It’s got to hurt to know you’re farther down the list than Tom Green.
Nah. She just met him first
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Anna Kendrick. Born earlier in the same year.
Also, Dana DeLorenzo, from Ash vs Evil Dead.
Jamie Lee Curtis - a year and a half older than me.
Valerie Bertinelli - 11 days younger than me.
How about 8 years younger?
LOVE Simon Baker (The Mentalist). That beautiful hair…
Hmmm… I’m expanding the window to within-the-decade, just because.
Halle Berry, Sandra Bullock. Preferrably simultaneously, be front page in all the celeb media sites!
The “5 year” thing is killing me! Can’t come up with one.
In a pinch, I’ll say Christy Canyon. 
Jennifer Aniston
She gets more beautiful every year. Just 4 years younger.
Valerie Bertinelli. Right at 5 years younger, to within a month.
Ellen Barkin is 28 days older than I am, so I’ll pick her.
I remember when she was the cashier down the street at the corner grocery store. Not my type, but she certainly held the attention of my friends.
As to the OP, hard to say. I just don’t really have celebrity crushes. The on,y one I could think of is Rachel Bloom, but she’s 12 years my junior. Laetitia Casta is within the five year rule, but I have no idea what she’s up to these days or what she looks like. I suspect I still wouldn’t kick her out of bed for eating crackers.
Dana Delaney’s only 4 years older than me, but I won’t hold that against her.
Ming-Na Wen’s 3 years younger. Decisions, decisions…
I’m very immature and frankly, I don’t cotton to geezers. And I must be older than dirt because it was hard to find a geezer near my age at all! … However, my top three:
Sting (have adored him since his early Police days)
Harrison Ford (j’adore)
Robert Carlyle (I like Once Upon A Time, but his presence makes me LOVE it)
FTR, Dawn Wells is considerably more than five years older than me, but I’d still do her anyway! :o
Madchen Amick is four years older than I am, but my love for her transcends time and space.
Jamie Lee Curtis, 8 months younger than me, Jodie Foster, 4 years younger than me, Meg Ryan, 3 years younger than me. Not that I’d have a shot with any of them, but have had crushes on all three for many, many years.
Blythe Danner is outside the five-year window, but who cares.