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Sanj 99% of the time I am sure lending money to friends and family is totally fine but it is that 1% that you must show caution to. Your examples also seem to be more structured with interest attached to this. They may even be on a loan you have had drawn up legally? The concerns raised...

What is the good one? His mate pays him back the money a week later and calls him a "good bloke"? Or perhaps his mate pays him back with some interest, so now he needs to declare this as income.

My point exactly Peter and I am sure it is something legitimate or else why would someone post this on a forum. But a lender may not be so forgiving, a transaction that cannot wait a week is surely going to ring alarm bells. Something in narcotics? A gambling debt that not paid will result in...

EXACTLY! I love my mates and would do a lot for them but lending them an amount of money that would have me posting this question in a forum I would be telling them to get a personal loan or talk to their parents.

How much money are we talking? Do you know what your friend plans to do with this money?