Diary Entry 2 - September 25

“Okay, so I’m sitting here just having finished two of my first three college classes, and I’m very much still in a daze. The worst part, it’s not even from the classes. Well, I don’t think it is, but I don’t even know, I just know I can’t really think straight.

“Friday night was strange. Trip came by, and had me get dressed for our date in front of him which was fine I guess. I’ll admit though that the monogrammed buttplug with my initials on it was a weird touch, both for the monogramming and the fact that I wore a buttplug not only for the first time ever, but in public, on a date.

“Dinner was fine, though sitting there I was aware of that plug the entire meal. I don’t honestly even remember what all we talked about. The car ride home was interesting, he had me masturbate using a toy in his car. And when we got back to his frat, he removed the plug and I got my second buttfucking ever.

“I’m ... not a fan of Trip’s frat. The place is so humiliating and degrading. With the spankings to go upstairs, which thankfully I found a picture of my own ass from earlier this year, and some of the enforced nudity, I felt like a piece of meat there.

“Is that what Trip is like, is that how he sees me? I mean he did say we’re dating, he even gave me a nickname of ‘Buttercup’. I don’t know if he knew how perfect it is given my all time favorite movie. But dating, cute nicknames feels weird when he lets me be seen completely naked by all of his frat brothers.

“This Friday I go to him instead of him coming here. At least I’ll be able to wear pants this time so I’ll only have to go topless. Stupid frat rules. I’m pretty sure he’s gonna tell me to wear the plug there too.

“I’d be lying if I said that plug was in my dorm room right now. It may be contributing to my condition today, but I had better get used to the thing if he’s gonna expect it of me.

“I haven’t heard from him since Friday, but every night since then I’ve used the plug and the toy to get myself off. I do hope my neighbors haven’t heard it. I do wonder what Trip has planned for me, but I guess I’ll know in a few days.”