History Main / LikesOlderMen

* ''Manga/YoureUnderArrest'': Natsumi often flirts with Detective Tokuno, whose 10 years older and HappilyMarried. But her heart is set on her police chief, Kachou, who's more than 20 years older than she is (though [[OlderThanTheyLook he only appears to be in his mid-30s]]). [[spoiler: The guy she ''actually'' falls for, however, is Tokairin... who is ''younger than her''.]]

* The page image comes from WebAnimation/{{Emirichu}}'s "Childhood Crushes 3" video, in which she discussed childhood crushes with fellow animators Sultan Sketches, [=TheAMaazing=] and [=GinjaNinjaOwO=], and it's brought up that Rea and Emily have crushes on people like Creator/DavidHasselhoff, Creator/ArnoldSchwarzenegger and Creator/NicolasCage.

The DistaffCounterpart to LikesOlderWomen. This is a (usually female) character who, for one reason or another, vastly prefers her male LoveInterests to be a few years older than her. The reasons could vary from a character looking for [[EmotionsVsStoicism emotional stability]], the responsibility that comes with maturity, to the character simply liking the PermaStubble look.

* Missy in ''Film/BillAndTed'' is only three years older than the title characters, yet ended up marrying both of their fathers over the course of the series. Dialogue also implies that she might have slept with one of the teachers during her school years.

* ''Series/FellowTravelers'': At a San Francisco gay bar in 1986, a young man in his 20s hits on Hawkins Fuller (who's in his late 60s and is attractive for his age) with "Hey Dad, lookin' good," and lets him know that he's available for sex after he's done with his current date. Hawk declines his offer because the guy doesn't take the AIDS epidemic seriously, and thus it's too risky to bed someone who likely doesn't practice safe sex.

* ''Series/FellowTravelers'': At a San Francisco gay bar in 1986, a young man in his 20s hits on Hawkins Fuller (who's in his late 60s and is attractive for his age) with "Hey Dad, lookin' good," and lets him know that he's available for sex after he's done with his current date. Hawk rejects his offer because the guy doesn't take the AIDS epidemic seriously, and thus it's too risky to bed someone who likely doesn't practice safe sex.

->''"Younger men are so...young."''

* ''WebAnimation/{{Anon}}'': Candace was involved with TWO love interests that were notorious for being somewhat older than her.

* The titular 15-year-old character of ''Anime/IsabelleOfParis''.
--> '''Isabelle, to Jean''': ''You're ten years too young to be hitting on me!''

* Weiss from ''WebAnimation/{{RWBY}}'' purrs over the Rusted Knight and compliments his maturity when she meets him in Volume 9, and her subsequent attempt to salvage her ladylike decorum leaves Blake and Yang highly amused. [[spoiler:The Rusted Knight is actually Jaune Arc after [[TheSlowPath he's spent decades]] in the [[TheWonderland Ever After]] waiting for Team RWBY due to a mishap with a Clock Fruit causes him to go back in time. When it becomes apparent that Jaune isn't in the best mental health after being stranded in a magical world with [[GoMadFromTheIsolation nothing but his trauma for company]], Weiss becomes increasingly protective and supportive of him as the volume progresses. When the end of the volume de-ages Jaune back to being a teenager, Weiss reacts to his dorkiness with an affectionate giggle, confirming that the irritation she used to hold for his teenage self is long gone.]]

[[folder:Web Original]]

* ''Roleplay/PersonaRequisAeterna'': Though she's friends with men her own age, Kazune refuses to look at anyone less than 5 years older than her as an actual love interest.
* Weiss from ''WebAnimation/{{RWBY}}'' purrs over the Rusted Knight and compliments his maturity when she meets him in Volume 9, and her subsequent attempt to salvage her ladylike decorum leaves Blake and Yang highly amused. [[spoiler:The Rusted Knight is actually Jaune Arc after ''[[TheSlowPath he's spent decades]]'' in the Ever After waiting for Team RWBY, after a mishap with a Clock Fruit causes him to go back in time. When it becomes apparent that Jaune [[GoMadFromTheIsolation isn't in the best mental health state after being stranded in a magical world with nothing but his trauma for company]], Weiss becomes increasingly protective and supportive of him as the volume progresses. The end of the volume de-ages Jaune back to being a teenager, and it is [[ShipTease implied that Weiss' attraction to him has stuck]].]]