Hi jaybaby
The first time I tried taking a girl’s it was difficult and painful for her, but Every time since when I’ve taken a girls anal virginity, I find it’s best to start with a lot of foreplay, really getting in there and tossing her salad while lightly pressing my thumb in little by little. Next the most important thing is to make her orgasm vaginally at least once, during the second orgasm I get my thumb or a buttplug completely inserted, after that 2nd one I take out the buttplug slowly while using a vibrator on her clit. I continue to vibe her as I or her slowly start to put my dick in her ass. It takes some time to get it all the way in but once in and she’s cumming she never goes back.p.s. Use plenty of lube.
I hope this helps and if you want some hands on guidance let me know ��