Keep a cool head. Baseball caps & dad hats, now on Redbubble.

Billy Madison T-Shirts

665 Results
That's Quacktastic Classic T-Shirt
That's Quacktastic Classic T-Shirt
By typeo
$19.90
Billy Madison - Rizzuto  Essential T-Shirt
Billy Madison - Rizzuto Essential T-Shirt
By movie-shirts
$19.90
adam sandler Classic T-Shirt
adam sandler Classic T-Shirt
By meghanm20
$22.38
The Wedding Singer: I Live In My Sister's Basement - Robbie Hart Essential T-Shirt
The Wedding Singer: I Live In My Sister's Basement - Robbie Hart Essential T-Shirt
By thespookyfog
$22.38
O'Doyle Rules - Billy Madison Essential T-Shirt
O'Doyle Rules - Billy Madison Essential T-Shirt
By movie-shirts
$19.90
Deeds Pizza Baseball ¾ Sleeve T-Shirt
Deeds Pizza Baseball ¾ Sleeve T-Shirt
By movie-shirts
$25.20
WMHS Essential T-Shirt
WMHS Essential T-Shirt
By NemJames
$24.21
SCLSU 1998 Bourbon Bowl Champions Essential T-Shirt
SCLSU 1998 Bourbon Bowl Champions Essential T-Shirt
By huckblade
$21.06
Wanted Gorilla - The Waterboy - Light Baseball ¾ Sleeve T-Shirt
Wanted Gorilla - The Waterboy - Light Baseball ¾ Sleeve T-Shirt
By SeenB4Dzigns
$25.20
Guns Don't Kill People, I Kill People (As Worn By Richard Kiel, Happy Gilmore) Classic T-Shirt
Guns Don't Kill People, I Kill People (As Worn By Richard Kiel, Happy Gilmore) Classic T-Shirt
By MyrtleAbrams
$23.21
Waterbury Open | Happy Gilmore Inspired | Retro Style Classic T-Shirt
Waterbury Open | Happy Gilmore Inspired | Retro Style Classic T-Shirt
By 90s-Mall
$21.55
Happy-Gilmore-just-tap-it-in-give-it-a-little-tappy-vintage-shirt Classic T-Shirt
Happy-Gilmore-just-tap-it-in-give-it-a-little-tappy-vintage-shirt Classic T-Shirt
By limotee limotee
$21.22
Billy Madison-the puppy who lost his way Classic T-Shirt
Billy Madison-the puppy who lost his way Classic T-Shirt
By Craft House
$20.73
Vintage Chris Farley Essential T-Shirt
Vintage Chris Farley Essential T-Shirt
By FemmeNouvelle
$21.55
Oh I See What's Going On Here Essential T-Shirt
Oh I See What's Going On Here Essential T-Shirt
By movie-shirts
$19.90
Stop Looking At Me Swan Essential T-Shirt
Stop Looking At Me Swan Essential T-Shirt
By movie-shirts
$19.90
Billy's Cursive Zs T-Shirt Essential T-Shirt
Billy's Cursive Zs T-Shirt Essential T-Shirt
By Cory Gatzemeyer
$19.90
Happy Gilmore Quote - Just Tap It In Essential T-Shirt
Happy Gilmore Quote - Just Tap It In Essential T-Shirt
By movie-shirts
$19.90
that is Correct Classic T-Shirt
that is Correct Classic T-Shirt
By American Artist
$22.55
Billy Madison Quote -  He Called The Shit Poop! Essential T-Shirt
Billy Madison Quote - He Called The Shit Poop! Essential T-Shirt
By everything-shop
$19.90
Best Seller Billy Madison - Rizzuto Merchandise Essential T-Shirt
Best Seller Billy Madison - Rizzuto Merchandise Essential T-Shirt
By OneidaTaylor
$19.90
Happy Gilmore Where Were You On That One Dipshit Vintage T Shirt Essential T-Shirt
Happy Gilmore Where Were You On That One Dipshit Vintage T Shirt Essential T-Shirt
By GREGOTEE MEME
$20.73
Waterbury Open  Happy Gilmore  Classic T-Shirt
Waterbury Open Happy Gilmore Classic T-Shirt
By marthaberry95
$22.00
“I know from experience dude” Farley Billy Madison Essential T-Shirt
“I know from experience dude” Farley Billy Madison Essential T-Shirt
By Cuttintees
$22.00
Best Seller Billy Madison - Rizzuto Merchandise Essential T-Shirt
Best Seller Billy Madison - Rizzuto Merchandise Essential T-Shirt
