Pegging 101: What It Is, Pegging Stories & Best Strapon Sex Toys

Lots of couples — especially ladies fantasize about pegging their man.

It's just something there about the idea of domination.

Technically both lesbians can peg each other and it can be used in BDSM domination play.

With lady being femdom, dominatrix… and really owning the man.

If you're new to pegging then after you're done with this guide, you'll be pegging pro!

You'll know exactly how to talk about it, what are the best strapon toys, and you'll be able to make this kinky fantasy, fetish a reality.

It's truly pegging 101 — with tons of real people stories included…!

Enjoy!

Here's what we're going to cover:

  • #1 — What Is Pegging: The Definition & Meaning
  • #2 — Is Pegging Gay?
  • #3 — Pegging Stories — First Time Pegging & Women Pegging Men
  • #4 — How Do I Tell My Girl to Peg Me (or other way around)?
  • #5 — The Best Strapon For Pegging & Other Pegging Toys
  • #6 — How To Peg & What Are The Best Pegging Positions?

#1 — What is Pegging: The Definition & Meaning

Here's a quick answer:

Pegging is an anal sex where a woman wears a strap-on and puts it in the man's butt.

It can be amazing and emotional experience for both parts.

It can be a kinky BDSM play with her really dominating the man. Stepping into the femdom…dominatrix role.

Pegging can be a scary, challenging thing for men who worry that their masculinity will be endangered, but truth is — it's fun and pleasurable.

To be honest there are more reasons for men to enjoy anal sex than women.

For women they just have some erectile tissue there, but for men there is the prostate gland — so called male G-spot. For guys it's the P-spot.

And men can have intense full-body soul-shaking orgasms through prostate milking.

Just remember: If It hurts, you're doing something wrong.

Anal sex for both genders is a fun addition to healthy sex life.

The journey you gotta try at least once… with a responsible partner…

If you are curious how pegging looks in real life, check out Reddit Pegging section.

It's super NSFW, but you get all the juicy details and can see the attraction about it.

Here's one great story of a man sharing his pegging experience:


“If you haven’t explored pegging, you absolutely should. It’s changed my sex life and my GF also loves it.”

“I’ve always been someone who’s “matured” with sex much quicker than my friends.

I’m a normal mid-20’s guy who usually spends his nights out with a bunch of friends are the popular bars/clubs/venues and works a good job.

I’ve done threesomes (both ways, MFM and MFF) and even a few foursomes.

I’ve seen a little bit from both swinger and kink/bdsm scenes, but I’m much more interested in sex than kink.

As a guy, I remember when I first received any sort of ass play. A girl i picked up in college was giving me head and gave me a rimjob.

It was such a new and exploratory feeling that it made me curious marginally more and more.

A few years later my current girlfriend and I have gotten into pegging (woman wearing a strap on).

When we first started, we got one of those intro kits with a small dildo.

Now we’ve worked up to using 2" diameter dildos that are bigger and thicker than my own self (i’m 7.5").

Prostate play is elusive, but if you can activate the prostate, it’s an incredible “full” feeling you get that makes your entire body shake violently.

We both use poppers for sex, and that makes it feel even better.

We’ve pegged about 15 times so far.

Usually we take an edible and just have sex forever all night long and then she pegs me.

Last time, I decided that I wanted to ride my GF. It was so incredible.

I got on top and got the dildo inside.

It was interesting being the one who used the partner as a “tool”, riding to whatever pleasure you are trying to find.

I got so into it, that I was using my girlfriends tits to hold on for dear life and I rode her so hard and fast.

I was shaking so hard and she begun to stroke me, where I ended up cumming a huge amount all over her face.

We’re both away from each other for the holidays.

I’m normally someone who masturbates or has sex daily.

I’m not touching myself for the entire week until we see each other this sunday, where we’ll do pegging again.

But this time, i’m going to try to not fuck her or let her blow me, so that I can try to obtain a pure prostate orgasm, with no penile stimulation.

