I don't really know if i 100% understood what drama you would like to watch but here are my suggestions:
Reply 1994 - revolving around (first year) university students. i have not finished it yet, but it is funny and serious moments are sure to come
The Lover - comedy about people in relationship. it is focused on their everyday 'struggles' (which are hilarious) and beneath all that fun is a little bit of seriousness
Love Shuffle - people living in same apartment building decide to switch their partners for some time. stuff happens.
Marry stayed out all night - good old 'pretend relationship' trope. main girl is kinda awkward. (this drama is my guilty pleasure)
Flower boy next door - i feel like you might like this (even though i am not very big fan of this drama). Socially awkward girl meets cute energic guy. stuff happens.
as for the additional question there is some thread already so
here is the link .)