DEWALTClass 2 Heavy Duty Surveyor Vest

Will this get me the ladies?

Were this waterproof material?

I’m 5,6 I would like to know if it would be long a medium on me ?

I'm about 5'8" and 250. i wear a 2-xl flannel shirt. what size do you recommend is best for both summer (tee shirt), and winter (over a hoodie)?