>>29259648
> weeks on that, even months depending on how regular the training is.
I've trained two gfs who've never done anal before and ended up really liking it. If she says that it feels good and her ass doesn't hurt at all and she's turned on then you can go from the smallest buttplug and work up to fucking her ass in one evening, but probably a bit safer is to have one evening where you just work the smallest buttplug in then fuck her pussy with it in, then another evening where you work the next biggest one in. I don't think it should normally take months.
>Like finger first, then something a bit thicker, then smallest plug and so on
I don't think it's ever necessary to stick your finger into an asshole and get it all stinky. I don't think it would feel as good for a girl as a small sized buttplug either (unless you're fucking a girl in the pussy , then pressing a thumb against her ass is a quite good way to get her interested or warmed up to the idea of anal)
>the best position is with the girl sitting on the edge of the shower with her ass kind of in the air and her legs in the shower, right after taking a shower.
sounds unnecessary. shower first sure, but in the shower? I think it's fine just in bed
>Also don't fuck her pussy right after anal, but that does sound like common sense
absolutely true
>How'd you describe the first time?
warming her up with buttplugs and working cock in will probably take between half an hour to an hour the first time, but during that you can fuck her pussy while the buttplug is inside her. I've had good experiences. it feels very trusting and intimate. don't be afraid to go really slowly, like only working in couple of milimetres at a time and don't be afraid to ask all the time if it feel ok . once you've worked it all the way in , start off with very small hip movements and check it feels ok then work up to fucking her with bigger, harder movements.