Entertainment
781 voters

America's Most Missed Ex-Boyfriends

Updated June 14, 2019 7.6k votes 781 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.

  • 1
    Rider Strong
    289
    102

    Rider Strong

    Boy Meets World, Kim Possible

    Age40

    BirthplaceCalifornia, United States of America

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  • 2
    Ian Somerhalder
    292
    135

    Ian Somerhalder

    The Rules of Attraction, Lost

    Age41

    BirthplaceCovington, Louisiana, United States of America

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  • 3
    Chad Michael Murray
    213
    143

    Chad Michael Murray

    One Tree Hill, House of Wax

    Age39

    BirthplaceBuffalo, New York, United States of America

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  • 4
    James Van Der Beek
    159
    101

    James Van Der Beek

    Dawson's Creek, Castle in the Sky

    Age38

    BirthplaceCheshire, Connecticut, USA

  • 5
    Shane West
    155
    101

    Shane West

    A Walk to Remember, Nikita

    Age42

    BirthplaceBaton Rouge, Louisiana, United States of America

  • 6
    Josh Hartnett
    171
    118

    Josh Hartnett

    Black Hawk Down, Lucky Number Slevin

    Age42

    BirthplaceSaint Paul, Minnesota, United States of America

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  • 7
    Jared Padalecki
    195
    141

    Jared Padalecki

    Supernatural, Friday the 13th

    Age38

    BirthplaceSan Antonio, Texas, United States of America

  • 8
    Ryan Phillippe
    185
    132

    Ryan Phillippe

    Flags of Our Fathers, Cruel Intentions

    Age41

    BirthplaceNew Castle, Delaware, USA

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  • 9
    Freddie Prinze, Jr.
    186
    133

    Freddie Prinze, Jr.

    Scooby-Doo, She's All That

    Age44

    BirthplaceLos Angeles, California, United States of America

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  • 10
    Jonathan Taylor Thomas
    168
    131

    Jonathan Taylor Thomas

    The Lion King, Home Improvement

    Age39

    BirthplaceBethlehem, Pennsylvania, United States of America

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  • 11
    Hayden Christensen
    132
    100

    Hayden Christensen

    Star Wars: Episode III - Revenge of the Sith, Star Wars: Episode II - Attack of the Clones

    Age34

    BirthplaceVancouver, Canada

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  • 12
    Milo Ventimiglia
    142
    111

    Milo Ventimiglia

    Rocky Balboa, Heroes

    Age43

    BirthplaceAnaheim, California, United States of America

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  • 13
    Devon Sawa
    122
    100

    Devon Sawa

    Final Destination, Idle Hands

    Age42

    BirthplaceVancouver, Canada

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  • 14
    Emile Hirsch
    112
    92

    Emile Hirsch

    Into the Wild, The Girl Next Door

    Age35

    BirthplaceTopanga, California, United States of America

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  • 15
    Erik von Detten
    111
    92

    Erik von Detten

    Toy Story, Toy Story 3

    Age37

    BirthplaceUSA, California, San Diego

  • 16
    Zachery Ty Bryan
    102
    91

    Zachery Ty Bryan

    Home Improvement, The Fast and the Furious: Tokyo Drift

    Age38

    BirthplaceUSA, Ophir, Colorado

  • 17
    Nick Carter
    113
    118

    Nick Carter

    The Concert for New York City, Backstreet Boys: All Access Video

    Age40

    BirthplaceJamestown, New York, United States of America

    More Nick Carter 

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  • 18
    C. Thomas Howell
    56
    52

    C. Thomas Howell

    E.T. the Extra-Terrestrial, The Outsiders

    Age49

    BirthplaceLos Angeles, California, USA

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  • 19
    Andrew Keegan
    92
    106

    Andrew Keegan

    Independence Day, 10 Things I Hate About You

    Age41

    BirthplaceLos Angeles, USA, California

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  • 20
    Frankie Muniz
    96
    111

    Frankie Muniz

    Malcolm in the Middle, My Dog Skip

    Age34

    BirthplaceUSA, Wood-Ridge, New Jersey

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  • 21
    Adrian Grenier
    78
    90

    Adrian Grenier

    Entourage, The Devil Wears Prada

    Age44

    BirthplaceSanta Fe, New Mexico, United States of America

  • 22
    Casper Van Dien
    66
    84

    Casper Van Dien

    Starship Troopers, Sleepy Hollow

    Age51

    BirthplaceMilton, Florida, United States of America

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  • 23
    Tyler Hoechlin
    73
    94

    Tyler Hoechlin

    Road to Perdition, Teen Wolf

    Age33

    BirthplaceCorona, California, United States of America

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  • 24
    Brian Austin Green
    70
    96

    Brian Austin Green

    Beverly Hills, 90210

    Age47

    BirthplaceVan Nuys, Los Angeles, California, USA

  • 25
    Barry Watson
    67
    91

    Barry Watson

    Ocean's Eleven, 7th Heaven

    Age46

    BirthplaceTraverse City, Michigan, United States of America

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