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25 Amazing Sexual Experiences I Had At Age 25

Kate Sloan

I’m 26 today, babes! The past few years have been good to me, sex-wise: I got real slutty at age 23, learned a lot about my kinks and relationship style at 24, and settled into a more confident sexual existence at 25. To celebrate this minor milestone, here’s a list of 25 amazing sexual experiences I had while I was 25!

1. Dated a sadist. Despite identifying as a masochist for a few years, it wasn’t until just after my 25th birthday that I started seeing someone who self-identified as a sadist. I got spanked/slapped/scratched a lot in that relationship and it was great!

2. Got tied up. Rope bondage is a trip! I’ve dated two different rope aficionados within the past year, and playing with them showed me that being a rope bottom gets me real subspacey real fast. All that pressure, slowness, and focus puts me into a meditative space that’s unlike almost anything else I’ve experienced.

3. Pegged someone. I didn’t think I would like it, but I did. Innnteresting!

4. Used a blowjob mirror. I’ve been reviewing sex toys for over six years and this was one of the most terrifying toys I’ve tested, though it was also supremely satisfying and fun.

5. Experimented with “forced orgasm” play. I tried this with a few different partners and it typically involved them strapping me down and using a strong vibe on me until I couldn’t help but come. Very fun, would recommend!

6. Demo-bottomed for a spanking workshop. I took my dress off in front of a bunch of strangers and got my ass beat, which was… not as nervewracking as I thought it was gonna be. Maybe I have a teensy exhibitionist streak?

7. Dated a daddy dom. A couple of them, actually. DD/lg has been a fixture of my perv-brain for a few years but this was the first year when I actually tried it with real-life partners, and goddd, I love it.

8. Got a professional erotic massage. And actually had an orgasm from it, which I wasn’t expecting! It happened a few days after a breakup, which made it feel even more healing and necessary.

9. Fucked in an alley. I’d made out in many alleys before. I’d gotten spanked in a couple of alleys. This was the first year I actually had sex in an alley. It was lovely.

10. Had sex in my own place. I moved out of my parents’ house last September, and while I haven’t had a ton of sex in my own bedroom since then (tending, instead, to bang at partners’ houses or a local sex club), it was nice to christen my own space with sexual fluids ASAP. A real adulthood milestone!

11. Went to a sex tradeshow as foreplay. When you and your FWB are both huge sex toy nerds, there are few better pre-sex activities than trawling a tradeshow to see what’s new and hot. I bought a vibe and an impact implement, we flirted and giggled and made bad jokes, and then we had incredible sex at a club. A+ day, 10/10, would do again.

12. Got collared. Collars have been an important kink symbol to me for a long time but I’d never had one that was linked to a specific partner and made me “theirs.” My Sir had never collared anyone before me, either, so it was a super special thing for both of us when he put a collar on me in a Brooklyn hotel room just before we went to see my favorite band and exchanged our first I-love-you’s. So romantic!

13. Tried knifeplay. My pal Dick Wound is a hell of a knife top, so we negotiated some scenes so I could lightly explore my burgeoning interest in knives. It was scary, but in a safe, fun, consensual way. Oh, and a hot way. That, too.

14. Got spanked with a lightsaber. And also a butcher’s cleaver. (Which one would you guess hurt more?)

15. Did educational cam shows. I’ve long offered cam shows of the typically titillating variety, but this year I had a client who genuinely wanted to learn about vulvovaginal anatomy, so I got to patiently demonstrate and explain how I touch myself. Such a fun time!

16. Had a sugar daddy. This was a specific flavor of submission I had never sampled before, and wow, it was exhilarating. Money is so tied up in our personal psychology that I found it was easy to make it sexy, even though I’d never viewed it that way before.

17. Had actually good phone sex. Um, shout-out to people who have a way with dirty talk, because a) I sure don’t, and b) they can make me come really hard. Enough said.

18. Finally had sex with someone after a whole month of only sexting and phone sex. Love a good slow burn, am I right? It turns out you can fuck someone a whole lot better if you have a month’s worth of their sexy communiqué to refer to.

