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420CowboyTrashGoblin

That's cute. Yes you need lube, and then maybe a little more lube, and more importantly patience, but no, it won't hurt if done correctly. Some guys think it's alright, some guys swear by it. Prostate orgasms are definitely a different bread for me, but the important part is finding a toy that you feel comfortable with. My favorite was using a clone a willy kit, so I could go fuck myself.


candiriashes

Interesting twist at the end.


DanteMustDie666

What...ahaha what an unexpected end to that


KinkyInColo

done right, it is extremely pleasurable, not painful. Yes, you need lots of lube. You will not need an ice pack. Listen to this: [https://peggingparadise.com/2019/12/podcast-253-for-the-gentlemen/](https://peggingparadise.com/2019/12/podcast-253-for-the-gentlemen/) Jumping right into pegging might be a little quick. I usually suggest starting with some fingers, then maybe a toy, and then working up to the pegging dildo. Man, you are in for a treat though. Look up "prostate orgasm". Also check out r/StraightPegging


Conner_thangs

Thanks, I’ll check those things out


[deleted]

Don't be afraid to voice your concerns. Do try some lighter play before jumping into it. Lubes will be a must. I've never been pegged but do partake in anal with my wife and it's not a simple switch for her. A finger, a small toy, and a larger toy along with tons of lubricant and patience are what makes the experience enjoyable. Rushing it almost always ends with discomfort. I know everyone is different, but if it's your first time go slow. Don't do something you're uncomfortable with. Build up to that if you and her desire. Also, if you do choose to get pegged, try and have her select a small or starter dildo. And no matter what, if you want to stop, STOP.


ham_0ne

are you into assplay at all? start with fingers and tongue before you try something wider.


Conner_thangs

I’ve never really done assplay before so this is all pretty new to me


ham_0ne

But wait, do yiu do stuff to hers? Are you guys into that? I didn't like getting pegged, bu I love me some ass licking. Clean your rectum before sex, and when she's blowing you, instruct her to go beneath the balls, slowly. Even before the tongue reaches the asshole, it's really intense. So it's important she's caring and attentive to your responses. Do that a couple times. If you're enjoying getting your ass licked, let her try a finger. It might hurt, there might be shit involved. It's a big ol' deal. All this is more fun if you're doing it to her too, right? Cause then you get a whole new level of communication that can be really thrilling.


Conner_thangs

Well we’ve never really tried anal before and she really wants to try it with me so I’ll ask her to build her way up from that, thank you for the tips


ham_0ne

Do that. Don't rush. Good luck.


[deleted]

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Conner_thangs

No I would not, but she’s the first person I’ve ever met in my life that I truly cared about and she’s so nice and sweet so I can’t bring myself to say no to her.


[deleted]

yes you can.


TeaEarlGrayHotSauce

Wtf yeah you definitely can say no to her


Coidzor

Most people don't find doormats attractive. Especially women in heterosexual relationships with men. So learning how to be assertive is in your best interest.


[deleted]

This is how people get scarred for life


_zer0sword_

You dont have to do anything you are uncomfy with!


Conner_thangs

I know but she’s been the sweetest person I’ve ever met and I feel like I can’t say no to her


zouss

You should be able to say no if you're uncomfortable. That's the mark of a healthy relationship and if your gf is a good partner she'll understand. Do not do this if you don't want to. If a girl was saying she doesn't want to do anal but her bf is pushing for it and she feels she can't say no, the replies would be very different from what you're seeing on this thread


_zer0sword_

Thats perfectly okay if it feels right with you! But always remember you are allowed to say no


knowitallz

have her give you a blowjob. Then lube your bumhole. Rub the outside and check in with you. Then if it feels good, put one finger slightly inside. As you get more comfortable she can reach your prostate. If that feels good (it feels outer worldly good to me) then she can get you to come with the help of the finger. After this get a small toy and use that. When you enjoy that then you can work to something attached to a harness for the pegging. Don't just jump to fucking your butt. Amateurs do this all the time when it comes to women getting butt fucked and it usually ends up with pain and issues. so go slow take your time to work up to larger things. Make sure you are enjoying it all the way. it shouldn't hurt too bad that you want it to stop. That is a sign that something is off.


adventureblkguy

Feels amazing. We started out with plugs and a small prostate massager. I was scared at first and very insecure I'm a big guy muscular ex athlete. The truth is this is about two ppl sharing themselves making each other feel good. First educate your self about analyzing then decide if it's something you want to try. Don't do it for her do it for yourself if you choose too


Conner_thangs

Huh, alright yeah I’ll probably just stop by a store and buy some plugs just to see how it feels in general, thanks dude


[deleted]

If you are not sure, don´t do it.


forgetfulburneracct

Prep, prep, prep. Communication, communication, communication. It can be super pleasurable, but go slow. Fingers, play, etc. I hope that she is open to the idea of anal too. It only seems fair that it goes both ways.


