This may be the most exciting blog I’ve written. I know you guys loved to read about my student loans and fitness classes, but what you were REALLY waiting for was a proposal from the mystery-man-behind-the-emoji. And it happened! I was completely surprised and I had no idea I would be publishing this blog this week. I thought I was going to write about HelloFresh. No offense to HelloFresh but this far exceeds anything that post would have been.

Of course the first question everyone asks about the proposal is, “How did he ask??” Actually, the FIRST question everyone asks is, “When are you getting married??” But when I tell them I have no idea, the next question is “how did he do it?” Since the proposal was a surprise, I decided to write this blog in first person, mostly in the order in which I found out the details, not in chronological order. There was a lot of pre-work and scheming that went into the proposal, ring choosing, etc, but I didn’t know about any of it until after. Let me start on Friday night, Valentine’s Day.

As is the case with pretty much every night we try and go out, I was running late. I had taken a comp day from work because I had been working long hours all week. Even though I woke up at 6 am to go to the gym, I was relaxing and running errands all day. Gym, laundry, grocery store, etc. My emoji-boyfriend (… um… emoji-FIANCE… um… should I call him Chris now?) was also working from home Friday, so as I was folding the laundry as he was in the shower getting ready for our date, which was a surprise.

I had showered earlier and asked him for a brief outline of the date, so I knew what to wear. He said, “dinner and a show, but not crazy fancy dinner, I know you hate that” (true), so I pulled out a semi-casual dress. When he got out of the shower the apartment was completely steamy, and if you’re a girl with any sort of wavy hair, you know that means – absolutely no style will hold in your hair. Of course this caused me to be even later. I quickly straightened my hair and put a 1-minute French half braid in my hair. This may seem like an inconsequential detail. But it just proves how much of a surprise this proposal was. I would NEVER have had my hair straight and/or with a haphazard braid if I had known. HELLOOO I have 4 different curling wands/irons AND A BRAIDING BUSINESS. I would have PREPARED. Alas.

We left the house 15 minutes later than intended and headed to one of our favorite wine bars in our neighborhood called Vanguard. Luck was with us, because there were actually two seats left at the bar next to each other, which I was surprised about on Valentine’s Day. We each had a glass of wine and paid as soon as the bartender poured because we were in a hurry for our dinner reservations. I couldn’t tell you a single thing we talked about, probably a show we are watching on Netflix. After our wine, we put our coats back on and the only clue I had was that we were taking the 2-3 train southbound.

Around 14^th street, Chris asked if I knew where we were going. I said, “no clue, somewhere downtown?” When we got off the train at Chambers Street, I still had no idea, but I remember making a comment about being jealous of girls going out in groups for Galentine’s Day. LOL I mean, don’t get me wrong, obviously I LOVE my FIANCE but also I love my girls. If i had known there was a diamond on the horizon I probably would not have made that comment.

We were walking for what seemed like an hour in 18-degree weather (it was about 5 minutes), when Chris asked again if I knew where we were going. Again, I said no, but then I realized that we were in front of Bubby’s in Tribeca, the restaurant where we had our first date. For a SHORT second, I thought maybe he would propose, but then I realized it’s just a restaurant we both like, and that he could probably get a reservation there on Valentine’s Day. Also, the Tribeca location where we met was closed for renovations for a few months, so I figured he just thought I’d be happy it was open again.

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The hostess seated us, and the server announced a prix fixe option including unlimited champagne for 90 minutes. Since we both don’t love champagne and we also wanted to order off the menu, we said no to prix fixe, and ordered our own drinks. I had a Bourbon Sweet Tea. Yes, this is an important detail too, so you understand how much we are about to drink. It was mango infused bourbon, sweet tea, & lemon. Of course we ordered biscuits to start. If you ever go to Bubby’s, GET THE BISCUITS. In hindsight, I was certainly glad I had some carbs in my stomach because by the time the meal came, I was too excited to eat.

Some of our conversation at dinner was about our first date, what we talked about then, etc. Chris later told me he was trying to set up the proposal, but as usual, I was completely oblivious. He also later told me that he took the day off of work because he knew he was going to propose, and I ruined his alone time by taking a comp day – also completely oblivious to that. ANYWAY.

When our main courses arrived, I started cutting up the avocado in my cobb salad when Chris said, “before we have our food, I have a question to ask you.” FULL STOP. That was when I knew. If you know me, you don’t come between me and my food unless it’s for something amazing. 

Then Chris started in on his semi-planned proposal (maybe he planned to practice in the mirror all day, but I ruined those plans by hanging out on the couch). 

He said that since this was the place where we got our start, he wanted it to be the place where we had our next start. Then he said a lot of amazing things about me and how much I mean to him. I pretty much blacked out when I realized he was going to propose. But I later asked him what he had said, and my memory was almost spot on. Then he asked me to marry him and took a FABULOUS ring out of his coat pocket. AND I SAID YES!! I was so excited I couldn’t even cry. I did say, “Should I be crying? I feel like I should be crying.”

Now before I go on with the story of the night, I want to take a quick break to address this ring. Y’all… this thing is GORGEOUS. I mean. Showstopper. He did SO WELL. This is not the first time my adorable fiance has bought me jewelry, and let’s just say, it’s been hit or miss. We have made exchanges on more than one occasion. But this?? 100% perfect. How did he do it??? Well duh, he had some help from my friends. I couldn’t leave something this important up to chance. I mean, ladies and gents, we had been dating for 4.5 years. Yes, I was COMPLETELY surprised that he proposed on that night, but did I think it was coming?? I sure hoped so! I had sent a photo of the type of ring I wanted to anyone I thought he might ask. My mom had it. My best friend had it. My sister had it. His sister had it. Sure enough, I found out later that he asked my BFF and she did me proud and showed him the photo. And he got it exactly right, if not better because it is SO SPARKLY. I didn’t post a photo on Facebook because that’s tacky but if you want to see it, I’ll gladly show you. Either in person or photographic evidence. Ok, now back to the story.

