"Story of my life. I always get the fuzzy end of the lollipop."
Sugar says this when she and "Josephine" are getting to know one another on the train. Explaining that all of the other girls in the band drink, but that she's the one that gets caught, she tells "Josephine" that she always gets the "the fuzzy end of the lollipop," meaning that she always has the worst luck. This also extends to her love life; she is always going after saxophone players who take advantage of her and leave her unexpectedly. Here, Sugar is feeling sorry for herself because she never seems to have any good luck and things are always going poorly for her.
"Will you look at that! Look how she moves! It's like Jell-O on springs. Must have some sort of built-in motor or something. I tell you, it's a whole different sex!"
The first time we actually see Jerry dressed up as a woman is when he and his best friend Joe show up to catch the train that will take the all-girl band they’ve just joined to Florida. Still acclimating himself to walking in heels, the duo passes the hip-wiggling Sugar Kane, a woman who most definitely knows how to walk in heels. Jerry is immediately enamored with the beautiful women, but he is also jealous of her ability to be so womanly while walking in heels. Jerry goes so far as to make the rather humorous observation, "It's a whole different sex!" This is a somewhat obvious realization—indeed men and women are different sexes—but it is not until Jerry is wearing heels that he is able to quite appreciate the difference.
"Junior": Syncopators. Does that mean you play that very fast music... jazz?
Sugar: Yeah. Real Hot.
"Junior": I guess some like it hot. I personally prefer classical music.
This quote gives us the film's title, and it is the moment in which Joe must abandon his regular leanings in the hopes of impressing the impressionable Sugar. Knowing that Sugar is looking for a gentle, educated, and soft-spoken millionaire, Joe takes on the character of "Junior," his second false identity. "Junior" talks like Cary Grant and is allegedly the heir to an oil dynasty. In order to make his portrayal of Junior convincing and put Sugar under his spell, Joe pretends to be a cold-blooded man, moved more by staid and proper classical music, rather than "hot" jazz music. Thus, the title, Some Like it Hot, refers to the fact that the characters in the film like when things are loose and "hot," like jazz, even when they are donning more composed and uptight disguises.
Jerry: Have I got things to tell you!
Joe: What happened?
Jerry: I'm engaged.
Joe: Congratulations. Who's the lucky girl?
Jerry: I am!
Much of the humor that drives the narrative of Some Like It Hot is derived from the comedic complications resulting from Jerry’s female persona of Daphne becoming the genuine object of the affection of Osgood Fielding. Until now, Jerry has been decidedly less than thrilled with Osgood’s unwanted attention. The humor from this exchange derives from the fact that after their passionate night of dancing, Jerry is more committed to his role as a woman. When he tells Joe he is engaged, Joe assumes that Jerry has proposed to a woman, but the conversation takes a turn when Jerry reveals that he himself is the lucky girl. Jerry has forgotten that he isn't actually "Daphne" and has fully adopted a female identity.
Osgood: Which of these instruments do you play?
Daphne: Bow fiddle.
Osgood: Oh, fascinating! Do you use a bow or do you just pluck it?
Daphne: Most of the time, I slap it!
This exchange takes place before "Daphne" becomes engaged to Osgood. The sly and winkingly lasciviously manner in which "Daphne" delivers the final line stands as one of the most iconic examples of the highly suggestive wit that the movie uses to play around with the politics and humor of sexual relationships. Osgood wants to know more about "Daphne," but he also wants to engage in a sexually suggestive conversation. "Daphne," not yet seduced by Osgood, fires back in aggressive and equally sexually suggestive ways, making for a fiery back-and-forth (which serves only to encourage Osgood to be more persistent).
Osgood: You must be quite a girl.
Daphne: Wanna bet?
Another example of the sly sexually-suggestive humor that makes Some Like it Hot one of the all-time classic Hollywood comedies. This quote is another exchange between Osgood and "Daphne." The humor comes from the dramatic irony of the scenario; while we the audience know that "Daphne" isn't a "girl" at all, but Jerry in disguise, Osgood has no idea, and is almost instantly smitten with her. Osgood means that he thinks "Daphne" is "quite a girl," in that she is special and unique, but "Daphne" appeals to the audience's knowledge that he is actually a man. Not only is "Daphne" "quite a girl," she is not a girl at all.
Daphne: Osgood, I'm gonna level with you. We can't get married at all.
Osgood: Why not?
Daphne: Well, in the first place, I'm not a natural blonde.
Osgood: Doesn't matter.
Daphne: I smoke. I smoke all the time.
Osgood: I don't care.
Daphne: Well, I have a terrible past. For three years now, I've been living with a saxophone player.
Osgood: I forgive you.
Daphne: I can never have children.
Osgood: We can adopt some.
Jerry-Daphne: But you don't understand, Osgood. (He whips off his wig, exasperated, and changes to a manly voice.) Uh, I'm a man.
Osgood: Well, nobody's perfect.
This is the final exchange in the film and is perhaps one of the most famous lines in American film history. The exchange is very funny, as it shows Osgood's hilariously unfazed response to the realization that his fiancé is actually a man. It also shows the sophisticated and somewhat subversive nature of Some Like it Hot's treatment of gender and sexuality. While the audience (and Jerry) expects that Osgood will be appalled by the revelation of "Daphne's" real gender, he doesn't even care, and simply says, "Nobody's perfect," as though being a man is simply a character flaw rather than a game-changing biological truth. At the end of the day, Osgood doesn't care what gender his fiancé is; the important thing is that he loves them.
Joe: But, you're not a girl! You're a guy, and, why would a guy wanna marry a guy?
Jerry: Security!
This is one of the lines in the film that appeals to a modern audience, in that it brings up the possibility of same-sex marriage. At the time that Some Like it Hot came out, the idea of two men marrying one another, for any reason, was preposterous. After Jerry tells Joe that Osgood proposed and that he plans to go through with the wedding, Joe tries to level with him, and investigates why Jerry would consent to marrying a man (let alone a man who is disguised as a woman). Rather than see the relative absurdity of such an arrangement, Jerry assures him that he is getting married for the same reason that any woman gets married: security. The humor comes from the fact that, as "Daphne," Jerry is unable to see the absurdity of his situation, and speaks plainly from "Daphne's" perspective.
"I don't care how rich he is, as long as he has a yacht, his own private railroad car, and his own toothpaste."
Sugar confides this to Joe when he is posing as "Josephine" and it shows that indeed, Sugar is not the brightest girl around. She cannot see the contradiction in her expectations for a potential husband, a ditzy oversight which gives the line humor. On the one hand, she says that she doesn't care if the man she marries is rich, but on the other, she wants him to own a number of things that only a rich man could afford. Sugar is the consummate "dumb blonde," a charmer who is unable to see the things that she forgot to consider.
"We wouldn't be caught dead with men. Rough, hairy beasts! Eight hands. And they...they all just want one thing from a girl."
Jerry says this early on in the film, when they have just joined the all-girl band and are trying (perhaps too hard) to convince their new acquaintances that they are women. In this quote, Jerry really commits to his female character, explaining that he doesn't like men at all, that they all are rough, hairy, and only want sex. The irony is, of course, that Jerry is himself a man, so his assessment comes from first-hand knowledge.
