• Jess

Jess's Update

First, a note from me, Isabel:

As you might remember, Jess was our fabulous Date-a-Week dater for November. Her posts were not only hilarious but reflective and thought-provoking. I was consistently in awe of her honesty and determination. After November ended, I asked her to keep giving us updates about the man she was seeing: John. So, below is her update and below her update is her cute picture and all of her previous posts. So, please give it up for the one, the only, Jess.



Key Takeaways: Sometimes it doesn’t work out like you thought.


John and I went on several dates over the course of a month. I was pumped about him. He was kind and silly, but most of all, he was communicative. The best kind of communicator, who made me feel heard and appreciated. Tip for you all: this is learned. He did something called Crucial Conversations, and this is how he learned how to communicate with people during tougher conversations. I googled it, and it’s a training. As a person on the other side, the training is legit!


Anyway, it didn’t work out between us. He broke it off with me. Yes, ladies and gents, he broke it off with me, a charismatic and confident woman. It happens! Was I surprised? Yes. Did I feel like something was off when we got back from Thanksgiving? Also yes. But I just assumed it was that “haven’t seen you in a while” thing, and we had to get back into our groove. But no, it was just him not being interested anymore.


I couldn’t tell you what happened. Have I sat in my car and considered all the maybes and what ifs? Yes, of course. I’m only human, and I tend to overthink. But ultimately, if he wasn’t feeling it, and he didn’t think it was something we could work through, that’s it. Period. I’m not in the business of trying to convince people that I’m worth it. He sees me as a friend, and that’s cool too. Thanks for the honesty.


It sucked, but feel what you have to feel and move on. As cliché as it sounds, I am a firm believer that time heals all wounds. For all you beautiful readers out there, don’t give up on love even if it feels a little hopeless. John was not my man for reasons I’ll never know, and that’s okay! Life throws curveballs at you sometimes, but at the end of the day, you get what you get. Good luck out there, superstars. Be bold. Be vulnerable. You might get hurt, or you might find love.


-Jess
















Jess's Posts:

Jess's Introduction

Date #1

Date #2

Date #3

Date #4