Unhitched (2008)

Unhitched is a comedy series set in Boston following four friends learning the painful lessons of starting over in their 30s, who go about looking for true love in all the wrong places. In the opener, Jack "Gator" Gately finds himself ill-prepared to re-enter the dating scene as a blind date goes bananas for him; his friend and neighbor Kate finds big things come in small packages when she dates a member of the Boston Celtics; and Indian-born Dr. Freddy learns that love isn't cheap with the woman of your dreams.