Tracie Ellis Ross
A style icon in every sense, former model Tracee Ellis Ross is all of 48 and there’s no way one would say that! No stranger to the spotlight, Ross has excelled in a modeling career that included participating in runways of Thierry Mugler to even co-producing Mixed-ish (spin-off to Black-ish). Over the years, she has proved that there’s in fact nothing that can’t do!
This picture of hers was snapped when she was merely 18. She shared this on her Instagram page, as she recollected wonderful memories back in 1990 when she headed for the prom, wearing this amazing Giorgio Armani dress.
Three decades later it needs no second mention that the bold and effervescent beauty has done her financial planning well. Despite lockdowns making lives so difficult, we indeed can’t upon ‘The Fashion Icon of 2020’ who shared innovative “at-home quarantine dress-up” looks.
Elle Fanning
There should be no second thoughts about Elle being ‘arguably one of the best-dressed women from Hollywood. On several occasions, Fanning never shied away from turning the heads with her fashion sense. From her gorgeous red-carpet looks to even the Met Gala ceremony- the 23-year old American stunner has left no stone unturned.
This picture that she shared was largely meant for a classic prom night with her partner. She often expressed anguish over how she couldn’t make it to any traditional prom while the 2016 Cannes Film Festival was in progress. But thanks to her friend, the charm of a ‘prom’ was recreated well.
Sister of Dakota Fanning, Elle has already appeared in several films that got her critical acclaim. Even when she didn’t enroll in any college program, her affinity for fashion was strong and the legacy continued thereafter.
John Stamos
Stamos started working in his father’s restaurants when he was quite young. Known for his good looks, John however maintained a very shy, docile nature. Besides, he was a heartthrob known for having an “amazing head of hair”!
His post on Instagram that showcased his throwback picture is nothing new, yet stays timeless. It shows him in a ruffled suit, all white and the red stitching went down the front portion. Also, he has a big bow tie. And let’s not even talk about his famous hair. The caption he attached with this picture was all in hash-tags- #Prom #TBT #Hair.
Surprisingly, the 57-year old multitalented American said that his million bucks look proved futile. He wasn’t the typical “cool kid” when he was growing up in Orange County, California. But surprisingly, things changed and today, he’s a celebrity figure with bank accounts aplenty.
Kerry Washington
Kerry came to the limelight after she starred as the crisis management expert in the ABC drama series called Scandal. Her role as Olivia Pope helped her secure public recognition and admiration and she never had to look back since then.
All of 44, she shared a glimpse of her childhood with her prom picture when she was barely in her teens. She looked cute and coy in the colorful dress and we’re still trying to match this picture with her current self.
It’s true but some proms stay unforgettable and they make you travel back in time, school days that is. Washington has carved a success story for herself as much as a great credit score. With a net worth of around $60 million this year, she has a stable future. But much like any other commoner, she too cherishes the days gone by.
Tony Goldwyn
So when the prom challenge was at its peak, the 60-something Tony also decided to take part in the same. The actor cum singer cum producer-director and also a political activist even took the name of his partner back then (Rosie) when he shared the post.
Goldwyn was only 17 back then and he devoted more time and attention to his love, rather than the ‘participating in the democracy’ (which is natural!). However, now that he’s a dad and his daughter turning 18 opened his eyes; regarding what he was missing out on for a long time. There’s no fixed age to recollect childhood memories and he’s so right when he said so.
An American actor is a successful person in his professional life. We hope he has chalked out his health insurance well, since he’s aging and would fall back upon it.
Shailene Woodley
An activist and actress, Shailene started modeling since she was four years old! Soon after, she followed up by acting in some minor TV roles. No wonder, her bank account is replete with money.
The Big Little Lies star took to Instagram to share a throwback snap of herself when she looked awkward, but that’s relatable to most people. Her school prom was one much-awaited event like most others and her date standing tall behind her and holding on to her hips is something that stands real. In her slim frame and decked in minimal makeup, after slipping into a teal-shaded one-shouldered chiffon dress that had a unique cut-out design- her hair hung loosely around her shoulders also seems to complement her overall look.
Woodley is a rich woman now, thanks to how her career moved beyond the TV roles and she became a known face in Hollywood.
Snoop Dogg
Yes, that’s Snoop Dogg! Unbelievable as it might appear, but that’s him with his charming wife Shante Broadus. The two were childhood sweethearts and got married in 1997. Born in California, Shante met Calvin Cordozar Broadus Jr. when she didn’t even begin college. Calvin is none other than Snoop Dogg!
Not many know this but the rapper’s early career days (alongside his bank accounts) were largely managed by Shante. Even after 24 years, the duo is still going strong and giving the world major couple goals. As evident from the latest Instagram post, Snoop Dogg shared a throwback picture from their younger days- which was of course their prom night, and that invited a lot of attention and adulation from fans.
