dirty stories, real life

What we did on Valentine’s Day

We spent the morning fucking, so we didn’t get on the road until after 1pm, nearly 2. “America’s Oldest Winery” was only about a two-hour drive from New York City, and they had a Valentine Special – a chocolate truffle pairing with their 6-wine tasting menu.

It was a surprise, for Kristen.

I prepped for the mini-road-trip as if I was on the West Coast, old habits I suppose. Most drives over there were six or eight hours, or at least four or five, so I am used to gathering games, books to read aloud, mixed roadtrip CDs, snacks not bought at a gas station. (What I’m saying is, I overplanned.)

I’d asked her to wear a short skirt, and lipstick. She added a garter, over-the-knee thin socks, heels. Her lipstick is sticky and bright. I want it to last, and avoid kissing her for the longest short drive I’ve been on in ages (which takes a lot of willpower, let me tell you).

Arriving too late for the tour, we settle easily into the tasting, even befriend the unimpressed gay boy couple next to us. Sparkling whites, whites, reds, then dessert wines – blanc du blanc, a dry and a sweet riesling, pinot noir, cabernet sauvignon, the winery’s signature mariage (my favorite and of course the most expensive), port, sherry. They even let us try a bit of mead. It was a wonderful time.

Kristen is tipsy. I am less so, as I am driving (and many pounds heavier). After buying a half-case and carting it to the car, we strategize: I’d planned to bring us to a local cafe for something to eat.

“You know when I drink there’s only one thing on my mind,” Kristen says, sliding her arms under my leather jacket as we stood next to her car.

“Can I mess up your lipstick yet?” I ask, mouth close to hers.

She gives me that shy, sly look. “I’m not sure I want it all over your mouth.”

I clear my throat. “So. Want to go get lost and … park … somewhere?”

“Yes.” She answers before I even finish my sentence.

I open her door, then go around to the driver’s side and start the car.

I don’t want us to be so lost that we (and by we, I mean I) can’t navigate back, but I want off the main roads. I take a few turns, a few long stretches of houses getting farther and farther apart, until there is a small pull-off and I take it, put the car in park, cut the engine, push my seat back, get my cock out.

(There might’ve been some conversation in there too. I’m cutting to the good parts.)

She leans in to kiss me. lets her heels slide off her stockinged feet, and peels her panties down her legs, leaving them on the floor.

“I want to feel that pretty mouth of yours,” I whisper. I grab the back of her head and our lips nearly touch, but not yet, I can feel the lipstick, slick, just barely.

“Not on your mouth,” she says again, shifting a little in her seat to be further on her knees.

Oh my god. Can I even explain how hot she is in moments like this? Eyes all alive and dancing, mouth thick and lips parted just a tad, I want to feel her everywhere. Suddenly this car seems like a bad idea, why didn’t I get a hotel? Or race back to the city to be in my bed with her?

She lowers her mouth onto my cock slow, torturously slow, just her tongue on the tip of it, running along the underside. Kristen is the best I’ve ever seen, paying soft attention to all the sensitive places, taking her time, swallowing it all only after she gets me good and hard, then getting it so slick with spit and sucking in and out with vigor. I’m groaning unselfconsciously, alone and on our own and not afraid to be loud.

I pull her off me when her lipstick is all gone and bring my mouth to hers. Her lips are thick and soft.

“Oh, goddamn,” I gasp, a little breathless. “You are so good at that. So good at sucking my cock, oh my god.”

She kisses me, hard, and pulls back. “I’m not done yet,” she says in that playful whispery girl tone.

I groan. God. Language barely working in my mind. I kiss her again and take the back of her head into my palm, shove her down. “Do it then.”

She moans a little, surprised, gasping, and picks up right where she left off, cock on the back of her tongue, far. I can feel every sweet slick place in her. I work my fingers under the straps of my harness; my clit is as hard as my cock and I roll it gently, savoring, mimicking the way her mouth goes up and down. She makes it all wet and runs her tongue on the shaft, kisses it.

