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  1. Romantically Challenged is an American sitcom television series that aired on ABC from April 19, 2010, to May 17, 2010. [1] The series is set in Pittsburgh [2] and was created by Ricky Blitt, who is also the show's head writer. It stars Alyssa Milano.

  2. Romantically Challenged: Created by Ricky Blitt. With Alyssa Milano, Kyle Bornheimer, Josh Lawson, Kelly Stables. Rebecca is a recently-divorced single-mom attorney in Pittsburgh who hasn't dated "since Bill Clinton was president."

    • (587)
    • 2010-04-12
    • Comedy
    • 30
  3. Romantically Challenged. 2010 -2010. 1 Season. ABC. Comedy. TVPG. Watchlist. Four friends, including a mom re-entering the dating pool, look to each other for romantic advice and support....

    • 1
  4. Alyssa Milano returns to TV in a comedy series about four friends who are trying to find love. Milano plays Rebecca, a recently divorced mother who has not dated since the Clinton administration ...

    • (17)
    • 2
    • TV-PG
  5. Mon, May 3, 2010. When it's time for Rebecca and Perry to go back to their high school reunion, Rebecca is ready to confront Jesse, the guy who publicly humiliated her by standing her up at the senior prom. But Perry knows the real reason why she was stood up and tells a preposterous lie to keep Rebecca from discovering the truth.

  6. Alyssa Milano returns to TV in a comedy series about four friends who are trying to find love. Milano plays Rebecca, a recently divorced mother who has not dated...

  7. Meanwhile Perry meets a girl he thinks is perfect - until he finds out she likes to be talked dirty to during their romantic encounters, so Lisa takes it upon herself to coach Perry through Dirty Talk 101; and Rebecca enlists struggling and unpublished writer Shawn to help her son, Justin, write a ...

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