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Sliding in head first

When someone slides into the DMs by sending a dick pic
Person one: Hey did you hit up that waitress from yesterday on instagram
Person two: Yeah man! I went sliding in head first

sliding in 

when a dude tries to get with a girl and she doesn't want it
dude 1: hey Conor keeps snapchatting madi and he wont leave her alone
dude 2: yeah hes definitely sliding in
sliding in by PaisleyH October 14, 2018

Sliding in the Dm’s 

To smoothly hit up a female in the DM’s
Jimmy: You play baseball right?
Alex: Yeah, why?
Jimmy: Then sliding in the DM’s shouldn’t be that hard. Go get her bro

sliding on in

(Verb) To "slide on in" is to stealthily and tactically enter a vagina.
Robert: Hey Dan, I'm talking to a girl.
Dan: You should slide on in.
Robert: I'm trying. Sliding on in takes time, and skill.
sliding on in by MarkRobinson September 15, 2017

sliding down hills in boxes 

The slang of asking for the pill xanax over the phone.
Let's go sliding down hills in boxes at my house in 20 minutes!

Sliding into the DM 

A direct message, usually private and on a social network such as twitter or Instagram, with the purpose of initiating courtship.
“He slid into mary’s DM even though he is dating Jane

“She was tired of boys sliding into the dms but never talking to her in person”