5 Ways Hollow Strap-Ons Can Transform Your Sex Life

When the subject of my past in sex toy retail comes up in conversation, one question I’m often asked is, “What products did you sell the most of?”

Beginner vibrators, anal douches, and We-Vibes all rank highly on that list – but so does, surprisingly, the humble hollow strap-on. Customers – usually older-looking married men – would wander into the store seeking something to supplement their sex life, and sometimes their line of inquiry would lead them straight to the strap-on section. It gave me great satisfaction to see happy folks leaving the store with new treats to excite their partners and themselves.

Here are 5 ways this underrated and oft-misunderstood product can give your sex life a boost…

Erectile dysfunction. Whether you’ve tried E.D. meds and found that they don’t work (or just don’t work as well or as reliably as you’d hoped), or you’ve never tried them and don’t want to, a hollow strap on can stand in for your god-given dick if you and/or your partner are missing the joys of penetration in the wake of erectile difficulties. This is, by far, the most common reason my customers ended up going home with a hollow strap-on, and I think it’s a great solution! (Remember: soft or semi-soft dicks can still be pleasured in lots of non-penetrative ways, before or after your strap-on sesh. Erection, ejaculation, and orgasm are 3 separate phenomena that don’t all need to be present every time.)

Premature ejaculation. If you can’t last long enough to give your partner the poundin’ they (or you!) desire, slip your dick into a hollow strap-on – either before or after your own orgasm – and you’ll be able to fuck your sweetheart for as long as your muscles hold out. This is also great if your partner (like me) loves coming during penetrative sex but takes a while to get there.

Gender affirmation. We hear a lot about people with vaginas (e.g. pre-op/non-op trans men or assigned-female non-binary folks) using strap-ons as a way to access gender euphoria, but there’s less discourse about people with penises doing the same. Why, you might be wondering, would someone with a flesh-and-blood dick feel good and gender-affirmed when they strap a silicone one on over top? Well, some trans and non-binary folks find it distressing or even triggering to use their genitals in the “traditional” ways prescribed by hetero- and cis-normative culture. Using a strap-on can help some people express and experience their gender more pleasurably during sex, and that’s a wonderful thing.

Chastity kink. This is my #1 fantasy involving hollow strap-ons: a submissive partner isn’t permitted their own pleasure until they fully please their dominant, and so they slide their dick into a strap-on so having it touched isn’t even an option. In this way, the strap-on can serve the dual function of a chastity belt for the sub and a dildo they can fuck their dom with. Hot!

Mindfulness. This one is a bit more abstract, so bear with me… Sometimes, when you’re having sex, it’s easy to get so distracted by your own pleasure that you forget to focus on everything else that’s going on: your partner’s pleasure, their sounds, how cute they look when they bite their lip, how good their skin feels against yours, and so on. If you temporarily take your own genital sensations out of the equation, these other lovely details immediately come into sharper focus. Does this mean strap-ons are kind of… zen?!

What are your favorite potential uses for hollow strap-ons?

 

This post was sponsored. As always, all writing and opinions are my own.

Monthly Faves: Weddings & Wisecracks

Sex toys

• An ice cube barely counts as a sex toy, but nonetheless: temperatures soared in Toronto this month and I enjoyed trying some temperature play with my partner. While this activity is often included in “Spice things up!” articles for vanilla people, for me it was a distinctly kinky experience that resulted in a lot of screaming and a deep, disorienting subspace. Pro tip: Tovolo King Cube ice trays create extra-large ice cubes that work better (and longer) for this purpose than the standard size.

• Tweezers aren’t really a sex toy either, but I enjoy using them as a sadomasochistic tool in scenes where I’m playing a dominant role, with partners who don’t mind getting groomed by a mean brat. Mine are Sephora-brand but maybe one day I’ll update to a fancy pair of Tweezermans.

Fantasy fodder

• I wrote something in my newsletter this month about the ethical minefield that is fantasizing about incels (“involuntary celibates”). Much like a related fantasy of mine – taking a young man’s virginity – this one is mostly about the utter delight and surprise that the other person would radiate at me. It’s still weird to have sexual fantasies about people I consider ethically abhorrent like incels (and Chuck Bass), but hey, your fantasy life is your fantasy life.

