was inspired by the individual artists, while they barhopped from venue
to venue.
Another student, in New York, used to take his dates to an improv
show every Friday night. This particular student was a comedian, and
always liked to start his nights with a laugh. From there he'd walk with
them to a local bar and then to a 24-hour diner. If everything went well,
they'd end up back at his place, which was also in the neighborhood.
One of my favorite examples is from a friend who decided to build a
pillow fort in his living room with a girl he'd met. Once the fort was built
he made plans to go out for burgers at a nearby burger joint, with the
promise of playing truth or dare in the fort once they returned. It wasn't
long before the game went from PG to XXX.
Should I buy drinks for a woman I'm interested in?
My advice is, if it feels like you're paying for the woman's time, don't
do it. You'll feel used and she'll feel obligated, which will drive her away
from you. That’s what I tell my students when they ask about buying
drinks when they're out meeting women. Paying for her time means that
she's sticking around just because you're paying for her drinks and for no
other reason.
Don't put yourself in that situation. Go ahead and buy drinks, but
only if it's the kind of situation where you'd buy one for a friend.
Try this: When you're on a date say, "I’ll get the first round you get
the next." It's something I've done with friends, and dates – it's a great
way to make paying the bill easy and comfortable.