19. Shined a partner’s shoes. I will write about this in more detail when my head stops spinning from the incredible, meditative subspace it put me into. Neither of us had tried bootblacking in any context before, and once we did it together, we knew immediately that we liked it a lot.

20. Played with my wink kink more deliberately. Being winked at, in the right context, has long turned me on, but I’ve rarely had partners who knew how to harness that power to their advantage. My current boyfriend sure does, though. Winking as flirting, winking as foreplay, winking as a hypnotic induction… Woof.

21. Got hypnotized. A whole bunch. Ohhh, it’s so relaxing and hot. I love it.

22. Gave a BJ purely for my own pleasure. This experiment was inspired by my friend Caitlin K. Roberts and a Masters and Johnson concept she taught me about, “sensate focus.” It’s the practice of touching someone else for your own tactile enjoyment, and it can be transformative. I’d never given a blowjob quite like this before, and it really shifted my perspective on oral sex in general!

23. Sucked a dick through a glory hole. Granted, it’s not quite the Full Glory Hole Experience™ if you know exactly whose dick you’re sucking (or at least, I’m sure some purists would argue that), but I was still glad I got to try it. It’s been a fantasy of mine for a long time.

24. Received electrostimulation. I wasn’t sure how I would feel about getting painfully zapped with a Neon Wand, but, like many other forms of kinky pain, it made me subspacey and happy. And I’ll never forget how gleeful I got watching my boyfriend painstakingly try out each attachment on his own arm at various different settings to make sure he knew what he’d be inflicting on me before he did it. Swoon-o-rama.

25. Got “treated for hysteria,” i.e. did a medical-play scene centered around the Victorian notion of “female hysteria” being curable by manual and mechanical clitoral stimulation until “hysterical paroxysm.” The image of my boyfriend in a vaguely doctor-esque white T-shirt telling me, “That’s right, Kate, let go, let it happen” while holding a Doxy to my clit is forever burned into my brain…

What’s the most amazing thing you did when you were 25?

Do You Have a “Type”?

Kate Sloan

“You should date this guy,” my friend said, forwarding me a screenshot of someone they’d encountered on Tinder. “He’s totally your type.”

I stared at the picture, trying to see what my friend saw. The dude was scrawny, bespectacled, and looked like he’d probably make an obscure Sondheim reference in the same breath as telling you why your favorite Pokémon’s stats sucked. Yep. Definitely my type.

Curious, I took to the internet. “What kind of person do you think I’ll end up with?” I queried my Facebook friends. The answers were very interesting indeed.

“Good sense of humor? Which I guess is subjective, but someone who is good with joking around and not making asshole jokes and stuff. Someone who’s passionate about some hobby/job/pastime. Not necessarily something nerdy, but maybe.” -my friend Dan, who’s known me for a few years

My first girlfriend was an improvisor, and I’ve been drawn to improv weirdos ever since. There is just something about a person who can not only make you laugh, but can do so with a quick wit and a theatrical committedness that dials their jokes up to eleven. Being on a competitive improv team for a few years saddled me with some of the most intense crushes of my life, simply because seeing people be that funny, that fast and that often, is bound to give you Feelingz about at least some of them.

That first girlfriend also cursed me with a permanent attraction to purple fauxhawks, squeaky laughs, and – most crucially and most enduringly – puns. I practiced my punniness to impress her, and now, all these years later, wordplay still makes my ears perk up. If you can outpun me with aplomb, I probably want to kiss you.

“Somebody intelligent, who has a working knowledge of something you’ll develop a passion for after you meet them (you’ll teach them about something you know lots about, like theatre or something, and they’ll teach you about the new interest). Somebody calm/level-headed who isn’t drawn into an argument easily.” -Max, my brother

My first serious boyfriend was a game developer, and ever since that years-long romance, I’ve been hopelessly attracted to other developers of games and apps. If you can ramble my ear off about code, interactive narrative, and the evolution of iOS, I’ll have very little idea what you’re talking about, but I’ll probably wanna listen anyway. Especially if I already think you’re cute.

