Summary: When your date for the evening stands you up, a handsome, confident stranger swoops in to save the night from total disaster. By the next morning, you’re glad things turned out how they did, because Dean is a much better lover than your no-show ever could have been. You had just been looking for a one night stand, but could this night between you and Dean turn into something more?
Pairing: Dean Winchester x Reader
Rating: 18+
Tags: rom com vibes, dating apps, getting stood up, secret admirer, casual sex, Y/N is pent up and she is not shy about that, drunk sex, power play vibes, D/S vibes but nothing explicitly negotiated, Dom!Dean, Brat!Reader, awkward morning after, surprise ending twist
Beta: @treat-winchesterswith-kindness
Tags: rom com vibes, dating apps, getting stood up, secret admirer, casual sex, Y/N is pent up and she is not shy about that, drunk sex, road head, slight power struggle vibes
Word Count: 2.2k
Tags: rom com vibes, dating apps, getting stood up, secret admirer, casual sex, Y/N is pent up and she is not shy about that, drunk sex, D/S vibes but not explicitly negotiated, Dom!Dean, Brat!Reader, slight power struggle vibes, smut smut smutty smut, anal play, morning after, surprise twist ending
Word Count: 3.5k
A/N: Y’all can thank Syn for commissioning a part 3 to this because I 100% wasn’t planning one, but here we are haha
Warnings: Breath Play (Practised safely and consensually)
Tags: Dom/ Sub relationship, Dom!Sam, Sub!Reader, fuck machine, spit roasting, dirty talk, name calling, Daddy Kink, Daddy!Sam, countdowns, cum on command, praise kink, aftercare
Word Count: 2.7k
Tags: Foursome, Everyone is Bi!Curious, Incestuous Awakenings all around, Dean’s dream to sleep with twins comes true, all the smut, Dom!Dean, Dom!Sam, Switch!Bayley, Sub!Reader, kissing, oral sex, instruction kink, Daddy kink, Daddy!Sam, humiliation, name-calling, slut shaming (affectionate), praise kink
Word Count: 3.3k
Tags: Foursome, Everyone is Bi!Curious, Incestuous Awakenings all around, Dean’s dream to sleep with twins comes true, all the smut, Dom!Dean, Dom!Sam, Switch!Bayley, Sub!Reader, kissing, oral sex (f and m rec), instruction kink, Daddy kink, Daddy!Sam, p in v, p in a, strap on, face riding, sex toys, anal fingering, bottom!Dean, top!Sam, top!Bayley, light humiliation, name-calling, slut shaming, praise kink, multiple orgasms, squirting, double penetration, orgasm denial, unprotected sex, cream pie, sloppy seconds, cum play, again oddly fluffy at the end
Word Count: 6.7k
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