Here’s Hailey Glassman on the cover of Steppin’ Out which is apparently a magazine by and for chicks too hookery for Jersey Shore. That said, I’m genuinely surprised Jon Gosselin didn’t let Hailey near his kids. She’s practically a life lesson that will steal your wallet once you’re asleep. Try learning that in your fancy schools.
Photos: Steppin’ Out, Fame



























Tool | February 11, 2010 at 4:33 pm
FIRST!!!!
kaylia | February 11, 2010 at 4:34 pm
was CrackWhore Magazine too classy?
Sarah | February 11, 2010 at 4:35 pm
Worst photoshop job ever.
Seriously.
http://www.popduds.com/ | February 11, 2010 at 4:39 pm
No amount of airbrushing can save this skank.
Richard McBeef | February 11, 2010 at 4:40 pm
WHAT THE MOTHERFUCK IS THAT?
schnozzle | February 11, 2010 at 4:40 pm
she got’s a big ‘ole honkin’ nose on ‘er
Rougher than rocco | February 11, 2010 at 4:40 pm
Oh Im a hater cause I wouldnt follow Jon? Ok.
Uhhh | February 11, 2010 at 4:43 pm
I….
Nah. Too easy.
mikecano | February 11, 2010 at 4:43 pm
honestly, i’d hit that shit and tear it up.
Tucker Jay | February 11, 2010 at 4:48 pm
Wow. I cannot stand her face.
cdkerch | February 11, 2010 at 4:48 pm
I think they broke their airbrush tool trying to slim down that mammoth beer belly… Also, never seen a classier pairing than leather biker gloves and a fake gold snake armband.
cdkerch | February 11, 2010 at 4:50 pm
I think they broke their airbrush tool trying to slim down that mammoth beer belly… no time to get to her child-bearin hips…
yuki | February 11, 2010 at 4:54 pm
ROFLMAO!!!!!!!!!!!!!!!!!!!
is she a wrestler now??
Sport | February 11, 2010 at 4:55 pm
Huh?
dubba | February 11, 2010 at 4:55 pm
that outfit would look great in normal colors… or at least matching colors…
on someone that doesnt look like she got solicited from a curb
…i bet the person who organised this is colorblind
FUCKING GOD ALMIGHTY, BITCH! | February 11, 2010 at 5:03 pm
i judge you as: ugly and boring
next
God the Bounty Hunter | February 11, 2010 at 5:04 pm
Don’t see many bitches with concave hips.
rach | February 11, 2010 at 5:06 pm
Omg that’s the worst photoshop ever! Look at her hips compared to her waist. It looks horrible.
Mr. Nice Guy | February 11, 2010 at 5:08 pm
Big Trade up from Kate, should have kept her.
spmblueeeyz | February 11, 2010 at 5:09 pm
Butterface!
Hollandaze | February 11, 2010 at 5:09 pm
@ 17
LOL
I worship thee!
GrandMa | February 11, 2010 at 5:18 pm
Oh my. Quite a combination of wardrobe and accessories going on there.
And it made the cover. Very nice.
unbelievable | February 11, 2010 at 5:22 pm
Man they had the Photoshop Liquefy workin’ overtime on this. And gee, she gets a cover just because she’s been with Jon?? I’m in the wrong business!
My poor eyes! | February 11, 2010 at 5:25 pm
Did she catch the truck that hit her face?
She’s a two bagger, you need the second bag in case the first one breaks
CP Biscuit | February 11, 2010 at 5:26 pm
Anyone who knows the Howard Stern Show knows that Steppin’ Out Magazine is run by former “contributor” Chauncey, who is the creepiest sycophant there is. I would trust maybe 10% of the interview and almost none of the photos.
Stephiphany | February 11, 2010 at 5:30 pm
This is just way too classy for me. Plastic snake upper arm band? Wow.
Colin | February 11, 2010 at 5:36 pm
I don’t know the terminology to describe this. Calling her a butterface is being cruel to all the other butterfaces out there. Maybe yogurtface. Or one-of-those-lumps-you-find-in-spoiled-milk-face.
Salad Face | February 11, 2010 at 5:40 pm
Hailey triumphant return to the spotlight will be a comeback story for the ages. God bless America.
havoc | February 11, 2010 at 5:43 pm
Looking at her right hand, I thought she was doing the old ping pong ball trick….
.
whatever | February 11, 2010 at 5:52 pm
Wasn’t it CoCo Chanel who said “Before leaving the house, look in the mirror and remove one piece of jewelry”?
Clamhammer | February 11, 2010 at 5:57 pm
You could cut a roast on her jaw bone.
Narcissist | February 11, 2010 at 6:47 pm
“Judge This Haters!”
It sucks goat ass. Also, I estimated her age to be 45 years at first glance.
Jamie Lynn's Uterus | February 11, 2010 at 6:48 pm
She looks like she just had some really bad anal.
NeverOn | February 11, 2010 at 6:55 pm
I thought Roller Derby was dead. She must be channelling than Juno chick/Drew Barrymore lesbian thing.
pimp | February 11, 2010 at 7:10 pm
i’d fuck her with a bag on her head, and a bag on mine in case her’s fell off…
lol | February 11, 2010 at 7:14 pm
next time give it to me to photoshop…
GamerEdier | February 11, 2010 at 7:46 pm
Is it just me or does she look like she raided her mommy’s closet and threw on every sluttly thing she could find?
At least Tila Tequila has a modicum of fashion sense. Fucked up fashion sense, but there you are.
Bubbles | February 11, 2010 at 7:49 pm
Jon’s next TV appearance is confirmed to be in the next season of Trailer Park Boys.
http://www.popduds.com/ | February 11, 2010 at 8:09 pm
Whoever photoshopped her face has no idea what an mandible looks like.
NeverOn | February 11, 2010 at 8:38 pm
Sequel: Hailey Glassman vs Predator and Alien
hank | February 11, 2010 at 8:39 pm
Hit it and run away quickly.
Look, I haven’t been laid in 8 months so my standards are low, OK?
Don’t judge me!
goober | February 11, 2010 at 10:07 pm
Since when is a Chaunce Hayden publication considered a legitimate magazine?
Brooke | February 11, 2010 at 10:10 pm
Is this a real magazine? It looks like one of those amusement park photo shops that let you take wacky photos of yourself on the cover of a magazine with a limited costume selection.
sammy | February 11, 2010 at 10:15 pm
#42, this appears to be a typical Chaunce Hayden publicity stunt.
angry | February 11, 2010 at 10:22 pm
LMAO @ 27
This looks like those flyers you get in Vegas for hookers.
Alli Watermelon | February 11, 2010 at 10:43 pm
Her body looks hot. Obvious the wardrobe is ridiculous….but I don’t remember her face ever being THAT rigid and awkward???
Alli Watermelon | February 11, 2010 at 10:44 pm
P.S. Her face resembles Celine Dion in this picture.
Art | February 11, 2010 at 11:13 pm
Is 2010 going to be the year of ridiculous Photoshop magazine spreads?
Savalas | February 11, 2010 at 11:32 pm
With that makeup job and outfit, She looks like she belongs on the cover of a 1981 Hustler
r4 firmware | February 12, 2010 at 12:00 am
Okay – this is the one time the headline lived up to the story. I clicked it hoping to read something like this and it didn’t disappoint. Unlike Jon’s “you know”…