It stars Aidan Gillen and Renée Weldon, who won an Irish Film and Television Award for Best Actress in a Leading Role for her performance.
Her mother Rosie (Susan Fitzgerald) has succumbed to premature dementia and lives in a home.
Conor Flynn (Aidan Gillen) manages a quiet, traditional pub in the city, owned by his father.
Conor takes care of the Old Man (Eamon Morrissey), a hardened drinker (who is actually his father).
After a furious row with Ivan at a party (sparked by Ivan's clear interest in the sexy Eva, played by Irina Björklund, who is apparently not the first of his "distractions", and ending with him basically dumping Michelle), a visibly upset Michelle bursts into Flynn's pub after hours.
Her friend Kathy (Sinead Keenan) comes to take her home but not before Conor's interest is piqued.
The morning after, a chastened and hungover Michelle returns to the pub to collect her phone.
They are interrupted by the arrival of Ivan, who lets himself into the apartment with his own set of keys, which he had earlier refused to give back.
Tara Brady in Hot Press wrote "The film makes for sweet likeable drama and Renee Weldon is remarkable as a spiky, sensual, triple-vodka swilling anti-Bridget Jones.
"[2] Esther McCarthy in Sunday World called it a "provocative and entertaining movie about the modern dating game".
[3] In his review for The Irish Times, Michael Dwyer said "in her first leading role, Weldon sparkles with screen presence, belts out a fine version of Crowded House's "Fall at Your Feet", and comfortably holds her own with the subtly expressive Gillen, a Tony nominee on Broadway and one of Ireland's finest actors.
Connolly propels the narrative with the keen sense of pacing and atmosphere he brought to Flick.
"[4] In an article in The Sunday Times subtitled Irish Film Grows Up, Gerry McCarthy concludes "Flawed, though it is, Trouble With Sex is proof that a film can be commercially viable without being loud or juvenile.
Connolly shows that catching a reflection of contemporary life remains a valid aspiration for a film-maker.
"[5] Renée Weldon won the Best Actress in a Leading Role for Trouble With Sex at the 2005 Irish Film & Television Awards.
The film received a domestic theatrical release opening in cinemas on 6 May 2005.