cumchucker69
Virgin
- Joined
- Mar 30, 2012
- Posts
- 63
I was wondering what got you into pegging?
What got you into pegging?
- Thread starter cumchucker69
- Start date
chame1eon
Human
- Joined
- Dec 20, 2005
- Posts
- 8,067
Bf wanted to try anal. I said he should try it first. Turned out he liked it ¯\_(ツ)_/¯
UnderMyKilt
Been there,done that
- Joined
- Jul 25, 2004
- Posts
- 1,255
Pegging sounds so silly. We were doing it before we knew it had a name.
I'm a twice married man, father of four and grandfather of five (to date).
I discovered that my anus was a place of pleasurable sensations almost as soon as I became sexually aware. Accordingly, I have been into ass play as a part of my "self loving" (OK, you can call it masturbation..) for a very long time. On a side note, I have been a klismaphile almost since I became sexually aware as well.
In my youth, I had a long term relationship relationship with a "bi friend" we used to say, heck we were gay lovers, that went on, off and on, for close to ten years. Though it's become more frequent in recent years (till COVID-19), same sex relations have been few and far between since. I still struggle with whether I'm bi, gay, homoflexible or just a hedonist with an always hungry ass.
First wife. Met in church. Met courted and built entire relationship around church. Resisted, abstained, tortured myself and fought the same sex and anal urges for ten years while we were married. Don't know why. Thought things were good till SHE fell off the fidelity wagon....with the worship leader from church.
Current wife. Met online...a long time ago. Not on a dating site but on our favorite rock band's forum on....Compuserve. She lived nearly 3,000 miles away. Had a long distance relationship in the age of landline phones, dial up modems, and AOL "You've Got Mail". We talked, and emailed, and talked....There were, and are, no secrets between us. She knew of my gay past early on...and I of hers. She knew I sometimes liked to crossdress when having straight and gay sex and in my "solo play". She knew (knows) of my proclivity, NEED, for anal penetration and my fetish for enemas and colonics.
In a year of online courtship, living 3000 miles apart and while both of us were busy single parents, we were able to have only one in person meet up. Network systems were way too slow and unreliable back then so there was no chance for modern "cyber sex" though we did email some pretty provocative images back and forth to each other. Thus, we had phone sex. Lots of phone sex. I can't believe how good we got at it. It was hot. I kind of miss it. Sometimes she'd play with dildos, in her ass and in her pussy. Sometimes I'd play with dildos and butt plugs in my ass...with her often calling the shots about what she wanted to do with them.
So, kind of, we did "phone pegging" way back when. There was never a doubt that it would be a part of our sexual relationship. When we finally got together, lived in the same house and got married, all kinds of ass play and classic "pegging", her fucking me with a strap-on, us sharing double-ended dildos, having all manner of sex while I have a big butt plug entrapped in my ass, became a regular part of our sex lives.
When we finally had a honeymoon in Las Vegas, months after getting married, I had a black bra, garter, hose and panties on beneath my suit as we checked into the Luxor....Kinky! I chuckled (we still chuckle) when the bellman handled the toy bag (that we still use). If only they knew what was in it (TSA does...never had an issue.). We had a wild night of it. Spa suite. Mood lighting. Candles. Glow sticks floating in the spa water. Two queens, one to play on one to sleep on. The most memorable scene, still etched in my mind 23 years later, is sitting facing each other on the bed, legs spread and intertwined, the thinner end of a double-ended dildo in her ass, the girthy end in mine, as we humped, squirmed and rubbed each other and ourselves to mind blowing shuddering orgasms. Literally, it kind of went on like this, fucking, sucking, each other and ourselves in every hole, for three nights. We took a few breaks for meals and shopping...including stops at sex shops and lingerie stores for toys and clothes for both of us.
So where are we today. She's five years older than me and has a plethora of health problems that have slowed down our sex life, together, and which limit some of the things she can do. (Her titanium knees totally preclude "cowgirl" style). Still, when we do couple, and though we joke about it being "old folks sex", it's still wild and satisfying. I'm still active and horny with the libido of someone decades younger. Thus, and though it's always been on the table, I've been allowed to cultivate...ummm... "friendships" with a few local (or near local) guys as well as some friends in a few favorite travel destinations.
