Here are a few pointers I use:
Avoid let downs: Double book yourself.
You need 2 sims, most ladies don't treble book.
Get free extras:
Bring a pic of a cute little dog, explain ( with eyes welling up, and holding her picture in your trembling hand) that you are a bit down as Twiggles, who you rescued as a pup 9 years ago, got sucked up by a road sweeper yesterday as she was deaf, was badly injured, and was put to sleep this morning.
Most ladies throw in a bit of anal to help cheer you up!
Get free extra time:
Depending on the particular lady, mention your work, pick from the following: Garda, social welfare officer, emigration officer, revenue inspector, cosmetic surgeon, multiple apartment owner or mod. Usually gets you a late checkout!