Das's Law of Optimism/Pessimism 

The glass is twice as big as it needs to be. Get there.

Das's Law of Optimism/Pessimism is derived from something said by George Carlin. It explains that sometimes you expect too much of yourself and it gets you down in life.

Das's Law of Optimism/Pessimism by Mindbladeskillyaks June 16, 2010

Cautiously Pessimistic 

An increasingly relevant wordplay on the cliché "cautiously optimistic". As the world continues in free fall, its much more realistic to expect negative outcomes. Therefore, its much more pragmatic to maintain a cautiously pessimistic demeanor, rather than a cautiously optimistic one.

My cat is always cautiously pessimistic when inspecting anything new that I bring into the house.

Cautiously Pessimistic by ChimneySweepGreg August 10, 2012

pessimistic pete

Easily the most negative person in a group of people that are otherwise having a great time. But instead of keeping it to himself, it becomes his mission the fuck the fun up for anybody that looks too happy.

BRO 1: Hey I got these four girls to come back to chill with us at the house!

BRO 2: these girls don't like you bro, they're just gonna smoke your shit up, drink the liquor and leave. I bet at least two of them have the herp, either way this shit is weak don't bring them over I got shit to do at noon tomorrow.

BRO 1: never fails always such a fucking pessimistic pete..

pessimistic pete by Cpt.AMERICA August 27, 2010

pessimist 

1.) A person who is known for their negative outlook upon life.

Related: cynic

Katie: You are such a pessimist!

Dante: You are going to die, too.

pessimist by Manawski February 23, 2003

pessimist 

Someone who is rarely disappointed, but sadly, very rarely pleasantly surprised.

A pessimist is a misunderstood realist, who would like to visit the planet optimists live on, but wouldn't like to live there.

pessimist by caster1 January 17, 2008

Pessimist 

What people now call a realist.

It's not pessimistic to acknowledge a cup half empty as long as you know its also half full.

Pessimist by Lucinda Belle 444 November 26, 2015

Pessimistic Optimist 

It has many meanings such like :
- taking a precaution to prevent a near death experience
- level of optimism
- they see the cup as nor half full or half empty as to them it is constantly filling whilst constantly emptying
- for a good thing to happen a bad must follow and vice versa

our everyday lives are contributed to by pessimists, optimists and pessimistic optimists. An example of this is that : the optimists invent the aeroplane (great invention defies gravity and stuff), then the pessimists come along and think “no I don’t like that” so they come up with the parachute. Hey presto two great inventions one from a hopeful lunatic and one paranoid hopeful. You have the plane but how about the glider? Once again the optimists make them and such the pessimists the parachute. Now who tests it? The pessimist won’t yet as the optimist trusts his handiwork to much he want to go without any safety so the pessimist stops him. Now no one’s testing it. “I know” they think and they go fetch Dave from the local cafe. Everyone say hi Dave...Now Dave is s pessimistic optimist and he loves the idea of just gliding down to earth however he doesn’t want to die if it goes wrong so he takes the pessimist’s parachute. This is one definition of a pessimistic optimist: taking a precaution to prevent death or severe pain.

Pessimistic Optimist by camacam2 July 13, 2010