How can I get my boyfriend to let me massage his prostate during a BJ?

[Anonymous]

So i really want to massage his prostate (which is supposed to be the most intense orgasm a man can have) while i give him a blow job. not because i have an anal fetish or anything, but because i want him to feel that intense pleasure and know i made him feel it.. I asked him about it a few months ago and he wasn't enthused about the idea but i really want to try it, just once. What do you think i should say to try and convince him to be adventurous with me? Feel free to say anything and everything, don't hold back, don't be shy, I want to learn. (You can always check that anonymous button!)

[Anonymous]

Obviously if your girlfriend tells you that she does not want to do anal, ever, you somewhat should respect that buuuut since I think you seem fun, lets skip that part.

Baby steps. You can somewhat stimulate the same region without any form of penetration. And him just getting a little used to you stroking that spot could help. Stroking outside without going in might be more tolerable, especially if he is getting other attention too.
And speaking as a guy, learning that you actually won't push his boundary even though you want to is quite the way to build trust.

Trust in turn is important because, how to put this...
An ex of mine had a dominate tendency but at the same time I knew she would never be interested in the doormat type of guy. Whilst I was actually interested in exploring some of the fantasies she had I struggled to let us do it because her view of me would change and I had trouble trusting that it would not be for the worse or emasculate me in her eyes.

On a different note: between his genitalia and butt there's also a chance (not a guarantee) to somewhat nudge the same pleasure spot just by exerting a little bit of pressure when he is aroused. If you have not tried this yet I'd suggest you try it. He might not know why he just moaned, but you would. And it might make waiting easier and certainly won't be as intimidating to him.

[TheBootyChest]

I think for the most part it's important that you talked to him about it first. (Did you talk before or during sex? After is just worse) Also I think what might need to happen is find out how open you are to try new things as well that he wants and that you are not in to as much. (Would you let him finger your butt while he was sucking your clit?) Maybe you need to let him do more than just use a finger on you.
This may not be the best or first option but just let your hands roam while you are giving him a blowjob and see if you can let a finger make a way to his butt and slowly gauge his reaction.

What do you think about this? And feel free to PM me if you want. I don't judge and truly just want to help you learn.

[Anonymous]

Start by teasing his asshole with your finger while you're sucking him off. Make sure it's nice and wet and just gently run your finger over the area and the perennial. Don't do anything more for a while, make sure he is enjoying it. Once you've done this a few separate times then work up to just very very slightly pushing the tip of your finger inside. Just slightly! And make sure your nails are short and trimmed. I would then just try and gauge how he's liking it. If he doesn't want you to finger his ass then you should respect that. It's his body.

[Supergirl0812]

Not sure but if you find out let me know, I kind of wanna use beads on my boyfriend but he won't let me but I hear the orgasm he could have is unbelievably amazing

[KBob93]

Maybe there's a gay stigma he has about it? Just constantly remind him it's you doing it-you, his girlfriend, for his pleasure. He ought to feel better about it.

[AustinMan]

Just tell him it's an amazing gift you want to give him. If he'll try it three times and still doesn't like it, you'll stop asking.

[gray_sailor]

My wife and I have taken a slightly different approach. She was doing some online "research" about manual prostate stimulation and learned about prostate stimulators as sex toys. She found some online reviews and significantly for me, she found an informative video of a man using a stimulator.

The video was presented by a woman who described in detail what a stimulator was, how it worked and how it was used. Then she got undressed and proceeded to use the device on her guy eventually bringing him to orgasm with a blowjob.

That was a very influential video to watch. We bought and used the stimulator (Aneros EuphoSYN ) within the next day.

From here, we plan to also do manual stimulation as well. This approach worked for me.

PM me if you want a link to the video I am talking about.

[gray_sailor]

Hey, @GreySailorsBride give some input here if you would be so kind.

[gray_sailor]

@GreySailorsBride

[gray_sailor]

Tired... @GraySailorsBride

[i1T2daty]

OMG you are such a dream date. You want to do this and he resists. It is a huge turn on and I can't imagine a guy saying no.

[lacorine197]

I am the guy saying no, I don't want anything near my ASS.

[TazWax]

Just go for it.

