Poor woman-rich man

Hi Flower 

My Secret Romance 

Panthakan Rak 

The Perfect Match 

Thank you both, I'll take a look at the synopsis ^^

Additionally:

• Devilish Joy | this one is cute. 
• Chicago Typewriter (sort of fits) | Highly recommend
• City Hunter
• Cunning Single Lady
• Falling for Innocence 
• Mask
• Noble, my Love (though the things he does are a bit disturbing. But if you liked Secret Garden, you might like this more than I did). 
• The Greatest Love | Highly recommend
• The Master's Sun | Highly recohmmend
• Witch's Love

• Shopping King Louie - FL is a country bumpkin while ML comes from massive wealth - generational wealth; old money; extremely wealthy; chaebol status
• Lucky Romance - FL works minimum wage jobs and has to maintain bills for a sister that's in a hospital, while ML is a CEO of a game developer company - Self-made; Nouveau (modest by comparison)  
• Marriage, Not Dating - FL comes from an average family (Idek what her job was) while ML's family is better off and he, himself, is a plastic surgeon - typical rich boy
• Fated to Love You - another FL who's job idk and a typical rich wealthy ML - really wealthy; chaebol status
• Something About 1 Percent - FL is a teacher while ML is comes from a wealthy family - generational wealth; extremely rich; chaebol status
• Hyde, Jekyll, Me - FL: just a worker at a circus; ML: owns a theme park where the circus is located in - generational wealth, very rich; chaebol status
• Kill Me, Heal Me - FL: first-year psychiatric resident; ML is a typical rich lead - generational wealth, very rich; chaebol status
• All About My Mom - FL comes from huble beginnings and works at a ML's mother's company at some lower position (idr what it was). Meanwhile, ML's mother is a single mother who established herself as a successful entrepreneur (clothing line & shop, I think it was) and had a successful self-help book/autobiography, which allowed her son to live a comfortable life. The ex (and father of ML) you later find out comes from wealth
• Oh My Venus - FL is a law attorney (no wealthy family) who upgrades from her cheating ex to a new beau who's a celebrity trainer major spoiler(!!) it is later revealed that ML is a chaebol - living-in-expensive-houses-rich 

MLs in High School/College who come from rich families:

• My ID is Gangnam Beauty - ML's father is a congressman while his mother built a successful perfume brand. FL is just an average girl. Her father is merely a taxi driver (and mom works at a salon - I think?)  - but luckily she wasn't seen as a struggling girl living in poverty - just a girl living on a very tight budget
•  Flower Boy Ramen Shop* - FL is a university student preparing for her civil service exam, who's now teaching a homeroom class that ML is in

* (Noona Romance)

Others I haven't seen (may or may not meet criteria):

• Cinderella and the Four Knights
• Heard it Through the Grapevine
• Jealousy Incarnate
• The Master's Sun
• Protect the Boss
• Rooftop Prince
• Strong Woman Do Bong Soon
• Revolutionary Love

and lastly Rich Man; I've only seen 3 episodes. So far FL is portrayed as a college student who comes from humble beginnings and is looking for a job, while ML is a genius CEO of a successful IT company 

 3GGG:

Additionally:

• Devilish Joy | this one is cute. 
• Chicago Typewriter (sort of fits) | Highly recommend
• City Hunter
• Cunning Single Lady
• Falling for Innocence 
• Mask
• Noble, my Love (though the things he does are a bit disturbing. But if you liked Secret Garden, you might like this more than I did). 
• The Greatest Love | Highly recommend
• The Master's Sun | Highly recohmmend
• Witch's Love

Thank you! I have read great things about Devilish Joy so I'll definitely give it a try. I loveeee The Greatest Love and The Master's Sun to pieces they are among my favorite dramas!!! I also haven't watched City Hunter, Witch's Love and Chicago Typewriter so I'll check them as well. 

@Anajwo thank you for your detail recommendations I'll check the ones I haven't seen. I see some interesting ones there.