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Me 42, him 36. This happened today.
I used to get a lot of action on Craigslist before they closed down. I would post a dick pic and, because I lived quite central, I would get a few offers each time. I had some good meets from there. Sad times when it closed.
Doublelist has the same categories but activity is thin on the ground. Today I had my first hit. I was offering edging - usually I get edged but I was feeling like I’d like to practise my own skills on someone else.
His emails were quite demanding. He wanted me there soon and wanted a long edge. I arrived at his flat and the door was unlocked and he was on the sofa wearing a blindfold, vest and briefs.
I knelt down and got right to it. Slowly. He told me he had a week’s load. It didn’t take much to get him hard in those briefs. After 5-10 mins I took them off to find a large uncut cock fully hard. There was baby oil on the side so I lubed up. Gently touching his cock, keeping it slow at first. Over time I built up the pace. I could tell he was enjoying it. The precum didn’t take long to appear and it kept flowing each time I took him near the edge.
When I could tell he was fully in the zone, I used an oily finger to explore under his balls and his reaction was what I expected - enthusiasm! I teased his perineum for a while then tested the next stage - the ring itself. He loved it. So the next time I refreshed the oil on my hand I pressed a bit. His response was worth 1000 words: he lifted himself up to allow my finger easy access. It wasn’t long until my middle finger was deep inside and he was signalling he was close.
We went back and forth to the edge a few times. By this time he was on his back on the sofa, legs in the air, bottom style. At the next wave he signalled he was close and I paused, holding him right on the edge. His cock twitched but didn’t shoot, his arse clamped hard on my finger. I gripped his cock firmly but didn’t move. My finger moved very gently inside him.
This held him right there and I could tell he was in heaven/hell. I kept him there for a while. I think he genuinely didn’t know if he would cum or not.
Eventually I decided for him and slowly wanked his cock again, thrusting my finger in sync. Gently gently I took him close, inching to the edge. Finally he crept over. Groaning loud as his cock finally pumped a wad over his belly. I kept gently playing until he was done - he had a very long orgasm.
I washed my hands and left.
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