All Seasons

Season 1

  • S01E01 Rich & Katie

    • October 16, 2011
    • VH1

    On the premiere of Why Am I Still Single, Siggy sets out to help New York's most hopeless daters and get them on the road to a healthy dating life.

  • S01E02 Michael & Nikki

    • October 23, 2011
    • VH1

    Lots of guys want to settle down and have a family, but Siggy's newest client Michael takes it to the next level while Siggy's other client Nikki is too afraid to stand up for what she wants.

  • S01E03 Sergio & Grace

    • October 30, 2011
    • VH1

    Siggy's newest clients, Grace and Sergio couldn't be more different. Sergio is a socially awkward nerd whose neurotic gestures keep the ladies at bay, while Grace is an aggressive man-eater.

  • S01E04 Ebonie & Oneal

    • November 6, 2011
    • VH1

    What do a budding pop-star & a potential princess have in common? Nothing, which is why sparks fly when Siggy sets up Ebonie & Oneal on a test date that covers everything from bathroom habits to inappropriately placed tattoos.

  • S01E05 Josh & Carissa

    • November 13, 2011
    • VH1

    Siggy gets her first test date walkout as a mild-mannered mamma's boy gets fed up with an overly aggressive model.

  • S01E06 Justin & Anna

    • November 20, 2011
    • VH1

    What happens when the world's most shallow man goes out with the world's deepest woman? Siggy finds out when Socialite and egomaniac Justin Ross Lee has a fiery test date with wannabe Zen Master Ana.

  • S01E07 James & Alexis

    • November 27, 2011
    • VH1

    Siggy plays a game of chicken with Alexis' dating life and the twins drop the makeover of the year on James.

  • S01E08 Lindsay & Jay

    • December 4, 2011
    • VH1

    Siggy's newest clients couldn't be more different. Lindsay totally limits herself by only dating her friends, while Jay's only limit is the amount of girls he can squeeze into a night.

  • S01E09 Ahtu & Thembi

    • December 11, 2011
    • VH1

    Siggy squares off against a professional wrestler and the world champion of criticism when she tries to get her newest clients' dating lives back in order.

  • S01E10 Mike & Lucia

    • December 18, 2011
    • VH1

    What do you get when you combine a Latina Bombshell and an aspiring hipster comic? The perfect recipe for this season's final episode.