Those photos of Madonna nude we posted yesterday - which could be yours for $10,000 or so - leave little doubt that back in 1979, the Material Girl had it goin' on. Even if she couldn't afford a razor as a struggling, unknown model, apparently.

Would you go there now, though? That's a tougher call. Now 50, the top-selling female singer in history still flaunts her sex appeal, or what's left of it. Tell us ...

Posted in: Madonna

Spencer Pratt's sister Stephanie is a cute enough girl, and seems to be nice enough (at least by The Hills' relative standards), albeit a little meddling and pathetic.

But Stephanie Pratt is still the sister of Spencer. We can't decide if she's hot or not, but imagine this fact alone would have to be a deal-breaker for plenty of guys.

Posted in: Stephanie Pratt

We recall alleged actress Tara Reid being pretty cute in American Pie.

But that was like 10 years ago. And with rampant fake tanning, hard partying and botched plastic surgery, those 10 years have been far from kind.

Posted in: Tara Reid

You may know Kat Von D from the hit TLC reality television series Miami Ink and its subsequent spin-off, starring Ms. Von D herself, LA Ink.

If you aren't familiar with her, get familiar with her below. Yowza.

Posted in: Kat Von D

In yesterday afternoon's edition of Would You Hit It?, The Hollywood Gossip profiled country singer Taylor Swift. Poll results were predictably mixed.

We're expecting similarly lukewarm responses to our current subject, Pink. The strange, sort-of-punk/pop singer is either your type, or... well, she's just Pink.

Posted in: Pink

Taylor Swift is kinda cute and all, and we know Joe Jonas would definitely go to first or second base with her (but no further - purity rings and all).

Last night at the VMAs, the country star appeared rather awkward, however, and left our staff pondering the age-old question: Would you hit it?

Posted in: Taylor Swift

A white bikini-clad, somewhat hot Britney Spears headed down to Cabo San Lucas, Mexico, this weekend with a pal, Palms casino owner George Maloof, for a sweet mini-vacation. Now, before you ask the following ...

... we have absolutely no idea. All we want to know is something else - a far simpler and far more important question: Would You Hit It?

Posted in: Britney Spears

The Hollywood Gossip has a tough one today in its Would You Hit That? segment - a gentleman who can generate a variety of opinions.

Fall Out Boy lyricist and bassist Pete Wentz (seen here with BFF John Mayer) was once named to the People Most Beautiful list somehow.

Posted in: Pete Wentz

After three ladies, The Hollywood Gossip is proud to present the first male subject of Would You Hit That? - our newest recurring feature.

Say what you want about Perez Hilton's opinions - the celebrity gossip blogger has crossed over and is a bona fide celebrity in his own right.

Posted in: Perez Hilton