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Lolita is the definitive fictional example of the young girl and the much older man — after all these years, it's still intensely creepy.

The pairings: Sam (late 20s) and Kelly (teenager), Sam and Suzie (teenager)Oh, what a tangled web these three weave.

The pairing: Jesse (35) and Zibby (19)The age difference here isn't too extreme, and Zibby is of legal age.

That having been said, it's always unsetting when a professor sleeps with a student at his college, even if she's the one doing the seducing.

While we eventually learn — spoiler alert — that Sam never raped his students, he still engaged in completely inappropriate relationships with them.

The pairing: Stifler's mom (40s) and Finch (teenager)Was Finch 18 by the time he lost his virginity to Stifler's mom? Either way, a high school student being seduced by a MILF is pretty unsettling, no matter how good of a match they seem to be. Robinson (early 40s) and Benjamin (21)This pair-up isn't illegal — it's just wrong, especially since Benjamin is otherwise involved with Mrs. Who wants her The pairing: Connor (30s) and Mia (15)It's hard to see someone as dashing as Michael Fassbender play a creep, but he's really quite good at it.

40 year old teacher dating 18 year old student-6840 year old teacher dating 18 year old student-6440 year old teacher dating 18 year old student-25

The pairing: Susan (30s) and Josh (12)OK, here's the thing — when Susan sleeps with Josh, he's in the body of Tom Hanks.

CORRECTION: They never actually sleep together, and he's not a professor at her college.

So the romance in The pairing: Isaac (42) and Tracy (17)Woody Allen's penchant for younger women aside, his character's relationship with a 17-year-old girl is weird and disconcerting. The pairing: Nick (30s) and Adrian (16)Another mentally unbalanced teenage girl latching on to an older man.

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