Shim Jung Woo was the highest & youngest scorer civil service exam, highly reluctant prince consort, and naive straight shooter. "Those who marry matchmakers are destined to live short lives" is a saying taken to extremes as SJW's princess bride to be drops dead during the wedding ceremony, foretelling his own unrealized true destiny. Rowoon is very good at comic roles & hilariously portrays SJW as haplessly innocent in spite of his high intelligence & strong sense of justice.

Cho Yi Hyun plays Jung Soon Deok, a widowed noblewoman who moonlights as matchmaker under the pseudonym of Yeo Joo Daek, unafraid of any challenge, & is as free spirited as Jung Woo is rigid. Her talents are so natural it leads SJW to believe she is the incarnation of a matchmaking god.

No period drama is complete without palace intrigue as the Joseon king fights resistance from his own court to appointing the sickly 14 yr old crown prince's marriage and thus, by inference, his ascension. To lift a rumoured curse on the prince's future marriage (and political) prospects, the king orders SJW to marry off 3 "old maidens" whose unmarried status threatens the prosperity of the kingdom. SJW teams up with JSD in a funny and raucous ride to find the perfect bachelors for the maiden sisters. However, the journey gets rather dizzying with sudden flashbacks for mutliple characters, new characters introduced at different times, and complicated backstories with hidden identities. And there's one significant character, the king's second grandson & chief political threat to the crown prince, who's mentioned frequently but never shown during the entire show which is very odd.

Therefore it took me almost a 1/3 of the show to get into the story because of the mish-mash of flashbacks & jumping storyline, but eventually as the matchmaking for the maidens gets going I could just enjoy the comic moments & follow the development of the relationship between the leads. Then their matchmaking efforts fall apart as the politics heat up and past crimes come to light, turning the leads into detectives. There is also the prospect of a child marriage with a 10 yr age gap, presented as a fated true love match, which cannot be portrayed positively or realistically even if it was acceptable centuries ago. It's uncomfortable, actually, to see this in the storyline as no big deal & it conflicted with my enjoyment of the show. Finally comes the age old question of do you follow your heart or your fate? In the end, the good people are happy & the bad people get their due. The romance is light & funny, the politics heavy & perhaps unnecessarily tragic, but an entertaining watch overall.