Everyone in this story is over 18
Im married and never topped before but in the old days used to bottom. Since getting married and having a kid I’ve been more curious about missed chances of fucking a young smooth bottom. A former employee wrote me for help and I always knew he was gay, just from his effeminate nature. Hr was small and Indian, I knew he loved cock. He said he had accumulated debts from crypto and he needed help. I agreed to meet him.
I booked a room and I asked him to meet me at a coffee shop. He told me about how he had lost his job and his debts and how he was all alone in this country. He needed 4000 to pay off a loan shark and rent.
As I listened to his story I started to feel guilty whether I could go though with it. But my cock was hard and twitching, and I told him if he wants to earn 2000 he can spend some time with me in the hotel room and do whatever I want. If he pleased me I’d give him a chance to earn the other half. He begrudgingly said yes and he came up with me.
Once in the room I asked him to disrobe and bathe. I also took of my clothes and started to Jack off. When he came out I was hard as a rock. He was shocked and I told him to kneel in front of me and go down.
He was a small very skinny Indian boy with a small cock and a tiny frame.
Be begrudgingly took my cock in his mouth and it took a bit but he began to get into it and enjoy it. I told him “I knew you always loved cock”. I asked him “how many guys have fucked you before” he said he’d never been with a man before. I was surprised but what luck for me.
He said he enjoyed it and was slobbering all over my cock. I told him to get on his fours on the bed and I began to play with his asshole. I lubed it up a little and stuck in the metal bit of a pink horses tail. He moaned and said “it hurt” and as I pushed it in I told him he was a good boy for having such a tight anus. I pushed it in and out and let him kneel there with his tail.
Eventually I pulled it out and started to rub my cock up and down his asshole. He asked me to put on a condom so I did, and after I was hard enough I slipped it right in. He was moaning so hard, he was in pain and in ecstasy. I fucked him long and deep. About halfway though he said “you’re so hard I want to feel your meat, take off the condom” pulled off the condom and felt his sweet and tight boy hole wrap around my dick. I laid on him and put it in as deep as I could. I put my arm around him as my weight on him and continued to drill him deep, I told him he was a good boy and his ass belonged to me now. He was not to let anyone touch his ass. He said yes sir and moaned and said “I love your cock it’s so deep.” As he said that I came deep in him. I laid on top of him as my cum permeated his hole, and told him to wash up.
He came back out after showering and I told him to suck me off again, he was already wearing his collard shirt and pants. He thought he was done. I eventually had him lie down on the bed with his head over the side and I face fucked him with my balls slapping his face as I thrusted. I came all over his face and his collared shirt. I went and got the cash and then it on the floor, he picked it up. I told him to leave right after that, with my cum all over him, and wait for my call for next time.