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My first foray into the world of cuckolding was around 8 years ago. I used to use a well-known site for hookups and got a reply to one of my ads from a guy asking if I would be interested in having some fun with his wife. Now, this wasn't something I had ever thought about before that but I was intrigued. I asked a little about her and he told me and showed me some pics; she was absolutely stunning, older than I was at the time (I was late-20s, she mid-40s). He told me that he made the approaches but she made the final decision so asked for some pics for her to see and if she liked them, he'd pass on her contact details for the two of us to talk directly. I'm happy to say she liked the pics and we began chatting, which went on for a couple of weeks before we arranged to actually meet.
When that night came, I went to their place and I will admit, I was a little nervous. What if this is some kind of scam? Or if I'm in any kind of danger? My worries proved to be unfounded as when I arrived, he welcomed me in and was a very gracious host, offered me to sit down and have a drink while she finished getting ready upstairs. I could hear her moving around as he and I chatted for a while until I heard her coming down the stairs. When she walked into the living room, she looked even better than her pictures in a short figure hugging dress. She sat down beside me on the couch with a look on her face like a cat eyeing up a mouse, she and I talked for a little bit while he went upstairs to set up their camera as they liked to film it. When he came back down, we talked a little more before it was time to go upstairs.
She took my hand and led me upstairs into their bedroom while he remained downstairs. We began kissing and as the passion began to overtake us, all of my previous nervousness was gone and we started to undress each other. Under her dress, she was wearing very sexy black lingerie that looked incredible on her gorgeous body. She sat down on the bed and pulled down my boxers, revealing my hard cock which she began to suck on. Even though my nerves were gone, I still couldn't believe this was happening. That this gorgeous woman was going down on me while her husband was downstairs watching the footy!
After a little while, I decided it was her turn so I got her to lay down on the bed and removed her bra and panties to reveal her gorgeous naked body. I started to rub her beautiful smooth pussy with my fingers before I began to lick it, feeling her getting wetter as she writhed on the bed, her fingers in my hair, until she said she wanted me inside her. I lay down on the bed and she climbed on top of me, sliding my dick inside of her as she moaned gently. Riding me slowly at first as I played with her gorgeous boobs, then while she gradually built up speed, she began leaning more over me as I began thrusting into her from underneath, holding on to her tightly as her moaning got louder, telling me she was going to cum. When she had, I told her to sit on my face so I could lick her til she was ready again.
I then told her to bend over so I could fuck her doggy. My hands grabbing her waist as I slid in and out of her, listening to her moans, there came a sudden huge rush of total confidence. This was the moment that got me hooked, it was intoxicating! Here I am, having sex with a gorgeous older woman, her husband downstairs though he occasionally did come up to check the camera or just watch for a little bit, getting different angles, this is amazing!
After a while, she asked me to get on top of her so she lay on her back and spread her legs for me to enter her again, her legs wrapped around my waist as I thrust in and out of her. She said she was going to cum again and as she did, I knew I was getting close so I asked her where she wanted it and she said her chest (my favourite!), so I pulled out and whipped off the condom I was wearing as I straddled over her belly, I said "you do it" and she began to jerk me off. Now, full disclosure, it's few women who have made me cum with their hands or their mouth but as my load shot onto her amazing tits, it was the most intense orgasm I had ever had in my life up to that point.
I collapsed in a heap on the bed beside her, the both of us hot and sweaty, tangled up together kissing in the afterglow. We lay cuddling on the bed and her husband came up and sat on the floor and asked her how it was, I was pleased to hear her say really good and that I definitely knew what I was doing. We lay there naked as he sat on the floor, chatting until I started to get hard again as she played with my dick, and lying on my side, I entered her as she lay beside me while her husband watched. One more fuck before I headed home as it was getting late.
On the drive home, I was ecstatic. It had been an incredible evening and it set off my love of having fun with those married or attached women who for one reason or another like to have an extra bit of fun. It's an incredible feeling. And I'm happy to say that that was not the only time I met that couple and that I was the only guy that had a repeat visit, more than once actually, but I might tell that story another day. 😉😈
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