i (f19) hooked up with a stranger at a rooftop bar and let him take me in the stairwell
so last weekend i decided to treat myself and went out to this fancy rooftop bar in the city just to feel a little alive after everything with my breakup. i’m not usually the type to go out alone but i put on this cute little dress i’ve been dying to wear and figured why not. i ordered a mocktail since i’m not big on drinking and just sat there sipping my matcha-infused thing while taking in the view. the city lights were so pretty but i couldn’t shake this ache in my chest like i just wanted someone to see me, yknow?
anyway i’m sitting there lost in my thoughts when this guy maybe late 20s or early 30s comes over and starts chatting me up. he’s got this easy confidence and a smirk that makes my stomach flip a little. we talk about random stuff at first like the view and how loud the music is but there’s this undercurrent of tension building. he asks if i’m waiting for someone and i say nah just needed to get out of my head for a bit. he nods like he gets it and buys me another drink. i’m shy but i let myself be a little flirty cause his attention feels so good after feeling invisible for so long.
we keep talking and at some point he leans in close and says something like “you’ve got the kind of eyes that make a guy wanna do stupid things” and i laugh but i’m blushing hard. i dunno how it escalated but soon we’re standing by the edge of the rooftop kinda secluded from the crowd and he’s got his hand brushing against mine. my heart’s racing cause i’m not usually this bold but i feel this pull toward him like i need something to happen. i whisper “what kind of stupid things” and he just grins and says “wanna find out”
next thing i know he’s leading me toward the stairwell door away from everyone else. my pulse is through the roof but i’m so caught up in the moment i don’t even think twice. we slip inside and it’s dimly lit and quiet except for the muffled bass from the bar. he pushes me against the wall gently but with this hunger in his eyes and i’m already melting. he murmurs “tell me if you want me to stop” and i just shake my head cause i don’t want him to. his hands are on my waist sliding down to my hips and i’m trembling but in the best way.
he hikes my dress up just enough and i feel the cool air on my thighs before his fingers slip under the edge of my underwear. i gasp a little too loud and he chuckles soft against my ear saying “shh we gotta be quiet up here” which only makes it hotter. he’s teasing me with his fingers first slow and deliberate making me bite my lip to keep from making noise. i’m clinging to his shirt trying to stay grounded but it feels like i’m coming apart already. he whispers “you’re so damn wet for me” and i can barely nod cause my brain’s a mess.
it doesn’t take long before i hear his belt unbuckle and i’m aching for more. he lifts one of my legs to wrap around him and then he’s pushing into me slow at first but deep enough that i have to bury my face in his shoulder to muffle the sound i wanna make. it’s rough and desperate like we both need this so bad and the fact that we’re in this grimy stairwell just makes it more intense. he’s gripping my thigh hard murmuring stuff like “fuck you feel so good” while i’m just trying not to lose it completely. every thrust has me pressed harder against the wall and i’m so close i can’t think straight.
after what feels like forever but probably wasn’t he groans low in his throat and asks “where do you want it” and i’m too far gone to care so i just whimper “anywhere just don’t stop”. he pulls out at the last second and i feel the warmth of him on my inner thigh as he breathes heavy against my neck. we’re both panting trying to catch our breath and i’m still shaking a little as he helps me adjust my dress back down. he looks at me with this mix of satisfaction and something softer and says “you okay” and i nod even though i feel like i’m floating.
we sneak back out to the bar area separately so no one notices and i sit back at my spot with my now-warm mocktail feeling like a completely different person. my legs are still wobbly and i’ve got this weird mix of guilt and thrill running through me but mostly i just feel seen for the first time in forever. i didn’t even get his number or anything just watched him blend back into the crowd like nothing happened. idk if i’ll ever do something that reckless again but damn it felt good to let go for once.


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