Who says no one likes saxophone??!!
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If we take the time to see with the heart and not with the mind, we shall see that we are surrounded completely by angels ~ Carlos Santana

More to the point, which character do I LEAST detest???
That would be the girl played by Mare Winningham. I got the impression that she would rise above the nonsense and move on without screwing up her life.
I'm not saying the others weren't fun!
You asked a pretty question; I've given you the ugly answer.
Fasten Your Seatbelts….
It's Going To Be A Bumpy Night!

"They all display immoral behaviour - some even seem to be amoral psychopaths."
Ronald Reagan influenced narcissism in 1980s youth.

This 80's superficial brat pack fest isn't worth pontificating over, (just like Ferris Bueller's sociopathy), Just enjoy it for the cheese that it is. It sure is entertaining.
Norman! What did you put in my tea?

You are a compleat nodend, hana

The OP really ripped this movie to shreds, hana

This is the good question, buna
Before I watch this one and belief it's good movies
But after I read your message and now I belief that the peoples no good, hana

Buna, this is ridiculous thing to say it
Rod Lowe and Felicia was married peoples so off course he plowed she, hana

I guarantee Rod plowed Felicia hard, hana

Feleesha did not feel sorry for Rod Lowe… emotions were run high and then they went home for a furious ride, hana

But after Hollywood kicked Rod Lowe in the bumb, Felicia felt sorry for him and they made up, hana

I hated Hollywood when he booted Rod Lowe… no need for this behaviour, hana

For me, it was Rob Lowe as that drunk musician. He had a marriage and a child that he didn't care enough about. Judge Joey would've ripped him a new one for screwing around and beep everyone. Because of this role, I am not a fan of this actor.

I can't say I hate Alec because of Judd Nelson whereas I actually paid for and sat through Blue City over 30 years ago. And hey - it had Ally Sheedy! We also sat through St. Elmo's back then and I remember not liking Alec at all. The only two the character had going was perpetually helping Billy getting a job and highhandedly coming to Demi Moore's rescue in the face of potentially drug fueled Arab types (I wonder how many people would try that these days without an armed response team behind them).
I've had friends like him and have worked with Alec types, all have been insufferable dicks. Right from the start, he's trying to coerce an arresting officer after he was clearly and admittedly at fault. The cop telling him to basically piss off was one of the better part of the movie. When's he's not admonishing one of his best friends about losing a job or dunking said guy's head in a public toilet, he's alternating between telling his would-be finance to be on her best behavior, banging random sales clerks and switching political sides for his own personal gain. When he kinda-fiance then has a one night stand, he not only throws her out. hoards her best albums, abuses a football, sulks in his PJ's and nearly murders the guy she had sex with.
Oh yeah, he blows off one last round at the Fire in liue of brunch. Dick.

Beautiful rant. "Which Character Do You Detest Most?" is the question of the ages, word choice totally appropriate.
I hate them all. Mare Winningham would have been slightly less hateful except for mooning over the indiscriminately promiscuous pretty boy Rob Lowe character, who apparently sleeps with anything female, and saving her first sex with him under the absurd pretense that he feels an iota of genuine romantic inclination back towards her.
Speaking of indiscriminately promiscuous characters, the Rob Lowe fails with his baby mama, tries to friend-rape Demi Moore, fails at that, and then seduces virginal Mare W.
Then there's Ally Sheedy who breaks off her live in relationship with Judd Nelson because he slept with someone else and hid it, then turns around and initiates meaningless (for her) sex with Judd's roommate and friend lovestruck Andrew McCarthy whom she promptly dumps because she just needed an ego boost /roll in the hay. Hypocrite much?
Andrew McCarthy is so self-entitled in his mooning over Ally Sheedy that we can't stomach him. He lets people go about thinking he's gay so he can feel sorry for himself that he's too cowardly to tell her how he feels. Then he writes an article which realistically no one could care about and is smug over it.
Detest Emilio Estevez for being a self-entitled stalker. Sniffing Andie MacDowell's pillows, throwing a tantrum when she (a doctor on call) leaves their date early after being called to the hospital, getting a job with a rich guy and throwing a party at rich guy's house without permission expressly for the purpose of coercing Andie to go, inviting her to your party with the expectation and demand that she'll show up, pitching a fit when she elects not to attend and following her to her hideaway in the mountains, interrupting her having sex, kissing her forcefully, saying "Later, Dude" to her boyfriend whilst driving off in a junky car. Just a prat.
Detest Andie MacDowell for not telling Emilio Estevez "Hey, I'm not interested but thanks" and for later succumbing to his forced kiss especially with her boyfriend just around the corner.
Detest Judd Nelson for being Judd Nelson. After this and Breakfast Club he will be forever typecast for me as an insufferable blowhard.
Hmm who have I missed?
There's so much hate to spread around; sorry I can't answer your question.

Saw some of this film again recently and just couldn't get over Alex or Judd Nelson to be precise, it's like watching his character from The Breakfast Club play at being a politician.
Sometimes a movie or tv show plot is so stupid that only the stupid can understand it.

Female: Demi Moore's character, Jules. Utterly detestable. They should've let her freeze.
Male: Alec. Stereotypical politician.
I loved the movie when I was a teenager, idealizing their lifestyle, but deplore it now as an adult woman.

Alec and Leslie both!! Ugh!! I at least got a kick outta the rest of them. I saw this in 1985 when I was 15 and wished I had this post college life! I think the main reason they are detestable to us is because we don't see the college life they had before this. Then maybe we'd get it.

With out a doubt, Alec. He screws around like crazy, then tosses Leslie's out when she confronts him. Then all he does is whine, "if I could only get her back."
Plus, he resembles my ex-husband. That alone makes me hate him.

What a great question! Start with some definitions. Douche- a person who is basically hateable. Loser- someone who in essence is pathetic. Douche-loser a person both hateable and pathetic. Alec, Billy, Kirby, Jules are all douches. Wendy is a loser. But the Andrew McCarthy character is a horrible douche-loser. Self important git who porks his best friend's GF and thinks the public wants to read his essay on the meaning of life. He really needed to be punched out!

The thing is, it was trying to be serious. It just failed miserably because every character in the movie is shallow, self absorbed, & utterly unlikable. And the writing is absurd.
That being said, I love every minute of this horrible piece of dreck.

That was pretty putrid and lame. That said, this is some silly movie with cardboard characters. And a comedy to boot, so I wouldn't delve too deeply into their characters. They're caricatures, not real people. I wouldn't take the movie all that seriously.

Im surprised that Wendy (Mare Winningham) gave her virginity to that "man-whore" Billy (Rob Lowe.) I know she was in love with him but when he said to her something about it being a "going away present." Ugh.

I'm voting for Andrew McCarthy as the most annoying. His constant cynicism-"i hate life, love sucks, marriage doesn't work"- was incessant. Not to mention that ever present cigarette between his lips.