Entertainment

782 voters

America's Most Missed Ex-Boyfriends

Updated June 14, 2019 7.1k votes 782 voters 8.6k views33 items

List RulesFormer American heartthrobs who ghosted without even texting goodbye or at least the waving hand emoji.

So what does America’s ex-boyfriend mean? It’s pretty simple actually. America’s ex boyfriend is any number of male stars that faded in obscurity after being white hot. Guys like Jonathan Taylor Thomas, Devon Sawa, and Josh Hartnett are perfect examples of dudes who are so totally America’s ex boyfriend. You know the type right? A guy that seems so totally hot that you just have to sneak him into your bedroom no matter what your parents or even your best friends say. But now every single one of these guys has pretty much disappeared off the face of the earth, and we’re probably better off for it. Pull out your Trapper Keepers and get ready to take a stroll down memory lane while ranking America’s worst ex-boyfriends.

Once upon a time, you probably had pictures of most of the guys on this list of America’s worst ex boyfriends pinned up in your locker. Whether you leaned toward Nick Carter or Chad Michael Murray, you were crazy about at least one of the faded stars listed heret. And not just you, but all of America was charmed by these once handsome ragamuffins who’ve now seen their careers circle the drain. The world will never forget these studs from the past, but hopefully they stay there because they can’t compete with guys like the Biebs and Harry Styles – two stars who will definitely never fade.

Vote up the former heartthrobs you think are America’s worst ex boyfriends, and add any other stars who faded into obscurity to the list.

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Rider Strong
Boy Meets World, Kim Possible
Age: 40
Birthplace: California, United States of America
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#12 of 14 Kids Of TGIF Shows: Where Are They Now?#5 of 30 The Cast of 'Boy Meets World': Where Are They Now?
2
288
134
Ian Somerhalder
The Rules of Attraction, Lost
Age: 41
Birthplace: Covington, Louisiana, United States of America
More Ian Somerhalder
#256 of 310 The Coolest Actors Ever#29 of 200 The Hottest Men Of 2021, Ranked
3
210
141
Chad Michael Murray
One Tree Hill, House of Wax
Age: 39
Birthplace: Buffalo, New York, United States of America
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#35 of 115 The Best Hallmark Channel Actors & Actresses Under 40#13 of 18 18 Celebrities Who Peaked Way Too Hard
4
158
99
James Van Der Beek
Dawson's Creek, Castle in the Sky
Age: 38
Birthplace: Cheshire, Connecticut, USA
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#158 of 191 The Greatest Child Stars Who Are Still Acting#375 of 461 The Best TV Actors of All Time
5
153
99
Shane West
A Walk to Remember, Nikita
Age: 42
Birthplace: Baton Rouge, Louisiana, United States of America
6
193
138
Jared Padalecki
Supernatural, Friday the 13th
Age: 38
Birthplace: San Antonio, Texas, United States of America
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#204 of 264 The Best (Male) Actors Working Today#237 of 439 Famous Men You'd Want to Have a Beer With
7
184
130
Ryan Phillippe
Flags of Our Fathers, Cruel Intentions
Age: 46
Birthplace: USA, Delaware, New Castle
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#28 of 57 Celebrities Who Were Caught Cheating#436 of 600 Every Person Who Has Hosted 'Saturday Night Live'
8
168
116
Josh Hartnett
Black Hawk Down, Lucky Number Slevin
Age: 42
Birthplace: Saint Paul, Minnesota, United States of America
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Why Hollywood Blackballed Josh Hartnett (And How He Made It Work Anyway)#31 of 52 Actors Who Almost Got the Part in a DC Film
9
183
131
Freddie Prinze, Jr.
Scooby-Doo, She's All That
Age: 44
Birthplace: Los Angeles, California, United States of America
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#4 of 14 Actors From The ’90s Who Were Supposed To Be The Next Big Thing, But Never Quite Made It#12 of 30 Actors Who Peaked In The '90s And Deserve To Make Comebacks
10
167
129
Jonathan Taylor Thomas
The Lion King, Home Improvement
Age: 39
Birthplace: Bethlehem, Pennsylvania, United States of America
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11
131
99
Hayden Christensen
Star Wars: Episode III - Revenge of the Sith, Star Wars: Episode II - Attack of the Clones
Age: 34
Birthplace: Vancouver, Canada
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#15 of 26 The Biggest Facepalms in Movie Casting History#43 of 44 The Best Actors Who Won Razzies
12
140
110
Milo Ventimiglia
Rocky Balboa, Heroes
Age: 43
Birthplace: Anaheim, California, United States of America
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#170 of 187 The Best Living American Actors#17 of 29 The Most Eligible Bachelors Of 2021
13
121
98
Devon Sawa
Final Destination, Idle Hands
Age: 42
Birthplace: Vancouver, Canada
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14
110
91
Emile Hirsch
Into the Wild, The Girl Next Door
Age: 35
Birthplace: Topanga, California, United States of America
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15
110
91
Erik von Detten
Toy Story, Toy Story 3
Age: 37
Birthplace: San Diego, California, USA
16
102
90
Zachery Ty Bryan
Home Improvement, The Fast and the Furious: Tokyo Drift
Age: 38
Birthplace: USA, Ophir, Colorado
17
111
116
Nick Carter
The Concert for New York City, Backstreet Boys: All Access Video
Age: 40
Birthplace: Jamestown, New York, United States of America
More Nick Carter
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56
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C. Thomas Howell
E.T. the Extra-Terrestrial, The Outsiders
Age: 49
Birthplace: Los Angeles, USA, California
More C. Thomas Howell
#527 of 1,017 The Best Actors in Film History#25 of 110 The Greatest '80s Teen Stars
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92
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Andrew Keegan
Independence Day, 10 Things I Hate About You
Age: 41
Birthplace: Los Angeles, USA, California
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#37 of 44 '90s Celebrities You Should Be Following on Instagram#273 of 466 Celebrities You Didn't Know Use Stage Names
20
96
109
Frankie Muniz
Malcolm in the Middle, My Dog Skip
Age: 34
Birthplace: USA, Wood-Ridge, New Jersey
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#91 of 289 The Best 'Dancing With The Stars' Contestants, Ranked#860 of 904 Celebrity Death Pool 2021
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77
88
Adrian Grenier
Entourage, The Devil Wears Prada
Age: 44
Birthplace: Santa Fe, New Mexico, United States of America
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#43 of 55 Celebrities You'd Want To Go To Vegas With#7 of 25 Buff Celebrity Men And The Little Dogs That Love Them
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66
83
Casper Van Dien
Starship Troopers, Sleepy Hollow
Age: 51
Birthplace: Milton, Florida, United States of America
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#101 of 146 The Best Hallmark Channel Actors#89 of 170 If You Fought To The Death, Who Would You Want By Your Side?
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72
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Tyler Hoechlin
Road to Perdition, Teen Wolf
Age: 33
Birthplace: Corona, California, USA
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70
94
Brian Austin Green
Beverly Hills, 90210
Age: 47
Birthplace: Van Nuys, Los Angeles, California, United States of America
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#186 of 188 The Best Rappers From Los Angeles#16 of 26 Celebrities Who Are (Allegedly) Swingers
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66
90
Barry Watson
Ocean's Eleven, 7th Heaven
Age: 46
Birthplace: Traverse City, Michigan, United States of America