Sentence:  The letters took their source from a stream of my imagination in which I was transformed into a young man not unlike my bunkmate Eliot Sands - he of the porch steps anecdotes - who smoked cigarettes , performed the tango , <WSD>wore</WSD> fifty dollar suits , and sneaked off into the dark with girls to do unimaginable things with them . 
Meaning of the word marked with <WSD> tags:  be dressed in