8 Photos Of A Single Ashley Benson (And 7 Photos Of Her And Cara)

Ashley Benson and Cara Delevingne are two of the hottest celebrities in Hollywood. Benson found an amazing amount of success with her role on the television show, Pretty Little Liars. But she's also turned up the heat with roles like Spring Breakers and Bring It On: In It To Win It. All of which makes it abundantly clear why people love her. And that's no lie!

Cara Delevingne, on the other hand, found an incredible amount of success in the world of modeling. Including the British Fashion Awards being so enamored with her that she was named Model Of The Year on two separate occasions. But the appeal of acting won Delevingne over and some of her more recent work, such as Valerian and the City of a Thousand Planets made $225 million at the box office. The two are also scheduled to release a film together with Her Smell set to come out in 2019, which means their time together isn't going to slow down anytime soon.

But perhaps even more interesting than either of their careers is the rumors that these two lovely ladies may be more than just close friends. Not helping minimize these rumors are multiple reports that the two have been seen making out with one another. And when you see the photos on our list that show the two interacting, you will understand where the tabloid reports are getting their fuel from.

And just in case Delevingne needs any extra encouragement, we've also included 8 of the best Benson photos that include her preparing for the heat, surviving the cold, and of course, dropping your jaw with her best Instagram posts.

15 Single - Looking Beautiful In Perhaps Cara's Favorite Clothing Item

Ashley Benson is going to show off a wide variety of her amazing fashion taste in this list. But one of the best qualities that a woman can have is their ability to just take it easy and rock a more casual look. And one of the best ways to re-affirm that the casual attire is the style choice of the night is to throw an awesome hat on.

Which, at the very least as this photo proves, Benson has at least one of. Though if we're being fair, Benson's hair and makeup game definitely seem to be on point in this photo. Though that is nothing surprising when it comes to Benson who seems to be amazing at knowing how to accent her facial features. But if we're being true detectives here, spending that much time in getting her makeup ready may indicate that she was just ready for the paparazzi to spot her in the hat when she finally elected to go out for the night.

Cara Delevingne has also often been spotted wearing a variety of hats whenever she is doing activities around town. Perhaps if the two find themselves becoming even closer that one of the advantages is that the two would be able to share toques with one another. Though we're sure the paparazzi would notice that immediately!

14 Together - Holding Hands As They Leave a Restaurant

Ashley Benson and Cara Delevingne definitely aren't going to slow down any momentum of the two being close when they have moments like this caught by the paparazzi. Because it's going to be a big enough deal that the two were seen together, much less being seen holding hands! The paparazzi member was stalking out the Lucky Strike restaurant (and bar) which is located in New York City when they snapped this photo. The photos were published back on May 20th.

Though Delevingne would definitely have to be something special for Benson to take the leap and jump into a relationship with her. As when she was interviewed in the past by Seventeen magazine back in 2015, she doesn't have a big interest in dating another movie star,

"I don't think I would be able to date a high-profile actor the way Angelina Jolie has. Her and Brad [Pitt] have done a good job at keeping private, but I'm sure that takes work. It's too much attention when two powerful people are together."

Perhaps the fact that her example was the now divorced Pitt and Jolie would only re-affirm that thought! One of Benson's previous relationships is with Ryan Good who she worked with on Pretty Little Liars.

(Source: Seventeen, DailyMail)

13 Single - Surviving The Cold Of New York

Ashley Benson has an entry on this list where she shows that she is ready for some sunshine, which may be something that she much prefers over winter. Because when it comes to this next photo, it definitely looks like Benson is doing everything in her power to make sure she is avoiding the blustering winds of a chilly New York morning. The photo was taken back in January though, so perhaps that helps explain why she was so cold!

Benson may not have been having the most social of mornings, as another photo that must have only been taken a few seconds later once she noticed the paparazzi shows her letting them get a close-up on one of her fingers. We can let you guess which finger that was. But if it's been a bad morning, the last thing she would have wanted is a nice photo reminder of it.