This proclivity got so bad at one point that I would start flirting with someone and only find out after the fact that they were a game dev. “Of course you are,” I’d say, smacking myself in the forehead. I could not escape the devs!

I was mystified by this for a long time, until a game-dev friend of mine offered a potential explanation. He said I’m attracted to nerds, but especially creative nerds – and software development is where hard-nosed geekiness crosses paths with starry-eyed dreaminess. To make a good game or app, you gotta have both imaginative vision and nerdy know-how. It makes a lot of sense to me now why I’m attracted to people in this career so frequently.

“They will be laugh-out-loud funny, have empathy out the wazoo, be a good listener, and spontaneous. Funny is so important. I think a unique sense of humour is big too, and owning their own quirks.” -my friend Georgia, who’s known me for 10+ years

When pondering whether or not I have a “type,” the phase “charismatic nerd” kept floating through my consciousness. It’s really the most succinct and accurate description of the people I’ve dated. My physical preferences have shifted over time, and usually haven’t been all that important to me – but charisma and nerdiness have endured as crucial qualities in all my crushes.

See, I love the zany zeal that characterizes nerds – their no-chill enthusiasm for whatever captivates them, and the ways that passion can translate to sex and dating. But while I find some nerds’ shyness and awkwardness endearing, it feels too familiar to my dorky heart; I tend to enjoy dating people more outgoing and socially smooth than me, because they pull me out of my introverted shell and take me on adventures.

S. Bear Bergman says you should date “someone who is similar enough to you to make you feel comfortable, but different enough from you to make the hairs on the back of your neck stand up.” Nerdiness sets me at ease. Charisma sets my nerve endings on fire.

“I mean, they’d need to love BJs and you’d need to have good sex with them, but I feel like as long as they weren’t selfish dickwads in bed, you’d be able to have good sex with them. Like, obviously you have your preferences, but I feel like your sexual priorities are a little more mutable than the things you’d need from their personality. So if they were amazingly funny/supportive/creative and willing to learn (because they’re supportive of your pleasure) then you’d be happy to do the work to make sure y’all were having good sex.” -my best friend Bex

Last year, I was telling my then-boyfriend about a man I’d previously been in love with, and he said, “Why did you fall in love with him? Wasn’t he vanilla?”

It struck me as an odd question, because at the time that all that shit went down, someone’s kink orientation didn’t really enter into my vetting process vis-à-vis crushes. If they were smart, funny, feminist, enthusiastic, and kind, I figured great sex could come later. Or I could settle for pretty-good sex. Or we’d figure it out when we got there. I dunno, man.

These days, though, I lean toward viewing my submissive identity as integral to my attractions. Someone can capture my attention by being a little dominant when otherwise I might’ve skipped over them. Admissions of risk-aware sadism or daddy-esque predilections get my blood pumping. I consider kink compatibility alongside humor, temperament, and lifestyle when deciding how deep to wade into a new crush.

But I still get all swoony for mega-vanilla people sometimes. Hey, you can’t win ’em all.

“Smart. Open-minded. Probably a goof or you’ll get bored, let’s be real.” –Sofi, who is a literal matchmaker for a living

Ultimately, the qualities that draw you to someone, and keep you interested in them, are to some degree ineffable. You can write out what you think is the precise formula of your attractions, but you can always prove yourself wrong.

All my major crushes have shifted my own perceptions of my “type” in some way. I never knew I could love an extrovert until I did; I wasn’t sure I could fall for a bald guy or a short guy or a vegan guy until I did; I’ve dated people older than I thought I ever would, younger, louder, quieter, farther away. They’ve probably all had some kernel of something in common – some clever glimmer, some magnetic tenderness – but it’s hard to see their similarities at a glance. If you put ’em all in a lineup, they’d look like a pretty disparate crew.

I love that about attraction, though. I love never knowing who I’ll want next, and why. It reminds me that life is a wild ride and there’s no use in trying to predict anything. Just enjoy it while you’re on it.

