>>936809998 (OP)
I fell into something similar in college. My high school gf and I went to the same university, she lived in a single and despite seeing each other regularly, she got joy teasing me with nudes. I was pretty careless with them and kept most in my camera roll. One day I handed my phone to my roommate to look at some pictures and he toggled to see all of my recents and got very excited about discovering some of her pics. I didn’t mind and actually kind of liked that he thought she was hot.
It sort of evolved into me randomly sharing pics with him without my gf’s knowledge. Then one day he was like, if you told your gf what kind of pic you wanted, would she do it? The answer was mostly yes and I followed up with the next logical question. I asked if there was something specifically he wanted her to do. We played around with that for a couple of months until my gf got caught/embarrassed trying to fulfill a request. My roommate was kind of hooked at that point and massively disappointed that my gf pretty much stopped sending nudes. Then he started saying things like what would happen if my gf knew about our setup or how she would react if she knew he’d seen her. He went so far as to threaten that he might let it slip to her. At that point I started sharing our sex tapes to keep him happy. I’d always kept our videos private because I didn’t really want my roommate seeing my dick in action.
Then she got drunk and cheated on me and it was all over.
