How Long Did It Take From When Pegging Was First Brought Up To When You Actually Did It?

Contributor: David88 David88
So another simple question on pegging. How long did it take from the time the first person brought it up to when you actually pegged.
Answers (private voting - your screen name will NOT appear in the results):
Have Never Brought It Up Before
10  (11%)
Have Brought It Up And Still Waiting (if you want you can put amount of time in a posts)
18  (20%)
5+ Years
1  (1%)
3 - 5 Years
1 - 2 Years
6  (7%)
6 Months To A Year
2  (2%)
3 - 6 Months
20  (22%)
1 -3 Months
13  (14%)
Less Than A Month More Than 2 Weeks
5  (5%)
Less Than 2 Weeks
11  (12%)
Other
5  (5%)
Total votes: 91
Poll is closed
08/19/2010
  • Treat Her! Gift Set For Women For $69.99 Only
  • Complete lovers gift set
  • Upgrade Your Hands-Free Play!
  • Long-distance pleasure set for couples
  • Save Extra 20% On Love Cushion And Toy Set!
  • 1
  • 2
  • 3
  • 4
  • 5
All promotions
Contributor: GingerAnn GingerAnn
Constructive discussions on Pegging:

Pegging
Someone aske me what I meant in one of my reviews when I said, I can assure you that it is quite exciting and pleasurable for both the man and woman...

Beginers Anat Toys, Plz help with advice
Hello we are beging our journey into anal play and pegging. We bought our first anal toy. doc johnson's anal starter. Unfortantly, it is a hair...

Feel Doe or Real Doe?
Ive mentioned in other posts that we are wanting to try pegging. which one of these do you think would be better for that, and for a beginner?

Strap-on Kink Kraving - Stroking my dildo
I'm fairly certain this fantasy first came to mind when my boyfriend mentioned wanting to try pegging a year ago. Besides the incredibly sexy image of

First timers. Thinking of Rodeoh and...?
We've dabbled with the idea of (and a few unsuccessful attempts at) pegging over the years. First we started off with a very large rubber-suction...
08/19/2010
Contributor: bend over hottie bend over hottie
We talked about it in an adult store, got a harness/dildo and went back home and done it. No waiting at all!!!!!
08/19/2010
Contributor: shepegsME shepegsME
I can't really "peg" it. LOL Maybe a year but it was not a subject that we sat down and discussed. It was mentioned and eventually we escalated to it so it was only the next logical step.
08/20/2010
Contributor: MsTryska MsTryska
We are long distance.

TO be honest - it was about 6 months before he even cowboyed up to tell me he liked things in his butt. Ironically the day we had that conversation, I had fantasized just a few hours earlier about role-reversal and doing him doggie-style. (i'd only had that fantasy maybe once before and I wasn't into BDSM at all when we first talked).

We talked about it a lot, and he was totally onboard, but it tooks us several months to get the logistics right so that we could get together and do it.
08/22/2010
Contributor: Liz Liz
It took us about 2 months, but I was totally new to anal play, so we spent that time practicing and building up to the "main event" with toys (both ways) and anal sex (him on me), until I was totally comfortable with trying it.
08/22/2010
Contributor: paralax paralax
Quote:
Originally posted by David88
So another simple question on pegging. How long did it take from the time the first person brought it up to when you actually pegged.
i think it was like a couple of weeks. i needed time to think about it. i knew he liked it but we weren't a couple. so i was aware of it but never thought about doing it. after i thought it over i figured i would give it a try. try anything once. as it turned out it turned me on a good bit.
09/09/2010
Contributor: silversnowleopardess silversnowleopardess
It took us a couple of months because we weren't together yet. We were best friends before that, so we talked about all kinds of things with each other, even kinky stuff. I knew he was interested, and he knew that I had fantasized about it for years.

Plus, I told him that if he wanted to have anal sex with me, I would have to be able to do it to him, too. ;}
09/13/2010
Contributor: ScottA ScottA
There was a lot of hinting and groundwork involved, after that probably about a year.
09/13/2010
Contributor: tashadavis tashadavis
Quote:
Originally posted by David88
So another simple question on pegging. How long did it take from the time the first person brought it up to when you actually pegged.
not long at all really. enjoying still
09/14/2010
Contributor: MeliPixie MeliPixie
It took us probably five or six months to get it in gear... I'm very submissive and very shy, plus I've had some traumatic experiences in the past with boyfriend and my current was my special "first," if you know what I mean, so I was very afraid of pretty much everything sexual starting out. So it was difficult for me at first, but it's a lot of fun now!
11/23/2010
Contributor: Spilock Spilock
I brought it up directly, fairly shortly after we discussed toys. It was about 7 months before we actually brought a strap on after that. It was another 2-4 months before we got up the courage to actually try it, and it was good.
11/27/2010
Contributor: Beaners Beaners
I'm an interesting situation. My boyfriend and I knew each other and had talked about it long before we started dating. So 5 or 6 months, there. And he just threw it out there. But after we had started dating, it was maybe the second or third time we were together that we were like, alright, let's do this. However, we're also a bit of a special situation because he's no stranger to anal play. I was the one that was all jittery about it.
12/02/2010
Contributor: ScottA ScottA
Quote:
Originally posted by Beaners
I'm an interesting situation. My boyfriend and I knew each other and had talked about it long before we started dating. So 5 or 6 months, there. And he just threw it out there. But after we had started dating, it was maybe the second or third ... more
Wow - I don't think I would talk about unusual sex practices with a casual acquaintance. On second thought it might not be as bad as bringing it up with a newer romantic partner, because there isn't the implied "and I'd like you to do this with me at some point" bit.
12/02/2010
Contributor: ZenaidaMacroura ZenaidaMacroura
I've been with my boyfriend for around eight months, and I probably brought up pegging about a month or two into our relationship. I bring it up often. He's weird about his butt, though. Of course. He thinks it's dirty and all that, and I'm like "Dude. I don't care. You showered. You're good." He never believes me. Siiiigh.