Do you have a “type”? How do you feel about it?

What Makes Bad Sex So Bad?

Kate Sloan

I’ve been a sex nerd for a long, long time, y’all. One of the ways this manifested early in my life was subscribing to the Bad_Sex community on LiveJournal.

At the time, I didn’t give much critical thought to why these stories fascinated me so much. But in retrospect, I think they gave me a sense of perspective about sex that I was missing at that time, as a naive virgin whose main understanding of sex came from flowery erotica stories and slick MMORPG cybersex. When the sex media you consume is all smooth ‘n’ hot, it’s easy to overlook how often real-life sex is boring, confusing, unsatisfying, or straight-up bad.

Let me be clear here: I am not talking about sex that’s bad from a consent perspective, i.e. rape, coerced sex, and so on. That is a whole other kettle of fish, obviously hugely problematic in different ways and for different reasons. I am talking about sex where consent is freely and mutually given, that turns out to be bad due to other factors. It happens, and I think we don’t talk about it enough, leaving the young or inexperienced among us with unrealistic expectations of sex as effortlessly perfect and magical.

So I was excited when Lily Wilson reached out to me to tell me about her new book, In the Glow of the Lavalamp: Stories of Bad Sex and Other Misfortunes. It’s a series of short, funny bad-sex tales. Flipping through Lily’s book inspired me to reflect on some of my own memories of bad sex…

The first time I ever had penetrative sex was a mess. Me and a cute lesbian FWB decided our foreplay should be scissoring, since that’s, I guess, the quintessential girl-on-girl act. (Or at least, it was, in the minds of two 16-year-old baby queers who watched too much The L Word.) She’d just purchased some blueberry cheesecake-flavored lube and, having never used lube before, decided one full handful each was the proper amount. We anointed our vulvas with this sticky elixir and then rubbed them together until our muscles ached and the slippery squelching sounds made us giggle so profusely we had to stop.

Next we attempted the centerpiece of our evening: strap-on sex. She suited up in her new harness and slipped a smallish grey silicone dildo through the O-ring. We tried one position, and then another, and another, but no matter what we tried, we couldn’t figure out how to get the dildo into me without hurting me. I’d already used a bigger dildo on myself plenty of times so the hymen hypothesis didn’t check out; it was seemingly an issue of angle and awkwardness.

Finally, we settled on the “cowgirl” position: me on top, astride my pal. I ground down against her for many minutes, looking for an angle that would give me any pleasure whatsoever, but I couldn’t find one. She seemed to be enjoying it, though, so I kept at it… for half an hour. We bucked and writhed in near-silence, just breathing and grunting and sweating. So much sweating. I literally dripped sweat onto her. I felt disgusting. But I couldn’t stop, because she was… into it? Maybe? I couldn’t tell.

When I finally collapsed in exhaustion beside her, I asked, “Did you come?” and she replied, totally mystified, “No. Did you?” Of course, I hadn’t. And the window for any further pleasure had closed, both of us being too overexerted to move, let alone get each other off. We fell into a deep, unsatisfied slumber, in a puddle of sweat, saccharine lube, and bemused disappointment.

The last truly bad sex I had happened last summer, 5 days after a breakup, which should’ve been my first clue it was ill-advised. A beardy Tinder bro talked my ear off at a bar for an hour about his career ambitions, his creative vocations, places he’d been, girls he’d fucked. He mocked the food I ordered, expressed zero sympathy when I mentioned I’d just been through a difficult split, and asked me literally nothing about myself.

And yet, somehow, I decided to go back to his apartment with him. I am not proud.

We smoked weed in his humid attic apartment and launched into messy makeouts, no romance or pretense whatsoever. He awkwardly tried to pin me down because I’d mentioned being submissive, but it felt hollow, perhaps because I’d dated an ardently dominant kinkster so recently and was still sad about it. He went down on me and unleashed a pointy, flicky tongue on my hypersensitive clit, causing me to squirm away and offer breathy suggestions like, “Can you do that slower and softer?” or “Can you focus on the side of my clit instead of right on it?” but he seemed confused by these directives and just kept at it.

