a definitive ranking of Serena van der Woodsen's boyfriends

xoxo
shoutout to mike's mic and serena skybourne for being the ultimate inspos!!
chapters:
▹ 0:00 - intro
▹ 2:49 - aaron rose
▹ 7:10 - ben donovan
▹ 13:05 - carter baizen
▹ 28:25 -colin forrester
▹ 36:04 - dan humphries
▹ 58:15 - gabriel edwards
▹ 1:03:16 - max harding
▹ 1:09:04 - nate archibald
▹ 1:23:37 - steven spence
▹ 1:28:30 - tripp van der bilt
▹ insta: / molahsses
▹ twitter: / molahsses
▹ tiktok: @molahsses
business inquiries:
▹ [e-mail]
tags:
video essay deep dive recap secrets breakdown summary gossip girl presentation aesthetic

[@morgansaaf-white]

This felt like just a lovely little kiki about my friend Serena who makes bad dating decisions

[@shayayy]

omg yay i love this 🫶🏾🫶🏾

[@theAcolytePodcast]

I'm here for this comment 😂

[@rclementine77]

As soon as I saw the ranking system I knew Trip had to be in last place. It's what he deserves. And Nate coming in first? *chefs kiss*

[@nandimkhize1495]

Nate truly loved Serena and respected her. I agree with him at no. 1. He was loyal to her, good honorable man. Yes Serena and Dan were cute but Nate didn’t release an ugly chapter on Serena. Nate even punched Dan in the face for that. Nate stood up for Serena and defended her to Tripp. They would have been endgame if it wasn’t for Dan in the picture but I feel like they are good friends. Dan was Serena’s first love he saw the best in Serena when no one else believed her. He was a very good influence to her during season one. He made her feel good plus he wasn’t apart of the upper east side of wealth, deception. It was refreshing to be with someone who lived d different normal based life. He was like her escape from the world she lived in.

[@profbarbaramorais]

oh my god can we talk about how your voice fits perfectly in the gossip girl's line? xoxo from brasiiiil

[@peacewithoutreligion]

"It should have been an issue for serena to get men" got me⚰️

[@gabrielazamora7201]

Just came from the Blair video, your delivery is relatable and funny and you’re so gorgeous! I just know you are going to make it big!

[@Guinnessrat]

When Serena is in evil mode (when she's nairtini S&B power struggle slaying) I'd say carter was a good match for her if she'd like, owned up to her shortcomings and accepted she was a bit of a bad person sometimes (Blair and Chuck pre-jennygate vibes) Nate is her best bf overall but I'm the actual canon I don't think she ever actually grew enough to be in a comfortable and happy relationship with him and his growth away from her (and his early season poor actions/cheating on Blair) probably wouldn't have happened if he wasn't able to mature from his infatuation with Serena (Unfortunately) dan is Serena's ideal man™ in the story where she doesn't really grow or admit her faults, hot take maybe? but dan is the perfect partner for her in the world where she never really stops just getting to be '''''free''''' and do whatever she wants

[@Guinnessrat]

I'm not a Serena hater or anything 😭 just all the characters in GG are FLAWED and she gets off the hook for so much shit without developing our of a lot of her mistakes

[@sashasokolov444]

@@GuinnessratI agree. Any time any of the other characters confronted, she’d makes a face and then “I have to go” 😐

[@user-wk4uq5bi4n]

jennygate 🤣🤣🤣

[@faithproctor4175]

I always felt bad for Serena just knowing her character is supposed to be a HS girl, a whole child, and she’s just going THROUGH it. All of the kids were expected to be way more mature than they should have been made to by the adults in their life. Wild. I remember watching the first episode after watching the music video for Misery Business I had recorded on the DVR 😅

[@efghd2624]

Nate truly was the best love interest for her. I truly hated how the writers did her in the later seasons. She didn't do anything plotwise but date terrible guys, and I thought it was horrible that she ended up with the person that's been making her miserable for years. But if you look at how her mom was with men, and how she ended up with Serena's horrible dad it makes sense.

[@mk-yt8og]

I need a second video about queen Blair!

[@shayayy]

coming right up!!

[@milkychanthefawn]

@@shayayyi'm on the edge of my seat sistergirl

[@strawhatsmanager]

@@milkychanthefawnit’s out !!!

[@yooali8278]

Very comparing story told with powerful storytelling skills. Excellent delivery and great content. Thanks for sharing.

[@shayayy]

thanks dad ❤️❤️

[@carleighpage7215]

nate has always been my #1, it was genuinely always serena for him and he is one of the few characters who acknowledges his many privileges and tries his best to make a life on his own through his own success. he has his faults of course, but he is always putting in the work to grow and fix them. he rotates through all of his friends seriously trying to protect and support them through the many of the issues they all have. he’s willing to call out his family and friends when they do the wrong thing and just ugh yeah i love him he’s just a guy and youre so right, no thoughts behind those eyes, probably the first himbo i experienced and i was so immediately obsessed. also your list is 100% correct, though id leave 9 and 10 empty and put ben and trip at 11 and 12 because i HATTTTTEEEE them so bad oh its so bad for them and for me and us having to experience them oh i want to beat them up so bad‼️💯

[@haileymatthews88]

I love this. I do have to say tho the reason that’s Lilly gets Ben Donavan thrown in prison is just so that Serena can come back to Constance. Bc they didn’t want her back no schools wanted her so she used the story of her being “taken advantage of” by Ben Donavan as leverage to get her back into private school. Which is hilariously so fucked up.

