History Funny / TrappedInADatingSimTheWorldOfOtomeGamesIsToughForMobs

** Leon's brilliant analysis of his proposal:

"What about her age?" you say? Who cares! I'll take a mature graceful lady over a teenage SpoiledBrat any day!

** Not long after, [[BeCarefulWhatYouWishFor he gets what he prayed for]] when Deirdre shows up--she's older than him, has the curves, and wants to make him her pet, though that last part creeps him out.

%%* Unfortunately missing from the anime: Leon trying to rig the in-game bonus lottery by bribing the charms seller (needs a better description)
* Julius and Jilk attempt to sneak out of the palace and reunite with Marie through disguises... by charging the bill directly to the kingdom's payroll, which lands the request form right on Queen Mylene's desk. She questions ''out loud'' how they could possibly be this stupid and throws the request straight into the trash. And they're still surprised to learn it was rejected.
* Leon donating a pile of cash to the shrine and [[NoIndoorVoice praying out loud]] for a good marriage with a woman who's [[LikesOlderWomen mature]], [[BuxomBeautyStandard well-endowed]] and [[AllWomenAreLustful perverted]], causing Angie and Olivia to drag him away [[EarAche by each ear]].

** In the manga, Leon's wish was so perverted that the young shrine maidens were furiously blushing, making the EarAche scene more funnier.

* When Hertrude tried to seduce Leon by claiming that he was leering at her, [[HasAType Leon]] took a quick look to [[BuxomBeautyStandard Angie and Olivia]] and compares to [[ACupAngst Hertrude and Marie]], Leon [[SincerityMode sincerely apologized]] to her. Hertrude's reaction is comedy gold:
-->'''Hertrude''': W, why are you looking at me with pity now? What are you doing that for?

* Leon donating a pile of cash to the shrine and [[NoIndoorVoice praying out loud]] for a good marriage with a woman who's [[LikesOlderWomen mature]], [[BuxomIsBetter well-endowed]] and [[AllWomenAreLustful perverted]], causing Angie and Olivia to drag him away [[EarAche by each ear]].

* When Hertrude tried to seduce Leon by claiming that he was leering at her, [[HasAType Leon]] took a quick look to [[BuxomIsBetter Angie and Olivia]] and compares to [[ACupAngst Hertrude and Marie]], Leon [[SincerityMode sincerely apologized]] to her. Hertrude's reaction is comedy gold:
--> '''Hertrude''': W, why are you looking at me with pity now? What are you doing that for?\\

* Every time Leon gets "[[SpringtimeForHitler rewarded]]" [[KickedUpstairs with a promotion]], often leading to melodramatic tears.

'''Leon:''' '''''[[SmugSuper ABSOLUTELY AMAZING!]]''''' It's the best feeling in the world to crush you guys after you were talking so big! I may be arrogant, but you still can't defeat me. How do ''you'' feel about being beaten by someone you looked down on, Your Royal Highness?

* When Hertrude tried to seduce Leon by claiming that he was leering at her, Leon took a quick look to [[BuxomIsBetter Angie and Olivia]] and compares to [[ACupAngst Hertrude and Marie]], Leon [[SincerityMode sincerely apologized]] to her. Hertrude's reaction is comedy gold:
--> ''Hertrude: W, why are you looking at me with pity now? What are you doing that for?\\

--> '''Julius:''' How does it feel to abuse your power and look down on others? \\

* Jenna being punished for nearly killing her brother by... [[RestrainedRevenge having to pull up weeds]].

** Later on, [[BeCarefulWhatYouWishFor he gets what he prayed for]] when Deirdre shows up--she's older than him, has the curves, and wants to make him her pet, though that last part creeps him out.

'''Livia:''' [[TheUnfettered He's a rotten schemer]]! \\

'''Leon:''' Chris?\\

* The dub version of the anime has this amazing line when pre-reincarnation Leon is forced to [[PayToWin buy premium cheat items]] to get through the otome game's FakeDifficulty:
--> '''Leon:''' [[LaughingMad HAHA!]] Behold, the Power of a FUNCTIONAL ADULT!

