r/StraightPegging

ā–² 557 r/StraightPegging+1 crossposts

Gf came while pegging me

Recently separated from my gf who was my first partner I expressed my interest in pegging, which she also had never done before. After trying one night, we both just unlocked a new kink we enjoy and that led to about a year of pretty regular pegging. We had many amazing times and it was such an awesome feeling knowing I finally had a partner I could share that with. Well shit happens and we are no longer together. I was quite disappointed that I was gonna have to start that search all over again. After splitting with my gf who was the one before my most recent, we had some casual conversations and the topic of pegging was brought up some how and because we weren’t together anymore I felt there was nothing to lose and told her I had wanted so bad to bring it up her but was too scared to. She said she wished I had because she would’ve absolutely tried it. Well we’ve been hanging out the last month and about a week in she asked if I’d let her peg me. I couldn’t say yes fast enough! I coached her through it and she was an absolute natural. Again I was worried if she’s like it or not, and she said she wasn’t expecting to find it so hot and although worried that she didn’t do a good job, she loved it so much she almost came from it. A few nights ago was our third time pegging and the absolute hottest fucking thing happened. As I’m bent over in doggy, I start hearing her begin to whimper and moan a little, I looked back at her and asked ā€œare you about to from fucking me with your cock?ā€ Before being able to answer me, she grabs my hips tighter, thrusting harder, moaning louder, and screams ā€œI’m cumming!ā€. I was so turned on by the fact that she just came from only pegging me, and nothing else. So naturally I came immediately after her. I’ve never experienced anything so sexually incredible in my life. I promise you after that I have zero doubts if she’s telling the truth if she likes it or not! I have no other option but to rekindle our flame and marry this amazing woman!

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u/ChipmunkNo2363 — 28 minutes ago
ā–² 55 r/StraightPegging+1 crossposts

Genuine question for women who peg

Do you genuinely get off on it ? As in orgasm ?

And how many of you are into degrading your man while you peg him ? Calling him fa**ot , bottom boy, sissy, having a small clit, or how other men are better than him etc ?

I posted here asking how to get my wife to peg me, but couple of nights ago while watching her gay porn in bed ajd mutually masterbating, I finally got the courage to encourage her to degrade me a little. Told her how hot it would be for her to go see other guys while I'm getting fucked by other men etc (that latter part has always been her fantasy for me)

To my joy she actually responded back, how hot it would he how it turns her on to have a boyfriend while I get used by other men etc.

Needless to say had the strongest orgasm in years.

But now I'm wondering: do women genuinely get off on stuff like that ? Do you? Or do you just play along to get him off?

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u/PaleRefrigerator5044 — 42 minutes ago
ā–² 48 r/StraightPegging+1 crossposts

Guys, does your girl help you shave your butt? 😁

Hi all, we're a couple in our late 20s. When im starting to get hairy down there, I ask my girl to help with trimming. I like to have a smooth butt and its hard to trim alone. Sometimes I feel a little embarrassed asking becuase it doesnt feel like a very "manly" thing to do.

I lay down on the bed, give her my little electric trimmer (philips one blade, would definitely recommend) and leave her to it.

I find it to be one of the most relaxing and intimate times ever. It requires having full trust in her. Ill be in some vulnerable position, while shes focusing on getting every little hair. We'll just be doing pillow talk about anything. It feels so relaxing, getting pampered like that by the one you love 🄰. Every time, we both love it and it makes us feel super close.

It got us both thinking, do other couples do this too?maybe waxing? Or are we just a little weird? 🤭

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u/Unlucky_Variation_54 — 1 hour ago
ā–² 25 r/StraightPegging+1 crossposts

My wife just thinks any anal play is just weird. It’s quite annoying that she doesn’t understand how much pleasure men can experience šŸ¤·ā€ā™‚ļø

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u/Hopeful_Treat620 — 1 hour ago
ā–² 2 r/StraightPegging+1 crossposts

Is pegging a good thing?

This is question to man and woman. I am M25 and with my wife are practicing pegging from time to time. We went through a lot until it became good, but I always wondered is it a good thing?

