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10 Female Celebs Who Were Way Too Young To Be Dating These Famous Men

3. Ashley Olsen And Richard Sachs



Ashley Olsen must have learned a thing or two from her sister Mary-Kate dating and eventually marrying a man that was 17 years older than her because last fall began dating a financier named Richard Sachs, who is 58 years old. The Olsens would go on double dates with their much older men, who became friends throughout the whole ordeal.

Unlike her twin sister, Ashley and Richard’s relationship did not end with marriage. After five months, the two called it quits. Ashley cited the reason being that she wanted to focus on her fashion line. The ex-lovers claim to still be friends and hang out from time to time. The Olsen twins seem to have a thing for mature men so who knows if Ashley’s next beau will be as “experienced” in life as her last?

2. Dakota Fanning And Jamie Strachan



If you still think of Dakota Fanning as that little girl from I Am Sam or Uptown Girls, you are not alone. People were shocked when the news first broke that the then 22-year-old was dating the then 35-year-old model, Jamie Strachan.

The 13-year age difference seemed stark but Fanning as referred to him as her first love. The male model from the United Kingdom’s last long-term relationship was with Victoria’s Secret angel, Behati Prinsloo, who was a bit closer in age to him. Dakota and Jamie had a pretty private relationship and it was not even announced that they had broken up until the actress had declared it herself in the October 2016 issue of Town & Country, where she described dating new people as “horrific.”

1. Amber Tamblyn And David Cross



Amber Tamblyn and David Cross are certainly an odd pairing and not just because of the 19 years between them. The Sisterhood of the Traveling Pants actress met the Arrested Development star on an airplane when they happened to be on the same connecting flight from Houston to Louisiana. Amber was actually a fan of Arrested Development and the two got to talking and according to Cross, he knew they would be together after that.

The couple married in 2012 at a ceremony in the woods surrounded by all of their friends and family, including some famous actors and comedians like Tamblyn’s Sisterhood of the Traveling Pants costar Blake Lively and her husband Ryan Reynolds. They recently welcomed their first child, a daughter, last February and seem to be living happily ever after with one another.

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