Anything in his past that's given him and underlying sense of low self esteem at all? Abuse of any kind, bullying, depression, weight or looks issues, deranged ex partners, lack of cheievment, bad career or school experience can all do this to people and to cure it you need to get to the underlying cause.If there is one and you unravel it, he'll feel so much better about himself. Alternatively Boro may be right, there are some pople who "fish" for sympathy. You have to judge which he is.