Prices increase in
-- H
-- M
-- S
Up to 40% Off Sitewide!
Shop Now

99 Problems Hats

Filter

Safe Search on hides explicit content. Safe Search off shows all results, including explicit content.
I Got 99 Problems But I’m Gonna Take A Nap And Ignore Them All Hat

Description: Introducing the "I Got 99 Problems But I’m Gonna Take A Nap And Ignore Them All" t-shirt, a funny and trendy tee.

Tags: birthday, christmas, dad, fathers day, funny quote
I Got 99 Problems & My Toddler Single-Handedly Created 98 Of Them In 27 Minutes Hat

Description: Real-life parenting in a nutshell. This relatable design is for the parents currently surviving the whirlwind of toddler chaos.

Tags: chaos, dad, funny, humor, kids
Jimothy Has 99 Problems And 100 Are In His Head Funny Raccoon Overthinking Shirt Hat
Main Tag:  

Description: Jimothy has 99 Problems and 100 of them Are in his head Meet Jimothy. The anxious raccoon with too many thoughts and a baseball jersey. This cute relatable design is for overthinkers, ADHD brains, and anyone awake at 3am with 100 things on their mind. Featuring Jimothy under the moon with question marks floating above. Perfect for raccoon lovers, mental health humor fans, and anyone who feels seen by this. Available on t-shirts, stickers, mugs, phone cases, and more. Because laughing at our problems makes them a little lighter.

Tags: adhd, anxiety, autistic, depression, funny raccoon
I Got 99 Problems And A Sweet Little Treat Would Solve Most Of Them Shirt, Funny Retro 90s Meme Hat
Main Tag:  

Description: I Got 99 Problems And A Sweet Little Treat Would Solve Most Of Them Shirt, Funny Retro 90s Meme

Tags: 99 problems and a sweet little treat, bear drawing, cartoon drawing, gifts for sister, i got 99 problems and a sweet little
99 Problems - Sarah J. Maas Hat
Main Tag:  

Description: Throne of Glass characters and their “problems”

Tags: book, book lover, book nerd, bookworm, jayz

99 Problems - Sarah J. Maas Hat

by ifreakinlovebooks

$12 $19

for
--
:
--
:
--

99 Problems Jay-Z Song Lyrics Fan Gift Hat
Main Tag:  

Description: Show off your love for classic hip hop with this iconic "99 Problems" design featuring the famous lyrics from Jay-Z. This vintage-style wavy text design is perfect for any rap music fan or American music lover. It makes a great gift for concerts, parties, or just everyday wear to celebrate your favorite rapper.

Tags: american music, concert outfit, funny lyrics, hip hop music, jay z

99 Problems Jay-Z Song Lyrics Fan Gift Hat

by Tutormade

$12 $19

for
--
:
--
:
--

Dorin Emberloop - I got 99 problems and I caused them all Hat

Description: A plump golden creature with a tiny mustache and a soft tuft of pale hair stands with proud mischief, little arms raised as if claiming every blunder. Faint blush warms its cheeks while they make a bold declaration: "I got 99 problems and I caused them all." Playful and self-aware, this round rascal is Dorin Emberloop.

Tags: cat memes, dog memes, eat the rich, head empty no thoughts, i do not think
99 Problems Zero WiFi Funny Retro Y2K Hip Hop Hat
Main Tag:  

Description: For those who grew up before smartphones and constant internet, this funny retro design says it all: 99 Problems, Zero WiFi. Featuring bold Y2K-inspired typography with a classic flip phone and old-school boombox, it's perfect for fans of 90s and 2000s nostalgia, hip hop culture, streetwear, and vintage aesthetics. A great gift for anyone who remembers life before WiFi took over.

Tags: 2000s, 2000s nostalgia, 90s hip hop, boombox, flip phone

99 Problems Zero WiFi Funny Retro Y2K Hip Hop Hat

by Retrours

$12 $19

for
--
:
--
:
--

I Got 99 Problems But Welding Ain't One Welder Hat
Main Tag:  

Description: A black background features the text "I GOT 99 PROBLEMS" in orange, followed by "BUT" in white. A welder in protective gear is shown in the center, with sparks flying from their torch. Below the welder, in large orange letters, is "WELDING" and below that, "AIN'T ONE" in white.

Tags: aint, but, craft, gear, metalwork

I Got 99 Problems But Welding Ain't One Welder Hat

by kuzza.co

$12 $19

for
--
:
--
:
--

I Got 99 Problems And My Daughter Single-Handedly Hat
Main Tag:  

Description: As a last-minute Christmas stocking stuffer, holiday office party gift, white elephant gag gift exchange, Father's or Mother's Day memento, graduation or appreciation day moment, or any time of year or season to celebrate someone special.

