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Dolphin Emulator 

An emulator that emulates Nintendo Wii and Nintendo GameCube games on your PC.
Guy 1: Yooo Dolphin Emulator is so good man.
Guy 2: Can I play too bro
Guy 1: Yessirr.

They proceed to play Super Mario Galaxy for hours on end.

LSD: Dream Emulator 

One of the strangest and oddest games to come out of the gaming industry, the game was released for the Playstation 1 in October of 1998 by Osamu Sato, who has also been known for his work on Eastern Mind: Lost Souls of Tong-Nou, a point-and-click game made for Windows computers. Gameplay-wise, the game is mostly based on exploring simulated dreams, which mostly works through a transportation system the game calls "Linking," most of the worlds you traversed through the game range from parks with miniature version of the most famous monuments, to a town filled with colorful and psychedelic faces, each dream mostly lasts for about 10 minutes or shorter. When the dream ends, you are shown a graph that displays how your dream went, there are 4 main directions on this graph, Upper, Downer, Static, Dynamic, each outcome of your previous dreams affects the ones you have, for example, if you had an Upper dream previously, your current dream should be slightly more cheerful with more colors, or if you had a Downer dream previously, your current dream will be filled with more ominous and disturbing themes and darker colors, while Static and Dynamic make more or less NPCs and in-game occurrences appear in future dreams. After you are shown how your dream went on the graph, you are then returned to the game's title screen where you can start your next dream.
Sure, Cho Aniki was weird, but LSD: Dream Emulator is even weirder, I'm not even sure how the programmers were able to design a game like this...
LSD: Dream Emulator by epic343 September 1, 2013

Post Ejaculatory Regret Syndrome 

Post Ejaculatory Regret Syndrome (PERS) is a condition developed when a person (usually a male) ejaculates while masturbating to hardcore pornography.
An example of a typical post ejaculatory regret syndrome scenario

Person: "Damn, I can't believe I jerked off to that disgusting shit!" *Deletes history from the beginning of time*

LSD Dream Emulator

A Japan-only PlayStation game based of a dream journal kept by one of the game's creators. This is one of the strangest games ever made.
Person 1: What are you playing?
Person 2: LSD Dream Emulator
Person 2: WTF IS THAT A GIANT BABY FACE?!!!!
LSD Dream Emulator by ACPascal September 7, 2013

Ejaculatorium 

A designated place in your house or apartment where you do most of your masturbating.
Hey, Jimmy quit hogging the ejaculatorium, you've been in there for six hours!

With a few Playboy cutouts this closet will make the perfect ejaculatorium.
Ejaculatorium by cock-ninja August 25, 2006

Premature Ejaculator 

A peson, (mainly males), that ejaculate too early during intercourse.
Patrick: Oh yeah baby that's so good i'm almost about to blow a load. How close are you to having an orgasm? Nicole: Patrick we just started three minutes ago. Patrick: *blows load* sorry babyNicole: Worst sex ever. You're such a premature ejaculator.