Romantically Challenged

Watch Romantically Challenged

  • 2010
  • 1 Season
  • 5.3  (587)

Romantically Challenged is a charming romantic comedy series that aired on ABC in 2010, showcasing the ups and downs of love and relationships through the lens of its endearing characters. The show stars Alyssa Milano as Rebecca, a recently divorced single mother navigating the complexities of dating while trying to maintain a balanced life for her two young children. With sharp humor and relatable scenarios, the series captures the challenges that come with re-entering the dating scene after a significant life change.

From the onset, viewers are introduced to Rebecca, who embodies the struggles many face during life transitions. As she attempts to rediscover her own identity outside of marriage and motherhood, Rebecca's journey is both heartfelt and humorous. The series emphasizes her strength and resilience while exploring the emotional rollercoaster of seeking love and validation in a world that often feels daunting. Rebecca's character resonates with many viewers who may find themselves in similar situations, making her journey both relatable and compelling.

Supporting Rebecca are her close friends, who form a vibrant ensemble cast. Each character brings their unique perspective on relationships, contributing to the dynamic and often hilarious interactions. Among them is Rebecca's best friend, played by the talented and comedic Liza, who serves as Rebecca's confidante and partner-in-crime during her dating escapades. Liza's character offers both comic relief and wise counsel, embodying the quintessential supportive friend who helps navigate the turbulent waters of romance.

Additionally, the series features Rebecca's ex-husband, a character whose presence adds complexity to her journey. Their interactions highlight the challenges of co-parenting and maintaining a respectful relationship despite their past. This dynamic brings another layer to the narrative, showcasing the intricacies of love and relationships that extend beyond the romantic sphere.

Romantically Challenged also dives into the lives of Rebecca

Romantically Challenged
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Seasons
Rebecca's One Night Stand
4. Rebecca's One Night Stand
May 17, 2010
Rebecca has her first one night stand with Leo, but complicates things when she calls him the next morning. Her sister Lisa will have to help her get rid of Leo. Perry decides to take a break from work but this only irritates his unemployed roommate Shawn.
Perry and Rebecca's High School Reunion
3. Perry and Rebecca's High School Reunion
May 3, 2010
At her high school reunion, Rebecca confronts the guy who ditched her at Prom. Meanwhile, Shawn uses Lisa's friend so that he can watch her cable TV.
The Charade
2. The Charade
April 26, 2010
Rebecca wants to find out why Lisa would break up with "nice guy'' Neil; a pretty woman distracts Shawn on his way to pick up Perry from his dental surgery.
Don't Be Yourself
1. Don't Be Yourself
April 19, 2010
Lisa persuades her sister Rebecca to have her first one night stand; an overworked Perry irritates his unemployed roommate Shawn.
Description
  • Premiere Date
    April 19, 2010
  • IMDB Rating
    5.3  (587)
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