Message: Starting Anal With Boyfriend

Anonymous: My boyfriend and I have been together since high school and up until now I’ve only ever given him blowjobs but recently he told me he really wants to try doing anal. I’ve read a lot about anal since then and I’m a little nervous to take it up my butt but I also really want to impress him by doing a good job, so I was wondering if you could give me any advice on how I can give him the best experience possible and make sure it’s as pleasurable as possible for him? Thanks!

Thanks for the message, I’m glad to hear that you’re considering starting to do anal and go anal only with your boyfriend. I’d encourage starting by reading through the Guide to Anal Sex and the Anal Only Lifestyle and having him read it too. This will establish a good foundation for preparing for anal sex and calming any fears you might have.

You’ll likely need to train for a bit before you do it the first time, and using butt plugs and other toys will help a lot, as well as introducing practices like fingering and rimming. Once you do start having anal sex you may not be able to do it more than once or twice a week at first, but with practice you absolutely can start doing it daily or more frequently if you want.

I highly encourage adopting it wholeheartedly and pursuing it from the perspective of mutual pleasure, and focusing purely on anal without vaginal, staying anal only and a vaginal virgin, because the pleasure is so much superior and vaginal virginity is something special and beautiful.

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