The UrbanDictionaries definition of cuffing season -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. In a nutshell, it's when the single feel extra single and desire romantic company a little bit more. It's Probably because most activities are in doors, the holidays are near, and for the most part most socializing is intimate and in very close quarters.
Whatever the reason for suddenly wanting a short term companion remember there are rules. Go into the situation expecting to have fun, but make sure you accept nothing below your standards just cause you want a long cuddle.
Start early – if you truly want a boo by the time the temps dip to freezing, you need to start early. You can’t just wake up on Saturday and run a marathon without any training. Finding a boo during cuffing season is the same way. You need to start entertaining prospects around Labor Day. That’s when you change your story from “I don’t want a relationship” to “I just want to see where things go.” Host try outs (dates) and start making cuts so that you can settle down with one good boo by the first cold snap in October.
Keep it Temporary – Cuffing season is a season as in TEMPORARY. Don’t have your potential boo think this is leading to marriage if in reality you are going to dump them the minute one hint of Spring appears. Find someone who is just trying to enjoy your company and doesn’t have a problem heading back out to the market when the flowers bloom.
Have a Back up – Remember how Mr. Gorgeous was so interesting when you saw him out at cook-outs and art festivals for brief periods of time? Well now that you get to spend one on one time in a confined space Mr. Gorgeous can turn into Mr. Get on my Damn Nerves quick. Keep a back up plan so that you aren’t scrambling around like a shopper on Christmas Eve. Yes you need to make cuts, but there’s nothing wrong with keeping in touch with your runner up.
Don’t Get Pregnant– What happens in cuffing season, stays in cuffing season… except babies and disease. Wrap it up and don’t get so caught up in your winter wonderland smanging that you forget to put protective clothing on every part of his (or her) body. Do you know how many babies were born from the DC Snow apocalypse? It’s real out here so be careful.
Clear Expectations –Will you give and get gifts? Will you meet friends? Will you be seen together in public or is this strictly an in-house dating situation? Although these can be awkward conversation, they are necessary. Since it’s clear (step 2) that you won’t be exchanging rings with this person, it’s best you clear up any misconceptions ahead of time and establish just what this “cuffing season” will entail. Please do not find yourself in an argument in your play-play relationship this cuffing season.