After a few more minutes of this, I gave up and tried to transition things into good ol’-fashioned fucking, but neither of us seemed that enthused about his dick being inside me. Finally, he finished himself off on my chest and belly while we kissed. As we laid there in the smoky darkness afterward, he asked, “Did you come?” and I narrowly resisted the urge to exclaim, “LOL, nah, bro.”

Unsurprisingly, what both these bad-sex stories have in common is a lack of assertiveness and communication. There are good reasons for that: the culture we live in encourages us to keep quiet about sex, and also encourages female and feminine folks, in particular, to downplay our needs and focus on making other people happy. I don’t regret these experiences, and my other forays into bad sex, because I’ve learned a lot from every one of those encounters – but I like to think I’d be better at avoiding situations like these nowadays.

Alana Massey once wrote, in an essay about bad first dates, “This life is short and wild and precious, and people are spending way too much time on first dates that they need to skedaddle on out of as soon as they know things are heading south.” I think this sentiment applies to bad sex, too – though leaving any romantic or sexual interaction midway through is, obviously, easier said than done.

Bonus: here’s an interview I did with Lily Wilson, the author of In the Glow of the Lavalamp: Stories of Bad Sex and Other Misfortunes!

Kate Sloan: What made you want to write a book about bad sex?

Lily Wilson: I’d written a story about an incident that was hilariously bad. When I shared it, people began coming out of the woodwork saying, “OH! You won’t believe what happened to me!” They’d tell me their own stories. Many of these were funny. Bad sex happens more frequently than most people imagine; in fact, there’s a universal aspect to it. But we don’t often talk about it. An activity that involves so many complex interactions, so many things that can’t be controlled, is bound to go wrong some of the time. I began to collect the stories and get permission to write them down. They aren’t always funny, but I do love the humor – that’s what makes the disasters bearable.

KS: Assuming we’re talking about sex that is consensual and not coerced, what makes sex “bad”?

LW: Two categories of things can make it bad: 1) stuff that is out of the control of either participant, and 2) choices the participants make. Category One includes things like disasters: the roof falling in on top of you, a giant rat pouncing on the bed… Also in this category would be like illness, accidents, interruptions, that sort of thing. These stories are usually funny, at least in retrospect.

Category Two is more complicated; it covers choices the participants make. Mismatched desires and expectations are behind a lot of bad sex. If both people are not honest about what they want, there’s a strong possibility the sex will be lousy. If person A wants roleplaying, costumes, and trapezes, and person B wants something more basic, and either person fails to communicate, this is not going to go well, probably for either of them. Sometimes people want connection so badly they stifle their needs and desires and attempt to settle for whatever is on offer. Like, OK, I will do y and z, and hope that I can at least have a minute or two of j and k. This approach generally does not produce a happy ending.

Category Two also includes the degree to which each partner cares about the experience of the other. Most of us have been with someone who was completely oblivious to or unconcerned with how the sex was for us… It is very difficult to have a good experience with such a person.

KS: What’s your #1 piece of advice for avoiding bad sex?

LW: Communicate! Make sure your expectations are compatible. Two people don’t have to want exactly the same thing, but it’s important that your expectations don’t nullify theirs, and their expectations don’t make yours impossible to fulfill. Make sure your partner cares about how the experience is for you. That sounds almost too basic to bother stating it, but there are an astounding number of people in the world who seem to be unaware of/uninterested in what their partner experiences. You get to say “No, thank you” to such people.

Thanks so much to Lily for doing this interview and for writing such an interesting book! You can buy it on Kobo or check it out on Amazon here.

Heads up: this post was sponsored, and as always, all opinions and writing (save for Lily’s answers to my questions) are my own.

6 Big Things I’ve Learned From 6 Years of Sex Blogging

Kate Sloan

Oh wow: this blog is six years old today. That is unbelievable to me. When I started Girly Juice, I thought it’d be a fun summer project. I never envisioned it’d still be going strong years later, a major source of professional opportunities, social connections, income, and glee.

