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Cuffing Season 

Usually the colder months; i.e. fall or winter, when new relationships start and old relationships turn into engagements. The persons in said relationships are "cuffed", meaning that they no longer seek non-platonic relationships with others.
1) I have lost count of the number of friends getting engaged. Cuffing season has begun.

2) "Are you single?" "Not for long. It's cuffing season."
Cuffing Season by catamountgirl November 9, 2014
Related Words

Hand-Cuffing 

When a guy is in public with a girl he likes, and will not leave her side because he fears she will talk to other men. Usually the girl is too attractive for him, and does not reciprocate his romantic feelings, but is leading him on for a while, probably for free drinks/purses. He is definitely only a friend, but she probably has no other prospects at the time, or has just gotten out of a bad relationship and is entertaining the idea of letting this guy date her.

How to tell if a guy is hand-cuffing

1.) The girl he is with is much too attractive for him
2.) He has a worried look on his face and keeps scanning the bar/club/mall for potential threats.
3.) They never touch or kiss, he just kind of looms in her personal bubble, hoping for more attention.

If you see a guy hand-cuffing, go talk to his girl. He won't say anything; he will just stand there quietly with a slightly sour expression on his face until you are done.
Jim: Wow, did you see that girl walk in? She's gorgeous... I think I'm gonna go talk to her.

Joe: Nah bro, she's with her boyfriend. Don't you see that guy hanging all over her?

Jim: Man, he's just hand-cuffing... See how scared he looks? He has a fauxhawk, and she probably dressed him. She needs some testosterone in her life, I'm going in.
Hand-Cuffing by aspartame July 20, 2009

cuffing the carrott 

Dude, I can't go out tonight. I got no money, so I'm going to stay home, dial up some porn, and I'll be cuffing the carrott.
Asking a girl to be yours.
I'm definitely cuffing this girl this summer
Cuffing by setth May 15, 2018

Cuffing season 

The time of the year where people are looking to be in a relationship.

They are then"cuffed" by a serious relationship and "cuffed" to that relationship.
Dude 1: "Bro it's cuffing season you know I'm not gonna be cheating on my girl.
Dude 2: "Well since it's cuffing season i know that i'm not gonna be sleeping alone this weekend"
Cuffing season by h2rv1e June 18, 2019
When it is winter and you are single and ready to mingle.
Damn, I'm single AND it's almost December, must be cuffing season!
Cuffing by TupacTheThird November 14, 2016