The singer-songwriter who’s almost 50 is a worldwide sensation, after his debut solo single Deep Cover did magic at the box office, and then his album, The Chronic.
Bethenny Frankel
A TV personality, entrepreneur, and author all rolled into one- Frankel is best recognized for being a long-time cast member of the reality TV series The Real Housewives of New York City. Right since the 2008 premiere, Bethenny starred in a total of 8 seasons out of 13.
In honor of the prom season, Frankel shared a picture of her “80s puff-sleeved prom dress look”, where she indeed looked breathtakingly beautiful. Her Instagram followers took a liking to it almost instantaneously. Of course, you don’t see 80s fashion trends that often!
Bethany has piled on investments in all these 50 years of her life. A self-made businesswoman, TV producer, and a bestseller- she recently signed a multi-year deal with Mark Burnett and MGM TV to generate several TV projects that she would produce. Her net worth is estimated to be no less than $70 million.
Gwen Stefani
The American singer Gwen Stefani is the primary songwriter, co-founder, and lead vocalist of the band No Doubt. The 50-something celebrity has some of the top-rated singles to her credit, including Spiderwebs, Just a Girl, and more.
The legendary frontwoman was also a fashion icon in her times. That’s quite evident as she shared off a throwback picture of hers in a prom dress when she was only 17! The dress stands notable for it was inspired by Grace Kelly in Rear Window (Hitchcock) and made by her own mother. Going by her looks, it’s clear that she was truly one of the ‘coolest girls to rock her high school prom’.
Stefani looks amazing even now and we wouldn’t be wrong to say that anti-aging creams have been her companion! But the Grammy Award winner will continue to surprise us with more of her creations.
Sayeed Shahidi and Storm Reid
Sayeed and Storm share a wonderful relationship. Yara Shahidi, Sayeed’s sister who happens to be a beauty ambassador, a real fashion icon, and a strong political voice had shared the duo’s picture and planned “the sweetest promposal” for her actor brother.
The two teens looked absolutely stunning and ‘sweet’ as their prom looks came before the world, just before the pompous wedding. Sayeed was decked in a classic black tux, while Storm exuded princess-like vibes in her pretty pink layered look. That was her “ruffled floral” gown from the Spring/Summer 2019 Tory Burch collection.
The storm is all of 17 and has appeared in several film roles, while Sayeed is just 13. With the money the couple has, indeed, bankruptcy won’t touch them any time soon. Fortunately for Sayeed, he has his sister Yara who helps him at almost any stage.
Yara Shahidi
American model and actress Yara gained recognition as the oldest daughter Zoey Johnson in the famous sitcom Black-ish and the spin-off series Grown-ish. The 21-year old celebrity had also starred in films like Smallfoot and Imagine That, with a lead role in The Sun is Also a Star.
Yara had attended her prom wearing a long-sleeved wrap dress in green, designed by Emanuel Ungaro, along with accessories like the Nicholas Kirkwood heeled sandals and the Ethan K crocodile skin clutch. Her picture on Instagram had already attracted the attention of her fan following.
The ‘unofficial spokesperson’ for Gen Z might be another native teenager, but her life and credit cards are all in place. Had it not been for her essays, her perfect GPA, the letter of recommendation from Michelle Obama, and her voicing for her generation- she wouldn’t be the star that she is.
Rowan Blanchard
19-year old Rowan features in the list of Time’s Most Influential Teens in 2015. The daughter of two yoga instructors, Blanchard’s ancestry is a mix of Armenian, English, Swedish, Middle East, and Syrian. She got her first name after a certain character from The Witching Hour (written by Anne Rice).
This picture of hers was taken in the Kids Choice Awards 2016, where she looked resplendent in a patterned dress appearing on the orange carpet. The young woman had selflessly pursued some acts that kids of her age would rarely think of!
She had been working for equality, women's and children’s empowerment, and social justice. Though she has dealt with problems aplenty in her struggle to promote change within her own communities and the world at large, and some lawyers helped her- yet that has never slowed down the ‘confessed feminist’.
Jimmy Fallon
There has been the latest trend on Twitter where our favorite celebs are sharing some of their embarrassing prom dresses with their fans. Jimmy Fallon took the onus on him when he posted a throwback picture on his Twitter account. The photograph dates back to the year 1992 just before he was about to enter college.
We see Jimmy standing next to his partner for that night and posing for the lens with an awkward smile on his face. Jimmy reveals that he never knew that she would get a tan for the prom and wear high heels as well.
That actually has made him look really pale and short in front of his partner. Anyway, the American comedian is a star in his own right now and has made enough bucks as a cast member of the iconic Saturday Night Live and the presenter of The Tonight Show Starring Jimmy Fallon.
