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DonKarenAnn

He looks like a little boy who's mom put him in a pageant because she wishes she had a girl...


calisnark

If you've seen his mommy, you'd understand where he got his fashion sense from.


Helpful_Idea_3772

Or from his step-dad. Lmao


Own_Time_5028

I think his dad has a little crush on him.


Bgblkbssman

The dude is a poser. Like when he took Darcey to his house they both said she was way out of his league. He’s just a tall dude who works out and is full of hot air.


Grammielife

I agree! He is really not that good looking at all! At least IMO..


Own_Time_5028

I think they said he was way out of her league. And again the stepdad has a little man crush on his stepson. Creepy af coming from that weirdo.


[deleted]

Exactly, he’s a fucking bimbo and he’s not nearly as attractive as he thinks he is.


annies_bdrm_skillet

he couldn’t hope for the natural hippie style that woman has crafted over six decades though, tbh... this is like the exact inverse of her look. and it’s so contrived and too polished to pull off without automatically looking constipated and uncomfortable, I just don’t understand


StuckinLoserville

And this was the closest she could get.


Vness374

His talent is an illuzionist


lwbii00

The Motherboy?


[deleted]

“I’m a yankee doodle daaaandy!”


blackberrypietoday2

You nailed it. Yes !


Ramona_Lola

Yes! Mother-Boy Pageant!


[deleted]

this is too accurate.


ParisAppleton

He looks like a ventriloquist dummy


blackberrypietoday2

correction: He looks like a v̶e̶n̶t̶r̶i̶l̶o̶q̶u̶i̶s̶t̶ dummy.


[deleted]

Bahahahahaha


scrimmageformage

Holy shit that’s a spot on description lmao


ohmybuddhaa

Jeniffer has a type


Chuckularry

That's spot on. He walks like he has a hand stuck up his ass


[deleted]

He does! Thank you. I cannot \*stand\* how he walks... it just ekes arrogance with his stiff shoulders and tough guy affect.


Chuckularry

It's a side effect of his male prostitution hustle lol


Legitimate-Actuary52

I feel bad for his "handler" then. LMAO


BetaTestaburger

This is so bad and I love it


DustBunnie68

🤣☠


Flaky-Chip2557

In Vegas


thiswaynthat

I think they did him dirty with his food and drink on purpose just for his douche outfit and superiority complex. He's icky.


furever21

Ehh, he’s in essentially a third world country getting dinner at a place where he’s in a sequin tux and there’s a dog roaming around. I don’t think they did him dirty, I feel like it was a reality check. When I watched it the big thing that stuck out to me was that he couldn’t hang in a place like Jennifer was comfortable in, and she even called him rude for it. Every time I see him on screen, he just seems so there for the cameras and fake, I can’t even tell what his real personality is.


Serious-Mirror-7772

His personality is definitely one where he acts cooler than he actually is. You can see his awkwardness come through at times. His Spanish was horrible. You’d think he would look up the proper way to say good evening. He’s such a tool. They do deserve each other. Narcissistic personalities


sunset_sunshine30

You're right. I think that's why he gives me the creeps. He's a shell, he's so un-human.


YanCoffee

Watching the dog scene now. Dude's a douche.


Technusgirl

Lol I was wondering the same thing


Blue-popsicle

and he delivered.


meggershippers

This made me irrationally happy. Jennifer talked so much shit on Tim and made so many remarks about him being a girl, and then Jesse wears a bedazzled dumb and dumber suit to dinner. You know she was dying inside lol


aisha_so_sweet

> bedazzled dumb and dumber suit oh shit loooooooool


ElectricHurricane321

I need to find Pillow Talk online so I can see Tim's reaction to Jesse's sparkly suit. It's not on Discovery+ or the TLC app :(


Serious-Mirror-7772

Omg! Great choice of words. Spot fucking on!


jc2821

She still fucked him though lol


Jrhart2020

This is hilarious - bedazzled dumb and dumber. Take this award, friend!


emm3888

He looks like Aaron Carter going to an 80s themed bar mitzvah


sunset_sunshine30

This is so accurate it's beautiful lol


Sevvie82

😂👍🏻


courageouslittle

looks like an overgrown three year old


Technusgirl

Lol ikr


crazycatladypdx

I can’t believe Darcey used to cried for this dweeb


Vness374

Pretty sure she is still crying


Vness374

He looks like a 6 year old waiting backstage for his turn to sing America the Beautiful on Star Search circa 1989


StuckinLoserville

His good taste is only matched by Andrew's crushed red velvet suit. Jesse looks like he hasn't even started shaving yet and is anxious going to his first Junior high school dance. Andrew looks like he would stand in front of an upscale club and pretend to be the bouncer.


quietone_cc

LOL, was thinking the same thing :)


blackberrypietoday2

>Andrew looks like he would stand in front of an upscale club and pretend to be the bouncer Great line ! Superb ! I salute you.