I try not to thrash around in the driver’s seat, but I let myself be loud. No one around except the occasional approach and disappearance of headlights, but surely they can’t see inside, it’s getting darker and the windows are nearly fogged.

I pull her up by her hair and the back of her head again and kiss her, hard. She’s gasping a little, swallowing the saliva in her mouth. “I want you on top of me,” I say, reaching for her.

“Yes yes yes,” she whispers, like a moan. She shifts in her seat and steps across the gear shift to straddle me, short short skirt revealing the curves of her ass, tall socks still held up with the garters.

I hold my cock still as she guides it in, takes the pace and starts rocking her hips nearly right away. Moaning. Hands on the seat next to my shoulders as mine are on her thighs, around her waist, reaching for her ass, spreading her open wider.

She feels so good like this, wrapped around me.

Something she does when she’s on top of me makes me yell with the intensity: a way she moves her hips which feels so deep, so far inside her. I don’t even know how to explain it in writing, it’s so physical, visceral, sometimes blooming and growing in my core and connecting to hers.

I let the waves of it swell and crest and break, rising back in me strong. Hard to move my hips when I’m under her, but it’s easier if I get a grip on her waist, I can get leverage to thrust against. Pressing up into her I lengthen my legs, squeeze my thighs together, feet reaching all the way behind the car’s pedals to the floor, which feels great, adds an extra surface to push against. She curls around me, spine moving in an S shape, mouth open, her hands on my shoulders, then arms around my neck. Gasping and moaning, oh yeah fuck me deep baby, that’s how I like it, you know how to give it to me, god that feels so good …

(Sounds cliche to write it all in a row like that, but oh she says it so sexy.)

I reach for her and kiss her, hard. We’re both breathing hard and the kiss gives us momentary pause to catch our breaths and calm ourselves. I am nearly laughing with the hum of sensation and connection, and she sighs, breathes, gives a low satisfied mmmm, and leans back, awkwardly at first but then she hits the steering wheel and gets some distance between our bodies, still rubbing against my cock, and puts her fingers on her clit.

She’s close, she’s been close for minutes, maybe she’d even already come once or twice, she’s almost always close in that multiply-orgasmic way (if only one could learn how to do that) and as soon as she starts flicking her clit gently I can feel her body shudder, hips twitch and pussy clench down so tight she nearly pushes me out of her.

I loose track easily of how many times she comes. Sometimes I can tell and it’s big and obvious, sometimes it’s small and I don’t even stop, just keep going, and she comes over and over, no way for me to discern a number.

She leans back onto me and works her hips up and down again, for longer this time, and I thrust up into her and push so hard I nearly scream with the pressure and intensity. I want to feel what it’s like to come inside her. I want to feel her tightening around me, really feel it.

After ten, twenty, thirty? minutes like this, after I grip her hips and pump her up and down on my cock, after she comes again, and again, I wrap my arms around her and we quiet. She nestles into my shoulder and neck and hums that low, satisfied hum as she catches her breath. I trail my fingers along her neck and shoulders and back, hold her close.

“We steamed up the windows completely,” Kristen says. “Hey, I bet there are stars out there! We’re in the country!”

“Want to go look?”

“Yeah!” We get out of the car and I cross over to the passenger side. She’s shivering as soon as she exits the warm interior, it’s chilly out here and pitch black, plus her legs are practically bare, just the socks and garters and still no panties. Her skirt has hiked up a little from all of our fucking and my hands go to her ass, peeking out from under the hem, so cute. It’s too cloudy to see stars. I kiss her instead.

“I want to bend you over something and smack your ass a while when we get home,” I say. “Feel your ass as it gets all warm, then hot, and pink …”

“Yes,” she says, curling into me, kissing me again, “can we do that? Please?”

“You’d like that, huh.”

“Yes, yes.”

Somehow, we went from talking about it, to doing it, and she is bent over the hood of the car. “It’s cold,” she complained.

Yeah, shut up and get hit, I mutter. (She didn’t hear me.)

