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Invite your guy and his crew to hang in a big group.That way you can get a feel for what he's normally like around his buddies and it'll let you both relax a bit more.I don't want to pick up a saved video game: I'm here to start new." —Orlando O."I always appreciate the offer to split the check, even though I never allow it.If we end up grabbing drinks later and a woman insists on paying, I really like that a lot.We're usually pretty open to new ideas." —Adrian B."Please don't critique or be too harsh about someone's sexual performance the first time you hook up with him.Things are new and you aren't familiar with what the other likes yet. Opt for something that gives you both an easy out, like lunch or a drink.
Which brings me to my next point: If your coworker ever does bring this up again—which they should know better than to do—you will firmly tell them that the topic is inappropriate for work and that you aren’t comfortable discussing it.
"Please don't assume we're going to the nicest restaurant in the city because I won't take you there.
I'll take you to a dive bar with amazing burgers to see how you react.
If I meet a girl and get her number, the first time we go out shouldn't be a three-hour opera and dinner afterwards. If you guys have a great time, you're both left wanting more." —Greg G."If a girl and I end up hooking up quickly, it doesn't necessarily mean I've written her off. For example, 'Hey, I've got an extra ticket to this show tonight. ' Go out and do things I'd want to do, and then invite me. Be willing to embrace the things men love." —Sam M."I get frustrated when I feel like I'm constantly the one driving the conversation—it happens to me a lot and it feels a little unfair.
All she needs to do to maintain my interest is…be awesome. It's hard to get the sense that I'm getting to know someone when I'm tasked with doing all the talking.
On the flip side though, it's a rough night when a girl goes on about herself at length without asking me anything about myself.