There are many theories such as ash's coma theory. In this theory he gets in a coma because in the first episode he gets streaked by lightning. Doctors inject him with medicine that lets him live out his dream in the coma, so he stays a kid forever and if he beats the elite 4, which is impossible, he wakes up. So no he will never beat the elite 4.
Ash has won a league, the Orange Island League, in season two of the anime.
For now, he didnt, but he will at the Unova League!
no because the man with a darkrai i think beated nhim
yes because in the sinnoh league semi-finals it was a long and hard battle but ash beat Paul with his infernape. Now ash and Paul are friends. Episode 650
No, Ash is never naked.