Portrait of Jessica Simpson

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Jessica Simpson - The big-boobed version of Britney spears - Topless & Nude!

Jessica Simpson is the perfect prototype of a blonde, busty, All-American beauty. She was supposed to be the "naughty" answer to Britney Spears and Christina Aguilera. In this article, you'll find a ton of naked pictures and her leaked sex videos.

Rare picture of Jessica Simpson's big boobs!
Rare leaked topless picture of Jessica Simpson

Jessica Ann Johnson's (her birthname) dropped out of high school in 1997 as her career began to take off. She was only 16 at that time. She has a sister named Ashlee Simpson, who also became somewhat successful and is quite a good-looking gal.

Classic fake picture of Ashlee Simpson and her sister Jessica.
Ashlee & Jessica Fakes

She began singing in the church choir as a child and auditioned for the legendary "Mickey Mouse Club", alongside artists such as Britney Spears, Christina Aguilera, and Justin Timberlake. Simpson made it to the final audition but ultimately was not selected for the show. Can you believe this? The show almost had brought up yet another iconic popstar. Unbelievable!

So she went back to singing in the choir, where she was discovered by the head of a Christian music label. She began working on her debut album with Proclaim Records. Now comes the best part:

"Jessica's father later claimed that she had to quit touring as the size of her breasts led to her being deemed too "sexual" for the genre."

She might have been too sexual for Christian music, but boy, she wasn't too sexual for pop music! Lucky us! And we've got the rare Jessica Simpson nude photos right here!

A young Jessica Simpson shows her panties on stage!

We have another somewhat weird anecdote from her early career. Her grandmother personally funded a limited pressing of her debut album "Jessica". Despite this, the album remained unreleased as Proclaim Records went bankrupt.

So she has big tits, her grandma pays for the pressing, and the record label still went bankrupt. If we didn't know the full story, one might assume her voice had to sound like garbage. But things took a turn, once she landed on Tommy Mottola's radar. Then-husband of Mariah Carey and head of Columbia Records.
He saw in her: "the blonde response to Britney Spears and Christina Aguilera".

Paparazzi shot of Jessica Simpson's exposed tits
Jessica Simpson naked! Her tits popped out!

Her first studio album, Sweet Kisses (1999), sold two million copies in the United States.

Early in her career, Jessica became known for her relationship with 98 Degrees singer "Nick Lachey." They had a reality TV show on MTV named "Newlyweds Nick and Jessica." So she was doing this reality thing ages before anybody ever heard of Kim Kardashian and the Kylie Jenner clan.

Simpson sings about losing her virginity to Lachey on the lead single of her third album, "Sweetest Sin." The song was a commercial failure.

Nude Photos and Videos of Jessica Simpson

Jessica Simpson's bikini got wet and we got to see her pussy.
Jessica's wet pussy in a bikini

She divorced Lachey in 2006, dated legendary Dallas Cowboys quarterback Tony Romo, for around two years. Tony played like shit during this time, so fans and even President George W. Bush claimed she was the reason. I hope she fucked his brains out, and that was the reason why he got so bad. In May 2010, she began dating retired NFL tight end Eric Jonson who she's still married to in 2020.

Simpson made her film debut as Daisy Duke in the film adaption of "The Dukes of Hazzard". Critics gave the movie pretty bad reviews, but it still made over $111 million worldwide. Why? Because Jessica looked fucking hot in that movie!

Jessica Simpson's famous movie scene in Duke of Hazzard

Being a singer and an actress wasn't enough for her. In 2005 she launched her own clothing line. The brand has gone on to earn over $1 billion in revenue and is, to this date, one of the most successful celebrity-founded brands in history.

Halloween of 2011 marks a significant event in her life. It was the time she announced her pregnancy. Why is that so important? Because her already huge tits grew even bigger!

The big MILF tits of Jessica Simpson in 2020.

Did I promise you too much? I don't think so. If the 100 photos of our gallery still aren't enough to satisfy your needs for beautiful boobs. Take a look at our forum. You'll find even more photos of her.

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