First Time Bottom

I had started sucking dick when I was in my teens with a friend. I’d always loved it and enjoyed a lot of different cocks in my mouth over the years. 

When I was 35 I was living in Austin, alone and horny. I hit up Grindr and started talking with an older guy who lived in the same area I was in. He was married to a man but they didn’t have sex anymore and he wanted to hang out. 

I got to his place and we went straight upstairs to the guest bedroom where he had porn playing on the tv. We’d talked about what we were into and he knew I’d never been fucked, which he said was fine. 
I sat on the edge of the bed and took my shirt off, him standing in front of me with his hands on my tits and his jeans around his ankles. His cock was already hard in his boxers and I pulled it out and started sucking. It was lovely. 
After a few minutes, Bubba (the only name I ever knew him by) asked if he could play with my ass. I said of course, slid my shorts and boxers off and got on my hands and knees like he asked. He started fingering and eating my ass from behind, while I watched the porn and played with my own dick. “You’ve really never been fucked?” Bubba asked and I said “Correct”. He asked if I’d be ok if we tried, while he slid a finger in and out of me, and I said if he had lube I’d be down. “Stay in that position, baby” and he went into the bathroom, coming back with a very good brand of anal lube. He came around to the other side of the bed and had me suck him while he reached over and lubed my tight ass. He got back behind me and lubed his cock, which was bigger than average and very hard. He rubbed the head on my wet hole. I was ready for him and when he asked if he could I go I begged him to.

He slowly slid himself inside me, one hand on my left hip the other on my right shoulder. It didn’t hurt as much as I’d expected and when I felt his pelvis touch my ass the first time, I knew he was in me. He started fucking me, a little faster every thrust. Both hands on my shoulders now, I’ve got my face in the pillow begging him to cum inside of me. “You’re so fucking tight” he said while leaning over and kissing my neck while he pushed me down onto the bed, his cock still thrusting in and out of my no longer virgin ass.

He put an arm around my neck and kissed my neck and cheek while he fucked harder and harder. It was hurting now but I didn’t want it to stop. Ever. But I wanted him to cum in me more. “You want my load in you son?” he whispered in my ear. I could only moan “mhmm” while he pulled on my neck. “You’re about to get it you fucking slut” he said and he gave one last hard thrust before shooting his load as deep as he could get it, almost choking me out while he thanked me over and over, now slowly sliding his cock in and out of my wet and wrecked hole. We laid there a few minutes kissing while I played with his softening dick.

As I left I passed his husband in the hallway downstairs, who knew exactly why I was there and he just smiled as I left. I went home, took a shower, jerked off and took a nap. When I checked Grindr later to thank him, Bubba had blocked me and I never heard from him again. Wouldn’t change it for the world.