I’ve found that pegging is like a nice vacation.

It takes some prep to get ready for it, it takes a lot of effort to engage, but it’s such a different and new experience that it helps “smooth” out the routine of the “same-old, same-old” type of sex that we normally have.

And it’s such an intimate experience, that it’s really brought us together even closer.”

Source: fakethrowaways


#2 — Is Pegging Gay?

People keep asking this question…

The same way as there are worries that prostate milking would somehow make you gay.

It doesn't make you gay.

Sexual orientation happens in your mind — it's just who you are aroused to?

Manly, masculine energy or feminine energy..?

Female anatomy or male anatomy?

Still, because of weird misconceptions that people have — it's safer to keep your pegging or prostate milking experiences to yourselves.

Why bother even explaining yourself?

You're having fun, that's all that matters.

I added three other people thoughts on this matter to add perspective:


Sick of the inevitable “pegging doesn’t make you gay response”

“Whenever pegging gets brought up even in seemingly progressive areas of the internet, someone inevitably brings up the fact that liking it doesn’t make a guy gay.

I agree with the fact but it essentially makes it seem like there’s something wrong with being something other than straight which is why they feel it necessary to state that.

I wish that people would just say that there’s nothing wrong with liking anything that’s safe, consensual and pleasurable.”

Source: rsox69


“No, it’s necessary to state that because anal sex is very closely tied to homosexuality. “

“And homosexuality is still often viewed negatively.

Saying it’s not gay to like pegging isn’t saying it’s bad to be gay. It’s severing the tie between homosexuality and pegging.

It’s not meant to imply being gay is wrong, rather it’s merely saying that straight guys can enjoy anal sex too.

Morally apathetically, saying pegging isn’t gay isn’t an opinion on gay people one way or the other.”

Source: TheNobody32


“There’s really nothing wrong with saying “pegging doesn’t make you gay” because this is true. “

“And why not say something that is true, especially if it will get more straight guys feeling safe talking about butt stuff?

Good point.

But this response fails to recognize why you are upset enough to make a post.

I too feel a slight jolt of anxiety when I read a comment validating “pegging doesn’t make you gay”.

I think that’s because you now know the person writing that feels bad about the prospect of being seen (incorrectly) as gay.

And so each instance of a person stating “pegging doesn’t make you gay” gives LGBT people a reminder that some people still fear the gay.

There’s also the fact that some bisexual people in heterosexual relationships enjoy pegging.

In this case, if the relationship is monogamous, pegging feels like a tangible connection to the LGBT community (cuz pegging is so gay).

So to correctly remind someone that “pegging doesn’t make you gay,” takes away queerness from a bisexual person in a heterosexual monogamous relationship.

Like, “hey, you’re not queer enough. what you claim is queer is something straight people are doing now in 2019”.

This feels like being edged out of an LGBT space that is supposed to be inclusive.

But I really hope that no one would make this kind of exclusionary argument.”

Source: DepressiveProgrammer


“Husband just asked for pegging. How common is this really?”

Pegging is getting more and more accepted as BDSM is getting more popular.

Plus prostate milking.. prostate orgasms for men are immensely powerful!

There's just so much good to it… is it any wonder men get curious about it?


“Pegging is way more common than you think. “

“Sex is losing its stigma, so lots of people are trying lots of new stuff.

Butt stuff feels great for guys, so it’s becoming much more common.

Take pride in how comfortable he is with you.

Talk out EVERYTHING.

If you’re not into it let him know, but keep an open mind.

Maybe build up to it.”

Source: rizzorat


“I do this to my bf. He loves it! “

“And there’s absolutely nothing to worry about, it is normal and becoming more common because men are becoming more aware of p-spot sensations and are slowly shaking the anal=gay stigma.

Its fun and gives us another way to experience sex!”

Source: atomic_winter


We do pegging quite frequently! We both love it and it allows us to swap roles.

