Wooop
I was never really surrounded by hip-hop culture, but there was always someone close to me who listened to it.
When I was around 6-7 my neighbor who was a year older than me would 'borrow' his big sisters Eminem CD's and bring to my house. He explained the whole story to me: how his mom was fucked up, how the song Kim was about him killing his baby momma and 97 Bonnie & Clyde was about disposing the body with his infant daughter in the car... He (my 7-8 yr old friend) also explained drugs to me lol. I wanted to be Eminem soooo bad, listened to nothing but him, D12, 50 Cent and the occasional Dr. Dre song for like 4-5 years. Then I started playing the guitar and gradually lost interest in any music that wasn't categorized as 'rock'.
Around 8th or 9th grade another friend who was deep into hip-hop started putting me on to shit like N.W.A., Pac, Big L, and Biggie. I rediscovered Eminem and Dr. Dre and went on to familiarize myself with genre and the culture.
Atm I think hip-hop is both interesting and annoying. It's officially the new rock'n roll, and has been for a minute - which means that everybody wants to do it, and when everybody wants to do something A LOT of redundant trash is gonna be generated. But it also means that the genre is exposed a lot of new influences and so I think there's more original hip-hop out there than ever - at least from a sonic perspective; lyrically hip-hop has a harder time evolving (I'm guessing because the black american experience sadly hasn't changed all that much). I suspect in the next 20 years hip-hop will slowly dissolve into a bunch of sub-genres just like what happened to rock music. It'll be a bit sad and pretty interesting.
I'll stop writing before this becomes a full-blown dissertation. I swear hip-hop is a breathing essay. I have certain reservations about it, but only the kind of reservations that you have about something you care about. I don't have shit but music, and hip-hop probably makes up 50% of what I listen to...and at least 80% of the contemporary music I listen to is hip-hop or r&b.
So that's my experience of, or perhaps my thoughts on, hip-hop.