Ashley Olsen and Richard Sachs
Ashley Olsen has always marched to the beat of her own drum—and that includes her dating life. In 2016, she was spotted with financier and art dealer Richard Sachs, who was 28 years her senior. The pair were frequently seen on casual outings and even double dates with Ashley’s twin sister Mary-Kate and her then-husband. The public may have raised eyebrows, but the two reportedly shared a sweet and affectionate connection.
Ashley has a history of dating older men, with previous relationships involving partners nearly two decades older. So, while Sachs’ age stood out, it wasn’t entirely out of character. Despite their seemingly romantic connection, the relationship ended after five months. During that time, Ashley was also loosely linked to artist George Condo, but nothing was confirmed. In the end, it seems Ashley enjoyed the moment—and moved on when it felt right.
