depending on how old/experienced he is,
Hinting/Mind games may not always work, no matter how easy u think
it is
Back in secondary school, i didnt had the girl(or the other way
round) not because i didnt like her but i lacked the ability to
detect the hidden meaning of their games till many years later when
it was too late. That is a true tragedy
Its better to let a mutual friend tell him at good time, clean and
direct without embarassment