My guess is that the life Jerry originally chose to live - being in AIC - has now caught up to him. 20 years on, he's reaping the results of a hard life of smoking, drinking, drugging, nameless women, little sleep, bad food, major life losses, the works. All the things that once seemed exciting in the beginning, tend to take a major toll on one's body and life after many years. So he doesn't really recognize himself anymore. Whereas he used to be "beautiful", as he ages, he's surprised by how he now looks (TBT, he certainly does sport a different "look" than what he used to). I think it's just basically a man who's aging, looking back on life his in his prime, and wondering "how the hell did I get here, and is this all there is?" CLASSIC Solomon questioning.
My guess is that the life Jerry originally chose to live - being in AIC - has now caught up to him. 20 years on, he's reaping the results of a hard life of smoking, drinking, drugging, nameless women, little sleep, bad food, major life losses, the works. All the things that once seemed exciting in the beginning, tend to take a major toll on one's body and life after many years. So he doesn't really recognize himself anymore. Whereas he used to be "beautiful", as he ages, he's surprised by how he now looks (TBT, he certainly does sport a different "look" than what he used to). I think it's just basically a man who's aging, looking back on life his in his prime, and wondering "how the hell did I get here, and is this all there is?" CLASSIC Solomon questioning.