How to approach your partner with this?

Contributor: cgartman1989 cgartman1989
I have wanted to try this on a guy for a while, but how do I go about asking, I dont want to scare him?
04/15/2013
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Contributor: GingerAnn GingerAnn
Helpful topic info on Prostate massagers:

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How do I talk him into it
I need some information about male prostate massage. What anal lubricant are good for this. Does it really enhance a male orgasm?

Using a Pilates ball when playing with a prostate massager...TRY IT
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04/15/2013
Contributor: Luca77 Luca77
Quote:
Originally posted by cgartman1989
I have wanted to try this on a guy for a while, but how do I go about asking, I dont want to scare him?
The only advice I can give is how my gf at the time got me to try it. She asked me if I wanted to try something that'd feel good. She told me what it was and I thought it could be fun, and it was. So I guess the take-away here is a casual approach at a low-stress time. When all else fails, go with your gut. This isn't much but I hope it helps.
04/20/2013
Contributor: kdlt kdlt
Does he do things to your butt? If yes and you enjoy it, mention how good it makes you feel and that you'd like to do the same for him- especially since he's got a prostate to make it extra fun. Luca77 is right about a calm environment being a good starting place!
04/20/2013
Contributor: dancingduo dancingduo
ask him if he has heard anything about the prostate massaging. You never know...he might be dying to ask you but is afraid to.
04/20/2013
Contributor: Pierced Blaqk Skies Pierced Blaqk Skies
I'm going through this as well! My boy seems to want to try anal stuff (doing that to me, that is) and I told him I'd be down if I can get him into intro pegging/anal play on him.

I would like a better technique than that to get him going on this too though. Best of luck!
04/30/2013
Contributor: MrWood MrWood
I have the same question, but the other way around. I'm a guy that wants his gf(fiancé) to do it to me, but can't ask her for it. Any suggestions?
05/05/2013
Contributor: dancingduo dancingduo
Quote:
Originally posted by Pierced Blaqk Skies
I'm going through this as well! My boy seems to want to try anal stuff (doing that to me, that is) and I told him I'd be down if I can get him into intro pegging/anal play on him.

I would like a better technique than that to get him ... more
best of both worlds right here! Give and Get a little!
05/09/2013
Contributor: oneeyedoctopus oneeyedoctopus
These sorts of discussions are best had outside the bedroom. I would recommend bringing it up in a neutral way. "I was reading about this... Why do you think?" Once you know where he stands you can determine where to go from there.
05/10/2013
Contributor: Love Bites Love Bites
Quote:
Originally posted by cgartman1989
I have wanted to try this on a guy for a while, but how do I go about asking, I dont want to scare him?
I expressed an interest in doing this with an old partner, I convinced him to let me try a finger or two, and told him to just relax- if he didn't like it, that would be the end of it. He did enjoy it, but it never got much further than a finger.

My current partner was much more open minded, I was the one shy of the idea. We ended up discussing kinks and such, what we'd like to try. We started with a few fingers, but now we do full on pegging. We both love it.

The way I end up asking is by probing- I ask what they think of the idea, what their thoughts are. If they seem open, I ask more questions- what kind of situation, would the be willing to try it. It just goes by how they react.
05/11/2013
Contributor: tami tami
Quote:
Originally posted by cgartman1989
I have wanted to try this on a guy for a while, but how do I go about asking, I dont want to scare him?
becareful about how you ask him maybe have a few drinks then get him relaxed and then bring it up
05/11/2013
Contributor: Thong man Thong man
My wife found my butt plug and asked me about it. I told her it was something that I wanted to try and was fine with that. A few months later she asked me if it was something that I wanted to experiment with. Now I sometimes wear the plug while we have sex.
08/05/2013
Contributor: dm dm
Quote:
Originally posted by cgartman1989
I have wanted to try this on a guy for a while, but how do I go about asking, I dont want to scare him?
Just come right out and ask him. Even if he says no he will be thinking about it for day's after.
08/08/2013
Contributor: OH&W, Lovebears OH&W, Lovebears
Maybe try putting finger in him while giving him oral. Oral first and when he is getting excited, slow finger in opening to test the waters. If no objection then more and more. Lube (from bottle or yourself) will help a lot. Then eventually something bigger. Then one day much more to your and his content. My husband loves some thrusting while I'm giving him oral. You should see how hard he gets !

Be sure you do not have sharp or long fingernails. Worth trimming the one you plan on using.
08/09/2013
Contributor: oldkinky oldkinky
Quote:
Originally posted by OH&W, Lovebears
Maybe try putting finger in him while giving him oral. Oral first and when he is getting excited, slow finger in opening to test the waters. If no objection then more and more. Lube (from bottle or yourself) will help a lot. Then eventually something ... more
I was hesitant at first, but when my wife used a well lubed finger to massage my prostate while she gave me a blowjob my orgasm was out of this world. Next she used a small(less than 1 inch diameter) well lubed vibrating dildo while she gave me a blowjob my orgasm was even more intense-I was hooked. My wife says that I produce more cum like this.

I might emphasize that it is very important to use lots and lots of lube-you can't use too much. Also small diameter dildo is very important. Silicone dildos are the best since they are very easy to clean. Vibrating dildos are by far the best.
08/10/2013
Contributor: Ibegoodone Ibegoodone
If you two like giving massages to each other, then that is the the perfect time to add just a little bit more lube to the anus area and just let your fingers "glide" over the opening. Just put a little pressure into the opening at first then slowly add the tips of your fingers. Build up the trust and it will be worth it. Start with "little victories" and it will be wonderful. It may take a few times to build up to insertion of just one finger (or maybe it will happen quicker then you think).

It also works best if you have had a few drinks initially. Still to this day, a drink or two makes me relax and allows me to enjoy having my ass played with.
08/10/2013
Contributor: HappyInNJ HappyInNJ
I think you actually help me out by asking this and me being able to read the responses.

I've been wondering how to approach a woman about this and from everything I read basic communication seems to be the best method. I would find out the general attitude on the subject and take it from there.
10/24/2013
Contributor: MrClark MrClark
I know before me and my girlfriend started dating, as we had met via an online dating service, we had begun discussing sex and sex fetishes/fantasies. I think the advent of online dating puts more of this info in the Q/A sections or leads topics being broached sooner; however, this is how my wanting to do things anally to any SO came up.

Recently, indicated wanting to bring my prostate massagers into our sexual interaction... to some extent spurred by my engagement with the community on here and discussing with her what I came across on the boards/reviews/etc. But I definitely agree with the comment, these discussions should happen outside of the bedroom. I discussed with her the enhancements it brings when I masturbate into the conversation, but I think if you are going the other way you could refer to comments made on here by guys about the impact of prostate/anal play has on enhancing orgasms.
05/26/2016