Sooooo.....I guess that's how we got into "pegging".
SissySalina
Sissy Smart
- Joined
- Sep 3, 2016
- Posts
- 7,813
She just looked so sexy with that thing hanging there.
SecretSucker
Really Experienced
- Joined
- Jul 11, 2019
- Posts
- 162
Great Story/Experience!
Thanks!
Pegging sounds so silly. We were doing it before we knew it had a name.
I'm a twice married man, father of four and grandfather of five (to date).
I discovered that my anus was a place of pleasurable sensations almost as soon as I became sexually aware. Accordingly, I have been into ass play as a part of my "self loving" (OK, you can call it masturbation..) for a very long time. On a side note, I have been a klismaphile almost since I became sexually aware as well.
In my youth, I had a long term relationship relationship with a "bi friend" we used to say, heck we were gay lovers, that went on, off and on, for close to ten years. Though it's become more frequent in recent years (till COVID-19), same sex relations have been few and far between since. I still struggle with whether I'm bi, gay, homoflexible or just a hedonist with an always hungry ass.
First wife. Met in church. Met courted and built entire relationship around church. Resisted, abstained, tortured myself and fought the same sex and anal urges for ten years while we were married. Don't know why. Thought things were good till SHE fell off the fidelity wagon....with the worship leader from church.
Current wife. Met online...a long time ago. Not on a dating site but on our favorite rock band's forum on....Compuserve. She lived nearly 3,000 miles away. Had a long distance relationship in the age of landline phones, dial up modems, and AOL "You've Got Mail". We talked, and emailed, and talked....There were, and are, no secrets between us. She knew of my gay past early on...and I of hers. She knew I sometimes liked to crossdress when having straight and gay sex and in my "solo play". She knew (knows) of my proclivity, NEED, for anal penetration and my fetish for enemas and colonics.
In a year of online courtship, living 3000 miles apart and while both of us were busy single parents, we were able to have only one in person meet up. Network systems were way too slow and unreliable back then so there was no chance for modern "cyber sex" though we did email some pretty provocative images back and forth to each other. Thus, we had phone sex. Lots of phone sex. I can't believe how good we got at it. It was hot. I kind of miss it. Sometimes she'd play with dildos, in her ass and in her pussy. Sometimes I'd play with dildos and butt plugs in my ass...with her often calling the shots about what she wanted to do with them.
So, kind of, we did "phone pegging" way back when. There was never a doubt that it would be a part of our sexual relationship. When we finally got together, lived in the same house and got married, all kinds of ass play and classic "pegging", her fucking me with a strap-on, us sharing double-ended dildos, having all manner of sex while I have a big butt plug entrapped in my ass, became a regular part of our sex lives.
When we finally had a honeymoon in Las Vegas, months after getting married, I had a black bra, garter, hose and panties on beneath my suit as we checked into the Luxor....Kinky! I chuckled (we still chuckle) when the bellman handled the toy bag (that we still use). If only they knew what was in it (TSA does...never had an issue.). We had a wild night of it. Spa suite. Mood lighting. Candles. Glow sticks floating in the spa water. Two queens, one to play on one to sleep on. The most memorable scene, still etched in my mind 23 years later, is sitting facing each other on the bed, legs spread and intertwined, the thinner end of a double-ended dildo in her ass, the girthy end in mine, as we humped, squirmed and rubbed each other and ourselves to mind blowing shuddering orgasms. Literally, it kind of went on like this, fucking, sucking, each other and ourselves in every hole, for three nights. We took a few breaks for meals and shopping...including stops at sex shops and lingerie stores for toys and clothes for both of us.
So where are we today. She's five years older than me and has a plethora of health problems that have slowed down our sex life, together, and which limit some of the things she can do. (Her titanium knees totally preclude "cowgirl" style). Still, when we do couple, and though we joke about it being "old folks sex", it's still wild and satisfying. I'm still active and horny with the libido of someone decades younger. Thus, and though it's always been on the table, I've been allowed to cultivate...ummm... "friendships" with a few local (or near local) guys as well as some friends in a few favorite travel destinations.