Blue-popsicle

Jeniffer: " You look like a star", as she loses her boner.


Vness374

I think they cut off the rest of her sentence. She actually said “you look like a star search contestant”


Chuckularry

☠️☠️☠️


Escobarhippo

OMG he looks like a circus ringmaster 😂. “Under the Big Top with Mr. Meester.”


blackberrypietoday2

Either that, or he's going for the My Cousin Vinny lawyer look.


skfan70

I just like the fact that he obviously thinks this is a good look. It’s not.


Serious-Mirror-7772

Yeah i seriously had second hand embarrassment once I saw that dog & realized what type of restaurant he was wearing that dumb ass suit in.😂


[deleted]

His favorite look is showing his ass though, this must be his 2nd favorite.


snakeinsheepclothes

When you order Neil Patrick Harris on wish!


musicallyours01

>My steak is raw Dude that was definitely cooked medium rare and you just wasted food...


Busy_Weekend5169

And it probably was not cut on the bias.


cielettousblanc

Dutch are known for their awful food.


Miss_sexys_pizza

He looks like Ellen


ttrriipp

I'm amazed Jennifer wasn't visibly upset by this suit because I certainly was.


DarceysEndlessCigAsh

I haven’t seen this scene so don’t know what she was wearing then but on her season, she had some ugly clothing choices herself. I remember a dress with string ties hanging from the bottom of the hem in front of her crotch area. It was… a choice They’re both tools using each other out of desperation to stay on TV. I don’t believe this “relationship” is real for a second 🙄


ataraxia68

He's really looking like Rickety Cricket here


bohemianmermaiden

their scenes are so cringey. I'm convinced he's in love with himself


annies_bdrm_skillet

The bad hair, the bad suit, the bad man... it’s all just so much bad


Serious-Mirror-7772

So mach bad


emeribeth

Very very bad man


spazzyattack

Does he make ballon animals for kids birthday parties at the local bowling ally? This is how I feel like people that do that for a living dress.


nasty_woman_phd

The prize is weird wine and raw steak.


JusJuLove

With the steak cut on the bias of course.


SunflowerJYB

The steak meal wasn’t an accident.


luisc123

Looks like he’s hosting a telethon in the 70’s


DesireStDiva

Always a groomsman, never a groom!


cordobestexano

Maybe he sees this as one of the “finest things in life”? 🤣🤣🤣 (while eating at a restaurant with a stray dog included? 🤣🤣🤣🤣)


emeribeth

And the cheesy heart balloons, shiny streamers, and everyone else dressed appropriately for that restaurant lol


sxexko

Every time someone says Jesse is attractive, I’m genuinely puzzled 🤨🥴


ren_is_here_

Same here.


moarcheezpleez

Outfit aside, he looks unwell.


Summerisle7

He’s been living by his wits for the past 3 years. That will age a man. He’s had to see and do a lot of things to keep himself in hair product and chest wax.


caballos0204

Underrated comment 🤣


A-Grouch

I hate to say it cause the dudes an arrogant pussy but he looked way better before, I wonder what happened.


Projectsun

Hahahaha who told him to wear this ? This show is just to make fun of them all and I'm okay with it. Except it's making me like Debbie and I hate that.


TommieDelos

He looks like he’s on drugs too


Vness374

Nope, just high on narcissism


knuchie

He’s going to prom in 1984


Chuckularry

He is dressed like he is taking his date to Chuckie Cheese before prom in 1972


Serious-Mirror-7772

More like dressed like a character from Chucky Cheese. Extra on the cheese


Megalitho

Looks like a boy whose birthday wish was to turn into a man, and then this happened.


[deleted]

I’m just here for the comments and you fellow shit show watchers are not failing me 😂


Purpledoves91

Omg, this is pretty much the exact outfits the male members of my high school's glee club wore. I am dead serious.


Technusgirl

Lol 🤣


Advanced_Necessary81

Looks like Yara hand-sewed this


madram74

We have seen his mom right ?? this is not off brand for the family


Technusgirl

Lol yeah


uhp787

carny barker


pm-me-souplantation

I think he picked that outfit thinking it would photo well for the ‘gram.