We are doing it in a really romantic way. She always respects and we talk to each other, but it is not a regular sex where I am going in her (you know what I mean) and I was thinking is it ok thing to do. Sometimes I really want her to peg me, but this question stops me. I used to think that it is a normal thing and I completely trust her by giving her to peg me as she trusted me when we met.

So my question is what is your opinion about this. I don’t mean the awesome emotion, but is it the same connection as a regular sex. Is it healthy for the relationship? Is it a man thing?

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u/ThisIsFineWithMe19 — 1 hour ago
ā–² 5 r/StraightPegging+1 crossposts

The road to pegging

After many years of secret, solo anal play, I told my wife about my interest and desire to integrate it into our relationship. To my surprise she was far more open than I could have imagined. That night we had a mutual fingering session in the shower and it was incredibly intense and enjoyable.

Looking forward I’m trying to understand how people graduate up to pegging, and what that transition looks like. I’m still very early in this process, but I am 100% sure that I want to further integrate it into our relationship. The thing that jumps out to me is the transition from introducing play to pegging seems quite long and winding if your partner wasn’t already secretly desiring it either. I also only said that I would be fine to try it, instead of actually wanting to have that experience with her, but I fear it will be way too much to throw that onto her anytime soon.

Looking for any advice and perspective from those that have navigated this before!

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u/blackeuphoria2x — 29 minutes ago
ā–² 11 r/StraightPegging+1 crossposts

Clone a Willy

I recently bought a clone a willy just to see the outcome and was impressed how it turned out. After seeing the outcome I went out and bought supplies to make my own again with better silicon to make a peg. Has anyone here ever tried that before? If it works I will find out what I put my wife through lol

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u/blackeuphoria2x — 1 hour ago

strapless worth it?

for the people who have tested many many toys, are strapless dildos worth it (for both people)?

Visually I think they might be janky and slip out of the woman constantly, is there a geometry/shape that works better when choosing? I was thinking about that because I'd like my gf to enjoy herself a bit more while we're at it

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u/switchin_switch — 1 hour ago

Pegging days are over

I really have enjoyed reading all the success stories here and always look forward to reading new posts. This is such a great resource for people to learn. That being said, my days of pegging have officially ended.

We had a dead bedroom for a while then about 5 years ago, on a drunken night on vacation, we decided we wanted to try pegging. She ordered stuff and a few days after we got home, we started our journey. We both loved it and I loved that she was excited about sex again. We did it about once a week and it was our primary sexual activity.

About two years ago she moved to another state to take care of her mother who was dying of cancer. After her mom passed, she went into a deep depression. She has remained living in another state due to life's circumstances, with the intention of me eventually moving there. We tried pegging a few times after her mom passed, but I could tell she wasn't into it like she was before. We mutually decided to stop until she was in a better place mentally.

It's been over 9 months of no sexual activity. I never pressured her for it because I wanted her to be the one to initiate. Well about 5 days ago, she told me that she's gay and wants to separate and eventually divorce. I was and still am in shock. She's the love of my life and there will never be another. I'll never have sex again including pegging. I don't even know how to continue. I'm in my 50s and we've been married over 20 years. Just know that I'm very jealous of all you peggers and pegees out there.

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u/Tobepeggednomore — 9 hours ago

Help with introducing ass play eventually

My (22) fiance (23) is very much a vanilla girl and has had no prior sexual experience; I on the other hand really miss ass play and want to incorporate some form of it to eventually reach pegging. I don't think I can really communicate this with her and was wondering if there's any game any of you can recommend for me to introduce it to her. She's touched my butt before and I reacted quite well so I figured if there's something that would explicitly instruct us to do something like that it would be fine and she might be open to trying.

If not, do I just one day try eating her ass to see how she likes it? Please help me out here y'all, I'm at a complete loss.

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u/Spiritual-Luck-220 — 5 hours ago

Receivers- is getting more sensitive a normal thing?

My wife has been pegging me for a few years. At first, it was something I was just curious about, mostly for the connotations. For the past 6 months though, we have really gotten into it (my birthday gift request was to be pegged, and we have been doing is constantly since that week). She is pegging me almost every day (I am a very lucky boy).