Tags: daughter funny, funny kids, lifestyle, mom life

I Got 99 Problems And My Daughter Single-Handedly Hat

by psychedelic pizza art

$12 $19

for
--
:
--
:
--

Got 99 Problems But a Skill Ain't One Hat
Main Tag:  

Description: Got 99 Problems But a Skill Ain't One

Tags: 2007scape, mmorpg, old school, rs, runescape

Got 99 Problems But a Skill Ain't One Hat

by Grand Exchange Graphics

$12 $19

for
--
:
--
:
--

Text Typography I've got 99 problems but a weed ain't one (yet) humor Hat
Main Tag:  

Description: I've got 99 problems but a weed ain't one (yet) features a gardening mom theme with a natural, wearable feel, with hints of plant humor and gardening lover. A natural pick for gardening mom fans, especially as a gift on tees, stickers, hoodies, mugs, and everyday gear.

Tags: agriculture, botany, flowers, garden, gardener
Jay-Z 99 Problems Lyrics Hip Hop Fan Gift Apparel Hat
Main Tag:  

Description: This design features the iconic "I Got 99 Problems" lyrics from Jay-Z's hit song. It's perfect for any hip hop enthusiast or American music lover who appreciates classic rap. The vintage, distressed text gives it a cool, retro vibe, making it an ideal gift for birthdays, concerts, or just everyday wear for a true fan.

Tags: american music, birthday gift, concert, distressed text, hip hop music

Jay-Z 99 Problems Lyrics Hip Hop Fan Gift Apparel Hat

by Tutormade

$12 $19

for
--
:
--
:
--

99 Problems But A Cup Of Coffee Aint One Funny Skeleton Hat
Main Tag:  

Description: A cool skeleton with a map-and-newspaper collage skull, wearing sunglasses and sipping a steaming mug of coffee, delivers the funny mashup line "I've got 99 problems but a cup of coffee ain't one." This edgy mixed-media design blends torn paper textures, vintage typography, and dark humor for a bold, coffee-obsessed statement piece. A great gift idea for coffee lovers, skeleton and skull fans, and anyone who appreciates funny, sarcastic sayings.

Tags: caffeine, caffeine addict, coffee, coffee drinks, coffee lover

99 Problems But A Cup Of Coffee Aint One Funny Skeleton Hat

by graphicspectrals

$12 $19

for
--
:
--
:
--

99 Problems But A Cup Of Coffee Aint One Funny Skeleton Hat
Main Tag:  

Description: A cool skeleton with a map-and-newspaper collage skull, wearing sunglasses and sipping a steaming mug of coffee, delivers the funny mashup line "I've got 99 problems but a cup of coffee ain't one." This edgy mixed-media design blends torn paper textures, vintage typography, and dark humor for a bold, coffee-obsessed statement piece. A great gift idea for coffee lovers, skeleton and skull fans, and anyone who appreciates funny, sarcastic sayings.

Tags: caffeine, caffeine addict, coffee, coffee drinks, coffee lover

99 Problems But A Cup Of Coffee Aint One Funny Skeleton Hat

by graphicspectrals

$12 $19

for
--
:
--
:
--

99 Problems But A Cup Of Coffee Aint One Funny Skeleton Hat
Main Tag:  

Description: A cool skeleton with a map-and-newspaper collage skull, wearing sunglasses and sipping a steaming mug of coffee, delivers the funny mashup line "I've got 99 problems but a cup of coffee ain't one." This edgy mixed-media design blends torn paper textures, vintage typography, and dark humor for a bold, coffee-obsessed statement piece. A great gift idea for coffee lovers, skeleton and skull fans, and anyone who appreciates funny, sarcastic sayings.

Tags: caffeine, caffeine addict, coffee, coffee drinks, coffee lover

99 Problems But A Cup Of Coffee Aint One Funny Skeleton Hat

by graphicspectrals

$12 $19

for
--
:
--
:
--

I Got 99 Problems Money Would Solve All Of Them Retro Hat
Main Tag:  

Description: This sassy retro pin-up design features a glamorous vintage woman in a polka dot dress sipping a drink, surrounded by stars and bold lettering. The text reads “I GOT 99 PROBLEMS” at the top and “& MONEY WOULD LITERALLY SOLVE ALL OF THEM” at the bottom, the perfect honest take on life’s troubles.

Tags: best seller, funny gift, humor, money, newest designs

I Got 99 Problems Money Would Solve All Of Them Retro Hat

by Rowdy Designs

$12 $19

for
--
:
--
:
--

I've Got 99 Problems And Rain Delays Are Most Of Them Hat
Main Tag:  

Description: Funny softball dad design with distressed athletic lettering and rain delay humor in a bold centered sports poster style.

