Pencil Skirt Outfits After 50: For a classic and casual look, team a white and black check trenchcoat with a pencil skirt — these two pieces play really well together. For maximum effect, slip into a pair of black leather knee high boots.

For a classic and casual look, team a white and black check trenchcoat with a pencil skirt — these two pieces play really well together. For maximum effect, slip into a pair of black leather knee high boots.

Pencil Skirt Outfits After 50: For comfort dressing with a modern take, you can easily opt for a black oversized sweater and a pencil skirt. Balance out this look with a more polished kind of shoes, such as these black leather knee high boots.

For comfort dressing with a modern take, you can easily opt for a black oversized sweater and a pencil skirt. Balance out this look with a more polished kind of shoes, such as these black leather knee high boots.

Pencil Skirt Outfits After 50: This pairing of a white floral short sleeve blouse and a pencil skirt epitomizes casual cool and stylish comfort. To give your overall getup a more relaxed spin, throw a pair of white canvas driving shoes into the mix.

This pairing of a white floral short sleeve blouse and a pencil skirt epitomizes casual cool and stylish comfort. To give your overall getup a more relaxed spin, throw a pair of white canvas driving shoes into the mix.