Jizz

wish more cops dressed like this

sexyuniforms

Wish I had reasons to dress up like this these days.

ladybonersgw

What a pretty dress

Wish_I_Was_Her

Wish I could unhook those silly things on her dress

cleavage

Wish I could go out dressed to get picked up and used (more in comments)

GoneWildCD

Wish it wasn't raining. I love my dress. (F)

gonewild

Wish my teachers dressed up like this

sareeNSFW, DesiBoners, IndianBabes, IndianHot, SexyIndianCelebs, NavelNSFW

Wishing for a (f)riend to play dress-up with

gonewild

I'll be dressing like her tonight..

Wish_I_Was_Her

Wish I could just wear this today, but I have to put on a dress :(

PrettyPrincessP

The X-Ray powers we wish we had! (Amateur Chantal)

Dressed_And_Undressed

Wish I could stay dressed like this for the entire day! ❤

gonewild30plus

Wish there was no dress

IndianBabes

Sexy in a dress

Wish_I_Was_Her, BustyPetite, LegalCollegeGirls

Wishing the weather would warm up so I could get back to wearing more skirts and dresses to the o(f)fice so I could provide you with some upskirts from my desk

gonewild

Wish I could nut all over my friend in her tight red dress.

JizzedToThis

Wish to cum on Emma Stone face and observe how semen is dripping on her black dress

JerkOffToCelebs

Wish I could walk around the block in this dress

GoneWildCD

Wish I could dress like this in public :( [F]

gonewild

Wish I had more dresses ?

Sissies

wish had more dress to things better than ;)

BigBoobsGW, u_Thisisforfun98, Stacked

Wish someone else would pull this dress off for me ?

GoneWildCD

Wish I had someone to hold the key and force me to dress like this

chastity

wish it was warm enough to wear skirts/dresses so i could take upskirt pics at work ?

AsiansGoneWild, gonewild

Wish I had a Daddy to dress like this for him :p

traps, GoneWildTrans, BBCsissies

Wish i had it in me to go outside dressed like this

Sissies

Wishing this was your dress shirt

RealGirls, yourf

wish I had the confidence to dress like this more ?

FemBoys

Wish I didn’t have to get dressed [f]or work

petite, xsmallgirls, bigonewild, fitgirls, dykesgonewild, u_prettygirliegirls, u_king4996

Wish I could dress up like this all days

GoneWildCD, RubberSissies, Sissies

Wish I had an older bud to make me dress like this.

jobuds

Wish you could (f)eel my velvet dress?

gonewild

Wish I had a job where I was forced to dress like this:P

Stupidsissyslutsclub

Wished they all Dressed Like This

Hotwifecaption

Wish I had more opportunities to dress up :(

FemBoys

wish my dulhan wore this dress, would give my wedding a twist....and give everyone a view!!

BrownHotties

Dressing like a slut always feels so right, just wish I could afford a proper wardrobe ?

Sissies

Dressing like a slut always feels so right, just wish I could afford a proper wardrobe ?

Sissy_humiliation

wish i could dress like this during my zoom lectures ?

collegesluts

Wish I could dress like this for work every day. Would you fill me all day?

NaughtyWives, WouldYouFuckMyWife

Wish I'd had this dress for senior prom

chubby, VerticalGifs

Dressed and caged, wish someone was here to fuck me

chastity

Wish I could wear this dress in public ?

GoneWildPlus

Wish I could dress like this all the time (f)

gonewild

Wish I didn't have to even get dressed...[m]

undonegw

wishing I had a new dress for my birthday next week

u_sydneydommecd, Sissydating, Sissy_hot, FemBoys, GoneWildCD, Sissies, GoneMildCD

wish i had someone to dress up for

gothsluts

Wishing I wasn't home alone all dressed up

FemBoys

Wish i could dress down for you this Valentine's Day

FrogButt

Wish I could lift my dress up more for you

pantyhose, tights, TightsAndTightClothes

Wishing I had a friend to dress up with in the SFV/818

CaliSissies

Wish I was always dressed like this - kik:heartandheart

Sissykik2