Tuesday Night: Part II


Date #5

It was 11:00 by this point, just about booty-call time. And I was in a car heading to a speakeasy with the Canadian engineer from date #2. He had just left dinner with his friends and was definitely buzzed when I showed up (I wasn’t the first to get there this time!).

Let me back up for a second. I wouldn’t typically agree to rage on a Tuesday night, but he was heading to Israel for three weeks with his grad school for some abroad work. If I wanted to see him before he left (and get a point for it), it was now or never.

The alcohol really loosened him up. He was still gentlemanly and sweet but he was much more animated and almost feminine during our discussions. I was into it. Too into it. Two gin martinis into it.

We closed out the speakeasy and tried to hold ourselves together as we wandered out the front door. We both lived north so we started heading in that direction. And we just kept going for 30 blocks. Two long walks in one night!? I was on a roll. Legit feelin’ myself after this monumental night in my dating history.

We got to 110th street and I held out my hand for a cab. Before getting in, I turned and wished him a good trip. He said he’ll call me when he got back. And I rode away.

No kiss. No hug. Just a wave. And that was that.

He never reached out. I never reached out. Just two great dates for the archives. I’m starting to understand the fun part of dating.

Love always,

Art Babe


Tuesday Night: Part I


Date #4

I don’t know if it was the spring air or the fact that I sat next to SJP at a Vietnamese restaurant recently, but I REALLY got into the game Tuesday night. I had not one, but two great dates. In one night! Okay, okay, so maybe you don’t find that particularly exciting, but boy, oh, boy, do I.

The first date started as all my dates have so far…I was five minutes early and he was annoyingly late. We were meeting at a casual place on W 116th and his excuse was that he got on the express train and had to double back and of course, the trains were delayed. I’ll give him the benefit of the doubt…but he was born and raised on W 130th so that was a dumb mistake. *eye roll

We walked into a beer and hot dog place (vegan hot dogs!) and it was packed with Columbia students doing trivia so we popped into an intimate bar with super hip cocktails a few blocks away.

This guy was cute. Kind of nervous- or was he drunk? Mmm, no, just nervous. I would be too if I was just breaking out of a four-year relationship with my live-in gf. We laughed and talked about where we grew up and ate roasted brussels sprouts. And we drank. We drank several cocktails.

As things were winding down and we (he) got the check, and he offered to walk me home.

Oh, you don’t have to. (Because I have another date right after this)

No, it’s fine. I love walking around the city.

You sure? It’s about two miles away. 

Yeah, of course. Let’s head out. 

So we walked.

I’ve only walked around the city on a date one other time but this was my best date walk yet. He pointed out some important neighborhood buildings. Told me some funny stories about his childhood when we passed his old playgrounds. And had a lively discussion about public housing and how to make the buildings and space more efficient and less oppressive.

In the end, it was a great date. As we were about to part ways in front of my building, he asked to kiss me.


What? Oh, I’ve never- I wasn’t expecting you to say that.

Sorry, I don’t kiss on first dates.



Okay. Well…I had fun. Let’s do this again?

How about next week? 

Okay, sounds good. Night. 

And I stood in my doorway watching him ride away in a cab. When he turned the corner, I got out my phone and called a Lyft back to the West Side.

To be continued…


Love always,

Art Babe


Does He Exist?


Date #3

Well the answer to that question is yes, but not really. Confused? Let me explain: He was one of the first guys I swiped and not going to lie – he was pretty swoon-worthy. I was excited until I realized how difficult it was to plan with Mystery Boy. Eventually after many failed attempts to meet live, we finally met up at an oh-so-romantic Meatpacking lounge (Queue eye roll). But to be honest, the night wasn’t horrible. He was very charming.

