Encounter #99.2: Mr. Rhode Island

App: The League

Name: Elias*

Date Location: Ward 8 & Arya Trattoria – Boston, MA

Location Review:  4.0 Stars – Romantic atmosphere and drinks and apps were tasty

4.0 Stars – Solid-ass Italian. For being in that main drag in the North End, it’s actually good.

Date Duration: 7 hours

What Happened:

I was legitimately excited to see Elias again. It had been a minute since I had someone plan real dates and I just thought he was so cute.

We decided to get drinks and a snack before dinner and based on how he was dressed and smelled that night, I wanted Elias to be the snack. Like damn. Boy came to play.

He was super sweet. Before I got there he tried to get us a table in a more romantic spot and he pulled my chair out for me. Definitely giving gentleman vibes.

Talking with him was easy. There weren’t really any awkward silences and we just shot the shit. After drinks, we headed over to the next restaurant for dinner and that’s where it started getting a little weird.

Out of nowhere, he asked me if there was a political issue I was passionate about. Considering I had just dumped someone for their beliefs, it was odd timing. But, we were on the same page so that was fine.

After we finished dinner, we decided to walk around and found ourselves at the waterfront yet again. And that’s where things got a smidge weirder.

We had both dated married Brazilians before so I told him my little story that ended with me getting a (CURABLE) std. Is that too much to share? Maybe. But if you don’t think that shit is funny, you aren’t the one for me.

To make me feel better, he said he’d share something embarrassing. But then it was this weird stream of consciousness about how he smokes weed, but he has herniated disks in his back so it’s fine, but it’s not an addiction, and he hasn’t smoked in a month because his job tests and he’s looking to switch positions, and he’s looking at moving to LA to work at that office, but he doesn’t know if he wants to work in chemistry anymore, and he already resigned his lease, oh and he has ADHD. I had no idea wtf was happening but it was just a pile of word vomit.

Despite that, I had a good time and wanted to see if we had any chemistry. We held hands but, would there be a spark? We were all alone by the water. Drinks had been flowing. NOTHING.

It was late so we called the Ubers and I leaned into him trying to make something happen. He was oblivious. He kept saying how he wanted to see me again so figured I’d let it slide and wait for that slow burn.

Happy 100?

I’d like to think I’d have something witty and snappy to say now that I’ve officially crossed 100 first dates off my list. But truthfully, I am so fucking exhausted and really just need to be properly dicked down.

It’s nice having freedom. I never have to answer to anyone. But, I feel so starved for companionship with a partner. Everyone is moving into these next phases of life and I can’t relate in the least. They’re picking out nursery colors and I’m still snapchatting men asking how many siblings they have. Just night and day.

I have a lot of feelings about staring 30 in the face with little to no prospect of having someone special to celebrate it with. It’s low-key kind of embarrassing that I’m still in the position to be writing this nonsense but, I will spare you from this becoming a live journal entry.

When I look back on these 100 dates, there are some that stand out.

The good:

The bad:

And just the downright weird:

It’s been a wild-ass ride and I can’t thank you enough for being on this ride with me. Here’s hoping we both get off (both literally and figuratively) soon.

Encounter #100.1: Rain Delay

App: Coffee Meets Bagel

Name: Mark*

Date Location: Crossing Nines – Quincy, MA

Location Review:  4.0 Stars – Definitely a hidden gem outside Boston. The patio gives a whole view of the Boston skyline plus the food is actually good.

Date Duration: 3 hours

What Happened:

I never meet anyone off of Coffee Meets Bagel but somehow, it happened with Mark. Conversation wasn’t particularly any which way on the app but he asked me out and I didn’t have a reason to say no. What sold him though was that not only did he give me a specific plan for the date, he also included a rain plan. My Type A ass was thrilled.

He was taller and cuter than I thought he’d be. Very blue eyes and had to be at least 6’1″. I had to give it to him. The date he picked was nice af. We were there around sunset and saw the whole skyline light up.

Mark was a nerd in all senses of the word. Worked in IT, loved board games, and had a passion for history I don’t think I’ve ever encountered. Like he knew every single everything when it came to the state of Massachusetts.

Family seemed relatively normal. He was from MA, went to school there, and didn’t want to leave. Weird to me, but okay. Was going through a bit of a weight loss journey so it didn’t seem like he knew he was cute which is always a plus. Also super liberal which I am always down with.

He talked my fucking ear off until about a beer and a half in. Because he was so nerdy, I wasn’t sure if that came from not being able to hold a conversation or that he was nervous. As the night went on, looked more like nerves.

We ended up closing the bar down and he walked me to my car. I wasn’t sure if he had a good time. Yeah he paid but that doesn’t guarantee anything.

I was kinda expecting that we would kiss but then again, you can never count on it. I miscalculated. We hugged and I went on my way just very confused as to wtf happened. He was nice. I had a decent time. But wasn’t sure where he stood.

By the time I got home I got a text saying I was beautiful and that he wanted to go out again. Guess I did okay.