Sissies Caps

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730 items

SuperSissy Logo pink, blue and white Trucker Hat

Gen X Before All You Sissies Were Born Generation X Funny Humorous Xer Sarcastic Dad Hat

JonesFlora2025

$26.87

~~$33.58~~ (20% off)

Buckle Up Buttercup Black Friday Isn't For Sissies Baseball Cap

omakamattiia

$24.18

~~$30.23~~ (20% off)

swiftie sissies Baseball Cap

Ellie Anne

$16.96

~~$21.20~~ (20% off)

Caged Cock Baseball Cap

goondumb

$23.84

~~$29.81~~ (20% off)

Growing Old Is Not For Sissies, Senior, Purple Trucker Hat

5PointsDigital

$19.19

~~$23.99~~ (20% off)

Growing Old Is Not For Sissies, Senior, Gray Trucker Hat

5PointsDigital

$19.19

~~$23.99~~ (20% off)

Growing Old Is Not For Sissies, Senior, Blue Baseball Cap

5PointsDigital

$20.15

~~$25.19~~ (20% off)

My Squirrel Friends- Rupaul Drag Race Baseball Cap

NickiPost

$20.15

~~$25.19~~ (20% off)

Girly Boy Baseball Cap

QCuLT

$20.15

~~$25.19~~ (20% off)

Sissy Slut Shirt Dad Hat

QCuLT

$20.15

~~$25.19~~ (20% off)

Gen X The Badass Generation Before All You Sissies Baseball Cap

ChelseaEula

$20.15

~~$25.19~~ (20% off)

Sleep Is For Sissies I'm a CNA (yellow) Dad Hat

SewnMemories

$20.15

~~$25.19~~ (20% off)

Copy of Sleep Is For Sissies I'm a CNA (blue) Trucker Hat

SewnMemories

$19.19

~~$23.99~~ (20% off)

Sleep Is For Sissies I'm a CNA (purple) Baseball Cap

SewnMemories

$20.15

~~$25.19~~ (20% off)

SISSY BOY Baseball Cap

QCuLT

$20.15

~~$25.19~~ (20% off)

85 Isn't For Sissies But Here I Am Killin' It! Trucker Hat

LeeChen9586

$21.43

~~$26.79~~ (20% off)

Retro Gen X The Badasss Generation Before All You Sissies Dad Hat

Im Not Old Im Classic Trucker Hat

SierraGirl777

$19.99

~~$24.99~~ (20% off)

Gen X Before All You Sissies Were Born Generation X Funny Adult Sarcastic Baseball Cap

JonesFlora2025

$26.87

~~$33.58~~ (20% off)

Gen X Before All You Sissies Were Born Generation X Sarcastic Pride Trucker Hat

HumansStuck12

$23.99

~~$29.99~~ (20% off)

Soft Boys Club - Femboys Sissies Catboys Dad Hat

Tragically Ludicrous

$20.15

~~$25.19~~ (20% off)

Africa is not for sissies Dad Hat

catherine calder

$18.47

~~$23.09~~ (20% off)

I Love Femboys Femboy Lover Crossdressing Humor Baseball Cap

TheMagicKrew

$20.64

~~$25.80~~ (20% off)

I Love Femboys Crossdressing Humor Femboy Lover Trucker Hat

TheMagicKrew

$19.65

~~$24.57~~ (20% off)

Africa is not for sissies Tribes Dad Hat

Mr Lee

$19.31

~~$24.14~~ (20% off)

I love black guys Dad Hat

QCuLT

$20.15

~~$25.19~~ (20% off)

Africa is not for sissies Rhino Baseball Cap

Mr Lee

$19.31

~~$24.14~~ (20% off)

Earth Football Is For Sissies Trucker Hat

Patricia Brown

$17.59

~~$21.99~~ (20% off)

I'd Rather Be Sucking Cock White On Black Baseball Cap

Africa Is Not For Sissies Baseball Cap

YasmeThiel

$20.15

~~$25.19~~ (20% off)