Afterwards, we planned to meet that Saturday. It included extravagant dinner plans where he was meant to “pick me up” (what does that mean in NYC?) but then he never came. No cancellation. No call. NOTHING. I get it we all have things to do, but it takes about 2 SECONDS to send a text (haven’t timed it, but I’m assuming). Fine, he’s not my boy, but I couldn’t help but wonder what happened. I replayed a few scenes of him getting aimlessly lost for a few days in Manhattan which isn’t plausible since he’s from New York….Basically it was as if I was talking to a ghost. Pretty intriguing. Bumble profile – deleted. Texts – not delivered. Calls – straight to voicemail. At some point, I put my detective hat on. I just wanted to know if was okay! Spoiler alert: he was doing just fine.

Needless to say, we all know how this story ends. He texted me a month later, we planned a dinner, he cancelled and then the we ended with the cherry on top of a “Hey” text. Goodbye, Casper! Forever.


Tea Babe

Dating, Dating Challenge, humor, NYC, Online Dating

I Hate You, But I Love You


“Doctor by day, sexy Jon Snow by night.”

That was the description that date #1 had on his Tinder profile.

Doctor? Cool, must be smart. Sexy Jon Snow? Even better! Who doesn’t love an illegitimate Stark?

I figured that because this was my first date of The Challenge, it would be a great idea to go out for drinks with a fellow GoT fan. I mean, even if we don’t hit it out of the park at least we’ll have lots to talk about, right?

The date started pleasantly enough. I arrived at small bar in Kips Bay promptly at 5pm. Before entering, I took a ceremonious deep breath and said to myself, “Let’s do this!” – then walked inside like the diva that I am.

Skipping forward a beat, Snow walked through the door several minutes later, but alas, it was not love at first sight. From the moment I saw him, I knew our relationship wouldn’t last longer than one date. But I had a few hours to kill before I met up with my Babeland girls, and he seemed nice enough. Boy,  did I call that wrong. He was not a nice guy. He was, what my mom would call – after one or two margaritas – “a little shit.”

After learning about his job (he’s a psychiatrist), his family and glossing over a bevy of other first-meet questions, the conversation began to dwindle. That’s when he asked me about my tattoos, piercings and my recently-placed birth control implant (I still had the bandage over my arm, and a nasty bruise to go with it).

Now, while I’m a big fan of birth control, it’s not really a topic that I like to bring up on first-dates – mainly because it preludes to sex and I’ve found that guys can be a bit presumptuous. I mean, why can’t a first date just be about getting to know each other?! That said, he was a doctor, so the topic should be pretty safe. And it was. At first.

After continued conversation, we hit another lull – and that’s when he asked The Question:

So, I see that you have lots of piercings and tattoos… so you’re not afraid of needles…?

Umm… yeah. Sure, needles are cool. I guess. [Insert questioning look from me, here.]

So you you have a high tolerance for pain?

Well, I mean, I don’t think I’d withstand torture very well, but shots and things like that don’t bother me. (I think it’s important to note here, that I have a few piercings, but nothing crazy or out there. Just a nose stud and some ear piercings, as well as a few discreet tattoos.)

So, like… Does your tolerance for pain extend into the bedroom?

Wait. WHAT???? Did he seriously ask me that?

After a long pause Snow spoke up.

I’m sorry, was that inappropriate?

Seriously? Was that a question? HELL YES!

Yes, that was forward. That was really forward… I mean, just so you know, that was a very inappropriate question. 

There. I said my peace. While I could have (and should have) bounced right then and there, I still had 2 hours until I met up with my fellow Babes. What’s a girl to do? So I order another, stronger, drink.

To make a long story short, the rest of the date was relatively boring. I learned that we were very different people and had very different opinions. In fact, at one point, I escaped to the bathroom to text the group about my fiasco of a date, to which they said “bail now and come over early.” So I did just that. But not before Snow made one more statement: I can’t tell if I hate you, or if I love you. 


So with that, I bid the guy farewell, told him I hope to never see him again, and walked out the door like the boss betch I am.

But honestly though, no wonder the dude’s still single!

