Oops, I love dramas like these (Except I prefer Older man/Younger woman xD), heres some Older Woman/Younger Man dramas:
Find Yourself - ML is in his 20s, FL is sister of his teacher who he has loved since he was a younger, the FL doesn't see him as a love interest at first but slowly starts to love him!
Encounter - FL is in her 30s and ML is in his 20s, they met in another country and fell in love (Slightly), a year later the ML finds himself a job and finds out she is the CEO!
Witch's Romance - FL is 30+ and ML is in his 20s.
Something in the Rain - Younger man/ older woman, they can't be open about the relationship at first.
Chugakusei Nikki - Teacher/ Student relationship, ML falls first and FL can help but fall too. Happy ending!
Kimi Wa Petto - ML is in his 20s and he is a dancer, FL has a normal Office job (She is in her 30s), they end up cohabiting and falling in love. This drama has many adaptations
My Dear Lady - ML is a CEO of a company and FL is a single mother.
Parallel Love - FL goes back in time and falls in love with someone she needs to help
High School King of Savvy - ML is a high school student and FL is a secretary (His secretary as he pretends to be his older brother)
Second Love - ML is a dancer in his 20s and FL is a 30 year old teacher.
There are a lot more but here's some xD.
