So after grabbing drinks with Work Wifey on a random weeknight, we started walking back toward the train. As we turned the corner on Lake and Michigan downtown in the Chicago Loop, I locked eyes with this sexy young, black man who was walking in my direction with his brother. We’ll call him Boi From The Loop. I eye-flirted, of course, and then kept on toward the train with Work Wifey. However, as we turned the corner he comes running around the building and yells at me:
“Where are you going?”
Of course I turned around and started to physically flirt at this point. I told him I had to get my Work Wifey to the train, because I don’t let her walk by herself after we’ve been drinking. So Boi From The Loop and I decided to exchange numbers. After NYE, we were texting and he said he drank so much he was drunk crying. And I totally get what drunk crying is, but in the moment I was trying to make a joke which totally came out wrong and I said something along the lines of
“I totally understand crying. I recently broke up with The Ex of 12yrs!”
What was I thinking! And it’s even worse because you can edit texts before you send them! Needless to say, that was the last time I saw him! Hahaha! I have such a learning curve when it comes to dating!!!