I’ve been friends with this guy (typical frat boy, kind of a dork) for around one year. We tell each other about sex adventures but also tell everything when one of us has an std or pregnancy scare (cus well.. condoms break and joking about it the best way to distract yourself if you go through a hellish round of antibiotics or hormones).

Fast forward to today. He had a medical procedure a few weeks ago and knows I’ve had an ex who was circumcised and he asked me if I was down to have sex with him when his stitches come out so I can pretty much give him tips (aha pun intended) and directions.

At first that seemed 10/10 for me bc i haven’t had sex in a while and i’m craving it like a bitch in heat, so i said yes. Now, this will be in 3 weeks. As soon as i said yes he started texting me way more and sexting but obviously he’s more into it than I am, plus, it’s so far in the future I don’t really think about it.

Another thing is that I am kinda hesitant because he is A LOT more experienced than I am, and I’m kinda insecure about my body too (i just think there is a kind of threshold holding me back).

Do you think it’s a smart decision to go through with it or would it just ruin the friendship? And if I do go through with it, what can I do to make it feel more like sexual adventure rather than helping a friend? How can I improve my sexual confidence?

1 comment
  1. Bro what……

    A guy said he wants to have sex with you because he’s having a procedure and knows you’ve had sex with a circumcised guy, so if he has sex with you it does what??

    Honestly this makes no sense coming from a guy’s perspective, outside of him making a joke and then you said yes, so he’s now running with it like “oh shi-, she’s actually down”. There’s no “tips” to be gained.

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    If you want to have sex to have sex, go for it and enjoy it. I just think it’s silly that you’re both acting like it’s under the guise that you’re going to give him tips on sex post-(dick?) surgery. Nah, you’re fucking to fuck. Make sure you’re both on the same page if you want to remain friends and only go at it once, or become fwb’s.

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