Strap-on experiences

If you don't mind, describe your first anal orgasm. I am sure most people on here would like to know. Was it something that happened by accident? Or maybe you had this feeling and told your wife about it, not sure what was going to happen next but told her not to stop?
ES
It wasn’t really by accident, but it did take some communication. I explained it to her that it doesn’t feel good the whole time and I’d get quick sensations when she hit a spot and then it was gone. So the next time she pegged me she did it slow and told me to tell her when she hit the spot. I’d tell her when she hit the spot and finally she figured it out. After a couple of minutes of her hitting the spot it changed. She said she knew because I made a moaning sound and I grabbed the bed. Then came the fluid, not squirts like when you ejaculate but gushing. With that came intensity like waves of it. It’s kind hard to describe felling But it was so intense there was something deep inside that convulsing It was kinda hard to breath and it was like waves. It might not sound like a good time but it was.

we did not know what to expect. It’s not like that every time But it is pleasurable every time. I did not tell her to stop and haven’t unless i thought something was wrong. And I have to thank my wife because she didn’t stop even tho it hurt her back.
 
It wasn’t really by accident, but it did take some communication. I explained it to her that it doesn’t feel good the whole time and I’d get quick sensations when she hit a spot and then it was gone. So the next time she pegged me she did it slow and told me to tell her when she hit the spot. I’d tell her when she hit the spot and finally she figured it out. After a couple of minutes of her hitting the spot it changed. She said she knew because I made a moaning sound and I grabbed the bed. Then came the fluid, not squirts like when you ejaculate but gushing. With that came intensity like waves of it. It’s kind hard to describe felling But it was so intense there was something deep inside that convulsing It was kinda hard to breath and it was like waves. It might not sound like a good time but it was.

we did not know what to expect. It’s not like that every time But it is pleasurable every time. I did not tell her to stop and haven’t unless i thought something was wrong. And I have to thank my wife because she didn’t stop even tho it hurt her back.
Thanks for sharing that. I think it helps out everyone to know your experiences. Communication is a big key and I think your description of her continuing even though her back was hurting is similar to what men do sometime during intercourse when we know our partner is close to orgasm.
ES
 
The other thing she really likes is when I insert a butt plug and then fuck her doggy style pushing against the butt plug gives her the sense of double penetration and that really sends her over the edge.
My wife likes having a plug in her while I'm fucking her but because she is so small (even at age 60+ and two kids), there's too much pressure on my urethra if we're doing missionary. Believe it or not, we struggle trying to "match up" when trying to do doggy style. :cry:
 
It wasn’t really by accident, but it did take some communication. I explained it to her that it doesn’t feel good the whole time and I’d get quick sensations when she hit a spot and then it was gone. So the next time she pegged me she did it slow and told me to tell her when she hit the spot. I’d tell her when she hit the spot and finally she figured it out. After a couple of minutes of her hitting the spot it changed. She said she knew because I made a moaning sound and I grabbed the bed. Then came the fluid, not squirts like when you ejaculate but gushing. With that came intensity like waves of it. It’s kind hard to describe felling But it was so intense there was something deep inside that convulsing It was kinda hard to breath and it was like waves. It might not sound like a good time but it was.

we did not know what to expect. It’s not like that every time But it is pleasurable every time. I did not tell her to stop and haven’t unless i thought something was wrong. And I have to thank my wife because she didn’t stop even tho it hurt her back.
Wow! Thanks for sharing.
 
I think a lot of women get pleasure out of pegging. Like Bianca mentioned his wife has a massive orgasm. Sure you can get a strapon with a vibe attached, that may help. I think it also depends on the strapon she selects--make sure she selects it and feels comfortable with it--and how it sits on her crotch.

I think another part that is very important is attitude. It is not easy to describe but it has to be an event or scene for her pleasure, not yours. If she takes it on and something for her and her fun, she will relax more, concentrate on her pleasure, and find it easier to orgasm. That might include you dressing differently, doing a position she likes vs one you enjoy, etc.
ES

My wife enjoys pegging me. There are many aspects of it that she enjoys. Its a big mind thing with her. It ties into other aspects of our relationship, she likes the control the dominance of being the penetrator and the overall eroticness. We have things that vibrate for her but don’t really use them while pegging. She enjoys the visuals and the intensity of being the penetrator but when we add a vibrator it becomes a disconnect. She trying to fuck me and chase a orgasm from the vibe and the two don’t always go together.
 