It’s been a major source of self-revelation, too. Here are six big things I’ve learned about myself, my sexuality, and my approach to relationships in the years I’ve been writing here at Girly Juice dot net…

1. I’m kinky as fuck. When I started blogging, I identified pretty squarely as vanilla. I had submissive fantasies occasionally, but figured they were just fantasies – not anything I’d want to try in real life.

However, two and a half years into writing this blog, I ended my very vanilla long-term relationship, and started exploring other avenues – at first, just in fantasy, and later, in reality. I tried things out with a couple of domly FWBs, dated some doms who helped me see in myself the submissive cutie they saw in me, and learned more about what being a “good girl” means to me.

I still suffer from “impervster syndrome” from time to time, feeling like I’m too kinky for vanilla folks and too vanilla for (some) kinky folks – but for the most part, I feel secure in my kinky identity. And I’m looking forward to exploring new kinks for a long time to come!

2. I’m non-monogamous. At the start of my blogging journey, I was in a long-term monogamous relationship, and was very happy and in love. But as time went on, I started noticing twinges of dissatisfaction. It had nothing to do with my partner – I adored him, felt blissfully supported by him, and was satisfied with our relationship in all but one dimension. Monogamous strictures made me feel owned and confined – and not in the fun, kinky ways!

Though we experimented with low levels of don’t-ask-don’t-tell non-monogamy in that relationship, it was clear that we were both compromising past our comfort levels, and that it wasn’t going to work long-term. We parted ways amicably, for this reason among others, and I started pondering what I wanted from my future relationships, vis-à-vis non-monogamy.

In the years since then, I’ve experimented with lots of different relationship structures: open relationships, hierarchical and non-hierarchical polyamory, solo poly, casual sluttiness, less-casual sluttiness. Right now, I feel like non-hierarchical poly is the best fit with my approach to dating and my interpersonal ethics. But, as with most of this stuff, I’m open to seeing how that evolves in the future.

3. A-spot stimulation makes me come a lot. I’ve written plenty about the A-spot (a.k.a. anterior fornix) over the years, after discovering – mostly through the use of sex toys – that it’s fairly key to my orgasmic process.

It’s been fun to teach various partners about this spot, and watch them light up when they figure out how to stimulate it. It’s been even more gratifying, however, to receive countless emails and tweets from people who didn’t know they liked A-spot stimulation until they read my articles about it. I never shut up about this spot because I don’t want anyone to feel like their body is broken or weird, like I used to!

4. You gotta ask for what you want. I’m great at telling other people to ask for what they want. I’m great at journaling about what I want, telling my friends what I want from my partners, and whining about how I don’t have what I want. I have historically been less great about actually asking partners for what I want.

This can be anything from “I want you to fuck me deeper and harder” to “I want you to answer my texts in a more timely manner.” Asking for things can feel embarrassingly unchill, but really, it’s the only way to get the satisfying romantic and sexual relationships you desire and deserve. I keep learning this in new ways all the time and it serves me so well when I manage to do it.

5. I prefer quality over quantity when it comes to sex and relationships.

Okay, some caveats here. First off, it’s possible to be slutty and/or dating lots of people and have all of those connections be high-quality, healthy, and wonderful. I know people who manage it. Kudos to them! Secondly, for some people, having lots of partners is their idea of a high-quality romantic/sexual life, and that’s A-OK too. If your sex life makes you happy, I applaud you and celebrate it with you!

However, I went through a “slut phase” and came out the other side realizing having a lot of romantic/sexual connections at once isn’t really a good fit for my particular brain and relationship style. Same with casual sex and one-night stands. The way those types of connections have functioned in my life, they don’t offer me the depth, support, and consistency I’ve discovered I crave. I’m suuuper glad I went through a slutty chapter of life, because it taught me a lot, but that’s not where I’m at anymore, and that’s fine!

My current poly situation looks like this: a long-distance boyfriend I talk to every day and have a super intimate relationship with; a local, casual, somewhat romantic partner I see on occasion for rope bondage and giggles; and a highly casual but still much-adored friend with benefits who I fuck about once a month. My emotional and sexual needs feel pretty well taken care of, and it’s so nice!

