This is the last of the dinner walkthroughs, it is not ideal but leaves her in a swimsuit on the patio with many options to choose from.  This is updated to work with HD version.

Give her a hug
Read her a poem
There's something about a Martini,
Move in closer*
Kiss her
Run fingers through her hair
Go somewhere else*
Turn on some music
Pick a Rock playlist
Change music
Pick a light Jazz playlist
Go somewhere else
Let’s go to the backyard
Change into a swimsuit
Wait in the hallway
Swim some more
Lets get out of the pool
Have a barbecue steak dinner
Wait for steaks
Talk to her
Are you into sports?
What sports do you like to do?
Drink Wine
Give her a compliment
You are so pretty...
Eat steak

There are two pre-dinner activities you can do which have not been explored yet as they are also post dinner activities, and will take away trait points if you fail: Challenge her to a race in the pool, and Check out the telescope.

The rest of these walkthroughs will start where one of these 5 dinner walkthroughs end. It is highly recommended to save your game at this point.

*if you do not see this step skip it.