“Very intimate and bonding.

Not to mention it’s very arousing to have that deep secret between you that nobody else knows.”

Source: Beautiful_Disasster


“I do pegging to my husband. It is becoming more common.”

“We really enjoy doing it. It is just another way of pleasuring and bonding.

We didn’t jump right into pegging though.

We started with finger prostate massage then using toys before using the strap-on and pegging.

There is nothing abnormal about it imo.

The prostate (p spot) is the male equivalent to a womans g spot and can only be stimulated through the butt.”

Source: Pegger46


#3 — Pegging Stories — First Time Pegging & Women Pegging Men

I'm sure you cannot wait to hear more stories of how successful, great kind of pegging looks like…

So here you go — real men and women share their pegging stories:


Here's a video were girls share their pegging experiences of trying strapons on their boyfriends:


“Pegged my husband, and it took over our sex life.”

“Married for 3 years. Recently tried pegging.

He liked it, I didn’t.

I didn’t tell him that I didn’t like it because I know that he loves it, and because I assumed it would be an occasional addition to the bedroom (about one time a month would be fine with me).

Fast forward 6 months, and simple pegging has morphed into cross-dressing, chastity, and all things femdom.

I have played along until now, but I am hitting my limit.

It seems like it is never far enough for him. He has even started having trouble keeping it up for “regular” sex!

I am submissive to my core.

Above everything else, masculinity is my biggest turn on.

I feel humiliated and unsexy while pegging, with severe feelings of gender dysphoria.

He is wonderful, and would do anything I ask of him in bed.

I have never asked him to be dominant because I don’t want him to feel how I feel when I am dominant.”

Update: That relationship was over within 8 weeks of the first time I fucked him.

It took a little while longer to actually extract ourselves because he had moved in with me, but 8 weeks is when we both knew it was over and started the separating process.

That was my first pegging experience.

I’ve since pegged maybe 10 other guys, but was only in an ongoing relationship with 2 of them.

Both of those two relationships were fine but didn’t work out for other reasons.

The moral of this story is that the outcome depends entirely on the individuals involved.

Keep in mind that none of this stuff makes him gay or even bi.

But, since him being 100% submissive would really undermine your compatibility, you really need to explore this together and sort it out.

Despite my story, there is definitely hope.”

Source: Reluctant10


#4 — How To Peg? & What Are The Best Pegging Positions?

Now this will be similar to anything anal sex related, so this butt plug guide and prostate milking guide will give you the steps.

But here's the quick version:

It's a guide by a pro pegger ;)


“Cleaning, Preparation, Stretching and Relaxation Techniques for Enjoyable Pegging Experience”

Picture of all the tools used in pegging experience.

“Cleaning of the Rectum with Enema/Anal Douche:

I begin my preparation by cleaning my rectum of any fecal matter.

I use a large bulb style silicone douche made by FLEET but with a smaller Rectal nozzle.

I fill this with warm water and squeeze about 60–70% of the bulb/water into my rectum.

I retain this water very briefly and immediately expel into the toilet.

The key concern here is to only introduce the water into the rectum, and the quick expellment is to avoid any water passing beyond the rectum into the Sigmoid colon.

If water passes into the Sigmoid Colon it will generally stimulate peristalsis and a series of bowl movements, which is good for DEPTH PLAY, but generally not what I seek for day-to-day play.

I will repeat this bulb Enema/Rectal Douche cleansing process 2–3 times until the expelled solution is clear of fecal matter and is clear in color.

I will then take a Oral Syringe and fill it with 3–5 ML of thick water based lube (Astroglide / KY) and inject it into my rectum.

(Some refer to this as a DRY enema).

At this point I will lightly lubricate and insert the smaller “SILICONE NOZZLE” (00–50 // SOFT) oval ButtPlug into my Rectum.

Find it on Amazon.

