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losing is fun 

Popularized by the indie game Dwarf Fortress, "losing is fun" refers to the inevitable destruction of your fortress, wether by goblins, elves, kobolds, humans, demons, and more! It really is what keeps many players going, wondering what will destroy their new masterpiece.
Me: Okay, that's another 8 forts lost in the last week. Let's look for a nice, quiet spot to make my new fort. Oh! That'll work! >click<
Game: UNICORN INVASION!!!
Me: AW, COMON! *Sighs*. Losing is Fun, and all that.
Two days later: *Mumbling incoherently into a corner
losing is fun by Guess_Who_Else October 22, 2011

Losing your shit 

the state of being pushed over the edge of sanity and having a complete and utter freak out or mental/emotional breakdown
1. Dude your Losing your shit.

2. On a day to day basis I tip toe the line of losing my shit.

3. If you don't shut the fuck I'm gonna lose my shit and punch babies.

4. DUDE MATT I'M ABOUT TO LOSE MY FUCKING SHIT.
Losing your shit by mau810 April 29, 2011

You can't win for losing 

When you win something but , winning means you lose either psychologically emotionally physically financially, anyway that negatively impacts you.
You do the dishes cuz your parents told you to and ,then when you're finished they yell at you for doing it wrong even though they didn't tell you how to do it in the first place ! Man you can't win for losing

Looking for Boston Market 

A euphemism for masturbating in public, first coined by New York Jets tight end Kellen Winslow II, who was found by police masturbating in his car. When asked for an explanation, Winslow claimed to be looking for Boston Market, but was lost.
Police officer: "Sir, are you masturbating in your car?"
Guilty culprit: "No officer, I was looking for Boston Market"

things are looking up 

things are starting to go well
the past couple of months haven't been easiy for me...but things are looking up
things are looking up by ceetee September 12, 2006

Drugstore Loving 

(plural noun) (1.) The kind of frivolous sexual relations that require frequent trips to the drugstore for condoms and creams. (2.) The kind of sexual relations that are easy to come by; commonplace. Dime a dozen.
"Girls and things may come by the dozen, but that ain't nothin' but drugstore loving." -- Mae West