Dating & Whatnot
My blog posts in the “Love” category on here have been a bit sparse.
My actual dating life, however, has been quite the opposite. Although I’ve documented my encounters with the men of New York on Instagram, most of the stories are spread out across my feed. So for all the newcomers, old readers, & everyone in between- it’s time for a full blown ~rundown~ on here. I’ve compiled all of my caption “journal entries” into one big ol’ thing, and organized them into a timeline.
Buckle up, friends- here’s a full deep dive into my dating life. From diplomats’ sons (yes, multiple) to a money launderer, it’s been QUITE the wild ride ;)
1.) Umbrella Boy - September 3, 2020
After dinner this evening, it started pouring and I was stuck 15 blocks from home- in my little orange mini dress & no umbrella. 5 blocks into my trek, I was completely drenched, freezing and shivering. As I passed by a nice apartment building, I thought I’d try my luck and ask the doorman if I could borrow an umbrella.
The doorman of the building apologized and said they didn’t have any. I then quickly turned around to keep walking, but was surprised to find a cute boy behind me who quickly responded “here you can have mine” and handed me his umbrella. Before I could respond or even acknowledge what was happening, he placed the umbrella into my hand and smiled at me. I, very much in shock, responded with: “are you sure?” He then insisted that I take the umbrella and that I could return it whenever I get the chance 🥺 I guess not all New Yorkers are mean? Chivalry isn’t dead? And ‘kill all men’ doesn’t apply to this one.
2.) Soho Boy - September 4, 2020
Day 2 in my search for the two L’s: we took the adventure over to Soho. Because my bank account is currently in the negatives, I took it easy on the “Labels”. However I had a bit of luck in the “Love” side of things. Mid-window shopping, my roommate and I decided to grab ice cream. As we stood on the side of the street enjoying our ice cream, a good looking guy walked up to us. Looking at me he said “Hi, I saw you from across the street a few minutes ago and I’ve been trying to muster up the courage to come over and say hi to you.”
I, on the other hand, couldn’t fathom the fact that someone actually thought I was cute- so, I clutched my purse a bit tighter just to make sure he wasn’t a pickpocket. We continued to chat for a bit, and after being showered with compliments left, right, and center- I gave him my number. Was he cute? Yes. Would I be more excited if he was Harry Styles? Yes. However, I’m still extremely flattered. Let this be secondary proof that chivalry still exists.
notes: This one didn’t age well. I responded to one of his texts and then stopped responding. He, on the other hand, did not get the memo and still continues to text me. Usually wouldn’t say anything remotely bad about a guy on here, but this ones a creep. So, yeah. Pictures inserted below for reference.
3.) Picnic Boy - September 15, 2020
(didn’t post about it, but here’s a lil summary.)
My first Bumble date in New York. In between a busy day juggling work, this cute boy and I planned a quick lil date. We decided to meet up at a park, and I let him know ahead of time that I was in a bit of a rush.
It was the prettiest sunny day, and my first time at Bryant Park. When I got there my jaw dropped at how incredibly pretty it was. I think I maybe even shed a tear or two. If you’ve never heard of Bryant Park, it’s a little green oasis in the middle of the tallest Midtown Manhattan skyscrapers. It looks like a little Parisian park, and is by far my favorite spot in NYC. Click here for a picture :’) Anyways, enough fan-girling over Bryant Park & back to the story.
We met up and sat at a cute lil table in the middle of the park. THEN- this boy proceeded to pull a whole ass picnic out of his backpack and said: “You mentioned that you’ve had a busy day, and I wasn’t sure if you got a chance to take a break and eat. So, I brought a little picnic just incase you might be hungry.” And well shit, that was cute as hell.
4.) Diplomat’s Son - September 21, 2020
Went on a date with an international diplomat’s son. It was an evening of good drinks at an expensive hotel surrounded by beautiful people. He’s 6 foot and an incredibly sweet investment banker (oh yeah babyyy). Someone please let me know what episode of Gossip Girl I got caught in.
Afterwards, he invited me to his place as he had a few people over! Also, he let everyone know that I was coming before we got there
However, the second that I walked in, one of the girls looked at me and her jaw dropped as she said “I know you.” Slightly creeped out, I gave her a questionable look. She then continued to say “oh my god I watched all of your TikToks this morning, I’m obsessed with them.” I then internally proceeded to SCREAM. BECAUSE LIKE WOAH.