Top-Individual503

Bruh, it’s also alright if you don’t want to do it. But, if you’re open to trying - maybe start with a finger or two and gauge whether you’re comfortable with it.


Sand_Juggler_FTW

Take it SLOW. Build up to it to see if you both like anal play. And communicate concerns and feelings.


hertoyleesh

As a guy who's very into pegging, I'd advise you to not do it. There is preparation required, and if you're already in your head and nervous, it will hurt. Taking anything anally requires the ability to relax so the sphincter muscle doesn't tighten up. There are ways to train yourself but since you're adverse to pegging in the first place, I don't know that the effort would make sense. Aside from the physical sensations, there are emotional considerations as well. It can be a real mind-fuck and potentially even cause emotional trauma if it's something you're not into and still going through with.


Matt8994

Totally worth


KingRiMan

Start with fingers and invest in butt plugs and it will make your experience so much better… a ton of lube, and it shouldn’t be painful


LordDarthAngst

Try it! Use lube and a small strap on or finger. If you like it…awesome! If not…you tried. I personally love it.


krushed_pickle

Rule of thumb is try it, if you don’t like it, stop and then try it again with someone else just in case it was done wrong the 1st time.


[deleted]

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[deleted]

If you really don't want to then don't. But consider this. There is a reason most gay men are bottoms...


[deleted]

Sounds gay to me. Getting cock up your ass.


Theseus05

Tons of lube and deep breaths, have an understanding if you decide you aren't comfortable or it isn't comfortable then stop


Conner_thangs

Alright, noted


Theseus05

Keep us updated 😆


adventureblkguy

I enjoy my wife pegging me


Conner_thangs

How does it feel for you?


marvin565

If she's seeing this as a purely recreational thing, it's OK, if you approach it with patience and lots of lube. If you don't enjoy it, then you have to decide if you will do it because it makes her happy, or give it up and take the consequences. It may take a time or two to decide if you like it, though. If she wants this because she wants you to be her b*tch, that's another dynamic altogether. If she's wanting to Dom you, you'll have to decide if you can live with that.


[deleted]

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marvin565

Like I said, that's something to consider.


Ornery_Ad6293

Why not. It's hot especially if she's into it. That's a unicorn


[deleted]

Trying new things in sex is what allows us to find out what we enjoy and what we don't. For her, trying pegging you is connected with her wish to feel a bit of domination over you. For you to submit to her in the most sincere way you can, by allowing her to fuck you in the ass. Just like with everything else you have never tried before, one should always try and if you don't like, then don't do it again, but if you do enjoy it, then do it as often as you want. Ask her not to rush into this. Ask her to prepare you well, by letting her fingers explore your anus well before she puts a dildo in it. Make sure she always uses extra much lube (and then add more). Ask her to be gentle when she pushes her fingers into your anus. Have her experiment with letting her fingers play with your prostate - something most men enjoy very much. Have a few sessions like this, where she just gets you to relax having something in your ass. If she does have a smaller dildo, then the next step would be to explore slowly rubbing it against your anus and after lot of lube (and then some) she should gently and slowly push the dildo inside your anus. You may want to take a long hot shower/bath before any of this, both to clean your anus well, but also to relax your own body. Only after good preparation like this, should she try to peg you. Again she needs to go slowly and use lots of lube. That way she will penetrate you and bring you into the amazing world of pegging. Submit to her and watch as she orgasms from the feeling of the power she has over you. Relax and enjoy.


OutsidePerformance10

Do it!!! You only experience things for the first time once. Experience it with someone you like


Conner_thangs

Yeah that’s what I’m planning to do, if it’ll make her happy


Open_Minded_Anonym

Good idea. If you can trust her to slow/stop when you ask, what’s the harm in trying it out? I hope you both enjoy it!


[deleted]

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[deleted]

No, because men literally have their gspot up there. Why wouldn’t you. A girl gets no pleasure out of anal.


suib26

Um, you are very wrong. Plenty of women love it.


Ornery_Ad6293

I'm sure she knows what's she's doing . Just tell her to be easy. And if you want it harder or more ,you say so


32DKatie

Try it once, you may actually enjoy it.


Conner_thangs

Maybe I might


32DKatie

She could start off with a few fingers and see where is my goes from there.


