Admittedly, porn sites are not your best option for learning about real-world sexual intimacy, but these sites can offer insight into what’s sparking curiosity in the minds of everyday people. Recently? It’s pegging. Pegging (a cis woman penetrating a cis man with a strap-on dildo) was named the 2023 fetish of the year by porn site Clips4Sale —so it seems that people are very curious. But, how do you get into this once taboo and incredibly erotic activity? Pegging for beginners can be challenging - and there’s a lot of iffy info out there.

As with any bum-centric activity, knowing what you’re doing is the key to enjoying the experience. And information is essential. So, if you’re curious about pegging and how both you and your partner can get the most out of the experience, read on.  

The Popularity of Pegging - What Gives?

The latest research reveals that anal is certainly not taboo anymore. 52.8% of everyday folks have tried anal toys - and 16.7% have tried toys that are designed for pegging, like strap-ons and dildos.

Pegging certainly became a topic of conversation in 2022, when Rolling Stone magazine published an article based on rumors that His Royal Highness, Prince William had a thing for pegging. Searches for pegging went up 400% when that kinky bit of info became public domain. 

But could there be more to why pegging is trending?

Power Dynamics & Pegging

Some researchers say that the traditional power and dominance structures are fading (to which we respond with a resounding round of applause). 👏 👏 👏

Increasing numbers of ladies are assuming a more dominant role in the bedroom, and this is good news. Pegging can be tremendously empowering for women, and incredibly pleasurable for both partners. 

This brings power-play into the exciting equation. 

Pegging puts women in a very dominant position, while men, a more receptive one. (This can be super hot if you’re into it.)

Of course, the fact that pegging (when done right, with the right tools) can provide men with mind-blowing anal orgasms, and place women in control of the action. And there are strap-on adjacent sex toys that provide both empowerment and stimulation for the one doing the thrusting.

 

Why Does Pegging Feel So Good?

The pleasure of pegging is due to not only the psychological excitement that it provides, but it’s also physiological too. This is due to the incredibly dense bundles of nerves that are found in the male prostate. 

The prostate is a walnut-sized gland that produces some of the fluid in semen and it is packed with nerve endings. The prostate is located just below the bladder and in front of the rectum, and stimulating it with a sex toy such as a strap-on or prostate massager can bring waves of pleasure —and provide what are called ‘P-Spot Orgasms’.

These orgasms can be incredibly powerful, even more so than penile orgasms. Penile orgasms are associated with 4-8 pelvic contractions, while stimulating the prostate delivers 12 contractions. That’s a good indication that something really special is going on.

READ MORE: What Does A Prostate Orgasm Feel Like?

What Does Pegging Feel Like?

If you are interested in pegging for beginners, it’s a good idea to explore what other people have experienced during pegging. Enter Reddit. 

Niche sub-Reddit users are some of the most honest and open folks on the internet. Anonymity does a lot for honesty. 

One user wrote about being pegged:

“How does pegging feel for me? Being fucked is interesting all by itself - being Male you're always doing the penetrating. It's as much a psychological ride of switching roles with my partner as it is the physical sensation.”

Another says pegging is indispensable in his sexual relationships:

“Once I learned to relax and had my first prostate orgasm it was a life-changing experience so intense that I was addicted. Now I actually crave getting pegged and could not be in a relationship without pegging. My dear wife found PIV to be very painful and has loved pegging me for the pleasure it brings me and quite regularly orgasm while pegging me”

A pegger herself wrote:

“I'm very much a top, always have been, and I guess it was never strange for me to do the fucking. I get a lot of pleasure out of seeing my partner under me getting pleasure because I'm giving it to them. It turns me on to have a lot of control over them.” 

7 Hints & Tips for Pegging For Beginners

Before jumping into a guide to enjoying strap-on fun, remember that any sexual activity needs to be safe and comfortable. To ensure that both you and your partner get the most out of the experience prepare properly and always communicate. That’ll help elevate the experience, build intimacy, and provide a great platform for earth-shattering orgasms.

So, let’s explore the nitty-gritty of pegging for beginners. 

#1 Practice Makes Perfect:

The sphincter muscles around the entrance to the anus need some training before you get to the main event. The best way to get your body used to the idea of anal is to start small. Your fingers are ideal. Use plenty of lube (like BerryLemon’s XOXO) and start with your pinky - then work your way up to an index finger. Go slow with any massage or motion, and remember to breathe and relax. And be patient, anal training takes time.

#2 Partner Participation:

Anal training can be a solo adventure, but involving your partner can be even more rewarding. Adding activities like rimming, or having your partner use their finger can be an exciting addition to foreplay.

