My Pegging Story (Guide & Toys I Use)

Sexual exploring is fun because there is always a topic that hasn’t been touched yet.

Pegging was one of the topics that went untouched for a long time between my husband and I. It was mentioned here and there, but not too seriously. It’s not that he was a stranger to anal play.

On the contrary, this open-minded guy was no stranger to prostate massagers. But let’s not forget that, too, used to be a subject he was wary of approaching.

Still, he saw something very very intrusive in pegging. Me being on top was one thing, but pounding his ass was a whole other universe. I mean, personally, that has been a universe I have been wanting to explore for a while, fantasizing about it more and more, but I didn’t want to push him. Thankfully, that dam was breached, so I’ll take you through how all of this came to fruition.

What Is pegging?

what is pegging

In short, pegging is when a woman penetrates her partner anally or vaginally by wearing a strap-on dildo. It’s taboo purely from the stance of having the woman posses the falus shape and being the one that penetrates. It’s not a dynamic that most are used to, but it’s completely normal for a couple or individual to have the wish to explore it.

Why Would A Man Enjoy Pegging?

Men can enjoy their body not just through penile stimulation. Most of them don’t even know how much they would enjoy a prostate massage. That’s why a lot of them start by exploring themselves with a finger or allowing their partner to do so.

When we’re talking about pegging exclusively, that’s one of the rare ways a guy can enjoy himself or get off without making any effort. There are multiple awards in store for them – that feeling of something new and kinky, and the icing on the cake in the form of an intense prostate orgasm that is, for many guys, more intense than a regular orgasm.

How My Husband and I Got Into Pegging

cartoon man and woman talking

Ever since my man got into prostate massagers, I was gathering the courage to ask him about pegging. I started by adding more ass play to our bedroom time. I would insert my finger in his ass while blowing him. Other times, I would go down on him, eventually moving to his balls, licking them and using my hand to jerk him off. Then, I’d get to the final stage – eating his ass while continuing to work his member with my hand.

I started out by asking him what are his feelings about the subject. He looked a bit uncomfortable, but like he was anticipating my question. I told him honestly that I have fantasies about pegging. I proceeded to explain that I love him and the feeling of his cock penetrating me because it makes me feel closer and more connected to him. I let it go there and gave him time to think. After a week, I was ready to ask him if he had given pegging a thought, but that evening in bed, during our cuddle session, he said that he is open to trying it out.

Since we have tried it out, we have moved to various types of pegging dildos and I am proud to say my man can now take a lot up his ass and absolutely loves it and asks for it himself. So let me walk you through some of the toys we use…

The Strap On Dildo I Use To Peg My Husband

pegging strap on kit

With 7 inches, this pegging strap on kit is a great middle-size pegging toy. It comes with an adjustable harness and, despite the name, this fun thing can seek out P-spots equally good. The harness is really versatile because it has different O-rings for various dildos. This is one of the reasons while we loved it when we finally stumbled upon it.

Because we were going through loads of strap-ons, trying them on and not really feeling them. I’m not just talking about my husband, but about myself. So this Unisex Strapon was such a jackpot.

Here it was, a harness that I can secure safely and comfortably. A harness he can use on me, too. It is versatile, we can attach different fake cocks to it. Heck, there is even a slip in the pocket of the harness for a vibrating bullet!

Even though my husband loves the feeling of the velvety 7-inch dildo up his ass, we started out with this smaller pegging dildo that still brings hella lot satisfaction. The Slimline Silicone Suction Cup is just what it says it is – slim, which is very welcome for beginners. The suction cup moment is also an upside for the times when my guy wants to play alone and train his asshole for me.

Since this is one of the dildos that helped us get our pegging sessions to the very end, it is also one that got him to a pegging prostate orgasm!

The First Time We Used This Strap-On For Pegging

guide to pegging

The first time we used the harness with the 7-inch dildo, we had such a sweaty and hot time in bed!

First, the foreplay was fucking amazing. He was licking my pussy and fingering me intensely, making me squirt. Then we moved for a bit to the 69 position, which also allowed me to lick his asshole for a bit. Soon after he took me in his arms and pinned me to the bed, entering me missionary and fucking me slowly.

