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10 Best Pegging Toys & Dildos for Beginners

10 Best Pegging Toys & Dildos for Beginners

Last Updated on March 9, 2023

Shopping for the best pegging toys online for the first time is an adventure of its own. Technically, there is no such thing as a sex shop category solely called “toys for pegging” rather, they are a collection of thin dildos, suction cup vibrators, small butt plugs, slender anal probes, dildo, tiny prostate toys and curved anal sex toys.

Now combine this basket full of sex toys and figure out which ones are compatible with a strap on harness, and now you have a pegging sex toys kit. Confused? If you're not well versed in the sexual satisfaction industry like we are, then yes, buying the best pegging dildos for beginners can be confusing for couples who are searching for information for the first time.

Beginners take note, I've created this online buyers guide to help you select a great combination of items for the first time that will fulfill this new kinky woman on man anal sex fantasy. If you want educate yourself a bit more first, before you begin, make sure to know the actual pegging meaning and learn full details and some tips on potions and suggestions for couples to make the experience more enjoyable.

There are 2 Types of Pegging Toys:

  1. Pegging Strap on Harness
  2. Pegging Dildo

It's simple math, 1+2 = 3. Combine a strap on with an anal dildo and you made a pegging sex toy. Pegging sex is the act of anal penetration of a man by a woman wearing a strap on dildo harness. It was previously known as role reversal. If she does not wear a strap on, then she is not pegging him. Otherwise, it's just prostate stimulation or anal foreplay for him.

Best Pegging Sex Toy Starter Kits

The easiest (and most popular) way for couples to bring this trend into their bedroom is to purchase a pegging kit. These best selling strap-on dildos include both the harness and the attachment. These are specialized kits made specifically for beginners. The greatest appeal is that the harnesses are beautiful with feminine styling and a custom fit for the included attachment.


Panty Pegging Strap on Kit

Panty Pegging Strap on Kit

Panty Pegging Strap on Kit is our most luxurious strapon that features a lace overlay red satin panty harness with scalloped detailed back and sewn in rubber O ring to support the dildo. Double layers of polyester pad the space between the round base and your skin to make sure your comfort is maintained at all times.

It looks good too, damn good! Capture your inner domina with this stellar collection. Available in both small and size options, regardless of the panty size selected, the silicone dildo size that comes with it is the same.


Sex Mischief Pegging Kit

Sex & Mischief Pegging Kit

Sex & Mischief Pegging Kit includes a pretty little probe with a slight forward curve that naturally touches his prostate. Prostate massage and the best pegging toys go hand in hand. If you can stimulate his P-Spot in the midst of sex then he'll certainly be back for more.

Beautiful swirled pure silicone dildo is one of the nicest looking probes we have for sale. Simple yet high quality strapon adjusts around the legs and at the hips to assure a great fit, this one easily fits plus size gals; the maximum waist size is 60 inches.


Pegged Harness Kit

Pegged Harness Kit

Pegged Harness Kit offers excellent value for the dollar. Nicely stitched and finished harness with a shiny PVC front to give it a slight kinky appeal and a dominatrix style look. Body safe, non toxic and non-porous silicone dildo is 5 inches long and barely bigger than his finger. It's a great introductory choice for first timers.

This is the perfect kit for him & her because it saves you the step of shopping for an attachment separately by including a pure silicone dildo for him. Pure silicone is a real selling feature because it's easy to sterilize and hypoallergenic.

The top third curves slight upwards to encourage the shaft to make contact with his prostate gland upon penetration. The mere 7/8 inch width is not intimidating to him, but be sure to add thick butt lube to make that first insertion smooth.


Anal Play & Prostate Stimulation

An important feature of the best pegging dildo is a curved shaft and tapered tip. This will encourage prostate stimulation during anal play. This enhances his experience and improves his sexual pleasure. The tapered tip is essential for anal penetration to make it comfortable. Stimulating the prostate gland is like a cherry on top of his anal pleasure!

This trend is already evolving. It is now becoming a little more relaxed as now a woman does not need to wear a strap on, she can simply insert the device into her partner's butt by hand and stimulate the sensitive nerve endings. The definition is evolving a bit as time goes on.

