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I met a guy from Tinder a few years ago, I was in my mid 20s and Stephen was in his early 40s. We hadn’t had any sexual conversation prior to meeting for drinks – which I all the time did on purpose. Despite all the time being down for sex on the first “date”, I never wanted it to be an expectation. Despite what my Reddit look likes – based on appearance alone I’ve all the time been told I seem really innocent.

We met for drinks and a god awful live band was playing – neither of us knew they had live music that night. We could barely hear each-other and it was awkward. After a drink or two he suggested we go to a different bar so we can talk. He was super surprised when I instead asked about going back to his place for more drinks.

We weren’t at his place long before we started fooling around and clothes were coming off. I can’t even remember how we got the convo started, but somehow we managed to briefly discuss his love for anal and my interest in CNC. With only a few things said, we ended up RPing some CNC anal. It was a first for both of us. Me begging him to stop and him still going was amazing for both of us.

Afterwards we were laying on his couch naked as he held my boobs and we were just laughing at how he didn’t think there’d be more than some kissing and touching .

NSFW: yes

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