My father always wears loose fitting, deeply pleated pants. Around the house, family and to casual events/activities he wears something from his beige/olive/navy/black khaki collection; the less familiar or public the situation, the darker the pants. To work he always wears slacks and a jacket/blazer, if not a two-piece suite. He rarely meets clients or outsiders without having the blazer/jacket on.
Around my family and any friends, I wear whatever I feel like wearing. But around my girlfriend's family I ALWAYS wear dark, deeply pleated khakis. I've noticed them looking even then. It goes back to an incident that happened early during our dating, her brother unexpectedly came over to her place; she lived in a large studio apartment, with only one bathroom, off of the main room and outside of the bedroom. Since it was only the two of us, when I went to shower, I walked out of the bathroom with a semi erect penis, drying off my hair. I didn't look until he said, "I should be going," at which point she came around the corner, from the kitchen area and she screamed my name. I lowered the towel and bolted for the bedroom. Being around her family has been awkward ever since.