A name like Hollywood Unpopular or Hollywood Uncool would get the idea across of attempting to portray uncoolness but failing at it, unless "Hollywood X" is something this website is moving away from.

• ZCE/Pothole 21/50 (42%)
• Cool with "uncool" trait 11/50 (22%)
• Correct 8/50 (16%)
• Defines loser as not winning 3/50 (6%)
• Others 8/50 (16%)

1. Protagonists

• Portfolios:
  • Chandler: Bunny-Ears Lawyer, Cannot Keep a Secret, Commitment Issues, Cool Loser, Digging Yourself Deeper, Hates Being Alone, Hilariously Abusive Childhood, Lonely Rich Kid, No Social Skills, Stepford Snarker, Loves Yoo-Hoo chocolate milk, Tough Room

2. Western Animation

• Daria averts or even inverts this—Jane is ticked at both her boyfriend Tom and her best friend Daria when they kiss, but forgives Tom fairly quickly, accepting his apology and the fact that their relationship was on the rocks anyway. She is considerably more hurt by Daria's betrayal, though, which takes most of a TV movie to repair. Jane had spent some time afraid about some Unresolved Sexual Tension going on between Daria and Tom and had been acting rather neurotic about it. The episode where Daria and Tom kissed started off with Jane forcing Daria to help her dye her hair and then blew up when it turned into a disaster, yelling that Daria did it on purpose to steal Tom even though Daria repeatedly stated she wasn't any good at dying hair. After apologizing about her paranoia and moving past her suspicions, Jane got thrown through a loop when Daria admitted she kissed Tom after she stated she had no intentions of going after him. Jane's hurt came from fearing Daria was planning to steal Tom, assured she wasn't, and then told to her face that Daria made out with him the very day after they settled the matter.

3. Loserz

• Cool Loser

4. Spoof Aesop

• Daria is prone to giving sarcastic summaries of an episode's morals, even if there is an actual moral buried within an episode.
  Daria: Yeah. Look, why don't you just come back with us?
  Jane: I don't know. Some kind of dumb-ass notion about seeing this through, I guess. Anyway, it's just another two weeks and then we'll be back at school! ...Wait, what's my point?
  Daria: That life sucks no matter what, so don't be fooled by location changes.

5. Locke & Key

• Cool Loser: Scot Kavanaugh and Jamal Saturday.

6. Odd Friendship

• Marty and Doc in the Back to the Future trilogy are as close as a old scientist and a teenage Cool Loser can be. Perhaps Marty sees Doc as a grandfather figure?

7. Gravity Falls Rule 63

%% * Cool Loser

8. Western Animation

• Daria:
  • During the first three seasons Jane Lane shipped her older brother Trent with her best friend Daria. Of course, at the same time, she also takes great amusement in watching Daria get embarrassed in front of her brother.
  • In "Write Where It Hurts", Daria's last story has her sister Quinn married to Jaime, one of her three constant suitors, while in another story Jesse is apparently dating Jane. Of course, yet another story had Jane/Kevin in a Graduate Homage Shot (with Kevin as Elaine), so these probably shouldn't be taken too seriously.

9. Total Blended Drama

• Cool Loser

10. Camp Rock

%%* CoolLoser: Mitchie and Caitlyn

11. The Masquerade Will Kill Your Dating Life

• Just ask Cally Stone of Dark Oracle about this one. Every potential relationship she has (and most of her friendships) get torpedoed by her attempts at dealing with the comic book that has taken over her life. Conversely, her brother Lance, and his best friend Dizzy, probably wouldn't have dating lives if the comic hadn't forced them together with their respective girlfriends.

12. Made Myself Sad

• On Daria, Jane comments on Daria's disbelief in a higher power:
  "You know what's bothering you? You're afraid that it's true. That the Quinns of the world fit in so well because something really is looking out for them. Everything's already been decided, they win, you lose, and whatever you do doesn't matter because the end is fixed. So, why even bother?" (Beat) "God, I'm depressed."

13. Hi-Fi RUSH

• Spiritual Successor:
  • Due to the cel-shading, character action gameplay and a goofy, Cool Loser protagonist that likes to show off, many have seen similarities to this and Viewtiful Joe, another game overseen by Shinji Mikami.

