Group Dates & Getting Set Up: A Guest Post

2/15/2016 The Charmer 1 Comments

Happy Valentine's Day! I'm enjoying a tropical vacation AND the single life. I'm fairly certain I will have my own fair share of dating exploits soon, as I'll be back in P-town in a couple of weeks. For now, enjoy this guest post!

 All of you know a girl like me. I’m the one who doesn’t really date, but all my friends covet the brilliance of my dating advice. I orchestrate elaborate matchmaking schemes for others and then somehow manage to panic and intentionally friendzone myself with absolutely anyone I find attractive. It’s sad, really.

One time, however, I outdid myself. Have you ever been on a date before when you aren’t sure if it’s a date? What about an outing that you are sure is a date, but you’re not sure who you’re on the date with? Ladies and gentlemen, welcome to my life.

There were four of us in our small squad. The Cowboy, Rafiki, Clara Oswald, and me. The Cowboy had been my friend the longest. Despite the fact that The Cowboy was younger than me—a usually fatal dealbreaker—I was completely twitter-pated.  I have an incredible weakness for cowboys anyway, and he was a little bit of a bad boy to top it off. I was intrigued, and since Clara and I were always together, and he and Rafiki were always together, the four of us got to be very close. 

Rafiki, named so because of his hilarious laugh, was the definition of girl crazy. He fell in and out of love on a daily basis, and couldn’t let a sentence go by without saying something smooth. And while I had known women he fancied more than me, between Clara and I, I always managed to get hit on more often. The Cowboy and I had discussed my total lack of feelings for Rafiki, and The Cowboy found it rather hilarious to watch us together.

Clara Oswald was beautiful and exotic, a Parisian whose sense of humor was just as dry as mine. I hoped beyond all hopes that she and Rafiki would hit it off, knowing that Rafiki would be less into me and picturing the potential for double dates. Sadly, she seemed indecisive.

The day I decided to make my move was like every other day. Sitting together on the carpeted floor of the cultural center after playing glow in the dark tag, Rafiki set me up seamlessly.
Looking back and forth between the two of us and grinning like a hyena, he said, “I sure like going on dates with you two.”

Perfect. I had been waiting for a moment like this. Looking nonchalantly at The Cowboy, I asked him, “What’s your plan for our next date?” It was the perfect blend of I’m-playing-along-with-Rafiki-if-you’re-not-into-it and I’m-totally-asking-you-out-if-you-are.

The Cowboy looked surprised, but pleased. It was the exact expression I had been daydreaming he would have. He smirked. “Well what would you want to do?”

And then everything fell apart.

“Yeah! The Cowboy can buy me lunch and Rafiki will buy you an island.” I tried not to gape in horror at Clara. How on earth had she misunderstood me so badly? First off, as she so clearly did not 
comprehend, I wasn’t really joking. Secondly, she so did not just make it seem like she preferred The 

In shock, I sat in silence while Rafiki scooted over and threw his arm around me. “Speaking of lunch, let’s start that up now. I’m hungry.” I locked eyes with The Cowboy and managed a wry smile as we all stood. He shook his head slightly as he grinned back at me.

We were never really able to go on an official date. After that day, Rafiki made sure that every group outing we had was referred to as a group date, but could never decide if he was dating Clara or me. Soon, it became a joke that we could just pick who we were dating for that day. Even if I was “out” with Rafiki, however, The Cowboy and I were always the ones who ended up off alone, talking.

The Cowboy found it funny, and though we continued to flirt, neither of us was ever that bold again. Shortly afterward, I moved, and The Cowboy and I grew apart. A month or so later, I got an old fashioned, handwritten letter (be still, my heart!) that talked about timing, and wishing things were different.

In the couple years since, The Cowboy married his Cowgirl. I sent him a wedding present and still talk to him on occasion, proving, I guess, that our friendship was more important than our feelings for each other. Sometimes, though, when I see those silly little jokes and challenges that I loved so much, I wonder what would have been…

You Might Also Like


Blogger said...

If you would like an alternative to randomly dating girls and trying to find out the right thing to say...

If you'd rather have women chase YOU, instead of spending your nights prowling around in noisy bars and night clubs...

Then I urge you to play this short video to find out a weird little secret that has the potential to get you your very own harem of hot women:

Facebook Seduction System!!!