So my lovely, wonderful, very sweet fwb has said he’s absolutely down to get pegged. And I want to do it very, very badly. I’ve ordered a harness, “extra slick” lube, and a set of training dildos already just so we can properly explore and get him prepped and ready for it over time, so this is definitely happening. BUT, I’ve never actually done anything involving anal, though I’ve been reading more about it. Receiving, it has absolutely no appeal to me. And sadly I haven’t had the chance to Give before, so I want to go into the first time for both of us as prepared as possible.

So what would be your protips and advice for our first time (besides the usual communicate clearly and something something knocking on poop’s door)?

2 comments
  1. I’m glad to hear you and your friend will be exploring pegging together.  It is an amazing, wonderfully intimate experience.

    I wholeheartedly recommend the two of you check out the website https://peggingparadise.com/ , which is run by u/RubyRyder.  The first link on her site is “New to Pegging.”

    She also has free webinars on pegging, including one for beginners.  My wife and I attended her beginners webinar last year, and it was very helpful.

    Good luck, and have fun!

  2. It really sounds like you have done your research to be honest. I think you are just really keen to give it a go!

    Let him guide you. (faster, slower, etc) It will likely be very slow the first time. If he has been anal training then that will help the process. Start off with him doggy then switch to missionary when he his warmed up.

    There are different harnesses and finding one that suits you can be somewhat difficult. Just try it out and see how you go. Can also get a strapless strapon so you can get some pleasure but I haven’t found those to work for us.

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