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During the Fall and Winter months people who would normally rather be single or promiscuous find themselves along with the rest of the world desiring to be "Cuffed" or tied down by a serious relationship. The cold weather and prolonged indoor activity causes singles to become lonely and desperate to be cuffed.
Brittany: Why is everyone trying to holla this week like outta no where?

Tiara: You know cuffing season is in full effect right?

Brittany: Oh yeah you right. I know I wont be sleeping alone this weekend.
by Pmack0711 September 20, 2011
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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."
by catamountgirl November 09, 2014
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the time of year in which more people are "talking" and start going out.
Karen: "Well, homecoming is underway"

Ellie: "Of course, Jake is my date"

Karen: "Ooh, are you guys talking?"

Ellie: "No"

Ellie: "Why do you ask?"

Karen: "Well, homecoming is usually cuffing season".

Ellie: "Oh."
by men_in_black_1000 October 17, 2010
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Duration: It starts the day after Halloween and ends the day after Valentine's Day.
November 1st - February 15th

When done with ulterior motives, it's the time women trick desperate men with romantic inclinations to get gifts and guys 'date down' to get gifts from desperate, grateful low hanging fruit.

It's a despicable practice and I don't suggest anyone doing the aforementioned, especially since during this time of year, emotions are extremely high and you risk getting your tires slashed (men).

But when it's mutual and both parties are knowledgeable and complicit in the act, it can be worthwhile; they just want to spend the cold holidays with someone who cares for them (even if it's just an illusion of a relationship OR 'seasonal friends with benefits').

The reason behind this is that in most places it's cold and cloudy most of the time; a very depressing time of the year for most, but even more so when you don't have someone who cares for you or willing to spend time with you.

Some ladies with means/looks get boy toys and some guys opt out of a serious relationship for 'girlfriend experience'.

Those who were in lasting relationships before cuffing season...well, there's a reason why the majority of children are born in August - October...they were conceived...IN CUFFING SEASON!
Cuffing Season has begun; have you been cuffed?
by 800Wmarietta January 02, 2016
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Cuffing Season- A season in the Autumn and Winter months, Were a woman handcuffs a man of her fancy, And the captured have to do sexual favors for her and/or marry her.
Woman 1: I just Captured a man and made him marry me
Friend: yea?
Woman 1: without a prenup
Friend: You monster!
Woman 1: well its Cuffing Season
Friend: True, Tis the season of physical, and emotional domination over our male counterparts
Woman 1: Amen!
by Shinkdmeister November 03, 2018
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When it's so hot outside that people roll their sleeves up/cuff them.
I have to roll my sleeves up because it's so hot. It must be cuffing season.
by Bgbgbgbg August 03, 2016
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