Cars zip by us. It’s dark but we are right in their headlights. I don’t know what they can see, but I stop smacking and just hold her or palm her ass as they go by, then quickly swat her again when they pass. She’s relaxed, she can take a lot; I let my hand come down again and again until her cheeks get warm under my hand and her knees start to shake. The backs of her thighs are cold to the touch, but I don’t want to let up. I dip my hand between her legs to find her wet, open, and slide my fingers in, fuck her right there, in the open, next to her car just off the road as she’s bent over it.

When she comes, again, god does she ever get worn out?, her knees start to buckle and she starts sinking to the ground against the car. I keep my knee up under her thighs and one arm around her stomach as my hand works inside and against her clit, harder, shoving hard into her, against her, until she’s spent and moaning, breathing hard.

It’s cold, we’re both cold by this point, but blissed out, wrapping ourselves into each other and laughing, smiling, playing. We get back into the car, I get out the hummus, wasabi rice crackers, rosemary crackers, delicious buttery brie, and gruyere that I’d brought and we snack, decide to head back into the city and get dinner when we get there. Someone mentioned Thai food earlier at the wine tasting and so I crave going to Song in Brooklyn.

We’re famished, and eat until satisfied, still buzzing from the good wine and seeing stars from the sex. I slide the driver’s seat forward again, put the car in drive, and make my way back to the highway, returning to New York City.

Published by Sinclair Sexsmith

Sinclair Sexsmith (they/them) is "the best-known butch erotica writer whose kinky, groundbreaking stories have turned on countless queers" (AfterEllen), who "is in all the books, wins all the awards, speaks at all the panels and readings, knows all the stuff, and writes for all the places" (Autostraddle). ​Their short story collection, Sweet & Rough: Queer Kink Erotica, was a 2016 finalist for a Lambda Literary Award, and they are the current editor of the Best Lesbian Erotica series. They identify as a white non-binary butch dominant, a survivor, and an introvert, and they live outside Seattle as an uninvited settler on traditional, ancestral, & unceded Snoqualmie land.

23 thoughts on “What we did on Valentine’s Day”

  1. Gosh. Sinclair. That sounds like such an effortlessly wonderful day. What I call getting in "The Date Zone." When it feels like nothing could bring you out of the bliss of just being there, with the person who feels so crazy right, it kinda tears you up inside and at once, gives you a sense of calm. The drive, the wine, the lipstick, the cock, the fucking, the spankings (and the food!) Good for you, man. Good for you. :)

  2. Kyle says:

    Wow, I swear, Kristen and Jaz sound like the same woman. Hot and deliciously slutty, multi-orgasmic, taking and giving up control in the right measure… I love the way you write, man, keep it coming ;-)

  3. What an absolutely perfect Valentine's Day! This was a deliciously sexy read, thank you for sharing it.

  4. Calico says:

    I thought you should know, after you sent *me* back to bed with this post, I logged onto Livejournal to find that you'd had the same effect on a bunch of my poor Boston friends who are stuck at their cubicles all day. You're probably hurting productivity all up and down the east coast right now.

    Please keep it up! :)

  5. That was amazing! Sounds like such a wonderful time.

    Funny. It made me think of similar motions not so long ago. Are you sure you weren't there Sin? *chuckles*

    Oh….goodness, I need a butch or boi like you where I am….

  6. Gold says:

    Whoa. I'm jealous. The only thing I did on Valentine's Day was work and stroke my girlfriend's hair and put cool, wet clothes on her forehead while she was bedridden with some kind of stomach flu. She's kind of cute when she's all helpless and vulnerable, though, so it's all good.

    Tipsy sex with a good butch after a nice date… Maybe next year.

  7. d says:

    great site redesign, mr. sexsmith!

  8. Oh, that is *so* going on my to do list!

  9. Eva says:

    I keep coming back to read this one over and over. That's one sexy scene! Thanks for sharing it.

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  12. Juchin says:

    Hi! I know you write great sex scenes. But it’s the hummus and crackers at the end that really got me to bit my lip while reading. 💦

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