Jessica Simpson pictures and gossip

Do you remember the hot Jessica Simpson before she became a country singer poser?  We all do, but it seems like Jessica herself remembers more.  Now that I’m almost certain she’s not going to be staring in Miley Cyrus’ next music video, it’s safe to erase most of those memories of her in plaid shirts, [...]

Why so glum, Jessica?  Could it have anything to do with your bail out to country music being a complete flop?
A spokeswoman for the one-time pop princess says Simpson remains part of the Sony Music Group on the Epic label, but is no longer working with the company’s country division, Sony Music Nashville.
To date, the [...]

Everyone likes the South, right?  Well at least Jessica Simpson does.  After showing off her new chubby curves and shocking the world after singing at a Chili Cookoff in Florida (which afterwards she might have devoured–singing is very hard work, you know) her sister Ashlee lets rockets flare in her blog.
“I am completely disgusted by [...]

When Jessica Simpson performed on the CBS Early Show yesterday, it looked like she was taking this country business thing a little too far.  Instead of being that hot country girl in tight short shorts milking a cow, she looked more like her mother.  The only thing that was probably missing in her act was [...]

The thing about chick magazines like Elle is that men are subject to unwanted tampon and douche advertisements. So, consider me your savior as I am posting these sexy Jessica Simpson pictures from the latest Elle Magazine.

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Jessica Simpson, in an interview with Elle, said that Tony Romo is “different” than all her other past boyfriends.
Jessica Simpson tells Elle that Romo is different from the rest of the guys she’s been with because he “appreciates my talent” and that they’re “spiritually connected.” She says that most of the guys she’s been with [...]

It’s not the least bit surprising country music fans booed the shit out of Jessica Simpson on Saturday in Wisconsin. The 28-year-old pop starlet is continuing her attempts at breaking into the country genre (pops Joseph loves daisy dukes) and opened up for Sara Evans at the Country Thunder USA festival in Twin Lakes, WI [...]

Check out Flynetonline for the pictures
These pictures are pretty much crap but if you squint you can kind of see Jessica Simpson’s delicious rocking rack. This girl was made to be in topless cabaret shows. She can kind of sing, she’s not too smart, and she’s got a fantastic body. It sounds [...]

You would think that plowing Jessica Simpson might give you the ability to sing, but as this video proves, Jessica Simpson’s vagina does not have magical powers.
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Tony Romo recently said that dating Jessica Simpson makes you “fun and fearless”. Whatever the hell that means…
“I was thinking, you have John Mayer, Dane Cook,” he said. “If you date Jessica Simpson, I guess you’re fun and fearless.”
That’s because Jessica Simpson’s vagina is probably lined with silk and her breasts taste like honey.
Romo’s [...]

Jessica Simpson is furious that OK Magazine announced that she was dumped by Tony Romo.
Jess is pissed over an article titled “Jessica Dumped!” that appeared in the February 4 issue of the mag. The article claims Tony dumped Jessica after his team was eliminated from the NFL playoffs. Simpson’s attorneys say the article is “utterly [...]

I guess Jessica Simpson is running out of ideas on how to stay in the spotlight.  She’s tried acting and her movies stunk.  She’s tried dating professional athletes and ended up being a curse.  Now, she’s going to try to be a country singing sensation.
Jessica Simpson is recording a country album, says Billboard, which, she [...]

Jessica Simpson’s latest lucky bastard, Tony Romo, was taunted during this week’s game against the Carolina Panthers as thousands of fans wore Jessica Simpson masks.
After many blamed his girlfriend Jessica Simpson for his team’s loss last Sunday, Dallas Cowboys quarterback Tony Romo overcame a sore thumb and taunting Carolina Panthers fans Saturday night and pulled [...]

Jessica Simpson is apparently so desperate to have an acting career, she is set to make every guy’s dream come true.
A source said: “Jessica is in the running for a role that, if she gets it, will put her right on the map in terms of acting.
“The only hitch is that the script requires a [...]

Here is the movie trailer of “Major Movie Star” where Jessica Simpson pretends to be an actress who plays an actress that gives up her failed career to join the army. All of which remains true to life except joining the army, but there’s still time. And as expected, the movie looks just as terrible [...]

Jessica Simpson attended the ACE awards in New York last night and was attacked by a street grate. The street grate ate one of her heels and almost sent Jessica Simpson falling on her ass, but she saved herself - it looks like she may have been taking surfing lessons. However, even if she did [...]

Here is Jessica Simpson at the Frederick’s of Hollywood 2008 spring collection fashion show. Now, at a fashion show of a company that has the term “The Original Sex Symbol” trademarked for their lingerie collection, you’d expect loads of girls in lingerie. Unfortunately, that isn’t the case. However, what we do have is the appearance [...]