Love you betches!
Bossy Babe




The Subway Ride


Date #2

Oh New York – you always have a way of navigating me right into unique situations. Let me elaborate. We matched about four months B.T.C. (before The Challenge), but never met live. To be frank, I had no motivation to set that date up. I’m a millennial I’m supposed to be lazy! When I re-met him on the subway (RIGHT after my first challenge date) I realized that the MTA was essentially gunning for me to win and I figured I’d have to listen to it. It does take me to work daily after all.

When we locked eyes on the train, we exchanged the double take and I was filled with dread to make small talk the rest of the train home. Ya’ll know what I’m talking about… After we giggled about finally meeting in-person we exchanged the digits. Subway guy was the right dose of happy and unique. A bit older than me which is always interesting. Why not!? He met the criteria to get my second point (see post #1) so the date was set – NY Transit Museum.

A week passed. Prior to the museum, we grabbed tea and I instantly knew that I wanted the rest of the date to stay friendly. Poor guy. He was sweet, but when it doesn’t click, it doesn’t click, ladies and gentlemen. Oh and I was extremely tired*. I’ve been wanting to check out this museum so at least we had that going for us. It was in an abandoned station complete with historic trains so the history nerd in my was ecstatic. The single girl in me was slowly losing it. We chatted about the usual topics and learned how the MTA got through the city-wide black out but this girl had a nap to take. This museum seemed to get bigger and bigger. Or was it just me? Finally, after we got to the last vintage turnstile, I was able to rush home. Of course, we took the train home.

I realized that I was probably tied for second place and as much as I should’ve kept swiping, this girl had a nap to take. Sweet dreams, lovers.


Tea Babe

Dating, Dating Challenge, humor, NYC, Online Dating, Uncategorized

A Walk In the Park


Date #3

Sunday morning. Skies are blue. Birds are chirping. It’s cold as shit. I’m not hungover. Sounds like the perfect day for a COFFEE DATE!!! Never been on one of these before, but how could it possibly be bad? One drink + sunshine = efficiency. I get my caffeine, vitamin D, and date all checked off at once. 

This guy was hot in his Bumble pics. He only had two- at the beach with his “sister” and playing tennis in an all white get-up (just to be clear, his clothes weren’t the hot part, his face was). He actually really looked like someone who lived in my college dorm that my roommate was madly in love with senior year but never actually pursued. Turns out, she’s part of this challenge, too. Suck it betch. But I digress…

I didn’t really know anything about this person other than that he lives 1.6 miles away from me and knows the difference between your and you’re. But I’m excited! The first date of The Challenge that isn’t approached with dread- THIS is what it’s all about.

We decided to meet at a coffee shop on the NW corner of Central Park at 1:00. I get there at 1:00 and sit in the February chill in my cute-but-cold coat because all the inconsiderate Columbia students are taking up the entire cafe. Oh, you have a thesis to write?? I’m in a dating challenge, so my work here is obviously more important. Just kidding. I fully support higher education and all the work that entails. I am also well aware that finding a seat in a cafe within walking distance from a university on a Sunday is like seeing a unicorn barf cronuts onto the Loch Ness Monster. It doesn’t happen.

He walks over about 15 minutes later and hubba, hubba. I’m so into it. Yeah, he was late, but I liked him anyway. He had a great smile. I’ve never dated anyone who comes anywhere close to being as smiley as me and I was already looking forward to our next date. We ordered; he laughed when I took a Hydro Flask out of my purse to fill up with black coffee. And we decided to take a walk through the park.

The conversation was great. He asked a ton of questions about my job (teacher) and was genuinely eager to hear about my experiences with kids in the city. He’s getting his MBA from Columbia. He graduated from a school in Canada with an engineering degree but wants to take over his dad’s civil engineering company, so it was off to business school in the states for him. We walked around for about an hour before sitting on a bench in the sun, trying to thaw out.