That was wild, but there wasn’t a second date. Mostly due to the fact that he bounces like a cartoon character when he walks, and I caught a fat case of the ick.
Oops. The End.
5.) Moroccan Boy - September 27, 2020
I joined a dating app to test the waters and see what NYC guys are like. One of my first days on the app I matched with a very attractive and interesting guy. His profile was filled with pictures of him in beautiful cars, massive yachts, private planes, and most importantly ~nice clothes~. Why was he chillin on a dating app? No clue. However, he texted me and we started talking. For some reason the vibes seemed a bit off and so I asked to see him on snap and insta. He wouldn’t send me a real-time picture of himself which made me a lil sus. In addition, there were a lot of other red flags that lead me to believe I was getting cat-fished. After getting super annoyed, I blocked those accounts on all social media platforms.
Fast forward two weeks. My roommate and I went down to Chelsea Market to run a few errands. There were a bunch of people out and the area was crowded. Then, out of absolutely nowhere, I spotted a guy and saw his eyes and hair and my entire stomach dropped because I instantly recognized him. It was the same guy whose pictures were all over the account that I thought I was being cat-fished by. As we walked towards each other we both locked eyes and instantly knew each other. We didn’t drop our gaze up till we walked right past each other. Then, just at the end, BOTH of us turned around at the same time to look back as we were about to lose sight of each other.
I started practically screaming to my roommate and couldn’t fathom the fact that out of the 1.7 MILLION people in Manhattan we just HAPPENED to pass by each other. I didn’t even know his name. I instantly pulled out my phone, and tried to find his blocked account. I finally found his profile, unblocked his account, sent him a dm and uh well... I guess you can just read it for yourself below. I have no clue how my life keeps ending up in movie-like situations, but I’m sure as hell not opposed to it.
Right after I texted back that I would be down to get coffee, he responded and asked if I wanted to meet at Ladurée (Blair Waldorf who?)- so I hopped up from my bed and frantically started getting ready.
I’ll spare the unnecessary details but here are the important ones: He’s very much 6’2” and a grown ass man with a deep Eastern European x Middle Eastern accent. He’s also very much Moroccan. No more frat stars for me- this is the major leagues. I ordered a $3 take out iced coffee for which he tipped an extra $2 (like what). We had wonderful banter- very much on the same wavelength. He told me he’s new into real estate, to which I internally wondered how he was wearing Givenchy sneakers, a Rolex, and an off-white jacket. At some point, I was walking on the side closer to the street and he asked me to switch with him. We love a man with manners.
As much as I’ve portrayed him as being courteous and nice, he was also incredibly risqué and nsfw. I won’t get into the details. Just imagine the most extreme thing someone could say on a first meeting- yeah, it was more insane than that. To give you the most accurate picture- this was some wild Italian Massimo mafia man type beat.
As we parted ways, I left with an odd adrenaline rush but also extremely confused. We kept talking for a while, but something just didn’t sit right with me about his real estate situation. When I Googled him- there were a total of 2 searches that matched. He was pretty much a ghost.
So in between talking to my mother and friends, I concluded that he’s one of the three: big family money, Moroccan royalty, or in the mafia.
Upon further investigation with a friend that’s in real estate- he said that my mans shows all the tell-tale signs of being into ~money laundering~. And to be completely honest, my moral compass isn’t solid enough to think that dating a Moroccan money launderer is bad news. Therefore, the only reason I exited the splash zone is because- if I’m about to be indicted for a white collar crime, I sure as HELL better be the main character and not just the sidepiece.
notes: I lowkey ghosted him like two months ago, but he texted me out of the blue a week ago. All he sent was a picture of him and Wiz Khalifa chilling. Nothing else. No words. No explanation. Just him & Wiz.
6.) Sax Boy - October 7, 2020
Last weekend, I was watching a movie set in New York starring Emily Ratajkowski. At some point in the movie, a guy asked for her number, and she responded with: “Sorry I don’t give out my number.” I instantly thought of all the boys I’ve given my number to since I’ve been here. I then promised to myself that I would no longer give my number- unless they’re especially extraordinary.
The next day, my roommate and I had a lil day out on the town. As we transferred subway lines from the 1 to the 7 on our way back home, an insanely tall boy passed by me. As I turned to look at him, we both made eye contact and he put his hand up to his ear. Confused by the gesture, I kept walking and then checked my ear. The boy then kept on turning around to look at me, and I proceeded to ignore him.