• I’ve long had an uneasy fascination with wedding culture and this month I started thinking a lot about the absurd tradition that is wedding-night sex. I asked for stories from my Twitter followers about this particular rite of passage and got some interesting replies. I’m not much for “romantic sex,” so if I was getting married, probably that night would involve impact play and a collar and leash… or just, y’know, sleep. (P.S. I have a truly ridiculous “wedding” Pinterest board from when I was in university and fantasized about this type of thing to calm myself down at times of high anxiety, incase you’re into that.)

• Sir and I did a roleplay this month of their devising, in which I was starring in a high school production of Into the Woods (a mutual fave show) and they were in the tech crew. They came to my dressing room to compliment me on my singing and… things escalated. It reminded me of how much fun high-school roleplays can be: the excitement, the novelty, the hormones, oh my!

Sexcetera

• Very excited to announce that my new podcast collaboration with the incomparable Brent Black is live! It’s called Question Box and you should be able to find it on most podcast providers. It’s a game show where guests and hosts compete to see who can answer the most shockingly personal questions on air. Give it a listen – and pledge to our Patreon if you like supporting weird comedy!

• Sextistics: This month I had in-person sex 21 times, which is a frankly wacky amount of sex for a person in a long-distance relationship to be able to have. (We spent two weekends together instead of just one like we usually do.) I had phone sex 20 times, totaling 41 sex sessions – a record high for the year so far!

Femme stuff

• One of my most gleeful fashion/beauty moments of the month was when mb and I wore matching outfits – their tie was almost the exact same print as my dress – and matching lipstick (Fire & Ice by Revlon, a classic).

• I got a lot of opportunities to do mb’s makeup this month and it was so fun. This coppery smoky eye was maybe my fave. I haven’t done many people’s makeup in my life, which makes it feel extra intimate and special to do it on my partner.

• My friend and roommate Sarah gave me a pink and blue scarf that is soooo my style. Trust a femme to get you the exact right thing for your look!

Media

• I enjoyed Dear Edward, a forthcoming novel by Ann Napolitano about a 12-year-old boy who is the sole survivor of a plane crash that kills his family. It sounds sad, and it is, but it’s also incredibly hopeful and sweet and charming.

• Everyone on my Twitter timeline was freaking out about an essay called “The Crane Wife,” and I read it and it was as good as expected. It has a lot to say about the ways our patriarchal culture is set up to make women squash their own needs in order to “get” and “keep” a man.

• One of my fave outings this month was seeing Some Like It Hot on a giant outdoor movie screen at the Corktown Common with my mom. It’s a fave movie for both of us so it was fun to share the experience of watching it with a bunch of strangers under the stars!

Little things

Catsitting Sarah’s cats and talking out loud to them constantly. Veggies with hummus. Going to the art gallery with mb to languish in air conditioning on a really hot day. Drunkenly playing the piano at Civil Liberties (Nick, the bartender that night, sent over a glass of amaro to me for “classing up the joint” – best). Pasta salad. Hanging out with Rey in their last month in Toronto (for the time being, anyway). Birthday cake donuts at Bloomer’s, spinach-feta croissants at Jimmy’s Coffee, and maple glazed donuts at Krispy Kreme. Karaoke nights at the Fox. Playing Use Your Words over whiskey shots with friends. Lying on my childhood bedroom floor to soak it in for the last time, before we sold the house. My room at my parents’ new house. Cooking at home. Phone sex until 3 a.m. Dancing my ass off at a wedding.

The True Meaning of Friendship (with Benefits)

I’ve been fucking my friend with benefits for over two years and we’ve never taken a selfie together.

If this doesn’t seem that strange to you, I should explain: I take selfies with almost everybody who matters to me. My romantic partners, my friends, my family. Sometimes random people I meet at shows, if they’re into it. It’s a small act of digital-age intimacy. And I’ve never done it with this person whose dick has been in my hands and my mouth and my cunt occasionally-but-repeatedly for almost two and a half years.

