So you're a fashion expert now Wordsmith? Don't make me laugh.
How rude. All I wanted to observe is that the choice of clothes is very important to make a good first impression, or to really get your message across. Some may say I wear pyjamas a little too often, but that doesn’t mean I’m not aware of this – I make very sure the little shutter on my usb camera is firmly down when talking to clients. Sadly many people don’t share my sense of satorial elegance, and don’t take enough care when selecting their apparel. Fortunately I have a little spare time, so help is at hand! Using my finely-honed skills as a teacher and mentor this is going to take the form of a question-and-answer session…
What do you wear when summoned to see the Dean?
A very short skirt and long white socks?
This can be a good choice, provided the thought of having your bottom smacked is appealing. If you are the shy type, avoid over-frilly pants – the frills might be seen as too cushioning, and result in that humiliating “oh-my-god-he’s-pulling-down-my-knickers” moment. To optimise the chances of them staying in place choose something very pretty but skimpy enough not to interfere with skin-to-skin contact and a red-bottom display. If you do enjoy the “full” experience you can make sure there are no slip-ups by quickly tugging down your pants just before you lie across his knee; pretend you think this is expected, objections are unlikely 
It’s all about looking appropriate really, for example if you are in trouble with your boss a nice up-market suit can work wonders!
Yes Sir, please deal with me as you see fit
…after all, just because you are about to get your bottom caned doesn’t mean you can’t look smart! Classy
It’s a bit difficult to maintain that elegant look whilst presenting a bare target, but it is possible with the right choice of carefully positioned underwear…
...lovely expression here as well, poised but full of feeling
Very well-chosen outfit, neat and professional, perfectly complementing her red-and-getting-redder bottom – her boss can hardly fail to be impressed 
Not to be mean, when I sea the dean.I wear nothing at all, For he lets the cane fall.
Must cause a few raised eyebrows on the way there SOTB! Now either there is some poetic license going on here, or the grammar has gone to pot. The committee are tightening up on this sort of thing I’m afraid – got annoyed by all the “whatever” replies to their previous kind-but-persnickety observations. I’ve had to deduct half a star, but fortunately rounding errors have added it back in. Four stars!