Name: Sad Ben Affleck (have you seen Ben Affleck lately? Did you read the article in the New Yorker?)
Age: 51
Status: Divorced a …while? Says the divorce was very amicable - they’d simply created separate lives for themselves and decided to live apart. Two daughters - I think they are young teens.
Job: UX somethingorother, does consulting for a company.
Lives: A neighborhood over - walking distance.
Length of Date: 3 hours
We Did: Met at rooftop bar of groovy hotel a few blocks from my apartment. Had a couple of drinks, on the roof, chatted and then had a nightcap in the speakeasy in the basement.
He Looked: Sad. It was disappointing. From my internet stalking of him, I found out that his ex-wife is a photographer and I’m pretty sure she’d taken his photos for his dating profile. In his photos, he looked like Tall, Happy and Hot Affleck - bearded Ben Affleck. In person, he looked like Sad Affleck with Dad Bod, Dad Jeans, and Resting Sad Dad Face.
I Looked: Well, I wore a brand new Norma Kamali striped skirt, spicy red shoes from Target and a black tank top. Wore my hair stick straight, silver chunky jewerly, and thought I was looking very fashionable for a warm rooftop evening.
First Impression: So, I got there about 10 minutes early and waited in a seating area in the bar in a location where I could see him walk off the elevator. I was extremely excited to meet the guy who was “Yikes Just My Type”. Unfortunately, as soon as he walked off the elevator and up a small series of steps and over to me, I knew in an instant. I stood up to say hello. I was slightly taller than him in my kitten heels. We hugged awkwardly. It was wimpy. His voice was not strong. I was disappointed all around.
Convo: Boring. Felt a little like an interview. I will give him credit because he kept it going. He also clearly took my lead and let me dictate our conversation, but there was little humor (even though he tried). I can’t fault HIM. It flowed okay. It just didn’t seem like either of us was really excited to be there.
High Point: When we were in the speakeasy, he ordered some kind of Old Fashioned, and it came with a creme brulee top that had to be broken with a tiny mallet. It was cool! In fact, the whole speakeasy part was very cool because it was super dark and we sat at the bar, there was a guy crooning in the corner, the crowd was hopping, and the bartenders were fantastic!
Low Point: Knowing pretty immediately that there was no chemistry. This is the saddest because I’d actually given myself a pep talk in the mirror right before I’d left for the date, telling myself that THIS could possibly be my last first date! THIS could be IT. THIS could be the right guy at the right time!!
How It Ended: He was kind enough to walk me home and then I think he was going to Uber back to his place, but I don’t know because I didn’t wait to find out. We gave each other an awkward hug goodbye and I turned and practically ran into my building.
Chances Are: I’d say not. I’m sad that I got such a sad vibe from him. In fact, I’m wondering now if he walked up and maybe thought that I wasn’t his type and was sadly disappointed!
Date Rating: C-
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