The entire story of Tim Gunn and Andrae having a fight in the middle of a Red Lobster while on a date. Even funnier when Tim then confronted him about it, and being a good sport, laughed along with it.
The episode's outtakes*
(once available on Bravo's website, but sadly lost when the show jumped networks)
revealed that this was actually the second time Tim confronted Santino about his impressions: the first time, Santino wasn't wearing a microphone — and there weren't enough witnesses.
Tim: Santino, I'd like to discuss these "impressions" you've been doing of me.
Season 2, Episode 7: When Emmett walks out in a neon pink skating outfit.
Andrae's 9 minute 50 second crying jag on the runway. It's all in the reactions: some of the models and designers are crying, too...and then you get to Santino, who has barely contained church giggles, and then as we hit the 5 minute mark more and more people just looking bored and hoping for a break in the crying so they can move on.
During the "Social Scene" challenge, Tim and Lupe discuss her design:
Gudalupe:(to Tim) I thought it looked like crap.
Tim: I'm not going to debate that.
Gudalupe: Yeah, it looked like crap.
(They stare at the design.)
Tim: ...I'll leave you alone.
Michael Kors' contagious laughter. The fact that it's so out of character for Michael made it even funnier.
During "What's The Skinny?", Tim tells Chris that he should make all his decisions early while his brain is still fresh, rather than in the middle of an all-night work session:
Tim:(takes off his glasses and laughs) I really am an old fart. My old brain didn’t even go there.
And then, as Tim leaves the workroom, Steven asks him if he's coming back at 4; Tim replies, "I just may. After I’ve made my bad 3 o’clock decision."
Season 5 finale. Guest judge Jennifer Lopez is not available due to a foot injury. So the new 4th judge is none other than...Tim Gunn! Yes, the same Tim Gunn that Kenley Collins had been rude to all season long. Oops! Needless to say, Kenley did not win! Nice girl Leanne won. Nice woman Korto got a very close 2nd place.
In Season 7, the Odd Couple pairing of Anthony Williams and Seth Aaron Henderson for a team challenge was pretty much an episode-long CMoF, a highlight being when Anthony chided Seth Aaron to "Stop acting up in front of company" during their consultation with Tim Gunn. A few moments can be seen here.
Season 8, Episode 11: Ivy begins harassing Michael Costello, accusing him of cheating, and ends her voiceover/interview by warning him that karma will get him. Cut to a scene of Ivy nearly getting hit in the eye by a flying needle. Also counts as a Crowning Momentof Awesome for the editing staff.
In "Sew '70s," Rich Bitch Laura Kathleen goes on an extended rant about how Nina doesn't understand her taste and style. The editors cut to Viktor Luna looking up from his sewing machine with the most priceless look of disbelief.
Michael Kors' horrified scream upon seeing the back of Josh M's first look in "Sew '70s," made even funnier by the shots of Anthony Ryan and Viktor struggling to hold down giggle fits as Kors lights into the outfit.
Even funnier is that if you listen closely you can actually hear Joshua tell his model "Don't turn around" when Michael asks her to.
Also the shot of Michael Kors gearing up to ream the outfit as Josh introduces it. And Bert's "dear God" facial expression when Josh claims his outfit captures the joy and exuberance of the '70s. And Josh's pissy "ahem" as Viktor(?)'s giggles start to get the better of him. And best of all, the fact that this is all happening to the biggest Jerkass in the cast.
"He is a one-way monkey. No, no... I meant to say one-trick pony."
Tim Gunn describing Ven's first look in the print challenge as being "a homage to a menstrual cycle" while the other designers try (and fail) to pretend they're not listening. Of special note is Elena's face◊ and Christopher's◊ Facepalm.
Michael Kors saying that "Origami Rose" would be a great name for Ven if he were a Drag Queen.
Episode 11 of Season 10 is generally considered ridiculous in premise and pretty weak, but was salvaged by some hilarious reactions from the designers when having to work with both real babies and baby dolls that actually cry.
Dmitry being woken up in the morning and deadpanly declaring "Oh right, I'm a father now." And later announcing that he barely had time to put on pants in the morning.
Elena naming her baby "Asshole" and her horrified reaction upon waking up to the baby's cries. And while in Mood asking Swatch the resident Canine Companion if he can be her baby instead.
The fact that Fabio is the only one who has any clue whatsoever what he's doing, and gets so into it that Dmitry has to remind him that it's not a real baby.
Tim's expression at the cheer that erupts from all the designers when he announces that he'll be taking their "babies" to "daycare" (i.e. letting them actually get some work done without having to worry about them) due to the sheer level of joy they have.
Elena gets hot glue on her thigh during the unconventional materials challenge. In the confessional, Christopher begins to sound sympathetic towards her... and then asks "But why were you wearing hoochie shorts to work?!"