1. Flax Seed. A few teaspoons of this per day can lower a man's free T by 20% and is loaded with estrogen. It's the strongest food I know of.
2. Soy products. Pretty much all of them. Tofu, beans, etc. seem to come in a distant second.
T rich foods include basically everything that isn't a nut, grain, or bean while E rich foods tend to be just that.