[@rebeccah9193]

I really hope you make more gossip girl videos, because I loved both this and the Blair one! Your voice is also so nice it’s nice to listen to you talking about this while I’m cleaning my room or in the gym or just doing something 🤍

[@WhySoCuriousGeorge]

Obsessed with you using the wrong surname for Dan in both this video and the Blair video

[@MATTELMADE]

Just came from the Blair video I love that we have a whole community that is obsessed with this amazing, complex show

[@haleychatt]

i luv this because it's such a good gossip girl recap

[@hanandcheese]

the way this show had me in an absolute chokehold, and now as an adult realizing how ridiculous some of these storylines were 😅 editing to add I totally agree with your 1 and your 10. i LOVE awkward, and pls show us the cat :)

[@emmamadsen5386]

I love video essays like this and you explain stuff super well!

[@margeaux3718]

impeccable video, i'm living for your tv commentary rn

[@laurynhildebrand2398]

You have the best voice for commentary! I loved this video so much ❣️

[@clairem4664]

I've loved your recent commentary videos/video essays and I'd love to see more! As a fellow Australian, I feel like I don't see many other Australian creators, so I'm happy I found you! ❤

[@nanyaaninyei3652]

Why’d I subscribe immediately? Why a don’t you have 500k subscribers yet? Such a vibe

[@FinntheAutumn]

His last name is actually spelled Humphrey, not Humphries! Lol when I read it on your screen, I started questioning everything I thought I knew 😂

[@kellystan4597]

The algorithm really knows I will watch any video about gossip girl 😆you are so stunning!

[@saturnine405]

I really love your videos!!! Binged all the recent ones, you retell and explain things in a very entertaining way!

[@sandra6108]

been loving your videos. your vibe is SO GIRL'S GIRL and i love it 💜💜

[@law11school11girly]

Love ur commentary ❤ & LOVE your hair & makeup in this vid

[@elizabethemocranberry]

KZbin KNEW I needed to find this video and your channel!! INSTANT FAN SO GLAD I AM HERE xoxoxo💋

[@Rynkhora]

I lovvvve this video it deserves so many more views

[@Ivy.Elizabeth]

How do you only have 58k followers with well done content like this? I found your ANTM video first and you are so thorough, I love it!!!! Thank you!

[@nattyayy]

The video we didn't know we needed (but did)

[@moirafleming7412]

i LOOOOOVE these videos

[@indiefyme]

EXCELLENT CONTENT ive always wanted to make a list like this. ill comment again at the end and tell you if i have any hot different takes but you're killing it so far!!

[@indiefyme]

ok this video was so perfect fr i agree with all your takes. the only thing was at the end i think you mixed up blair & chuck's car accident w the one that landed serena in the hospital and tripp ran away from!!

[@Ella]

plsss the awkward video i need it

[@chloejulianna_]

Immaculate ranking, I would fold for Colin to, its okay Serena🙃

[@sashasokolov444]

WHAT?! Trip orchestrated the car crash ?? Where the hell was I when watching these particular events in Gossip Girl

[@kronyka]

I love these gossip girls videos. ❤🤩

[@_kaneyhoney]

I agree I love Nate I'm glad you out him first in both videos cause he was such a sweetie. Golden retriever bf in a nutshell

[@Wolfiewolf1234]

I'm watching this show because of you 😂

[@Jasmyne241]

Blair and Dan were my favorite couple out of the whole series. The whole Dan being gossip girl made as much sense and who turned out to be A in PLL

[@anarainbow5644]

Yessssss AKWARD series, truly a mess !!!!

[@shortsbynur]

I’m sorry I got distracted watching the video by how gorgeous glowing goddess you are 😭♥️

[@xeverydayisbeautiful]

“Let’s seek employment” will be my new favorite saying from now on

[@zoc.6922]

I used to love awkward so much.

[@jennifercooljeo6552]

You make me proud to be Nigerian, you are stunning ❤

[@hannn1867]

please do one on blair's bfs!!!

[@_findingbliss]

Gossip Girl was meant to be Nate being the fact that he never sent in a GG post but apparently the script got hacked and leaked so they had to make it Dan. That’s why it doesn’t make sense

[@gizascraist4725]

More gossip girl please

[@Laurenjoinsyoutube]

I actually liked the Dan and Blaire coupling. I wish they would have treated it properly

[@PenelopeSnowe]

CHARLIE AND LOLA!!! Lotta is my best frienddddd, PERIOD!!

[@aurelie6732]

You should watch 90210

[@VENIKA]

I could live a thousand lives and I will never forget how much of a loser Carter Bason was.

[@FishareFriendsNotFood972]

Party gorilla buahahahahaha phenomenal. 10/10 peak entertainment

[@elijahbennett9063]

GIVE US AWKWARD NOW !!!!!! and faking it as well that mtv era was something else.

[@GigitheVenusian]

Nate, as Serena's #1 boyfriend? Yes. Absolutely. The only option for people with sense 🙂‍↕️

[@shayayy]

you get it 🙂‍↕️

[@tonichan89]

Is calling him Humphries just some joke I'm not getting? 😅

[@vampy8334]

I've always thought Serena is the worst. In the books you get her flakiness because you see how her mind works but in the show it's unbearable and stupid decision after stupid decision

[@tigersily]

[@mbanerjee5889]

Yep, Serena should have ended up with Nate.

[@Shaylovespopeye]

Girl no Dan number one I love Dan and Serena are amazing they are perfect together you’re wrong

[@f.d.5173]

me subscribing to every black girl I see on my feed because representation 🫡

[@shayayy]

purrr 🫶🏾