'Big Mouth' was a surprise hit from Netflix. A cartoon meant for adults about adolescents? It sounds like a recipe for WTF, but it actually ended up connecting with people of all ages. It's about kids going through puberty, which is represented by monsters that hang out with them. The voice cast is full of notable names. It's pretty much a who's who of comedians. Even if you're not into animated shows for adults, this show is worth watching. It'll speak to your soul unless you somehow lost all your adolescent memories.
You should be able to jump right into season two, but trust me, you'll just end up watching season one later anyway. It's Netflix, so there's no reason not to start from season one, but it's your life. Live it how you want to live it.