r/dirtypenpals•
Hello-4566

[M4F] Anal-curious sister comes home from college

NSFW

How could this even happen?

We were never super close, though, once you left for college, it seemed like maybe you were now needing a bit more from your older brother. During your first summer break, you move home and I stop by to visit our parents every few days to help around the house. I am excited to see, of course, you're my little sis all grown up! Feels weird to admit but I guess there isn't much I can do to deny my urges...I have been alone for too long and honestly, I am happy to have you home. It is always nice hearing from you, and now, alone, we might be able to have some fun. A few nights into your stay, I end up sleeping over in my old bedroom. You had gone out with old high school friends and return home around 11. You come into my room and sit on the edge of my bed and ask me if I am asleep. You seem timid, but driven by something.

"No, what's up?" I say. I roll over and sit up, looking at you dressed so...sexy. "Ugh, this is so weird... but I need to ask you something. It is beyond cringe...But... " I sit up straighter, oddly happy you're there with me in my old, darkened room. This is where I want us to start, though I would love to get to know you more before we start. I am an open book, so ask any clarifying questions and we can chat and eventually get into the role play. So, that is where I'd like this taboo and anal-focused conversation to begin.

Let's have fun, be respectful, and get weird! I really hope to connect with someone open and honest.

Posted Aug 3, 2026, 1:57 PM UTC

21
Loading comments…