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1989 SE/30 4/40, Apple extended keyboard, Kensington trackball, Apple ImageWriter II $5,000 at the Greenwich CT Apple Store (yes Apple had actual brick and mortar stores in 1989) under the Apple Credit Plan. Cost me $7,000 with interest over 2 years.
 
A grape iMac I got from CompUSA
 

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You guys have been at this way longer than me, but my first Apple product was a MacBook Air in 2014. I was in search of an "ultrabook," but Windows ones were so expensive that I considered the possibility that the equivalent from Apple would be a better value for me. Sure enough, it was, so I took the plunge and still see OS X Mavericks as my all-time favorite version of OS X.
 
Power Mac G4/500DP. Got it cheap in high school from a friend of my mother’s who had just upgraded to a brand-new G5, ended up using that as my main computer from around 2004-2009 when I replaced it with an early ‘09 Mac mini. I still have that computer, and I use it for running older PowerPC games in my classroom for the kids to noodle around with.
 
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My first computer was the Commodore 64 around 1994. I kept it for about years. My first Apple device was a used Mac Plus that I bought from a buddy around 1996, and have been using Apple devices ever since.

This the model, but it's not my photo (I lifted from the internet)
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Back then I didn't know what Apple was. Didn't know they had other products. Just an iPod A year later got my first MacBook 4,1.
 
My first Apple product was a secondhand Powermac G4 Digital Audio that came from a tech startup that shut down in Atlanta. My actual first computer before that was a UMAX C600 clone with a G3 L2 upgrade card. Still have both. I remember when the hard drive crapped out under warranty on the UMAX, a tech came out to my house and replaced the drive while I waited.
 
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