So remember we already had a glass of wine at the wine bar and a whiskey drink at dinner because we hadn’t picked the prix fixe option? My now-fiance had called the restaurant ahead of time to tip them off, so the server was waiting for the right moment to bring over a bottle of champagne, on the house. I don’t love champagne but I do love free stuff! Needless to say, I could barely eat because I was so excited. So instead I just guzzled champagne while staring at my ring every time I brought the glass to my face. The next day’s hangover was worth it.

We finished the entire bottle of champagne and got ready for the next stop of the night. But first, I went to the bathroom and texted a photo of the ring to my best friend. The text read something like, “This is completely unexpected so my nails look like sh*t and don’t show this photo to anyone but OMFG!!!” Of course she started texting me back with a million questions but we were already en route to our next destination, West Side Comedy Club.

We love going to comedy shows together, and especially when they are right in our neighborhood! This show was a special 9 pm Valentine’s Day show about relationships. There were single comics, queer comics, comedians who were enagaged, comedians who were married and performing together, comedians who were married and performed separately… it was a lot and it was hysterical. I love shows with multiple acts because if one person is terrible or not your style, you only have to put up with them for 10 minutes. But overall, they were hilarious. The tables had chocolate Hershey kisses and hearts on them, and best of all, despite the club having a 2-drink minimum, our server forgot to come back to us so we only had to have one drink each, which was ideal after the chugging of the bottle of champagne at dinner.

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When the show was over, we hustled home in the cold and passed out. Too much to drink. I woke up early the next morning because I had to teach a spin class. One of the girls I see often at the gym saw me helping someone adjust their bike and said, “Did you get engaged or have I never noticed that ring?” and I said, “I got engaged,” and she said, “Congratulations! When?” and the whole room went silent just as I said , “Last night.” I went from telling two people, to telling 25. Woops.

After spin class, I took a quick shower and rushed off to get my nails done so I could take a proper photo of my new pet rock, as I have taken to calling it. I used the ring light (no pun intended) that I have to take hair photos to show off the SHINE properly. Once my nails were 100, we went out to brunch and then Chris told me he booked a hotel room for us! We packed overnight bags and headed to the Conrad Downtown.

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We had a water view room where we could watch the ferries go to and from New Jersey. I was in the room for approximately 60 seconds before I put on the softest most luxurious robe ever and sat down in bed. Chris promptly took a nap and I read my book. Being engaged is EXHAUSTING! After a little energy boost, we finally started the mandatory phone calls and texts to tell people before the news broke the internet. It’s not like I’m Kim Kardashian, but y’all know people have been waiting for this for literally years. Legit, every time I go on a trip with Chris, my DM’s are filled with messages that just say “💍?”

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We called his siblings, and I texted my friends, I called my siblings, and after a few hours of that, we went to dinner at El Vez. I usually don’t drink at dinner, but it was a celebration! I had two margaritas. Ok, I had three.

I told Chris how much anxiety I was having about posting on social media. The pressure is intense! I have been seeing engagements on my feed for at least a decade. I have seen everything from cliche to disgusting. I didn’t want to be either of those things. I definitely was not going to post “I said yes!” I thought about just posting a photo of us from the restaurant. But people have been seeing photos of us at restaurants for YEARS. I didn’t think people would believe me without seeing the ring! But I don’t believe in just posting a photo of the ring. So garish. So materialistic. Also, it’s not about the ring (but goddamn that thing is so pretty). I said to Chris, “Quick, get me with this taco so I can show people the ring.” Chris is great at taking photos of my hair. But of me eating? Not so much. There were ten outtakes. We finally got a good, “Does this taco make me look engaged” photo, which is very on-brand, and cliche but not too cliche, and I decided to post the taco and the happy couple pic. But I still wasn’t ready.

When I was asking him who else I needed to tell, it came out that he went all the way to Philadelphia to ask my parents for their blessing! I had no idea. He had told me he was out to dinner with a friend in New York, which I blindly trusted. I guess that’s a good thing? Anyway, my parents already knew when he was set to propose. My mom took a photo when they were together in Phily and wanted to post it on Facebook, which my dad and Chris promptly told her would ruin the entire purpose of the surprise. And since my mom can’t keep a secret and knew she couldn’t post about it, she told my sister. Then she felt bad so she told my brother, as well. And my sister didn’t want to hold it in, so she told my best friend. BASICALLY, everyone knew except me. This made breaking the news much easier.

We went back to the hotel Saturday night, slept a longggg time, and when Sunday rolled around, I was finally ready. Around 3 pm, I said to Chris, “Are you ready to break the internet??? Let it rip!” And I posted on two Instagram accounts and on Facebook. As of this writing, we are at 392 likes on Facebook. I still need a good photo for my Braidstagram with ring on display, I’m waiting for the perfect moment. 

It’s been a little longer than a week since he proposed, and I’ve slowly been asking him details about how he planned it. Turns out, it’s been a long time coming. He bought ring-sizing instruments from online and sized one of my rings when I was at work. I fully sabotaged this plan by telling my best friend the wrong size, which he trusted. The ring is currently back at Blue Nile, being resized… I miss it so much.

I promised you guys a grand reveal of his face once we were engaged, so here it is: the very happy couple a few minutes after his proposal. Was his cute face worth the wait? I SAY YES!

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