5. Kids (1995)
After watching best friends Casper and Telly in effect for 91 of the most depressing minutes of your lives, not only is it likely your woman will never trust you again—she might even suspect you of having HIV and giving it to her. Such is the tale of the two New York City teenagers we witness spending 24 hours running around the city, getting fucked up, and procuring sex by any means possible, whether they're seducing first-timers, or on a far worse note, date raping acquaintances, passing along the virus.
Not likely to inspire confidence in the goodness of men (especially because this shit happens in real life).