Here is a possible ranking of shoes, socks, trousers, and other things to wear in light to medium rain, based on wetness:

- Waterproof boots, wool socks, water-resistant pants, rain jacket, umbrella, scarf, and gloves. This is the best option to keep you dry and warm in rainy weather. Waterproof boots can prevent water from seeping into your shoes and socks, while wool socks can wick away moisture and retain heat. Water-resistant pants can repel water and dry quickly, while a rain jacket can shield your upper body from the rain. An umbrella can provide extra protection from the raindrops, while a scarf and gloves can add some warmth and style.
- Weather-resistant sneakers, synthetic socks, cropped pants, regular coat with a hood, and poncho. This is a good option to keep you comfortable and dry in mild to moderate rain. Weather-resistant sneakers can resist water and provide traction on wet surfaces, while synthetic socks can dry faster than cotton socks. Cropped pants can prevent your hems from getting wet and dirty, while a regular coat with a hood can offer some warmth and coverage. A poncho can cover your upper body and arms with a loose-fitting and breathable garment that can repel water.
- Leather shoes, cotton socks, jeans, sweater, and hat. This is a poor option to keep you dry in rainy weather. Leather shoes can absorb water and get damaged by moisture, while cotton socks can soak up water and lose their insulation. Jeans can get heavy and uncomfortable when wet, while a sweater can offer little protection from the wind and rain. A hat can provide some shade from the sun, but not much from the rain.
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