Nick Kroll
Nick participated in the prom challenge that was conducted by MTV and When We All Vote with the target of helping teachers and students seek out various creative ways to help voters register. On his prom night, Nick decided to put on a traditional tux. He also incorporated a corsage into his ensemble.
The attire was absolutely fantastic for the big night. However, what he overlooked was his shoulder-length hair. He thought looking wild for the event would make him stand out among the crowd. He had no idea how weird he would look.
In this snap, we see the Adult Beginners actor standing hand-in-hand with his partner and that smile is the only saving grace of this snap, aside from, of course, his gorgeous partner. The actor, comedian, writer, voice actor, and producer all rolled into one, Nick has been able to pile up a sufficient amount in his bank account.
Caleb McLoughlin
Caleb McLoughlin looks dapper in his tux. Caleb is one star who had his prom pretty recently, much unlike others on this list. That day hasn’t yet faded from our memories when as a kid, he used to cycle around the burbs. Time flies really quickly and before we could realize it, Caleb has grown up to be quite a good-looking guy.
It feels so good looking at him in this attire. However, we somehow feel something is missing. Like that yellow rose. It doesn’t go at all with his prom dress-up. Instead, a red rose would have been a better choice.
Caleb earned prominence with his role as Lucas Sinclair in Stranger Things, a popular series on Netflix. He has laid his hands on a Screen Actors Guild Award in the Outstanding Performance by an Ensemble in a Drama Series. No wonder, he is slowly building up his bank account.
Debby Ryan
In this snap, we caught Debby Ryan slaying the dance floor. She was in the 8th grade when she and her best friend pinkie swore that they would be accompanying each other at the prom. They made up their minds that whatever be the scene, they won’t end up with boys they would meet at the party. All the duo wanted is to dance.
However, they changed to TOMs in school and put on high heels to look fashionable. Also, they took along disposable cameras with them and made a point to click as many photos as they could while rocking the dance floor. It was absolutely fun.
What we think is they didn’t care a fig about the dress code of the party. Instead, all they wanted to move around freely. The American actress got into the theater at seven and was later on discovered by Discovery Channel. You might remember her as Abby Jensen in 16 Wishes. A successful career has helped her notch up a nice insurance policy for herself.
Harley Quinn Smith and Lily-Rose Depp
There is no iota of doubt that Lily-Rose Depp is among the smartest celeb kids in tinsel town. Her fashion statement at the Cannes Film Festival was much talked about and expectations from her are getting higher by the day. The floor-length gown she has put on is definitely a gorgeous one.
With that being said, Lily is looking too thin for it. She is sharing the frame with Harley, the daughter of Kevin Smith, who is taller and leaner than her. Depp can do better, we think. At least, we have seen a more gorgeous demeanor of her.
Being the daughter of Johnny Depp and Vanessa Paradis, she is a talented teen and already has a huge sum in her bank account. She kickstarted her career with the 2014 film, Tusk and went on to star in The King, A Faithful Man, The Dancer, and Planetarium, aside from being a brand ambassador of the fashion brand, Chanel.
Rihanna
It doesn’t need to be said how huge a name Rihanna is in the entire music industry. So, when a teenager has her for a date on a prom night, just imagine how happy the guy would have been. This snap dates back to the year 2007 when Rihanna wanted to make a fan’s dream come true by turning up as his companion for the event.
Prom nights are supposed to be a huge occasion in a teenager’s life and when he saw Rihanna, the guy couldn’t just believe his eyes. Rihanna is undoubtedly a fashion icon and we don’t have the audacity to find flaws in her sense of fashion.
However, we guess the singer could do better without that necklace or could have chosen something different to pair it up with her outfit. Banking on massive net worth, she can afford anything.
Natalie Portman
Natalie Portman is a renowned actress today. She has an ocean of fans following her and the paparazzi hot on her heels wherever she goes. But, back in her school days, Natalie was just a normal girl who had a gala time at the prom along with her friends. We are highly impressed by her sense of fashion and we are sure that her gorgeous attire surely made heads turn at the party.
However, one small flaw that we can’t help but point out is that portion of her skin that stayed untanned. Natalie could have worn something that would have covered that area. But anyway, the way she carries herself has probably overweighed it.
The winner of an Oscar and two Golden Globes has mesmerized us with her performance in Black Swan, No Strings Attached, Annihilation, and Jackie. Her banks are always h=jingling with the currency she has earned.
Harry Styles
Harry Styles has made many women go weak in their knees. Hence, it’s pretty normal that one would be over the moon if she has Harry Styles as her date on a prom night. Though Harry didn’t officially accompany anyone to the big event, he asked a girl named Amy if he could escort her to the prom on behalf of Deschen, Amy’s original date.
