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In dating, why does it always feel difficult to figure out what to say or text?

We tend to get shoved in our heads before sending that first text message. Why? We try too hard to be witty or clever. Wit is wonderful, but that opening text message doesn't have to be brilliant. You don't need to be Shakespeare. You just need to be playful and clear. Clarity is huge. It's important to let the other person know you're interested. Clever is overrated, and clarity is underrated. Lower the bar for how funny, witty, or perfect your opener has to be. This will in turn relax you and unlock your most charming self.

If you have just matched on The League and are nervous about sending that first message, here are five flirty first texts to get you started.

1. Foodie Flirt

FLIRTY FIRST TEXT: “I need to ask you a very deep, serious question, and your answer will have huge consequences for both of us... Thin-crust or deep-dish? ??”

WHY IT'S GOOD: “This silly, subversive text creates tension. Your crush thinks you're about to ask a serious question, but you then release that tension by asking about pizza. It will make them laugh while leading to a fun topic.

2. #GoodDay

FLIRTY FIRST TEXT: “Wow, this was shaping up to be just another [day of the week]-and then I matched with you. #GoodDay”

WHY IT'S GOOD: Being funny or witty is great, but sometimes vulnerability is the best way to make an impression. This text lets you “put yourself out there,” which is very attractive.

3. Personal Q A

WHY IT'S GOOD: This is a great first message on a dating-app because everyone's favorite subject is themselves.


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