A friend of mine just bought a “boyfriend” shirt and had no clue how to wear the shirt or what to pair the shirt with. My take on the whole menswear trend is to keep it casual and feminine. By keeping the shirt barely tucked in and the sleeves of the blazer casually scrunched up prevents the look from being to stiff, while the pointy toe and three inch heel on the oxfords keep the menswear look from being too androgynous.