14. Live-Action TV

• The Secret World of Alex Mack: Played semi-straight with the Mack sisters. Older sister Annie is the textbook smart one, often called a super-genius, and while Alex is average or Cool Loser rather than pretty or popular, she has several friends while Annie has none. They bicker a lot, and Alex is often jealous of Annie's success, but they can't ever stay on seriously bad terms; Annie is Alex's Secret-Keeper and the only one who comes close to understanding how Alex's powers work.

15. Hearing Voices

• Discussed in Daria:
  Jake: Hey, kiddo, how was your day?
  Daria: Fine. I heard a new voice inside my head and Kevin stole a test, so everyone's getting an "F."
  Jake: That's great!
  Helen: (holds hand over phone) Daria, you were just kidding about the voice, right?
  Daria: Relax...we don't have to answer that.
  • Also comes up in "Lucky Strike":
  Ms. Li: (over P.A.) Students of Lawndale High, your attention, please.
  Jane: Is that the voice in my head that tells me to kill and kill again?
  Daria: No. Satan's voice is lower and he has an English accent.

16. Lockie Leonard

%% * Cool Losers: Lockie and Egg.

17-19. BoJack Horseman - The Main Group's Social Circles

• Cool Kid-and-Loser Friendship: Played With. She's most definitely this with Allison Flierl, the school's resident nerd. However, Allison, judging by comments, is more of a Cool Loser and Penny, while higher in the social hierarchy, is not that popular. After two months and being with the cool kids, Penny eventually denies being friends with her at all, putting the state of their current relationship in question.
• Friendship Favoritism: While Penny is smart enough to know better than choose sides, she's passive and insecure enough to embrace the relationships that will make her life better and have a perception of life she'd like. This has backfired on her in several occasions:
  • Pre-Time Skip, she was often implied to be good friends with Alison Flierl, the school resident Cool Loser, much to the chagrin of the popular clique like Maddy Ginsburg. Seeing the chances of raising in status fly by, Penny distanced herself from Alison, preferring to hang with Maddy, even neglecting any time spent together with Alison. Post-Time Skip, Penny denies ever being friends with Alison to Maddy as they head to the prom. As they never speak directly neither before or during the prom, it's dubious if they remained in touch, but it's clear they're not as close as they used to be.
• We Used to Be Friends: With Allison Flierl, the school's Cool Loser. Judging by the conversation Penny has with Maddy after the Time Skip, she would prefer if Allison was never mentioned and denies ever having contact with her.

20. Informed Loner

Compare Cool Loser and Hollywood Dateless.

21.Western Animation

• The Daria website describes Casa Lane as the house where siblings Jane and Trent "were raised. By each other." It's not entirely true, but their parents are usually off in some foreign country and their older siblings (all moved out by the time the show takes place) are all dysfunctional in some way, leaving Jane and Trent alone to try to stabilize each other. (Trent is older, but Jane is probably the more responsible of the two.)

1. School Rumble

• Cool Loser: He's good-looking, strong, athletic and something of a chick magnet in school, but this falls apart because of his antisocial nature, numerous misunderstandings, and sheer idiocy.

2. Falling

• Cool Loser: Frisk has everything that anyone would look for in a friend. But her fear of magic alienates her from society.

3. Gronk

• Cool Loser: Dale. Although in her case, it's not so much that she lacks social skills as she lives way out in the sticks. Not exactly uncool, but a reasonable damper to a social life

4. Clone High

• Cool Loser: Tall, friendly, athletic, fairly handsome-looking, and is the clone of one of the most respected presidents, but not very high on the social hierarchy. If it wasn't for being so awkward and insecure he'd have no trouble winning the respect of his classmates.

5. Persona 5: Sumire Yoshizawa

• Cool Loser: In spite of being an attractive young woman, an accomplished gymnast and an honor student, most of Kasumi's fellow Shujin students treat her with scorn. This is Justified to some extent: her classmates are jealous because they don’t think she’s talented enough to receive special treatment and the higher ups feel she’s also not bringing the results they need in order to fix the school’s damaged reputation. So apparently talented, but not talented enough

6. World Trigger Tamakoma 2

• Cool Loser: Inverted. Osamu seems like typical bully pickings—nerdy and awkward—but once his status as a Border agent is revealed, he becomes something of an idol and the school bullies promptly begin avoiding him. '''Inverts this concept as the "cool trait" cancels out the "uncool".

