If Henry were still bothered by insignificant things like his personal tastes, he wouldn't wear anything even remotely like today's outfit. But being Starling demanded it. And like the other demands of the job, he suffered it gladly. Light blue pants, a short-sleeved white shirt, with a yellow scarf visible around the collar, the whole of it ironed and arranged neatly. Completing the outfit was a shoulder bag that contained what he thought he would need : a few lockpicks, a basic electronics kit just in case, his dedicated tools, a flashlight, and so on. The Awakened B&E kit 101. With a change of clothes above it all to hide the more suspect contents from casual inspection.
After a brief stop in a restaurant bathroom, to refresh the spell keeping Starling's features on his face, Henry heads confidently to Starling's building. He knows the doorman, knows how Starling treats him. The original Starling wasn't available for a full copying of his psyche, but taking only the pieces from the doorman's memories should be enough for today.
Satisfied that he had what he needed, and that he could improvise the rest, Henry heads straight for the door, like he belongs in that building. Hell, I do belong in there.
((Active spells : Doppelganger, to look like Starling. The Subtle dance inactive for now, since it would kinda break the whole 'playing Starling' vibe))