r/RandomActsOfPegging • • 2h ago

M 4 F 24 [m4f] [chicago] - looking for a gentle domme for first time NSFW

1 Upvotes

im looking for a local partner to peg me for the first time! i’ve played with toys and plugs but haven’t been pegged (yet). i’m a sub and lean towards gentle dommes, call me a good boy and ill melt. happy to share other kink in dms if interested

physically im 6’2, white, and can share pics in dms! i can host or travel in chicago. if this sounds interesting pls hmu!


r/RandomActsOfPegging • • 5h ago

M 4 F 66[M4F] [NY] Peg a young looking tall in shape white male. I am also fine if you start off with toys or even give me a prostate massage. I am Long Island based and can host at motels on LI, in Queens or in Manhattan too but can also travel to you. NSFW

0 Upvotes

Peg or use toys or just milk my prostate. I love to cum multiple times and stay hard for a long time. I am wide open with it all as it feels amazing.

I mentioned bringing a friend because my number one fantasy is to be pegged by 3 woman who just want to gang bang me with their toys. I have been with two woman but just for regular sex and for pegging,

I will keep posting until I find a woman of any age over 18 who would want to peg my ass. I was last pegged 5 years ago and it's not happened since then. I know many woman are apprehensive due to my age. I know it's a long shot but if I do not post I do not even have a chance of this becoming reality.

I am white, 6, 205, well educated, totally straight, non smoker, dad body, very thick cut mushroom head cock with shaved balls and I am shaved down to my anus. I still get it up 3X and am very skilled orally. If you want me to pleasure you I am fine with that but if you only want to peg me I will not complain as I just love how it feels. It's a real treat to be pleasured this way because most woman do not want to particularly due to my age, but even when younger most women I knew were not into it. Trust me I am fine not fucking you or eating your pussy out, but if you want to have sex as part of pegging me I will totally enjoy it too. However I am posting to be pegged and hot having sex. but if I do that just makes it more fun.

While I am on Long island i can host at motels on LI, in Queens and Manhattan too, but it will take more time to figure out where. You can be of any ethnic background or body type.


r/RandomActsOfPegging • • 21h ago

M 4 F 26 [M4F] [London] - Sub-leaning switch looking for a gentle domme NSFW

1 Upvotes

Hey! I’ll be in London in 12th November and would love to meet an open-minded woman who enjoys taking the dominant role with a guy.
A little about me: I’m 26, Greek, blond, and a switch who definitely leans more submissive. I’m especially attracted to confident women with a gentle-domme energy. I’m very clean and hygienic, take good care of myself, and I’m the kind of person who always likes to look and smell good.
I’m into exploring, teasing, taking things slowly and building anticipation. Some of my interests include edging, nipple play, feet, and other forms of intimate play. Pegging is something I’m particularly interested in exploring with the right woman.
I care a lot about chemistry, communication, cleanliness and both of us being comfortable. I’m not looking for someone to rush straight into anything. I’d rather chat first, see if we click, and go from there.
I’ll be in London in 12th November so if you’re there and this sounds like your kind of dynamic, feel free to DM me.


r/RandomActsOfPegging • • 1d ago

M 4 F 47[M4F][Massachusetts] looking for women to fuck me with a strapon NSFW

1 Upvotes

Hello I am looking for women that would like to fuck me with a strapon. I have never tried it but have been curious for so long. If there are any women interested ease contact me I'll be waiting


r/RandomActsOfPegging • • 1d ago

M 4 F 35 [M4F] [WNY] Had one of those weeks where I want to submit! NSFW

1 Upvotes

Hi! How are you? I hope you’re having a lovely week honestly. Mine has had some ups and downs and my nervous system just feels shot. I’m exhausted and I want to just kind of melt away and forget and there is nothing more that resets me better than a slow and sensual pegging session. I’m pretty normal and down to earth but I can say I have an absolutely gorgeous butthole and spreading it is one of my favorite experiences, hands down. The most enjoyable connections for me have been with older people and people who are newly curious and trying to explore more, but I am open to anyone, and all body types are more than welcome. Will want to build some trust and get to know each other but I can have a one track mind when my slut brain takes over! If this sounds like something you’re into, I would really love to talk to you more so reach out any time, please and thank you!


