially as the first one had been a good one. A 60+, good looking millionaire who lived in a rich area closeby. It was nothing more than jerking, but it was a good first step. Later, I moved on to blowjobs with another man. An experience not entirely pleasuring. I wanted more and got tired of the same boring two guys I’d met. Along came a couple in Febuary. Two guys in their early forties who lived not ...
    far away from where I did. They looked cute, in a nerdy kind off way, both of them having jobs within IT. I’d never seen them on Grindr before so I hit them up, not sure exactly what my intentions were. We talked for a while and were ready for a date not long after. I asked one of them to come pick me up at a nearby supermarket. Naturally I was nervous. You wouldn't be human if you weren't nervous when you got into a car with someone you'd talked to for just a few hours. I told mom I was going for a long walk, quickly cleaned myself up and left my house. A black Honda showed up outside the supermarket a few minutes after our arranged meeting time. I got in the car, hoping no one I knew had seen me, and shook the hand of the man in the car. A cute guy, balding and wearing glasses. The ride to their house was nice, if not a little awkward, neither of us really sure what to say. In no more than five minutes we arrived at their house, a big place for just two guys. There I met the other man, a slightly bigger guy with thinning brown hair and a cute twinkle in his eyes, I'd been told he was bottom. For a while we sat in the living room talking about not a whole lot, until I asked if we could go upstairs. Time was of the essence, due to suspicious parents at home. The first date flew by in an instant. As did the second. Nothing happened that I hadn't already experienced. Except that I watched them fuck. I'd never seen that before, not right in front of my eyes. Not where I could hear ...
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