Have not yet had my sim play elsewhere ; though I put her up for it. However, being an avid fan of Bridgport, I find SS a very nice place to live. SO, I)'m torn between the two.
In SS you can compete at simfests. My sim beat the top dog (she was level 7 singer and he was lvel
.
However, in other towns, there is no one else competing. So if you want to go for the new careers (singer, acrobat, magician) you need to be in SS.
To live with my love for Bridgeport, I use twallan's traveller mod and my sim practically lives in both cities. In fact, she befriended a unicorn (male, white) in SS and went to perform in Bridgeprot and befriended a female unicorn (white) who she took back to SS with her.
Love twallan's mods!