Wear layers. Wearing a few thin layers will let you adjust to changing weather (and body) conditions. Wear spandex. To avoid chafing, you may want to wear a pair of spandex or synthetic underwear. Wear the right shoes. Buy comfortable, well-fitting walking shoes to give you the support you need. Wear your shades. Don't forget your sunglasses if it's sunny outside. Your eyes will thank you. Whistle. If you're at all concerned about danger, you may want to bring a whistle along to alert others in case you're in trouble.