7. My Mental Choices Are...

• Cool Loser: The Reject Five are attractive students (and Oka is quite wealthy) but they're all targets of ridicule because of a weird personality quirk that keeps them from being popular. In Kanade's case, it's the strange things Absolute Choice makes him do.

8. Soul Eater Spartoi

• Cool Loser: He started off being one of these, despite being the most skilled human student at DWMA due to his overbearing ego and grandstanding repulsing onlookers. He was seen as loud and annoying despite his skills and had no friends until Tsubaki came to greet him.

10. Danny Phantom Others

• Cool Loser: Becomes a complete outcast after losing her wealth, to the point of initially having no friends to hang out with and Eating Lunch Alone. This is despite still having her good looks, fashion sense, athletic skills, and social skills. She slowly veers into the Cool Loser archetype after developing a much nicer, more laid-back personality (at least as a high school girl and not putting her villainous side in consideration), but still remains unpopular and shunned, likely because her days as a nasty Alpha Bitch left everyone giving her the cold shoulder.Once mean, and people are not willing to forgive

11. Loser Deity

See also God Is Flawed which can lead to this. Subtrope of Cool Loser, with the "cool" part of being a deity.

1. Lady Bird

• Cool Loser: She is an attractive and strong-willed schoolgirl who nonetheless begins the film on the outside of the popular social scene. Over the course of her senior year, she starts dating people in cooler cliques.

2.Drake & Josh

• Cool Loser: Especially towards the end of the series, when he loses weight and becomes better looking, on top of maintaining a steady relationship with a pretty girlfriend, a consistent circle of friends, and a prosperous academic career. Even when he's more attractive, charismatic, and successful, he's still treated like a loser by the rest of the cast.

3. Danny Phantom Team Phantom

• Cool Loser: A classic one, as per usual of teen superheroes; Danny is outgoing, funny, dresses normally, acts normally, is intelligent (although lazy and, as previously mentioned, Book Dumb), and as far as you can tell with the art style, fairly attractive. His only real problems include being a bit awkward with girls and ending up in strange situations in public due to his superhero activity. Yet, for some reason, the entire school seems to treat him like the nerd plague. It could be because Sam and Tucker are highly unpopular, but in real life, he would certainly have more than just two friends, even if he does hang out with two "weird" kids. Admittedly though, his parents aren't doing him any favors either.

4. Tall Girl

• Cool Loser: Jodi is a rich, attractive, smart, and talented girl who has a caring family, two loyal friends, and three boys falling in love with her. She's still portrayed as a loser who has been bullied since childhood because of her only flaw: she's too tall.

5. X-Men Film Series: X-Men (New Timeline)

• Cool Loser: In X-Men: Apocalypse, he has a moment of self-deprecation when he calls himself a "total loser," and the rest of the X-Men chuckle with him (and not at him). They barely know Peter, but they are already beginning to like him.

6. The Nostalgia Critic S 12 E 22

• Cool Loser: In the words of the Critic, many of the supposed losers who are the heroes of this type of movies would be super popular in real life.

7. Tony Zaret

• Cool Loser: Treated by Jongulo like a cringe, out-of-touch simp. To most viewers, he comes across as a nice, successful family man whose content is at worst a little dorky; but who's overall more successful and happy than Jongulo and co.

8. Single Girl Seeks Most Popular Guy

• Played straight in A Cinderella Story. Supposedly dorky and unattractive Sam (Hilary Duff in a baseball cap) likes the Big Man on Campus and quarterback.

1. PlayStation Access

• Cool Loser: Dave used to have 0 platinum trophies. And he had 0 problems with that. Because it's so easy to get a platinum from playing a Telltale game, he probably did this intentionally.

