You can't miss those ladies! They're large and sometimes in charge!
Now that you bring that up about Tom knowing the hangout spots and having good taste in ladies, having to spend time with him the bars doesn't sound like a punishment anymore.
I wonder if
@Chaixas_games is gonna come up with a punishment scene for Tom? LOL
Like he goes with Tom out to the bar and this lady is all over Tom. Her friend is all over the MC. So Tom he thinks he's gonna get lucky when she propositions him with "Are you willing to do what I tell you?" and he jumps for it!
Cue to scene... she's whipping Tom while her 'sub' is having fun with the MC.