If he read this, he’d probably offer to take a selfie with me on the spot – he’s that kind of sweetheart. But the selfie isn’t the point. The point is that we’re trained to think of casual sexual relationships as emotionally inconsequential, and thus undeserving of intimacy, care, and consideration. I think these connections can provide so much more value than we give them credit for, and that they therefore deserve kindness and tenderness just like our romantic relationships – if not the same amount, then at least the same quality.

Like Carsie Blanton, I think we’re too precious with our usage of the word “love.” We wall it off inside a spire and reserve it for a tiny subset of the people who make our heart stir. Then we imagine, by extension, that only those people deserve our focused attention, our empathetic concern, our “Thinking of you!” texts and “I missed you!” greetings. When I’ve lamented my loneliness during slutty phases, these things are most of what I’ve wanted: the comfort and consistency of a relationship, by which I don’t necessarily mean a romantic one.

Days after my last brutal breakup, my FWB trekked to my parents’ house, which I was in the process of moving out of. We’d planned a sex date before all of this drama unfolded, and, against the impulses of my crushing depression, I didn’t cancel it. My room was piled high with half-packed boxes and half-used tissues; a heart-rending rejection is a great way to derail a big undertaking like a move. But his lanky, warm body filled the space with light I thought I’d lost. “I know you’ve had a hard week,” he said, throwing an arm around my shoulders. “We don’t have to do anything. We could just cuddle, if you want. I just want to be here for you.”

I didn’t cry. These words, uttered by a romantic partner, would’ve summoned the floods. But my tear ducts shuttered up instinctively; this boy was only my casual sex-pal. Our genitals knew each other better than we knew each other as people. It didn’t seem right. Still, I thanked him, and we went ahead with the sex we’d planned, because I wanted to feel wanted again. As he moved inside me, I reflected on how this thing between us had become more than sex but less than love. Maybe that’s what it feels like when a friend with benefits is truly a friend.

Our friendship, now, is verifiable and undeniable. He’s been to my birthday parties; he’s commented on my Facebook selfies; he’s chatted with my partner about cocktails in my kitchen. I’ve confided in him about things even some of my friends (sans benefits) don’t know: career anxieties, relationship hopes, depression struggles. We’ve exorcized our troubles in a sex-club swimming pool, ciders in hand, and then smoothed them over with kisses. We’ve been patient with each other’s bodies when they were uncooperative or hurting or menstruating. Sex with him has been a balm, a rock.

What strikes me most about this copulationship, compared to some others I’ve had, is that it’s built on a bedrock of genuine esteem and respect. He doesn’t reduce me to a wet hole he can fuck, nor does he assess our encounters by how much sex was had or how good it was; while the sex is partly the point of getting together, it isn’t the whole point. He checks up on me via text, asks how I’m doing, says he misses me. He makes me laugh and compliments my “magic vagina.” He treats me, in short, like a friend who he happens to be banging – which unfortunately isn’t always the case in FWB arrangements.

I’d like for these relationships to be acknowledged and understood as the powerful connections they can be. When asked, I say I have two partners right now – by which I only mean two sexual partners, but still, something feels good and right about acknowledging my FWB in the same breath as the person I hold hands with in public and introduce to family members and want to be with for a long time. These two relationships have different levels of commitment, of upkeep, of social validity and recognizability, but they are equally as valid and equally as worthy of my attention and appreciation.

I’ve never said “I love you” to my FWB and probably never will, because I don’t love him romantically and never have. But there are casual equivalents in our friendship, which make me feel safe and valued in the same way an “I love you” does – like the time he randomly texted me while he was at work to say, “By the way, I think you’re pretty neat.”

Every Time I Wanted to Give Up On Love

2004. A girl I sort of know is sprawled out on the grass next to me in a park on a sunny afternoon. We’re barely friends, but we’re whiling the day away by playing a game together anyway. The game is this: we pick someone in our sixth-grade class and rate their attractiveness out of 10. How do preteens pick up the concept of reducing people to numerical scores in the first place? Who knows; our culture sucks.

