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observation period 

The period of time when you’re casually fucking a guy you used to date, and you’re assessing whether or not he has the emotional capacity to potentially be in a relationship with again, and if you even want to try to be anything other than friends who have great sex rock out and celebrate life a couple times a month. Also, it’s so much fucking fun and you don’t want that to stop or change so it’s an excellent way to maximize the fun, to stretch out the observation period. This amount of time is unspecified. Most likely lasts as long as it takes for one of the parties involved to freak out.
Michael, I didn’t say I wanted you to be my boyfriend?! This is still the observation period, I’m observing you, and you are observing me too, really.
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observation engineer

an unskilled individual who watches others perform a job task
It takes one person to screw in a light bulb and one observation engineer to watch.

initial observation 

An initial observation is the measurement that you take before you start any process that might cause a change. When you compare your subsequent observations with the initial one, you will see whether any change has taken place, and you will be able to measure the change.
The coach's Initial observation to his players will help him find out about the strengths and weaknesses of his players.
initial observation by mc4bball September 26, 2017

lesbian observation 

when a girl notices that another girl's nipples are erect
Amber: WTF!! Your nipples are hard!!!
Savannah: What? You got a problem with it?!? You totally gave a lesbian observation!

intraocular self observation 

America's leading cause of sleep deprivation: When you're up at 3:00 A.M. still trying to fall asleep and your mind hits the phase of "Who am I? What do I mean? Why am I the way I am? How can I make myself better?" and you look at yourself from point of view if your mind's eye.

Recent hypotheses suggest that daily sessions of voluntary intraocular self observation could lead to a better world, with less crap from teenagers complaining about why they don't have the new iPhone, or that they don't have starbucks.
Hey, man, i'm so tired.. My brain decided to have an all night session of Intraocular Self Observation last night. It said "Nope, you're not sleeping, we're thinking about you tonight"

your powers of observation are startling

Its another way of saying no shit dumbass!!! When did you first noticed!!
Wow!!! look thats a wooden tree?? Your powers of observation are startling.

Negatively Inclined observation

Unlike whining, this is a warranted and accurate observation of an unjustly skewed situation or thing in which the observer is the disfavoured party.
"They all though he was bitching about his cards but,by pointing out his bad luck he was actually just making a negatively inclined observation.