Jizz

Are you sure this shirt's long enough to pass for a dress?

Bottomless_Vixens

Is it a dress or a shirt? Don't care.

tightdresses

Form Fitting Dress (or is that a shirt?)

WomenOfColor

i have a dress almost as short as this t-shirt...can u see just a bit of ass? & i have 1 more pic that shows just a bit more, not sure which is better for (f)apping

gonewild

Looks like a shirt, but flows like a dress

WtSSTaDaMiT

Seen a lot of shirts lately, so I'll fight back with a dress

WtSSTaDaMiT

tall girl problems: dresses sometimes fit like shirts

GoneMild

Emma Morey in a pink transparent shirt/dress.

iWantToFuckHer, ColorfulPorn

Another shirt I used to wear to church lol Think it's long enough [f]or me to wear as a dress? ;)

gonewild

That shirt goes really well with those yoga pants. Well done! Finally someone who knows how to dress!

CandidFashionPolice

Could this shirt also be a dress? ;) [f]

GoneMild

Grey Shirt/Dress

GirlsWithiPhones, randomsexiness

Adjusting her yellow dress?/skirt?/shirt?/thingy?/ [gif]

BeautifulTitsAndAss, booty

Long shirt or a short dress?

cleavage

A little shirt dress :)

RealGirls

Another shirt (f) I love playing dress up for u

gonewild

Long shirt or short dress?

OpenShirt, cleavage, Boobies, nsfw, nsfw2, amazingtits, Isa_2, BeautifulWomen

Do I need a shirt under this dress?

BigBoobsGW

Sometimes all I want is a cheap dress... But nope, it's a shirt. Why. (Nsfw)

tall

This is a dress or a shirt?

CandidFashionPolice

This is a shirt, but it could work as a dress..

GoneMild

If you let a little dress their self, they'll choose silly socks, cartoon undies, and Daddy's shirt!

littlespace

Long shirt or short dress

girlsdoingnerdythings, tightdresses, HaveToHaveHer, nsfwtop

I'm digging the T-shirt dress and boots look.

NippleRipple, AsianHotties

White Dress vs Tight White Shirt

Ifyouhadtopickone

I love it when girls wear tight dresses, so I thought I'd post a picture of me wearing a tight t-shirt. Hope you like it.

ladybonersgw

A Shirt? A Slip? A Dress?

tightdresses

This shirt could be a dress on me! ;)

Underbun

We can't decided if this is a dress or a shirt?

wifesharing, bestofwives

I told her to wear this shirt as a dress. She posed and said to let Reddit decide. 1 more in comments.

milf, wifesharing, WouldYouFuckMyWife, OnlyHotMilfs

Her belly grew big enough to turn a dress into a shirt - 125 lbs to 195 lbs

wgbeforeafter

Turning dresses into t-shirts

burstingout, amazingtits, BarelyContained, BimboOrNot

Did you need your shirt back to dress up for 1K? Here, let me return it. Congrats to all the sexy guys on r/ondww!

onmww, gonewild30plus

Layering shirts under dresses always makes me feel little and cute :) (daddys not home rn so I didn't make the bed either mwhaha?)

littlespace

Grey t-shirt dress

tightdresses

I come home to catch you napping. Shirt off because of the heat. The fan next to our bed ruffling your hair. You look so peaceful. But I really can't resist waking you up. I lift my dress and gently straddle your hips. I wonder if you will enjoy this view

GoneWildPlus

Hehe, my shirt says "I am nacho baby" ? Looks like the older I get the younger I dress ☺️

littlespace

If I was married to Barbara Palvin, I'd go to this event with her, arm on her waist, showing her off. She'll act all proper and classy but when we get home, she'll take off her dress, put on an oversized t-shirt and we'll eat pizza and watch movies. Then

JerkOffToCelebs

Not sure if long shirt or really short dress

tightdresses

Perfect dress [F]or work or just a shirt?

gonewild

Looking to be spoiled with this shirt dress, I will spoil back ;)

findom

LPT: If you don't have a dress just wear your boyfriends shirt as Mila demonstrates here.

Sundresses, wwwtw

Stripping is (f)ast in a t-shirt dress!

TinyTits, VerticalGifs

When you are 5'9" + thicc every "dress" is a shirt ?

Upskirt

Do you like me in a shirt dress, should I get more? [f]

GoneMild, tightdresses

When you have an ass like mine, every dress becomes a shirt

ass, BiggerThanYouThought, VerticalGifs, PublicFlashing, thiccerthanyouthought, workgonewild, CollegeAmateurs, thickwhitegirls, BreedingMaterial, voluptuous

His shirt is longer than her dress

trashyboners

I like comfy clothes and usually dress like a bum irl. This shirt says “Plant Dad” on the back.

NatashaKaur

New shirt: Had To Dress It Up ?

RealGirls

Should I wear this dress with or without a shirt? ?

OnOff