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Sissy Caps
730 items
Hats
Filters (2)
730 items
Most Relevant
My Foreman Cross Dresser Baseball Cap
DonovanEllis
$20.15
$25.19
(20% off)
Caged Cock Baseball Cap
goondumb
$23.84
$29.81
(20% off)
sissy Trucker Hat
KATKattalestv
$19.19
$23.99
(20% off)
SuperSissy Logo pink, blue and white Baseball Cap
SISSY4SISSIES
$20.15
$25.19
(20% off)
CARRIE Trucker Hat
DCdesign
$20.79
$25.99
(20% off)
Boy Girl Pink and Blue Symbol Polo Style Sissy Femboy Transexual Baseball Cap
SISSY4SISSIES
$20.15
$25.19
(20% off)
Boy Girl Best of Both Worlds Pink Blue Symbol Sissy Femboy Transexual Dad Hat
SISSY4SISSIES
$20.15
$25.19
(20% off)
My Squirrel Friends- Rupaul Drag Race Baseball Cap
NickiPost
$20.15
$25.19
(20% off)
Femboy Pink Heart Dad Hat
SISSY4SISSIES
$20.15
$25.19
(20% off)
Carrie [White] Dad Hat
DCdesign
$21.83
$27.29
(20% off)
Cool Bicycles Bike Trucker Hat
Willyboy16
$17.59
$21.99
(20% off)
Diaper Boy NEW! (Blue/Black) Baseball Cap
goldenboyuk
$20.15
$25.19
(20% off)
I'd Rather Be Sucking Cock White On Black Baseball Cap
KinkShoppe
$22.67
$28.34
(20% off)
I'd Rather Be Sucking Cock Baseball Cap
KinkShoppe
$22.67
$28.34
(20% off)
Cute Femboy Fox in Programming Socks Furry Sign Trucker Hat
BlueBullBazaar
$19.19
$23.99
(20% off)
Crossdressing Don’t Disturb Me Baseball Cap
ClaireCum
$20.15
$25.19
(20% off)
I Love My HOTWIFE Dad Hat
QCuLT
$20.15
$25.19
(20% off)
I'd Rather Be Sucking Cock Queer Pride Colours White Baseball Cap
KinkShoppe
$22.67
$28.34
(20% off)
SISSY BOY Trucker Hat
QCuLT
$19.19
$23.99
(20% off)
Best Sissy Ever Essential T-shirt Dad Hat
ThisisNana
$20.15
$25.19
(20% off)
Proud Sissy, Blessed To Be Called Sissy Dad Hat
TrenddyArts
$20.15
$25.19
(20% off)
Gooning - Funny Verified Gooner Dad Hat
ClickForMore
$22.67
$28.34
(20% off)
Femboy Friday Maid Dad Hat
ClaireCum
$20.15
$25.19
(20% off)
Sissy pet dog or cat name in a golden paw, great gift for dog or cat owners Trucker Hat
OCS1337
$16.95
$21.19
(20% off)
Sissy Mouth Dad Hat
FrogLegsLondon
$20.15
$25.19
(20% off)
SISSY SAWYER Trucker Hat
freakydeakydraw
$20.79
$25.99
(20% off)
Sissy Trucker Hat
QCuLT
$19.19
$23.99
(20% off)
Proud Sissy Bows Dad Hat
kgold726
$20.15
$25.19
(20% off)
Proud Sissy Heels Trucker Hat
kgold726
$19.19
$23.99
(20% off)
Bimbo Sissy Dad Hat
Tragically Ludicrous
$20.15
$25.19
(20% off)
Sissy Blue And Better Than You Trucker Hat
Newcomb95
$19.19
$23.99
(20% off)
Pathetic piggy Baseball Cap
Sissypampers
$20.15
$25.19
(20% off)
Girly Boy Trucker Hat
QCuLT
$19.19
$23.99
(20% off)
Goddess Barbie Wordmark Dad Hat
kgold726
$20.15
$25.19
(20% off)
Sissy that walk Baseball Cap
3leggeddogg
$20.99
$26.24
(20% off)
SISSY Baseball Cap
esoporpiepriv
$18.47
$23.09
(20% off)
Sissy Dad Hat
MICHAELMUGENZI
$20.15
$25.19
(20% off)
Cute Little Femboy Baseball Cap
ClaireCum
$20.15
$25.19
(20% off)
Femboy Milk Baseball Cap
GoofyLab
$20.15
$25.19
(20% off)
Femboy Milk Dad Hat
GoofyLab
$20.15
$25.19
(20% off)
sissy movie: women's rights and wrongs Baseball Cap
ivysdaisy
$20.15
$25.19
(20% off)
Merry SISSY Christmas Dad Hat
diixtarshop
$20.15
$25.19
(20% off)
Anaconda Fem Snake Baseball Cap
LadyAnacondaHoa
$20.15
$25.19
(20% off)
Memme, German for Coward, Sissy Trucker Hat
badlydrawnbabe
$19.19
$23.99
(20% off)