r/RandomActsOfPegging • • 1d ago

M 4 Any 26[M4A] [Georgia] Looking for fun NSFW

1 Upvotes

In South Georgia, not my first time but been a minute.


r/RandomActsOfPegging • • 2d ago

M 4 F 50 [m4f] [Leeds UK] looking for pegging partner NSFW

2 Upvotes

😘


r/RandomActsOfPegging • • 2d ago

M 4 F 37 [M4F] [Los Angeles] MARRIED man seeks pegging partner for longterm shenanigans NSFW

1 Upvotes

Putting the energy out into the world, hoping to find someone else on the same strange wavelength. Maybe you're in a similar situation, married and underappreciated, or single and don't want the full commitment of a relationship... But nonetheless want someone enthusiastic about pegging.

I've been anal-obsessed long before I knew it was a kink, and wish to share that fixation with someone receptive and similarly adventurous. I'm happy to speak with anyone regardless of experience, hopefully someone located in (or near) Los Angeles who wishes to eventually play in-person on a regular basis.

My own interests include fisting (both giving and receiving), pegging, wearing toys in public, enemas, speculums, object insertion, and so much more.

Me: tall, white, fit, happy to share a photo with serious inqurirers.

You: 21+, similarly height/weight proportionate, and adventurous at your core.


r/RandomActsOfPegging • • 3d ago

M 4 F 34 [M4F] [Germany] Ulm Pegging has been a fantasy for a while. Looking for the right woman to explore it with NSFW

3 Upvotes

I’m 34, from South Germany, and pegging is one of those things I’ve been curious about for quite a while but haven’t had the opportunity to explore with someone yet.

I’d like to change that – but I’m not looking to simply tick it off a list.

What appeals to me is the dynamic around it: trusting a woman enough to let her take the lead, the vulnerability, anticipation, playful control and discovering together what we both actually enjoy.

I’m 180 cm, around 82 kg, with brown hair and eyes. I’m active, a software engineer, and generally calm and initially a little reserved. Once I’m comfortable, I’m affectionate, playful and much more open. I’m happy to exchange SFW pictures once we’ve talked a little and there seems to be mutual interest.

I’m a sub-leaning switch and relatively inexperienced with kink in practice. Confident women definitely appeal to me, particularly someone who enjoys taking the lead while still communicating and paying attention to each other. You don’t need to be an experienced Domme, though. A switch or simply a curious woman who thinks exploring this together sounds exciting could be just as good a match.

And while pegging is obviously the reason for this post, I don’t want the experience to revolve entirely around me. Your desires matter too. I’d genuinely like to know what you find exciting about the dynamic and what would make exploring together enjoyable for you.

I’m open to other shared interests and kinky curiosities as well. I’d rather discover where our overlap is naturally than arrive with a long checklist of things that have to happen.

I’d prefer to start by chatting, getting to know each other a little and exchanging SFW pictures if we’re both comfortable. Chemistry, trust and mutual attraction matter much more to me than rushing toward a meeting just because we happen to share one fantasy.

If you’re somewhere around Ulm or reasonably reachable within South Germany and the idea of exploring this with a curious first-timer appeals to you, tell me a little about yourself – and what makes the idea interesting from your side.


r/RandomActsOfPegging • • 3d ago

M 4 F #27 [M4F] [CHATTANOOGA] looking to be pegged NSFW

1 Upvotes

Been pegged before just didn’t really seem they was into it as much as me. Want someone to really be passionate about it! Thanks in advance


r/RandomActsOfPegging • • 3d ago

M 4 F 35 [M4F] [Cleveland] Seeking Pegging NSFW

1 Upvotes

35 m, slim/good shape/fit and just melt when a woman says she wants to peg me. Must be 18+.


r/RandomActsOfPegging • • 4d ago

M 4 F 32 [M4F] [Boston] - Begging for a Pegging NSFW

2 Upvotes

Hey there,

I’m a 32-year-old Boston-based tech guy, 6’2” with an average, fit build. In my everyday life I’m pretty clean-cut, thoughtful, and reliable. Lately, though, I’ve found myself getting more and more curious about what it would feel like to let a woman take the lead.

