Submitted by: jaaaaaaaaaaack via Submission Page
You KNOW this guy sings “Beautiful” in front of the mirror every night before bed. And possibly twice a day on weekends.
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That’s a cute dress.
Buffalo Bill is still trying.
Yes! I was thinking that he looks as though he might have a girl down a well back at his place…
I bet if a female was wearing that it wouldn’t be on here. Cross-dressed not does equal poorly dressed in my book
Seconded. This is transphobia.
Your book is wrong.
Yeah, dude’s just a transvestite, apparently. Maybe not as attractive as, say, Eddie Izzard, but it’s a cute dress, and the shoes match, so I’m not seeing a problem here.
maybe the skullet has something to do with it.
It’s the “skullet” as dp points out as well as if you’re gonna go tranny, you really ought to go with full make up, and would sunglasses hurt as well?
Why should a tranny have to wear full make up at all times? Genetic females don’t. She’s obviously comfortable enough with herself to walk around in that and its a reasonable outfit, the only thing that people are picking up on against her is the fact she’s not actively trying to hide her birth gender. More power to her!
You are probably right, with it being women’s clothing and all.
I agree with Amaszing. FAIL.
Cross-dressed and bald does equal poorly dressed. He should at least add a wig to that ensemble.
WRONG. This outfit looks terrible on him, so therefore IS poorly dressed. And nobody posted tranny-hate on here so no need to cry about trans-phobia. Just because he’s cross-dressed does not mean I need to approve it.
I agree w/ Amaszing. The dress is okay, so are the shoes – heck, even the colors match (personally, I don’t like them, but they aren’t horrid or anything). And to top it off, he has nice legs.
About the wig thing: Why? Some men go bald, it’s natural. He’s obviously not trying to look like a woman (no boobs, no make up, etc), he’s just dressing like one. So why would he have to hide his baldness any more than when he dresses like a man?
I think his entire purpose of being is to really freak guys out when he turns around.
Uh…I’m trans and I think this looks like a trainwreck, personally. The dress looks like something a ten-year-old would wear — Most people would be all “WTF” if this was a 40-50 year old woman wearing the same thing.
That being said, people can wear whatever the hell they want.
Exactly. This person is not wearing flattering clothing. Not even close. Showing this much skin only works for those with good skin to show, or they are poorly dressed. The dress is bland, doesn’t fit, too short, too young, too out of date.
Atleast the dress and the shoes match?
I like the bag…
There isn’t anything wrong with the outfit…
…Just something wrong with who’s wearing it.
The comments here are ridiculous. Saying things like, “This is transphobia, he’s not poorly dressed.” Are you kidding? It’s a 50 year old bald man in a skimpy dress and heels. He’s a freak. This isn’t some kind of homophobia – this is noticing a freak in public and pointing it out for others to laugh and mock.
Ze (yes, that is how I refer to genderqueer people or people I don’t know the gender of) looks pretty dreadful, actually. The bottom half barely qualifies as a skirt, plus, minis on someone who’s over 30 just seem really silly. Mint green is a poor colour choice for clothes, too.
Plus, the person should be wearing a wig. If you want to dress femme, and you’ve got a hair loss problem, then yes, wear a wig.
hey there’s no problem with this… to each their own. plus he’s got the legs for it
This *dude*? looks like an aged cross dressing Val Kilmer to me… Is anyone else seeing a resemblance?
I think the real problem with this photo is that we are making fun of a man who likes to cross-dress, but who isn’t actually dressed poorly. that seems discriminatory to me. lets just keep it to the basics people, if the person isnt ACTUALLY poorly dressed, then dont post it.
I disagree. He’s poorly dressed because that outfit looks like something a pre-teen would wear (I think I had something similar when I was 11). I don’t give two craps if he wants to wear a skirt/dress, but he’s too old for one that short. Doesn’t that horrible show on TLC say you can’t wear miniskirts after 30? And while I disagree with how Clinton and witchface treat people, I have to agree that they do know fashion. His hair isn’t exactly awesome, either.
All these photos are making fun of the people featured in them.
