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The first and third options seem most appealing to me.
The first option, Challenge a Friend, seems like it would be a natural feature in the course of development of OOTP. Since a lot of people will use this feature with real players, I'm sure you could also implement a way to ensure that there is no cheating in those cases specifically.
The second option, Head to Head, seems like a logistical nightmare.
The third option is pretty cool, but I think it would only be viable if this mode also had a single-player option, that is, the ability to play this alone against the computer. That should get a bit more mileage out of it.
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