All Products

40 products

Pineapple Syndicate Fore Play tee featuring a tattooed golf pinup in a green outfit mid-swing with golf course backdrop, pineapple golf-ball tee detail, badge graphic, and bold black-and-cream framing.

Foreplay Tee
$36.99
$36.99
Pineapple Syndicate Foursomes tee featuring a tattooed golf pinup with pink golf balls, golf club, I Love Foursomes badge, pineapple pendant, checkered details, and bold black-and-cream framing.

Foursomes Tee
$36.99
$36.99
Pineapple Syndicate Gasparilla Chapter tee featuring a tattooed pirate pinup, stormy seas, tentacles, pirate flag, and bold chapter lettering.

Gaspar Chapter Tee
$36.99
$36.99
Pineapple Syndicate Gold Grill Signal tee featuring glossy red lips with a gold grill, pineapple tooth detail, pineapple side icons, and bold red-and-gold circular framing.

Gold Grill Signal Tee
$36.99
$36.99
Pineapple Syndicate tee featuring a tattooed pinup with a gold grill, heavy gold chain with pineapple pendant, city skyline, and bold red-and-gold framing.

Grillz Tee
$36.99
$36.99
Pineapple Syndicate Hotwife tee featuring a tattooed pinup in a black top with red Hotwife script, Hotwifing badge, good-times icons, gold pineapple pendant, and bold black, cream, red, and gold framing.

Hotwife Tee
$36.99
$36.99
Pineapple Syndicate Release the Kraken tee featuring a pineapple skull with kraken tentacles, lightning details, black-and-gold framing, and bold statement lettering.

Kraken Unisex Tee
$36.99
$36.99
Pineapple Syndicate Lifestyle Legend tee featuring a tattooed pinup with red roses, gold pineapple pendant, lowrider scene, street backdrop, and bold red, black, and gold framing.

Lifestyle Legend Tee
$36.99
$36.99
Pineapple Syndicate Miami Chapter tee featuring a tropical pinup with cocktail, flamingo, neon Miami 305 sign, Art Deco hotel backdrop, and pink-and-turquoise framing.

Miami Chapter Tee
$36.99
$36.99
Pineapple Syndicate NYC Chapter tee featuring a Lady Liberty pinup holding a flaming pineapple torch with Manhattan skyline, waterfront lights, bridge scene, and bold black-and-cream framing.

NYC Chapter Tee
$36.99
$36.99
Product mocPineapple Syndicate Orlando Chapter tee featuring a tropical pinup with orange dress, 407 After Dark badge, Lake Eola fountain, Orlando skyline, citrus details, and bold black-and-gold framing.

Orlando Chapter Tee
$36.99
$36.99
Pineapple Syndicate Pacific Division tee featuring a tattooed pinup surrounded by octopus tentacles, crashing waves, and an upside-down pineapple.

Pacific Division Tee
$36.99
$36.99