The night riley rode until she couldn't walk

I’ve been on the kinky side for a while and finally pulled the trigger on a real high-end Sybian last year (the full model, heavy motor, the works). I’ve got four different attachments, a ton of lube, toy condoms, towels everywhere, the whole professional setup in my spare bedroom in Manhattan. Posted the ad last week: “36 – Ride an insane toy”. Got a few replies, but nothing that stuck until last weekend.

Message pops up: “26. Call me Riley. Head game 9/10 because I love it messy and I swallow.”

Instantly my dick twitched. We texted for like ten minutes, she’s in town for work, staying at a hotel 15 minutes away, super curious about Sybians after seeing videos but never tried one.

We set it for 8pm to grab a drink at the bar by my apartment. I spent the next couple hours making sure everything was perfect: dim lights, music, fresh sheets, the machine warmed up with the medium curved attachment already on.

She walks in the bar and damn. Tiny black sundress, long legs, big smile, looking a little nervous but excited. We finish our drinks, and head up. We sit on the couch with a glass of wine, chat for maybe fifteen minutes. She tells me she’s been fantasizing about ride-on toys for over a year but never had the chance. I show her some pics of the Sybian on my phone and her eyes light up. “Okay I’m ready,” she says, biting her lip.

I lead her to the bedroom. The machine is right there on the floor mat. I point out the other attachments lined up like “pick your poison,” extra lube, condoms. “Whenever you’re comfortable, just lose the dress and climb on. No rush.”

She doesn’t hesitate. Reaches behind, unzips, and the dress pools at her feet. Perfect perky tits, shaved smooth pussy already glistening a little. She swings one leg over and lowers herself slowly onto the attachment. The second her clit and lips make contact she lets out this soft “oh my god…”

I kneel right beside her, hit the power on the lowest setting. The deep rumble starts and her whole body jolts. “Fuck… that’s intense,” she whispers, already rocking her hips a tiny bit. I slowly turn it up to 3. Her breathing gets heavier. By 5 she’s gripping my shoulder, eyes half-closed, moaning low. “It’s hitting my g-spot and my clit at the same time… I’ve never felt anything like this.”

I hand her the controller. “You’re in charge, Riley. Ride it however feels good.”

She cranks it straight to 8. Her hips start grinding in these desperate circles, thighs trembling. Thirty seconds later her back arches hard, she lets out a loud “I’m gonna, fuck, I’m coming!” and her first orgasm hits like a truck. Legs shaking violently, pussy gushing all over the attachment, eyes rolled back, mouth open in a silent scream that turns into these broken little gasps. She keeps riding through it, not stopping, getting even wetter.

I stand up, unzip, and my cock springs out, thick, already leaking. She looks up at me with this hungry, dazed expression, leans forward without a word, and takes me straight to the back of her throat in one smooth motion while the Sybian is still hammering her. The vibration travels through her body into her mouth and it feels insane. Every time a new wave hits her she sucks harder, gagging, drooling spit down her chin and onto her tits, but she never pulls off. I can feel her throat convulsing around me while she’s coming again.

She taps my thigh for air, gasps “don’t you dare turn that down,” then dives right back on, taking me even deeper. I hold her hair gently and start fucking her face in rhythm with the machine. Level 9 now. She’s squirting continuously, actual streams running down the sides of the Sybian, soaking the mat. Her moans are completely muffled around my cock, eyes watering, mascara running, but she’s grinding like her life depends on it. I lose count after her fourth orgasm. She’s a shaking, dripping, whimpering mess and it’s the hottest thing I’ve ever seen.

After almost an hour her legs finally give out. She taps out, completely spent. I switch the machine off, pick her up (she literally couldn’t walk), carry her to the bed and lay her down. She’s still twitching, giggling breathlessly, saying “I’ve never come that hard in my fucking life… my clit is still buzzing.” I wipe her down gently with warm towels, cuddle her while she comes back to earth. She keeps kissing my chest, thanking me, telling me how insane it felt.

She looks up at me with these glassy, hungry eyes and whispers, “Don’t stop… I need you inside me. Fuck me hard.”

I roll on a condom, climb between her legs, and slam in deep in one thrust. She’s so wet and open from the Sybian that I bottom out instantly. Her eyes roll back and she lets out this guttural moan that turns into a scream. I don’t go slow, I fuck her hard, pounding deep and fast, the bed slamming against the wall. Every thrust makes her tits bounce and her voice crack.

“Harder, fuck me harder!” she begs. I grab her ankles, push her legs back to her shoulders, and rail her. She comes again in under a minute, full-body, squirting around my cock, soaking my stomach and the sheets. Her pussy is clenching so tight I can barely pull out. I flip her over, pull her hips up, and fuck her doggy style even harder, slapping against her ass while she buries her face in the pillow and screams into it.

I reach around and rub her clit and she loses it completely, another orgasm, shaking, crying out my name (well, “fuck yes, keep going!”), legs giving out again. I keep pounding through it, feeling her walls flutter and pulse. Finally I can’t hold back. I bury myself as deep as I can and unload so hard the condom feels like it’s going to burst.

We collapse. I hold her while she trembles and giggles and keeps whispering “that was insane… I’ve never been fucked like that after coming so many times… my whole body is buzzing.” I clean her up gently, we cuddle, she keeps kissing my chest and telling me she’s going to be walking funny tomorrow in the best way.

So if you’re ever in NY..