Jessica Simpson and Orlando Bloom were spotted arriving at the same party at the same time. As someone peering in from the outside, I’d expect them to be an item, but I always thought Orlando Bloom was gay. So it can’t be true. However, according to OK!, a friend said,
“Jessica and Orlando are trying to [...]

According to Jessica Simpson’s father, Joe Simpson, she is planning on creating a country album. And with her new found focus on her singing career, Jessica Simpson wants to move to New York City to be closer to her label. According to People,
“I’m looking at places because my record label is in New York and [...]

Is it me or does Jessica Simpson have one of the finest set of legs in Hollywood? Unfortunately, there’s something wrong with her face. She’s walking around like she just farted in an elevator. Am I wrong or what?

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Despite looking like a Terminator, Jessica Simpson is extremely smart. Her cleavage is huge. Unfortunately, in a set of pictures like these, I’m worried that her blue dress will fall off exposing her laser guns. So, if you care for your life, make sure you avert your eyes when you stare because if she catches [...]

Jessica Simpson, while on the set for Major Movie Star, was spotted wearing short shorts. Even though Jessica is wearing a work-out uniform on a set for a movie, she obviously has been doing something right offset as well. Jessica has one of the finest sets of legs in Hollywood. Do you see those calves? [...]

After the complete thrashing Jessica Simpson received for her shitty movie “Blonde Ambition” you would think she learned her lesson. Wrong! Here, Jessica Simpson is pictured “acting” on the movie set “Major Movie Star,” which coincidentally is about a ditzy blonde who tries to earn the right to wield a gun in the U.S. army. [...]

Even though Jessica Simpson has been having trouble finding love since her split with Nick Lachey, her father, Joe Simpson, has decided to take the challenge. And no, I don’t mean he’s dating Jessica, but according to Us Weekly, he is playing matchmaker. At the recent Rolling Stone magazine party in Las Vegas, [...]

Jessica Simpson has managed to captivate men once again with her nipples leading the charge. Is there really a better way to wake up in the morning? Probably not.  However, as I said numerous times, this is the reason why I love the month of September. Hot enough to forget your jacket, but cold enough [...]

Other than the Vanessa Hudgens nude picture scandal, today seems to be pretty uneventful, which is why I’m doing another Jessica Simpson picture post.
I’m not quite sure what kind of shirt Jessica Simpson is wearing, but it most definitely appears that she dribbled all over herself while eating lunch. What some call decoration, I’ll call [...]

Jessica Simpson was spotted leaving her lawyer’s office looking like this and while her smile looks sexy enough, that pink dress is absolutely hideous. Usually I like women to be pink, or well, in pink, but come on. She isn’t the lawyer, she was meeting the lawyer and if she were smart, she would have [...]

One of the benefits of losing the summer warmth is several under dressed women wearing tight shirts. Thus I present Jessica Simpson’s exposed nipples. Or well, they really aren’t as exposed as you would imagine, but they’re more than what we’ve seen lately.
I tend to have a similar problem. I wear a Speedo pretty much [...]

Jessica Simpson, who has reportedly went through three men since her split with Nick Lachey, has allegedly hired a dating service to find her the perfect match. Even though Jessica’s rep denies it, according to Life & Style Weekly, a friend close to Simpson says,
Jess, 27, “is done being set up by family and friends, [...]

Jessica Simpson has reportedly declined a potential Oscar winning role as a porn star because her father wouldn’t let her strip on screen. According to M&C,
The 49-year-old told People magazine: “The last script that came to us was for Jessica to be a porn star.
“We were promised we would win an Oscar with that.
“I told [...]

Jessica Simpson’s movie, “Blonde Ambition,” a movie based on the 80s film “Working Girl,” has been delayed several times due her father’s and the studio’s fear that the movie will be a huge flop. According to M&C,
The release date, which was set for August 3, has now been delayed until the last week of August. [...]

I had every intention starting this picture post with an insult torwards Jessica Simpson, but I really can’t find one. Despite her recent spit with John Mayer, she’s back, and she’s hot. This leads me to one very important conclusion. John Mayer destroys women. Not just figuratively, but I imagine he actually pulls out a [...]

Lately, I have been avoiding Jessica Simpson because I find her extremely unoriginal and boring, but after reading that she has “it” for the Dallas Cowboys QB Tony Romo - the same guy Carrie Underwood is allegedly very serious with, she managed to pique my interest. While I’m not really sure what “very serious” means, [...]

