First story about my first but not last time!
I'm a man in my early 20's ,5'8, 130 pounds, light skin and exploring my sexuality eventually finding my way onto Grindr. I was nervous at first because I know anal can be extremely painful but the sissy videos deluded me into thinking that the experience would be worth it without prep. I swiped and scrolled for hours and hours ignoring guys that had huge dicks or wanted me to do more than just bend over and take it up my ass. Eventually I spoke to this man on a hidden profile. An old white guy in his late 50s and he said his cock was only like 5 inches but it was thicker than I thought(didn't know until we already met). We didn't have to chat much, he wanted to "cumm in my ass and leave", older men are always quick and to the point and I like that.
I went to the meet-up spot an old abandoned bathroom on a random street and I sat nervously on the toilet in a t-shirt and sweat pants until moments later he texted me he's at the door and to open it. I said fuck it and opened the door as quickly as possible, he greeted me with a gentle hello but before I could say a word he leaned in and pressed his lips against mine then in that same motion grabbed a handful of my left ass cheek. It was all happening so fast but it felt so good to get treated like a piece of meat. I barely got a moan out before I was bent over the toilet and watching him spit on his hands to lubricate his dick. I completely forgot about lube but was way too far along just to quit now and used one hand to spread my asshole open for him.
And then it slipped inside me burning my ass alive in pain. I bit my lip and closed my eyes to think about the porn I watched and eventually dropped my other hand to keep my body from falling into the toilet. The old man grunted the whole time gripping my hips driving his old cock as deep into my ass as possible. After about 5 minutes he grabbed me by my face and I felt his cumm spray like a sprinkler system into my ass. The pressure of it made me hard and I quickly jacked off and came to the feeling. The man said no words and just walked out, like we agreed. I went back home and sat on some ice and deleted grinder. I told myself "That hurt way too much and I'm not into kissing I'm never doing that again".
Is what I told myself....
