A picture of Nate dressing up, likely to use his feminine wiles to con someone out of something, or just to have some fun. The glasses actually are prescription. He could do with them even when he's not dressing up but his prescription isn't too strong and he feels like it makes the difference when he's slightly squinting as a dude and being able to have his eyes wide open as a lady more stark so he's less recognizable.

I guess he's a MILF...?