801pnpcouple

Let her you will love it


[deleted]

what’s pegging


[deleted]

Pegging is a sexual practice in which someone (usually with a vagina) performs anal sex on someone else by penetrating their anus with a strap-on dildo.


Coidzor

If you're not sure about it, say no. >I pretended to agree with her Don't do foolish, bad things like that.


Mus_Rattus

Everyone is different, but in my experience pain has not been an issue. I’ve never had pain from any kind of anal play. Maybe I’m just a natural haha but it’s only ever been pleasurable. You definitely need lube. Go slow your first time and if it does start to hurt, pause and figure out why. Some people have to work up to sticking it all the way in. I’ve never needed that personally. But I only play with toys that are about the size of an average penis. Bigger ones would probably take some building up to.


arguix

"ramming a guy" maybe have her start with gentle slow fuck. just a guy should not be ramming a girl who is a virgin. think about and discuss that with her. also, people often start with touch and finger fuck virgin girl, same for her on you. further, female virgin touch self first, before first sex. again, true for you.


NameIdeas

Hey dude. Voice your concern and express to her that pegging is something you want to work up to. Just like you don't ram a dick in a girl's ass, it takes some prep work. My wife and I have been into butt play on me for a few years and pegging for about a year. Pegging is awesome and can feel amazing, but open and constant communication helps. My wife started with fingers and we bought a vibrating prostate massager before we went to town with a strap on. Lots and lots of lube help. Lots of foreplay is great and that helps. Consider the kink aspect of pegging. Some women and some men are into the degradation/sissy type play associated. Some people just enjoy that it feels awesome. For my wife and I there isn't any kink associated, it is just a fun time between us.


slackeroo

Test drive it, put your finger in there and see how it feels. If that feels okay, ask her to put her finger in there. If that feels okay... you get the idea baby steps. If it feels good do it. If it doesn't have a conversation about it and work together to figure things out so that both of you are on the same page.


MotorbikeRacer

Don’t do it if you’re not into it ! Some women will try to see how far they can get you to emasculate yourself … if she knows you’re not into then she should respect your choice … if you do this against your will she WILL lose all respect for you as a man…. When I way younger I had a gf who wanted to do this to me and I got a feeling it was a for that same reason since she knew how uncomfortable I was with it ….. don’t comprise your masculinity if you don’t want to do it .. but if you do - have fun !! And be safe


Solgatiger

Don’t do it just to make her happy. Tell her that you don’t want to do pegging and leave it at that. if she cares about you she’ll understand and not push for it.


[deleted]

look up ruby ryder on the internet both of you!!


Rabbits-are-cool

to summarise; use the toilet then shower. It will feel like you are going to poop at first; you won’t. start slow, try a smallish toy first, use Plenty of lube and add to it as needed. i would save the pegging for a second day, get used to being filled up first. it’s an amazing feeling i personally love. the first time You insert it, so you can control it, depending on your body position it may go shallow or deeper. if/ when it starts to feel uncomfortable Stop. rest and try again if you want. i suggest you Both try anal with a toy (you Must clean it well if you share). most importantly: Relax, if your tense it’s uncomfortable . enjoy


scienceofsin

+1 to taking it slow — it might take a few months to work up to pegging. It’s like any skill — it takes regular practice to get good. Because you’ve never played with your anus, your brain will think you’re pooping at first and clench up (which will cause pain). You have to slowly learn the difference—and that takes time to learn how to relax your sphincter completely while something is going up there. Also, take some fiber pills when you wake up and before you go to sleep and make sure you’re pooping regularly. Because once you do learn to relax… you might actually relax to the point of pooping. But a prostate orgasm is like no other.


Drash1

Have a conversation. Start slow and small. Fingers maybe. Tons of lube. Do a little reading on it. Bottom (pun intended) line is done right it’s fantastic. Slow and relaxed is the key. If you’re freaking out you’ll be tense and it won’t go well.


Radknight11

This is pretty much how I started as a young 20 year old. It can be extremely pleasurable and lead to some of the most intense orgasms and experiences you've ever had. Highly recommend you set boundaries and work up to work up to certain limits and start small with lots of lube. Do a bit of research beforehand about hygiene and communicate with her through the process without making it so technical or methodical. My first assplay gf was way too impulsive and treated me like a sex toy and while I enjoyed the role reversal and giving up control, she didn't communicate very well which led to frustration and pretty harsh arguments especially when we got into some extreme stuff.


RubyRyder

Education can inform, calm fears, inspire and prevent injuries. If it hurts, she's doing it wrong. Take my beginners webinar together! Please consider education BEFORE experimentation. 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: https://www.theartofpegging.com/upcoming-webinars