My Lovely Sam Soon (2005)

While Sam Soon doesn't involve a girl pretending to be guy, they both share a down to earth feel and a similar tone in story telling. Perhaps it's because they are both older dramas. Also, both series have an amazing cast of actors.

Both are funny and have quirky female leads.

The female lead is the same actress...and her roles in the shows are highly similar. They both deal with romance, comedy, and love/hate relationships.

they are both about an older women trying to get there lives together but find love on the way.

both are "rom/com" dramas starting Kim Sun Ah "who plays hard working aspirant woman" and both are refreshing to watch

both have the main couple as a younger guy and an older girl; the female leads are reminiscent of each other as well. Both of these dramas have been compared to Bridget Jones. I will say the male lead is nothing like the character of Hyun Bin in Sam Soon; he is much more likeable in my opinion.

Both female leads are older than the male leads.
Both romance comedy genre.
Female leads are charming.

FL in both dramas is an older woman who gets involved with younger man. At first they have contract relationship but then they fall in love. Both dramas are romantic comedies that center around woman in her 30s and her everyday problems. These feel good dramas have similar vibes and lots of funny scenes that will make you laugh.

Both the stories revolve around a rich restaurant owner and a woman whom he makes his fake girlfriend to make his family stop from pressurizing him to find a woman since he cannot get over his ex-girlfriend. Both fall in love.

Both are feel good rom com dramas that are fluffy and enjoyable. Both also features not the usual cookie cutter female character as its leads.

The dynamics between the leads- older woman/younger man and the no filter personality of the female leads are similar. Even the overall atmosphere of both shows are similar.

Both dramas are fluffy rom-com. Both dramas involve an older female lead who both suffer dating and marriage deadline woes. Both involve handsome and adorable younger male leads.

Both dramas also tackles leads being bitter because they were left behind by former lovers without reasonable explanations. It depicts how this new love interest had drawn them out of their bitterness.
Also both dramas showed that first love is not cast in stone and eventually changes or disappears when out of sight or not nurtured. One's heart can change over time and choose another person. First Love may not be the best love that will come your way.

both are rom com although wild romance had an added mystery component to its story.
If you are already tired of the cinderella transformation of female leads in almost every drama with the mandatory make-over scenes, then these dramas are for you.
Both dramas shows that the female leads need not change her appearance to catch the guy. They'll be love just the way they are.

Both have:
-older/strong/unfashionable female lead
-hate/love relationship
-similar humour/comic relief scenes
-rival girl is both pretty & lowkey has issues
-"man candy" character (Daniel Henney..<3)
[note: there might be a slight age gap]

The series have leading ladies that are not-so slim and both are carieer women that are not afraid to not be not-so-elegant, speak out for themself. They catch their mates cheating on them with other ladies. Both meet afterwards because of an incident a more atractive male towards whom they start developing feelings. Both have obnoxious, but very slim ladies as rivals.