Tags: athletic typography, distressed sports, funny dad, game day humor, rain delay

I've Got 99 Problems And Rain Delays Are Most Of Them Hat

by The Artful Aspie

$12 $19

for
--
:
--
:
--

99 Problems But A Cup Of Coffee Aint One Funny Skeleton Hat
Main Tag:  

Description: A cool skeleton with a map-and-newspaper collage skull, wearing sunglasses and sipping a steaming mug of coffee, delivers the funny mashup line "I've got 99 problems but a cup of coffee ain't one." This edgy mixed-media design blends torn paper textures, vintage typography, and dark humor for a bold, coffee-obsessed statement piece. A great gift idea for coffee lovers, skeleton and skull fans, and anyone who appreciates funny, sarcastic sayings.

Tags: caffeine, caffeine addict, coffee, coffee drinks, coffee lover

99 Problems But A Cup Of Coffee Aint One Funny Skeleton Hat

by graphicspectrals

$12 $19

for
--
:
--
:
--

I've Got 99 Problems And Rain Delays Are Most Of Them Hat
Main Tag:  

Description: Funny softball dad design with distressed athletic lettering and rain delay humor in a bold centered sports poster style.

Tags: athletic typography, distressed sports, funny dad, game day humor, rain delay

I've Got 99 Problems And Rain Delays Are Most Of Them Hat

by The Artful Aspie

$12 $19

for
--
:
--
:
--

99 Problems But A Cup Of Coffee Aint One Funny Skeleton Hat
Main Tag:  

Description: A cool skeleton with a map-and-newspaper collage skull, wearing sunglasses and sipping a steaming mug of coffee, delivers the funny mashup line "I've got 99 problems but a cup of coffee ain't one." This edgy mixed-media design blends torn paper textures, vintage typography, and dark humor for a bold, coffee-obsessed statement piece. A great gift idea for coffee lovers, skeleton and skull fans, and anyone who appreciates funny, sarcastic sayings.

Tags: caffeine, caffeine addict, coffee, coffee drinks, coffee lover

99 Problems But A Cup Of Coffee Aint One Funny Skeleton Hat

by graphicspectrals

$12 $19

for
--
:
--
:
--

99 Problems But A Cup Of Coffee Aint One Funny Skeleton Hat
Main Tag:  

Description: A cool skeleton with a map-and-newspaper collage skull, wearing sunglasses and sipping a steaming mug of coffee, delivers the funny mashup line "I've got 99 problems but a cup of coffee ain't one." This edgy mixed-media design blends torn paper textures, vintage typography, and dark humor for a bold, coffee-obsessed statement piece. A great gift idea for coffee lovers, skeleton and skull fans, and anyone who appreciates funny, sarcastic sayings.

Tags: caffeine, caffeine addict, coffee, coffee drinks, coffee lover

99 Problems But A Cup Of Coffee Aint One Funny Skeleton Hat

by graphicspectrals

$12 $19

for
--
:
--
:
--

99 Problems But A Cup Of Coffee Aint One Funny Skeleton Hat
Main Tag:  

Description: A cool skeleton with a map-and-newspaper collage skull, wearing sunglasses and sipping a steaming mug of coffee, delivers the funny mashup line "I've got 99 problems but a cup of coffee ain't one." This edgy mixed-media design blends torn paper textures, vintage typography, and dark humor for a bold, coffee-obsessed statement piece. A great gift idea for coffee lovers, skeleton and skull fans, and anyone who appreciates funny, sarcastic sayings.

Tags: caffeine, caffeine addict, coffee, coffee drinks, coffee lover

99 Problems But A Cup Of Coffee Aint One Funny Skeleton Hat

by graphicspectrals

$12 $19

for
--
:
--
:
--

99 Problems But A Cup Of Coffee Aint One Funny Skeleton Hat
Main Tag:  

Description: A cool skeleton with a map-and-newspaper collage skull, wearing sunglasses and sipping a steaming mug of coffee, delivers the funny mashup line "I've got 99 problems but a cup of coffee ain't one." This edgy mixed-media design blends torn paper textures, vintage typography, and dark humor for a bold, coffee-obsessed statement piece. A great gift idea for coffee lovers, skeleton and skull fans, and anyone who appreciates funny, sarcastic sayings.

Tags: caffeine, caffeine addict, coffee, coffee drinks, coffee lover

99 Problems But A Cup Of Coffee Aint One Funny Skeleton Hat

by graphicspectrals

$12 $19

for
--
:
--
:
--

I Got 99 Problems And I Caused Them All Funny Raccoon Lover Hat
Main Tag:  

Description: Buy "I Got 99 Problems And I Caused Them All Funny Raccoon Lover" now! Our designs are clever, trendy, and perfect for you! We are so confident in our shirts brightening up your day. Click our store "Eradraw" for more designs and style options.

