threatening aspect to a woman dating a younger man, she says. And unlike his previous flings, Siegner wanted a serious relationship and was straightforward about her desires. Soon after they met, he cleaned up his act and left the entertainment industry. In 2011, she met Juan Cabrera, now 34, at one of her mixers and soon fell in love. It's time that men start realizing the benefits of dating older women. While they were well-established and articulate, she wasnt physically attracted to them and found they had too many issues. A lot of the time, we complain that women don't know what they want and that they're high maintenance.