My experience recently covers more than 1 category but I have chosen this one anyway.
I was browsing on an adult site where ladies, mostly, advertise themselves for sex. One section was a couple advertising FMM sex 3some. I have never experienced this before and as I am no spring chicken decided to answer the advert in the local area where I lived. When I rang I learned the couple in their 30's lived a 10 minute walk away but they did not seem concerned and the lady was a redhead so game over.
We arranged a meet and off I went later that evening, extremely nervous but excited as well. I told the couple it was my first time and my nervousness but the guy told me to just relax. I had taken a blue pill to help with the nerves but the couple were so down to earth and said there was no rush.
We had a chat downstairs of what I expected from the meet then a couple of drinks before going to the bedroom. The lady was already partially naked when I arrived, her husband fully clothed. I asked the lady to undress me and fortunately the pill had kicked in. In a short time I was naked and so was her hubby. He had a big penis much larger than my 5.1/2" offering but that did not seem to bother them.
I performed oral sex on the lady, she made all the right noises and I think she enjoyed it. Then I was on my back receiving oral from the guy, then the lady. The lady gave me a vibrator to use on her and I had a penis in my mouth, sorry not for me but when in Rome.
We swapped positions a couple of times before a condom was produced. The lady put this on with her mouth and asked me which position I wanted. I started from behind before her going on top then me on top. I felt I was getting close and wanted to see them together before it was too late and watched them have sex for a few minutes while I calmed down. During this time she fondled my penis. They both came at the same time. It was my turn again and a new condom was put on my still hard penis. Maybe it was the condom which I am not used to wearing but I was able to really go hard at the the lady and for longer than I usually last. Eventually I shot my load and the guy took over and shagged the lady. The blue pill had kept me from going to Mr Softy and she put me back in to her mouth and also wanked my cock as she was being fucked hard by her boyfriend. There was no way I was going to cum again but I kept hard until he came, I think, in his girlfriend. Afterwards we lay there hot 'n bothered but wow what an experience.
That was 2 weeks ago and I have asked for another meet tonight......
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