Tags: 99, all, and, funny, got
I Got 99 Problems And I Caused Them All Funny Raccoon Lover Hat
Main Tag:  

Description: Buy "I Got 99 Problems And I Caused Them All Funny Raccoon Lover" now! Our designs are clever, trendy, and perfect for you! We are so confident in our shirts brightening up your day. Click our store "Eradraw" for more designs and style options.

Tags: 99, all, and, funny, got
99 Problems Bridge Construction Hat

Description: I live in Swissvale, which means for the month of July, I am particularly effed. So I did the only thing there was to do about it: make some t-shirt designs to commemorate this absolute mess which shall one day be behind us.

Tags: 25 day closure, 376, 376 closure, 376 shutdown, bridges

99 Problems Bridge Construction Hat

by polliadesign

$12 $19

for
--
:
--
:
--

Chase Young 99 Problems Hat
Main Tag:  

Description: Chase Young 99 Problems

Tags: football, football fan, football gift, football jersey, football lover

Chase Young 99 Problems Hat

by Murata inspire

$12 $19

for
--
:
--
:
--

I Got 99 Problems But A Witch Ain't One Halloween Hat
Main Tag:  

Description: The I Got 99 Problems But A Witch Ain't One T-Shirt is the perfect witch outfit for any Halloween party out there. This tee is a great gift for anyone who loves witches and Halloween.

Tags: halloweenshirt, witch, witches, halloweentee, halloween gifts

I Got 99 Problems But A Witch Ain't One Halloween Hat

by JustPick

$12 $19

for
--
:
--
:
--

99 Problems Bear Shopping Hat
Main Tag:  

Description: A stylized graphic in a monochromatic green hue on a black background. A teddy bear character is pushing a shopping cart filled with groceries in a supermarket aisle. Text above reads "I GOT 99 PROBLEMS" and text below reads "AND A SWEET LITTLE TREAT WOULD SOLVE MOST OF THEM".

Tags: 99 problems, bear, cart, food, groceries

99 Problems Bear Shopping Hat

by maniacstudio

$12 $19

for
--
:
--
:
--

I Got 99 Problems And A Sweet Little Treat Would Solve Most Of Them Shirt, Funny Retro 90s Meme Hat
Main Tag:  

Description: I Got 99 Problems And A Sweet Little Treat Would Solve Most Of Them Shirt, Funny Retro 90s Meme

Tags: 99 problems and a sweet little treat, bear drawing, cartoon drawing, gifts for sister, i got 99 problems and a sweet little
I'VE GOT 99 PROBLEMS, AND ALL OF THEM ARE MY KIDS' TOYS Hat
Main Tag:  

Description: An official hazard-clearance order, formally certifying the primary matriarch as a top-tier field general navigating a high-stakes, minefield-level obstacle course constructed entirely of plastic building blocks, noisy stuffed animals, and stray pieces of unidentified clutter.

Tags: boy mom, family, mama, mom, mom gift ideas

I'VE GOT 99 PROBLEMS, AND ALL OF THEM ARE MY KIDS' TOYS Hat

by Expired Brain Juice

$12 $19

for
--
:
--
:
--

99 /// Vintage Retro Distressed Hat
Main Tag:  

Description: 99 /// Vintage Retro Distressed Fanmade // Designs by Oilotilia Fanmade available in t-shirt and other merchandise. Hope u like it, enjoy!

Tags: 1999, 1999 birthday, 911, 964, 99 problems

99 /// Vintage Retro Distressed Hat

by Oilotilia

$12 $19

for
--
:
--
:
--

I Have 99 Problems And Darts Is All Of Them Player Hat
Main Tag:  

Description: I Have 99 Problems And Darts Is All Of Them Player

Tags: and darts is all of them, bar game, bullseye, dart league, dartboard

I Have 99 Problems And Darts Is All Of Them Player Hat

by Puah77 Studio

$12 $19

for
--
:
--
:
--

99 Problems 1 HP Typographic Vintage Artwork Hat
Main Tag:  

Description: 99 problems 1 hp typography design

Tags: arcade, artworks, console gaming, funny quote, funny slogan

99 Problems 1 HP Typographic Vintage Artwork Hat

by gege666

$12 $19

for
--
:
--
:
--

I Got 99 Problems And 88 Keys Hat
Main Tag:  

Description: I Got 99 Problems And 88 Keys

Tags: 88 keys, keyboard, music quote, pianist, piano player

I Got 99 Problems And 88 Keys Hat

by JitterZ

$12 $19

for
--
:
--
:
--

Similar Designs

Cart Preview (0)

Adult Apparel

Kids Apparel

Home Goods