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Currently my font stack is "HelveticaNeue-Light","Helvetica Neue Light","Helvetica Neue",Helvetica,Arial,"Lucida Grande",sans-serif. The issue I'm having is that some of my images/buttons with text are forced to be either HelveticaNeue or Arial - one or the other, obviously. If a user without Helvetica (Windows users) visits, the Arial body text clashes with the HelveticaNeue button text, and then vice versa.

If I use Arial as the first font in the font-stack, will a large portion of Apple users see Arial? Does Arial ship with Apple devices, and if so, when did they start this?

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It looks like Arial has been shipping with Macs at least since OS 10.0 was released:

http://en.wikipedia.org/wiki/List_of_typefaces_included_with_Mac_OS_X

So it looks like all Mac users will see Arial.

for all iOS fonts, a site previously mentioned on SE: iosfonts.com

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