Shoulder bag - All the catwalk kids have them. This is a free pattern from Burda.
Bermuda shorts - Solid, striped, patterned, checkered, trimmed, cuffed, flowing, structured, casual and dressy, laying a foundation for the exciting styling possibilities. Check them out at the catwalks of SS12 Pitti Bimbo.
Blazer - Needs to be shorter though for 'hip layering and effortless, pulled in look' (again see the Boys Be Cool website). Another Burda pattern available from a sewing store (PS. Spotlight have two for one on patterns at the moment).
Engineer's cap - Free tutorial to get the Little Workers' look. Check the sizes available.
Skinny jeans - Preferably in pastel, print or a bright colour for a fashionable look.
Disclaimer: Please check the sizing before purchasing/downloading patterns and I haven't tried any of the above patterns (yet) so I look forward to seeing your creations.
Now which one should I add to my 'to-do' list?