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The 15 Hottest Jennifer Aniston Photos You’ve Ever Seen

Entertainment

A show that first hit the airwaves in 1994 and went off the air in 2004, Friends seemed to come out of nowhere and become a cultural touchstone. Starring an ensemble cast of six close-knit friends, all of the show’s stars became celebrities seemingly overnight and in the case of the female stars, began being seen as some of the hottest women alive.

Lisa Kudrow, the actress who played Phoebe, was a beautiful blonde who expertly brought that eccentric character to life, a role many would have likely failed in, while imbuing her with a sexual energy. Courteney Cox played the character of Monica, a chef and cleaning nut who always was able to get audience’s motors running despite her many foibles. However, Jennifer Aniston, the actress who played Rachel, was clearly the one portrayed as the most traditional romantic lead of the group and she was perfectly poised to play the part.

An attractive woman who had a body that millions of people would kill to have or lay beside, it was easy to see her as someone that anyone attracted to women would fall for at a moment’s notice. All of that despite her character’s spoiled attitude. While many were too young when her performance on this show was taking place, we here at The Richest count ourselves among those that had a crush on her at the time. That is what inspired us to put together this list of the fifteen hottest Jennifer Aniston photos you’ve ever seen.

When it comes to the photos we’ve chosen, the only prerequisite was that Jennifer Aniston can be seen and looks great. That means that the inclusion of people other than the popular actress will have zero effect on the placement of a photograph on this list. Screengrabs of her from her performances or other media appearances are fair game as well since she has a history of looking incredible wherever she goes and we’d be fools to exclude them. So, without any further ado, let’s get to the list.

15. Horrible Bosses 2

Via filmsor.net

Via filmsor.net

The first photo on this list is taken from a comedy but it is no laughing matter. A still from Horrible Bosses 2, Jennifer’s ability to look that confident, sexy, and dominant is but one of the reasons she is among the most popular and famous actresses of her generation. A sequel to a comedy that came out of nowhere and made millions of people laugh at its inappropriate jokes, it was an opportunity for her to play a character that was unlike any we’d seen her embody in the past. A sex-obsessed lunatic who routinely used her position as the boss of one of the film’s main characters to put him in uncomfortably sexy positions, who knew she could play that role so perfectly?

14. The Casual Look

Via 4archive.org

Via 4archive.org

A photo that perfectly shows that Jennifer doesn’t need to be wearing skimpy or high fashion clothing in order to look amazing; you could easily see her wearing this on a typical night on the town. Positioned on what appears to be a comfortable looking chair and pulling on a few strands of her hair, they combine to make her look somewhat suggestive but at ease with having us look at her. Wearing a skirt that gives those that look at this photo a great vantage point of her pitch perfect legs, you may not be able to see them from the knee down but that doesn’t take away from this at all. On top of that, the top that she is wearing and the slightly forward angle that she is sitting in has provided the camera with a great look at her stunning cleavage, which is great. All of this comes together to make this photo look like it happened to come together perfectly while we know it was all carefully considered to show her at her best.

13. Alluring Lace

Via Reddit.com

Via Reddit.com

A photo that was taken as part of an Allure magazine photoshoot, it wasn’t the one they opted to put on the cover which makes us wonder to ourselves if they actually wanted to sell issues. It seems self-evident that they would, since their entire business relies on doing just that but we know this picture would have made us a lot more interested in buying their product. Somehow looking like she might be sweaty from physical exertion while also appearing to be completely clean, this confuses our eyes while simultaneously pleasing them. Between her slightly disheveled hair, the sexiness of her raised arm, and the bit of cleavage on display, the fact that this snap isn’t higher on this list is a testament to the competition being fierce.

