How soon do you tell a new partner you're into pegging?

How soon do you tell a new partner you're into pegging?

kdlt kdlt
My partner and I recently purchased our first strap-on and accompanying dildo. It got me wondering: how soon do you usually tell your partner that you are interested in wearing a strap-on and having sex with them?
Answers (private voting - your screen name will NOT appear in the results):
4
4
5
Total votes: 13 (12 voters)
Poll is open
05/17/2015
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Inquisitor Inquisitor
I'm only 1 guy and this is my opinion. I only speak for myself. I think it might be best to slowly introduce it to the partner once you guys have established a serious relationship. One where both you and the other person both feel comfortable with each other.

As a guy, I realize that many guys would be put off by this idea for various reasons. I'd try to assure the guy (may I assume this is a guy you might be pegging?) that being pegged has medical benefits as well as a very pleasurable physical benefit.

Personally, I would want to know that my partner knows exactly what they are doing with regards to this and know what to expect should things take a nasty turn. Also, if the partner was enthusiastic about doing it, I'd like that also. I wouldn't want my partner to feel obligated, be bribed, feel the need to be convinced or feel guilted into doing it.

Do you know if your partner has ever used a butt plug before? That might be the gateway to some serious knee buckling, full body shaking orgasms.
05/18/2015
RonLee RonLee
The sooner the better so that you don't waste time with someone who considers pegging a deal breaking no go.
05/18/2015
Vnessa Vnessa
Once your relationship has taken that sexual turn, honesty is always the best policy. If this is something that is important to you in your relationships, it's important that you address it early on to see if your partner might be interested as well. If there's no interest then you have a very tough decision to make. Either you sacrifice your need for your partner's comfort or you walk away and find someone with similar desires.
05/18/2015
BusyMe BusyMe
Those are all great ideas.. I like the as soon as your getting intimate and it comes to mind that your feeling into it would be the first time I would bring it up. That's why I said the first month your into your sexual aspect of the relationship, it probably depends on how often your wanting to do it that way.
05/19/2015
Gunsmoke Gunsmoke
Quote:
Originally posted by RonLee
The sooner the better so that you don't waste time with someone who considers pegging a deal breaking no go.
Seems like good advice. When we got married - and for years thereafter I didn't even know pegging is a 'thing'. After learning about it from online porn it took me while to decide I wanted to try and another couple of years to convince my wife. Once your in a long-term relationship you don't present these things as a litmus test, it's more about convincing/cajoling 'til you get there.

It has been well worth the patience.
08/10/2015
GhostinGholston GhostinGholston
Gosh I wish I could fined a dominant women to peg me and just completely take control in the bedroom . I have a tiny cock and it just screams this boy needs a cougar to mother him and punish him and degrade then build up then angry
Oct 20, 5:38 pm
newstraponslave newstraponslave
Quote:
Originally posted by kdlt
My partner and I recently purchased our first strap-on and accompanying dildo. It got me wondering: how soon do you usually tell your partner that you are interested in wearing a strap-on and having sex with them?
Well, funny thing, your poll doesn't have my answer: I've been married 20 years in November. About 20 years ago my wife and I were getting intimate and she was blowing me and decided to stick a finger in my ass, then put a bullet in. I was going crazy and said to her "I want you to fuck me with a strapon." She pretty much didn't say anything and I took it as a no and that she was freaked out. Well, I've always fantasized about it, but never pushed it again and just over the years pleasured my ass myself not to her knowledge. UNTIL this week at the beach. Once again she was playing with me down there, got out the astroglide and put a finger in, I said it again, this time she said ok. Well, I couldn't get to the toy store fast enough. So we went and shopped together and that was sexy, too. We bought a GREAT harness that was PVC/fake leather, did I mention that I LOVE to get her to dress in slutty stripper boots and leather? So the PVC harness turned me on even more. Got a beginner size and we went out for drinks with friends. The whole time out I kept looking at her and winking, then whispered in her ear that I was excited about her fucking my ass. I could tell my acting taboo was getting her excited too. We went home, and she dressed up slutty and put on the strapon, put on a rubber glove and stretched my ass (I sent her a link of beginner strapon sex with a man), more lube, then she stuck it in. OH MY GOD!!! She went slow, but long story not short, this woman I've been married to that has never been super sexual and/or exciting in the bedroom (I love her so much and have never strayed regardless) proceeded, over the next 2 HOURS to fuck my ass silly, stopping periodically to make me worship her. I guess from my previous solo experience I was a little more "advanced" than we thought I'd be, because an hour in I was begging her to let us go buy a bigger one the next day and fuck me again. Welp, here it is the next day and we got a bigger dildo for my ass, and a sexy leather corset. She's napping and said she was resting up to fuck my ass silly again. "I like the power it gives me, you're getting it good with the bigger one tonight." Pray for my ass, we may need more lube. The articles are CORRECT that you can't have enough lube. We went through a whole tube last night and have another tube ready for tonight. May need to invest in a gallon size since I told her I wanted this a couple times a week, which she smiled at.
Oct 22, 6:29 pm
Gunsmoke Gunsmoke
Quote:
Originally posted by newstraponslave
Well, funny thing, your poll doesn't have my answer: I've been married 20 years in November. About 20 years ago my wife and I were getting intimate and she was blowing me and decided to stick a finger in my ass, then put a bullet in. I was ...
Great story - to keep from going broke we use coconut oil. Get a giant $20 container from Costco and it last forever.

Bring on that big dick girl!
Oct 22, 9:41 pm
Total posts: 9
Unique posters: 8