Love the second time around.

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I have a friend. He is like a brother to me. He is already 48 and still single but with 3 children already with the same woman. Hos children are all grown-up. I say his are not a normal family. His children grow-up with his sister and only one with his live-in partner. He is a building contractor thus he is often destined to works far and for a long time. He is a good provider, infact too goo that he doesn't have a savings of his own. His live-in partner is no good with money coz she is a gambler. All his things inside the house were all sold because his partner wont stop gambling. Now there house is sold too. Now my friend found someone whom he really fell inlove with. She is decent and came from a good family. She is married but is separated already with one son. Now they found love with each other and they are both working hard to survive. Do they deserve a second chance? Would people judge them fairly? Would it matter what other people say?