Will Anyone Else Want Strap-On Sex the Way I Do?

You might be worried that you love strap on sex too much.

You might be worried that you won’t find someone who wants to receive strap-on sex as often as you want to strap on. In general, as we get more aware of what our particular sexual interests are, it can seem like what we want becomes harder to find.

Which is true — we’re narrowing down what we want, so that means there are fewer things out there that will match our wants. But what’s also true is that our chances of being satisfied are getting higher and higher, because we better know ourselves and what we want.

In addition, we’re getting more specific with what we want, which actually means what we’re looking for becomes easy to find. If we’re looking for “someone to have sex with,” sure, there are lots of people who might fit into that scenario, but just anybody willing to have sex might not actually make for a satisfying time.

Getting more specific about our desires gets us more likely to get what we want, and also more likely to have a satisfying experience.

A Little Personal Story …

As I was coming into my own as a cock-centric person, I was worried that my interest wouldn’t match up with anyone else’s. I wanted to be strapped on when I had sex at least ninety percent of the time, and I didn’t know anybody who wanted that the same way I did.

I got a lot of push-back from other queer women I was dating at the time. One person even told me that if she wanted to have sex “like that,” meaning with some sort of penetrative instrument, she’d have sex with a man.

Associating strapping on with any particular gender is not only untrue, it deeply limits our abilities to explore and experiment with what our bodies do and the ways we can connect and play through sex. Wanting to play with penetrative sex, whether with fingers, a factory-installed penis, or a strapped on appendage, has nothing to do with gender and can be enjoyed — or rejected — by anyone of any gender. A few of the most cock-centric people that I know are high femmes, and I know a few gay men who do not want penetrative sex, giving or receiving, at all.

It took me some time to feel comfortable owning how frequently I wanted my sexual experiences to include me strapped on. It took talking to my friends, talking to lovers, and talking to other sex-positive educators to feel like I wasn’t the only one who wanted that, and to trust that I wasn’t a weird pervert freak because of it. It took trusting that someone was out there who wanted equal-but-opposite thing I wanted — for their partner to be strapped on for ninety percent of their sex life. It took experimenting and playing and being open about what I wanted.

Eventually, it has become one integral part of my personal sexuality, and if I was talking to a new potential sexual partner, it is something I would screen for.

On Stereotypes

It might seem like lesbians or queer women have rejected penetrative sex, because they are not attracted to men. It might seem like straight men would not be interested in being pegged, because they are heterosexual.

But liking the sensation of penetration and one’s sexual orientation are not the same thing. In all of my travels and coaching and teaching of strap-on technique, I have met with thousands of people, and I assure you: plenty of queer women enjoy penetration, and plenty of straight men enjoy pegging, and plenty of nonbinary folks and genderqueer folks of all kinds of genders enjoy things in their holes.

It might seem like you are looking for something that doesn’t exist, but I assure you: it does! You may have to just take it on faith for a little while, but if you look around and be open about the kind of sex life you want, you will find people who want the same things you do.

There are many, many people out there who want to receive. They might be looking for you, and thinking you’re hard to find, just as much as you are looking for them.

Plus Size Pegging: A Longer Dildo & Comfortable Harness

My wife and I have been dabbling in pegging. She has mentioned to me that the harness is uncomfortable and that it would probably be better if we found a longer dildo, because we are a bit on the plus size. Currently we have a 6”, 7”, and 8”, so I’m thinking 10 or 12 “ length would be fine. I have looked for longer dildos but have come up empty handed and not real sure the best route to take in this hunt.

Any suggestion on a website or a product that could help us out? Thanks.
— C

Sure, I’ve got a few recommendations for you.

You’re totally right about a longer dildo. You have an 8″ already? Most of the ones made with high quality silicone don’t get too much longer than 8. SheVibe.com has some, but primarily Doc Johnson brand — which are usually made from very poor materials and have that very strong plastic off-gassing smell.

One of the high quality ones is Gambler by Vixen Creations. It’s gorgeous — and huge! 11″ long, 3″ circumference. It’s kind hard to tell just how big it is by the photos on their site & other sites.

(Maybe someone will send me one so that I can take some photos for you with comparable objects for size … hint.)

But honestly — that one might be too big!

Here’s another: try Leroy, from New York Toy Collective — It’s 9.5″ long, 2.5″ wide, so it’s pretty big. Duo-density, which means it has a hard core but a soft squishy outside, so it’s not like plastic so much as a toy. Plus the inner core is ‘posable’ so it can bend and stay in place. New York Toy Collective gives $5 off with code SUGARBUTCH.

