i want to try pegging my boyfriend and brought the idea up to him. he said he would be willing to try it except he wants to “preserve his humility” and “what he has to face afterwards outweighs the pleasure” (shame maybe? embarrassment?) anyways, the idea and stereotypes of it is what bothers him but he said if he could get past that the act itself would be hot. how can i help him overcome this? i’m not trying to pressure him into anything, i just want him to be as comfortable as possible while still getting to try everything we want to. any advice on getting him more comfortable with the idea of it and realizing it’s normal and okay?

3 comments
  1. If it helps break the stereotype, I’m a straight male, 6’3″, basketball player, therapist, married, 2 kids, and I enjoy getting pegged by my wife. Maybe start with more take anal play, if you haven’t already. Maybe start with a toy that is not as penis shaped, slto build comfort with the idea of penetrative anal play and have him get used to the sensation, and then go from there. Maybe even letting him try anal play by himself to get used to the idea, and then showing you during mutual masterbation.

  2. What would he be ashamed of?

    That’s not a dismissive statement, it is a serious question. Is it being submissive in general? Being penetrated in particular? Any kind of anal play at all?

  3. Sorry for my English, which is not my primary language.My girlfriend was reluctant at first about pegging (I’m a guy).
    I wanted to try anal because I’m envious about the women availability to get multiple successive orgasms. We have good sex with my girlfriend, but she prefers PIV over clitoris stimulations. So when I came, generally the game was over, she didn’t want anything more.
    So I have thought about trying anal sex. She was embarrassed at the beginning and has told me to first explore alone because she feared about my confort and reactions about this zone.
    Indeed, as men, this zone is unhappily underrated in our sexual education. The anal zone is really taboo and often assimilated to a gay practice. This is a stupid interpretation, homosexual couples may perform oral stimulations on each other, and yet blowjobs or cunilingus are not considered as homosexual practices.
    So as a man, I have never considered that a sexual practice defines my sexuality. I love anal and I’m 100% straight. I don’t see it as a loose of humility.I don’t know what is your boyfriend position about this.
    I was curious to explore, so I have started with an Aneros (“mechanical” and solo toy) to explore my prostate pleasure. One day I have told my girlfriend that I was feeling frustrated to play alone and that I wanted to try a new toy. So we have ordered a Edge 2 (a connected toy ^^). My girlfriend was impressed by the diameter of the toy, but indeed it was easier to insert than my aneros! I have let her play with the different modes of the toys. She has seen the pleasure I get for it and was really aroused to see it. And guess what, now she’s thinking about trying pegging to share together this pleasure!
    Maybe the fact to be not the penetrative part can be interpreted by some men as embarrassing. But as it remains consensual and respectful, I see pegging as an extensive and beautiful way to share another form of pleasure in a relationship.
    If your boyfriend is interested in anal pleasure, maybe he should first like me try to play with an anal toy. And only if he likes this kind of pleasure, then progressively switch to another toy, then maybe fingers and finally pegging. Steps by steps 🙂

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