Yesterday I mentioned that I went on two dates with guys from Match, and because I’m not a tease, I will deliver on my promise to tell you about it.
But before we get there, two dates in two days with two guys? I know, let’s say it, “holla playa! Heyyyyyyyy. Big pimpin. Oh yeahhhhhh.”
Okay, moving on, I went out with JohnBoy for the first time and Dayton for a second time. Check out my mention of my first date with Dayton here
. And if you follow me on Twitter
, you’ll know that Dayton has been sending some odd signals lately by saying, “yes I want to get together with you, but I need to keep my schedule flexible so I can go sailing if I want to.” Not the best
thing to share, but whatevs, we still got together to see if there is a spark.
Now, let’s dish about the dates.
Date #1: JohnBoy, we’ll always have tacos
I won’t lie, I was really looking forward to meeting JohnBoy. We’ve e-mailed and chatted on the phone a few times, and he was always really sweet and funny. Raised in Atlanta and now living in Chicago, I smelled “southern gentleman” on him (and not Drakkar Noir
) and said, yes, let’s meet up.
So we did at De Cero
in the West Loop post-20sb wine tasting and I won’t lie, I was really nervous. So much so that my hands were actually shaking a little bit. Eeek that never happens!
Dinner was very nice, handmade tacos and a delish margarita, and JohnBoy was every bit the gentleman I thought he might be. From opening doors (car and restaurant) to letting me order first, to helping me with my chair, it was really nice. AND he even held the umbrella for me when it started raining after dinner.
OMFG who does that?
The conversation was good, few awkward pauses and I think we were on the same page with what we wanted long-term and how we feel about our careers. No, I didn’t say I wanted to marry him and have his babies, but the topics came up very loosely. The date ended well and I told him flat out that I wanted to see him again. Let’s hope I do! And he even sent me a playful e-mail on Sunday morning, and I couldn’t help but smile when I saw it. Oh boy.
Date #2: Dayton – you had me at Rigatoni
I met Dayton Sunday night at Tarantino’s
at the recommendation of a work friend, who has very good taste in food. And she didn’t let me down, the Lincoln Park restaurant was a perfect setting for a nice dinner outside and the meal was beyond fabulous. The leftovers will be too.
The locale and food was amazing. The Dayton’s company was okay, but something seemed a little….off and platonic.
First, I was running late, due to Pride Parade cleanup, so I was already in a flushed rush to get there in a decent amount of time because I hate being late to places.
He beat me there and surprised me by wearing….the exact same dirty polo shirt and jeans that he wore on our first date. *crickets chirping* I’m sure this wasn’t intentional but definitely caught my attention, especially when I’m in a cute sundress and accessories. He said I looked “professional,” yet I would have settled for “nice.”
Conversation was a little rough, every 10-15 minutes, he went on “screensaver” mode and would look off into space, making me fear he might pass out at any second. I failed CPR, so don’t look to me to save you on that one.
But we did talk more about work and our personal interests. He made sure to make fun of my sunburn and talk a lot about his dog. A lot. No seriously, a lot. It also came up in conversation that he has issues with his family dynamic, coming from a divorced home. Been there, done that myself. There were definitely awkward parts in conversation and I was the more upbeat of the two of us, maybe it was a bad day?
So the date ended okay with him, with a chaste hug and saying he’d write me in a few days since we weren’t hanging out until next week due to July 4th.
I won’t rule things out with him, but the friend vibe is stronger than ever. So I think I’ll give it one more shot with him and then maybe have the “talk” about how we’re feeling toward one another.
And there are the tales of my two dates.
What was the best/worst date you’ve ever been on?