This week has been quite the week for pictures of celebrity boobs and unsurprisingly, Jessica Simpson revealed her perfect rack at the Metropolitan Museum of Art’s recent event. However, as DerekHail.com readers have become accustomed to, Jessica Simpson’s face is absolutely broken. If only her face would take some advice from her breasts.
Anyway, here are [...]

It is common knowledge that Jessica Simpson has one of the nicest set of boobs in Hollywood and lately, she is not scared to flaunt them. With a recent nipple slip, and massive cleavage pictures, Jessica Simpson is obviously not shy and is attempting to give her fans a treat or more importantly, the readers [...]

If the year 2007 had to be labeled a nick name, it would definitely be the year of Jessica Simpson’s boobs. With a recent nipple slip, a side-boob slip, and these latest cleavage pictures, Jessica has not been shy this year - maybe she’s an exhibitionist?
These recent pictures also help illustrate why the summer months [...]

Yesterday, Jessica Simpson almost made tons of celebrity gossip fans extremely happy by almost showing us some nipple in the below photos. However, the day after her cleavage escapades, she was pictured as if she was stolen from the 1920s. With her pants nearly to her neck, Jessica Simpson was absolutely positive there would no [...]

Jessica Simpson, out of the kindness of her heart, donates a mini van to a Mexican orphanage. Casa Hogar Elim, the orphanage in Nuevo Laredo, Mexico, was extremely thankful for Jessica Simpson’s generosity. According to People,
“The kids were cheering when she pulled up,” Simpson’s rep tells PEOPLE. “They surrounded the car and were so excited [...]

Although today began as a miserable day with major Wordpress problems, Jessica Simpson’s cleavage has cheered me up. Sure, I had problems, but look at those breasts. They’re so saggy. I may have had a headache, but I don’t need a lift, a bra, or surgery. Did she look at herself in the mirror and [...]

Is it me or did Jessica Simpson gain some serious weight? Here I thought Jessica should have cut out all of her desire to become an actress and jsut walk around in a bikini, but at this point, I’m going to have to completely deny I have ever said that.
P.S. I can’t wait for the [...]

Britney Spears Sex Tape:

After her divorce, Britney Spears was plagued by scandal. One fake tape, one alleged sales attempt, and finally one press release from Britney and Kevin denying a sex tape finally ended this rumor - for now. Instead of a sex tape, we were given several undesired crotch shots and - upskirts. How [...]

Jessica Simpson, on her fan site, Sweet Kisses, extended her holiday greetings to all of her fans. Jessica sad,
“happy holidays to all of my fans. i am spending much needed family time in the colorado rockies. i send y’all my genuine huge smile hoping it makes its way to brighten your christmas day…very dorky rhyme, [...]

Jessica Simpson, who is currently filming ‘Blonde Ambition‘ alongside Luke Wilson, is reportedly having problems remembering her lines. After several failed takes, the director gave her a headset so a crew member could feed her lines. According to the Chronicle, Popsugar reports,
A source is quoted by the Popsugar website as saying: “After the seventh take [...]

Jessica Simpson, during her tribute to Dolly Parton, almost popped out of her dress. She began to cry. According to the National Ledger,
Jessica nearly sprang a topless surprise on the guests at the 29th annual Kennedy Center ceremony. According to the report the buxom blonde nearly popped out an it was Jessica’s faulty dress [...]

Jessica Simpson, while on set, politely asked one of the extras for a napkin so she could place her gum in it. Instead of merely throwing out this priceless treasure, the extra has decided to put it on Ebay. According to the Chronicle, the auction states,
“Here’s that pale blue gum. I forgot I had this, [...]

Jessica Simpson has once prided herself on her high moral standards and ability to make men wait for sex, but now that she is divorced, things may have changed. A supposed sex-tape starring both Nick Lachey and Jessica Simpson may be leaked on the internet by the same people who brought the Pamela Anderson and [...]

Jessica Simpson, after finding an ideal match on an internet dating site, decided to meet up with the Los Angeles man. Unfortunately, Jessica wasn’t aware of the man’s real desire - her money. He was a male hooker. According to the Chronicle,
A friend of Jessica’s told Australia’s New Weekly magazine: “Jessica logged onto the internet [...]

Jessica Simpson’s new project will be starring, alongside Luke Wilson, in “Blonde Ambition,” which is a “loose remake” of the 80s Melanie Griffith hit, “Working Girl.” According to the National Ledger,
“It’s going to be Jessica Simpson’s next film,” said producer (and former Malcolm in the Middle star) Justin Berfield. “It’s basically about a young woman’s [...]

