I am travelling by myself

where can I go to chill out and have a good time without looking like some sad loner

I am in Tokyo for 2 weeks, I am in osaka for 2 days and kyoto for 5 days.

Its more for the Tokyo aspect

well if you are travelling alone don't worry yourself too much cause many are in tokyo by themselves and are definately in your situation and plus you'll never see these people again after the two weeks so who cares if you look like a loner...well if your gonna travel in tokyo i suggest go to every single hot spot there...research all the temples/shrines, amusement parks, gardens, theatres and the great malls and just go there and have fun...don't care about what other people think cause then your living your life for them and not yourself...trust me you'll know what to do when you get to japan

I am assuming you mean clubs ?

so should I take some smart clothes i.e suit