Jessica Simpson has taken her friendship with ex Smashing Pumpkins singer, Billy Corgan, to the next level.


The 29 year old pop star has recently been seen with the 42 year old rock star, who she has been friends with for a while. If you have no idea what Billy looks like, then look no further:

 Billy Corgan, frontman of ex Smashing Pumpkins and Jessica Simpsons alleged boyfriend.

It's reported her friends all think he's too old for her and they're a bit sick of hearing her go on about every boyfriend being 'the one' - we don't blame them! We don't care about the age gap but the thing is we just can't picture these two together. We didn't know Jess went for the bald type...

Jess has had a few unlucky disasters in her love life over the past 4 years, so we've taken a look back at who else she's dated.

 

 Newlyweds - Jessica and Nick Lachey while they were happily married.

 

Having started dating in 1999, the couple got married in 2002 and filmed most of their marriage for the reality TV show 'Newlyweds.' What did you think of the TV show?

But the happy couple's marriage soon ended in 2005 because their relationship had been on the rocks for some time.

Do you think Nick's hot or not?

Click next for more on Jessica's lads...