Eventually we run out of subjects and decide to turn our harsh spotlights on each other. I give her what I think is a charitable 8 out of 10, because frankly, rating someone lower than a 7 to their face is unspeakably rude. But then she tells me my rating, and it’s a 4, and I am floored.

Is this why none of the boys in my class have ever seemed interested in me, except for the shrimpy nerd who aces all his English tests (who I secretly would kiss if not for the social stigma)? Am I really that ugly? And am I therefore banished to a loveless life? Will my big nose, big forehead, and wide hips curse me and deprive me in perpetuity of what I want more than anything – love?

I laugh it off, like I’m taking it in stride. But the truth is I can’t take it at all.

2006. The man I think I love is 23 years older than me. And he’s gay. And he’s about to move to New York.

I have a well-developed tendency of obsessing over people I see in plays and musicals, but this is the worst it’s ever been. I paste photos of his face dutifully into a scrapbook; I set up a Google alert for his name; I comb YouTube and Vimeo for any sign of him. I crowd all my romantic hopes onto him without him even knowing. When we say hello at the stage door during the run of his last Toronto show, I blush hard and my guts feel like disco balls shattering. How can someone mean this much to me and not even know who I am?

He isn’t the first gay man who’s swept me up and bowled me over; he won’t be the last. Part of me believes this is how it’ll always be: I’ll fall over and over for people who don’t know me, don’t want me, don’t even want anyone of my gender. Maybe love, to me, will always be lopsided. I carefully resign myself to this until it feels a little less sad. After all, being in the presence of someone who lights you up is a pleasant experience, so long as you can divorce yourself from the hope of them ever noticing you, let alone loving you.

2008. The purple-haired gender-weirdo I call my ex-girlfriend is distracting, vexing. They send me a piece of confessional writing in which they converse with a fictional god, trying to convince the deity to “get me back” for them even though they ended our short relationship – but, they’re careful to add, they don’t actually want me back. We made a terrible couple, and we’d make a terrible couple again. I’d be inclined to agree if I wasn’t so goddamn hung up on them that my grades are actually starting to suffer.

It seems – as it always does when you’re in this situation – that there is no one as smart, as funny, as perfect as my ex in my entire world. Every face except theirs in the sea of students bores me; classes we don’t share are easily forgotten and classes we do share are spent staring at them to the detriment of my studies. Nothing feels as important as this love that could have been.

This, my first real crush on a non-dude, is world-opening in ways I’ve never felt before. It’s easy to suspect, in the wake of such glorious wreckage, that no one will ever be this wonderful and wantable again. And so I lean into my misdirected lust and limerence, and when other people try to get close, I only push them away. This non-love feels realer than anything else that could develop if I only let it.

2014. Predictably, I cry, ending my first serious relationship on a street corner. Three and a half years in, I’ve simply fallen out of love: poof, whoops. My once-beloved is holding me; it’s hard to imagine letting go of such a steady presence. But eventually I do, and I get into a car and never see him again.

Established love began to feel so itchy and insular; I ran out of energy to wrestle my doubts into submission. So I gave up, cut ties, let go. But now I wonder if this means love is out of reach for me in general. Do I alienate everyone who cares enough to get close to me? Does devotion raise my hackles, or worse, bore me? Am I an emotionally stunted oaf who deserves for fuckboys to never text her back until one day she dies alone with nary even a cat to keep her company?

I take some time to myself, solitary, single. I learn what it feels like to breathe in my own body again without someone else breathing down my neck. I think: I just want to be alone for a while. And then, one day, months later, I think: Okay. I think I’m ready to be not-alone again now.

2016. Drunk, I spill my guts to my fuckbuddy-turned-crush on my couch after everyone else has left the party. It, shall we say, doesn’t go well. He knows I like him. He probably knows I love him. I wish he didn’t know. I wish I didn’t love him. I wish a lot of things.

“I feel like you have this crush monster inside you, and seeing me awakens it and makes you feel terrible about yourself,” he says, brow furrowed in a concern I can’t help but find touching. He’s embarrassingly right; seeing him always feels like an illicit high, and always ends in a catastrophic crash. “I think we should just be friends for a while,” he offers, and I nod as tears slide down my cheeks.

