How do I bring up wanting to massage my husband’s prostate during blowjobs for the first time? I’m looking to be more experimental in the bedroom and I really want to try this on my husband. I’m going to find a way to work it into conversation and see if it’s something he would be open to but I just don’t know how.

Was this something you initiated when you became interested in it, did you ask you partner for it? I just don’t know how to bring it up… I know it’s as simple as asking him, and that should be simple right? Ugh but it’s not for me I guess…

I just really have no idea if it would be something he’d be into or not. We aren’t totally vanilla, we have some dom/sub role playing, some aggressive face fucking, he’s tied me up, spanked me, etc. so we’ve pushed boundaries before, but this is just something we’ve never even discussed and we’ve been together for over 20 years.

Advice? Tips? Thank you!

21 comments
  1. Have you ever licked his asshole or rubbed a finger on it? It might be worth exploring the area next time you are blowing him and seeing how he responds.

  2. I started by playing with his anus during a BJ. Then licked my finger and inserted it. Went from that to massage to me pegging him.

  3. Start by rubbing his ass as your are sucking him. See how he responds. If he is liking it ask him if he wants more, start off slow. Introduce lube and go slow! He will loose his mind once you have a finger in him

  4. Just say hey, i was reading something regarding the male prostate and orgasms being intense. I was wondering if you wanted to try? Just don’t bring it up during sex.

  5. My Wife said “so I read that a finger in the butt during a blowjob can give You an incredible orgasm” WHOOOOO She was not lying.

  6. “I don’t want to freak you out but there is something that has been on my mind for days, I can’t stop thinking about it and I want to share it with you hoping you’re into it, but I know not everyone is. Do you mind if I share it?…. ok so here goes: I want to play with you ass more. The thought has been getting me so turned on I can’t stop thinking about getting down between your legs and pleasuring you while also fingering you. Would you mind letting me try?”

  7. I never had any desire to do that until my current boyfriend. One day we were playing and he played with my ass and it was so enjoyable and I could not get the idea out of my head of wanting to do that to him. I just asked him if he would be open to it and he said I could experiment with him. I started off by giving him a blowjob so he’s really in a mood and I played with the rim of his ass at first just teasing it. I lubed up my finger with a water based lube and slowly and carefully inserted my finger into his anus. It was so hot to me and I just talked to him to make sure it was enjoyable for him as well. As long as you communicate with each other there should be no harm in bringing it up or trying. If he’s not feeling it you can always stop, but he will probably have his mind blown! Good luck!

  8. It all started for me M50 with a finger in the butt during blowjobs. If he’s open to it and can orgasm it’s pretty awesome/intense …

    You both might have more fun if things are clean. A bulb enema 3x usually does it for me.

    There’s a learning curve and a little more effort learning to have fun anally and discovering your prostate. If you can get to the fun part it’s like leveling up the amount/type of pleasure available to you.

    Add an eager partner and enjoy. 🥰

    Check r/prostateplay and maybe r/straightpegging

  9. Ask him about it, maybe offer something that he wants to do to you in exchange to sweeten the deal too. If it works out, you’ll both have two new kinks

  10. Bring it up and see if he is interested. I had someone surprise it on me and I wasn’t ready, but if she gave me a heads up I would have been more receptive.

  11. you can start by touch from outside, if press on just the correct spot, it will take something such as handjob, 10X pleasure.

    only need gentle pressure. just move in half inch increments, from balls to butthole, you will both know when arrived

    once that is experienced, might be perfect to talk about go inside the next time

  12. It started with me wanting to fuck the wife the ass. She said: you first and then I liked it 🤣

  13. Guys get their prostate massaged about once a year by their doctor. It’s not a sexual massage but at least he’s felt it before and should know if wants to experiment further in that area. Just ask him if he wants to try some anal play?

  14. Lick the bottom of his balls, then taint, then tease your tongue really close to his ass, then go for it with your tongue, but I will say licking is 100 percent where to start

  15. Tell him directly that you want to give him the best pleasure that a male can have. Ask him if he is in, or out. No details given. Just tell him to prepare and wink at him.

  16. Next time having sex tell him or one of these nights tell him hey I’d love to try something new on you xxx

  17. Omg I LOVE playing with my bfs butt hole. The first time I ever did it to him he was facefucking me and I just dropped my face down a little to lick his balls, then his taint, and a little bit lower and BOOM he literally had never had it licked before and I could tell!! I pulled my face away and asked if that was alright, and that I think it would feel really good for him and he was a little shy at first and then let me lick it more. He came so quickly omg… after you lick it I think they’re a little more open to finger play. Idk if you’re into pegging a man (that was always a fantasy of mine) but eventually he’s gonna want something in his butt! introducing him into the realm of pleasant anal play has done nothing but beautiful… BEAUTIFUL things for our relationship lmao I highly recommend just bringing it up during sexy time, kinda getting close to the region while staying respectful and take it from there 😉 hope this helps

  18. He has already fingered his own ass while jerking off. Just slip in the shower with him drop the soap then ask him to pick it up.

  19. Whelp he didn’t want me to. He was straddling me and I was licking his balls then kept moving lower and started to reach his asshole and he told me to “slow down” and moved back. About 10 min later I was still giving him head and I thought maybe I would just play around with my fingers in the area (wasn’t planning on inserting) and he pulled away and I said “no?” and he firmly said “no” (not mean at all just a definite nope). We switched to 69, then fucked, then he fell asleep and now I’m left wondering what the deal is. I guess he’s just not into it but I really thought he would be. I will try to talk to him about it tomorrow. Kinda sad, tho.

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