Romantically Challenged Photos

  • Romantically Challenged - Season 1 - "Perry and Rebecca's High School Reunion" - Kelly Stables as Lisa and Erinn Hayes as Vanessa
    Photo By: Mitch Haddad/ABC
  • Romantically Challenged - Season 1 - "Perry and Rebecca's High School Reunion" - Erinn Hayes as Vanessa and Josh Lawson as as Shawn
    Photo By: Mitch Haddad/ABC
  • Romantically Challenged - Season 1 - "Perry and Rebecca's High School Reunion" - Alyssa Milano as Rebecca and Kyle Bornheimer as Perry
    Photo By: Mitch Haddad/ABC
  • Romantically Challenged - Season 1 - "Perry and Rebecca's High School Reunion" - Kyle Bornheimer as Perry and Kelly Stables as Lisa
    Photo By: Mitch Haddad/ABC
  • Romantically Challenged - Season 1 - "Perry and Rebecca's High School Reunion" - Kyle Bornheimer as Perry and Alyssa Milano as Rebecca
    Photo By: Mitch Haddad/ABC
  • Romantically Challenged - Season 1 - "Perry and Rebecca's High School Reunion" - Josh Lawson as Shawn and Kelly Stables as Lisa
    Photo By: Mitch Haddad/ABC
  • Romantically Challenged - Season 1 - "Perry and Rebecca's High School Reunion" - Alyssa Milano as Rebecca and Josh Lawson as Shawn
    Photo By: Mitch Haddad/ABC
  • Romantically Challenged - Season 1 - "Perry and Rebecca's High School Reunion" - Erinn Hayes as Vanessa and Josh Lawson as Shawn
    Photo By: Mitch Haddad/ABC
  • Romantically Challenged - Season 1 - "Perry and Rebecca's High School Reunion" - Kelly Stables as Lisa and Josh Lawson as Shawn
    Photo By: Mitch Haddad/ABC
  • Romantically Challenged - Season 1 - "Perry and Rebecca's High School Reunion" - Kristoffer Polaha as Jesse and Kyle Bornheimer as Perry
    Photo By: Mitch Haddad/ABC
  • Romantically Challenged - Season 1 - "Perry and Rebecca's High School Reunion" - Alyssa Milano as Rebecca and Kristoffer Polaha as Jesse
    Photo By: Mitch Haddad/ABC
  • Romantically Challenged - Season 1 - "Perry and Rebecca's High School Reunion" - Eva Fisher and Alyssa Milano as Rebecca
    Photo By: Mitch Haddad/ABC
  • Romantically Challenged - Season 1 - "Perry and Rebecca's High School Reunion" - Josh Lawson as Shawn, Kelly Stables as Lisa, Alyssa Milano as Rebecca and Kyle Bornheimer as Perry
    Photo By: Mitch Haddad/ABC
  • Romantically Challenged - Season 1 - "Perry and Rebecca's High School Reunion" - Kelly Stables as Lisa and Erinn Hayes as Vanessa
    Photo By: Mitch Haddad/ABC
  • Romantically Challenged - Season 1 - "The Charade" - Daniel G. O'Brien, Alyssa Milano as Rebecca, Josh Lawson as Shawn, Kelly Stables as Lisa and Kyle Bornheimer as Perry
    Photo By: Adam Larkey/ABC
  • Romantically Challenged - Season 1 - "The Charade" - Kyle Bornheimer as Perry and Josh Lawson as Shawn
    Photo By: Adam Larkey/ABC
  • Romantically Challenged - Season 1 - "The Charade" - Alyssa Milano as Rebecca and Daniel G. O'Brien
    Photo By: Adam Larkey/ABC
  • Romantically Challenged - Season 1 - "The Charade" - Alyssa Milano as Rebecca, Kelly Stables as Lisa and Daniel G. O'Brien
    Photo By: Adam Larkey/ABC
  • Romantically Challenged - Season 1 - "The Charade" - Josh Lawson as Shawn and Kyle Bornheimer as Perry
    Photo By: Adam Larkey/ABC
