Nasty May/December relationships! I had a friend in high school who dated our other friends single dad... Gross. -Leeann My sister just did a trip to Italy with Weber State and there was a couple in her group. He's 65 and she is 19. They've been married for a year. Gross My 35 year old cousin is married to a 69 year old guy...been married for years, great relationship! My ex wife married my step dad. She is 34 he is 62. There was a couple from my mission she was 17 and he was 78