9 Mistakes Everyone Makes on Their First Date— and How to Avoid Them

Ahhhhh, the first date.  It can be the start of something great or can easily take a quick turn down the crapper.  You may have thought the date went as perfect as can be, but if Mr. Lover Boy hasn’t called you back for another one in over three days, chances are it didn’t.

Instead of sitting there overanalyzing every single detail of the date and what could have gone wrong (like we all do), I’ll make it simple for you. Here are the mistakes everyone makes on their first date and what you can do to avoid them.

1. Not dressing for the occasion. If you’re going to a baseball game, don’t wear stiletto heels. If you’re going out to eat somewhere nicer than McDonald’s, change out of your sweats. It’s as simple as that. And if you’re Lady Gaga, obviously no rules apply to you.

How to Avoid Making the Mistake: Make sure you know where you’re going on the date. If it’s a surprise, it’s always better to play it safe and wear something casual. Not too sloppy, not too dressy.

2. Talking about exes. Talking about ex-boyfriends isn’t just annoying on dates— it’s annoying all the time. 3 words: Get. Over. It. And if you can’t, maybe you shouldn’t be dating quite yet. If you do decide it’s time to enter the wonderful world of dating, make sure you keep the conversation far away from ex-land. No guy wants to sit and listen to you whine about how his eyebrows aren’t groomed as well as your ex-boyfriend’s.

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“You ate the food. You drank the wine. Pay the bill.”

restaurant check

I’m a sucker for acts of chivalry, however contrived they may be. Opening doors, pulling out chairs, offering his jacket on a cold evening, and yes, paying for dinner—it all makes me swoon.

Though I never agree on first date to a place where I can’t afford to pay my own way, I do firmly believe that whoever does the asking out should pay. Being the introvert that I am, this translates into my date always paying. But of course, not wanting to seem unappreciative, I always end up doing what my friends and I now refer to as “the fake purse-reach.”

As soon as the bill lands on the table, I reach into my purse and dig for my wallet, which is usually lying in a prominent location that requires no digging to reach. At this point, my date will usually offer an ardent “No, no, I’ve got it.” You know how it goes, ladies. I offer a “oh, no, please, let me at least pay my share,” while opening my wallet and casually taking out bills. My date protests once again, and I wrinkle my brow and say “Are you sure? Thank you so much!” Read More »