[abc3643]

While I've never done that, I go to my doctor and have my yearly homosexual experience as he slips on a latex-gloved finger and shoves it up my ass to examine my prostate. It is quick and painless. It's not like you feel when you have to take a big shit. So, it's really harmless.

Perhaps something you could do first is give him an enema - especially after he shits so there's nothing in the queue, so to speak. By giving him an enema, he'll get used to the idea of something slender going up his ass and that it's not that bad (unlike a big juicy dick...). Once he's OK with that, then I would also consider giving him an enema about an hour before you give him the amazing BJ+prostate massage. The advantage here is for you so your finger doesn't stink so much and there's less chance of spreading any illness.

[slatyb]

I don't know what you need to say but you are right and he's missing out.

[TripleAce]

Sounds like its more about you then him

Its an acquired taste, some will like it some won't regardless of being the best orgasm ever. Thats not enough

[tyber1]

If he doesn't want you to you should respect that, because some people just aren't okay with putting things up their ass. Two words of advice for if he let's you do it:

Your finger (s?) are literally going to smell like shit after, so wash your hands with soap immediately after and definitely don't go near his face with them.

You should make sure you have short, dull finger nails, so you aren't tearing up his large intestine.

[xslope]

It's the butt thing. Some men don't want anything in their butts. It could be also that you have longer fingernails and the idea of having one of those in doesn't sound good for him. Or both. It could be both.

However I'm glad to see there are girls who suggest this to their partners...

[OrdinaryGentleman]

Hmmm just say can we at least try it once? then say ill let you try anal on me.

[RationalMale]

Respect his decision and leave his butt alone.

[jb12358]

Just go for it!

[dudeinohio]

Just ask him. Ask to try it once... Hell, I've never had that done and would love it. Show him articles on it.. maybe that'd get him curious.

[Afamous1]

Ok first and most important question ( not being rude) would you want it done to you? Secondly, it is a comfort issue. Also about pride. Saying that, I am not against guys being into this. This was my opinion and experience.

[Asker]

to be perfectly honest, i would like it if he did it to me. i love trying new things in the bedroom.. but you may be right about the pride thing. He does have some issues w being even slightly submissive. b and i did work w him about that. he lets me be on top sometimes now and will lie down and let me kiss him while kinda pinning his arms down. so he is geting more comfortable w letting go of a little of the power. do you think one day he'll be open to the idea? if it's just a waiting game, i can wait.

[Afamous1]

You never know he might be really comfortable with you and try it and then he can decide if it liked it or not just have to be patient or get him drunk lol

[theegreat017]

He doesn't have a good feeling about it bc it's painful to go anal, and mayne also bc some people find it gross, even of it's cleaned. You can tell him that it will not be painful and that don't feel embarrassed about it.

[abc--123]

Just be completely honest with him

[ilovebutt]

offer him something extra

[Anonymous]

Build up to it. Start by rubbing his ass during the process and see how much he enjoys that. Then the next time maybe run your fingers over his hole, but don't go in and see what his reaction is to that. If he seems to enjoy it, the next time try rubbing the top of the hole in slow circles. Don't go in, just tease it. Do this over the course of several BJ's. Feel him out. He'd be crazy not to let you, as you are correct, it is an amazing feeling to have a girl play with your ass during a BJ.

[Anonymous]

A lot of men are very afraid that this is a sign of gayness if they let a woman near their ass. I don't know why that is, but it is the truth. I suggest you take it from a different approach.

Start by licking under neath his balls when you are giving him a blowjob. Over time keep getting your tongue closer and closer to his ass until eventually you have your tongue in him.

I had a girlfriend once you loved licking my ass and once he is comfortable with that he will let you give him a prostrate massage

[Anonymous]

I don't think talk is the correct approach. Rather, you should just "take the plunge", so to speak. You should "ask" him physically. While giving him a BJ, cup and massage his ballsack. Point the tip of your index finger into his anus and tease it. His response will tell you what to do next. If he puckers, me may not be interested. If he willfully relaxes, you may have the green light. Enter him in several short strokes, rolling your finger side to side. Finger straight going in (eventually all the way) curled on the way out. Yes, the orgasm can be transcendent. I wrote this Take on technique.
www.girlsaskguys.com/.../a10446-prostate-massage-properly-done-supercharging-a-hj-or-bj-with-anal