Soon after, as we were waiting on the platform- the same guy approached me and said “Hi, you’re really pretty and I was trying to ask for your number earlier.” To which I instinctively responded “Oh sorry, I don’t give out my number.” He then asked: “Oh do you have a boyfriend?
I was FRAZZLED because I hadn’t prepped that far- so I quickly responded with “um yeah, kinda sorta.” And then to that he said “well that’s a bummer, he’s one really lucky guy.” And then my heart went ~awww~. We then had a nice lil courtesy conversation. He’s 20, a student at the new school, and plays the saxophone.
A few minutes after our conversation ended, he turned to me and said: “hey wanna make a bet.” I obviously said yes. And responded with: “If I play you a song on my saxophone, will you give me your number?” And, uh, I don’t know how stuff like this keeps happening, but click this to watch the rest.
7.) French Boy - October 22, 2020
I finally found time off of work to go on a date with the sweetest French boy! After leaving dinner in SoHo we decided we would take a walk through the city, and he gave me a lil tour of all the places I haven’t been yet. Yes, all the romantic parks along the way included- from Washington Square to Gramercy. Slowly, our short walk turned into a longer walk as we kept talking and laughing. There was never a gap in our conversation, and our energies just matched perfectly. Before we knew it, we had walked for an hour & a half and 55 BLOCKS back to my street- and I kid you not, it felt like 10 minutes.
Along the way he nonchalantly brought up Emily in Paris and how he’s watched it. Then told me that he loves Sex & the City (like what?). Oh and I almost forgot to mention the cherry on top- HE’S A SCORPIO. Lemme repeat that. This is not a drill. He is a Scorpio. Everything went so well, and he dropped me off near my place and did that lil European cheek kiss thing.
The day after I expected a text. Then that text never came, and one day turned into two. I started to get nervous, and couldn’t imagine why he hadn’t texted me yet. Sooooo- after a mini mental battle, I ended up texting him first. And I’m so glad I did.
Then we went on a second date. That was adorable.
Then two dates turned into three.
And three dates turned into four.
Then four dates turned into five. And now we’ve been on five dates. Isn’t that wild?
Now we’re in the deep depths of cuffing season, and I’m pretty sure I’ve cuffed this boy. Can I get a lil round of applause, please? It’s not an easy task as my fellow gals know.
Anyways, I’ll see him later this week & obviously I’ll keep you updated on Instagram. Until then, au revoir!
8.) Pizza Boy - October 31, 2020
This past weekend, around 3am on Halloween night, my best friend and I had a Joe’s Pizza craving. We made our way to East Village, and the line (like usual) was insanely long. To pass the time, we started chatting up the two cute guys in front of us- because what else were we supposed to do? Wait without flirting? Sounds boring.
Anyways- as we were talking, I got to know that one of them was from the hometown next to mine. On top of that, him and I were on the same wavelength when it came to our sense of humor. The only thing that could’ve made it better? If he took off his mask, and was attractive.
We finally got our pizza and started eating outside, and the guys came up to us and asked if they could join. He then took off his mask, and I’m happy to report that he’s insanely cute (can I get a ~hell yeah~). It’s wild how important the bottom half of a persons face is.
We sat next to each other and talked to each other the entire time- exchanging sarcastic remarks. Long story short- he asked for my number on his way out and I gave it to him. In the moment, I assumed he was asking as a friend, and I’m always down for new friends in this city.
However, a few days later, he texted me and asked me out. Which I still kinda assumed was as friends. Oops.
Turns out it wasn’t as friends, and our first date was extremely fun. Hanging out with someone from a similar Midwestern upbringing felt super homey and comfortable- almost as if I’ve known him for a while. Kinda cute, huh?
Anyways, one date turned into two, and the second date was really heckin cute as well. Round two of being wined and dined by him at the nicest NYC restaurants.
Then we both left for the holidays at home at the same time. Everything was so hectic with Thanksgiving that we didn’t get a chance to meet while we were both there, but I might see him later this week.
anyways…
I fully expected to ~ride solo~ this holiday season. But- here I am, with not one but two very sweet guys (yes, I need to decide soon). Everything's been so unexpected, but also very exciting. No clue what's in store for the next few days, weeks, months, etc. - but I'm gonna take it day by day. 