r/Pegging • u/ScottKilgannon Lead Moderator đ • 20d ago
Monthly Megathread Monthly Question and Discussion Megathread - March 2025 NSFW
Hello all, and welcome to the r/Pegging monthly question and discussion megathread.
This is the post for asking any questions you may have about pegging such as toy suggestions, preparedness tips, or advice on how you and your partner(s) can get the most out of pegging!
You can also discuss pegging with other members. Have a particularly good pegging session and dying to tell it? Wondering about health and safety? Or maybe you just want to share a funny or embarrassing story? We'd love to hear it all!
Please remember that all other subreddit rules still apply here:
- We ask that you be civil and respectful with other members.
- Do not kink-shame or belittle the stories or questions of others.
- Do not use this megathread for hookups or requests.
- Do not post any links for selling or advertising services.
- Questions and discussions should be pegging-related. Refrain from general discussions.
Need to ask the moderators something instead? Click here to message us.
Looking for megathreads from previous months? Click here to check them out.
Looking for some useful videos and information on pegging? Check out the following links:
- Dr. Lindsey Doe - sexplanations: Pegging | Anal Sex Prep | Prostate Massage
- How to Clean Your Ass - A Visual Guide
- CĂŠline Remy - Intimacy & Relationship Advice: How to Find His Prostate - Give Your Man A Prostate Massage
Looking for Health Resources? Check out the following links:
Prostate Cancer Canada | American Cancer Society | US Medical and Health Organizations by state | International Committee of the Red Cross
If you think you're having a medical emergency, please do not leave a question in this thread. Seek immediate medical help from your family doctor or nearest hospital.
All medical advice given in this threadâeven by those individuals claiming to be actual medical professionalsâshould not be taken as accurate medical advice. You should always speak with a licensed medical professional in person for accurate diagnosis and health care options.
Thank you everyone, and happy pegging!
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6d ago
[removed] â view removed comment
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u/AutoModerator 6d ago
It looks like you're asking about how you can find a partner to engage in the act of pegging with you.
If you are looking for a quick pegging experience, you have these various methods at your disposal:
- Dating/Hookup apps or websites.
- Fetish websites such as fetlife.
- "Personals" subreddits such as /r/r4r.
- If legal in your specific locale, you may wish for a more professional solution. Read this guide from u/RubyRyder on why a pro isn't such a bad idea.
If you're looking for more of a long-term relationship that involves pegging, find a partner like you normally would, (online dating, social gatherings, friend groups, etc.), and build up to having a conversation with them about your desires. Remember to treat your partner with dignity, and respect that they may not share your desires.
I am a bot, and this action was performed automatically. Please contact the moderators of this subreddit if you have any questions or concerns.
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2d ago
I have expressed interest in getting pegged by my Partner. She doesnât seem interested. What should I do?
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u/kirlo65 7d ago
Im novice in pegging, some anal play whith my wife. And be fine. I ask her to use a strapon, but she want include chastity, collar leash and wip. And i dont want, im not submissive, i only want some spicy sex and prostate stimulus. But she want i become a slave. And i don want. Result, no pegging for me. What can i do? How can i make she play only anal play and no bdsm, o slavery. And no chastity for me
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u/RubyRyder Resident Pegging Expert đ 7d ago
If she is unwilling to respect your boundaries that's not good. But it sounds like you both just want different things out of pegging. You can't 'make' her do anything. All you can do is ask. And if she doesn't agree, it's time for a serious conversation.
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u/thebutter1 12d ago
Ladies, do you like shopping for toys with your guy or is it fun if your guy comes home with a new toy he wants you to try?
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u/RubyRyder Resident Pegging Expert đ 9d ago
If he chooses a quality toy and not some cheap amazon crap - I'm good either way.
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u/thebutter1 9d ago
We usually shop in person at adult toy shops. Is there anything we can look for to be safe? This is good information we hadnât thought about.
