I know this may against popular opinion but I like first dates. I prefer than significantly more than last dates. I like the idea of promise and of newness. The last week I have gotten back into the saddle. Let me break down the first date game.
1) Location - Do we go for a group event? Safety in numbers is never a bad idea. Although this can be impersonal it is often the safest play. If things go south there are enough people that can make up for any lapses in conversation. The other day I went this route and had a pretty great time. Bears game, my friends, my bar. I gave myself home field advantage (HFA). HFA is key to everything. Away games are a disaster. Always pick a location you have been to before and that is filled with friendly people that will pretend that they like you.
2) Information - This is like breaking yourself into a a greatest hits album. Only the best stories. Casually mention fun times with friends that make you sound well liked. Avoid phrases such as, lonely, netflix, or the first time I was engaged. Look, if the first date goes well you will have more than ample opportunity to lay out embarrassing stories on future dates. Make it look like you have some kind of ambition beyond finding a bar with $1 well drinks.
3) Payment- Gents should always pay the first time. Even if its a casual thing. Not in order to be a gentleman but to create a culture of indebtedness. This may back fire on you. Six months later you could find yourself paying for everything. This will slowly fester over time and lead to a low level of resentment. Not much you can do other than pay the tab.
The whole first date experience can be fun. Not always but there are chances to be creative. Listen to The Poor Choices Show this week with Chris Bragg to hear more about dating in the big city.
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