"If Malia Obama sends her resume to some place or applies to college, people are going to pay attention in a way that they wouldn't with anyone else," Thompson said.
The Obama girls, like other first children before them, may also have to explore young love in the public eye. During Clinton's life as the president's daughter, her relationships with fellow Stanford student Matthew Pierce and White House intern Jeremy Kane, were watched closely by the media.
"I have men with guns that surround them [Sasha and Malia] -- often," Obama, laughing, told "Good Morning America's" Robin Roberts earlier this year. "And a great incentive for running for re-election is that it means they never get in the car with a boy who had a beer. And that's a pretty good thing!"
Jenna and Barbara Bush were already 18 when their father was elected president so the girls were forced to live their college lives in the public eye, which included Jenna getting two misdemeanors for underage drinking.
One thing the Obama girls will have to deal with that children in the White House haven't dealt with before is technology.
"I think they are...the first kids in the White House growing up where everybody's got a cellphone and everybody's watching," the first lady told iVillage last month. "You may be having a moment, but somebody could use that moment and try to define you forever."
When Chelsea Clinton entered the White House, she was an awkward tween with big, curly hair and the style of a young teen. But as she matured during her father's second term, Clinton showed off a sleeker hairdo and a fashionable sense of a style.
As Sasha and Malia grow and change, their style will likely mature with them as well. And it already has. During Obama's acceptance speech on election night, Sasha looked polished like her mother, Michelle, wearing a gray cardigan, layered necklaces and a Zara bow accented top paired with an emerald green skirt, designed by Chris Benz, and J. Crew flats. Malia also showed an interest in fashion in a scoop neck black top paired with a hot pink Zara belt, an ASOS peacock blue circle skirt and J.Crew black flats.