Playboy: The Mansion
You have to dig pretty deep into the sack of crapaliciousness to find a title featuring women with balloon breasts that even the core demographic of young male gamers finds repugnant.
Playboy: The Mansion, a 2005 game, was essentially Sims - Bladders + Viagra. In the game, you play a young Hugh Hefner, who in digital form is not yet a fossilized, semen-spraying harem keeper of redundant blondes. The goal is to start a magazine (In 2005! How novel!) that becomes Playboy and that in this modern era somehow doesn’t get smoked by Maxim and FHM.
More to the point, the goal was to not get simultaneously bored and frustrated by the game’s relative lack of sex (wait, is this supposed to be the Playboy mansion? With no sex?) and its weak gameplay. Reviewers savaged the game for being derivative and mediocre, and to this day, it seems that they were the only people who actually played it.
The game also earned an ill-advised expansion pack called Private Parties which allowed the player to hobnob with celebrity douchebags including Andrew W.K., José Canseco, David Copperfield and Leonardo DiCaprio.
It also gave you herpes.
Fact: I read this article three times trying to figure out exactly what part of the Sims or Leisure Suit Larry was being spoofed.
Then I looked the game up on Wikipedia.
Only the fact that I have seen the Atari porn games firsthand allows me to believe that you did not also create the entire Wikipedia entry as a spoof.
I am still not 100% certain of the reality of this game. Well done, sir.