I date a lot. I’ve made a lot of mistakes and learned a lot of lessons. I’ve compiled this list of tips and rules to save you from turning your lovelife into one big blooper reel. This list is updated frequently, so be sure to check back often.
1. Always have an out for a first date.
Avoid that awkward moment when your date wants to order another drink but you just want to get the hell out of there by letting them know ahead of time that you have a “hard out.” I like to set up a first meeting with a two hour window. This gives you time to get to know each other a bit and see if there’s a connection, but not so much time that you’ll be pulling your hair out with boredom if things aren’t going well.
2. Don’t give a first date your prime social hours.
Let’s be honest, unless you are incredibly lucky or way better at this than I am, most of your dates won’t lead to anything. Don’t give away your prime dating and socializing hours to someone you’re not sure deserves them yet. We only have so much time to have fun outside of our responsibilities, so it’s not overly self-important to treat your spare time like a precious commodity. And if it doesn’t go well, your date will also benefit from your smart planning. For most of us, the peak hours for social activities are Friday and Saturday nights, so arrange your meetings for early evening on weeknights (“Let’s take advantage of those happy hour prices!”) or during the day on the weekends (Brunch, perhaps?).