As far as harnesses go: the one you want, in my opinion, is the Joque by SpareParts.

the Joque harness by SpareParts

They have a size A that goes to 50″ waist and a size B to a 65″ waist. It’s stretchy and comfortable, more like wearing underwear, and gives a lot of tight control — more than the panty-style ones. Which also means the straps are wider and softer, so it doesn’t dig in to squishy parts like other harnesses do. It comes in some colors (red, black, purple) if the black is too boyish. It velcros, which makes it really easy to step into and you don’t have to fuss with buckles. It’s also easy to wash in the washing machine.

The Joque is jock-strap style, meaning it has two straps that go under the butt, not in between the butt cheeks. They do have a thong-style version, too, called Theo.

Hope that helps!

Like a Faggot

Warning: This story contains lots of elements of BDSM, including swearing, consensual violence, face punching, forceful cock sucking, punching, and ass fucking. The first scene (before the cut) is mostly orgasms and ass fucking, and the second scene (if you click through) is a heavy punching scene with a forceful blow job.

This scene occurred at IMsL in April 2012.

I started slowly. He was stripped and bent over the rickety—there’s no other word to describe it—massage table with metal legs and no cross-bars, as far as I could tell. I was packing my medium-sized dick and planned to plug his ass before I fucked him.

This was warm-up.

But when I got his clit nice and hard, when his hole was dripping, when I lubed up my fingers and went for his asshole, he was open and easy, eagerly swallowing down one then two then three fingers, and I knew I could actually fuck his ass, and that I wouldn’t have to start with the butt plug.

He’d never had his ass fucked. Six months of dating this little faggot and he had just revealed that little tidbit. It’s one of my favorite things anyway—that his ass was virgin was a bonus.

I growled at his ear, “Stay there,” and went for a condom. His arms were gathered under his chest almost as if hugging himself, a sweet position that made me want to plow him even more. Rubber tight rolled down and more lube and my cock head pushed open his asshole, slid inside with only a little force.

He moaned into his hand, fingers against his teeth as if I wouldn’t notice how he wanted something in his mouth. His knees buckled. Thighs quivered and tightened. I held him by the scruff of his neck, soothed in his ear, his back against my chest: “Shh, little faggot. It’ll only hurt for a minute. Relax your ass. Come on, give it to me.” He let up a little, I could feel the tension ease off my dick. “Good. Open up for me. C’mon, take it like the faggot you are, I know you like it.”

I slid in a little farther and he whimpered, gasped, sighed as I pulled out and began thrusting. I reached around for his clit and flicked my fingers over it. He came almost instantly. I didn’t back off, slid in deeper, but was met with more resistance. For a moment I was unsure if he could take this cock, unsure if I’d be able to fuck him properly, the full long strokes in and out, but as he relaxed and came—three, five, I don’t know how many times, quickly, in succession—I knew he could do it. My fingers left his clit and I gripped his hips, thrusting harder.

“That’s it,” I encouraged. He brought his arms up to grip the side of the massage table and began to push back into me, taking me deeper. “Nice. That’s good, little faggot. That’s what I wanted. Nice.” He moaned and shuddered, squirting this time, I could feel it on my legs. I pushed him back up on the table to try to keep him on his waterproof blanket.

I took him by the back of his neck again and started pumping harder. “I knew you would take it like a faggot, dirty boy. I knew you’d like it. You like it, don’t you.”

“Yes—yes,” he managed, breathing out the words hard, eyes closed as I pulled his head back, my hand reaching around for his throat.

“Say it.”

“I like it,” he barely whispered.

“What?”

“I like it.” A little louder.

“You like it, what?”

“I like it, Sir. I like it. Ohhh …”

“You like what, boy? Say it.”

“I like your cock in my ass. I like it. Please, Sir, fuck my ass. Please please please.” His pleading cries became whimpers and I groaned, my hips jerking hard against his in response.

“Good boy,” I muttered as my cock slid in and out. I wrapped my arms around him, held us together, breathing hard, and brought my hand between his legs to his clit again, thrumming it gently, sensitive now. “Mmm, fuck, you feel good. Your ass is nice and tight, feels good on my cock. I like to fill you up. Squeeze me harder, let me feel how tight you are, that’s it, yeah.” He came again, squirting, I could see it darken the blanket as his body thrust forward in contractions.

“Just a little more. Then I’m going to beat you.” I slid in and he moaned deep. He whimpered and shook, straightening his body upright until I pushed him back onto the table.

“Take it,” I growled. “Just a little more. Take it like a faggot. You can do it. Come on, dirty boy, I know you like it.” He didn’t stop shaking, barely holding himself up on his legs, and I thrust in again, and again. I rambled on as I worked up a slick sweat. I wanted to wear him out, warm him up before I started beating him. “Do it for me again, faggot. Come on, boy, come on my cock while I fuck you. Do it. Do it for me.”