Give me a break with the “transphobia.” He’s WAY too old to be wearing a skirt that short, not to mention the skullet. Transsexuals can look ridiculous too. Try harder, buddy.
“It puts the lotion on it’s skin or else it gets the hose again!”
All the wank aside, Ron Howard needs to put his brother back in the Cameo Closet.
In saying that this is transphobia you could say that all the photos posted are a phobia. If there is a photo of a girl dressed slutty and is posted on poorlydressed, does that mean the person is afraid of sluts? No, they just think they look bad. This website is for laughing at how people dress, so laugh. I did when i saw him.
This is outside my local Catholic Club in Campbelltown, NSW, Australia. Westie Trannies FTW!
I thought I recognised the logo on the sign!
I knew it!! I thought i recognised the dumb sign. My mate lives about 2 seconds down the road, wonder if we’ll see him this weekend lol.
Gotta love the Westies
i’ve been wondering what kind of act david lee roth was performing these days…
omg, checkout those cheep kmart shoes!!
hahah WE SAW THAT GUY THE DAY HE WORE THIS OUTFIT!! He’s a cityrail (train) driver and was knocking off work.
i’ve seen photos of this guy before,
wearing girls short shorts.. backwards.
yeeeeeah…
Good on him for standing up for himself, being in a male dominated workplace and all… He’s a bit of an urban legend in Sydney! Having said that the dress is pretty foul. Pastel green is pretty hard to pull off even with a nicer dress than this! It’s definitely on the slutty side, and the fact he’s standing by the side of the road in this image doesn’t help…totally makes him look like a tranny prossie!!!
He definitely qualifies for poorly dressed, however I don’t think he cares which makes him kind of cool. I can’t believe I’m critiquing fashion on this site hahahahaha!!!
I’m pretty sure this guy lives in my area
he was on peopleofwalmart.com…..
the creepiest thing about this picture is the man’s oddly girlish legs
He’s not poorly dressed… if that dress were on a hanger, or a woman, nobody would make a fuss. It’s called cross-dressing, and his being a male doesn’t change the outfit. I agree, transphobia!
Awww, why is Smeagol hooking again? I just gave him a fish two days ago.
A voice in my head is saying, “It puts the lotion in the basket.”
LOL ive seen this guy in real life was tempted to take a photo myself but was in fear i’d be stabbed
“I don’t get it. This is a great outfit, it really brings out the stylish fake gray of the little girl’s hair. WAIT. Omfg, it’s a guy!” – You
Hey Mrs. Garrison there you are!
http://squeezethepulp.com/w/_media/:ho:mr-ms_garrison.jpg
He should stop stealing his daughters dresses!!! Its just wrong!!
Oh my god! How freaky… an Aussie Poorly Dressed entry and it’s someone I actually recognise!! I see this guy all the time around Mortdale, and he has a big thing for pink. One of his fave outfits seems to be a pair of tiny denim hotpants with a pink tank top, that same pink bag and pink high heels. I’ve seen him in it at least three times.
The one thing that always strikes me is that in all his revealing clothes he keeps his legs shaved… but not his shoulders! He has a forest of wiry, grey hairs poking out of them….
But hey, dude dresses like this even in the middle of winter, so gotta give him credit for commitment and for feeling free enough to dress how he wants.
I saw him at Hurstville Coles once, wearing an extremely short leather skirt where you could see the bottom half of his butt cheeks…
yesss! it is who i think it is. I see him on the train. It always seems like bad op shop clothing. He is a brave brave man.
He looks like a Cardassian from Star Trek DS-9.
“Grandpa, get back in here and take your meds!”
I know this dude! He lives in my area.
is your area sydney? or does he just look like someone i know.
I found a date for Popanator….
Anybody see this guy and think of “Mr. Garrison”?
Is this taken in sydney?? I see this guy all the time! He walks through the train carriages on the illawarra line.
I always think: “good for you buddy! you brave brave soul”
Hey, I have shoes just like those! This is obviously a fail, though – no one wears white anymore! How do you keep it clean?
I hang out here since I got banned from WalMart.