In that time, I am becoming more sensitive to the pleasures of pegging. I have full-body prostate orgasms almost continually now. For example, I ALWAYS cum now with her first insertion stroke. After that, I am pretty constantly having chains of orgasms. We played a game where I tried to count her thrusts in between orgasming, and I lost count before she hit 3. Again. I am a very lucky boy, to put it mildly.

Is this phenomenon ā€œnormalā€? I expected to become desensitized a bit from regular practice, but the opposite has occurred. Also, I think it is worth mentioning that my prostate orgasms only occur from her pegging me, when I prep I use a tapered wand, a dildo, and a butt plug to open myself up and that just feels ā€œkinda niceā€. When she pegs me, I whimper, cry, yodel, and make all kinds of silly noises as I constantly orgasm (we have a special ā€œscreaming pillowā€ for me so as not to upset the neighbors.

My fellow receivers, have any of you experienced something similar?

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u/Kindly_Internal1696 — 13 hours ago

Keeping clean with a longer toy

So I’ve used anal toys and had some experience with pegging, I always prep in the shower and will penetrate with a finger when washing to make sure everything is clean and prepped, I’ve douched a few times as well. Never had a problem with being clean / the dildo staying clean but we have just bought a longer dildo to use. I used it solo the other day and did all the usual prep but there was some mess on the dildo when I removed it. Worried that with longer toy my usual prep isn’t enough. Any advice would be really appreciated (apologies this is a bit gross but just looking for genuine advice)

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u/Apprehensive_Clue656 — 15 hours ago

is it possible to find a guy into pegging?

i live in the midwest! i am bisexual f18 and the only sex i seem to be interested in with men is me pegging them.. this has been a major kink of mine for a long time. maybe it has something to do with the power dynamics? i am in my first year of college + would love to experiment. im not a hookup kind of person so id have to be dating the person. is there a certain demographic of men more likely to be into it? i dont wanna force anyone into it. any tips? is pegging as great as it seems? help a girl out šŸ˜­ā€¼ļø

edit: how do i ease into asking ..?

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u/According_Event_5034 — 1 day ago

Exciting times ahead, hopefully

I’ve been with my wife for 10 years, 10 very vanilla years. About 2 years ago I brought up the idea of her playing with my ass. She was very dismissive of the idea at that point. Told her no pressure, just wanted you to know what my desires are.

Every few months since then I’ve mentioned that’s it’s still on my mind. It was acknowledged but non committal yes or no. Always I’ll think about it.

About 12 months ago she started noticing that during handjobs the further she slid her hand down below my balls the faster I would finish.

About 6 months ago she agreed to finger me. Needless to say I was super excited. The anticipation level was through the roof. I was in pure ecstasy when she started just rubbing lube around. She barely put her hand on my dick when she started inserting the first finger and BOOM, immediate finish and the fun came to an end before it really even got going. I brought up the idea of pegging, again non committal either way.

I asked for it again the next few sessions but it just never happened, it was always maybe tomorrow.

2 months ago we went out of town. She’ll sometime let her inhibitions down while we travel and stay in hotels. She was willing to finger me again, but in the shower. Water in our eyes, lube all over the floor. Legs shaking from trying not to slip slide everywhere while keeping a position that was access friendly. As you may guess it was not the most pleasurable experience but was enjoyable.

I’ve asked for it again without being in the shower a few times with no luck. She’s not a germaphobe but the idea of using fingers seems to weird her out. I suggested using toys we already own and the response was always maybe tomorrow. Tomorrow never comes.

Sent some search results and articles on pegging earlier today with a better than expected response of it’s not to horrible sounding. Asked if we could do some shopping later and pick out a strap on to use and got a yes commitment. Not gonna lie, my heart fluttered and dick twitched a little bit. We browsed through lots of options and she immediately narrowed in on one she liked and asked me to order it.

My desires from the past few years may finally be coming true in the near future. I am hopeful that she will also find enjoyment out of it so it’s not just a one and done experience.

