Whitney

• the rooftops above the alleyway in the commercial district when he wants to be alone with you.
• the pier/beneath it - with or without his mates.
• a convenience store where Whitney and you nick snacks/drinks with his gang.

Bailey

• seedy motel -- you're paying, for the room AND for his time, right?
• maccas drive through and then back to his flat on Barb Street if he's paying (but only if he REALLY likes you).
• otherwise, he'd just laugh in your face and tell you to find someone else to take care of it. probably'd just throw you over his desk if you're incredibly insistent.

Leighton

• Darryl's and/or Briar's private rooms. You ARE a whore after all, so why not go somewhere suitable?
• Likes to drive you around in his sports car -- it's a total midlife crisis purchase. He also likes to catcall while YOU"RE in the car with him. It's embarassing.

Robin

• The forest/the lake. They'd froth for a picnic. Depending on the weather, they'd bring their own lemonade or hot chocolate. The two of you forage for berries.

Kylar

• What better place than his room? You don't need to go outside, do you PC?
• Arcade

Sydney

• Depends on their purity. Pure Sydney would love a date in the gardens at the temple and at the beach.
• Corrupt Sydney loves the temple room, but also the changing rooms at the beach.

Eden

• The raft at the lake.
• A very scenic spot where PC and them can look over wildlife/the view -- ideally with NO other people nearby. WILL get upset if he runs into a hiker.

Avery

• Already proven in-game. It's always the same: hotel, restaurant, etc. I'd also think he'd be happy to take PC to a country club. He'd probably be the type of guy who'd play pickleball and try to get PC into it.
• The type of guy who'd brag about the country club fees and exclusivity.

Alex

• A scenic spot on the moor. He'd take PC there on his horse and they'd picnic or something. Maybe chase foxes. I could see them stargazing together.

Wren

• Casino or backroom. After all, PC's his lucky charm.