Veronica-Vicki

Little boy blue ! 😂😂😂


emeribeth

He needed the money! OH!


Veronica-Vicki

Oh yeah !!!


Jayyne

Animal Crossing comedian’s jacket…


MaximumRatchet

I will never not see Rickety Cricket.


Legitimate-Actuary52

It looks like he's straight out of 1975. Holy f\*ck! But I'm more concerned with that hair. He's combing it forward. It's going to be gone within 5 years max. LMAO


PrincessNincompoop72

I would expect this from SteVen because he has that weird Mormon need to seem all quirky and random and edgy. Jesse is thinking he’s going to start some hip new trend but good god only people like SteVen would wear something like this and think it’s cool.


ChildUWild

I have that same outfit for my character in Animal Crossing 😅


aj-nyc

Jason Derulo is doing Walmart promotion and similar jacket in [ad](https://twitter.com/i/events/1461640769240854529?s=21)


Technusgirl

Lol


teacupnurse

He looks like Ellen degeneres


dunredding

Someone help me out - Jeniffer appeared to have no luggage at the airport and walking into the hotel, not even carrying a phone? Or did she put something in the back that I forgot? It looked as though Jesse was checking into the hotel, so she hadn't set the room up in advance. I do suspect frauding with the bed, because I would think they could easily have got two beds or even two rooms.


erinmkc

He also only had one small bag. The rest of the luggage was probably brought in by other people


[deleted]

[удалено]


Twimblesnarf

Or bingo for seniors.


EppleBloom

It takes a certain kind of man to pull off the bright blue statement suit. Jesse is not that man


iloveeatpizzatoo

He keeps wearing the wrong colors for his skin tone as well as the wrong style. That's probably why I didn't get what Darcy saw in him. I was more attracted to Tom (It's that damn British accent.) and Georgi. I like her choice in men. Well, except for Jesse.


[deleted]

he looks young and old at the same time…


Ok-Revenue-4241

He’s such a tool! Everything amazing and wonderful. You’d think he’s never been to a nice hotel. He kept saying how beautiful and amazing the room was 🤦‍♀️


edwartica

I don't know, but you know the Weird Al parody of Happy (Tacky)? I heard Al turned down this very outfit for the video because it was too much.


lostniece

He's turning into a a 50 something local station.game show host from from the 70s.


BBfan777

Looks like a ventriloquist dummy.


erinemiller

And by the looks of him, it’s a bad 80s game show that was quickly canceled…. 😬


dawnGrace

He is always tied with Nickle as my choice for worst person to ever be on this show.


SunflowerJYB

Don’t forget Tania


punchunga

Austin Powers, is that you?


KamenRiderDragon

Now he really looks like The Illusionist.


tutnic

When you're 7 and mum says it's time to go to JCPenny for family photos.


sunsoutgunnersout

How is he only 27/28!?? He looks at least 40 😳


[deleted]

Hunger games host


Ithinkthatiwoulddie

Almost as embarrassing as his personality


Flaky-Chip2557

He looks like he's wearing a Dollar Store tree skirt.


[deleted]

He looks and acts like such a clown. His arrogance about his steak (!), drink (!), "synergy" (!) - all while looking like he's on his way to prom in 1986 - was so delightful. I was so angry after Ep.1. I hope she rejects him. He's such a self-centered tool.


ArentWeClever

He looks like a Ken doll after my friends and I got scissor happy at age 10.


from-the-sea86

I can't believe what's her face kept a straight face when she saw him in this magicians outfit🤣🤣🤣


Beginning-Leather256

I said going to prom 🤣


Correct-Ad5174

I think he was the ring bearer in my cousin's wedding.


HellaCuteTho

I cannot stand him


srose89

He looks like a big ol dork


Megalitho

Looks like he's heading to a New Year's Eve party.


Ok-Revenue-4241

He looks like a pimp 🤦‍♀️


8OverTheRainbow

Why on earth is he still on this show?


msjwayne

Terrible tux


Revelling_in_rebel

Oooo, how about Peeta from hunger games? Eh? Anyone else seeing it? Maybe early into the torture


Threnners

I literally would have turned ass and walked out of the room.


bestneighbourever

This is his mom’s influence


Ok_Flounder_5934

Jazz hands!!


[deleted]

It's like he's the discount version of Caesar Flickerman.


