Hajimete Koi wo Shita Hi ni Yomu Hanashi (2019)

If you enjoy Student x Teacher romance you might enjoy these. However, HajiKoi takes an approach more to comedy while Chugakusei Nikki focuses on melodrama.

An age difference of about 10 years. The ML falls for the FL first and a lot of the relationship conflict is internal and about the age difference. She's also pursued by other men more similar to her age. She has limited dating experience too.

Both series are about women (who are quite oblivious most of the time) learning how to gain their confidence. They both also feature cute romances where the male lead helps her come into herself.

Junko Harumi was once a model student during her middle school and high school days. However, she, unfortunately, failed to enter the prestigious Tokyo University, and her life has not gone smoothly since then. Now, at the age of 31, she works as a teacher in a private tutoring institute, hoping to help other high school students succeed where she has failed in getting into their university of choice.

She was not having much success until one day, a high schooler with bright pink hair and his father enter the institute. The father believes his son is a delinquent and wants the institute to help him enter a good university. Junko decides to take on the challenge. Will she be able to succeed, and will she be able to also finally have a romance when 2 other men appear in her life?

Junko Harumi was once a model student during her middle school and high school days. However, she, unfortunately, failed to enter the prestigious Tokyo University, and her life has not gone smoothly since then. Now, at the age of 31, she works as a teacher in a private tutoring institute, hoping to help other high school students succeed where she has failed in getting into their university of choice.

She was not having much success until one day, a high schooler with bright pink hair and his father enter the institute. The father believes his son is a delinquent and wants the institute to help him enter a good university. Junko decides to take on the challenge. Will she be able to succeed, and will she be able to also finally have a romance when 2 other men appear in her life?

Lead actress Fukada Kyoko and she plays similar character- thirty year old woman, oblivious in love, mid-life crisis type beat. Both dramas are funny, dramatic, and romantic.

Both are age-gap romances with an older FL and a younger ML who falls for her first.
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Both are age gap romances with a young ML and an older FL, with the ML falling first. Both dramas have a similar tone and vibe.

Both are romances with an age gap between the main couple. Both MLs fall first and pursue the FL who is reluctant due to the age difference.

Both feature a student/teacher romance between the older FL who tutors him and the younger ML who falls first. In both dramas, the ML has a strained relationship with his father, and his mother is no longer living.

The story are similar where the female lead are teachers/tutor who are stuck in a society that people want them to be a certain way. Here comes the young male lead who falls in love with female lead.

Teache/student, older woman/younger man relationship.
both light nice watch with sweet ML who chases FL first.

Similarities:
- male student / female teacher relationship
- in both dramas we're dealing with bickering couples
- ML is spoiled but kindhearted, he becomes a better person because of MF
- MF is kind, helpful and tough, she doesn't give up easily