Encounter #99.1: Mr. Rhode Island

App: The League

Name: Elias*

Date Location:  Shore Leave & Trillium Brewing – Boston, MA

Location Review:  4.0 Stars – I’m a sucker for a tiki bar. Fun snacks but can’t judge the sushi

4.0 Stars – They have peach beer and solid snacks. Also the patio is really nice.

Date Duration: 7 hours

What Happened:

I was just as shocked as you are that I got a date off The League. I’ve had it for years and have only ever met up with one other person. So the fact that Elias even started a conversation on there was enough to pique my interest.

Chatting with him was fairly easy. We weren’t up each other’s buttholes by any means but it was a decent conversation. He asked me out but also made me pick the place. I didn’t necessarily love that but whatever, I’ll live.

We decided to meet up at 5 p.m. which now looking back, was very early. When I got to the bar, it wasn’t open so I couldn’t find it and Elias ended up coming to find me. (It’s underneath a parking garage so heads up on that).

He was cute. (Also very sweet about me getting lost). We got to chatting and he was one of those people who could shoot the shit. We covered the basics (from Rhode Island, works as a chemist, has a younger brother, went to FUCKING BROWN for his master’s, college basketball fan, in the middle of weight loss journey). But we also talked about god knows what for an oddly long time.

Elias was also kinda funny and sweet. Out of nowhere, he said, “I just want to thank you for going out with me even though I’m only 5’9”. My heart. Then later he said I looked about 25 and it must be whatever I do in the gym. Nothing. I do nothing and it’s clear. But thank you for gassing me the fuck up.

We were having fun and he offered to go somewhere else since it was early. He had lived in the city for over 5 years so he knew the scene. We jumped in the Uber (that he paid for) and headed over to Seaport.

Here we found out that we had both dated married Brazilians before so that was a fun thing to have in common. And we just didn’t shut the fuck up. The next thing we knew the bar was closing down and we had to go.

He asked if I had ever been to the waterfront. I fucking lied. I knew what that meant. He wanted to make out and damn it, I was ready.

Well, we got there and everyone and their mother had the same idea. We sat on some random slab of granite and some couple sat next to us. It felt like he wanted to but I wasn’t going to push it.

It was late so we had to get back to catch our trains. He did hold my hand the whole way which helped confirm that he liked me. Never know these days. A few blocks from South Station he threw in,

“I really had a good time. I had a lot of fun with you.”

“Same! Was not expecting that. Never know how it’s going to go but I’m happy we met up.”

“You’re beautiful. Smart. Have a good heart. Can’t go wrong.”

Ummmm if he was trying to get me pregnant, that was the moment.

We lived on the same train line just opposite ends so I was preparing for a train station make-out. Instead, we hugged and he asked for my number. I mean I’ll take it.

And then we made plans for our second date.

Encounter #98.2: Peabody

App: Tinder

Name: Omar*

Date Location:  Speakeasy and Irish Tavern (No idea wtf the names were) – Sommerville, MA

Location Review: N/A

Date Duration: 14 hours

What Happened:

Even though we had just seen each other the night before, we were both excited to go on an actual date with each other.

Omar beat me to the bar but since I can’t park for shit, he jumped in my car and helped me find a spot (and paid for my parking). Immediately we were holding hands and it was nice to feel coupled up for once.

He made reservations at a speak easy and we were the only people in the place so it was truly just the two of us. Conversation was still decent. Not as free flowing as the night before but considering we had been talking to each other every day for 4 hours at a time, we still found things to chat about.

The bar wasn’t really doing it for us so we decided to leave. He wouldn’t let me pay but I saw the tab. $100+ and he didn’t flinch. I guess he was not lying about making 6-figures in IT.

The next bar I got a little more insight into him. I don’t know how it came up but, we talked politics and we were just not aligned to say the least. It was weird. Socially we were on the same page but it just didn’t make sense to me why he voted for the way he did. Republican I can handle but based on the things he said, the math wasn’t mathing. He kept saying he liked living in MA and what the state was doing. Massachusetts is blue AF. Why are you voting for Trump?

I didn’t know what to think. Maybe I’m just a $n0wfLake liberal but, it was disappointing. Despite that, everything else about him was fine. He could make me laugh and it was clear he was into me so maybe I could look past it? He kept saying he wasn’t *that* political so maybe I could take him at his word?

He came to my place after and we started getting into it. We talked early on about wanting to wait to have sex. He had disclosed to me early on that he had genital herpes and I wasn’t going to be playing with fire if I didn’t know if I even liked him.

The hookup was fine. There was some potential and he seemed coachable but it wasn’t groundbreaking by any means. He would do stuff to me and I would say something like, “Mmm keep doing it like that” and then he would switch it up and start doing something else for whatever fucking reason. Not sure how “like that” translates to stop what you’re doing, but whatever.

