Dating a widower with a daughter

So often my clients ask about dating a widower. Is it a red flag? Should I proceed with caution? Is it a losing proposition?
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A letter to ... a widower I fell in love with

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A Woman Discusses Dating When A Widowers Daughter Creates A Problem.

Children can ruin a senior relationship. When people become single later in life and decide to date again, their children often have a problem dealing with it. Sue, not her true name, is in that category and has a dilemma. She and the widower she's dating have many things in common, love one another, and enjoy their time together. But, a year-old daughter of the widower is putting a strain on the relationship. Sue said, "Our relationship, while great in some ways, has its issues. He feels sorry for his youngest child, spoils her, and doesn't expect her to do much at all, since she lost her mother at age
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Dating A Widow or Widower: FAQs

Dating someone who has been married before and has created a life with someone else before you, is not easy and there are many struggles and challenges that you will face. Thinking very carefully before entering into this relationship is of vital importance, especially if you have not been married before, or if you have had no children of your own, as you might not get the chance to be married or he might not want to have any more children. A widower has made a life with someone else and he has been through a wedding, in-laws and has created a family already, so before you start to get serious you need to discuss a future and what you would like before you or he can fully commit.
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I knew the photograph would be there — I was only surprised by its prominence, central on the mantelpiece, wreathed with berries. My heart had gone out to you when you told me on our first date of the terrible death from cancer of your wife five years before: the months nursing her, your hope when she rallied, denial when she relapsed, the hasty but joyous wedding, then the horror of her final hours in hospital. Months into our relationship, as you told and retold the story, I would identify with your pain so much I cried too.
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