Jessica Simpson, after the publicity disaster otherwise known as her John Mayer relationship, decided to finally stand up for herself and let her father, Joe Simpson, fire her publicist. Simpson has now decided to handle all of her own publicity. According to the Chronicle,
“It’s been very emotional. But I am my own publicist right now. [...]

Jessica Simpson has been the bullseye of the media because of her recent, extremely unwanted and unattractive presence, but today Jessica turned herself around. Instead of swallowing back the building saliva in the back of my throat, I needed a minute alone in the dark, dank reference room, which I assumed to be empty. The [...]

Jessica Simpson, who was recently snubbed by Luke Wilson when he claimed he would never act with her, is upset that she auditioned for two parts in the new movie, “Dallas” and didn’t receive either one of them. Jessica Simpson commented,
“I really thought I nailed it and had a chemistry read with Luke Wilson, who [...]

The Jessica Simpson recent media smear campaign seems to be working in full effect. The question is, is the media to blame or is it some other source (*cough* Joe Simpson *cough*)? Jessica recently admitted she is bracing herself when the tabloids refer to her and her new co-star Luke Wilson as an item. The [...]

Jessica Simpson use to make teenage boys all around the world excited, but it seems she is re-working her image. Tom Cruise is currently on a image fixing campaign, whereas Jessica is trying to destroy her own. Or she plans on re-emerging as the regulation blonde super-star after she drives herself into the ground… Time [...]

The NSFW version of the above is after the jump.
April 11th, 2005 a then-married Jessica Simpson slept with Bam Margera. Although the news was confirmed on Howard Stern on September 19th, a US online reporter probed Bam for more details.
“Once,” he said, when asked by an Us reporter how many times he and Simpson had [...]

Radar Online exposes Joe Simpson as Ashlee Simpson and Jessica Simpson’s personal paparazzi. There is speculation that he has a close working arrangement with Wire Image where he is granted sole distribution rights for pictures of his daughters. One photographer recalls being blocked by Joe Simpson for photographs, even though the photographer was hired to [...]

Jessica Simpson and Ashlee Simpson have been cursed by Reverend Bob Harrington because their father, Joe, was once a Baptist preacher. According to Nine MSN, Harrington said,
“They don’t represent American standards and certainly not Christian standards,” fumes the Texan minister.
“Their father has replaced his faith in the Lord with the love of money, which is [...]

Ashlee Simpson has a great surgeon. I can’t believe how different she looks now. Yesterday, I dared to say that Jessica Simpson looks better than Ashlee after showing some cleavage, but I take that right back. Ashlee is still #1. However, my dream would be to have sex with their father. (below the pictures are [...]

Jessica Simpson Cleavage had to be revisited because she must be on a re-imaging campaign the past couple of days. I just came across the pictures of Jessica Simpson cleavage pictures from Jay Leno, and I just had to post them. I would like to thank Skindeep of JJB for sparking my interest in finding [...]

Jessica Simpson, after several episodes where she was pulled straight out of a homeless clothing collection bin finally decided to start strutting the right way. She has the body, I have no idea why she hasn’t been showing it off, but I am extremely thankful for these pictures because now I am starting to think [...]

Jessica Simpson obviously just watched Wheels of Freedom. When I watch interesting movies about Harley Davidsons or Teletubbies, I usually like to dress up also. [tags]Jessica Simpson, The View[/tags]

Jessica Simpson may be single after her divorce from Nick Lachey, but she is very aware of what she is looking for in a person. She said,
A guy with a great imagination sends me through the rafters,” she tells Maxim. “I love it!”
It all makes sense now. Nick Lachey’s imagination was so creative. He envisioned [...]

1 cat scares off several dogs. Not celebrity related, but if cats had celebrities, this cat would be it. (City Rag)
Jennifer Aniston has horrible foresight (Velvet Hot Tub)
James Blunt and Petra Nemcova are an item (INO)
Jessica Simpson is a mess, but is still trying real hard (Holly Scoop)
Brad Pitt and Angelina Jolie have something to [...]

Ashton Kutcher wants to be Britney Spears bodyguard (Velvet Hot Tub)
Janice Dickinson names names no one wants to hear (City Rag)
Katharine McPhee dates her grandfather (Im Not Obsessed)
Lady in red is the lady of my dreams Scarlet Fever is here (Holly Scoop)
Jessica Simpson at a photo shoot (ICYDK)
Jamie-Lynn Sigler gets a new place and its [...]

Kristin Cavalleri was first rumored to be dating Jessica Simpson’s ex, Nick Lachey, and now she is on the top of the list to replace Jessica Simpson in the prequel to ‘Dukes of Hazzard‘. Bill Gerber, the director of the prequel, said,
She’s (Kristin Cavalleri) at the top of the list. I like her innocence and [...]