The question that has plagued and haunted me for months is: Why doesn’t he love me? I’ll never get an answer that feels satisfying, because the answer is as simple and as awful as it always is: He just doesn’t. I know neither he nor I can force him to love me. I know it’s time to stop trying. Maybe one day we’ll actually be friends.

2017. My oldest friend makes me a gin and tonic and I cry into it until it’s closer to a briny martini, because I’ve just been through the most traumatic breakup of my life. “It’s okay,” she says, “you’ll get over it,” but I can’t imagine how I will.

He was my first daddy dom, the first person I trusted enough to let into that sector of my sexuality. He told me he loved me, treasured me, wanted to be with me for years. He lied.

I lock away my heart in a metaphorical box and tuck it into a metaphorical attic; it’s of no use to me now. But I do that with my kinks too, pushing them away self-protectively. If I never want, need, and enjoy anything that deeply again, I can never be this devastated again when it’s taken from me. I take another swig of my salty G&T and tell my friend, “I don’t know how I’m ever going to trust anyone again.”

But 4 months later, I go on a first date with someone whose daddy-dom vibes are off the charts. My inner submissive little girl stirs and stretches, but I shush her. It’s not safe for you out here, little one. Go back to sleep. She won’t. She’s starry-eyed. She wants to play.

So little by little, I let myself fall in love. I let myself open up. I let myself feel hope and safety and comfort and all those dorky feelings I thought had been smashed out of my heart. Love grows back like a stubborn seedling. I water it, and wonder if this time it’ll finally take.

Current Fave Lubes

It’s been a while since I’ve done this, so… here’s some current faves of mine in the lube category!

Best general-purpose lube: Sutil Rich (available at SheVibe and Come As You Are)

This water-based formula is, indeed, rich. It feels much more luxe than most lubes of this type; its viscosity is almost more akin to a thick silicone-based lube, though there are no silicones in it. I would happily use this for hand stuff, vag stuff, butt stuff, on toys and on dicks and on fingers… Gimme more!

Best for vaginal sex: Sliquid Organics Natural Gel (available at SheVibe, Come As You Are, and Peepshow)

Water-based lubes work great for vaginal sex because they don’t dry up when they can get re-lubricated by your natural bodily fluids throughout a session. This one is thick and gel-like, non-irritating, and not as expensive as Sutil, so it’s an absolute staple for me. And it comes in a pretty huge bottle that lasts me a long time.

Best for handjobs: The Butters (available at Peepshow)

You just can’t beat the all-natural slip-‘n’-slide of this oil-based formula for an HJ. It’s creamy, long-lasting, and it smells and tastes not-entirely-awful incase you’re gonna get your face down there afterward. It’s got a bit of grittiness to it, so it’s best if you or your partner like a little friction. It also sinks into the skin after a while, so it’s ideal if you enjoy a well-moisturized cock. Just don’t try to use it with condoms (oil breaks down latex), and at this point I’d recommend against using it vaginally because it may have given me an infection once or twice.

Best for handjobs (runner-up): Slippery Stuff Silicone Lubricant (available at SheVibe)

This is one of the thicker, more gel-like silicone lubes I’ve encountered, making it great for HJs. My partner says it feels luxurious and cushioned, so you can use it to stroke hard and fast without discomfort. They also say this one feels more like vaginal lubrication than the Butters, if you’re into that. However, like most (if not all) silicone-based lubes, it tastes pretty gross, so I would recommend against this one if you think your HJ is gonna transition into a BJ.

Best for butt stuff: Sliquid Silk (available at SheVibe, and Peepshow)

This hybrid lube – that is to say, mostly water-based, with a small amount of silicone mixed in – marries the longevity of silicone lubes to the cushiony slip of water-based ones, making it ideal for anal play. The silicone content is low enough that you can even use it with silicone toys (though you should spot-test beforehand to make sure), so it’s one of my faves for pegging.

 

What are your favorite lubes these days?