What to wear today?

Oef, got a big date tomorrow and he is very very cute. To go walk with my dogs in the park and he's going to help me improve my skateboard skills (which shouldn't be to hard as I'am pretty bad at it, but would love to be able to master it)... So what to wear?

- BURBERRY, Leather quilted jacket, €1,295

- Abercrombie & Fitch The Emma Boot Destroyed $89.50

- THEORY, Striped wool and cashmere-blend turtleneck sweater, €194.45

- SUPERGA per COLLECTION PRIVEE? High top sneakers € 100

- UGG lambskin gloves, UGG Driving Glove Shearling Back –Black, $120