2. Jon Moxley

• Cool Loser: Ambrose is no doubt one of the more entertaining, charismatic superstars on the roster and has put on some hard-hitting, entertaining matches with the likes of Seth Rollins, Wade Barrett and Bray Wyatt... but he didn't win a single PPV match or come out on top of a feud in between the Shield dissolved in June 2014 (or, if you count his time as a singles competitor in The Shield, since Night of Champions 2013, where he beat Kofi Kingston to retain his United States Championship) until Extreme Rules 2015 in April 2015, where he defeated Luke Harper in a Chicago Street Fight. Granted, a few of those PPV losses have been due to being screwed at the end somehow. Only Wyatt really ended their feud clean. Finally, officially, subverted at TLC: Tables, Ladders, and Chairs 2015 when he won the Intercontinental Championship from one Kevin Owens, his first championship since he held the United States Championship while still in the Shield. This was further subverted after he won the WWE Championship and pinned both Roman and Seth clean in the space of the week to retain the title and win the blowoff to The Shield break-up storyline that had been going on for two years.

3. Freaks' Squeele

• Cool Loser: Not the strongest and the smartest team but they have big heart and defend their friends.

1. Literature

• Jessica Darling is prone to leaving out things she doesn't want to talk about, making conjectures with absolute certainty that turn out to be entirely false, and of course talking at length about how ugly and unpopular she is while people are constantly praising her and boys fawning over her. She's not entirely unaware of it, though; at one point she flat out wonders how she can be so incapable of ignoring anything even if she'd be happier not seeing it, yet at the same time completely miss so much. Another character tells her that while she is indeed quite perceptive, she's also prone to making up her mind about what people are like and refusing to believe that they could ever change. Character see themselves as unpopular despite not being

2. TruthInTelevision.A To C

• Cool Loser: This is sometimes possible to achieve via a combination of artistic or musical merit with little else redeeming in one's life and a lack of responsibility that is read as being a "bad boy" rather than helpless or pathetic. That said, it doesn't work for most people because they won't be seen as cool bad but rather irresponsible and deserving of shame. Seems genuinely pathetic with a desperate attempt to seem cool

3. Rules of Engagement

• Jaded Washout: Hodges is an interesting case. The description of him states that he returned from a brutal battle in Vietnam and “became a cynic” graduating 67th in his law school class at Georgetown Law^note which is actually quite good, because the school is prestigious and each graduating class is made up of several hundred students, has lost more cases than he won, and is two weeks from retirement. But he made Colonel, implying a highly successful career as a JAG attorney, and is shown to be well-liked by other marines during his retirement party.

4-5. Regular Show Main Characters Both examples seem to be "cool" despite their "loser" traits.

• Cool Loser: He's not popular amongst the crowd, or super successful, but he's still a cool guy amongst his friends, and the audience.
• Cool Loser: He's incompetent and incredibly lazy, but has some good style.

6-7. Saved by the Bell: The New Class

• Contrasting Replacement Character: She replaces Rachel (in the group and as Ryan's Love Interest) but, as lampshaded in-universe, she's her opposite: Rachel was a popular, confident shopaholic, Liz is an insecure Cool Loser who is more interested in sports than fashion.
• Cool Loser: In early season 5. In "Football & Physics", she has trouble fitting in with the other girls, just because she has different interests. Also, despite being as conventionally pretty as the other girls, she has never been on a date (at least before Ryan) and the others are surprised when two boys are fighting over her.

8. Turn of the Millennium - Live-Action Films

• Mean Girls.
  • The portrayal of the Ambiguously Gay Cool Losers Janis and Damian illustrates the prevalent attitudes towards LGBT people among teenagers at the time. Regina suspecting that Janis was a lesbian was enough to get her to kick Janis out of her social circle and spread rumors about her sexuality, leading to her present outcast status, while the Plastics list Janis in the Burn Book as a "dyke" (a term that wouldn't be acceptable after 2010) and Damian as "too gay to function". This sort of casual homophobia on their part was shown as a sign of their Alpha Bitch tendencies even in 2004, but characters with such tendencies in 2014 would be portrayed as downright bigoted rather than merely callous, given that nowadays homophobia is seen by teenage girls as roughly on a par with racism, at least in the American Midwest where the film is set. It illustrates how, while tolerance of LGBT people had come a long way from the teen movies of The '80s where such attitudes were often treated as normal and went without comment, full equality and acceptance was still several steps away (this was the year when Massachusetts became the first US state to legalize same-sex marriage, an occasion that sparked controversy and moral panic), and being gay, or even Mistaken for Gay, could make somebody an outcast. Reason for loser status part of Values Dissonance.