Hi, me & my boyfriend is trying to do anal sex but we need some advice on that as none of the method we know is working. He’s one feet taller than me and It’s already hard for me to take his eggplant but we both have anal kink and wanted to explore but it hurts so much! I feel I’m dying when he try to enter. I tried lube, baby oil, alcohol and even greens but nothing can convince me to give him consent to thrust into me. Last time I sat on his eggplant but when he tried to move I cried and locked myself into the closet. FYI we are in long distance relationship so everyday practice is a no go for us. But we want to include anal in our regular sex. Please give us your advice and share your experience. He’s 26, and I’m 20 if it helps. TIA

5 comments
  1. Look at previous posts. There’s lots of advice from posts EXACTLY like yours. Use the search option.

  2. Well, I’m sure you’ll get way more good suggestions, but since I’m the first to post for you, I’d say that you need to start slowly on your own with some butt plugs and a small dildo. That hole back there is pretty tight from the factory, so to speak. Before it can take a full-size eggplant in a way that you’ll enjoy it, you are going to have to carefully and patiently open it up.

    I’d go to a sex shop and start with a small butt plug. Get it in there with lots of lube, leave it in for a little, maybe masturbate while it’s in there. Once you get it in and out, then use it regularly–couple times a week–until you can get it in and out without too much fuss. Then buy the next bigger butt plug or start trying a small dildo back there. The more you play with it, the sooner it will loosen up enough to be enjoyable.

    Just remember, that area is dry and tight. Always use lube, always go slow. Good luck!

  3. Seems a bit dramatic but idk anal takes a lot of time you have to stretch your ass for 2 hours or more to take it “slowly” if you want to take his eggplant i would stretch with something a little bit bigger than his eggplant to take it even better. And ofc use oil i read you used it but oil doesn’t matter if you don’t stretch your ass with it before.

  4. You can look for a training kit which usually come in trios. Start with the smallest one until you feel comfortable inserting, wearing and removing. Then move to the next larger one. It will train your sphincter to stretch. Also, staying relaxed when inserting is very important.

  5. Anal is all about learning how to let your chocolate starfish relax. You need to start small, just one finger, just let it sit there and get used to that. Maybe that’s it for one session. Then next time, its one finger for a while and then trying two fingers. May you need to do this a few times before moving to a small toy or butt plug. Anal is a journey, it shouldn’t be a “let’s try this tonight” kind of thing.

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