by Free Britney at . Comments

Well, almost. Luckily, an alert passer-by stepped in at the last moment to save Sean Preston Federline's head from hurtling towards the street.

Just the same, this classic celebrity baby picture sums up the tremendous parenting skills of Britney Spears like few others can ...

When he's old enough to appreciate this photo, Sean Preston will want to thank the gentleman who saved him from becoming a road pizza.

Britney Spears and Kevin Federline went on to create another son, Jayden James, just barely one year after Sean Preston's birth in September 2005. Brit then divorced K-Fed, partied with no pants a lot and went insane.

by Free Britney at . Comments

By the cojones, no less!

What gossip fan can forget this celebrity photo classic, starring the newly-engaged and ultra-horny Britney Spears and Kevin Federline, from back in 2004. Ah, to be young, in love and grabbing your fiance's package on a hotel balcony...

After a brief courtship, Britney Spears and K-Fed married, fornicated a lot, had two kids, and called it quits about two years later. Good times.

Celebrating her single status as of late 2006, Britney embarked on an epic binge of clubbing (with no panties on most of the time), violating traffic laws, hooking up with (then quickly discarding) random boyfriends, neglecting Sean and Jayden, and being committed to the psychiatric wards of two different hospitals.

Maybe being with Kevin wasn't that bad after all...

by Mischalova at . Comments

Jennifer Love Hewitt is still very good looking. Don't get us wrong.

But there was a time when this actress was a combination of Megan Fox, Angelina Jolie and Jessica Simpson. The old, hot Jessica Simpson.

Remember her in Party of Five? I Know What You Did Last Summer? The former knockout even admitted, following the filming of that movie, that she embraced - nay, encouraged! - the use of her breasts on film:

"It comes with the territory. Who wants to go to a movie and see a girl running around in sweats three sizes too big? Nobody. I get it. I put on small tops everyday knowing that as I'm crawling around with the camera down my chest, it was all in good fun. It's eye candy."

Yes. It. Is.

Let's hearken back to the amazing days of Jennifer Love Hewitt together, as we drool over a naked FHM photo of her from the early 1990s:

Jennifer Love Hewitt Nude

by Mischalova at . Comments

Now, she's known for being a top-selling country music artist and for dating Chace Crawford.

But a few years ago, no one had ever heard of Carrie Underwood. She was just another American Idol hopeful, trying to impress judges Randy Jackson, Paula Abdul and Simon Cowell.

Let's hearken back to that simpler time with this classic celebrity photo:

by Mischalova at . Comments

Open up our classic celebrity photo vault and you'll find an attractive Britney Spears.

A nude Halle Berry.

Ali Larter and Hayes MacArthur

A non-emaciated Kate Bosworth.

It's a fun trip down memory lane... but it's just gotten a lot more enjoyable!

The Hollywood Gossip staff has uncovered the picture that made Ali Larter famous. Sure, this actress has made a respectable name for herself with a great performance in Heroes - but a few years ago, she made herself something even more memorable:

A whipped cream bikini.

All warm-blooded males remember exactly where they were when Larter sauntered out to seduce the team's new star quarterback (played by James Van Der Beek) in Varsity Blues. It was like this generation's JFK assassination. But in a sexy way.

Check out the scene now. Sort of gives Hayden Panettiere and Minka Kelly something new to aim for in their cheerleading battle, huh?

If Ali Larter naked is serving dessert, we'll take seconds!

by Free Britney at . Comments

We recognize that Halle Berry is an incredibly talented and award-winning actress. But that doesn't mean she's not ridiculously hot as well.

Just take a look at the (censored) photo of an almost nude Halle Berry below

Halle

Taken from Operation: Swordfish, this cool, topless Halle Berry picture the only redeeming thing about the film. Do you remember what it's about? Some thriller involving some sort of a spy plot? Or a documentary about the fishing industry?

Who the hell cares. All we know is that Halle's hotness continues to this day. You don't need plastic surgery, Halle. You're looking pretty darn good as it is.

This remains a favorite, but all Halle Berry photos do it for us. She looks great in anything or nothing, honestly. No wonder Sanjaya Malakar aspires to be her.

by Free Britney at . Comments

Yes, we realize the title of this post is oxymoronic, as nothing at all about Nicole Richie could possibly be considered classic. That word implies something once had redeeming qualities or some semblance of worth, and while Richie may not be as detestable as Spencer Pratt (who is, really), she's hardly vintage.

Just the same, the photos below are a heck of a lot more pleasing than the sickly, ghostly, flat-out wrong Nicole Richie pictures presented to us these days.

Nicole and Harlow

Yes, long before Nicole was known for blowing chunks and Joel Madden, she was just Paris Hilton's slightly chunky, fun-loving pal on the reality TV hit, The Simple Life.

Check out this old Maxim/Stuff spread. While they may be the most airbrushed photos of all time, we definitely prefer the old Nicole. Much like we dig the old Kate Bosworth. 

by Free Britney at . Comments

Yeah, yeah. We know. She's still beautiful on the inside. Always. That's what we want little Sean Preston and Jayden James to know as they grow up in this cruel world.

But come on. Do you prefer the Cue Ball of 2007 to these amazing Britney Spears photos of yesteryear? Yeah. Didn't think so. As much as troubled chicks in detox really turn us on, we long for the good ol' days...

Egyptian Goddess

We still love our girl. That won't change. But you can't deny that she's fallen off the iconic pedestal somewhat. A look at these Britney pics will tell you that.

Long before all the ex-husbands (Jason Alexander, K-Fed), one-night stands (J.R. Rotem) all-night sex romps (Isaac Cohen), sex tape rumors, crotch shots, hard core drug binges, uncontrollable rage, manic depression, possible insanity and head shaving, there was the incomparable goddess that was Britney Spears.

We just miss it, okay?

by Free Britney at . Comments

It may seem crazy to call a picture from 2003 a classic, but remember, this is Hollywood. The world can change in an instant. World-famous sex symbols marry deadbeats and start cranking out kids. Popular, well-respected actors drop off the face of the earth... or go insane... or drive drunk and condemn Jews.

In some cases, actresses we love simply stop eating. It's sad, but just a fact of life. But we still cling to the good days. They are gone but not forgotten. Where does the time go? Ah, the memories. How we miss thee.

Red Carpet Bosworth

Behold, the lovely Kate Bosworth, circa 2003:

Thin, sure. But not gaunt. While she's always been slim, you weren't always able to see her bones, Nicole Richie style, if you know what we're saying. We're saying Kate could go trick-or-treating as herself nowadays and scare the crap out of people.

by Free Britney at . Comments

The Hollywood Gossip lives in the present, bringing you the juiciest and most absurd celebrity news each and every day. But that doesn't mean there aren't days when we long for the past... the days when men were men, when the CW was still the WB, when Britney Spears wasn't married to that ass bag K-Fed and Lindsay Lohan was just a nice young actress trying to make it in this world.

The newest addition to our Classic Celebrity Pictures gallery is none other than the once-fabulous Katie Holmes. It seems hard to believe that the better half of TomKat and the mother of fake baby Suri was once the sweet, normal-looking girl who captured our hearts on the hit TV series Dawson's Creek. See below.

Nice Hat (NOT)!

Wow. Great stuff. We must bring back the real Katie Holmes! Leave us a comment using the link below if you want to join our campaign. Free Katie!

x Close Ad