Oh, I forgot to mention that I had a vampire facial the day before. Yeah, one of those facials Kim K did in that gif. The process is cool and it’s helping a lot with my acne scars BUT it makes your skin peel like a bitch for a couple days and you can’t put anything but hyaluronic acid on your skin. So I was wearing a baseball hat and big ass sunglasses the whole time and my cheeks were red and peel-y. I didn’t think about it the entire date until we sat down face to face. Oh, well. If the conversation’s still going strong, he obviously doesn’t care and neither should I, but I still brought it up before parting ways.

I’m wearing a hat because I had a scar removal procedure done yesterday. I’m not trying to be creepy and not let you see my face. 

What? Oh, hahah! I didn’t even notice!

I just don’t want to get sunburned and look even scarier for my students. 

You could never look scary. 

I could if someone threw acid on me.

Yeah….Well, I had a really nice time! Are you busy this week? I’d like to see you again. Maybe get some drinks with alcohol in them? hahah

Oh, you didn’t spike your coffee, too? ….(Moment of awkward silence) But yeah, definitely! I’d love to get drinks this week. Are you free on Tuesday?

Ahh. I have a dinner Tuesday, but it’s early. Maybe drinks after? I’ll let you know tomorrow.

Okay, perfect. See you soon!

And that was it. No kiss. No hug. Just a dorky grin that spread across my face as I walked back through the park blowing up the group chat.

Love always,

Art Babe



Dating, Dating Challenge, humor, NYC, Online Dating

Vanilla Ice


Date #2

If I wasn’t writing this I would have already forgotten about this dud. For the sake of The Challenge, I’ll dig into the depths of my memory and attempt to extract at least a few moments of this date to write about. If you’re in the mood for a juicy story, find another post. Nothing exciting here; just another example of the vanilla dates everyone finds herself on at some point.

The pre-date texting was decent- a bit of wit, responded in an acceptable amount of time. I wasn’t super impressed with his pictures. Come to think of it, I don’t remember a single one. Oops. Coming off the Boobtastic Brit, I was a little apprehensive about this challenge, BUT a girl’s gotta power through, right? Plus, I’m a Leo. I don’t turn down challenges.

Day-of texts

Vanilla: I know this great Pho place in Chinatown. Interested? Or we could just get drinks. 

*Babe: Just drinks. It’s an easier escape if it turns out I’m crazy. 

Vanilla: Good thinking! Lol. Drinks it is. Whiskey Tavern in Chinatown okay? Pretty low key. 

Babe: Sounds good! 7:30?

Vanilla: See you then! 


Pretty typical text convo, I guess. I always prefer bars to dinner on the first date unless I’ve already met him because, obviously. I don’t have time to waste and thankfully I don’t have to rely on other people to eat (no shame, ladies…been there, done that).

So I get to Whiskey Tavern at 7:30. He does not. I sit down with a Guinness for about 15 minutes before he gets there and doesn’t apologize (asshole). I’m going to skip through our conversation. There was literally nothing interesting about this person and I’m pretty sure I volunteered minimal information about myself.

He finishes his beer before I do and he doesn’t ask for another one. Could it be?? A one drink date?? I’m glad we’re on the same page and you think I’m just as boring as I find you!! He pays for our drinks and turns to me.

Let’s head over to the Pho place. My reservation’s in 10 minutes.

Oh, we’re going to get dinner?  I specifically said JUST DRINKS.

Yeah, this place is so good. And cheap. 

Okay, okay. I could have held my ground and been like, um, bye. But it was cold, and Pho sounded amazefest. So I stood up to go. And he immediately regretted it. He did the up and down and I could sense the disappointment. He was about three inches shorter than me (I’m 5’6″) and I was wearing heeled booties. Apparently he’s not super comfortable with his height.

So we got Pho and it was SO good. And the conversation was non-existent. And I was being a childish betch and didn’t even touch the check because I was minorly irritated that he made dinner reservations when I explicitly said “just drinks”. And he was real awkward about paying. And then we walked to the train. And then we parted ways. Riveting, huh?

But every experience can offer a lesson. The lesson here was that Whiskey Tavern is near a dope Pho place.

Love always,

Art Babe