By EvanHoyh
$19.90
thats Quacktastic Classic T-Shirt
thats Quacktastic Classic T-Shirt
By American Artist
$22.55
Ta-Ta Today Junior! Billy Madison Quote Essential T-Shirt
Ta-Ta Today Junior! Billy Madison Quote Essential T-Shirt
By movie-shirts
$19.90
Miss Lippy’s Car is Green - Billy Madison Janitor Essential T-Shirt
Miss Lippy’s Car is Green - Billy Madison Janitor Essential T-Shirt
By Cuttintees
$22.00
Happy Gilmore - Shooter McGavin's Golf Tournament  Essential T-Shirt
Happy Gilmore - Shooter McGavin's Golf Tournament Essential T-Shirt
By everything-shop
$19.90
Steve Buscemi Graphic T-Shirt
Steve Buscemi Graphic T-Shirt
By AndrewStaples32
$28.22
Scuba Steve Scuba Squad Classic T-Shirt
Scuba Steve Scuba Squad Classic T-Shirt
By movie-shirts
$19.90
Conditioner is Better! Classic T-Shirt
Conditioner is Better! Classic T-Shirt
By PKHalford
$20.73
That's Assault Brotha - Billy Madison Quote - Adam Sandler Essential T-Shirt
That's Assault Brotha - Billy Madison Quote - Adam Sandler Essential T-Shirt
By everything-shop
$19.90
The Wedding Singer Quote - They Were Cones! Essential T-Shirt
The Wedding Singer Quote - They Were Cones! Essential T-Shirt
By movie-shirts
$19.90
Shampoo is Better! Classic T-Shirt
Shampoo is Better! Classic T-Shirt
By PKHalford
$20.73
“It’s Poop Again!” Billy Madison Classic T-Shirt
“It’s Poop Again!” Billy Madison Classic T-Shirt
By Cuttintees
$22.00
Happy Gilmore Graphic T-Shirt
Happy Gilmore Graphic T-Shirt
By AndrewStaples32
$28.22
A Blue Duck Essential T-Shirt
A Blue Duck Essential T-Shirt
By HeyBeardMon
$19.90
Billy Madison - Rizzuto Essential T-Shirt
Billy Madison - Rizzuto Essential T-Shirt
By radityoko
$22.88
Movie Poster Merchandise Essential T-Shirt
Movie Poster Merchandise Essential T-Shirt
By CineMerch
$20.73
Happy Gilmore - Chubbs Peterson Golf Lessons Essential T-Shirt
Happy Gilmore - Chubbs Peterson Golf Lessons Essential T-Shirt
By everything-shop
$19.90
The Revolting Blob Wrestling Poster Essential T-Shirt
The Revolting Blob Wrestling Poster Essential T-Shirt
By sinistergrynn
$19.90
Happy Gilmore 8 bit style Essential T-Shirt
Happy Gilmore 8 bit style Essential T-Shirt
By One Man Cartel
$21.56
Did the Penguin tell you to do this? Classic T-Shirt
Did the Penguin tell you to do this? Classic T-Shirt
By Cuttintees
$22.00
Billy Madison - Classic Film Fan Classic T-Shirt
Billy Madison - Classic Film Fan Classic T-Shirt
By martianart
$21.06
Revolting Blob Classic T-Shirt
Revolting Blob Classic T-Shirt
By Braelove
$19.90
Too Damn Hot Essential T-Shirt
Too Damn Hot Essential T-Shirt
By Amy Grace
$23.96
“If Peeing Your Pants Is Cool” Billy Madison Classic T-Shirt
“If Peeing Your Pants Is Cool” Billy Madison Classic T-Shirt
By Cuttintees
$22.00
The Wedding Singer: Reaping All The Benefits (Jimmi Moore) Essential T-Shirt
The Wedding Singer: Reaping All The Benefits (Jimmi Moore) Essential T-Shirt
By thespookyfog
$22.38
Happy Gilmore Graphic T-Shirt
Happy Gilmore Graphic T-Shirt
By AndrewStaples32
$28.22
Adam Sandler - Gilmore 18 - Happy Gilmore Essential T-Shirt
Adam Sandler - Gilmore 18 - Happy Gilmore Essential T-Shirt
By movie-shirts
$19.90
Chlorophyll? More Like Bore-O-Phyll - Billy Madison Quote Essential T-Shirt
Chlorophyll? More Like Bore-O-Phyll - Billy Madison Quote Essential T-Shirt
By movie-shirts
$19.90
odoyle rules - billy madison funny cute Classic T-Shirt
odoyle rules - billy madison funny cute Classic T-Shirt
