There's loads of interesting stories in my family!
I had a great aunt who's mum was actually her grandmother. So the girl she thought was her sister was her mum. The aunt was also single all her life but did have plenty of male 'friends'. She had a son, nobody knows who his father is.
One of my uncles was a guitarist for Eric Clapton but threw his career away as he was always in trouble with the law. He spent time in prison for drug trafficking.
His mother, my paternal grandmother, hated my grandfather, she didn't want to marry him, her father forced her because it was the 'right' thing to do. She wanted to marry a pilot who flew during the war. She also wanted to be a doctor but her father would never allow her an education.
Her family were Cornish convicts. They ran away to Wales and changed their name.
My paternal grandfather kept in touch with his sweetheart all his life through letters. When he was very old and ill, he'd suffered a stroke, my mum used to write the letters for him. They never stopped loving eachother.
My mum had an affair with a french man when she was 16. She got pregnant and had an abortion. My grandad had to pay a lot of money at the time for her to go private.
My great grandmother had a baby with primordial dwarfism. Nobody knew what it was at the time, she died as a child, my grandma said she was "tiny like a little bird", she also had a set of twins that were born premature but kept a complete secret from the rest of the family.