He gasped and shuddered again, pitched forward, slammed his hand down into the table, and pressed his ass back against me, shaking, quivering, words pouring from his mouth, “Ohhh fuck, please please please, thank you Sir.” I held him close to me, twisted our bodies to kiss him.

Ask Me Anything: Strapping On For the First Time

ExperimentallyCurious asked:

What was your first time strapping like? What advice do you have for strap-on virgins? My butch just placed the online order for her first cock, and I have no idea of what to expect.

Go slow. Use lots of lube. LOTS of lube. More than you think you might need, especially at first. It’s just a little messy, which is always better than having not enough. DON’T use silicone lube, as it’ll screw up your silicone toys.

Talk to each other, be as vocal as you can—even “ooh yeah ooh yeah” type of vocalizations will help give cues to each other about what feels good and what is not quite working.

Don’t be afraid to slow each other down or stop. It might just click and work and be amazing, but you also might want to just do it as something to try and to play with, at least for now, so don’t expect one or both of you to get off, especially not at first.

If you’re not used to penetration during sex, you might want to mess around with getting yourself off (or her getting you off, using her hands on your clit I mean) while she’s inside, but without much in-and-out motion, at least for now, while you’re getting used to the feeling of her cock.

The typical porn positions are the best, in my opinion, which is why they are so frequently used—missionary, and doggy style from behind (in various incarnations, like leaning over the bed, or with your head down on the bed instead of on all fours). In missionary, also try it with her sitting up on her knees, with her thighs under your thighs, that is often a really good angle.

Don’t be afraid to touch it, kiss it, lick it, suck it—that stuff can be really hot, though that can also be kind of delicate, so see how your girlfriend feels about it. Sometimes it seems to me, as the strap-on wearer, that I am expected to be the one who does all the action once I put it on, but my point is that you can do things, too. If you aren’t sure if she wants you to touch it (or kiss it or suck on it), ask. “Would you mind if I …” “Wow, I didn’t expect to want to … , but I do, please may I?”

Personally I think just about any sex act is all the more hot with someone saying what they are doing (or want to do), regardless of what it is. Maybe that’s me—I really love language.

Most women can’t come from penetration alone, which I assume the two of you know, but just a reminder that you both might want to start practicing touching your clit while she’s fucking you, either with your hand or, if she can reach comfortably, with hers. It takes some practice to be able to fuck with a cock and use your hand at the same time, but it’s possible! And worth figuring out how.

And from her side … it is possible to get off while strapped on, but that might take some time and practice. For me, I like the harness to be VERY tight, tighter than is all that comfortable around my hips, because I like to be able to feel every stroke against my cunt while I’m fucking. I like the stimulation of a one-strap (g-string style) harness better than a two-strap (jock strap style) harness, but that seems to be the minority opinion, so your milage may vary. She can try adding bullet vibes or butt plugs or the We-Vibe to increase stimulation, though I find those are more distracting than helpful. But if she really likes a vibration on her clit or something in her ass, that might be just the push she needs to be able to fuck and come.

Other than that, in my experience, to be able to come while strapped on, just following the sensation—when you find a spot that feels good, rub up on it, over and over, and see how far that can take you.

Consider anything you do in playing with it an experiment, and collect the data of that experiment. Did it work? Would it work better if one variable was different? Would you try it again? Or was it a complete fail and did not feel good? Gather the data and figure out what you like and don’t like, what was luke-warm and what you might try later if things were a little different.

Did I mention lube?

And … the first part of that question was, what was my first time strapping on like? Well, to be honest, my first time strapping on was to peg a guy, my boyfriend of about 5 years that I was with in high school. I bought a strap-on when we broke up, and I came out as a lesbian, and it was a tiny silicone thing that was very hard silicone and black and narrow. I do still have it, actually, I keep thinking it might be a good size for anal sex, but then again, now that I have the Spur why would I use a cock that was so hard?

We then went cock shopping together and bought a cock that was roughly the size and shape of his, which was what I pegged him with. It was fun enough to peg him, but it also made me realize that I was (really really for sure) a dyke and wasn’t that into it.

I did fuck my first girlfriend with a strap-on, but we were more of the I-do-you-you-do-me type of couple, so we took turns. It took quite a few more years before I felt like I had a cock that was mine—really not until I ended the relationship with my college girlfriend and started dating femmes exclusively. Which I have widely chronicled here!

It’s been a long journey to claiming my cock-centricity and cock confidence. Actually, I teach workshops on Cock Confidence now, in case you’d like to attend one—I’ll be doing it next at Good Vibrations in San Francisco in August.

Anything else y’all would recommend? Any other tips for first-time strap-on users?