Jennifer Aniston, who (you might recall) was once married to a very famous movie star, has more-or-less been in mourning since their relationship ended in March of 2005.  Although she has dated several celebrities since, including Vince Vaughn, model Paul Sculfor, and John Mayer, she tends to go to all major events as the perpetual third wheel in Courteney Cox and David Arquette’s marriage.  Of course, it is probably mostly tabloid-fueled rumors that play up the bad blood between Jennifer and ex Brad Pitt, who is said to have started his romantic relationship with Angelina Jolie while still married.  Since Brad and Angelina immediately got started on baby-making, and are constantly in the middle of a media circus, it has probably been a bit of a thorn in still-single, nearly-40, childless Jennifer.  It was reported that it was her unpreparedness to become a mother at the time was at the root of her divorce. 

If This Woman Can't Get Her Self-Esteem In Order, She Needs A Better Therapist.  Or Mirror.

If This Woman Can't Get Her Self-Esteem In Order, She Needs A Better Therapist. Or Mirror.

All the better for her, however.  Better that she finds out now that Brad, despite his acting skills and generally-accepted good looks, is a cheater.  And better that she finds out now that Angelina Jolie, despite her proclamations of only adopting children from poor countries and attempts to save the world one cute kid at a time, is a homewrecker.  And, truthfully, Jennifer has to see that any heterosexual man, if given a chance, would take Angelina for a spin. 

But still, our Jennifer pouts.  Even after starring in great movies (and some not-so-great movies), she looks miserable.  Even with good friends, a well-respected career, and the kind of beauty that most men can’t resist, she walks around looking like a sourpuss. 

In her year-long relationship with John Mayer, there have been problems.  They’re together, then they’re not.  She’s letting him stay over, then she’s not.  She approves of John, but her dog does not.  Rumors have flown all over the place that they are breaking up, that she’s pregnant, that she is still pining for her ex-husband.

But maybe, on her birthday this year, Jennifer will smile.  Star Magazine has reported that John Mayer will propose to Jennifer on her 40th birthday.  He is said to have designed the diamond engagement ring himself, and has had it custom-made.  He also, evidently, wants to find a ‘creative’ way to propose.  If what Jennifer needs in order to smile is validation from a sought-after man, then she may get what she wants. 

A source has said “John’s finally agreed to marry her—and now they’re planning a traditional Greek Orthodox wedding”.  Ouch.  ‘Agreed to marry her’?  The only time an engagement should sound so much like a business transaction is when one of the parties in question is trying to fight off rumors of homosexuality (see: Cruise, Tom and Travolta, John).

Whether February 11 will bring an engagement for Jennifer Aniston and John Mayer or not, one hopes that Jen will, at least, take that sour look off of her face and see that life isn’t over.  Besides, how will Courteney and David adjust to doing anything alone?