Most partners who shop stick to the original concept and purchase both components: The pegging dildo or vibrator and a separate dildo harness for the attachment.

Before jumping in, review my guide on preparing for anal sex because these plugs & dildos are ideally sized for anal training. You don't necessarily need your lover to be present, you can try these alone during masturbation to get used to the feel of anal penetration. In fact, I recommend you try it yourself first just to be in control of the depth, angle and speed of penetration. The butt cherry is a delicate thing!

10 Best Pegging Dildos for Beginners


Rump Rider Pegging Dildo

1. Rump Rider Pegging Dildo

Rump Rider Pegging Dildo is a one of the thinnest pegging dildos for gentle introductory anal play. The steeply tapered tip gently peeks inside his butt hole with a friendly “hello!”

You'll notice a slight curve in the top half, if you point this towards his belly during insertion, for prostate stimulation effectively making his first time anal penetration experience a lot better. It can be worn as a butt plug too since that large suction base stays in pace between the butt cheeks.

  • The thinnest toy for pegging
  • Body safe silicone
  • Flexible, silky smooth shaft
  • Can be used as a butt plug during anal play

Mini Curved Pegging Dildo

2. Mini Curved Pegging Dildo

Mini Curved Pegging Dildo does everything right, and nothing wrong. The tiny realistic dildo has a steep curve perfect for pinpoint prostate stimulation and the extra wide base will fit in any size harness ring.

The shaft can bend slightly, but remains stiff enough for anal insertion. The mini size won't scare him and make him pucker up either, this is the smallest of all anal sex appropriate dildos. This is my top rated realistic dildo for pegging first timers.

  • Natural curve made for prostate stimulation
  • Wide base fits into any strap on ring
  • The smallest realistic pegging toy
  • 5 inches long, 3 1/2 inches insertable

Temptasia Dildo for Men

3. Temptasia Dildo for Men

Temptasia Dildo for Men is a super stylish flexible probe with a heart shaped base that looks feminine yet naughty when fixed to the harness that she wears. The best pegging toy for first timers because it's less than 1 inch wide, but long enough so he can actually feel it in his butt.

This is a must-have accessory, the pure silicone feels like silk and is non-porous so it's easy to sanitize after use with antibacterial soap or sex toy cleaner. The shaft can bend at any point so as it slides in his butthole it never pokes in a place that won't feel good. It follows the curves and passageways of his rectum and feels great!

  • Seamless smooth probe for easy penetration
  • Heart shaped base has a feminine touch of class
  • The smallest silicone pegging toy
  • 4 1/2 inches long, 3/4 inch across

Booty Call Pegging Toys Set

4. Booty Call Pegging Toys Set

Booty Call Pegging Toys Set is our favorite collection of beginner pegging toys. Even though they look like butt plugs, the length brings them into “probe” territory which just happens to work perfectly when one partner is wearing a strap on.

Includes all 3 anal toys in the starter set so if he's never inserted anything into the anus before, this is an excellent starter kit for him to try. Body safe silicone feels smooth and silky and he can even wear these like a butt plug during penetrative sex or foreplay.

  • Starter set includes all 3 plugs
  • Tapered tips are thinner than a finger
  • Made of premium silicone
  • Stiff build inserts easily into the anus

Realrock Prostate Pegging Dildo

5. Realrock Prostate Pegging Dildo

Realrock Prostate Pegging Dildo has a gradual curve ideal for male prostate stimulation. Despite the fact the dildo will straighten out upon anal insertion, once inside the rectum, it resumes the natural curved shape which will stimulate his prostate gland during pegging sex.

The tip is really small and really squishy so even though it is comfy for him, you may need a helping hand to try to stuff it inside his butt hole. Once isndie though, the sensual squishy shaft is a sexual treat for him.

  • The softest pegging dildo for sale
  • Flat base is also a string suction cup
  • Available in masculine color options
  • Curved tip for prostate stimulation

Mini Whopper Anal Dildo

6. Mini Whopper Anal Dildo

Mini Whopper Anal Dildo is the smallest pegging toy with a steady 1 inch length that remains the same from tip to end. The top is shaped like a tiny penis head with a gentle rounded end that pops in easily when well lubricated.