Benson may also not understand why she gets attention, as she once described her life by saying,

"Everything I do is unfabulous. I'm the most normal person. I love walking everywhere and going to hole-in-the-wall places, like nail shops, because they do the best job. And I go to vintage stores rather than high-end boutiques, because I like to dress different from other people."

12 Together - Standing Side By Side

Ashley Benson and Cara Delevingne surely have many things in common. But if you expect to see Benson and Delevingne out on a date together, one thing that may have to change - at least as far as the general public is aware - is Benson's preferences. Which you may agree is a pretty big component of a relationship working! Because Benson has never come out and said she is anything but straight; which is also what her past dating history would indicate.

Delevingne, on the other hand, has been very open about the fact that she plays for both teams and has had several relationships with women.

“It took me a long time to accept the idea until I first fell in love with a girl at 20 and recognized that I had to accept it," said Delevingne in an interview with Vogue back in 2015.

As for Benson, she's just spoken out in a past interview about what it is her ideal man looks like!

"I love guys who know how to dress. I love the motorcycle boots, and I love the skinnier jeans with jackets and scarves. Anybody who gets his clothes at All Saints, that's my guy."

(Source: People, WhosDatedWho, TeenVogueBrainyQuotes)

11 Single - Amazing 1+ Million People With Her Makeup

❤️ @ninapark @josephmaine @lorealmakeup #lorealleaguepartner

A post shared by Ashley Benson (@ashleybenson) on

Ashley Benson knows the value of using makeup to help make her look even more amazing. Something that, for this next entry, she did with the help of L'Oreal Makeup which she promoted on the post. Which hopefully means that L'Oreal will continue to send her products and she'll be able to continue posting amazing photos like this that is sure to leave her fans captivated.

For this next entry, over 1 million of her fans made sure to let her know that she should absolutely wear that shade of lipstick again. Though if you ever see Benson out on the street without makeup on, there is a good reason for it, as she once said,

"My skin is really sensitive, so I don't use too much on it. I'm actually really bad at washing my face. I get so lazy at night so I usually buy the Neutrogena wipes and it gets all the makeup off and its easy and that's the way to go. I hate washing my face, so I always use the wipes."

We are sure there are many people out there who can relate to the feeling that their face is too sensitive and are very grateful for products like Neutrogena wipes that make a big difference.

(Source: BrainyQuotes)

10 Together - Kissing At The Parking Meter

One of the most annoying things to have to deal with is paying the parking meter. Which becomes even more annoying if you forget to do it. Because the last thing you want to end up with is ending a lovely date out and coming back to your car and noticing that there's a ticket on there. Which along with being a huge inconvenience to have to deal with, is also an unexpected hit to your bank account that would probably leave you not feeling too great.

Which means that it's perfectly logical that Benson was making sure that when she went to carry on with her day, that she was making sure she wasn't going to end that day with a ticket. Though it's not like the financial stress is something that Benson would have to worry about!

One thing she does have to worry about is the fact that the paparazzi follow her everywhere. Especially if she's hanging out with another superstar like Cara Delevingne. And that attention probably isn't going to decrease now that this photo was taken of Cara delivering some affection to Benson's cheek. The photo was taken while the two were enjoying Los Angelas back on May 27th.

(Source: MTV)

9 Single - Hiding Her Beautiful Eyes But Looking Radiant

There is no question that there are many features that Ashley Benson has that you may think makes her aesthetically pleasing. But if you are a huge fan of the ocean-blue eyes that Benson possesses, you may have to scroll to the next entry on our list. As for this entry on our list, she just happens to also be wearing some sunglasses. But when you consider the post was made to her Instagram in order to promote those very sunglasses, perhaps that makes sense as to why she is sporting them.

And while the sunglasses may be the "star" of this Instagram post, that doesn't discredit the fantastic outfit that Benson has also put on. Which may mean that you want to make sure you take a good look at the photo before moving on to her next incredible look that is just below. It makes sense that she had a goal to look amazing when you consider the more people who love this photo, the more people who are going to become aware of the brand.