I was in bliss. It was my turn to get tired. First, we lubed his asshole up, as well as one of our butt plugs. It slipped into him easily while he moaned. My husband then sat on the edge of the bed, his ass filled up and ready to have his cock sucked again.

I was working on him for a while, making him moan and yank me by my ponytail. Then it was time. I took out the harness and dildo, adjusted them on me and told my man to get on all fours.

I will never not love the feeling of holding onto his hips while I position the tip of the dildo at his opening. Since the buttplug was out and it had stretched him out a bit, I pushed in gently, the tip going into his asshole immediately.

My husband’s legs shivered as he moaned and begged me hornily for more. I was speeding up my pace with each thrust since he was asking me to. My man firmly held his balance with one hand, while his other one traveled to his member, stroking and pumping.

He soon exclaimed that he was close, stuffing his head into the pillow, screaming in pleasure as the big PO hit and washed all over his body, while he simultaneously ejaculated. It seem to go on and on. Finally, when he was finished, we made out while he gently massaged my clit, holding me in an embrace and feeling me cum all over his fingers twice.

What Makes This Strap On Dildo So Amazing?

  • It’s unisex, so my husband can use it on this cock-hungry wife of his
  • With interchangeable O-rings, we can attach different kinds of dildos
  • The vibrating option is a welcome upgrade
  • This isn’t sex-related as much as a practicality bonus: the harness is machine-washable

My Other Pegging Toys (Must For Any Couples Who Enjoy Pegging)

different types of dildos

I love the strap-on and pegging dildo above, but my partner and I also love using the below to mix things up a little.

So, if the strap-on above isn’t for you maybe one these will be.

Long Pegging Dildo

woman holding a long purple dildo

This long pegging dildo is not for the faint of heart. Of course, my hubby can’t take in the whole thing, but he says that the length he can take in brings him enough pleasure. Especially when the protruding head pops into his asshole. 

Thick Pegging Dildo

woman holding a large dildo

Naturally, if you have a long one, you gotta get a fat one. This thick plaything stands at 6 inches in length, but the 5-inch girth stretches my boyfriend’s asshole with such kinky intrusiveness, that he can’t help but beg me for more as I hold onto his ass tighter, pushing forward just a bit more each time. It helps that the swollen and rounded head goes in easily, so it’s just satisfaction and exercise afterward. 

Vixskin (High-Quality Dildo)

vixskin dildo

Of course, I was the one to insist on getting this Unicorn-esque dildo. My man was against it because of the price, but once I have shown him the reviews, he understood that there is more to this Bright Realistic dildo than its showy appearance.

The reviews are true and you do get your money’s worth. The dildo is made from super-lifelike VixSkin material that spells sheer bliss when touched. Also staying true to the promised quality, the toy is soft to the touch with a strong core. Add to that the temperature-responsive option and I understand why this quickly came to be one of my hubby’s faves. The curved fake cock hits his P-spot sweetly and with a warmth that has his head spinning in ecstasy. 

Less Intimidating Strap-on Harness

pegging strap on

Pegging can seem scary to others not just for the unknown sensation of having your ass penetrated, but also because of the hardcore appearance of strap-ons. So this unisex strap-on is a nice, friendly-looking alternative to the harness I have mentioned above. They are unisex briefs with red seams that add a seductive moment to them.

I have found that these briefs secure the dildos perfectly, so I love wearing them even as everyday lingerie, so to surprise my boyfriend by showing him what exactly I had in mind for that evening.

Does Enjoying Being Pegged Make You Gay?

Anal play doesn’t make you gay and neither does pegging. If you enjoy anal play, then there’s no real difference between fingering, butt plugs, prostate massagers and pegging dildos.

These are just typical stereotypes. I mean, for starters, not all homosexuals enjoy ass play – that doesn’t mean they’re straight. Guys and gals alike enjoy their butthole having some fun. Especially when it’s with someone they trust and they experiment by taking baby steps.

People have this notion that anal is emasculating when it actually proves that you’re a man enough to admit your fantasies.

A Wife’s Guide To Pegging

hot cartoon of woman

As a wife who loves to peg her husband here are some amazing things, you can do to get your wife on board and have your first pegging experience be amazing and pleasurable.

Cleanliness

People usually bundle up anal play and making a mess. Not necessarily, when done right. Your partner should eat less that day, and especially take it easy with spicy and sweet food. A douching session is also welcome, just so he’s extra sure everything will go over well.

