There are many ways to win the strip club, but there is a “perfect” show that is difficult to achieve: Start by using Pizza Dinner or Steak Dinner.

This path is available in the help section of the game. On the main menu click “Help” then click “Paths” on the top row, and next to where it says “Amateur Night at the Live Cabaret” click “Enable”, then load up a save of pizza dinner or steak dinner. Correct choices will be highlighted in Magenta. Note: Where there is more than one choice, you might have to do one, then the other when you get to the choice page again. If you did not save an opening, enable “Pizza Dinner” or “Steak Dinner” as well and start a new game from the beginning.

First we need Ariane in a dancing and sexy mood:

Go to the living room
Massage her shoulders
Go somewhere else

Next we need to go to the strip club:

Go for a drive
Get in the drivers seat
Turn left to outskirts
Go to the Live Cabaret
Want to win $500?
Encourage Ariane to try it

This is one of those places where the game is different depending if you play as a male or a female, but the choices are the same at least.

And now for the perfect routine:

Remove Jacket
Sexy Dance
Remove Skirt
Pole Dance
Remove Shirt
Chair Dance
Rub Body
Sexy Dance *
Remove Bra
Pole Dance
Chair Dance
Rub Body
Remove Thong
Pole Dance
Chair Dance
Rub Body
Live Sex Act
End Show

*This is enough to win the contest and earn “Win without Nudity” achievement