What’s The Best Thing About Your Best Friend?
Again, this question is fairly stress-free, as your date can praise someone they care about rather than coming off as egotistical by describing themselves. Plus, learning what type of person your date thinks is amazing is something that’s going to be important down the line.
As Psychology Today notes, “When you enter a relationship with someone, you’re also entering a relationship with their friends.”
The only “fail” here is if they have no friends. It may be the last time you ask that one, but it may just give you reason to swoop in as their new bestie/boyfriend.
What’s Your Biggest Pet Peeve?
You don’t want to get negative during your first date conversation, but a question like this can be fun. People have the strangest quirks and they don’t often talk about them. If your date can be honest yet have a sense of humor about themselves, it’s a good sign they’re a cool catch.
As published by Huffington Post, Psychologist Ryan Howes, explains, “On a first date, we all put our best foot forward, but this question can cut through the facade and invite them to give an authentic response.”
Unfortunately, if their pet peeve is dog hair on someone’s shirt and you’re a dog person, this could be your last meet-up.
What’s Your Favorite Holiday?
Expect “Christmas” and you’ll be surprised at the reply you may get. Imagine if your date’s favorite holiday is Groundhog Day or one of those made-up holidays like Drink Wine With Your Cat Day? It may be a dealbreaker, but it will be interesting to hear why.