hello,

Watched "Smile, You" and I really liked how shy and oblivious the guy is. 

Reply 1997 was also nice.

Do you have any recs?  

I heard about Introverted Boss, is it worth the watch?

Thanks heaps 

I think Introverted Boss is worth two tries - try from Episode 1 and then if you don't like it - try again from Episode 5 (I think that was after the re-writes?) with an open mind.

Lucky Romance has a nerdy and shy CEO/programmer with a more free-spirited, outgoing female programmer who sort of upends his world.

They're worth checking out to see if you like them but I'm not going to say either one is a "must watch".
If you care for Japanese drama, what about trying Densha Otoko?
'Ho Goo's Love' has a shy male lead, as does the brilliant 'In Time with You'. Oh and I forgot to mention, 'Sungkyunkwan Scandal' which has not one but two shy men/boys as well as another endearing male, leading to serious second or even third lead syndrome.
We married as a job
Soratobu kouhoushitsu
First "Ugly Alert"!! this is wonderful drama!

"Ho Goo's Love" and "Nigeru wa Haji da ga Yaku ni Tatsu" they are also good dramas!!

"Introverted Boss" is not my favorite, but this gets better after episode 5!!

Anyone is good choice!
Ohitorisama the guy is generally insecure and shy depending on the situation. it's a "noona" romance, even though I shouldn't call it that when it's Japanese :p