I always see the post about using a strap on on a man, but do any of you make him submit to it by having him suck it also?
I suck my wife’s strap on often. She got herself a large packer that she wears. For months after she got it, it was always in my face. I’d be sitting in my chair drinking coffee in the morning and Bam! It would be slapping my face.
 
My wife enjoys pegging me. There are many aspects of it that she enjoys. Its a big mind thing with her. It ties into other aspects of our relationship, she likes the control the dominance of being the penetrator and the overall eroticness. We have things that vibrate for her but don’t really use them while pegging. She enjoys the visuals and the intensity of being the penetrator but when we add a vibrator it becomes a disconnect. She trying to fuck me and chase a orgasm from the vibe and the two don’t always go together.

I completely agree. I think a big part of the woman having an orgasm during pegging has to do with the scene and what is in her head. I had a gf that really enjoyed being in control of the thrusting, the pace, and the climax. She loved the look of my
ass and especially enjoyed looking down to see her dildo slide in and out. There were physical turn-ons, but a lot of it was mental.
ES
 
I completely agree. I think a big part of the woman having an orgasm during pegging has to do with the scene and what is in her head. I had a gf that really enjoyed being in control of the thrusting, the pace, and the climax. She loved the look of my
ass and especially enjoyed looking down to see her dildo slide in and out. There were physical turn-ons, but a lot of it was mental.
ES
Yes it’s very mental for my wife. My wife also likes to watch her cock open me up and slide in. Even now after many years of pegging me she still enjoys the sight.

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A bump to this thread! I think there are plenty of women out there like your wife who enjoy the visual part.
ES

I know my wife likes multiple aspects of it. I also think there are more women than you think that would be interested in trying it.

We have friends and some of them know about our sexual activities. I’d say I think most of them would try it if given a chance.

I also i think people would be amazed to know who does what. I actually met my doctor at a munch. I was online looking for a doctor at the facility I’d be going to and I recognized her. small world.
 
The sight of my Mistress with a strapon cock gives me that oh so delicious craving. ”Come here bitch” are words more powerful than I can resist. Being gender fluid……..omg…..my femme becomes a transport….cock sways,, dips….
”Use your mouth as a cunt, lips, tongue, throat” she reminds me…..always with a smirk.

Getting thoroughly fucked, spanked, verbally abused….heaven. I just love it.
 
So, as a guy, yes. I've been pegged. Multiple times. And once we found our groove, it was fucking awesome.

Prep is always key. I'm a clean freak and invested in a shower attachment to clean out before playing. I also really like using buttplugs and am usually plenty ready by showtime.

She loved it when I told her I wanted to try it, especially after I told her I had bottomed for guys in the past while I was experimenting. Shes pansexual like me and leaned hard into her androgyny and told me she fantasized alot about having her own cock.

There was an adjustment period while we found out what we were doing and figured out our toys. Good, heavy leather harnesses are expensive, but you get what you pay for. Toy size and material is a personal choice and we went through a few until settling on a favorite.

If you've never tried it, it's definitely worth your time.
 
When I first started pegging him I wasn't into chastity yet, he just bought me a strap on. That was fun. To lay him on his back in bed. lube his ass up and fuck his ass and stroke his cock till he came. The strapon he bought me had a little nub to penetrate me, but that wasn't enough. It was mostly for him, even if I did rub my clit till I came.

Now it's nice to play with him and he hasn't ever cum from being pegged hands free. I guess I might have more practice to do.
 
When I first started pegging him I wasn't into chastity yet, he just bought me a strap on. That was fun. To lay him on his back in bed. lube his ass up and fuck his ass and stroke his cock till he came. The strapon he bought me had a little nub to penetrate me, but that wasn't enough. It was mostly for him, even if I did rub my clit till I came.

Now it's nice to play with him and he hasn't ever cum from being pegged hands free. I guess I might have more practice to do.
Practice makes perfect.
 
I’m glad to see this thread cum back to life… it was quiet for a while. I’m learning a bit how to cum hands free from penetration only. It’s taken some work, but the first time I came hands free was mind blowing.
 
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