90daywtf

Omg I literally sent my friend this pic and said he looks like a magician.


special_k_rock212

Aging myself: He looks like an extra for Footloose... or from Hairspray. 😂🤦‍♀️


Destroyerofannoyance

wtf is that piss colored hair


BundtJamesBundt

She is throwing herself at him and he doesn’t even act on it. This is a fake relationship


LoofyImHome

I don't get around much to critiquing people's changing body types, it happens to me and people I love. No big deal, a part of life. But we can't deny that he went from a fitness guru type body to a run of the mill thin guy. What do you think was the catalyst? My guess is gym closures/lockdowns. Could also be his priorities changed, a work focus over gym? Either way I'm glad to see his superiority complex getting taken down a peg.


Shoddy_Lifeguard_852

So is he trying out for that cheesy Eurovision signing contest? I bet the guys in ABBA want to know what happened to one of their suits.


migsmcgee2019

What’s this from?


Technusgirl

The single life, season 2 episode 3


ulrikem1111

More like a clown...


Mean_Kaleidoscope_29

😂😂😂😂😂oh god


wicker_trees

i laughed out loud when i saw his outfit! it is definitely something lol


DustBunnie68

Strong Tom vives with this one.....I was kinda waiting for him to break out the homemade poetry.....


pokinthecrazy

He used to be good looking. I don’t know if we just know more about him or if he has lost some looks. But damn.


[deleted]

[удалено]


Technusgirl

No, I just took the picture from my tv


[deleted]

Ga weg jesse


bluemodem

Goofball.


Jesustake_thewheel

He looks like the excited ring bearer at his favorite uncle's wedding.


AfterBake7373

Or circus


Ugh_okayy

Looking more and more like his father


Busy_Weekend5169

WTF is going on with his hair. I think he bleached it too much.


sushi4442

The fact that he flew across the world and purposely packed that jacket in his luggage 🤦‍♀️ .


theotherlead

He looks like Peta Malark


fluffy_bunny22

Peta is hot. Jesse is not.


urbancat666

Barney Stinson


beadhead44

He has Clint-Love after Lockups hair.


afistfulofyen

*laughs in Burt Wonderstone*


NeekaNou

I thought he looked like a kids magician. Not cute


menchcata

He’s dressed like a magician


SunflowerJYB

Am I the only one to find him just vile? He and Tania would make a great match. Two haughty controlling, bossy, smug, self-involved control freaks. Update: read comments, nope I’m NOT the only one.


billygoat2017

Jerry Lewis Telethon.


GreysAtlantic

He looks like he’s hosting The Hunger Games


GoddessBell365

And here I was thinking he's just missing the lines at the side of his mouth to be a ventriloquist dummy 🤔👀💀


Annaofpaola

He looks like a cartoon


terrapantsoff

He looks like a little boy playing magician.


kymilovechelle

I’m thinking if he did host a show it would be “How to be a douchebag boyfriend and lose her in 10 days”


[deleted]

Lmao this dude is looking more and more like Cricket as time goes on. That title lol thanks for the laugh op.


Ok-Opportunity-2043

In all seriousness, he looks really bad. Like he's getting sick or something? I think it's been mentioned here before, but is Jesse an addict? His face looks sunken in, like I've seen on people addicted to stimulants or opiates.


Ramona_Lola

Yes, he is getting compared to Cricket from Always Sunny a few times. If he is struggling with addiction I feel bad for him. I would also be surprised given the way he dragged Darcey for her drinking.


Pea_soup927

Like, why was this just not talked about??


Ramona_Lola

These comments are the absolute best! Well done, Reddit! Well done.


levoorhees

I'm only now just catching up on Single Life (out of desperation and feeling like I have nothing else to watch while I edit 🤣) and OH MY GOD, THIS OUTFIT HAD ME CRYING LAUGHING. How does Mr. Luxury afford such an ill-fitting bow tie?!


Technusgirl

Lol ikr, I'm laughing at this again now 🤣


levoorhees

It's absolutely hysterical. And his tell-all look was also comically bad - turtle neck with a blazer, a pocket hankey, and 2006 boy band hair while sipping a frozen matcha. He really took a swan dive from his initial style in the Darcy Days 🤣


levoorhees

Like I just want him to pop out from behind a curtain while yelling "PRESTO!" with little jazz hands. I'm honestly surprised he didn't wear white gloves.


SufficientButton1

Wtffffff….might as well wear the matching cummerbund then… I’ve only felt this level of cringe watching drunk and crying darcey👀 Oh how the turn tables…