This is a bit long, but it's the first time I've barebacked as a bottom ever and I don't want to leave anything out.
After years of just enjoying Bareback porn I finally bottomed for someone older than me three days ago.
I met him on Grindr, had never seen him on there before. I've been using GrindrXtra for about two years now, but have only met 1 person from there and we never did anything. I've just always been paranoid and this is probably why I've been alone for so long, but I'm okay with that.
I honestly don't know what it was that made me give him my address. We were texting each other for about half an hour until I gave it to him. 36, fucking handsome to no end and his smile and eyes just said a lot to me. I was house-sitting and he was right around the corner. I was real horny and I had told myself the day before I wanted to bottom (haven't bottomed in 3 years and the only rare few times that I did it's always been safe). I had douched for about an hour and a half, pretty much a full enema and everything so I knew every crook and cranny was clean on the inside.
So, he texted me that he was on his way, I waited in the living room in a large, yellow tank-top and pretty skimpy underwear. I looked pretty good. Even did a few push-ups and made sure I was clean from head to toe.
Heard the door, opened it. Tall, nice and even more handsome in person. We just looked at each other and didn't say anything, I decided to break the ice and asked if he would like to go to the bedroom or stay in the living room, he said whatever I wanted so I showed him to the bedroom. We sat in the bed and he told me he was nervous, then I kinda let out a sigh of relief because I was nervous as fuck, too. We laughed it off, then we started talking some more. I was surprised out how much he opened up about his relationship and life, still seemed a bit raw for him. I opened up some, too.
We talked for about half an hour, then we layed down and he kissed me. He took my shirt off, then my underwear and he began to finger me as he moved up to kiss me again. I was pretty much overwhelmed with lust by this time since it had been so long for me and I told him I wanted him to fuck me. He ate my ass like a champ, I'm hard just typing about it.
He took his clothes off and his dick was massive. I gave him a handjob and then I blew him for a while, it was real fat and about 7.8 inches, almost 8. Then he asked if I had lube, I said yes. I didn't say anything about the condoms and he didn't ask, either. We were both really turned on by this time, I could tell he had it as bad as me. He then asked about my status and I asked about his, both negative. I told him I hadn't done this in years, I layed on my back and he put a lot of lube on my hole and some more inside me, then he put the head against my hole and slowly pushed in. The pain was intense but he did it slow. He told me it wouldn't be so bad if I layed on my back.
With my legs up on him, I cringed and told him to stop and keep it where it was, wasn't even half way in but I was seriously dying. After a minute and a half I let him push it in more until it was about half way and he stopped again, another minute he pushed more until it was almost all the way in but I couldn't take the rest in. I could feel the veins, his head and pretty much everything that was inside me including the throbbing. When he put this much in, his eyes rolled to the back of his head.
As much as it hurt I was so turned on my stomach was full of precum (I never precum, ever) and my dick was so hard it was almost painful. He started to fuck me and he kept looking at me. I couldn't keep my eyes off of his, we were locked like this for about 15 minutes until I felt like I had loosened up, then I started pushing in to him. I was taking him in completely and I could feel him hit my insides real deep, I honestly have never felt anyone hit me where he was and it felt amazing. It still hurt, but nowhere near as bad as it did in the beginning. I began clenching and using my cheeks to squeeze and massage his dick, he told me to stop pushing my ass into him when he thrusted inside me because he hadn't done this in a while and he'd cum fast.
I kept doing it.
I was jerking off and edging pretty much and would have to stop a few times because I was real close and the way he was fucking me--the spot he kept hitting me in, felt like I was cumming every time so I didn't know whether to keep jerking or not in fear that I'd cum.
After a while he finally asked me where I wanted him to cum and I replied with "wherever you want."
I think he got the memo and he started fucking me real hard, balls deep. He was sweating so much and he kept kissing me while doing this. Holding me pretty close. His sweat drops rolling off of him and landing on me--he apologized but I told him not to because I thought it was real hot. Then he told me he was coming. He kept it inside, still thrusting away. Hard. He closed his eyes, squeezed them tight and started grunting. I couldn't keep my eyes off of his face.
I can't forget that cum face, I exploded right there too and he was so far inside me I felt some of his cum shoot but not the way I thought it would be. It was so amazing.
When we finished he told me not to worry, that he was clean and never really did much of it. Gave him a water bottle and we talked for a little while longer, then he left.
I'm still jacking off to this experience and we still talk on the phone. We're gonna meet again once I have a day off, he wants to cook me dinner and I hope I get a repeat of our last encounter.
He came so far up inside me that his load stayed up there until about 7 hours later. Tore me up pretty good, too. There was some blood, perfectly white seamen first until some more began to roll out it was mixed with my blood, kinda pink. He came a lot, it just kept oozing out. The whole time I was hard and began fingering myself.
I loved every moment of it and I'm pretty sure he did, too.
I can't wait 'till Saturday.