Omar was so into me and honestly, it felt really fucking nice. We kept seeing each other and it was nice cosplaying boyfriend/girlfriend. He came over the day after I had to say goodbye to my dog and it felt so good to be able to come undone in front of someone. To not have to carry the emotional load alone for once. I can’t remember the last time a man said he wanted to be there for me while I fell apart and then actually was.

That said, there were some things that happened in the following weeks that I didn’t like. For someone who kept saying they “weren’t political”, he brought politics up an awful lot. Even if I could get over it, I couldn’t see a way for him to be accepted by my friends and family. All I saw were awkward parties and us wanting to raise kids differently.

Speaking of kids, we also had different expectations there. He wanted to be a dad so badly and exclusively wanted kids of his own. I am not sold given the world we live in.

But, what did it was one particular week. We hadn’t seen each other in about 5-7 days. I had called him Monday (No answer) and Tuesday night (he picked up but couldn’t talk). Wednesday he was out with friends, had been drinking and wanted to come over. Not ideal but, whatever. He kept insisting he wanted to see me and was good to drive. Fine. Left the door unlocked for him and ended up dozing off.

At 1am I woke up and he still wasn’t there. Checked my phone and he texted me. When he went home to grab clothes, he ended up smoking a joint with his roommates and fell asleep.

For someone who wanted to see me so badly, it didn’t make sense to me. Was the plan to drive over high and see me while baked af or was it that a substance was more important? Either way, didn’t love the answer.

What tipped me over the edge though was that Saturday night he was at a concert in Boston, wanted to see me, but had done coke and didn’t feel good about driving over. Whatever, all good. We would see each other the next day.

Well, that’s when he dropped that he had gone out with 2 girls since we met. Were we exclusive? No. But, he kept telling me there was no one else. I would make jokes about him having hoes and he would brush it off every time. Do what you want but, don’t fucking lie to me.

There’s an unsaid rule in dating that in those beginning stages, you don’t say what/who you’re doing. But if you’re telling me there’s no one else, all I can do is take you at your word especially after making comments about me having your babies, being at your birthday, and everything else.

I had been on the fence for a while but wanted to see him a few more times in person before I made the call but that pushed me over the edge and I cut it off.

That didn’t go over very well. It ended up being a 4-hour ordeal with him calling me multiple times and blowing up my phone. At one point he Facetimed me, I picked up, and we started talking things over but he was walking into his house and started chatting with his roommates instead while I was on the line…cool. So I hung up and he texted me up the ass.

Apparently what he was trying to say was that he went out with these other girls, hated it, and now just wanted to be with me. Cool. But it still happened. Also, I still vote blue and he still wanted kids of his own. It probably was the right thing to do to cut it off but, I hated every minute of it and kept second-guessing it.

When I woke up the next day, he texted me and asked me to block his number since he knew he would want to text me. He knew where I lived so I kept his texts on mute just to be safe. He texted me three times that week asking how I was but that was it.

It’s been a few weeks and I still feel weird about the whole thing. In the long run, it was probably the right decision but, it also feels so bleak out there. I don’t feel deeper connections often and I may have pushed someone away who would have given me ~70% of what I could have wanted from a partner. But is ~70% enough at the end of the day for a relationship to go the distance?

Not for me.

Encounter #98.1: Peabody

App: Tinder

Name: Omar*

Date Location: State Beach – N/A

Location Review: N/A

Date Duration: 3 hours

What Happened:

I was in the airport coming back from a work trip and for whatever fucking reason, I decided to open Tinder and respond back to a guy from MA. Seemed cute enough. Flight was delayed. Had time to kill. Fuck it.

We we kept messaging. And then we shifted to text pretty quickly and by the time I boarded my flight I had creeped his instagram back to 2011.

We talked on the phone the next night for almost 4 hours and made plans for an actual date. Thing was, Omar couldn’t wait that long so while he was in Boston, he stopped by my area and we met up at the beach. (Just want to say that yes, I went to the beach alone at night but there were people and it was well lit.)

I had about 20 minutes to get ready so I put on my 90s aunt best. Biker shorts, crop top, and denim jacket and just hoped for the best. I beat him slightly and didn’t notice that he parked next to me. That was a good thing because apparently, he peed behind his car. (My dad peed on the side of the road on his second date with my mom. This doesn’t phase me.)

There was a weird instant connection with Omar. Both of us felt oddly comfortable with the other. It’s not that we necessarily had a ton in common, we really didn’t, but there was good banter.

Omar lived in Peabody with his uncle and was saving to buy a house. Worked in IT, went to trade school (no debt), loved sports, was in the middle of a weight loss journey (love a thick guy who doesn’t know he’s cute), and very outgoing.

Going in, I didn’t know what he was going to think. We had talked about types and his was 5’2″, petite blonde. I’m a 5’8″ thick bitch sooooo bit different. We went to cross the street to get to the water and I caught him checking out my ass. We were in business.

We made out here and there and held hands. We were both physical touch people so that was nice. It just felt so good to have an arm around me and be able to be affectionate back.

He walked me to my car and we sucked face for quite some time. Basement got flooded. But, I was excited to see him again and that was something different.