The shaft can bend, but it's not too floppy. If you use a device that is too soft then it will crimp and bend sideways when you insert it. Remember that pressure is needed to ease it into his anus, so a stiffer toy makes it easier.

  • The smallest rubber attachment
  • 5 3/4 inches long, 1 inch diameter
  • Available in white or brown skin tones
  • Large suction cup base fits any O-ring size

Booty Teaser Anal Training Toy

7. Booty Teaser Anal Training Toy

Booty Teaser Anal Training Toy is a small butt plug that just happens to be one of the best pegging toys for beginners. The thin silicone shaft has a rounded end and thin neck to add a massaging feel to his sphincter while his partner thrusts.

The comfortable thinner neck can bend easily and the silky feeling luxurious silicone surface is a nice quality upgrade compared to the typical rubber anal plug. The anchor shaped base grabs onto the strap on ring and stays in place.

  • Anchor shaped base for external teasing
  • Pure silicone
  • 4 inches long
  • Less than 1 inch diameter

Mini Whopper Vibrating Anal Dildo

8. Mini Whopper Vibrating Anal Dildo

Mini Whopper Vibrating Anal Dildo is the best anal dildo vibrator originally made for women, but couples are using it as a vibrating pegging toy instead. The realistic penis shaped shaft has a stuff enough build to insert far into his ass, yet the shaft is bendable enough to move with your bodies as you change positions.

The intense, super powerful vibration has enough strength to fire his ejaculation across the room, it greatly improves his orgasm, and is a must have small vibrator for couples who like intense couples adult toys.

  • Most powerful vibrating pegging toy
  • Steady stovepipe shaft
  • 4 ¾ inches insertable
  • Available in beige or brown

Dr. Skin Small Dildo

9. Dr. Skin Small Dildo

Dr. Skin Small Dildo is made of smooth silky skin like rubber that inserts really comfortably and the curved shaft is flexible so you can move around without poking his rectum. It's the perfect shape with a comfortable texture to make him a happy guy.

The flat circular base stays put in a strap on ring, and the thin head that gradually increases in girth along the shaft offers him a nice, cushy stretch. He can tell you how to deep to go depending on how much he's enjoying the increasing diameter. The small penis head is 1 inch wide and the shaft increases to 1 1/4 inches near the base of the shaft (before the suction cup begins).

  • Silky smooth rubber surface
  • Graduated shaft adds pleasure
  • Flared base fits any strap on ring
  • Available in 3 colors

BFF Petite Dildo for Strap On

10. BFF Petite Dildo for Strap On

BFF Petite Dildo for Strap On may be too thick for someone who's never inserted an anal probe before, but if your man has used butt plugs during masturbation or sex in the past, this one shouldn't be too far of an upgrade for him. We love this shape, it's the quintessential smooth unisex and non-binary anal toy that goes super deep with all the flex to keep it cozy.

The shape is excellent for guys who don't want a realistic looking dildo for pegging. The non-phallic shape won't make him feel strange during sex and the slight upwards curve is ergonomic when you're enjoying strap on anal sex. The cheap price can't be beat either!

  • Non-phallic shape is the most discreet
  • Cheap price
  • Natural curve reaches the prostate
  • Popular size upgrade for men

Best Strap Ons For Your Pegging Toy


Innovation Strap on Harness

Innovation Strap on Harness

Innovation Strap on Harness is the best strap on for beginners because it has a high quality luxurious streamlined design at a cheap price to support silicone dildos. Sure we've seen cheaper harnesses for sale, but this one is actually nice and super comfortable for her to wear.

It has a cloth lining and hemmed in ring that has better feminine styling. It can be dressed up a naughty or nice, this is our most versatile harness option and the newest pegging strap on. The thong style back looks ultra sexy and the whole thing can be hand washed.