If you're curious, they're the Prive Revaux style. Though we can't promise that if you purchase them that you are going to be able to look quite as amazing as Benson in them!

8 Together - Partying With Their DJ Friend

Ashley Benson and Cara Delevingne are going to make headlines whenever they decide to spend some time together. And sometimes that means that another person is also going to get roped into the mix. As they haven't just been spotted hanging out with just one another. But they seemingly had themselves a great time earlier in May when they also spent a night with Chloe Caillet. Who to her own credit is a talented DJ and probably knows a thing or two about partying. She is also someone who has been friends with Delevingne for over a year, so perhaps it only makes sense that there was going to be a time when Benson was going to hang out with her and have that encounter get documented.

When Benson was once asked about her friend circle, she replied,

"I have one good girlfriend and then most of my friends are guys. Which I love, because they're just like so easygoing and I love to play like Xbox and just chill out when I'm not working, so boys are probably the way to go for me," but perhaps her friendship with Delevingne is helping expand that!

Though Xbox is pretty awesome.

(Source: WMagazineBrainyQuotes)

7 Single - Showing She's Ready For Summer

#fbf @priverevaux

A post shared by Ashley Benson (@ashleybenson) on

The weather is definitely starting to get a little bit hotter in North America. Which means that you may start spending your days at work staring out the window and wishing that you were being able to spend your day down at the beach turning your skin a nice shade of bronze. Perhaps even with some friends and a couple of cold beers to make sure that the summer heat isn't going to be too harsh and turn that idea of a tan into the reality of a very painful burn. Which means make sure you also pack sunscreen, especially because Melanoma has killed more people than Cable! (little Deadpool 2 reference there).

One person who absolutely seems to be perfectly comfortable with embracing the sunshine is Ashley Benson. Which is surely going to be great news for her fans. Now can you imagine if she hits the beach with Cara?

Benson may not be in a swimsuit, but she is definitely in the mood for summer with the above photo that she uploaded to her Instagram account 3 months ago. Which means that she may have had many long days while she waits for the weather to start heating up.

6 Together - They Went To a Concert Together

One of the best things that you can have in common with someone is having the same taste in music. If not, those long road trips that you may one day do as a romantic couple may just be a lot of awkward moments where the two of you go back and forth hitting skip on the iPod until you both find something that you can kind of tolerate.

That probably would not be a situation that Cara Delevingne and Ashley Benson would have to find themselves in. As it seems at the very least that the two both think that Lauryn Hill is an amazing performer. The two were spotted out at the Apollo theater enjoying a performance by Hill back on May 2nd.

Though you may also find it interesting that one of Benson's first celebrity crushes was a musician,

"My first celeb crush was Hanson. I loved all three of them. My sister and I would always fight, and whenever they would come on the TV, we would always give them a kiss on the TV."

Benson also fancied an actor,

"And I also had a crush on Jonathan Taylor Thomas. Every time he would come on the screen, he was like my boyfriend. I was such a nerd like that."

(Source: DailyMailBrainyQuotes)

5 Single - Leopard Print Works For Her


A post shared by Ashley Benson (@ashleybenson) on

There is definitely going to be some people out there who think that leopard print is one of the most dangerous fashion items to try and pull off. But if anyone is going to make that outfit look amazing, it's going to be the tremendous Ashley Benson. Benson also has a very strong sense of self that surely helps her when she faces the inevitable criticism that comes from being a celebrity,

"People will make mean comments. People are going to say that you're fat, that you're this, that you're that. You just have to be comfortable in your own skin," said Benson when discussing how she feels in regards to people making critical comments about her.

We are sure that having to deal with the criticism of the online community is something that Benson and Cara Delevingne would both be able to relate with one another about. And when you date someone who has such a great attitude like that, it's only going to make you an even better person too. Even if not, we are sure Delevingne feels incredibly fortunate that she has such a wonderful person like Benson in her life to lean on when she is potentially having a tough day.

