The Best Strap On & Strapless Dildos For Ultimate Pegging Experience

You're ready for the first strap on experience, but not just sure how to get started?

What kind of dildo should I get?

What kind of harness works the best?

What about my pleasure? I've heard good things about strapless dildos…

As pegging is getting more popular there are better and better pegging sex toys available. Great!

Even though lots of lesbians are using these strap-ons… this will fit in any bedroom.

As men are discovering the pleasures their prostate can bring and BDSM Dominance/Submission play is getting mainstream, it's getting more accepted!

🍷 Note: Stick around, in the end I included some kinky pegging stories for your inspiration!

Alright…


How To Shop For The Best Strap On?

First of all, know your needs.

It's important to get a good harness that will fit great on lady's body.

Then as for dildo sizes — based on the experience you should pick bigger or smaller dildo.

There are also specially designed prostate stimulators that will hit the P-spot just the right way.

There are two main type of strap on dildos:

  • The ones that require harness (plus you can easily then change the dildo sizes)
  • The ones that are strapless and give woman pleasure at the same time (G-spot or vibrating, or both). Since bullet vibrators are popular, some strapless dildos actually work with them.

You can buy harnesses separately and dildos separately or you can buy them together… Up to you.

⚠️ Note: Make sure you've got a lube compatible with the strapon dildo. For anal play lube is not optional. If unsure just go with Uberlube.

Let's start with strap on harnesses:


What Are The Best Strap On Harnesses?

There is no best one, there are just different types and then different kind of designs.

I've included the most recommended and best selling harnesses you can pick from:


#1 — Doc Johnson Corset Harness ($31.59)

Now the best thing about Doc Johnson's harness is that they are compatible with popular O-Ring and U-Lock Dildos.

So you can easily change the sizes and type of dildos as you go.

This harness is really stable and comfy.

Find It On Amazon Here.

Here are two of the most popular dildos that are bought together with this harness:

This Doc Johnson dildo ($16.01) is the best to start with.

You can choose between 15 styles, but since they are small, they make for a nice preparation before anything bigger.

Find it on Amazon.

…and later you can upgrade to this size Doc Johnson dildo ($18.81):

Maybe most guys won't even wanna that big size, but you never know till you try.

Check it on amazon here.

#2 — Doc Johnson Harness 2 With Plug ($16.09)

Here's another Doc Johnson harness with a small butt plug already included.

As you notice it's a bit different style.

It's a super cheap, quality trial option you can use, before going bigger and badder!

Find it on Amazon here.

#3 — Avalon Jock Style Strap On Harness ($20.11)

This is a Jock style harness that has a nice opening on the back.

It is very easy to slip it on and you can use it with a ton of different dildos.

Dildo is not included.

Find it on Amazon.

And these are the 3 piece silicone dildo set ($24.72) that people most recommend buying together with Avalon Harness.

They come in black color too.

Find it on Amazon here.

#4 — RodeoH Sexy Lingerie Strap On Harness ($64.99)

This one is great if you want to look feminine and care about beautiful looks even while you're pegging him (or her).

It's beautiful and comfy.

This model holds really tight and offers a real feel — use it just as you would use your panties.

Find it on Amazon here.

The aforementioned Tri-Play silicone dildo set will go great with this one.

Just in black color :)

Find it on Amazon here.

What Is The Best Strap On Harness With Dildo?

I'll recommend just one model.

There is simply no other great combo options that you can buy together and everyone recommends this one:

#5 — 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.

The Best Strapless Strap On Dildos

Now…

If you want to get pleasure while pegging him…

You can take a look at strapless dildos…

There are amazing, intense vibrating options :)

Let me start with the highest quality, but also most expensive strapless dildo:

#6 — Tantus Feeldo Strapless Strap-on Vibrator ($116.79)

Now this one actually comes with a waterproof removable bullet vibrator.

So you can afterwards use the vibrator for any other kinky play.

But yes, the key here is that it's a vibrating experience and the part that goes into woman's vagina is big and stable enough to hold in there and provide pleasure.

You cannot go wrong with this one in the pleasure department.

Find it on Amazon here.

#7 — 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.

But it's cheap eh.

Find it on Amazon here.

#8 — PipeDream Strapless Strap On ($39.86)

Now this is a lot cheaper option than Tantus, but it doesn't have vibrating features.

But again, it may be a great quality beginners option.

No need to buy harness, no matter how it works out you still get a nice sex toy that you can use later ;)

Find it on Amazon here.

Best Anal Play Preparation Butt Plugs

Finally, I really recommend you get these butt plugs.

No matter how you go about it, butt is slow to open and using these can make the experience a lot more pleasurable.

You just slowly build it up — from butt plugs to the actual pegging.

Take your time ;)


#9 — 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.

