...I never really play for generations. I do, however, have a V2 Nyorotchi named Barry, at the age of 99. I'll get visual proof later if anyone's interested.
(Before you say, "lies," It has a baby, and I've paused it 3 minutes before 12:00AM, then immediately unpause it. Trust me, it was a pain to do for 3 months and 5 days. I decided to pause it when it goes to sleep, because the counter doesn't go up any farther.)
The highest generation I've attempted was 35, simply to collect all (non-Oyajitchi) adults.