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The time I cucked my boyfriend with an older man [cuckold]
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Adventurous_Jane is in cuckold
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I (19f) had had a fair few guys cuckold my boyfriend (20m) but for some time now I had been really curious about the idea of trying cuckolding with an older guy. I had once had sex with man in his late 20's when I was like 17 but that was wayyy before I even started dating my bf. So I kinda wanted to try it again while in a relationship.

I was finally got a chance to make my dream come true when I was finally about to meet a tinder match of mine. I'll just call him "John" here. (Not he's real name obviously.) John was a 36yo man so definitely fit my criteria of an older man🤭. He was also really tall like 190 cm or so. And obviously I liked his looks a lot which are quite important for me in a one night stand or random "cuckold" hookup.

We met up at a bar and he was really sweet, sooo funny and a real gentleman. We had a couple of drinks as planned and headed to his place which was thankfully really close by because I had heels on and it was really cold outside so I would've struggled badly on a longer walk. He had an expensive looking apartment but I didn't really have time to look around the place as he took my hand and guided me into his bedroom quite assertively and determinedly. There he started to get more handsy and started feeling me up and unzipping my dress. I knew exactly what he wanted and I got on my knees like the cheating slut I am and unzipped his pants to reveal a surprisingly smoothly shaved manly cock.

I don't know how long I was sucking him for but I would've continued all night if he didn't tell me to get on his bed with my ass up. He started eating me out and had really skilled tongue I have to admit, but I was just aching to already have his older manly cock inside me. After what felt like an eternity he finally got behind me and after positioning himself started thrusting inside. It felt so good and it was even better than I had ever imagined it would be. Giving my young body to an older gentleman while my boyfriend was at home was the hottest thing I've ever done. It ended up being a very long evening but it was so worth it and I decided that it can't be the last time I let an older man have me like this. I loved it❣️

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6 months ago