trying to bring it up in conversation

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If you are into "pegging", does the male in your relationship, ever use the harness to please his lady...when he has "run down"?
I know men have also used an artificial extension or additional appendage for ages, to compensate for a flaccid penis or when they want to sport two..

Getting around gender issues with pegging.
So I was talking with my wife today and I finally found out her issue with pegging is that she feels it's like I'm the female and she's the male. Does...

What is your favourite pegging dildo?
What features does it have you enjoy? Ease of cleaning? A curve for prostate stimulation? Length? Girth?

Tips for Pegging?
I really wanna start incorporating anal play into my sexlife with my (male) partner, specifically with regards to pegging. He says he's down but...

Just simply ask her, her thoughts on the matter. Try to do it after or before sex if you do. I don't think that by you asking her about her thoughts of pegging should affect your relationship in any way. You should be able to discuss anything with your partner without any pressure to be honest.

You might be surprised! I know that if my man told me he'd like to try pegging, it'd be one of the best days of my life. xD

Honestly, I read a lot more about women who wish their male partners would allow them to experiment with anal play than those who are repulsed by it. For me, it has to do with knowing that the p-spot can be extremely pleasurable for some men, and I want my partner to experience that.

I see that you have tried the Rude Boy (I believe that was the one.) Did your partner participate in you using that toy? If so, you could start the conversation with something like "You know how much I enjoyed that toy..."

One of my boyfriend's ex-FWB's got him a (really crappy) jelly strap-on as a gift before he met me. He showed it to me one day while we were hanging out at his place, and *I* was the cautious one. "Wait... You've tried this whole pegging thing?" He replied in the affirmative. "Do you like it?" Again, positive response. I gave a squeal of glee and dragged him into the bedroom with the toy in hand.

Well, that's the condensed version. But basically, while I can't speak for your partner, I know that I was super pleased when I found out my boyfriend was into pegging.

I'd love to go a pegging with my gf, but I'm also still trying to bring it up. I have a couple of times, but she kinda gets surprised, then i just make a joke about it. Its a working progress i suppose.

Just have an honest conversation about it and tell her that you're curious about it. If she seems a little weirded out, move on and maybe try later. You can also just kind of work up to it by encourage her to play with just her fingers or a toy in your rear and see how comfortable she is with that. My partner is not huge into being the one on top so we only pull out our stapon every couple of weeks or so, but we both enjoy it a lot when it happens (and I would love for it to happen more). I introduced the idea to her, just talking and then seeing how she felt.

I mentioned to my boyfriend in a conversation once that I'd love to peg him and he's been open to the idea ever since. Hooray!

Good topic, definitely. Maybe just tell her how you really feel. I'm not exactly sure what you're into specifically (whether you enjoy big toys or smaller ones) but if you reassure her that there's really nothing wrong with it and that it doesn't (and I hate this assumption) mean that you're a homosexual, then there shouldn't be anything wrong with it. Try to get through to her that it's simply just pleasurable, and that she looks sexy with a harness on. Something to that length to warm her up to it more. Seems like she's opening up to it pretty well - maybe you just need to try and make it so that you do things that are pleasurable for the both of you. Maybe try lower harnesses (if you're into harnesses) that sit down on her clitoris, or try toys that she can hold in herself and also penetrate you with. If you're interested in just her holding a toy in her hands, then maybe think about using vibrators on her (they have strap-on ones) or something to that extent.

Sounds to me like she might be a bit weirded out by the thought of "becoming a man" by putting on a dildo.

Try emphasizing that you'll always think of her as your girl (emphasize girl), and that you'd love to share yourself/ your (body, ass, whatever - fill it in) with your girl, and look into the more non-realistic dildos out there.

Tell her you watched a porn where someone got pegged, or watch a peg porn with her, and say you aren't quite sure what to think about it. Ask her opinion on the subject, & see where it goes from there. There really is no "easy" way to bring that kind of thing up, but I've had a lot of success introducing new practices in the bedroom by simply watching a porn featuring what I'd like to do with my guy. Usually when guys see something in a porn, they're willing (if not dying) to try it themselves. Good luck

i have a friend i'd like to ask, but her father was gay and died young/years ago.

i don't think wanting this makes me gay, but i don't know how to convince her of that.

i really don't know how to approach the subject since she still really misses her dad a lot, and discussing anything close to it just ends up in tears, and i don't want to hurt her any emotionally.

Hey, two things that might help break the ice:

The show "Weeds" has a nice strapon scene. The episode is called "Crush Girl Love Panic." You can Google that for more info. The characters are "Andy" and "Yael." It's a really funny scene. (You actually see the thing.)

Another one to check out (on Google) is "Strappy Valentine." It's HILARIOUS (to me...wifey didn't like it).

It's really tough to gauge what the reaction will be...best of luck.
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TM

go for it!! the answer to an unasked question is always "no"