What tips, tricks, or words of advice would you have to help ensure it’s an enjoyable, memorable, fun time for both of us?

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u/bunnyfuckerfarm — 22 hours ago

First time getting pegged

Wife and I are talking about this. Just had our first prostate toy session together and it was incredible.

Any toy recommendations? If they have something that could work for both of us at the same time that would be fantastic. Something to enter me while she can grind herself on something that vibrates?

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u/CartoonistOdd1348 — 1 day ago

My Advice - Peg only when your ready

Due to our family schedule, my wife only pegs me when the kids are in school and we are both off from work which doesnt happen often. Yesterday, we were off and she was good to peg me. Unfortunately I cleaned myself too many times because my body was fully cleaned. With the mix of too much water and then having a butt plug in caused an unpleasant leak of dirty water coming out of me when i pulled the butt plug out.

So for everyone in the room, definitely have fun but dont rush the prep. Otherwise it will be messy and potentially turn off your wife from pegging ever again. lol

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u/Waste_Neighborhood84 — 1 day ago

Pegging to humiliate men?

So I know that a lot of women enjoy pegging because they love pleasing their partners and/or enjoy being in a dominant position.

However, lately, I came across an individual who claimed that she was a misandrist and purely loved pegging to humiliate and degrade men :3. I must admit, I found the idea of getting pegged by someone who hates men incredibly hot.

I wanted to know if this desire to 'humiliate men' a common theme among women who like to peg or is it a rather rare kink? Any inputs would be appreciated.

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u/Patient_Nobody_3312 — 1 day ago

Ladies, does your man shave his body ?

I've used an IPL to remove all hair on pubes, butt cracked, butt cheeks, armpits, and thighs

Recently had to shave chest foe medical test and wife reacted very negatively . I know she's made some snide comments on my armpits amd thighs, but the chest just set her off, called me feminine etc

I know this isn't pegging per se, but I know a good subset of people here have talked about hair removal and pegging often goes hand in hand with feminization.

Does your man shave? What are your feelings about it ?

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u/PaleRefrigerator5044 — 2 days ago

Need tips for first time pegging my experienced bf

So as the title reads, I need some advice. My bf and I have been slowly inching further and further into anal play. I've always been interested in it but never had the opportunity, and he has been with some men, as well as been pegged by a couple women.

We've played a few times where I'd use my fingers or a toy on him, but last weekend we officially went out and got a strap. We're both sub leaning switches and whenever we've done anything like this, he prefers that I take the lead. I enjoy being dominant but it takes me a while to feel comfortable enough to do that with someone so I secretly don't always have the most confidence. I'm also absolutely clueless when it comes to the actual act of pegging and what to do as far as starting and pacing and things like that.

As for the dominance thing, so far Ive done stuff like spanking, digging my nails into his back while I have him bent over, he's been wanting to try more bdsm/bondage type things (which is my area of experience) so I got a flogger and some other stuff like that to introduce him to it. But I'm struggling with the verbal sense. I feel like a weirdo being dead silent back there but I don't know if it's weird to moan when I know that he knows I'm not getting physical pleasure? Or are there certain phrases I can say that are pretty baseline and standard? I know I could be asking him these things but I want to at least have some ideas instead of making him walk me through the whole thing.

As for pegging.. not a damn clue. I need all the advice šŸ’€ he's done it before and I don't wanna look like an amateur (even though he knows I am). I just want it to be an enjoyable experience and not make any silly first timer mistakes. We've got the proper tools, lube, and cleanup covered. I just don't know how to get started and don't want to risk hurting him bc Idk wtf I'm doing.

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u/Unique_Reception7020 — 2 days ago

Size up training

Hello everyone, I have a question that I haven't been finding many good answers to so I figured that I'd ask here and see if anyone can speak from experience.

My gf and I have been doing pegging for a while, we have a few good toys and all, but she wants to size up.

She said one of her goals is fisting me, and she's short so her hands are not too big, but either way I'm still trying to find advice on how to train/stretch properly.

I'm afraid of long term effects so I'd like to know if there's that risk and how to avoid it.

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u/switchin_switch — 2 days ago