Seven years ago Jesse and I went to Winterfest together for the first-and only- time. My sleazebag boyfriend and I had broken up (again) right before Christmas. I needed a date to a stupid dance… or so my friends insisted.
I was still friends with Sleazebag’s (I almost abbreviated that term of un-endearment as ‘SB’ but that abbreviation is just too close to home) best friend. I asked said friend what he knew about this guy at my school. He did not offer his endorsement, but he did say something to the effect of, “What about my brother?”
Haaaaaaaaaaaaaaaa. The last time I talked to best friend’s brother Sleazebag came out of the locker room in quite a disturbed rage. PERFECT.
Long story short, Jesse agreed to go to the dance with me IF I would go to Winterfest with him. INSANE. Our first date was at Chateau on the Lake and was incredibly awkward. Our tablemates were Sleazebag’s best friend/Jesse’s little brother (aka Billy), Billy’s date, and their parents. AWESOME. Unfortunately, there are no pictures to document this event.
Billy was dating Miss Newton County at the time. I distinctly remember Jessalyn texting me to ask if the reigning county queen had all of her teeth. She did. I actually liked that girl. Oh well.
Despite the awkwardness of the first date, we still went to the dance together. I guess you could say that the rest is history.
NOW who’s wearing the button up Polo with the sleeves rolled up and the shirt unbuttoned too far?! At least don’t have a Confederate flag necklace (to be fair, in HS I had one hanging from my rearview mirror) and my face isn’t gaunt any more.
For the second time in SEVEN years, we’ll be going to Winterfest together tonight. Hopefully we’ll both be dressed decently. Hopefully it isn’t awkward. Maybe I’ll even manage to get a picture this time.
