Hey mister, I'll suck you for $10

Working out of a coporate apartment in a large city, it was raining torrents so I decided to go through the more seedy neighborhood to get to my nice area. The rain was coming down so damn hard you could barely hear the traffic. I heard something, something weak. . . a womans voice? I stopped and looked around, no woman, it was a young man, very thin, short hiding away from the rain in a stoop a few steps up from me. I looked at him he repeated "I'll suck you for $10 if you want". I wasn't sure of age, and didn't want to get set up in a strange city but he ran down asking if he could share my umbrella. As we walked he said he knew of a place, a really nice building where they don't lock the basement. We could go there. I still hadn't said anything. I eventually did ask, he was 14 years old. "14 and you suck cock?" I asked. "yeah, I've done it for a while now" he said. The building was only a half a block from my apartment. He took my arm and led me to the back. I was very leery now, seeing if there was anyone waiting to jump me. There was not. He opened the door and a very clean nice place. "I sleep here sometimes" he said. He didn't have a home anymore, his stepdad got busted selling crack and sent to prison. His mom was dead. I was hesitant, just standing there and I was noticing his very cute legs in his shorts. He reached into his waist and pulled them down showing a somewhat hairy cock. Soft it was about 3 inches long. He took my hand and put it on his cock. I was feeling it, gently stroking is ball sack, and he was hard now. 5 inches total not too thick. He reached to mine, and unzipped me pulled it out. I got hard in seconds, his hand expertly working up and down on my 7 inch shaft. I am thick, and he noticed. "WOW that's the thickest one I've ever seen, my stepdads was about as long as you but not nearly this thick. I've seen 5 other old men that I suck sometimes they have little ones" he said. "Do you have $10?" he asked. I reached in my pocket and laid the bill down on a table. He sat me in a chair and got on his knees in between my thighs and started sucking on me. I'd not been fucked by my lady for over 3 months, she was back home and hadn't even jacked off in weeks. I blew in his mouth and he expertly swallowed it all. He looked up and smiled at me. I moved the bill to his hand then pulled him up and sat him down in the chair. I'd never sucked another guys cock, I have let a couple of guys suck me off though before. I got down and sucked his 14 year old cock while reaching under his tee to pinch his nipples. It was the first time I felt and tasted a guy cumming in my mouth. I gave him another $10.

I zipped up and left him there his shorts off, exhausted but pleasured look on his face. He yelled "thanks mister". I saw him two days later and we did a repeat. Then again the next day. About 3 days later I saw him and we went to the basement. "I'll let you fuck me if you want. You'd only be the second guy to do that. Only my stepdad fucked me before. IF you want" he softly said, in almost a whisper. I took him to my place, and we both got naked. I sucked him off, kissing his mouth and giving him some of his cum. He sucked me and did the same to me. Then recovering, I took his lithe, girish, body to bed. He immediately handed me some lotion on the nightstand, rolled over and spread his cheeks. "Just put it in slow ok, sometimes it hurts if you jab it in too fast." I didn't I slowly inserted my cock into his experienced 14 year old ass. I slowly fucked him, he was moaning and groaning. After about 15 minutes he was bucking back into me, raising up slightly he whispered "I'm cumming, i didn't even touch myself". He came on the sheet, I pushed him back down and resumed my slow, full stroke fucking of this little cutie. I came and kept it in him till I was so soft I slipped out. I rolled off his little body, and he rolled over. On our sides facing each other he kissed me, pulling away "that was so good, I didn't know getting fucked could be like that. My stepdad just jabbed it in, and fucked hard and fast, came and got off me, then sent me to my room to sleep"

I fucked him, sucked him, he sucked me, I let him live in my place, bought him clothes and gave him money. When I left, I got him hooked up with a shelter for homeless teens. I still go back every month or so and we have great sex. I don't think he's selling himself again.