Sooooo.....I guess that's how we got into "pegging".
Thanks!
Goldenfinger
Literotica Guru
- Joined
- Feb 18, 2020
- Posts
- 4,419
My wife is a nurse and has worked in urology. She has heard stories about erections and ejaculations during DREs. She was curious we looked into it. She started of with a prostate massage and with her dominant tendencies pegging was quick to cum.
Getting pegged
Versa92646
Experienced
- Joined
- Nov 20, 2018
- Posts
- 59
Thank you UnderMyKilt
An ex girlfriend introduced me to pegging. First time she gave me head she eased a finger up my ass just before orgasm. Then kept it there using my cum for lube. I didn’t loose wood as she pumped two then three fingers in me.
Our next date she broke out her toys. Butt plugs quickly progressed to dildos. Then an easy slide into pegging. She seemed to enjoy fucking me most.
She also introduced me to bi sex during a MMF with a buddy of mine.
An ex girlfriend introduced me to pegging. First time she gave me head she eased a finger up my ass just before orgasm. Then kept it there using my cum for lube. I didn’t loose wood as she pumped two then three fingers in me.
Our next date she broke out her toys. Butt plugs quickly progressed to dildos. Then an easy slide into pegging. She seemed to enjoy fucking me most.
She also introduced me to bi sex during a MMF with a buddy of mine.
Goldenfinger
Literotica Guru
- Joined
- Feb 18, 2020
- Posts
- 4,419
Dang! Lucky guy, my wife talks about a MMF experience, but won’t make that final step.
silversword
Literotica Guru
- Joined
- Apr 25, 2003
- Posts
- 627
It started small
Started, I think, with just a roaming finger during handjobs and blowjobs. It escalated to small vibes and plugs and then on to pegging proper. It's not something we do that often as it's a bit of a faff getting set up, I generally prefer beads these days for ass play.
Started, I think, with just a roaming finger during handjobs and blowjobs. It escalated to small vibes and plugs and then on to pegging proper. It's not something we do that often as it's a bit of a faff getting set up, I generally prefer beads these days for ass play.
Goldenfinger
Literotica Guru
- Joined
- Feb 18, 2020
- Posts
- 4,419
Not just gay men. My transgender girlfriend has a big one and is a top. I am a lucky fella lol.
Shortly after getting married we had rented a porn for the night. We really didn’t know what this one was, just figured the same typical porn. Instead it was guy on guy, three somes with the chick wearing a strap on. Both me and my wife were incredibly turned on and fucked like crazy!!! A few weeks later I got home and my wife made me strip at the door. She grabbed my cock and led me to the bedroom and made me lay on my belly. Next thing I know she was lubing my ass up and started working her dildo in my ass !!! My cock was so hard!!!! She got off fucking my ass!!!!! Now I crave the real thing!!!!
Be careful. Once you get the real thing, you may never go back. All I want to do is bottom for my girl.
sandybrooke
experienced
- Joined
- Dec 6, 2014
- Posts
- 1,016
A gf had a strapon and introduced it to me one night. I married the bitch!
I bet she love watching too!!
Watching? Watching her cock go in and out of my ass!
Goldenfinger
Literotica Guru
- Joined
- Feb 18, 2020
- Posts
- 4,419
My wife loves watching her cock go into my ass. She thinks it hot to watch it open me up and disappear into me. Something with a bigger head that the shaft tappers down, so when she pushes into me it stretches me open and pops in.
At first she wanted to see if she could give me a prostate orgasm, then she liked to hear my responses. Now it’s just part of our sex life.
At first she wanted to see if she could give me a prostate orgasm, then she liked to hear my responses. Now it’s just part of our sex life.
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x4dom7x
Guest
My wife loves watching her cock go into my ass. She thinks it hot to watch it open me up and disappear into me. Something with a bigger head that the shaft tappers down, so when she pushes into me it stretches me open and pops in.
At first she wanted to see if she could give me a prostate orgasm, then she liked to hear my responses. Now it’s just part of our sex life.
Fuck. That's so hot.
klippert
Geoff
- Joined
- Sep 6, 2008
- Posts
- 61,635
....and you let him fuck your ass