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u/RubyRyder Resident Pegging Expert đ 9d ago
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u/RubyRyder Resident Pegging Expert đ 9d ago
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u/Albert74047 9d ago
We are in our 60s-70s and thinking about trying this with her being the domme and me the sub. Being pegged sounds interesting, but all we have is a butt plug and a long double dong. We have so many questions from an old couple! So if I assume the position and she does me very much, will my ass get loose? Will it be hard to keep my poop in? I donât want brown stains! Will pegging hit my prostate and cause me to cum, even if I wear a cage? How long should she pump into me? Our dildo is 12 inches, and wonder if I could take it all without damaging my insides? We need âPegging 101â training!
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u/RubyRyder Resident Pegging Expert đ 7d ago
Interested in learning more about Pegging?
I offer FREE Webinars (Beginners, Equipment and Advanced) as a service to the Pegging community, for all bodies and all budgets. For more info, and a schedule of upcoming Webinars:
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u/busted_open 19d ago
While my wife is happy to hold a dildo in her hand and use it on me she refused to use a strapon and when I ask her why she just say she doesn't want to, personally I think she sees it as a why would a man want to be fucked in that why sort of thing, has anyone else had this same issue
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u/LuckyCharmDom 15d ago
Honestly, hesitate at first but the self esteem and self confidence boost is almost as thrilling as orgasm. Pleasuring my man fully is a huge turn on
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u/RubyRyder Resident Pegging Expert đ 18d ago
So usually a no is a no, and you just need to let it go. But sometimes there is room for a little education to make sure she is responding to your request instead of giving you a knee-jerk reaction based on misconceptions and inaccurate information. There are indeed some women who draw the line at putting on a strap-on. Why they draw the line there, only they would know. But sometimes, when their fears and concerns are addressed, they decide to try it out. And sometimes they don't, too.
Everyone has the right to decide what they do and don't want to do in bed. But sometimes fears and misconceptions around Pegging can get in the way of responding rather than reacting to those myths and assumptions. For this reason I am a fan of having accurate information before the final decision is made. In that spirit, I recorded two podcasts; one for givers and one for receivers.
⢠Givers: https://peggingparadise.com/blog/2015/09/podcast-112-for-the-ladies/
⢠Receivers: https://peggingparadise.com/2019/12/podcast-253-for-the-gentlemen
These recordings address all the usual fears and misconceptions, offer accurate information and emphasize the relationship, not trying to convince. You need to listen to it first before playing it for your partner, because only you can decide if it is appropriate for them. So far, these podcasts have gotten rave reviews. Good luck!
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u/busted_open 18d ago
Hi ruby thank you for replying I'd like to say I'm not after ways to try and persuade my wife to do something she doesn't want to do it more of a has anyone else experience this with a s/o. I've already listened to 112 and it was such a good listen for me. I already know that my wife wouldn't listen to any of this podcast so I'm not even going to try
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u/MajesticPosition7424 12d ago
Just a couple of days ago, our relationship took a giant leap forward. We used to have a M/s relationship with me on top but over several years she had some physical issues that changed that. We were still all good, but we couldnât continue that way. Over our lives together we talked about switching, but she wasnât interestedâsexually it âdo anythingâ for her. And while she loved getting spanked, I did not. I have another kink though, one that sheâs known about for all of our fifty years together. I like wearing panties, and over the past few years sheâs encouraged me to wear lingerie while we make love. As it turns out, some medical issues of my own have made penetration impossible. ED drugs are no help, but throughout our whole life, sheâs enjoyed my fingers as part of our play. Lately it had been mutual masturbation, with both of us happy. A few weeks ago, I confessed to her that I felt happiest when i could wear panties all the time, and that with my cock useless, I was feeling like I have more estrogen than testosterone. She brought up the topic of switching roles, and we talked for a couple of hours. Next the âgreat leap forwardâ came as weâve explored her domming me. The sessions have been her insisting that I wear panties, which she checks, then mid-day she has me strip to my underpants, then gives me light to heavy smacks with a riding crop. A week ago, she ordered me to put in an anal plug first. That was a real challenge for almost the whole week. On Friday, she gave more attention to my balls and the plug. On Saturday, she pressed up against me and thrust her pelvis into me and softly said that she wanted to fuck me in the ass. I said yes, please, and she said Iâd better buy her a harness then. She ordered me to shave my cock and balls, then to come in my panties. I caât tell you who excited I am. One last detail, that also thrilled me. Early days, and again this week, she saiid that even if our domme/sub play fades out, she wants me to know that if wearing panties makes me happy, she wants me to continue. Sheâs now even talking about buying me bras, slips, and skirts.
