I've been playing since TS1 was released. Here are some of my favorites:
I had the 'Dead Repairman" bug in the original game; it was fixed when "Livin' Large" was released. Originally there was only one neighborhood and that one neighborhood had only one repairman and if that one repairman died while on your lot....

Well, let's just say he was *VERY* dedicated to his job!


In above picture, he is actually repairing the sink upstairs - in TS1, ghosts couldn't climb to the second floor.

This picture was taken at the Goth estate, of course. That is Mortimer walking by as if it was perfectly normal to have a ghostly repairman fix your dishwasher!
Unfortunately, those are the only photos I've kept from the original game.
I did keep the portraits of my first Legacy family from TS2, though:

Anne Kelly, the Founder (as an Elder)

Anne's son, Barnabas

Barnabas's daughter, Cordelia

And, Cordelia's daughter, Drusilla - I think she has a touch of indigestion!

This was their house; it was made by Maxis, but I added a basement and some other minor improvements.
I have too many photos from TS3 to share, but this one is a favorite: