There are three ways to get Ariane in a dress, one is go to the downtown restaurant, the second is to call for a ride, and the third is to have her put on a dress after swimming. We did the first in walk #4, the second in #9, now we are going to do the latter by starting with 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 “Things NOT to do in a dress” 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 thing we need to do is go swimming first:

Go to the backyard
Change into a swim suit
Change into a swimsuit yourself
Go to the pool
Go swimming
Swim some more
Let's get out of the pool
Go back to Ariane's house
Go inside and dry off
Get dressed and go for a drive
Get in the drivers seat

You might want to save here, there are a number of achievements that require Ariane to be in a dress downtown or elsewhere, and it took a lot to get here.

But for this path we are going to the lake

Head for the outskirts
Drive to the lake
walk on the beach
Pick flat rock
Throw a sidearm curveball

There are two different “Put head here” choices. The correct answer is the top one as that forms a tripod between your head and two hands making upside down balancing much easier, but we are going to try the bottom one first.

Put head here (bottom)
Suggest taking it off

Lets back up to the head stand scene again and this time pick the correct one:

Put Head Here (top)
OK. Its your turn now. (Watch her do a head stand)
Go to the kitchen
Accept the suggestion (walk to the park)
Take the other swing
Climb on top and hang upside down 

Ariane then will decide to do a gymnastics routine, but this time naked.