Kerry Spence is unfulfilled by her soulless career in
advertising, disappointed by her dysfunctional relationship,
and horrified by the ever-increasing size of her ass. Ever
since her gorgeous, self-absorbed boyfriend Sam demoted her
to late night hook-up status, she has fortified herself with
prime-time TV and blissful binges on cream cheese frosting,
awaiting an epiphany that will reveal her next move.
Of course, everybody in her life is full of advice. Her
free-spirited divorcee mother - when not necking furiously
with her much younger boyfriend - sagely counsels her
daughter to do whatever it takes to snag Sam back, since,
quite frankly, he is the best she can do. Her friends ply
her with fruity cocktails and dispense bits of 'Cosmo'
wisdom like "Divide your age in half and add seven - that's
the youngest man you are allowed to date" and "Scotch tape
can eliminate forehead wrinkles." And then there is Kerry's
shrink, the calm, unflappable therapist who suggests she
start "a diary of past encounters with men that may be
contributing to her negative and dysfunctional
quasi-relationship." Or, as Kerry sees it, a journal of
mortifying moments.
Beginning with a kissing game gone bad in grade school, the
journal jump-starts Kerry's stroll down memory lane of man
troubles. But just as Kerry decides her poorly dressed
therapist is as crazy as everybody else in her orbit, she
begins to realize the journal may actually make some
sense - as she plumbs the depths of her most embarrassing
experiences on a quest for personal awareness that will give
her the strength to turn her life around - and just maybe
find love again.
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