Worldwide icon-chevron-right North America icon-chevron-right United States icon-chevron-right New York State icon-chevron-right New York icon-chevron-right Meet the Undateables: Kim and Milton

Heads up! We’re working hard to be accurate – but these are unusual times, so please always check before heading out.

Meet the Undateables: Kim and Milton

Each week, we take two New Yorkers who swear they’re totally undateable, and put our matchmaking skills to the test

By Will Gleason
Advertising

Undateables

Why they’re single:
Kim: She knows what she wants and doesn’t want to settle.
Milton: He hasn’t met the right person, and he’s very busy.

Ideal date:
Kim: Grabbing drinks and walking around a fun neighborhood
Milton: Whatever the girl wants to do

THE DATE

First impression
Kim: “The host took me over to meet Milton at the bar. I was so nervous, I have no recollection of our initial contact; I couldn’t tell you if we hugged or kissed or what.”
Milton: “I got there 10 minutes early and ordered a drink at the bar. They introduced me to Kim: She was very cute; I was impressed. We clicked really well and just started talking.”

Chemistry
Kim: “We talked about everything. I think the chemistry was good. We kept acknowledging how funny it was that it was going so well. We talked about a lot.”
Milton: “I was feeling some romantic chemistry. She was very sweet. We were definitely both nervous, but once we got over our initial nerves, we really meshed.”

Awkward Moment
Kim: “When someone cleared his plate, his fork fell onto the booth. It just kind of sat there for a while. But it was going so well—I don’t think either of us acknowledged it.”
Milton: “The most awkward thing, for me, was just not being able to finish my food. I thought I was hungrier than I was, and it just felt kind of awkward that I couldn’t finish.”

Afterward
Kim: “We left, got another drink, and he walked me to a cab. We kissed—it happened! Then we exchanged numbers. It was a solid first date. We were together for five hours.”
Milton: “We wrapped up dinner, then got drinks at a bar nearby. She told me she went to the same bar before the date and had a pregame drink with a friend.”

Verdict
Kim: ♥♥ “It was great: good chemistry, easy to talk to. I really respected the way he looked at life and people. He was really respectful—a nice Southern boy.”
Milton: ♥♥ “I’m looking forward to seeing her again. I felt like she seemed interested, but you can never know. It was nice to meet someone so cool in such a bizarre way.”

Our daters went to The Breslin (18 W 29th St, Nomad, thebreslin.com)

RECOMMENDED: See more Undateables

Want to be set up on a free blind date? Email undateable@timeout.com.

Recommended

    You may also like

      Advertising