6. Anything can change at any time. You can develop new kinks, or lose interest in old ones. You can have a sudden, radical shift in what you want out of your relationships. You can learn new ways to orgasm, and get bored of your former failsafe methods. You can notice strong feelings for a new person, or abruptly lose interest in someone you thought you’d love forever. You can think you know what you need, and then realize you need something totally different.

I have “this too shall pass” tattooed on my inner wrists to remind me that everything is ephemeral. When you truly, deeply know and believe that, you develop a Zen-like appreciation for the good things in your life at any given time, knowing full well that they might not always be there. It sounds bleak, but it’s actually liberating – uplifting, even. There are things that bring you pleasure and joy now, and there will be more things like that in the future, and they might not always be the same things, but that’s fine. Pleasure springs eternal. Isn’t that lovely?!

What have you learned about your sexuality and approach to relationships in the past few years?

Come Fly With Me: 5 Travel-Sex Stories

Kate Sloan
A rumpled morning-after bed at the Wythe Hotel in Brooklyn.

I truly felt like a jetsetter the first time I sexted in a TSA line.

Leaving New York felt impossibly sad, in no small part because of the cute boy I’d just met there – but my bleary travel day was brightened by the salacious selfie I suddenly received from him as I traversed that long, slow line.

“HEEELLLPPP,” I replied immediately, my eyes sweeping over his hairy chest, blue eyes, and full pink lips. “911? Yes, sorry, I received a very fire selfie and my heart exploded. What do I do?”

Without missing a beat, he wrote back: “Yes, this is emergency services. Deep breaths, and don’t take your eyes off it. Your heart will repair itself in a few minutes once it adjusts.”

I giggled maniacally at my screen, blushed hard, tried to collect myself. “I’m in a TSA line,” I explained, “and the people around me 100% must think I’m an idiot right now.”

“Welp,” he replied, “sorry if I set off any alarms.”

“Yeah, I’m probably gonna end up on the no-fly list because of all the stars in my eyes,” I mused. “Those seem hazardous.”

I watched the undulating ellipsis as he typed, until his next words appeared: “Guess you’d be stuck in New York then…” Oh, what a tragedy that would be.

After dropping my friend Mia off at her swanky Airbnb post-drankz one night.

The sluttiest night of my life was the time I accidentally booked two sex-dates for one night. It was purely a scheduling error, not intentional at all – but fortunately, both dudes were amenable to the situation.

Dude #1 was my dommy fuckbuddy at the time. I dropped by his place for an early-evening fuck around 6PM. Wanting to try something new, I’d packed some Kegel balls to insert pre-spanking. A far cry away from traditional vibrators, these jiggly little balls vibrate your bits from the inside out every time you get hit, and they don’t even have a motor. It’s a neat trick, and it went over smashingly.

After that date was done, I rushed home and showered for my next one. Dude #2, a Twitter crush visiting from out of town, picked me up and drove us to my favorite pub. Midway through a giggly, tipsy dinner, I texted my dom from earlier, “Should I fuck this guy? I can’t decide.” He weighed the options carefully, taking the decision seriously, and eventually decreed that yes, I should return to this bro’s hotel with him. It turned my dom on, he said, to imagine me fucking someone else just hours after fucking him. (Dude #2, I should say, knew about this whole exchange and was on board.)

Hours upon hours of hotel-sex and fitful sleep later, I got up at 5AM to head out to my 6AM dayjob. As I walked down the creaky old hotel hallway, I heard a creepy clicking sound that seemed to follow me. When I stopped, it stopped; when I continued walking, it started up again. I looked behind me, ahead of me, and around me, but there was no one. My heart froze in my throat.

And then I realized it was the Kegel balls in my coat pocket, clacking together like a taunting soundtrack for my walk of shame. Whoops.

Dressed up at the Holiday Inn Toronto Downtown Centre.