By Four4Life
$19.90
Billy Madison - You Aint Cool Unless You Pee Your Pants Essential T-Shirt
Billy Madison - You Aint Cool Unless You Pee Your Pants Essential T-Shirt
By movie-shirts
$19.90
Billy passed the third Grade Classic T-Shirt
Billy passed the third Grade Classic T-Shirt
By American Artist
$22.55
Best Selling - Billy Madison - Rizzuto Merchandise Essential T-Shirt
Best Selling - Billy Madison - Rizzuto Merchandise Essential T-Shirt
By bridgseport
$19.90
Its Too Damn Hot For A Penguin Classic T-Shirt
Its Too Damn Hot For A Penguin Classic T-Shirt
By everything-shop
$19.90
Stop Looking At Me, Swan! | Billy Madison Distressed Swan Design Essential T-Shirt
Stop Looking At Me, Swan! | Billy Madison Distressed Swan Design Essential T-Shirt
By 90s-Mall
$21.55
SCLSU 1998 Bourbon Bowl Champions (Variant) Essential T-Shirt
SCLSU 1998 Bourbon Bowl Champions (Variant) Essential T-Shirt
By huckblade
$21.06
So Sorry to Interrupt Classic T-Shirt
So Sorry to Interrupt Classic T-Shirt
By BastianDesigns
$22.38
Bobby Boucher's High Quality H20 Classic T-Shirt
Bobby Boucher's High Quality H20 Classic T-Shirt
By everything-shop
$19.90
Happy Gilmore - Waterbury Open Badge Design Essential T-Shirt
Happy Gilmore - Waterbury Open Badge Design Essential T-Shirt
By 90s-Mall
$21.55
River van Classic T-Shirt
River van Classic T-Shirt
By Averageconsumer
$20.82
Chris Farley - No Yelling On The Bus Classic T-Shirt
Chris Farley - No Yelling On The Bus Classic T-Shirt
By Dubbros
$18.24
R.I.P. Chubbs - Happy Gilmore Essential T-Shirt
R.I.P. Chubbs - Happy Gilmore Essential T-Shirt
By everything-shop
$19.90
I'll Tumble 4 Ya Classic T-Shirt
I'll Tumble 4 Ya Classic T-Shirt
By Graphic God
$19.90
South Central Louisiana State University Mud Dogs Essential T-Shirt
South Central Louisiana State University Mud Dogs Essential T-Shirt
By huckblade
$21.06
Billy Madison Sticker/Shirt Essential T-Shirt
Billy Madison Sticker/Shirt Essential T-Shirt
By bloodyorange
$19.90
Billy Madison - Knibb High Football Rules Essential T-Shirt
Billy Madison - Knibb High Football Rules Essential T-Shirt
By 90s-Mall
$21.55
Swan Essential T-Shirt
Swan Essential T-Shirt
By kjanedesigns
$19.90
Happy Gilmore Ben Stiller Orderly Essential T-Shirt
Happy Gilmore Ben Stiller Orderly Essential T-Shirt
By Cuttintees
$22.00
Billy Madison Principal Note Classic T-Shirt
Billy Madison Principal Note Classic T-Shirt
By Cuttintees
$22.00
Stop Looking At Me Swan! Classic T-Shirt
Stop Looking At Me Swan! Classic T-Shirt
By linarangel
$19.90
Good. Great. Grand. Wonderful! Essential T-Shirt
Good. Great. Grand. Wonderful! Essential T-Shirt
By kjanedesigns
$19.90
90S GOLF MOVIE Shooter Mcgavin Classic T-Shirt
90S GOLF MOVIE Shooter Mcgavin Classic T-Shirt
By Happyhourat5
$19.99
Knibb High Football Essential T-Shirt
Knibb High Football Essential T-Shirt
By Gingerbredmanny
$19.56
Thats Quacktastic  Essential T-Shirt
Thats Quacktastic Essential T-Shirt
By movie-shirts
$19.90
You're Gonna Die Clown - Billy Madison Essential T-Shirt
You're Gonna Die Clown - Billy Madison Essential T-Shirt
By movie-shirts
$19.90
Happy Gilmore Quote - You Can Trouble Me For A Warm Glass Of Shut The Hell Up Essential T-Shirt
Happy Gilmore Quote - You Can Trouble Me For A Warm Glass Of Shut The Hell Up Essential T-Shirt
By movie-shirts
$19.90
Billy Madison, I Am The Smartest Man Alive, Stencil Art Classic T-Shirt