Locktober - When Sissies are born Trucker Hat

SISSY4SISSIES

$19.19

~~$23.99~~ (20% off)

Locktober - When Sissies are born Dad Hat

SISSY4SISSIES

$20.15

~~$25.19~~ (20% off)

Daddy's Girl Cherry Sissy Baseball Cap

SISSY4SISSIES

$20.15

~~$25.19~~ (20% off)

Candy Girl Lollipop xoxo Sissy Trucker Hat

SISSY4SISSIES

$19.19

~~$23.99~~ (20% off)

Sissy Silhouettes red neon and dark grey Baseball Cap

SISSY4SISSIES

$20.15

~~$25.19~~ (20% off)

Cute AF Unicorn Femboy Sissy Baseball Cap

SISSY4SISSIES

$20.15

~~$25.19~~ (20% off)

Sissy Silhouettes red neon and dark grey Trucker Hat

SISSY4SISSIES

$19.19

~~$23.99~~ (20% off)

I am a Girl Unicorn Femboy Sissy Trucker Hat

SISSY4SISSIES

$19.19

~~$23.99~~ (20% off)

Come here Daddy Fem Silhouette Sissy girl pink and dark grey Baseball Cap

SISSY4SISSIES

$20.15

~~$25.19~~ (20% off)

I'd Rather Be Sucking Cock Baseball Cap

KinkShoppe

$22.67

~~$28.34~~ (20% off)

Sissy Silhouettes pink neon and dark grey Dad Hat

SISSY4SISSIES

$20.15

~~$25.19~~ (20% off)

100% Pink Princess Heart Sissy Girl Trucker Hat

SISSY4SISSIES

$19.19

~~$23.99~~ (20% off)

Daddy's Girl Cherry Sissy Trucker Hat

SISSY4SISSIES

$19.19

~~$23.99~~ (20% off)

Daddy's Girl Cherry Sissy Baseball Cap

SISSY4SISSIES

$20.15

~~$25.19~~ (20% off)

Daddy's Girl Cherry Sissy Baseball Cap

SISSY4SISSIES

$20.15

~~$25.19~~ (20% off)

Come here Daddy Fem Silhouette Sissy girl pink and white Dad Hat

SISSY4SISSIES

$20.15

~~$25.19~~ (20% off)

100% Pink Princess Sissy Girl Dad Hat

SISSY4SISSIES

$20.15

~~$25.19~~ (20% off)

Candy Girl Lollipop xoxo Sissy Dad Hat

SISSY4SISSIES

$20.15

~~$25.19~~ (20% off)

Africa is not for sissies Leopard Trucker Hat

Mr Lee

$18.39

~~$22.99~~ (20% off)

The Badass Generation Before All You Sissies were Born Baseball Cap

KodiakMillyy

$22.00

~~$27.50~~ (20% off)

Candy Girl Lollipop xoxo Sissy Baseball Cap

SISSY4SISSIES

$20.15

~~$25.19~~ (20% off)

Sissy Silhouettes pink neon Baseball Cap

SISSY4SISSIES

$20.15

~~$25.19~~ (20% off)

Gen X The Badass Generation Before All You Sissies Were Born Generation X Attitude Dad Hat

HumansStuck12

$25.19

~~$31.49~~ (20% off)

Sissy Silhouettes pink neon Dad Hat

SISSY4SISSIES

$20.15

~~$25.19~~ (20% off)

Candy Girl Lollipop xoxo Sissy Baseball Cap

SISSY4SISSIES

$20.15

~~$25.19~~ (20% off)

Fem Silhouette Sissy girl pink and dark grey Dad Hat

SISSY4SISSIES

$20.15

~~$25.19~~ (20% off)

Daddy's Girl Cherry Sissy Baseball Cap

SISSY4SISSIES

$20.15

~~$25.19~~ (20% off)

Baby Girl Strawberry Sissy Girl Dad Hat

SISSY4SISSIES

$20.15

~~$25.19~~ (20% off)

