Male lead who comes up with reasons to keep the female lead close.  The "you owe me money so have dinner with me for the rest of our lives." kind of stuff :P  Makes her his secretary and makes her follow him around or stuff like that.  Stuff where maybe she thinks he's picking on her and the audience can see the slightly pathetic neediness a mile away.  Or other sneaky ways to woo the female lead.  

First one that comes to mind is My Secret Romance. Protect the boss i think from what i remember is like this.  boss and me, radiant office.

Boss and me (C-drama)

Strong woman Do Bong Soon


Definitely agree with My Secret Romance, Boss and Me, and SWDBS. Also:

  • Ms. Perfect (pretty much exactly as you described)
  • Love in the Moonlight
  • Love O2O
  • The Eternal Love
  • Something About 1% (if this counts as sneaky)
  • Madame Antoine (ethically questionable sneakiness, but he tells himself it's for science)

Fated To Love You (Taiwan Drama) - After the second half, he chases the female lead.The male lead even makes a contract and change it so many times.  

 AH:

Definitely agree with My Secret Romance, Boss and Me, and SWDBS. Also:

  • Ms. Perfect (pretty much exactly as you described)
  • Love in the Moonlight
  • Love O2O
  • The Eternal Love
  • Something About 1% (if this counts as sneaky)
  • Madame Antoine (ethically questionable sneakiness, but he tells himself it's for science)

"for science" lol.  And I tell myself I need the new lipstick for my wedding.  :P I love when they justify like that.