  • Romantically Challenged - Season 1 - "The Charade" - Josh Lawson as Shawn and Alyssa Milano as Rebecca
    Photo By: Adam Larkey/ABC
  • Romantically Challenged - Season 1 - "The Charade" - Kelly Stables as Lisa and Daniel G. O'Brien
    Photo By: Adam Larkey/ABC
  • Romantically Challenged - Season 1 - "The Charade" - Daniel G. O'Brien and Alyssa Milano as Rebecca
    Photo By: Adam Larkey/ABC
  • Romantically Challenged - Season 1 - "The Charade" - Kelly Stables as Lisa and Alyssa Milano as Rebecca
    Photo By: Adam Larkey/ABC
  • Romantically Challenged - Season 1 - "The Charade" - Josh Lawson as Shawn, Alyssa Milano as Rebecca, Kelly Stables as Lisa and Kyle Bornheimer as Perry
    Photo By: Adam Larkey/ABC
  • Romantically Challenged - Season 1 - "Rebecca's One Night Stand" - Josh Lawson as Shawn
    Photo By: Adam Taylor/ABC
  • Romantically Challenged - Season 1 - "Rebecca's One Night Stand" - Kelly Stables as Lisa Thomas and Josh Lawson as Shawn Goldwater
    Photo By: Adam Taylor/ABC
  • Romantically Challenged - Season 1 - "Rebecca's One Night Stand" - Josh Lawson as Shawn Goldwater
    Photo By: Adam Taylor/ABC
  • Romantically Challenged - Season 1 - "Rebecca's One Night Stand" - Josh Lawson as Shawn Goldwater
    Photo By: Adam Taylor/ABC
  • Romantically Challenged - Season 1 - "Rebecca's One Night Stand" - Alyssa Milano as Rebecca Thomas
    Photo By: Adam Taylor/ABC
  • Romantically Challenged - Season 1 - "Rebecca's One Night Stand" - Kyle Bornheimer as Perry Gill and Josh Lawson as Shawn Goldwater
    Photo By: Adam Taylor/ABC
  • Romantically Challenged - Season 1 - "Rebecca's One Night Stand" - Alyssa Milano as Rebecca Thomas, Kelly Stables as Lisa Thomas, Kyle Bornheimer as Perry Gill and Josh Lawson as Shawn Goldwater
    Photo By: Adam Taylor/ABC
  • Romantically Challenged - Season 1 - "Rebecca's One Night Stand" - Alyssa Milano as Rebecca Thomas and Paul Greene as Leo
    Photo By: Adam Taylor/ABC
  • Romantically Challenged - Season 1 - "Rebecca's One Night Stand" - Kelly Stables as Lisa Thomas
    Photo By: Adam Taylor/ABC
  • Romantically Challenged - Season 1 - "Rebecca's One Night Stand" - Kyle Bornheimer as Perry Gill
    Photo By: Adam Taylor/ABC
  • Romantically Challenged - Season 1 - "Rebecca's One Night Stand" - Alyssa Milano as Rebecca Thomas
    Photo By: Adam Taylor/ABC
  • Romantically Challenged - Season 1 - Alyssa Milano as Rebecca Thomas
    Photo By: Bob D'Amico/ABC
  • Romantically Challenged - Season 1 - Kyle Bornheimer as Perry Gill, Kelly Stables as Lisa Thomas, Josh Lawson as Shawn Goldwater and Alyssa Milano as Rebecca Thomas
    Photo By: Bob D'Amico/ABC
  • Romantically Challenged - Season 1 - Kelly Stables as Lisa Thomas
    Photo By: Bob D'Amico/ABC
  • Romantically Challenged - Season 1 - Kyle Bornheimer as Perry Gill
    Photo By: Bob D'Amico/ABC
  • Romantically Challenged - Season 1 - Josh Lawson as Shawn Goldwater
    Photo By: Bob D'Amico/ABC

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  • Premise: Four friends, including a mom re-entering the dating pool, look to each other for romantic advice and support. (more)

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