I’ve been thinking a lot about pegging. There’s something that draws me to the idea of being slowly prepared, bent over, and guided through that kind of vulnerability. I get a little shy just writing it, but the thought of being taken carefully at first and then more deeply, until I’m trembling and soft under you, keeps coming back to me. I’m not sure how much experience I really have with any of this, so I’d love someone patient who enjoys showing me.

I’m also curious about other things that might go with it:

Spending long, devoted time worshipping you with my mouth and hands

Being firmly bound and restrained so I’m helpless and can only feel what you do to me

Impact play — spanking, flogging, or the firm, repeated sting of your hand

Being edged and teased for a long time until I’m desperate, then overstimulated while I’m still completely under your control

Blindfolds that leave me in the dark and heighten every sensation

Soft verbal guidance turns me on too — quiet praise, gentle commands, or a little teasing while you decide what happens next.

I’m hoping to find someone who likes the idea of guiding a curious guy and helping him discover what he responds to.

Hard limits: no blood, no scat, no permanent marks, nothing illegal.

If the idea of slowly taking a somewhat shy, curious man and showing him how it feels to surrender appeals to you, I’d really like to hear from you. You can tell me about your style, what you enjoy about pegging or control, or any little scenario you’ve thought about trying with someone who’s still figuring things out.


r/RandomActsOfPegging • • 4d ago

M 4 Any 21 [M4F] [Texas] Sub looking for dom NSFW

1 Upvotes

21 m central Texas looking for a dom. Havnt had luck yet. Open to a lot but mainly looking for in person. Looking to experiment with pegging.


r/RandomActsOfPegging • • 4d ago

M 4 F 33 [M4F] [South Wales, UK] Will this work? NSFW

1 Upvotes

33 M from South Wales, UK. Tall, handsome average body type, fun personality and I am looking to be pegged. I have got some experience with this and would love some more. I’m looking for a certain kind of experience, an itch I haven’t been able to scratch yet! Connection with the person is key.

Bit of a Hail Mary on this page, hopefully there are some women lurking who are interested in my post and would love to talk and lead in to something fun!


r/RandomActsOfPegging • • 4d ago

F 4 M 30 [F4M] [North Carolina] - Anyone in NC looking to get pegged? NSFW

18 Upvotes

Looking to spice things up with some femdom fun. Ideally looking for someone interested in playing with a couple, but also open to solo play. Don’t care if you have much experience or not. If you are fit, fun, open minded, and between the ages of 25-40, feel free to message me:) I will probably ask for a normal SFW picture of yourself just to make sure there is mutual attraction so we don’t waste each other’s time.


r/RandomActsOfPegging • • 4d ago

M 4 Any 32 [M4F] [ohio] [bi] NSFW

1 Upvotes

seeking moderately aggressive dom who loves hairy vocal men willing to do most things but loves being pegged and will consider most anyone willing to host


r/RandomActsOfPegging • • 4d ago

M 4 F 25 [M4F] [SoCal, Fullerton] - Looking For A First Time Experience NSFW

1 Upvotes

This might be kinda wild, but…

Hey there! I’m a 25 year old, 6’2, 210lbs, East Asian male who would love to experience pegging! I’m actually a virgin in both sense, but have always been curious with experimenting with something like this! I’ve done some stuff by myself before, but I’d love if someone more experienced can show me the ropes 😅

Looks wise, I’m fairly average, albeit on the chubbier side. Im happy to send pictures and answer any questions if you have any!

Aside from the introvertedness, I promise I’m just a normal guy. Just no sexual experience from my side, and a bit (or maybe a lot) of nerves trying something like this for the first time.