Finally check out this video to get more explanations and actually see how those strap ons, harnesses and strapless dildos look like:


Pegging Stories From Real Men & Women

Alright…

You've got the goods!

Now read some stories to learn what kind of fun is awaiting you!

“First Time Pegging Story: It Happened Last Night…”

“This just happened last night, and I’m writing it down now because it’s fresh in my mind.

Bottom line is, I got pegged for the first time, and I fucking LOVED it.

I’m a 22 year old male, been with my 23 year old girlfriend for more than four years.

Maybe a month or two ago, I brought up the idea of pegging.

She has already fingered my ass and put a plug in me, so ass play was nothing new between us.

I was a little nervous bringing it up, but I was very pleased to see that she was up for it.

Maybe not enthusiastic, but willing to give it a show.

Okay, I say to myself. Cool.

Now I’m a little nervous, because shit is real now.

The next week or so, we shop together on Amazon for some toys.

Among other things, we bought the Tantus Bend Over Intermediate Kit.

Find it on Amazon here.

When it arrived, we oohed and ahhed, and then it sat in the drawer for about a month.

This was not due to any unwillingness on her part; I just wasn’t quite ready yet.

Today, I asked her if she would like to try out the new butt plug we bought on me tonight, and she agreed.

The day passed, and at night, we were lying on the bed.

I had the plug out and the lube and everything, and she gets up, goes to the drawer, and pulls out the strap-on and harness.

“You, uh, did you want to use that tonight?” I asked her.

“Yeah,” she said. “I do.”

“Okay.” Okay, shit. This was really happening.

A couple things went through my mind, normal things, I’m sure — what if it’s messy, what if she gets weirded out by fucking her boyfriend, etc.

But fuck it, I want this thing inside me.

Still… “Hold on,” I told her, and I dug in the drawer myself.

When we had shopped, I had also bought a rectal bulb, which you fill with water, stick up your butt, and then squeeze.

Find it on Amazon here.

I wanted to make sure that this didn’t wind up being some smelly nightmare that ended up with her huddled in the corner, scarred for life, and us having to move because we couldn’t go into this room anymore.

So I took a few minutes — (or so I thought, it really ended up being almost half an hour) — using the thing.

When I was squeaky clean, I timidly came back into the room.

She already had the motherfucker on and was bouncing it up and down. I laughed. “Warm me up first,” I told her.

We laid next to each other and kissed for a while.

My dick was already rock-hard at the thought of what was going to happen, and she grabbed me as we kissed, and I could tell she was surprised by its steely state.

After a bit, we laid a towel down on the bed. I laid on my back and she kneeled in front of me.

I grabbed the coconut oil and handed it to her, and she oiled me up. She slid a finger in me and I moaned.

We do this every now and then, but not too often, and the feelings are intense.

She began stroking me while she fingered me.

I asked her to gently try to put two fingers in, which we hadn’t done before.

She did, but it was a bit uncomfortable.

I flipped over onto my knees so that it would be easier access, and she pressed two fingers against my ass.

Holy shit. I pushed myself back onto her and they slid right in. It felt…sublime.

She reached under me and grabbed my cock and worked it while she thrust into me a few times, me pushing back onto her.

After a minute or two, I said, “I’m ready.”

I was excited and dripping precum onto the towel, and I could tell she was eager, too.

She had the smaller dildo strapped into the harness (you can see it in the above link).

She got on her knees and inched close to me.

When I could feel her warm skin on mine, she began moving around with the strap-on, trying to find her mark.

“It’s hard,” she said. “I can’t feel where to go.”

There was a giggle in her voice, but once she figured out where to go, our breathing quickened.

She was right on my asshole. Slowly, she pushed forward.

I literally bit the pillow that was under me and groaned.

“Does it hurt?” she asked, leaning over me.

I said no. “No, it feels fucking amazing.”

I could hear her grin in the dark bedroom as she straightened back out and pushed forward some more.

Now it was sliding into me. I felt full. This was the biggest thing I’d ever had inside of my ass.

And it felt like with each inch she put in, my cock shot out, harder and bigger.

When it was all the way, she started slowly thrusting back and forth.

Oh, my God, guys.

OH MY GOD.

The feeling was unique and incredible and she was just nailing that secret spot inside of me.

It literally felt like my brain flashed white every time she pushed forward.

She reached under me and grabbed my cock while she fucked me, and I swear she was squeezing precum out of it like it was a fucking tube of yogurt.

“Fuck,” I said to myself as she jerked me off.
Then to her, “I fucking love it.”

She gave a hearty moan at that and began fucking me harder.

I was in heaven.

I told her to lube it up some more.

She pulled out of me and grabbed the lube, and said she wanted to try it with me on my back.