Billy Madison, I Am The Smartest Man Alive, Stencil Art Classic T-Shirt
By Ben Talatzko
$19.90
O'DOYLE RULES Essential T-Shirt
O'DOYLE RULES Essential T-Shirt
By PhantomRush
$18.24
Insanely Idiotic Essential T-Shirt
Insanely Idiotic Essential T-Shirt
By Punksthetic
$22.38
You Ain't Cool Unless You Pee Your Pants! Essential T-Shirt
You Ain't Cool Unless You Pee Your Pants! Essential T-Shirt
By Mark5ky
$19.90
Deeds Pizza Baseball Classic T-Shirt
Deeds Pizza Baseball Classic T-Shirt
By Knity
$19.90
O'DOYLE RULES Essential T-Shirt
O'DOYLE RULES Essential T-Shirt
By PhantomRush
$18.24
“Thank you very much Miss Lippy” Billy Madison Classic T-Shirt
“Thank you very much Miss Lippy” Billy Madison Classic T-Shirt
By Cuttintees
$22.00
Billy madison Classic T-Shirt
Billy madison Classic T-Shirt
By Craft House
$20.73
Everyone In This Room Is Now Dumber - Billy Madison Quote  Classic T-Shirt
Everyone In This Room Is Now Dumber - Billy Madison Quote Classic T-Shirt
By everything-shop
$19.90
O'Doyle Rules Essential T-Shirt
O'Doyle Rules Essential T-Shirt
By bassdmk
$19.90
It's all in the Hips Classic T-Shirt
It's all in the Hips Classic T-Shirt
By grifffam621
$22.38
It Could Be Our Milk - Billy Madison Quote Essential T-Shirt
It Could Be Our Milk - Billy Madison Quote Essential T-Shirt
By everything-shop
$19.90
Billy Madison - No Milk Will Ever Be Our Milk Essential T-Shirt
Billy Madison - No Milk Will Ever Be Our Milk Essential T-Shirt
By movie-shirts
$19.90
Have Some More Sloppy Joes! Essential T-Shirt
Have Some More Sloppy Joes! Essential T-Shirt
By movie-shirts
$19.90
Shampoo vs. Conditioner Essential T-Shirt
Shampoo vs. Conditioner Essential T-Shirt
By Amy Grace
$23.96
that Veronica Vaughn Classic T-Shirt
that Veronica Vaughn Classic T-Shirt
By American Artist
$22.55
Back To School Fitted T-Shirt
Back To School Fitted T-Shirt
By Amy Grace
$23.96
Rizzuto Essential T-Shirt
Rizzuto Essential T-Shirt
By Primotees
$19.90
Glad I called that guy. Classic T-Shirt
Glad I called that guy. Classic T-Shirt
By FutureSpace
$19.90
Billy Madison - shampoo vs conditioner Classic T-Shirt
Billy Madison - shampoo vs conditioner Classic T-Shirt
By Craft House
$20.73
BEST SELLER - Billy Madison - Rizzuto Merchandise Essential T-Shirt
BEST SELLER - Billy Madison - Rizzuto Merchandise Essential T-Shirt
By AibonitoaMoon
$21.55
Waterbury Open | Happy Gilmore Inspired | Golf Green and Yellow Classic T-Shirt
Waterbury Open | Happy Gilmore Inspired | Golf Green and Yellow Classic T-Shirt
By 90s-Mall
$21.55
Stop Looking at me Swan Essential T-Shirt
Stop Looking at me Swan Essential T-Shirt
By Billi French
$20.73
Best Selling - Billy Madison - Rizzuto Merchandise Essential T-Shirt
Best Selling - Billy Madison - Rizzuto Merchandise Essential T-Shirt
By bridgseport
$19.90
Rirruto? Classic T-Shirt
Rirruto? Classic T-Shirt
By BerksGraphics
$19.90
I Award You NO Points And May God Have Mercy On Your Soul Classic T-Shirt
I Award You NO Points And May God Have Mercy On Your Soul Classic T-Shirt
By everything-shop
$19.90
Rizzuto Billy Madison Essential T-Shirt
Rizzuto Billy Madison Essential T-Shirt
By GIFTEE
$25.19
Billy Madison principal Classic T-Shirt
Billy Madison principal Classic T-Shirt
By FutureSpace
$19.90
O Doyle Rules Classic T-Shirt
O Doyle Rules Classic T-Shirt
By comicbookdude
$19.90
Showing 1 - 108 of 665 unique designs
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