** In the English localization of the manga, Leon says the following [[KickThemWhileTheyreDown after defeating Chris]]:

* Julius and Jilk attempt to sneak out of the kingdom by purchasing disguises... by charging the bill directly to the kingdom's payroll, which lands the request form right on Queen Mylene's desk. She throws it straight into the trash, wondering aloud how her son could be so stupid. And both Julius and Jilk are still surprised to hear their request was rejected.

'''Luxion:''' You have earned a new title: "Scumbag" \\

'''Luxion:''' You've earned a new title: "Scumbag" \\

* "Everyone, [[HypocriticalHumor GAMBLE RESPONSIBLY!!]]"[[note]]Dub: [[SurprisinglyRealisticOutcome Well folks, them's the harsh realities of gamblin'!]][[/note]]

* "Everyone, [[HypocriticalHumor GAMBLE RESPONSIBLY!!]]"

* Every time Leon gets "[[SpringtimeForHitler rewarded]]" [[SpringtimeForHitler with a promotion]], often leading to melodramatic tears.

* The dub version of the anime has this amazing line when pre-reincarnation Leon is forced to [[PayToWin buy premium cheat items]] to get through the otome game's {{Fake Difficulty}}:

* The English localization of the manga has Leon say the following [[KickThemWhileTheyreDown after defeating Chris]]:
--> '''Leon:''' Save that self-pity for your girlfriend. She'll play you The WorldsSmallestViolin.
* The five-on-one duel of the Five Losers versus Leon Power Armor duel is just absolutely '''full''' of both this trope and Awesome trope category.
-->'''Leon:''' I'm sure Marie still has a shoulder for you to cry on, you can brag to her about your "hard work."
-->'''Chris:''' (dejectly whimpers)
-->(Beat)
-->'''Luxion:''' You've earned a new title: "Scumbag"
-->'''Leon:''' Shut up.

* Leon [[RefugeInAudacity proposing to the queen]]. And getting PunchedAcrossTheRoom for it by Julius.
** Even better is Mylene's LuminescentBlush and not seriously rejecting him, only making excuses such as being too old.
** The anime soundtrack plays wedding bells during Leon's confession.

* Leon donating a pile of cash to the shrine and praying [[NoIndoorVoice out loud]] for a good marriage with a woman who's [[LikesOlderWomen mature]], [[BuxomIsBetter well-endowed]] and [[AllWomenAreLustful perverted]], causing Angie and Olivia to drag him away [[EarAche by each ear]].

-->'''Luxion:''' You earned a new title: "Scumbag"

See Principality? It's ThePowerOfFriendship!''

* In the manga, Leon despairs at having to court a noble-ranked RoyalBrat like Zola due to his promotion to Baron. Balcus tries to reassure him that noble girls aren't all that bad, only for Jenna and Finley to barge in demanding more money from him. Balcus [[FacePalm concedes the point]].

** ...[[GilliganCut which ends abruptly]] with Leon getting scolded by his Tea Master.

** Even better is that Mylene doesn't actually reject him, only making excuses such as being too old for him.
** The anime soundtrack adds wedding bells during Leon's confession.

* Every time Leon gets "rewarded" with a promotion, often leading to melodramatic tears.

* The entire "PowerOfFriendship" scene:

See Principality? That's the power of friendship!''

* In the manga, Balcus tries to reassure Leon that not all noble girls are bad, only for Jenna and Finley to barge in demanding more money from him. Balcus [[FacePalm concedes the point]].

* Jenna being punished for nearly killing her brother by... [[RestrainedRevenge pulling up weeds]]

* Leon's gleeful retaliation against the Offrey girl and her Exclusive Servants after they trashed his SchoolFestival café and [[UnintentionallyNotoriousCrime unknowingly threatened the queen]], giving him the perfect excuse.

* Leon being DistractedByTheSexy while Mylene is lecturing him about his behavior in the arena.
* Leon [[RefugeInAudacity proposing to the queen]].
** And getting PunchedAcrossTheRoom for it by Julius.
** Even better is that Mylene never actually rejects him, only making excuses such as being too old for him.

--> ''They resigned themselves--I mean they steeled themselves for the upcoming challenge. Either way, they agreed to follow me.\\

* Leon's gleeful retaliation against the Offrey girl and her Exclusive Servants after they trashed his SchoolFestival café and [[UnintentionallyNotoriousCrime unknowingly threatened the queen]], giving him the perfect excuse.