#3 Positioning:

There are numerous positions that can be incredible when it comes to prostate stimulation. Using a strap-on can be empowering, and exploring new positions adds spice to your sex life. 

 

#4 Explore:

While exploring the wonders of hands-free strap-on fun or stimulating the exterior anus, spare some time for other erogenous zones (scrotum, perineum, clitoris, neck, or nipples, back, your options are almost endless). If you’re in the giving mood, use those hands to explore your partner. And if you’re sporting the strap-on, don’t ignore your own orgasm –there are wonderful toys that can help enhance the peggers experience (more on those shortly).  

#5 Hygiene

If there is one thing that will cause folk to ignore the wonders of anything sexual involving the bum area, it’s worries over hygiene. We all know what the bum is often used for, but there’s more to it. Usually, fecal matter is not stored in the anus - that’s the job of the colon. It only moves into position when you go to the toilet. That said, using a strap-on is even more fun if all involved smell, taste and feel good. If you feel it necessary, explore anal douching. Or simply have a shower, paying extra attention to all the naughty bits. Shower with a partner, it’s environmentally-friendly and it’s hawt. 

#6 LUBE, LUBE, LUBE:

Anal play, whether practicing solo or using a strap-on, without lube is likely going to hurt the receiver. Lube is non-negotiable for pegging or any anal play. Apply a water-based lube (it’s kind to silicone sex toys), and reapply often. 

#7 Start Small:

One of the best ways to get used to the sensations of anal penetration is to use sex toys as part of your training in the run-up to the big event. Try out toys such as smaller butt plugs that have been designed for newbies. A great example is Leo the butt plug, which boasts a remote control and two powerful motors – one in the taper and one in the rotating base. Great for anal training.

 

What Sort of Strap-On Should I Buy?

As with all other sex toys, the type of strap-on you select will depend on your individual tastes, but make sure that you are buying from a reputable supplier and that your strap-on has been designed to be comfortable and provides plenty of options, such as levels of vibration. There are classic strap harnesses, and even pegging boxers. Our favorite solution is the strapless strap. 

Our Favorite Strapless Strap On

If you are searching for the perfect G-Spot stimulator, and a truly life-changing pegging couples experience, your search is over.

Sage offers two-way pleasure to the possibilities. This strapless strap definitely hits all the spots with dual 10-speed vibrators, a sensuously curved shaft, and a vibrating flexible bulb. 

A wearable strap on also solves what might become a problem with the ladies. You see, a normal strap-on only stimulates one party (aside from the satisfaction the other gets). With a strapless strap on BOTH parties are simultaneously involved, and on their way to a life-changing orgasm.

Self-Pleasure For The Pegging Giver 

One of the most wonderful things about pegging is that it frees up the person doing the thrusting to use their hands to either stimulate their partner’s many erogenous zones or get in on the orgasm action themselves.

But the giver should also prioritize their pleasure too. You could, of course, use your fingers for clitoral stimulation while participating in pegging - but a great sex toy can make the action even hotter. 18.4% Of women report that intercourse alone gets them to the finish line, while 36.6% reported clitoral stimulation was necessary for orgasm. 

So a great sex toy is a must, and vibrators are ideal. The key is to find a vibrator that is petite enough for single-handed use ‘on the go’ as it were.

Here are two wonderful choices for beginner peggers.

Kit - The Wearable G-Spot Vibrator

Kit’s wearable design and dual motors are perfect for self-pleasure while pegging. Kit can be inserted into the vagina at an angle to stimulate the G-spot, while the front of the toy wraps around the front of the vulva stimulating the clitoris too. She’s remote controlled so it’s great for pegging– pop Kit into position, don your strap-on, and use the remote to control your pleasure while you peg your partner. 

Zara - A Great Panty Vibe

Zara has a curved design that is great as a palm vibrator, but even more fun as a panty vibrator. Pop Zara into the front of your panties before you put on your strap-on and let her tease you into orgasmic bliss.

 

Pegging for Beginners - Take the Plunge

Sex, like most things in life can become a bit vanilla if you don’t change things up once in a while. Pegging can rekindle the flames, and provide some incredible sensations. But remember to always communicate with your partner, use plenty of lube, and take it slow.

If you’re interested in pegging for beginners note that it shouldn’t be an experience that is filled with stress. Done right, pegging can be one of the most intense and intimate forms of sexual expression. 

Choosing the right equipment for pegging is essential. Take into account what sort of sensations you and your partner enjoy, before making your decision about which strap-on suits you best.

And most importantly - have fun.