Life and Style weekly reports that Jessica Simpson is “tired of being alone,” which is the first time Jessica has reached out to Nick Lachey. She also said,
I have no one to come home to, no one to call at the end of the night. I’m traveling all over the place by myself. When I [...]

Jessica Simpson may be losing the battle against her sister, Ashlee Simpson, to see who is the sexier Simpson. On a much more positive note, I no longer need to make my girlfriend wear a paper bag with Jessica Simpson’s picture printed on it during sex because Jessica is no [...]

Jessica Simpson’s personal assistant, CaCee Cobb, recently stepped down as her personal assistant. Jessica Simpson said,
You are my best friend, I will be your best friend forever.
Unfortunately, Jessica Simpson is naive. CaCee obviously stepped down so now she can have sex with Nick Lachey without being fired. I wonder how long I’ll have to wait [...]

[tag]Jessica Simpson[/tag] has allegedly laughed off the reports that she is in the process of adopting a child. Although, she recently claimed she was interested in adopting an orphan, she just isn’t ready yet. She said,
I’m not adopting a child! No, not yet. But that’s not a silly matter. I support an orphanage in Mexico [...]

Oh. My. God. Can you believe this? Look what he did. He is so fired.
[tag]Jessica Simpson[/tag]’s hair stylist really must be trying to make her look terrible. If Jessica wishes to remain the more attractive Simpson, she better fix that hair and start walking around in bikinis more often because Ashlee is catching up fast. [...]

[tag]Ashlee Simpson[/tag] recently joked that she was more attractive than her older sister, [tag]Jessica Simpson[/tag]. She said,
I’m taller than she is and my legs are longer than hers. I got lucky because my chest isn’t completely massive.
I would love to see a cat fight amongst the Simpson sisters. Although, it will not top the cat-fight [...]

[tag]Jessica Simpson[/tag] has recently been caught wearing her wedding ring around her neck. The question was why would Jessica do that unless she wants to be together with [tag]Nick Lachey[/tag] again? An insider told People,
You can still move on and have the memories
The source also told People that Jessica still regularly keeps in contact with [...]

[tag]Kevin Federline[/tag] likes to chime (from time to time) in with his intellect and worldly knowledge. He recently slammed [tag]Jessica Simpson[/tag] and [tag]Nick Lachey[/tag] for getting a divorce. [tag]K-fed[/tag] is against divorce. He was quoted as saying,
My situation is different. I ain’t gettin’ no divorce. Fuck that! I don’t believe [...]

[tag]Jessica Simpson[/tag] and [tag]Lindsay Lohan[/tag] had an exchange of words a few days ago at a LA hot spot. According to Us Weekly, Lohan sent over a few drinks to Simpson’s table, which also consisted of [tag]Brett Ratner[/tag] (director of X-Men: The Last Stand). After not recieving any gratitude, Lohan ran to [...]

[tag]Jessica Simpson [/tag] is being sued by the Tarrant Apparel Group. The apparel company signed her for a multimillion dollar deal. Simpson’s deal included wearing the brand she was associated with at applicable events. When she was asked what brand of jeans she prefers, she was quick to say “True Religion” instead [...]

 
Jessica Simpson agreed to star in the new Baywatch film. The Sun reported that, “Jessica really caught the eye in the Dukes of Hazzard film last summer. She was the unanimous choice for the Baywatch role.”
This is the tv series that made [tag]Pamela Anderson[/tag] and [tag]Carmen Electra[/tag] celebrities. Now I can hope [tag]Jessica Simpson[/tag] starts [...]

[tag]Jessica Simpson[/tag] has been quoted saying, “I want to adopt, and I plan to adopt before I have my own kids.” She already looks up to Angelina Jolie and what she has done for adopting children so she decided she would follow in her footsteps and do the same in the near future.
Mommy, mommy, Angelina [...]

[tag]Jessica Simpson[/tag] recently changed record labels. The young artist recently made the switch from [tag]Columbia Records[/tag] to [tag]Epic Records[/tag]. After spending five years at Columbia, Jessica was quoted as saying
I love all my friends and supporters at Columbia. I will miss them as I start this new relationship.
Even though both [...]

A lot of press has been going around saying that [tag]Jessica Simpson[/tag] snubbed [tag]George Bush[/tag] by not agreeing to meet with him. People don’t understand that she wasn’t comfortable talking to him at a major Republican Fundraiser. She would gladly speak to him anywhere else about Operation Smile. The problem is that a lot of [...]