As for hosting, I’d be happy to do either carplay or get us a hotel room, but I’m open to further discussion and planning. I’m open to drive, and am local to the OC area near CSUF. LA works as well, but if you’re located in SoCal in general feel free to let me know!


r/RandomActsOfPegging • • 5d ago

M 4 F 30 [M4F] [New Jersey] - Seeking a woman who loves pegging for a loving GFD/RR (gentle femdom/role reversal) relationship. Open to relocation! NSFW

3 Upvotes

Since I'd like to find a long term pegging partner (life long ideally), I'm including a lot about me so you can good idea if I'm really your type before messaging.

Age: 30. Open to women up to about 33.

Sex: MALE. Men, please at least read titles properly and stop messaging me.

Appearance: 5'8", long blond/brown hair, blue eyes, white skin, thin-fit body type. I dress almost exclusively in black if I can help it. I've been told I'm pretty good looking, but you can tell me whether or not I've been lied to!

Location: Central NJ. I'm open to dating and relocation within the US, but going international complicates matters. I'm not looking for a long distance relationship.

Looking For: The other half that I've been longing for. The love of my life and best friend in one. Not quite looking for a "domme", but a real relationship with gentle femdom/role reversal elements.

What I want in a partner: Kind, loving, trustworthy, understanding. Good sense of humor, emotionally intelligent, communicates well. I wouldn't ask for anything I don't give freely.

Non-sexual interests: Many of my interests fall into "nerd" territory. Games (video and tabletop), anime, music, art, sci-fi and fantasy stuff of all varieties. I enjoy a lot of RPG's, and some of my favorite game series include kingdom hearts, fire emblem, dark souls, and a fair few others.

I was pretty good at league but retired from playing it for now. My friend also got me into mtg some time ago, and I think it's pretty fun.

Personality: Cool headed, laid back, and kind. Mostly introverted. I flatter myself to think I'm intelligent and insightful. I do come equipped with a sturdy backbone, so please don't treat me poorly.

I’m also very reasonable, with a strong preference for peacefully resolving issues. You can expect little to no drama and good communication skills. I'm quite fond of the law of equivalent exchange, so fairness is a big deal for me.

Fun facts: I have a deep and sexy voice which most don't expect. I also really like cats. You will be sent many cat pictures. Like a lot. Forever.

Sexual stuff

Are you fully sub or a switch?: Probably a very strongly sub leaning switch. I find being the receiving (but reciprocal) partner to be uniquely fulfilling.

Are you only sexually sub only?: I really enjoy both the sexual and nonsexual aspects. I'm perfectly happy being your adoring subby boyfriend even in public, in case you're into PDA and flaunting that aspect of our relationship.

Sexual (and relationship) interests: I'm new to a lot of things, so this isn't an exhaustive list. I'm also fairly open minded and willing to try most things once.

  • Pegging (of course), prostate massaging, and "milking". Although my experience is very limited so far, I'm intensely curious about it and have really liked what I've seen. To the point that I'm looking here for someone to spend my life with.
  • Role reversal/gentle femdom are the big favorites! I really like having a partner that's assertive/aggressive/possessive in a romantic/sexual capacity. One who enjoys initiating intimacy and sex, and hugging/kissing/touching/groping me.
  • I'm perfectly happy with displays of affection and you taking the lead, whether that's holding me tightly in public and even being territorial, whispering in my ear that I belong to you and no one else, or you proposing to me and putting a ring on my finger. The idea of being a house husband is very appealing. I can even make you a sandwich from time to time!
  • Play wrestling/fighting. Having you win and pin me down while kissing me is incredibly hot.
  • Kissing/licking/biting (both giving and receiving) are massive favorites. Lipstick marks and hickeys all over my body are a huge turn on.
  • Cuddling, being held, holding you, spending time together. I love intimacy, and I'm extremely loyal and affectionate once I get attached to someone. You will be my favorite person ever and your happiness/enjoyment will always be as important as my own. I will always be there to support you.
  • Oh, and of course, the dirtiest, most vile, and disgusting fetish of all, handholding . I'm a sick bastard who tramples upon all that is good, I know.