With the smaller plug comfortably seated; I will take a long relaxing hot shower or bath.

The importance of KEGELS:

During my Shower / Bath with the smaller plug in my well lubricated rectum I will perform a series of Rectal KEGELS.

This is a very enjoyable and relaxing set of contract and release exercises that focus on the internal and external anal sphincter as well as the pelvic floor.

I will generally do 3 sets of 10 Kegels; holding for 5 seconds each contraction in the first set, 7 seconds each contraction in the second set, and 10 seconds of contraction in the third set.

This set of exercises, in conjunction with the hot Shower/Bath, will distribute the lube to the walls of the rectum fully, and activate/relax the internal and external anal sphincter.

Before getting out of the bath/shower I will remove the smaller SILICONE NOZZLE 00–50 oval plug and wash it off.

The Main event:

Now I am dry, and clean, both inside and out, I am relaxed, warm, my rectum is well lubricated and empty, and my internal and external Anal Sphincters have had a good series of preliminary stretching.

At this point I will take the Larger / Softer SILICONE NOZZLE (00–20 // SUPER SOFT) oval ButtPlug;

Which I have been soaking in HOT water during my shower; and lubricate it liberally and insert it.

As I am relaxed and prepared, this is accomplished with ZERO discomfort.

If I have any discomfort I pause, do a series of breathing exercises, and try again.

The larger oval plug is amazing, it is so soft that once inside me it conforms to the contours of my rectum.

Anal Trainer Kit Butt Plugs ($11.79)

These come in four sizes ( made from silicone) while also including enema and butt plug friendly lubricant.

This butt plug set is durable, has a nice feel to it and is very high quality for the price.

Find on Amazon.

It is large enough that it exerts a constant pressure internally and externally on my Rectal Sphincters; and allows for great continued passive resistance Kegel exercises.

After wiping off any excess lube I lay in bed and restart the same series of Kegels that I performed in the shower / bath, but this time with the larger plug.

Repeating; 3 sets of 10 Kegels; holding for 5 seconds each contraction in the first set, 7 seconds each contraction in the second set, and 10 seconds of contraction in the third set.

During these exercises, I play with my nipples, rub my thighs, tease myself, and generally become intensely aroused.

Often I will combine this period with breathing exercises and meditation edging myself in anticipation of the pegging experience,

At the end of the second set of exercises I am able to insert and remove the Larger / Softer SILICONE NOZZLE (00–20 // SUPER SOFT) oval plug repeatedly with great PLEASURE, ease, and NO discomfort.

It is important to note here that I personally dislike the feeling of Rectal Prolapsel and so I try to ensure that I am relaxed / stretched enough that no prolapsing occurs at this stage.

If any Rectal Prolapsing occurs, I continue with further Kegels while massaging my external sphincter.

At this point I am ready to begin the progression into my pegging experience of the day.

Conclusions / Thoughts:

I know it may seem like a lot of work, but this is what worked for me after trying many other unsuccessful / rushed; preparation regimens. I personally need the regimen to pace myself and focus to relax enough.

What I personally enjoy about this regimen is it creates a VERY CLEAN , VERY WELL LUBRICATED rectum with very little peristalsis (the rectum stays clean during play), and that my two Sphincters are both relaxed and comfortable (No Burn, No discomfort, No OverStretched Feeling) during my pegging play.

When I do it right I get a great wonderful continued stretch with the dildo which feels amazing and full.

Ultimately for me the preparation is enjoyable, and has become a fun part of my arousal and pre-play activity.

When playing with my partner I can perform this process with them; or prior to their engagement privately.

For partners who are squeamish about even tiny amounts of fecal matter, enemas, (or Santorum), this preparation is very important; and allows them to be comfortable.”

Source: BadDragon_Prep

Note: If you're looking for instructional pegging video (NSFW), here is a great one from ExtremeRestraints University. They show and explain pegging in action.

What are the best pegging positions?

