When you are really excited to have sex with a guy for the first time. He's highly attractive and once you unwrap his package it is disappointing, like an ugly sweater from your aunt.
Oh man I was so pumped to fuck that guy, but once we got down to it, he was a total ugly sweater. I just wanted to wrap it back and return it.
by MuffinBagel December 12, 2015
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A sweater of no/or little value often torn or missing specific lettering/logos/tags that any normal sweater might of once had.
I ran out of laundry so I wore my ugly sweater.
by BuDDy February 23, 2005
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a party where everyone is required to wear a hideous holiday sweater.
a party titled ugly sweater party where you must have santa embroidery, snowmen, stars of david, reindeer some holiday symbol upon a sweater
by kkmeme December 4, 2008
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Hump day, an occasion every week to wear that ugly sweater you got from Aunt Mildred for Christmas.
Jack: Crap, I forgot it was Ugly Sweater Wednesday!

Joe: No prob dude, just hit up the Salvation Army.
by awesomosauraus January 31, 2008
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A hideous article of clothing, received from relatives who don't like you. It's origins are ancient and were initiated to punish kids who wouldn't eat their spinach. The relative always had a horrifying affliction Ie: (mustached aunt) .

In recent years, the grown victims, have turned the tables, with the ugly sweater contest. the once feared object that was used to force you into submission, is now coveted party gear, that wins $ and prizes.

The word "sweater" is used loosely, as vests, turtlenecks, and various accessories are equally acceptable.

Warnings: 1. Safety first! When dressing for an ugly sweater contest, please remember to cover the thing from view, while in public. A truly hideous sweater, gets noticed, and could cause an accident. 2. Beware of bait and switch tactics. Bosses will sometimes lure innocent employees into attending dreadful office parties, by using using a sweater contest as bait. When the victim arrives, they find the so called "contest" is a ruse, and the "fabulous prizes" consist of A: unpaid overtime, labeled as "lunch with the boss" B: a desk calendar, with the dates filled in, C: a grotesque statue, made from two paperclips, an orange rubber band, and something that looks suspiciously like belly button lint. D: a stale fruitcake.

To avoid this, demand a flyer beforehand. The prizes should be listed, and the flyer MUST contain the managers signature at the bottom, or they will try to weasel out of it.
Kid:
"Oh crap! Here comes Aunt Mildred! Please help me! She has an Ugly Christmas Sweater for me, I just know it! I promise I'll be good...don't make me wear it..."

Parent:
"Watch your mouth! I'm sure it is a perfectly lovely sweater, and you will put it on immediately, so we can take our annual family photo for the newsletter. Now answer the door, and give Aunt Mildred a big hug and kiss".
by Vixen333 December 9, 2011
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