A thoroughly soaked Mike Butt: I've never been on this end of a wet T-Shirt Contest!
Season 5, episode 1: Mike Butt gets lost on the way to the rehab center, and asks a dog for directions.
In the fifth episode of Season 5, one of the challenges was to drive back to the group's hotel at night. Angelina couldn't do this because her headlights were broken (and her registration was expired, though she seemed totally oblivious to this), and ended up having to hire a tow truck. On the way back to the hotel, she ranted at length about how stupid the challenge was and asked "Who the fuck drives at night anyway?" — at which point the tow truck's driver gave her a Death Glare and raised his hand.
Some of the expressions Father Giles made whenever he passed a challenge in Season 5.
Season 8 - one of the challenges involves playing mini-golf using a car. However, Flora strategy involves driving so slowly that it seems like her game never gets anywhere at all. Andrew comments "Just when you thought golf couldn't get anymore boring, Flora takes her crack at it," then lays his head down and starts pretending to snore and sleep. He then raises his head, only to see no progress has been made and tells someone to wake him when it's over. After an hour later, Flora is cashiered off the course for not completing.
"Finish this sentence for me Sly. Sly like the...." "Wind" Corpsing ensues.
He repeats the question later and STILL gets the same answer.
During the first episode of Ever, Shelby comments that he thought that Angelina (from Season 5) wasn't real, but was just a camera trick that they made up.
During the fourth episode of Ever, Dale manages to drive like a maniac, but somehow manages to get through all five of the arches in the Eye of the Needle challenges. Andrew's expression is priceless (as is Dale's).
During the fifth episode of Ever, Andrew's Don Cherry impression is utterly side-splitting.
When a pedestrian comments on the car during Michael's public drive in Ever, he had this to say...
Michael: Perhaps...but I'm still in a Corvette!
Sly leaving his car in gear when he gets out and it starts rolling away!
Eric, Michael's nominator, had this to say in Ever after Sly rolls off into the grass on the Reverse Challenge.
This exchange during Canada's Worst Driver Ever prior to Sly's first run of The Eye of the Needle:
Andrew: So why don't we think about what we will do if we have a successful run?
Sly: Me and Fred will have a little dance.
Andrew: And what will you do if this is not a success?
Sly: Do a sad dance.
Sly does oblige...to the funeral march.
In the fifth episode of Ever, Kevin was allowed to take the reversing challenge forwards due to being a fan of Trans Ams, one of which was being used for the challenge. Despite destroying the car's passenger mirror and one of the tyres, along with most of the course, he proudly proclaimed it worthy of a pass. Cut to the judges sitting there open-mouthed and completely speechless.
During the following episode, Kevin is first-up in the reverse flick challenge. Before his first attempt, Andrew gives a lengthy prediction about how what'll happen next, theorising that Kevin will fail by over-steering and using too much gas. Kevin then takes his run... and fails by crashing into the barrier that leads into the turning area.
In the third episode of Canada's Worst Driver 10, they give Jason a copy of the Canadian Drivers Handbook to read during the distracted driving course. The passage they have him read? "Driving is a job that requires your full attention." You just know that they had him read that deliberately.
From the same episode, George fails nearly all of the challenges in said episode. Every time he fails, George's nominator, Patrik, gives him a punch. After the shoulder check challenge, Andrew joins in while telling the audience violence is not the solution.
When Chanie of Season 10 attempts the Reverse 180 Challenge on the first try, she immediately crashes straight on into the side barrier before plowing into the box where she was supposed to do the 180. Driver instructor Tim stares at the footage, completely dumbfounded with his jaw opened.
In the penultimate episode of Season 10, they're forced to use their decommissioned police car for what would've been the Cadillac challenge (the car wouldn't start).
Andrew: *after getting into the driver's seat* "I've never been in the front seat of one of these!" (Cue Death Glare from Cam)
Also in the penultimate Season 10 episode: Andrew gradually losing his shit with everyone failing the Icy Corner Challenge despite his repeated advice (don't speed, don't stare at the wall, don't lock the brakes, etc.). While it's certainly warranted and sympathetic, it's hard not to giggle when he's literally hopping mad on the hood of the car after Jason's abysmal performance.
On his final drive, Jason of Season 10 has to pause for a Potty Emergency, and takes a leak on a tree. Oh, and he parks in two spaces reserved for nurses too. Cut to Tim's Flat "What.", and Cam Face Palming. Andrew remarks that he had never seen such a combination of illegal parking and public indecency before. The lines he puts up during and after the relief help set the tone perfectly there.
During the boat-reversing challenge in Season 11, Andrew is sitting in the back of the boat while Sholom is driving:
Andrew:Here's my impression of me being on a boat driven by Sholom. *mock hurls*
Shortly after, Andrew is getting incredibly hopeful that Sholom will actually pass...and then the boat hits the wall, with him yelling out "WE'VE HIT A SHOAL." The "sad dance" shortly after sets the tone perfectly.
Season 11's Renee apparently "Reverses Canadian"...she's apologizing repeatedly throughout her run.
Amrinder in Season 12 has Tim with him in the Water Tank Challenge due to his nominator having back problems. Tim begs him not to get him wet, and then Amrinder takes a wrong turn (as in he drives straight towards the production area!), and brakes hard.
Tim: I haven't wet myself in years.
Hell, just the fact that the show pokes fun at Tim being with Amrinder by putting the caption "Does not want to be here" underneath Tim at one point and Andrew announcing that Tim got wrangled by the production crew into doing so!
In the same episode, Amrinder gets $20 from Krystal after winning a bet that he would graduate first before her.
Daniella winds up knocking off one of the headlights entirely during the Eye of the Needle challenge. Her reaction after Andrew tells her this is "Can I keep it?"
Andrew's pep talk to Adam in the opening episode of Season 13 in an effort to encourage him to go up to speed on the slalom course. it works.
Neither Ashley or Melanie getting the hint from Andrew to "Get Set" (as in, use the correct reversing posture) during the reversing challenge.
Cam's comment in reference to Briana hitting things on the reversing challenge "Book smart, car dumb."
From the same episode, Baba G's reactions whenever her granddaughter passes a challenge.
Andrew's introduction for the Shoulder Check Challenge in Season 13. His lines, demonstration, exercise wear, set, and music are straight out of a very cheesy and very 80's aerobics video. And then he's joined by two copies of himself with "hairdos" (actually wigs) worthy of Richard Simmons himself. The parody is spot. On.
The trailer parking challenge for season 13 is done in the style of an 80s sitcom; complete with a cheesy opening, a Laugh Track, and a credit reel with past contestants on the show listed as part of the cast and crew.