He only lets me even touch him just a little bit anally if I'm giving him a particularly good blowjob or he's drunk. Haha. Someday he will give in, dammit.
12/02/2010
Contributor: Beaners Beaners
Quote:
Originally posted by ScottA
Wow - I don't think I would talk about unusual sex practices with a casual acquaintance. On second thought it might not be as bad as bringing it up with a newer romantic partner, because there isn't the implied "and I'd like you to ... more
Haha, yeah, he's pretty balls to the wall with just putting his sex life out there, apparently. I don't know what he talks about with his other friends, but he definitely didn't hold much back with me when we were getting to know each other. Of course he kind of tested the waters first, and when I was accepting to that he was like, "Oh hey, by the way..." He'd just bought a harness for his girlfriend at the time to use, and told me about it, and I said something along the lines of, "Oh that's pretty cool!" (Although I later found out that she never played with his butt at all, much less ever used the harness, which is a damn shame, lol!) Of course, this is also the same guy who "displays" all of our toys out on a well visible table in his room.
12/06/2010
Contributor: clp clp
I am in a long distance relationship, so we needed to wait. We probably discussed it 4 months in advanced but that was enough time, after being forced to wait, for both of us to become comfortable talking about it and sharing our feelings on the idea. We had enough time to decide the best scenario, what could/couldn't be said (as D/s was an element), etc.,. If we didn't have that forced distance, I couldn't say how it would have turned out. I am very very happy with how we did handle it, though.
12/15/2010
Contributor: Lady Neshamah Lady Neshamah
the one that i have that is into pegging was totally game the night i mentioned it. we haven't had the chance to do it yet.
12/16/2010
Contributor: Eric Eric
Well we finally did it. It was amazing and she did it like a pro. It took about 4 months. She initially went through the whole "are you gay?" thing. I think the big step was when she decided she wanted to pick out a harness. I think this helped get her in the process. She picked out the Annie-O. We sat down and watched Tristan Taormino's Expert Guide to Anal Pleasure for Men. We then had an amazing evening. Can't wait for the next time
01/15/2011
Contributor: PussyGalore PussyGalore
We've only managed to do it once but I freaked out about the size of the dildo we had for that purpose and I'm still trying to find the PERFECT size. And perfect harnass. For once in my life I am upset that I have a 24" waist.

Seems the industry is more interested in harnesses for lesbian experiences than for pegging experiences. I would have thought the market for both would be equal. But all I see are these gigantic dildos and poorly made harnesses for woman with a hip/waist that starts at 30".
01/25/2011
Contributor: racoons racoons
about 5 months
03/29/2011
Contributor: Airplane Airplane
There wasn't really any waiting involved for me, Ha! He told me at about 4am one night, after a good number of drinks, that he'd like to try it, and I told him "well the shops are closed, so we'll have to go tomorrow."

The next morning we bought one and have been putting it to good use ever since!
03/30/2011
Contributor: k3 k3
Still waiting. :[[
05/03/2011
Contributor: Love&War Love&War
Talked about it, looked some things up online, bought one, pegged.
07/05/2011
Contributor: l'amour l'amour
It didn't take us that long (especially not after I spilled all my fetishes out to him!), though I can't remember when. It's been that long we've been doing it, and he loves it (As do I!!)
07/06/2011
Contributor: Jake'n'bake Jake'n'bake
Brought it up about 5 minutes before it happened. It was awesome. XD
02/16/2012
Contributor: smashthepatriarchy smashthepatriarchy
Quote:
Originally posted by David88
So another simple question on pegging. How long did it take from the time the first person brought it up to when you actually pegged.
I'm in a new relationship with a guy who's been exclusively with men (only 2). A friend of mine actually made the proclamation that I want a strap on and that I like pegging. So my beau is excited about it. Currently looking for a harness so we can start. I've never done it before, so it's exciting.

He's more feminine than I am, which is awesome and interesting. Femmedom
02/19/2012
Contributor: te te
We broke up before it happened.
02/19/2012
Contributor: Eliyahu Eliyahu
Over 5 years from when she first told me she wanted to out things in my ass to when I finally wanted to try it...
02/19/2012
Contributor: fredacarl fredacarl
Quote:
Originally posted by David88
So another simple question on pegging. How long did it take from the time the first person brought it up to when you actually pegged.
3 - 6 Months
02/20/2012