Quote meaning - Please Answer

[life-of-amesu.livejournal.com]

Halloa,

Since we all know Wodehouse to be the inventive and creative man that he was, usually using unique and time appropriate language (i.e. old bean and crumpet, chewing on the carpet, tight as an owl wetc). Ir might be a completely silly question but I was wondering if any good person here would know what the following quote meant: (re: the bold text bits) (It's from How Right You Are, Jeeves)

"You will observe me bowling up in the Wooster sports model tomorrow afternoon with my hair in a braid and a song on my lips."



Thank you my daring and awesome Wooster friends. :)