This was a favorite tactic of Poison Ivy in her early appearances in the Batman comics. Gradually she gained the ability to generate poisons in her body, negating the need for the drugged lipstick.
In her earliest appearances in Batman: The Animated Series, Poison Ivy is shown applying drugged lipstick to create her toxic kisses, something she uses against Harvey Dent and Batman in her first episode. Later episodes make the poisonous kisses natural, and show her creating doctored lipstick for Harley Quinn to use in order to cause the same effect. Whether this is a retcon or an implication that Ivy's powers evolved over time (a reasonable hypothesis, given other changes, like her skin color) is unknown, but as she does possess an antidote to her own poisons and was later shown giving Harley Quinn an injection for the same, it can be assumed that even in her earliest appearances she'd already treated herself to prevent from being poisoned.
Doctor Who Magazine: In "The Broken Man", Amy Pond escapes from an MI6 agent by kissing him with a drugged lipstick (implied to be gift from River Song).
One Superman villainess infected the Man of Steel with a form of Kryptonite-like cancer by kissing him with drugged lipstick.
In The Spirit, the Black Widow used poisoned lipstick. She put it on top of a layer of ordinary lipstick to avoid its effects.
In a Heat Guy JYaoi fanfic called "In A Different Light," there is a mention of a fantasy club-drug called Black Tab being mixed into lipstick and eyeliner, so that the wearer can absorb them into his/her skin and get high without, say, getting caught with a bag of pills.
Appears in With This Ring, where the main character finds it ridiculous.
In the spy flick The Ambushers, a beautiful enemy agent offers hero Matt Helm a drink of whiskey. After he declines, she takes a drink herself, puts on lipstick, and starts kissing him. The lipstick is poisoned, and the whiskey is the antidote!
Poison Ivy in Batman & Robin actually has poisonous lips, and kills the mad doctor inadvertently responsible for her creation with a kiss. She tries to do the same to Robin later, but the rubber lips he's wearing protect him.
Holes has a variant; the Warden's nail polish has rattlesnake venom in it, which she assures someone she scratches is perfectly harmless - when dry. In a case of either Blatant Lies or Artistic License - Biology once the nail polish dries, all of the venom that would be left are the deadly toxins.
In La Reine Margot the resident Master Poisoner gives Henri of Navarre's lover some poisoned lipstick. An unusual example in that this does in fact kill the woman wearing it; she was an Unwitting Pawn and was deemed expendable as long as she inadvertently killed her target. She failed, the poison was too fast-acting and it killed her before she got a chance to use it on him.
In the Torchwood episode "Kiss Kiss, Bang Bang", Jack tells Gwen not to let Captain John Hart kiss her; when he does, it turns out that it's because he wears paralyzing lipstick. Oddly enough, Jack himself seems to be immune, as Jack and John repeatedly engage in Slap-Slap-Kiss and Kiss-Kiss-Slap throughout the episode. (Though John did disappear right before he kissed Gwen, so he could have been putting it on then and could have taken it off afterward when he kissed Jack goodbye.)
In the Firefly episode "Our Mrs. Reynolds", Saffron wears lipstick with some kind of soporific property, which she uses to knock out Mal (and, indirectly, Inara). Simon, the ship's doctor, explains that the drug is spread on a "seal on the lips" and that he frequently dealt with unconscious men being brought in on the night shift who had been drugged and robbed.
This happens in an episode of Lois and Clark with kryptonite lipstick.
In the Gilligan's Island episode "The Invasion", Gilligan dreams that he's secret agent 014. During the dream, Ginger Grant's character wears poisoned lipstick, but 014 is prepared with lip guards.
At least a couple of times during the run of Get Smart: once a bad girl wears some and tries to kiss Max — luckily he has his lip protector on; and once 99 wears some and uses it to knock out (not kill) a bad guy who's about to kill her and Max (her Last Request is a Last Kiss...from the bad guy!).
Surprisingly for the show, the KAOS girl is always shown to first apply a "protective undercoating" to her lips. Even more surprisingly for the show, she never mixes the two up.
Angel of Death from the TV series Black Scorpion uses poison lipstick as a weapon.
In Arrested Development, GOB puts ether on the lips of his ventriloquist dummy, Franklin, and knocks people out by having Franklin kiss them.
In an episode of No Ordinary Family, Jim loses his superpowers. It turns out that cynoxate, an ingredient in Stephanie's lip gloss, is the kryptonite to Jim's Applied Phlebotinum, the trilsettum coronis. She claims to have gotten rid of it, but apparently still has it lying around, because in a later episode, the evil shape-shifter Victoria turns into Stephanie and steals the lip gloss, neutralizing Jim's powers when she kisses him.
The Charmed episode "Bride and Gloom" has a demon who steals the lipstick Prue was just wearing so he can cast a spell on it, making it so that when he kisses her with it she gets paralyzed and he can force her to marry him.
Nikita. Nikita's lipstick contains peanut oil, which Victor Han is deathly allergic to. She manipulates him into kissing her, and he goes into anaphylactic shock
In 666 Park Avenue, Olivia Doran puts on poisoned lip gloss and kisses her husband's enemy, Frank Alpern, who immediately collapses.