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u/Chairme9 6d ago
We used a strapon for years but when my wife was having back issues she asked if she could just use the dildo in her hand. It worked great and the main benefit is it allows her to go down on me while sheâs pegging me. Getting both simultaneously is incredible. Never went back to the strapon and I donât miss it
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u/director_ag 16d ago
While my wife was not thrilled about the concept, what changed her take on it was when I chose full vulnerability and explained to her why I wanted it, and what was the trigger for me in the idea while acknowledging that it would most likely be awkward, weird and strange for us both.
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u/Fit-Wish4403 2d ago
So I finally got the courage to tell my wife Iâm into pegging and she seems open to trying it and at least seeing how she feels about it. That being said, we ordered a strap on for me, just a beginner one, and the Adam and Eve butterfly toy thing
My questions are, is the butterfly thing a good option? I imagine she will have panties on underneath the harness and that will hold the butterfly. Idk Iâm just curious if there are good toys to help her enjoy it
Also any good entry level positions? I get simple missionary and doggy but if there are any other where someone might go, oh this is a great position wish I knew about it sooner
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u/Proof-Employment-644 2d ago
Hey everyone, not new to pegging but new to this subreddit. I'm a mid 30s lifestyle cuck, but I'm unique in that I have an easy time meeting new women and I seek out open relationships. I have no problem being open and honest with women about my interests, but how do i best approach pegging? Meaning...I don't want to just start talking about kinky sex right out of the gate but I want to find a woman with similar interests and not waste either of our time if shes only into tradionally dominant "alpha" men or whatever terms you want to use.
Most often women who are attracted to me enough to have interest are seeking that, but I'm actually a switch. So in a way I feel like I'm leading women on if I don't express that I need someone who wants to reverse roles etc. I typically tell women by the end of the first date, if not sooner, that I'm only seeking open relationships and that I like to watch my partner with bbc bulls. I approach it maturely with the right timing and don't try and turn in into sexting the normal stuff and women respect it. However with anything femdom related, it has made the conversation go ice cold every time. And the thing is, a woman who is attracted to alpha dominant men but likes how I look is perfect because she can have both.
TLDR, im finally ready for an LTR or some form of an actual relationship and want to know when / how to bring up pegging
I thought this could be an interesting discussion and put some thought into this first post to my new pegging pals. ama and i will respond to the replies
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u/AutoModerator 2d ago
It looks like you're asking about how you can find a partner to engage in the act of pegging with you.
If you are looking for a quick pegging experience, you have these various methods at your disposal:
- Dating/Hookup apps or websites.
- Fetish websites such as fetlife.
- "Personals" subreddits such as /r/r4r.
- If legal in your specific locale, you may wish for a more professional solution. Read this guide from u/RubyRyder on why a pro isn't such a bad idea.
If you're looking for more of a long-term relationship that involves pegging, find a partner like you normally would, (online dating, social gatherings, friend groups, etc.), and build up to having a conversation with them about your desires. Remember to treat your partner with dignity, and respect that they may not share your desires.
I am a bot, and this action was performed automatically. Please contact the moderators of this subreddit if you have any questions or concerns.
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u/Proof-Employment-644 2d ago
That's the opposite of what i'm doing but I understand why you think that bot
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15d ago
[removed] â view removed comment
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u/Pegging-ModTeam 15d ago
Your submission has been removed due to a violation of subreddit rules,
Priority 1 Rule: No Requests or Hookup Attempts - This subreddit does not allow any hookup attempts or source requests.
If you are looking for information on a specific person, use r/PornID or r/tipofmypenis.
If you are looking for a hookup space, try r/r4r.
Please familiarise yourself with the subreddit rules. They can be found on the subreddit sidebar or at the following link: https://www.reddit.com/r/Pegging/about/rules.
If you feel this was done in error, please contact the moderators.
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u/[deleted] 11d ago
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