Despite my best efforts, I’m no Cupid. Valentine’s Day is even my favorite holiday. I was hooked from the homemade mailboxes in elementary school, followed by the cards and candy. Mainly the candy. And over the years, I’ve come to love the annual romantic comedy aka Rom Com release around my beloved holiday too.

While we all love a good love story, here are some moments where it was a Rom Com without the romance. Moreover, it’s my failed attempts at matchmaking.
First up, we have one of the most romantic settings – a wedding. After chatting with one of the groom’s friends, I thought he’d be great for my single girlfriend. They seemed to hit it off on the dancefloor, so after the wedding, I suggested we all hop a cab to downtown Annapolis’ local —and one of my personal favorite — watering holes. However, after one round of drinks at McGarvey’s, my girlfriend had “Irish dipped”. For anyone unfamiliar with the term, it means leaving without saying goodbye. After looking for her around the bar and in the bathroom, a short phone conversation enlightened me. The guy was in fact, not her type.
My next matchmaking victim is my gorgeous, 6’3” sister. Poor thing, I love her so much, I’m not above introducing myself to tall strangers while waiting in line for the Best Buy Geek Squad. Another time while drinking at one of the Baltimore strolls (seriously there are so many excuses to drink in the month of March in that city), I spotted a tall guy who I thought would be perfect for my sister. I quickly called my sister on repeat and demanded that she get to the bar, Portside. She humored me and did. Nothing came to be of my attempted matchmaking. However, fate would have a funny way of bringing this gentleman back into our lives. Six years later, our brother would marry his sister. A relationship that I had nothing to do with. However, we’ll always have the bridal party photos to remember a good height match that could have been.
My last example is evidence that I couldn’t identity a potential couple if it were under my nose. While at happy hour with three coworkers, the newly single girl was sharing what she’s looking for in her next relationship. I tried racking my brain to think of someone to set her up with, but couldn’t think of anyone. A few short weeks later, she began dating one of the other coworkers and only guy from the happy hour. He was a team member of mine, and I can’t believe I didn’t think to suggest that they get together.
Two things are for sure: one the world is small, and two I’m a bad matchmaker. Anyhow, Valentine’s Day has and will always be my favorite holiday. Just don’t ask me to set you up…