Odd as that might sound, do you have a preferred type of clothing if you carry a plug for several hours or all day? Like, if you tend to go commando, do you wear briefs just to keep the plug in? Shorts rather than long pants because it just feels better? Shoes or not for the same reason? The outer you could reflect the, um, inner you.
Easily removeable clothing...eg..rugby shorts (commando) , t-shirt n thongs. Oh, and a cock ring, either silicone or metal....if that is included in 'dressing for anal.' Good-to-go...haha Simon
