“Strangers” After A Masquerade [MF] [21/20]

[Previous post](https://www.reddit.com/r/gonewildstories/comments/5r2wbf/first_time_cumming_in_my_gf_mf_2120_anal_long/)
This is another Juliet story, for the record she is 20, about 5’6, 125 pounds, and wears a 32D. She has curly blonde hair that’s just past her shoulders, and bright blue eyes. I am 21, 6’3, and 195 pounds with wavy auburn hair and hazel eyes. We started out as roommates in the same university apartment with two other male roommates, and we have now been dating for about five months.

Last weekend Juliet and I attended a masquerade-themed party/formal. She refused to show me the dress she would be wearing, saying only that she “wouldn’t be able to wear a bra.” The night of the party, I was wearing slacks and a button down waiting for her to be ready to leave. When she opened the door, she was wearing a low-cut silver metallic dress that stopped above the knee, and when she turned to the side I could see why a bra was not an option: the dress was backless and revealed a healthy amount of sideboob. Being a slightly jealous person I would not have been a fan of this dress had she been going out with her friends, but since she was with me it was perfect.

First time cumming in my GF [MF] [21/20] [Anal] [Long]

Juliet and I have been dating for almost six months now, and the sex we have is definitely the best of my life. I’ve thought of submitting some of our sexual stories in the past, maybe if this gets enough attention I’ll write a few more. She is 20, about 5’6, 125 pounds, and wears a 32D. She takes excellent care of herself, and we go to the gym 3 or 4 times a week (her ab workout alone is more than most can handle). She has curly blonde hair that’s just past her shoulders, and bright blue eyes. I am 21, 6’3, and 195 pounds with wavy auburn hair and hazel eyes. We started out as roommates in the same university apartment with two other male roommates, and we began dating almost immediately.

I have had anal sex in the past with a couple previous partners, but it was something Juliet has been reluctant to attempt for reasons I consider perfectly reasonable. I’ve made it clear that it’s not something I need by any means, just something I like fantasizing about sometimes, and something I would happily do again. She once tried with a previous partner but says he never even got inside, and the furthest anything has been in her ass have been my fingers on occasion while we’re having sex.