Now, the classic missionary with guy having legs wide up and doggy style will be the most comfortable.

But here's what others say about their favorite pegging positions:


“I like missionary for the intimacy and the kissing, and the position you mentioned (doggy at the edge of the bed) so she can really pound the life out of me.

I’ve never orgasmed from it but I’ve come really close twice now and both those times were in that position.”

Source: s_e_x_throwaway


“I love putting him on his back not using the full length and sucking his cock at the same time.

The combination of movements drives him crazy.”


“Bent over the bed, with bonus points for hair pulling.”


“My favorites for pegging my husband are him bent over the bed because I love the view of watching my fake cock sliding in and out.

I also love to grab his hips and really pound him in that position.

Him laying flat on his stomach and me laying on top of him.

This position is very sensual.”

Source: Pegger46


#5 — The Best Strapon For Pegging & Other Pegging Toys

As with everything you get what you pay for, but I've included three best options for three different cases.

Oh…and keep in mind you definitely need something smaller than dildo before…

Butt plugs are awesome for that.

Get this kit:

#1 — Anal Trainer Kit Butt Plugs ($11.79)

These come in four sizes ( made from silicone) while also including enema and butt plug friendly lubricant.

This butt plug set is durable, has a nice feel to it and is very high quality for the price.

Find on Amazon.

#2— Sophia's Red Rider Strapon Harness With Dildo ($19.07)

This is the cheapest, OK pegging toy.

The dildo isn't high quality, but harness is okay.

If you're not unsure if you will like it, it's best to just get a cheap version first to test and then go further.

Find it on Amazon here.

#3 — Tantus Bend Over Intermediate Kit (Strapon 2 dildos + Harness) ($89.99)

Now this is the best quality option you can get.

Dildos come in two sizes that you can change and harness is high quality.

Plus, it looks damn hot!

Find it on Amazon here.

If you want to get pleasure while pegging him…

You can take a look at strapless dildos…

There are amazing, intense vibrating options :)


#4 — Adorime Vibrating Strapless Strap On Dildo ($36.99)

This one is a silicone toy with a remote and 9 intense vibration modes.

The only challenge with this is that it's hard to get it inside, so you probably will still need to buy a harness separately.

This Tantus Feeldoe strapless strapon is much better quality, but it costs $116.79. Tantus make the best strapon dildos.

Find it on Amazon here.

You can also browse through best selling pegging strapons and dildos yourself.

#6–Bonus: How do I tell my girl to peg me (or other way around)?


How do you talk about pegging?

This is for guy asking to a girl, but it works both ways.

Simple communication with understanding partner will go long way.


“Ask her”

“If she doesn’t want to do it, don’t put her under pressure and accept her answer.”


“Honestly, if you’re sexually incompatible and that’s something important enough to you to make you want to cheat, just break up with her and find a new girlfriend. “

“It’s ok if sexual compatibility is important, it’s not ok to cheat because she isn’t giving you what you want.”

Source: pancake_sass


“First of all, you’re not telling her to do anything, you’re asking her to do it.”

“And there really is no other way around it than to just explain your urge and ask for her to help you satisfy it.

I guess you could try and ask her for a finger or two up the back while she’s giving you oral and try to work from there, but just being honest and open with what you want always has the best results.

Don't worry about her thinking it's gay…

The fact is that homosexual sex requires two people of the same gender should make that pretty self explanatory one would think…

You’re not asking to have a guy bone you, you’re asking a girl to use a sex toy during sex so it’s in no way what so ever gay or homo.

A lot of people of every gender and sexual orientation enjoy anal pleasures in different ways, it is not a strictly homosexual thing at all.”

Source: golvring


“Pegging is a touchy subject in my domicile. He is into it, I have tried it with him, but I am not comfortable doing it. “

“It doesn’t turn me on, and it makes me feel awkward around him ever since we have done it.

We have been together for about 10yrs, and since doing it, the sex in our relationship has kind of come to a stand still.