This product is the BASICS anal douche for a good reason – it is just a good anal douche that does the job. It’s easy to insert thanks to the slim nozzle. Not to mention the glow-in-the-dark tip for all you lovely weirdos that have to douche in the dark, god knows why, where and when.

When douching, your partner should squat in the shower or above the toilet. After squeezing the water inside his butthole, he should dispense it immediately, aka after 5 seconds tops because more than that can cause an enema.

Douching is usually over when he repeats this a few times or in other words until he uses up the water in the douche. Then it’s time for a shower which has dual benefits since it is also a relaxing experience.

Lube, lots and lots of Lube

Lube up your lover generously, especially if the dildo is bigger. You always want to make sure that all parties are enjoying themselves. Seeing how the anus is one of the parts of the body with the most nerve endings, it makes sense that it’s so sensitive and requires a gentle approach.

Here is the anal lube I swear by because I appreciate a simple unscented lube that won’t cause irritation. Moreover, it uses plant cellulose, so there is no glycerin or other sugar derivatives that could cause a yeast infection in my husband or me. It isn’t as thick as advertised, but that’s how I like them anyway.

Try desensitizing lube:

Here is our go-to for bigger dildos. Doc Johnson’s desensitizing lube features a Lidocaine anesthetic that helps my guy take in an extra inch or two. It’s easy to squeeze out and apply. It also doesn’t need to be reapplied, so one bottle lasts quite a while.

Just be cautious when using it – you can be led to believe that you can ram as hard as you want into your partner, but just ‘cause they don’t feel pain doesn’t mean you aren’t causing damage.

Start really slow

When introducing your partner to anal play, start with the basics and then progress to pegging. Like I have said in the beginning, I started out by blowing my hubby and fingering him and massaging his prostate. You can follow a similar path:

  • Blowjobs with fingering and eating out his ass while jerking him off
  • Introduce smaller butt plugs and maybe even prostate massagers (go for vibrating ones, they are extra pleasurable)
  • Now you can progress to smaller pegging dildos

Don’t forget to play with his member

This goes without saying, but pegging + handjobs = amazing combo. The domineering moment of slowly thrusting into him while holding tightly onto his dick is bliss even for me. Not to mention, I can tease him endlessly like this.

Understand your man might have some psychological Hang-ups

Even my open-minded wonderful partner had reservations on this subject. So, go slow and be understanding and know that after the convo he might be a little weird and need some reassurance. Ask him first what he thinks about the idea. Then be honest about your wants and tell him to think about it for a few days. Don’t be afraid to bring up the question again, so you know what’s in store or not.

How To Get Your Wife To Try Pegging?

cartoon stickmen

Best to try exploring alone at first

If you’re a guy and already know that you want to get penetrated, that’s great! Take your time exploring your body and needs – sometimes it’s good to try prostate stimulation alone first, so you know what you enjoy and then you can bring your partner in on it. Start by watching porn on the subject, buying lube, using your fingers and playing around. Maybe even get a prostate massager, so you really get to know your P-spots.

Just ask if she’s willing to do it

Pick a good moment, be honest and ask if she’s ever considered doing it. Tell her it’s something you’d like to try and it would mean a lot to give it a go. Explain to her that she can think about it.

Try leading up to it

So how to get to the pegging then? Start with butt play, then butt plugs and then try a prostate massager. The jump from nothing to pegging is big, as the jump from prostate massage to pegging is small. Basically, you can follow the same bulletin points from the guide for wives above.

Pick a pegging toy together

This is always fun and a way to break down the taboo further. Try buying something you’re both comfortable with. If you are intimidated by the usual harnesses, I have described above one really nice option that resembles regular undies.

Make it fun for her (Add vibration to the strap on)

This is a given, but whatever you do in bed, you should always seek it to go both ways, satisfaction-wise. So if you can add a vibrating bullet in the mix that can stimulate your girl’s clit, then, by all means, do so!

Try a sex quiz to find out what fantasies your partner has

I found this cool interactive sex quiz (called old.mojoupgrade.com) that helps you see where are you compatible with your partner, fantasy-wise. If you both selected the same scenario and expressed the same interest in it, then they notify you both! 

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