(Source: BrainyQuotes)

4 Together - Hanging Out On The Balcony Together 

A post shared by Ashley Benson (@ashleybenson) on

Ashley Benson's Instagram is full of some amazing photos that make it abundantly clear just how captivating she is and why it is she has over 18 million followers. A number that would surely grow if she ever started canoodling with Delevingne. And also why that if she ever decides to trade acting in for modeling, she'd probably make that a pretty smooth transition. Which also just happens to be an area where her potential girlfriend is also among the very best at; even if she has focused more on her acting career.

But for this next photo on Benson's Instagram, she is perhaps not the person that is going to be getting the most attention from the tabloid media. As Cara Delevingne is also sneakily hidden in the background. Though we are sure her fans were wishing that Delevingne was featured a little bit more prominently in the photo, and not like an easter egg! Though when you have hair like the sun, as Cara Delevingne does, it's going to be a lot harder for her to hide out!

This is one of the most recent photos uploaded to Benson's Instagram, as it was done towards the end of May. Which means that their friendship (or potentially something more) is only going to heat up right alongside the weather.

3 Single - She Can Rock Pink Hair Too

Cara Delevingne is definitely not afraid to mix up her appearance. Which can definitely be a great way to help keep your wardrobe feeling fresh and could be even more fun to do because she knows the world is going to take notice. Ashley Benson shows off all different sides of her throughout this list, but we don't know if she has ever had a more "rebellious" moment then when she elected to trade her beautiful blonde hair, for some edgy pink! Is it a decision that you find makes her less attractive? We sure she could not care less about what you have to say about it.

Though if the rumors are true she may care a little more about what Cara thinks! Either way, Benson still manages to exude confidence through this photo and that is perhaps the most important trait of all.

But if you're super in love with it, perhaps we have to break it to you that this is not the hairstyle that she is currently rocking at the moment, as she's back to blonde. As while it was only taken a month ago, that's still plenty of time for her to alter her appearance again.

2 Together - Holding Hands As They Walk To a Hotel

We shared a photo of Ashley Benson and Cara Delevingne holding hands when standing outside of the Lucky Strike restaurant (and bar) earlier in this list. But did you think the tabloid media stopped following them there? Heck no. Because what may be perhaps even stronger evidence - at least as far as the world of tabloid detectives go - is the fact that they also seemed to be spotted leaving the club together while holding hands.

While it's possible they were just keeping each other's hand warm (heads up though guys, that excuse will not work on a stranger), it definitely seems like both of the ladies are having themselves a great night either way. Let's just hope that their night at the restaurant/bar didn't leave them with a compromised sense of balance. Because if they are holding hands and one of them starts taking a tumble, there is a very good chance that they're going to take the other person down with them.

And while that may sound like a scene that is right out of a romantic comedy, we're sure that the reality would be far less pleasant. Especially because we're sure the paparazzi would catch that moment too! The tabloid reports state that Benson and Delevingne ended their night by going to the Soho Grand Hotel with a group of friends.

1 Single - The Perfect Little Black Dress

There are many "classic" outfits that everyone should make sure they have in their wardrobe for when it is required. For men, they should want to make sure they have access to at least one nice suit. For women, perhaps the most "iconic" of all potential fashion choices is a "little black dress". And while we don't know if Benson had several options in her closet, we do know that she picked a winner on this night.

There is definitely no question that Ashley Benson looks amazing when she is spending less time putting her appearance together in comparison to this next entry. But with the amount of effort that Benson did put into making sure she looked as amazing as she does in this dress, it would definitely have been a travesty to leave this dress off this list.

Perhaps Benson felt an extra amount of pressure to be looking her best on this particular night. As the event was organized by L'Oreal Paris and their "Women of Worth" event which highlights incredible women who have worked hard to give back to the community through various volunteer efforts. Though she may feel even more pressure if she attends the event again next year to look even better than she did here, and that's definitely not going to be an easy goal to accomplish.

(Source: Celebmafia, BrainyQuotes)

Sources: Reports On Kissing: Cosmo IMDb - Ashley IMDb - Cara Wiki - Cara, Valerian Wiki - Ashley

More in Pop Culture