In Uni and I’ve never put it in a girl’s butt before.

Currently in a FWB state for 2 months with a great HB8.

We have great, hard, passionate, wild sex, BUT we have never done butt stuff. I’ve mentioned it a few times half-jokingly and she didn’t seem into it.

She said she has had anal ONCE before, and she didn’t like it. She said we could maybe talk more about it if I was really interested but I’d need to get lube etc.

She comes from a fairly traditional family, no BIG red flags (slept with me on 2nd date but have lots of mutual friends and interacted before dating/hooking up), gives great sex, freely gives GREAT head, asks to come over and be around me, plays sport. She also says she hasn’t slept with anyone since she met me and hadn’t slept with anyone since she was last tested during the summer. I haven’t specifically asked her about her n count, but knowing her and talking to mutual friends I’d imagine it is 1-5, no more than 7-8.

Biggest red flags, if you could consider them red flags, would only be her almost non-existent gag reflex and that her libido seems to be as high as mine.

I, like many people, am absolutely clueless about butt stuff. It probably would not have crossed my mind to do anything related to the booty hole if I hadn’t seen/heard from other people that it is even an option to stick it in there. But since the butt IS an option, I would like to try it.

What should I do? Do you guys have tips for handling 1. this situation and 2. for the actual butt stuff