DW 1/20

My boyfriend’s younger years were wild, and he has a pretty extensive criminal record to show for it, including prison time. Although some of the consequences of his past irresponsibility will follow him forever (e.g., limited career opportunities), he’s been an honorable, hardworking, and law-abiding citizen for as long as I’ve known him. My mom and sister, who I talk to all the time, were very skeptical when I first told them about his past, but after months of hearing about our relationship and his character, and meeting him a few times, they seem to respect and genuinely like him. But they both warned me from the beginning not to tell my conservative dad and stepmom about the skeletons in his closet.

It’s been two years now, he and I live together, and I still haven’t told my dad and stepmom about his past. They seem to have a favorable impression of him so far, but they live far away and have only met him once during these two years. I feel guilty about keeping such a big secret from them for so long, it’s awkward having to tiptoe around their questions about his history, and it’s hard to do so without lying or looking like I don’t know anything about the person I share my life with. I want to tell them and just deal with however they react, but my mom and sister still insist that they never need to know because it’s in the past and it will only become less important as time goes on. What do you think?

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