BUD & SISSY gift Baseball Cap
mehdiab96
$19.81
$24.77
(20% off)
Daddy's Sissy Baseball Cap
QCuLT
$20.15
$25.19
(20% off)
Bambi Is Live Sissy Hypno Psychedelic Neon Dad Hat
SISSY4SISSIES
$20.15
$25.19
(20% off)
Girly Boy Dad Hat
QCuLT
$20.15
$25.19
(20% off)
Boy Girl Pink and Blue Symbol Sissy Femboy Transexual Dad Hat
SISSY4SISSIES
$20.15
$25.19
(20% off)
Femboy Baseball Cap
SISSY4SISSIES
$20.15
$25.19
(20% off)
Cowboy Take Me Away Baseball Cap
Spoof-Tastic
$19.98
$24.98
(20% off)
Sissy Maid Anime Dad Hat
ClaireCum
$20.15
$25.19
(20% off)
Just One More Dress Dad Hat
ClaireCum
$20.15
$25.19
(20% off)
Portrait of the empress Sissy Dad Hat
HenrikssonFrej
$18.47
$23.09
(20% off)
Sissy Pastel Hearts Dad Hat
ClaireCum
$20.15
$25.19
(20% off)
Sister Baseball Cap
esantoro20
$25.19
$31.49
(20% off)
Sissy blue shirt! Baseball Cap
Maatishop
$17.97
$22.46
(20% off)
Carries Prom Terror Vintage Horror Movie Baseball Cap
Sunshinejavr
$20.15
$25.19
(20% off)
Sissy blue shirt! Trucker Hat
Maatishop
$17.11
$21.39
(20% off)
I am not a sissy Trucker Hat
Rosalyna
$19.19
$23.99
(20% off)
Sissy blue shirt Dad Hat
Maatishop
$17.97
$22.46
(20% off)
Sissy Trucker Hat
SINPRE
$19.19
$23.99
(20% off)
Girl College style red and yellow Trucker Hat
SISSY4SISSIES
$19.19
$23.99
(20% off)
Girl College style red and yellow Trucker Hat
SISSY4SISSIES
$19.19
$23.99
(20% off)
Sissy Trucker Hat
Spoof-Tastic
$19.03
$23.79
(20% off)
Sissy blue shirt! Baseball Cap
Maatishop
$17.97
$22.46
(20% off)
Girl College style pink on pink Dad Hat
SISSY4SISSIES
$20.15
$25.19
(20% off)
Stay Locked for HOA Dad Hat
LadyAnacondaHoa
$20.15
$25.19
(20% off)
Terror Movie Fan Retro Style Baseball Cap
JASOARMAN
$20.15
$25.19
(20% off)
Sissy Club Trucker Hat
Littlenauts
$19.19
$23.99
(20% off)
Im A Cute Little Femboy UWU Dad Hat
Mavace
$20.48
$25.61
(20% off)
Girl College style pink on pink Baseball Cap
SISSY4SISSIES
$20.15
$25.19
(20% off)
Girl College style pink blue Dad Hat
SISSY4SISSIES
$20.15
$25.19
(20% off)
Copy of Femboy College style pink violet purple Baseball Cap
SISSY4SISSIES
$20.15
$25.19
(20% off)
Sissy Maid, Cuckold Dom Sub Fetish Tshirt Trucker Hat
Zosef-artist
$18.39
$22.99
(20% off)
I Love Femboys Unisex Graphic LGBTQ+ Pride Baseball Cap
Mavace
$20.48
$25.61
(20% off)
PartyTown Baseball Cap
Flash-Jordan
$20.15
$25.19
(20% off)
Bud & Sissy Light Pink Edition Dad Hat
Flash-Jordan
$20.15
$25.19
(20% off)
Nice ass to look at Trucker Hat
kakawaldi
$19.19
$23.99
(20% off)
Bud & Sissy Pink Edition Baseball Cap
Flash-Jordan
$20.15
$25.19
(20% off)
Me And The Boys Femboy Maids Baseball Cap
ClaireCum
$20.15
$25.19
(20% off)
Bud & Sissy Red Edition Dad Hat
Flash-Jordan
$20.15
$25.19
(20% off)
Sissy On Duty Baseball Cap
LeatherRebel75
$20.15
$25.19
(20% off)
EMPRESS SISSI Trucker Hat
Bjorkyboy
$19.19
$23.99
(20% off)
Sissy baby maid. Products Dad Hat
Sissypampers
$20.15
$25.19
(20% off)
Sissy Maid Covert - Finishing School Baseball Cap
Laymela Underground
$20.15
$25.19
(20% off)
sissy movie (podcast quote) Baseball Cap
ivysdaisy
$20.15
$25.19
(20% off)
Femboy pride Dad Hat
FemboyRam
$20.15
$25.19
(20% off)
Spacer Snowcones (Logo A) Dad Hat
sissyspacer
$23.51
$29.39
(20% off)
Sissy boy. Trucker Hat
Dj Gavric998
$19.19
$23.99
(20% off)
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