Sacchan is sometimes annoying...that I hate her, so no way....
Otae....I like her more with Kondo
Kagura, is maybe little but I can imagine her older, and with Gintoki. They are funny and cute together and share more moments than other characters. I would like to see them together, because they personality fit the most. Maybe their relationship for now is like friends or brother/sister but many couples starts on that way...and suddendly felt something more. They already care for each other, in manga(Kagura dad mistakes Gin for her boyfriend...and there are more funny similiar scenes) and anime.... and so so...I am all for Gintoki x Kagura!
Others - I would rether want him to stay alone... And maybe it' s best choice.
Any way, someone for consolation and someone for regret, I doubt that will be any real romance. No romance, ende....
So look, draw, write, read fanfiction stuffs....I know that isn't the same feel