At Woodhull 2016, a fellow blogger held a gathering in her hotel room. She offered up her collection of reject dildos for us to choose from. What an absolute saint.

I knew what I wanted as soon as I saw it. Unlike vibrators that are inspired by nature, this one was inspired by the utterly unsubtle dick of a fantasy creature. It was a behemoth of a dildo, in my blog’s branding colors: pink and blue. I thanked Luna, its original owner, and then cradled it under one arm as I walked down the hall and got on the elevator to take my prize back to my room.

The thing about conferences held at hotels, though, is that there are always guests who aren’t part of the conference, and you have to contend with them. I’d learned this when I took the elevator down in a loud vulva-print dress the day before – and I learned it again, as I endured an uncomfortable elevator ride with two suit-clad blushing businessmen and one giant dildo in plain sight.

I prayed for time to pass more quickly, and wished I’d brought a bigger purse. And as soon as I stepped off the elevator on my floor, I burst into humiliated giggles. What a trip.

At a hotel somewhere in Chicago.

Pros of using Hotwire to find a hotel room: it’s easy, allows for impulsive sex getaways, and is, above all, cheap.

Cons of using Hotwire to find a hotel room: you have no idea, really, what kind of hotel you’ll end up in until it’s already booked. And that’s scary. Sometimes in a sexy way. Sometimes not so much.

My first anal sex experience took place at the Knights Inn, a low-budget hideaway in Toronto’s infamously rough Regent Park neighborhood. The inn itself was sketchy and mildly unsettling, like a scene from The Shining if the film had gone a little tattered and yellow at the edges.

My valiant fuckbuddy knew what a momentous occasion this was, and how much preparation should go into it. He spent long minutes relaxing me, making me giggle, turning me on. And though he is vanilla as fuck, one way he attempted to rev my engine was by spanking me.

The trouble was, the walls were paper-thin. We could hear a cadre of frat boys getting drunk and rowdy in the next room, and though I considered this par for the course, my FWB was spooked. I could feel him backing off the spanking again and again, terrified of making noise, even though the guys on the other side of the wall were being louder than we would be all night.

My handsome friend bunched the thin hotel-bed sheets in his palms and draped them over my upturned ass, as if that would muffle the sound. He experimented with punching instead of slapping. He fretted and overanalyzed and adjusted and readjusted. Finally, enough was enough, and I told him – laughingly, lovingly – to stop.

Hotel sex is supposed to be an escape, but sometimes you still can’t escape your own inhibitions. It’s okay. There are always other things you can do.

Naked and incredulous at the Standard.

The first time I banged my Sir, we were staying at the Standard High Line in New York, one of the most beautiful hotels I’d ever stayed in. I was so nervous I could hardly walk in a straight line.

As we checked in, the clerk asked, “Are you sensitive to noise? This room is right underneath a nightclub, so it can get loud.” It wasn’t an issue. We had no intention of sleeping, and we planned to be pretty loud ourselves. Not that we told the clerk any of that.

My beau pressed the wrong elevator button twice before he got his shit together and hit the right one. He was nervous. It was cute. I was smitten.

I had packed a slew of sex toys, anything and everything I thought we’d need: impact toys, fancy glass dildos, travel-friendly vibrators, cuffs, a blindfold, a book we both loved (which is indeed a sex toy, depending on how you look at it). At his command, I laid it all out for him to look at, arranged it carefully like an Instagram flat-lay, because I wanted him to be impressed.

He must have been impressed, because as soon as I was done, he bolted toward me and pushed me against the floor-to-ceiling plate-glass window looking out on the city. His kisses were fierce and hot and immediate. I knew what was coming and I knew I would be taken care of. I will never forget the way he looked at me, so tenderly and searchingly, as he removed my clothes for the first time – and the way that cold, cold glass felt against my back as my heart pounded in my chest.

Hotel sex can be many things, but it is almost never boring. I can tell you that much.

 

This post was sponsored by THE LILY by Fleurotics. (They’re running a crowdfunding campaign currently that you should get in on!) As always, all writing and opinions are my own.