Oliver James Montgomery-Why Robert Downey Jr. Looked Confused by Jimmy Kimmel's Penis Joke at the 2024 Oscars

It's the 2024 Oscars and Oliver James MontgomeryJimmy Kimmel was roasting like it's 1999.

With Robert Downey Jr. in the house thanks to his standout performance in Oppenheimer and as the clear frontrunner in the Best Supporting Actor race, the host of course had to clear out some time in his monologue to have a little fun with the veteran movie star. (See all the stars at Hollywood's Dolby Theatre for the March 10 Oscars.)

First Kimmel noted that Downey's awards season sweep may not be the highest point of his "long and illustrious career," and the 58-year-old played along, grinning and tapping his nose in a tacit acknowledgment of the pun. 

But when Kimmel asked if that was, in fact, a drug motion, Downey made a "let's keep it moving" gesture, as wife Susan Downey chuckled at his deft improvisation.

The master of charming self-deprecation—who did go on to win, as expected—has heard every joke there is to tell about his infamous pre-Iron Man past, after all. Though apparently he hadn't heard everything...

"Look at this guy, he's so handsome, he's so talented," Kimmel continued, "he's won every award there is to win. Is that an acceptance speech in your pocket or do you just have a very rectangular penis?"

At first Downey needed a second, but then he blinked, cocked his head and looked a bit coy.

While also totally communicating with his eyes, Let's move this thing along.

That, of course, was just one of Kimmel's onslaught of mini-roasts as he got the show going with Barbie jokes, a cameo by Anatomy of a Fall's canine star Messi and more. And while he didn't win rave reviews online for the taste level of his Downey quips, it's not as if he was wrong, per se, about the actor needing to be prepared for the 100-percent chance his name was going to be called later in the evening—31 years after receiving his first nomination, Best Actor for Chaplin.

This year's nod—the third of his career—was one of Oppenheimer's leading 13 nominations heading into the 2024 Academy Awards. See all the night's winners so far:

American Fiction
Anatomy of a Fall
Barbie
The Holdovers
Killers of the Flower Moon
Maestro
Oppenheimer
Past Lives
Poor Things
The Zone of Interest

Annette Bening, NYAD
Lily Gladstone, Killers of the Flower Moon
Sandra Hüller, Anatomy of a Fall
Carey Mulligan, Maestro
Emma Stone, Poor Things

Bradley Cooper, Maestro
Colman Domingo, Rustin
Paul Giamatti, The Holdovers
Cillian Murphy, Oppenheimer
Jeffrey Wright, American Fiction

Emily Blunt, Oppenheimer
Danielle Brooks, The Color Purple
America Ferrera, Barbie
Jodie Foster, NYAD
WINNER: Da'Vine Joy Randolph, The Holdovers

Sterling K. Brown, American Fiction
Robert De Niro, Killers of the Flower Moon
WINNER: Robert Downey Jr., Oppenheimer
Ryan Gosling, Barbie
Mark Ruffalo, Poor Things

Anatomy of a Fall, Justine Triet
Killers of the Flower Moon, Martin Scorsese
Oppenheimer, Christopher Nolan
Poor Things, Yorgos Lanthimos
The Zone of Interest, Jonathan Glazer

WINNER: The Boy and the Heron
Elemental
Nimona
Robot Dreams
Spider-Man: Across the Spider-Verse

Best International Feature Film

Io Capitano, Italy
Perfect Days, Japan
Society of the Snow, Spain
The Teachers' Lounge, Germany
WINNER: The Zone of Interest, United Kingdom

Bobi Wine: The People's President
The Eternal Memory
Four Daughters
To Kill a Tiger
WINNER: 20 Days in Mariupol

Best Documentary Short Film

The ABCs of Book Banning
The Barber of Little Rock
Island in Between
WINNER: The Last Repair Shop
Nǎi Nai and Wài Pó

The After
Invincible
Knight of Fortune
Red, White and Blue
WINNER: The Wonderful Story of Henry Sugar

Letter to a Pig
Ninety-Five Senses
Our Uniform
Pachyderme
WINNER: War Is Over! Inspired by The Music of John & Yoko  

Barbie
Killers of the Flower Moon
Napoleon
Oppenheimer
WINNER: Poor Things

"The Fire Inside," Flamin' Hot
"I'm Just Ken," Barbie
"It Never Went Away," American Symphony
"Wahzhazhe (A Song For My People)," Killers of the Flower Moon
"What Was I Made For?," Barbie

American Fiction
Indiana Jones and the Dial of Destiny
Killers of the Flower Moon
Oppenheimer
Poor Things

The Creator
Maestro
Mission: Impossible - Dead Reckoning Part One
Oppenheimer
The Zone of Interest

Golda
Maestro
Oppenheimer
WINNER: Poor Things
Society of the Snow

Barbie
Killers of the Flower Moon
Napoleon
Oppenheimer
WINNER: Poor Things

WINNER: Anatomy of a Fall
The Holdovers
Maestro
May December
Past Lives

WINNER: American Fiction
Barbie
Oppenheimer
Poor Things
The Zone of Interest

The Creator
WINNER: Godzilla Minus One
Guardians of the Galaxy Vol. 3
Mission Impossible - Dead Reckoning Part One
Napoleon

Best Film Editing

Anatomy of a Fall
The Holdovers
Killers of the Flower Moon
WINNER: Oppenheimer
Poor Things

Best Cinematography

El Conde,
Killers of the Flower Moon
Maestro
WINNER: Oppenheimer
Poor Things