How Do I Text Him Without Seeming Awkward?

Gina Stewart

Written by: Gina Stewart

Gina Stewart

Gina is the owner of Expert Online Dating. As an online dating consultant, she helps men and women maximize their online dating experiences to get more dates. You can visit her website,, for more information or to contact her.

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Edited by: Lillian Castro

Lillian Castro

Lillian Guevara-Castro brings more than 30 years of journalism experience to ensure DatingAdvice articles have been edited for overall clarity, accuracy, and reader engagement. She has worked at The Atlanta Journal and Constitution, The Gwinnett Daily News, and The Gainesville Sun covering lifestyle topics.

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Reader Question:

I met this guy I knew in high school. I told him about the program I was promoting. He acted interested and signed up for the newsletter with his phone number.

I didn’t have my phone on me and didn’t want to give him my number directly because of certain people around, otherwise we would have gotten each other’s numbers because we were certainly flirting with each other.

I don’t want to seem creepy or like I usually pick up guys from our list serve. How do I text/contact him without seeming awkward?

-Freedom (Canada)

Gina Stewart’s Answer:

This is so easy! You won’t seem creepy at all. Send him a text that says, “Hey, this is Freedom. Just wanted to say thanks for signing up for the newsletter, and it was great running into you again! Hopefully I’ll see you again soon.”

On the surface, this is a very safe text that looks like you’re just reaching out to an old friend you ran into, but if he picked up on the flirting, it’s a very warm text for him to respond to.

I’m sure he’ll be impressed you went to the effort to contact him first. Now he has your number. See what he does.

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