How do I stop him hitting on me?

I have a friend who I’ll call Jack. I’m a pretty woman in my mid thirties. Jack is a fat, bald, middle aged man. He’s not my type, looks or personality wise and since I’ve been seeing him more often to comfort him, since Alan and Steven have snubbed him and he got depressed over it, he keeps offering to buy me dinner or drinks and checking me out. I explained to him ages ago that if a woman doesn’t give you signs of wanting you that she doesn’t. He’s not taking the hint. How can I discourage him without being unkind?

How do I stop him hitting on me?
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