Welcome. It is great to see the religion through the eyes of someone who has been away for so long. I knew it wasn't true in 1995, but hung on for another 10 years, and have now spent another 10 years actively involved from the other side. So the changes appear more gradual and not so shocking.
I had a dicusssion with my brother in law after the 1995 generation change saying that the Watchtower obviously did not believe the end was any time soon. He said "we'll know soon enough." I think he probably had in mind that the end would definitely be here by 1914. I wish I probed him for what date he was thinking, and what he would do if it was no here by then. Like your friends, back then he would have had such a cockey attitude about it he could have declared it was not the truth if the end was not here by 2014, but now he finds new ways to justify this system continuing.