Next Stop Wonderland (1998)

Dumped by her loser boyfriend, Erin’s love life hits rock bottom when her overbearing mother places an embarrassing ad in the “personals” section of a local newspaper on her behalf. Erin’s disgust turns to curiosity as she searches for the right guy in a hilarious series of disastrous dates. Meanwhile, a lonely ex-plumber named Alan clumsily searches for his dream job while narrowly missing one chance meeting with Erin after another.