  • Soft fabric harness
  • Sexy G-string style back
  • Stretchy rubber O-ring sewn into the fabric
  • Fits up to a 50 inch waist

SX Strap On for Pegging Toys

SX Strap On for Pegging Toys

SX Strap On for Pegging Toys is our favorite budget option that is durable and well made. The silky soft straps won't chafe, the imitation leather harness backing has a dark and demure appearance similar to what a dominatrix would wear in the bedroom. Perfect for acting up your erotic sex fantasy! There is even room up front for her to use a bullet vibe.

Includes 2 rubber O rings allowing more variance in attachment sizes compared to the first option, however most couples who peg choose thin and small attachments so having a large O ring is not an important feature, but versatility is always nice; you never know what the future holds!

  • Most inexpensive option
  • Made to fit small pegging toys
  • Imitation leather harness
  • Fits up to a 48 inch waist

Lux Fetish Strap On for Pegging

Lux Fetish Strap On for Pegging

Lux Fetish Strap On for Pegging is a beautiful strap on for women with a velvety fleecy looking lining that comes available in either hot pink or jet black. Long nylon straps adjust in 4 points on the body.

The straps can be extended far longer than any other option easily fitting a XXL size gal. A pouch in the top has enough space to slide a bullet vibrator for extra vibration during play. Low rise is one of the most visually appealing, gals who wear this certainly feel like a sex goddess!

  • Pouch sewn in the top so the wearer can insert her vibrator
  • Velvety harness looks great
  • Includes a removable rubber O ring
  • Fits extra large sizes up to XXL (65 inch waist)

Other Pegging Toys for Beginners

Butt plugs are excellent pegging toys. The best pegging toys for men also include the possibility of a dildo that is originally intended for women, but in our experience, they are perfectly suited for guys who want to try backdoor penetration for the first time. Make sure to keep your options open when shopping online for pegging accessories!

All of these dildo and butt plugs can be worn on a strap on harness for first time pegging, but as seen in the video demonstrations, they can be used alone during male masturbation. In fact, it's one of the best ways for guys to get used to the feeling of anal.

Guys go at the pace they choose and as deep or as shallow as they decide. Invite her into the room after you've given yourself a nice introductory lesson on the first timer pegging toys you like best. Before you shop online, make sure to check out the following suggestions that beginners like most:

Conclude with Anal Lube

As a final note before we conclude, butt lube is an important add-on that improves pleasure and makes the dildo penetration experience more enjoyable. Which one to buy? Thick water based anal sex lube is the best pegging lube.

A viscous gel is less runny that a vaginal lube, and the water based style cleans easily. Make sure to select water based lube only because if you have a silicone pegging toy, silicone lube will melt the surface over time. Add one of the lubricant applicators to reduce mess and make sure the lube doesn't spill out of his anus.

When it comes to anal penetration from any combination of anal toys, lubricant is absolutely the most important aspect to consider. The anus does not lubricate itself like the vagina does and when the partner tries to squeeze a dildo into the tight anus sphincter, it can cause serious discomfort, even tearing the tissue.

The solution to preventing this is to properly use lube. It's such a hot topic that I've even created a completely dedicated blog entry talking about the importance of personal lube and sharing ways to apply it to make anal not hurt. The last thing you want to do is get off on a painful start, especially when partners are involved because we want this new experience to be a good one!



Click to buy pegging dildos & strap ons online.



Mayla Green

Mayla Green has been involved in the sex toy industry since 2004. Working behind the motto “Sex TOYS should be FUN”, Mayla provides unique tips & advice amassed from over a decade of hands on experience with adult products. She also coaches clients how to fully enjoy sexual pleasure and can be seen in major publications & magazines online.

Happily married since 2009, she knows firsthand how the sex life eventually becomes repetitive (which truthfully means boring), so if you're looking to spice things up in the bedroom, Mayla's your gal! Her literary pride & joy is covering topics for established couples needing inspiration to keep lovemaking exciting and fun.

Not in a relationship? Her other focus is teaching women how to properly handle the “little person in the canoe” to experience the best orgasms ever, no partner required! Her creative and innovative tips, techniques and advice is on par with a certified sex therapist or Sexologist, but with an extra advantage from her knowledge of the adult toy business.

View all articles published by Mayla Green exclusively for The Adult Toy Shop sex blog.

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