Bring up family. Your safest bet here is siblings and general background information (such as where he grew up). Be sure to respond enthusiastically to encourage him to share more information.[3] Parents can be a touchy subject for people who had troubled upbringings, have estranged parents or whose parents have recently passed away. The topic of children can be uncomfortable for couples who are having fertility issues or disagreements about whether to have children, or for a person who wants to have kids but hasn't found the right person or situation. Some questions you might ask include:
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