Sissy Silhouettes pink neon and dark grey Dad Hat

SISSY4SISSIES

$20.15

~~$25.19~~ (20% off)

Trans Girls Do It Better Trucker Hat

SISSY4SISSIES

$19.19

~~$23.99~~ (20% off)

100% Pink Princess Heart Sissy Girl Dad Hat

SISSY4SISSIES

$20.15

~~$25.19~~ (20% off)

Daddy's Girl Cherry Sissy Dad Hat

SISSY4SISSIES

$20.15

~~$25.19~~ (20% off)

100% Pink Princess Heart Sissy Girl Trucker Hat

SISSY4SISSIES

$19.19

~~$23.99~~ (20% off)

Gen X The Badass Generation Before All You Sissies Were Born Generational Pride Baseball Cap

HumansStuck12

$25.19

~~$31.49~~ (20% off)

Nancy Boy - Punk Aesthetic Trucker Hat

Tragically Ludicrous

$19.19

~~$23.99~~ (20% off)

Love me I'm cute Unicorn Femboy Sissy Dad Hat

SISSY4SISSIES

$20.15

~~$25.19~~ (20% off)

Trans Girls Do It Better Dad Hat

SISSY4SISSIES

$20.15

~~$25.19~~ (20% off)

Red Lipstick Sissy Kiss Signature Dad Hat

SISSY4SISSIES

$20.15

~~$25.19~~ (20% off)

Being a Femboy feels good Unicorn Femboy Sissy Trucker Hat

SISSY4SISSIES

$19.19

~~$23.99~~ (20% off)

I am a Girl Sissy Fem Silhouette pink and red Baseball Cap

SISSY4SISSIES

$20.15

~~$25.19~~ (20% off)

I am a Girl Sissy Fem Silhouette pink and dark grey Baseball Cap

SISSY4SISSIES

$20.15

~~$25.19~~ (20% off)

Old Age — Turns Out I’m a Sissy Trucker Hat

purrtees

$19.19

~~$23.99~~ (20% off)

Sissy Silhouettes pink neon Trucker Hat

SISSY4SISSIES

$19.19

~~$23.99~~ (20% off)

Gen X The Badass Generation Before All You Sissies Were Born Generation X Humor Dad Hat

HumansStuck12

$25.19

~~$31.49~~ (20% off)

Trans Girls Do It Better Baseball Cap

SISSY4SISSIES

$20.15

~~$25.19~~ (20% off)

Gen X The Badass Generation Before All You Sissies Were Born GenX Adult Humor Dad Hat

Simsimah26Parks

$33.58

~~$41.98~~ (20% off)

100% Pink Princess Sissy Girl Baseball Cap

SISSY4SISSIES

$20.15

~~$25.19~~ (20% off)

Fem Silhouette Sissy girl pink and red Trucker Hat

SISSY4SISSIES

$19.19

~~$23.99~~ (20% off)

H O T T I E S Dad Hat

SISSY4SISSIES

$20.15

~~$25.19~~ (20% off)

F E M B O Y S Trucker Hat

SISSY4SISSIES

$19.19

~~$23.99~~ (20% off)

Pink Side of the Moon Hentai Femboy Rainbow Flag Baseball Cap

SISSY4SISSIES

$20.15

~~$25.19~~ (20% off)

Pink Side of the Moon Hentai Femboy Rainbow Flag Dad Hat

SISSY4SISSIES

$20.15

~~$25.19~~ (20% off)

Mouth Sissy Heartbeat (black) Trucker Hat

SISSY4SISSIES

$19.19

~~$23.99~~ (20% off)

Mouth Sissy Heartbeat (red) Dad Hat

SISSY4SISSIES

$20.15

~~$25.19~~ (20% off)

Born to be Sissy Bubbles Baseball Cap

SISSY4SISSIES

$20.15

~~$25.19~~ (20% off)

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Sissies Caps

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