Name: The Oversleeper (TOS)
Age: Though his profile says he’s 51, he referred to being 57 and not looking his age over and over again.
Status: Says he’s divorced three years, but photos I found online would suggest otherwise.
Job: Artist and TV producer
Lives: Ritzy part of town
Length of Date: 1.75 hours, once he finally showed up
We Did: Coffee at a cool coffee house that’s about a 30-minute walk from my place. I walked there, showing up exactly on time at 9am. Yes, it may seem early on a Sunday, but he had told me that 9am was a “perfect” time for him.
As soon as I walked in, I saw a guy who looked something like the photos I’d seen of TOS, but I wasn’t exactly sure that was him. I walked over by him, but he was talking to the waitress. I told the host that I was going to be sitting with that dude, but the guy wouldn’t even look at me. I stood close to the table, just waiting for him to look up at me and ask me to sit down. I almost sat down, but I’m so glad I didn’t because after he finally finished up the conversation he was having with the waitress, she asked his name and he said, “John” and I knew that wasn’t the guy!!! Embarrassingly, I slinked back over to the host and told him that I needed a table for two. I’m sure he was like, WTF??
I sat down and waited…and waited…and waited. I texted the guy via Tinder and told him that I was at the coffee place and after about 20 minutes I finally told my waiter that I was stood up so I ordered coffee for myself.
Finally, after THIRTY minutes, he wrote to me and asked me to please forgive him - he’d overslept and was shocked that he’d slept so long. I texted back telling him that I was still having coffee if he still wanted to meet me. He told me he’d be there in 10 minutes.
He Looked: Disheveled, but that’s also what his profile pictures look like. Wild hair, scruff of a beard, strikingly good looking, 6‘4”, jeans, plaid flannel shirt over a t-shirt that had the logo of the TV show that he produces.
I Looked: Amused, jeans, cute boots, low cut sweater, sitting in the sunlight that was shining through the window.
First Impression: Not very impressed by the lateness, but he’s so damn handsome that I let it slide for the most part. He’s attractive and personable and made me feel glad that I waited.
Convo: Went really, really well in the beginning. He asked lots of questions and told me a lot about his life. I thought it was going swimmingly, but then we touched on previous relationships and of course he wanted to know why I’ve never been married, which led to some discussion of the women he’s dated since his divorce. He says he’s had two pretty serious relationships since his divorce three years ago, and he seems a little bitter about the most recent one. He ended that part of the discussion telling me about how mad he is that the woman is now dating a friend of a friend. He also revealed that sometimes people don’t think his jokes are funny and he showed me a somewhat violent painting he’d created that left me scratching my head just a little.
High Point: Interesting conversation, he looks extremely interesting and it left me wanting to know more.
Low Points: His entrance and exit. He was 40 minutes late and in the end, he looked at his watch and said, “Oh shit, I gotta run!”
How It Ended: He got the check and paid for our coffees, told me that he’d like to see me again, gave me a hug and kiss on the cheek and practically bolted out the door. I knew he had to get his kids (ages 9 and 12) who were at sleepovers.
Chances Are: Definitely want to see him again. Curious to see if he’s terminally late. Curious to see if he’s still bitter. Curious to see a lot of things. Not so curious about the kids - of course, they are part of the deal, but I’m a long ways away from that issue. Do I want to jump his bones? Not yet, but would like for him to see if he can get me there! :)
All in all, decent date. Not great, not horrible…I’d give it a C.
xox,
GS
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