Same ear.
First one happened in 2007 from flying( I was in the beginning stages of getting sick too.. so that may've contributed)

The one last week 2010, was from being really sick with a fever and congestion and all that and suddenly at night OUUUUCH I felt a really bad pain. Then had blood in the morning.

People say that if you have a history of injury, the ear drum gets weaker.
Should I expect it to heal? And will I get hearing loss?
I already have hearing loss in that ear because prior to any ruptures, I had Tinitus and Hyperacusis but since I got 2 ear drum ruptures I'm worrying they will add up

I find it very interesting that you have posted this week that you have strep throat and a ruptured eardrum.

Within the past five months you have posted that: you are obsessed with Japanese women; pay for sex and massage parlors "staffed" by Asian women; have a strange smell in your car; have a popping sensation in your chest; have pain in your testicles; have carpal tunnel pain; have difficulty speaking because something is "wrong" in your brain; have stabbing chest pains (not to be confused with popping chest pains); cannot swallow; have rib pain (and the Doctor has no idea what is wrong); think you may have contracted an STD (probably from the massage parlors and prostitutes); have pains in both ankles; cannot perform sexually with a beautiful woman and can only perform with unattractive women.

TROLL ALERT (with thanks to FrChuck, who "did the math.")

EDIT: I forgot about your uncontrollable dandruff.