I strongly believe that keeping legs out is the best way to fight summer in the office (I can’t believe I’m actually saying that but considering that my hair is up, I’m definitely up for a fight!). Keep the hemline sensibly low, the shape comfortably loose and the waist suitably high. As soon as your skirt ticks these 3 boxes you can go for a cropped top and you’re still looking work appropriate (and hot, not perspiring type of hot though). Miss one and you’ll be the talk of the office (for all the wrong reasons).
When it comes to handbags for work, I’m afraid for me it’s always about size (it has to fit all of the emergency make up, umbrella, sometimes spare shoes and of course a tablet, diary & other work items). Effectively all my work bags are either in bold block colours or printed. Depending on my mood (rarely the outfit) I pick what suits the day. Mismatched? Potentially, I call it interesting.
Shoulder strap = an advantage.