I was horny, I was alone, I was 19 and I was on the internet. I'd never posted anything on craigslist before, but I decided to bite the bullet. I wasn't initially looking for a man. My post was a very generic "NSA hookup" sort of thing. I was looking for a girl. I posted a picture of my cock and.. well I got a few messages from older guys. I turned them all down, because I wasn't interested. But my thoughts begin to change as I found out all these men wanted a piece of me. So, "Why not?" I said to myself.
One reply was quite interesting. He was married, but he said he was always attracted to younger guys. Mid 50s, grey hair and a little chubby. I wasn't extremely keen to meet at first, but I talked with him for a couple days. He asked for a picture of my ass. I was very nervous but I sent him a quick picture of me bent over the side of my bed. He loved it. He became very insistent on meeting, but I was extremely nervous. He pushed and pushed and I eventually decided that I was too chicken. I said my appologies and was about to call it a night, but he said one more thing. "I can make it worthwhile, how much do you think is fair?" I was a little taken back, I'd never even thought about.. that. I'm not a whore, I thought. So I jokingly said "$300." He said fine. I was perplexed, I was trying to weasle my way out of this, so I added "But I'm not going to do anything for you in return." He said ok. I pushed the fact that I wasn't going to kiss him, suck him or even touch him. He agreed. I said he wasn't going to fuck me. He said fine, when can I pick you up? The next thing I know there's a car pulling up next to me and gingerly introducing myself to this daddy bear.
I'm like a deer in headlights for the entire drive to his place, this is almost terrifying. Thrilling, but nerve wracking. We made light conversation, but it was definitely awkward. His place was huge, and he was obviously very well off. His wife was away, so it was his time to play. When we walked in the door, he pulled out his wallet and handed me $300. The money seemed like nothing to him, he was getting what he wanted. We walked up stairs and my heart was racing. His master bed lay before us, and he told me to strip. Before I head even got my belt undone he was on his knees pull at my crotch. He took my cock out and stuffed it straight into his mouth, his mustache tickled my stomach and I began to get hard immediately. His hand reached around and cupped and massaged my ass. He lead me over to his bed and pushed me back onto it and began to lovingly work my cock. He was good, obviously no stranger to cock. He asked if I would like to touch his cock. He dangled his modest dick above me. I said no, he did not complain. He asked to see my ass and so he I rolled over and arched up onto all fours. He got down behind me and I felt his furry chin push between my cheeks. His hot tongue licked its way around my hole. "Do you like that?" he said, "mmm, yes it feels great I replied" He licked and sucked and tongued my body for a long time. I fucked his mouth, and sat on his chubby face.
Eventually I let loose a huge thick load right into his mouth. He sucked and devoured every drop. We got dressed and he thanked me, saying he'd love to do this again. I said sure, we'll see... But when he dropped me off I deleted him from my contacts. I'm not entirely sure why, but I regret doing that. I would have loved to have him tongue fuck me like that again now... and the price was soooo right! I must have been the biggest tease of his life!
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