Little Shots of Happiness (1997)

An urban comedy of identity lost and found via sexual indiscretions, Frances is initially a bored 9-to-5-er. She comes to the much-prolonged decision to leave her mentally unstable husband and begins to live out of her office, unbeknownst to her co-workers. Each night she goes to a different nightclub or a bar in Boston and forces herself out of her protected prim existence by meeting and picking up different men. Through exploring different persona's and what she is capable of, she hopes to find herself.

Unfortunately the movie Little Shots of Happiness is not yet available on HBO Max.