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.
If your boyfriend has recently told you he wants to do anal with you then you can be sure he’s been thinking about it for a long time. It’s a normal and healthy desire of most men to want to have anal sex with their wives and girlfriends but they’ve been conditioned to feel bad about it. I think he’s been as brave opening up to you as you have about your willingness to try.
When you finally feel ready to try then of course you’ll feel a little nervous as everyone does about anything new. You don’t need to try impressing him as all he needs is to be inside your ass and he’ll love you completely. For your first time, all you need to worry about is being as relaxed and receptive as possible and he’ll do the rest. Just remind him to go slow and be gentle.
As for making it as pleasurable as possible for him, again you don’t need to worry as he will be in the best possible place a man can be for his enjoyment. It may take you a little longer but I think you’ll also end up liking it as much as he does because, for women who persist with it, anal sex usually creates deeper feelings and a sense of connection with their partner than anything else.