I have few experience
I had gf, we were drunk, we were fucking, i mockingly said i want to cum on her face. when i was almost done, she asked me to cum on her face. Unfortunately I chickened out and came on her tits. still hot experience.
Other time, with the same girl, we were having drinks at my place, she was wearing my tee, so i went ahead ripped the tee apart, had some rough play (i am usually more submissive, it was first time i went rough). She didnt like me slapping her tits, but she said she never imagined i had this side as well.
thirdly, last year (around September), i was staying at my dad's friend's place for few days. he stays alone there. He was drunk and horny. I lost my anal virginity to him (i am bi). I went forth to serve him for 3+months after that as a full sissy.