You'll need a measuring tape. Then you'll need to measure around your waist or hips (where the shorts will sit), the length (from the top to the bottom of the shorts) and your inseam (crotch to bottom).
Yes! Some players wear shorts while playing softball. Just be careful about how you slide—you might want some extra coverage, like a slider on your knee.
You can with an elasticated fabric. Take your measurements as usual, and make sure that you do not make the leg cut so high that they seem like briefs/knickers. Use...
Use your tape measure to measure around your waist, about 2" above your belly button. Take that measurement and multiply it by 1.5, and write that number down. Then, measure...
Get measurements for the neck, chest, sleeve, waist, and hip. Also, measure from the front left edge of the neck to about 3 in (7.6 cm) below the waist band.
The metric system is most commonly used worldwide; the USA still uses inches, feet, yards. You can convert to inches, though, if inches/feet /yards feels more comfortable to you.