Any other vintage pics of family with cars?

Here's two I just found looking through old family photos.

One is my great aunt Betty Rose, and the other is my Grandpa Al when he was a young buck.

I'm guessing they are 20's since that would be around the time he was that age. No specific year though.

Any ideas based on the cars?

 

Here are a couple with my grandpa

 

Here's a few family pics from the 30's & 40's.

My Father:





My Mother:




Dad with my sister (who used to be older than me):


And my favorite pic - The folks at the '39 Worlds Fair NYC: