Second Time
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Posted:Nov 26, 2015 7:46 am
Last Updated:Jun 20, 2021 9:30 am
2123 Views
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This time I was a little more confident in what I wanted. We connected via craigslist and met up mid day at a local bar. He was younger than me and was quite attractive. I finished a beer while we had a little small talk. I felt comfortable with him so I took him to my apartment. He sat on my couch and I unbuckled his pants and started sucking his cock. After getting him nice and hard, I took off my pants, put a condom on him with a little lube in my ass and sat on his lap, slowly sliding his cock in my ass. I've been wanting to try this for some time. It felt good, he wasn't as large as some of the toys I've used on myself. After a little of this, we moved to my bedroom, took of the rest of our clothes. He laid back on the bed and I mounted him again. My cock was rubbing against him a little and I started to cum. He popped out of my ass and the condom slipped off, so he finished off by rubbing against me. After a little cool off time, he sauntered over to the bathroom for a shower then headed home. Quite a hot experience, I think his experience would be fun to try again, but I never met up with him again.
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My first time with a man
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Posted:Apr 9, 2015 8:03 pm
Last Updated:Dec 2, 2017 8:00 am
2976 Views
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I connected with a guy on NoStrings and we planned to meet up at his hotel. I was very nervous and almost chickened out. He was about 10 years older than me and was a smoker (which was a bit of a turn off). I found him in his hotel lobby and we walked up to his room. This was the first time for both of us, but he seemed more comfortable than me. We both sat on his bed. I asked him how he wanted to get started. He suggested we take off our clothes and then we'll see what happens. So we both stripped down and sat back on the bed. We looked at each other awkwardly for a few moments and then I leaned down and took his cock in my mouth. After a while, we switched positions into 69. I was really turned on and came in his mouth after a minute or so. I continued sucking him for a while and then we switched positions. He set up behind me like he was going to fuck my ass... no condom, no lube. At that point, I freaked out a little. I said I'm sorry, I can't. I need to go. So, I got dressed and left. He was understanding but disappointed. He wanted to hook up again another day, but it never worked out. I look back on that and wish I would have had him put a condom on and lube me up and fuck me hard... I love anal play.
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