Hard limits (non exhaustive): Scat, pee, blood, getting punched in the balls, cuckolding, chastity, permanent injuries, physical torture, cooking fish in the microwave…

Partner preferences: I'm a big fan of goth/alt/tomboy looks. Shortish hair is a big plus, somewhere between pixie and neck length. Height difference (taller than me) is very attractive, I like how "imposing" it can be. I'm also very fond of visible fitness/muscle tone.

As long as I find you attractive then it works for me, but my sense of attraction is unfortunately pretty particular. So these are (sadly) strong preferences.

Dealbreakers/Requirements: Similar interests are a requirement. Being able to enjoy my favorite things with my favorite person is something I dearly want in a relationship.

I do have an unavoidable preference for body type that I unfortunately can't get past, that being the thinner end of the spectrum when it comes to proportions/body fat. So lean/fit/muscular. PLEASE DON'T BE A SOCIOPATH, OR ACT LIKE ONE.

Potential red flags: I'm unfortunately contending with giga-depression and chronic illness. Both of which are unpleasant but not permanent.


r/RandomActsOfPegging • • 4d ago

M 4 F 23 [M4F] [New Jersey] - 6’2” looks like he runs the show. doesn’t. NSFW

1 Upvotes

Call me J. I'm 23, 6'2", based in northern Jersey, and I play club lacrosse on weekends. I work in finance. On paper, I'm the guy people assume will be calling the shots. I'm not, and I've been quietly sitting on that for a long time.

Here's the part I don't say out loud: nothing gets to me like a woman giving me an order. It started young. A teacher's stray "good boy" had me red in the face and trying to hide it, and it never really went away. These days it's a woman I barely know asking me to hold a door or carry something heavy, and me doing my best to look casual while my pulse does something else entirely.

The problem is the way I look. Most women take one look at me and assume I'm the dominant one in the bedroom, and I've rarely corrected them. I've had a few vanilla encounters and they were fun, but none of them scratched the itch. What I actually want is to be someone's blank canvas, to hand over control and see what she does with it.

I've kept this side of me hidden for years, and lately it's getting harder to ignore. So I'm finally doing something about it. This is my first time posting anything like this. I'm a little nervous, I won't pretend otherwise, but here goes.

A bit about the rest of my life, so you know who you'd be talking to. My weeks are pretty simple. I work during the day, lift a few times a week, and spend weekends either at lacrosse or with friends. I like cooking more than I admit, I'm a sucker for a good road trip, and I'm the guy who remembers your coffee order after hearing it once. I'm easygoing, I laugh a lot, and I'm much better at listening than talking about myself, which is part of why this post was hard to write.

What I'm looking for: a woman in northern NJ or close to it (I'll drive for the right person) who genuinely enjoys being in charge. She knows what she wants, and she likes the idea of an eager, obedient newbie to shape however she sees fit. Looks don't matter to me. This is a mental thing for me, and that's where the fire comes from. Sane, respectful, and safe is the entire checklist.

Ideally this turns into something long term. Bad day? I'm the one who climbs onto the bed and helps you forget all about it. I'm easy to talk to, a good listener, and I show up when I say I will. Past that, I'm about as open as it gets, short of anything illegal, and I'd rather learn what you like than follow a script of my own. I'm new to all of this, which means I'm a quick study and I take direction well. Whatever you teach me, I'll remember.

I'd also rather be upfront about what I need in return: honesty, clear communication, and someone who's comfortable talking things through before and after. Being obedient is the fun part for me, but I want us both to feel good about where things are going. If something isn't working, I'll say so, and I hope you'll do the same.

If this caught your attention, message me and tell me what you'd do the first time we meet. Picture me stripped down, waiting for instructions. What's your first move? Skip the one-liners. The replies that make me smile get the longest answers back, and I'm happy to tell you more about myself and swap pics once the vibe feels right.

Looking forward to hearing from you.


r/RandomActsOfPegging • • 4d ago

M 4 Any #35 [M4F] [Chicago] seeking gentle domme. NSFW

1 Upvotes

I have a bit of experience with prostate stimulation and I’m hoping to gain a bit more experience. Ideally would like to meet someone who won’t mind taking their time.

