I would not suggest you do anything dodgy - sooner or later you will get caught out - but there's nothing illegal about using different TLDs to target the same keywords in the SERPs as long as they have distinct content etc.
We have Azam.net, Azam.info, Azam.biz targeting the same keywords and quite often get multiple listings for the same search terms.
As well as the opportunity to get multiple listings, It spreads the risk. Even if one isn't doing anything grey hat or black hat, better to have multiple sites than to be dependent on the one, just in case Google wakes up one morning and decides he doesn't like you.
Of course, on the other hand, it is a lot more work to maintain two or three quality websites rather than one.
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