Now she’s not normally a very dominant girl, but she commanded me to get my ass to the edge of the bed and lift up my legs.

Still a little lightheaded, I didn’t argue (not that I would have either way).

I scooted down and she hefted my legs onto her shoulders and pushed it back into me. More intense pleasure.

She jerked my dick while she pounded me and I’m pretty sure my moans and grunts disturbed the neighbors.

Like I could give a fuck at this point.

Not being very experienced as the fucker and not the fuckee, after ten minutes or so, her legs were tired.

The dildo had been slipping out of me at some points, and I said, “I want the bigger one.”

Now, the bigger one is considerably bigger, almost twice the girth and a couple inches longer.

She strapped it into the harness and lied down on the bed.

She stuck her fat purple dildo in the air and said she wanted me on top.

With the bigger dildo, I figured it would be best to do it like this, anyway.

It was tough at first to get the positioning right, but soon it pressed against my hole, and slowly but surely it stretched me open and found a new home.

I would have thought it impossible, but it felt twice as good as before.

It felt like every time this thing twitched it was smacking every nerve that I had and making me weak with the intensity.

I wiggled my ass back and forth on it while she grabbed my dick and stroked. Then she took her hand off and used it as leverage to fuck me while I straddled her, shoving her legs up and pushing that thing as deep inside me as it could go.

I couldn’t resist it any fucking longer.

I grabbed my cock and jerked myself off furiously, squeezing the dildo with my ass and seeing flashes of white cover my world whenever she shoved it up inside of me with her thrusts.

It wasn’t long before I came, and FUCK, I came.

I came harder than I ever had. I came like I was about to burst if I didn’t get this cum out of me right this fucking second.

I shot onto her stomach, then her boobs, then her face, then her hair, then the pillow behind her.

After eight or so pulses and rockets of hot cum, I wasn’t ejaculating any more, but I was still coming for almost a minute after that, my eyes closed, the strap-on pistoning in and out of me, and after it was over I pressed my hand onto her cum-slick chest and just sat motionless, recovering.

I slowly got up off of her and collapsed next to her on the bed, unable to say a word.

So, yeah.

She had really enjoyed it, and I had lost my mind over it, and I had gotten cum into her ear.

11/10, can’t wait to get fucked again.”

Source: mysexaccount5


“Just tried pegging my boyfriend for the first time and it went INCREDIBLE.”

“Little background, been with my boyfriend for almost 7 months.

Despite the age gap (I’m 23, he’s 35), the two of us click with an absolutely insatiable sexual chemistry, along with being almost instant best friends.

I know, I know, it’s gross and you want to barf at how stereotypical it sounds.

But it’s kind of new for me. I don’t have the best or healthiest relationship history.

He’s honestly been the best all-around partner I’ve ever had.

We’ve been pretty sexually adventurous from the start, and it didn’t take long for me to suggest switching.

I had started noticing that he had some blatant submissive qualities but he had absolutely no idea that that’s what it was.

It took a little convincing, and a lot of wine.

Our first real switch play session brought both of us to our knees, pun intended.

I got to use a hitachi for the first time, he got to have his ass fingered for the first time — it was a good weekend.

About a week afterwards, I asked him if he’d ever considered pegging, and the next day we started looking at strapons.

I really did my research and chose what I thought was:

  • a good beginner dildo (and a bigger one, both for me to use on myself now and if he decided he wanted to size up later)
  • a comfortable harness (and in practice, successes on both fronts)
  • as well as water-based lube, because both dildos are silicone.

Last night, I stayed up late doing reading about pegging because I have literally never gotten to this point in a switch relationship.

I’ve dated people who have expressed interest, but the relationship has almost always ended (no connection to the whole pegging thing) before we got to it.

I was fucking nervous.

I really didn’t want to hurt him, or fuck up his psyche, or go too fast …

I was a wreck.

But I did my homework, watched a lot of videos, saw a lot of pictures I didn’t know were allowed on the internet, and went to bed feeling less nervous.

Today was the day.

I was ecstatic to be able to play with him like that.

Took my time, warmed him up with a ton of foreplay and oral, bent him over and spanked him, rubbed his shoulders and back, fingered him gently and worked up to a few fingers

… and took the plunge.

It was incredible, and I have to say, I liked it a whole hell of a lot more than I thought I would.

After all was said and done, he collapsed into my arms and we had a breathless talk about what had just happened, how he felt, where he was at mentally, what he needed from me, and we passed out for a little bit.”

Source: troublecalling


Bringing It All Together

That's it folks!

Hope this guide helped you…and make sure you read the main pegging guide to learn more about the whole process, best positions and other people best tips.

And if you're doing this to your guy.. you might wanna read this together with your man.

Prostate milking is an amazing experience to have.