12. French Maid

Via hi-files.com

Via hi-files.com

Definitely, one of the least famous movies Jennifer Aniston has ever appeared in, Friends with Money came out in 2006 and despite good reviews made less than twenty million dollars at the box office. We consider ourselves to be movie buffs but we’re going, to be honest, we know pretty much nothing about this movie and didn’t bother to read a synopsis. After all, for a list like this one all we need to know is that there is a scene of the movie where Jennifer can be seen in a French maid’s outfit and that is a popular trope in fantasy scenes for a reason. You get to see most of her legs, a bit of cleavage and she is there to serve, what on earth could be better than that?

11. The Necktie

Via yoka.com

Via yoka.com

The first magazine cover shot to grace this list, when EOnline put together a list of Jennifer’s best covers of all-time, this was included which makes perfect sense as the alternative would be silly. Released in 2008, this photo of the thirty-nine-year-old at the time actress was accompanied by a headline asking: “Is it just us or is Jennifer Aniston getting hotter?”, and we have to agree wholeheartedly. Speaking rather frankly in the magazine, she revealed that she wasn’t surprised by the comments Angelina Jolie had made at the time about falling for her ex-husband, Brad, on set because of who said it. Throwing serious shade at the woman many see as stealing her man, in any other circumstance it would have been her words that got headlines but when you look that good, people’s minds go elsewhere. Wearing nothing but a tie and a smile, her limbs are carefully positioned to cover up her naughty bits which got the minds of viewers going a mile a minute.

10. Along Came Polly

Via YouTube.com

Via YouTube.com

A movie that is often forgotten, Along Came Polly, actually did very well at the box office, making $173 million off a $42 million budget. Remembered by many for the comedic (“shart”) performance of Phillip Seymour Hoffman, an actor mainly known for dramatic roles, there was one aspect of the movie that definitely deserves more attention. There is a sequence of the film where the film’s main character, played by Ben Stiller, and the romantic interest, played by Jennifer Aniston, go on a date. With Jennifer wearing bright shorts that show off her assets in all their glory, it is the rare occasion to truly appreciate her rear end.

9. Open Jacket

Via metro.pr

Via metro.pr

If there was ever a photo that was scintillating for obvious reasons it would be this one. Not wearing a shirt or top of any kind, her breasts are only covered up by her jacket which itself isn’t even zipped up. The fact that this is all that is holding us back from an unencumbered view of her torso means that we get to enjoy looking at two of the most attractive aspects of her impressive body. First off, we get to gaze upon a little bit of her sideboob because her jacket is open just enough to give us a nice gander. Secondly, we can’t help but be absorbed in the opportunity to look at her midriff unfettered by any real covering. Throw in the fact that her makeup draws attention to her incredible facial structure as personified by her cheekbones and this is nothing short of awe-inspiring.

8. Chaise Lounge

Via tmwallpaper.com

Via tmwallpaper.com

A photo that was released as part of a 2004 Vogue magazine that Jennifer graced the cover of, this is another instance where the best photo missed out on being featured front and center. Relegated to the inside pages of the legendary publication, we don’t mind putting in a bit of work to see something this appealing. Looking like she is lounging on a couch but garbed in a dress that is nice enough that she could wear it on a red carpet, other than her slip showing, we don’t care where she is, this is phenomenal. Wearing makeup that ensures anyone who sees this shot will quickly find themselves staring at her gorgeous eyes, that is an amazing feat considering what else is on display. Of course, you know we are talking about her cleavage that looks about as welcoming as any body part ever could. Laying like that, Jennifer looks like she is ready to be joined by the right person too, which makes this entire presentation even more captivating.

7. Horrible Bosses

Via YouTube.com

Via YouTube.com

We included a shot from Horrible Bosses 2 already and we knew we’d be remiss if we left out a moment like this from the original film. The first time we met her perverted dentist character, Dr. Julia Harris, it was really hard to feel sorry for her underling during a scene like this, even though we knew her behavior was pretty messed up, since she looked so good. Not wearing a shirt of any kind, it is only her dentist’s jacket that is responsible for her chest not be completely unsheathed. Also looking like she is fully prepared to sexually devour the person sitting across from her, it sure is hard to not want to be in his shoes.

