I'm male and have had a few bisexual female partners, but they interacted with our girlfriends quite differently with regards to anal.
What do you out there do sexually with your female partners as it pertains to anal?
For the record, I primarily have done anal with my partners since I started having sex. Maybe had vaginal sex only about 40-50 times over 25 years and mostly to dip in prior to anal.
I still like looking at the vagina, especially since my current partners have "smooth" ones and a couple in the past also did. I wrote up a couple weeks ago that my last partner was AO only due to pain during PiV, so we repackaged that as CNC and it worked.
We've been together for nearly two years now, exclusive. My last girlfriend (35F) introduced us.
I'll say it right out that I have phimosis (foreskin extremely tight and is not retractable) and there are two aspects to this:
Other partners have fetishized it.
I was discussing this with someone and they mentioned their partner still pulls out during anal with them which seems like it kind of defeats the purpose. Anyone else do that on the regular? What are your reasons for it?
I had a friend last year who regularly engaged in stranger sex and has a really high body count at 22yo. Most of her encounters since her debut have been anal. Admittedly, I hesitated due to the body count and thinking of risk factors and such, but she loves it and states she tests clean regularly.
Anyone else into the stranger AO lifestyle? Why do you engage in it or prefer it to a regular partner and what about the risks without protection and such?
So I will get right into it that I made a female friend a couple years ago and, in short, I helped her with some career stuff, she helped me back, and we became good friends and had a great working relationship. Over time, we became quite close and I noted we didn't have too many physical barriers when sitting together. I wasn't really attracted to her until one day really did herself up and then I saw she was my type (slender, very, very in shape, curves, later to find she has a six-pack).
Things became closer when she told me about her then ex-bf with whom she said she never had a close relationship. He was fun, her first and only BF, but not very emotionally available and devoutly Catholic with contradictory conservative lifestyle views, but not enough to avoid sex. She is Catholic as well, but not conservative. The issue this caused was that the few times they had sex, he would engage ONLY in PiV with her and felt any form of giving or receiving of oral was wrong. The issue she had was that she finds PiV painful and not pleasurable overall. Masturbation is fine, but she's never experienced oral sex, either. She's never had unprotected sex, never performed oral.
I'll cut the timeframe short, but the above conversations took place over time and then I told her I am experienced almost exclusively with anal and analingus and prefer it (had PiV with partners only a handful of times). As time went on, we ended up becoming closer and then eventually intimate. We actually tried PiV and yes, it did hurt and was uncomfortable. I actually helped her through this at a later time accompanying her to doctor visits, trying to figure it out, doing literally before and after sex visits to the doctor for exams to see if there was allergic reactions to me, semen, or injury or anything and it turns out she has some sort of situation with oversensitive pain nerves.
Anyhow, we very early tried anal and she was patient and very into exploration of her body since her ex did not have a single bit of interest in doing so. She learned about performing oral on me, tried swallowing and enjoyed it. I performed vaginal-oral and she loved it and then we quickly went to analingus, anal massage, and anal massage coupled with her masturbating vaginally- all positive experiences. We then finally got into PiA intercourse and again, very patient and for me, it went surprisingly easy with very little time between first trying and then enjoying it and having anal orgasms which only came from a combination of the anal intercourse and vaginal stimulation. I also preferred her to not stretch in advance because I prefer taking the time and the feeling of intimacy by spending a bit longer to warm her up, though sometimes time wouldn't allow, so she would use buttplugs so we could immediately get into it during busy schedules. Intercourse with me was also her first experience with unprotected sex and ejaculation inside was discussed and allowed, as she wanted to understand the full experience and didn't fetishize it as most people seem to do now. So from here, we went on nearly daily only having anal and I performed oral-anal and oral-vaginal and over time, she was able to direct me in a way that she found it pleasurable also in the posterior wall of the vagina during anal and was able to orgasm from it. We tried PiV and the only way it would actually work was when we started doing CNC play and recontextualized it, as well as exploring other kinks. Regardless, the go-to was anal and continued to be nearly daily for about a year and a half until she moved away, but we remain very, very close friends due to the experience and unconditional trust we developed with one another and that trust she had in me was what got me in there, so to speak, so she could explore her body, her limits, reassign and recontextualize pain experiences, and then explore other forms of pleasure.
Happy tp amswer any questions. I've received some via DM already.