I can host on the Northside. Or travel to you if that’s what you prefer.

I have a few toys you could use on me , if I’m not mistaken , one of them are made for a strap.

Send a DM let’s chat.

Bipoc to the front.


r/RandomActsOfPegging • • 5d ago

M 4 F 33 [M4F] [Portland] Would love to get pegged! NSFW

1 Upvotes

That's Portland, Maine ftr.

So I best describe myself as a sub-leaning switch with heteroflexible tendencies. I've certainly explored and learned things I like sexually and this is a next step to try. Something with someone.

I want to try being pegged. I don't have much experience with others in general and I don't have much expectations other than to be safe, clean, and enjoy ourselves. I would love to hear your about your own experiences and how you like to play as well.

I'm okay with hosting or traveling within reason. I have difficulty meet people in my area in general so I kind of don't expect many replies from here. So if you're from Boston or Bangor or somewhere. I'll be down to travel there.

As for myself I am:

5'10"

185 lbs

Average/chubby/dad bod build

Shaved bald

Glasses

Short facial hair


r/RandomActsOfPegging • • 5d ago

M 4 F 25 [M4F] [Michiana] Looking to get ruined NSFW

1 Upvotes

Never been pegged before but have wanted to for a long time and have used toys in the past. I can host or drive to you if you are not that far.

I am 5'9", 140lbs, brown hair, and green eyes introverted nerd. This can be a one time thing or we can have a longer dynamic I am okay with both. Hope to hear from you


r/RandomActsOfPegging • • 6d ago

M 4 F 23 [M4F] [US New Jersey] - 6’2” looks like he runs the show. doesn’t. NSFW

2 Upvotes

Call me J. I'm 23, 6'2", in northern Jersey, with a finance job and club lacrosse on weekends. On paper I look like the guy who'd be calling the shots. I'm not.

Here's the part I don't say out loud: nothing gets to me like a woman giving me an order. It started with a teacher's stray "good boy" that left me red in the face, and it never really went away. These days it's a stranger asking me to hold a door or move something heavy while I try to act normal.

Most women take one look at me and assume I'm the dominant one, and I've rarely corrected them. The few vanilla encounters I've had were fun, but none of them scratched the itch. I want to be someone's blank canvas.

This is my first time posting anything like this, so yes, I'm a little nervous. Here's what I'm after: a woman in northern NJ (I'll drive for the right person) who genuinely enjoys being in charge, knows what she wants, and likes the idea of an eager, obedient newbie to shape. Looks don't matter to me. For me this is mental, and that's where the fire comes from. Sane, respectful, and safe is the whole checklist.

The goal is something long term. Bad day? I'm the one who climbs on the bed and helps you forget it. Beyond that, I'm about as open as it gets, short of anything illegal.

If this got your attention, message me and tell me what you'd do the first time we meet. Picture me stripped down and waiting for instructions. What's your first move? Thoughtful answers get the longest replies. I'm happy to tell you more about myself and swap pics if the vibe is right.


r/RandomActsOfPegging • • 6d ago

M 4 F 34 [M4F] [NC] need to relive it NSFW

1 Upvotes

Hey, 34yo 6’1” tall white guy in NC - I had an ex who pegged me a few times and I desperately loved it. I’m normally a Dom in kink, but it was so good. I’ve been wanting to reexperience it. Looking for a woman who’s down to peg. Also, of course, happy to provide reciprocation and get you out if you want it. My ex used to demand that after she stretched my ass, I have to get down on all fours and eat her out, if that’s something you’re into hit me up.


r/RandomActsOfPegging • • 6d ago

M 4 F 34 [M4F] [Lakeland, Florida] Bi Kinky Cutie Looking to be Pegged! 😋😘🤗 NSFW

1 Upvotes

Hiya! I'm a handsome hwp guy looking to please a special lady! I would love to bend over for you and let you have your way with me!😁 I have a strapon and plugs and make sure I'm squeaky clean. I am open to a lot of kinks! Anything else you would like to know, please ask! I'm in the Polk County area 😊. DDF and open to other types of play as well. 😉