He doesn’t seem to be able to get off when not being pegged, and I don’t like doing it, so what’s the point in either of us having sex.

However, I HAVE told him that if that is his thing, he is more than welcome to find someone that will do it for him.

Be it guy or girl. Just not in our shared house.

Heck, I have even offered to find someone for him.

He hasn’t liked either of my options. So there is tons of resentment floating around.

We just had a fight tonight I think about pegging.

He wouldn’t come right out and tell me that is what he wants, he just says I should know..

Cause of course I am a mind reader…anyhoo, just a little insight of what you may have to deal with if you continue to force the issue with her.

Hope this helps somehow.”

Source: Mazda323girl


“Women who enjoy pegging, what about it do you enjoy?”

Now time to understand the motivations of women to do it…?

Very interesting perspective..


“For me it’s the way my boyfriend fucking moans and writhes while I’m fucking him. “

“It’s SO different and so hot.

He’s usually pretty quiet when he fucks me but he moans soooooo loudly when I’m pegging him.

Our power dynamic definitely switches when we’re pegging and he becomes incredibly submissive.”

Source: kinky_trees


“I’m just into asses. Seeing something disappear into one turns me on. No idea why.”

“His reaction is also awesome.

All around a very lustful activity.

Also the motion is much easier for me than what I normally have to do when I’m on top (and quite enjoyable), it’s nice to actively do all the pleasing without much effort.

Other than that, it’s not physically stimulating.

Power dynamics are usually a turn-off for me, so we don’t use pegging for such ends.”

Source: Anonymous


“It’s all about the reactions. Seeing them get sweet and needy and slutty just goes right to my crotch and my heart. “

“Watching them feel so full is like nothing else. ❤

I’m a domme, so I can’t speak for everyone, but there is a power element for me as well.

I’m on the gentler, somewhat less sadistic side of the D/s spectrum, but I love to see a fellow give up any kind of barriers, just give in to the feelings, and let me take care of him.

It’s more than the physical, it’s how he lets go.

Also the base of the dick presses against me and feels great.”

Source: ABinaryNunSweat


“I love the switch, how I can go from being small and getting fucked to being strong and doing the fucking. “

“It feels natural, and I love satiating my boyfriends desires.

It’s so hot to penetrate him and to make him feel better than anything else does.

It’s awesome to put my hands on his hips and go to town.

It’s wonderful to push him in to the mattress and it’s so fucking hot to have his ass in my hands and in my face.

It turns me on so much that I’m dripping wet and about to cum just from sheer excitement.

Just to hear his moans and satisfy him wholly and make him shiver and shake…. It’s incredible.

It’s also a perfect bonding opportunity, because he has to open himself up and become vulnerable just as I have to.

It gives him a better understanding of sex, and we really bond over the shared experience of vulnerability and newness.

Holding him after, when he can barely move his legs and is just drained from all of the excitement is the best.

Also I feel really sexy in a harness, and it’s really cool to have a penis.”

Source: Gilly-flower-tho


“It’s hot when you are able to provide and participate in an experience that feels phenomenal for them and they think it’s hot and sexy.”

“The best part is knowing how good, awesome, hot, and amazing they’re feeling because you’re giving it to them.

It’s really intense, intimate, and it makes me super wet and turned on knowing how hot and turned on it makes them feel.

For me it’s a lot less about the power dynamic and a lot more about the intensity, pleasure, and intimacy.”

Source: sparklylagomorph


Bringing It All Together

So there you have it!

Everything you need to know about pegging!

Now, go ahead and try it out yourself!

It's fun and incredibly bonding!

It took me a while to open up to this myself, but it was very, very unique experience…

As a dominant man, it felt weird to be submissive, but I don't mind some pegging from time to time ;)

Plus my girlfriend, loves it hah (she's submissive, but loves to put that femdom hat on from time to time).

Cheers! 🍷