6. Friends Screengrab

Via Pinterest.com

Via Pinterest.com

During a storyline on Friends where her character, Rachel, was infatuated with a customer she regularly worked with, we were always amazed that he wasn’t pursuing her doggedly. Finally getting involved with the man she’d wanted for quite a while at that point, Rachel and Joshua went on a date during the show’s fourth season and things didn’t go quite as she expected. Deciding to surprise her date by greeting him wearing nothing but lingerie when he returned to a room she occupied, Rachel was shocked when he was accompanied by his parents. The resulting awkwardness was comedic gold but we’d by lying if we pretended we were interested in this scene for the jokes it mined instead of the woman on display.

5. Collar and Cuffs

Via womannhairstyles.blogspot.ca

Via womannhairstyles.blogspot.ca

We’re pretty sure this picture is the oldest photo to grace this list and while that may make it old news in some people’s minds, to us an image like this is evergreen. A young Jen seems to be topless, the only fabric adorning her wonderful figure is a collar and a pair of cuffs. The remains of a shirt of some kind, if this trend had caught on with women as attractive as her the world would be a lot less productive as staring would be at an all-time high. While we wish her face looked a little bit less photoshopped and there really isn’t that much of her flesh on display here this photo handily overcomes those deficits. If your mind doesn’t find itself imagining what it would be like to come across this stunning actress wearing nothing but what we see here while looking at this, it is now that we’ve described it and you are happy.

4. Just Go With It

Via sagersegarich.com

Via hotflick.net

It is a fact of modern pop culture that having a starring role in an Adam Sandler movie means that in all likelihood your efforts won’t be embraced by a lot of critics. However, while his movies have a lot of detractors of late, it is pretty much guaranteed that a lot of people will watch your work which held true for Just Go With It. We’re sure that a large portion of those people will never forget the moment in the movie where Jennifer is shown in this bikini which looks exquisite on her banging body. Whether you think he’s funny or not, Adam Sandler is still good for one thing at least, he manages to cast the most beautiful actresses in his films.

3. The Break-Up

Via sagersegarich.com

Via sagersegarich.com

A movie that tells the tale of a couple dissolving their relationship in a long protracted negotiation, the premise seems like a horrific trial to go through but we’d deal with all of that for a moment like this. In perhaps the most memorable moment in The Break-Up, Brooke Meyers, Jennifer’s character, decides that walking in front of her former beau in the buff will give her a great deal of power back. It certainly worked on audiences as you’d be in the minority if you wouldn’t do her bidding for a brief moment of viewing the piece of art that is her body.

2. Red on Red

Via memsaab.com

Via memsaab.com

The final photo on this list that isn’t taken from a movie or show Jennifer appeared in, it only seems right that one that graced the cover of a famous magazine would hold that lofty position. Printed on the cover of a 1999 issue of Rolling Stone, there is a good reason why gracing the front page of that publication is considered an honor. In this case, however, it is the front page that should be honored that it was fortunate enough to have a photograph like this grace it. Wearing a one piece outfit that hugs her body in all the right places, it covers what it must but leaves some great bits of her body open to see. Showing off her gams, a large part of her chest, and her dazzling face all at the same time, all we can say is bravo!

1. We’re the Millers

Via findpik.com

Via findpik.com

After Jennifer played her part in Horrible Bosses we thought we’d likely been introduced to her most overtly sexualized character, but little did we know what was right around the corner. Cast as the female lead in We’re the Millers, the movie saw her play a professional stripper who showed off some of her skills during the movie’s runtime. An image from her dance later in the film, it is meant to take place at a moment’s notice but judging from the fireworks going on behind her, it seems like life itself was elated at her efforts. One thing is clear in our minds, she has never seemed more sexy or hot in our opinions.

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