Imagine that! It’s Harry Styles after all! We couldn’t blame the girl for being so excited to have the former member of One Direction as her date! Here we see the two together and we are really happy for the girl.
However, Harry could do away with his black suit and wear something in white that would have made these guys a perfect prom pair. Banking on a great musical career, the English singer and songwriter have amassed an amazing net worth for himself.
Jaden Smith
Jaden Smith, the son of Will and Jada Pinkett Smith attended the second prom of 2015 with Amandla Stenberg. We are guessing they had chosen a monochromatic thing for their dress code. And we love how they stuck to the black. When in doubt, wear black right?
We are just glad that he did not choose to go there as Batman. How would you describe this look though? The bottom wear looks more like a skirt than trousers, maybe it's a cross between the two. We love Amandla's fierce hairdo as always and Jaden's accessories are clearly the winner here, that knuckles accessory looks too cool for sure.
Jaden, the American actor, rapper, singer, and songwriter is clearly following in his father's steps. Will he be as cool as his uber-talented father and notch up a sizeable net worth as him? Well, only time will tell.
Bella Thorne
Bella looks pretty as a picture when she wore this super cute prom gown that matched with her perfectly coiffeured red locks. We love the shiny details in the front of her dress and the fit and flare shape of the dress.
She added the perfect dose of glamor to her outfit. And her arm candy looks super cute as well with that rose sneaking from her pocket. We think the couple complements each other pretty well. What do you think?
Bella knows how to channelize her inner glam diva without going over the top. Bella is one of the most talented actresses, models, and singers and it goes without saying that she has been slaying with her sartorial choices right from her prom days. Isn't it evident from her photo over here? Gorgeous, we say and hands down a winner!
Amy Poehler
We know you have to put your best foot forward when it comes to your prom dress, but that does not mean you will make it look as if you will go straight from your prom to your wedding. Take a good look at this picture, doesn't it look as if Amy is dressed for the wedding? That dress is too bridal for our taste and even the jewelry and that bouquet of flowers is giving us wedding vibes.
The curly waves look a bit too stiff for our comfort, not to forget that flower-like hair accessory. Well, she got the dress code wrong we feel.
Amy is a popular American actress, comedian, writer, producer, and director. She has been entertaining us with her immense talent for years. From what we have seen for years, she always exudes quiet sophistication in her sartorial choices. Not this once though.
Blake Lively
You could certainly spot the style evolution of Blake Lively right from her prom days to post-Gossip Girl days. Even our favorite fashionista had experienced awkward prom pics. We know she is a total princess, but why should she put on that crown? Prom princess anyone? Well, even if her dress wouldn't quite feature in the list of the best prom dresses. We think her smile can more than makeup for it, right?
You know what they say about your smile is your best accessory! Well, Blake completely believes in that.
The gorgeous, The Sisterhood of the Traveling Pants actress can rock simple denim to a dress look without batting an eyelid. If you take a good look at her Gossip Girl looks, she knows how to put her best fashion foot forward. Also with an arm candy like Ryan Reynolds at the red carpets, who could go wrong?
Gigi Hadid
Gigi has been a complete fashionista right from her prom days as this photo will prove. She and her friends were at their casual best at their prom, and she posted the same in a collage on Twitter.
We love how she didn't dress up like a Christmas tree. Rather she kept her makeup muted and accessories to the minimum, and when you wear red as your prom dress you simply cannot go wrong, especially when it is completely fuss-free. Sometimes the bold colors are all you need to stand out, without doing too much. Hair was blow-dried to perfection and what else do you need to rock your prom? Oh, that perfect smile!
Well, we guess why she has been able to walk on the runway with so much ease. She makes posing so easy. No wonder, over the span of four years, Hadid has been able to make 35 appearances on international Vogue magazine covers.
Lady Gaga
Her Met Gala outfits are always talked about. She likes to bend conventions and take bold steps to make a fashion statement but somehow her prom dress was hardly up to the mark. It seems she is trying to channelize her inner bride. And with those gloves and that flower, she could walk right into the altar. Her hair looks great though, the natural curls are working to frame her perfect face.
She also did not put on too many accessories, which is a good thing, otherwise, it would seem too many things happening all at once. We are also digging the shy smile she is directing at the camera.
Gaga rose to prominence with her debut studio album, The Fame, and its chart-topping singles Just Dance and Poker Face. Gaga has plenty of chart-busting numbers to boast of and plenty of weird to amazing dresses to flaunt at various red carpets. Who could forget her meatloaf dress, from her prom dress to experimental wonders, she has indeed come a long way.
Meryl Streep
Meryl Streep has a personality that is hard to ignore! Not to forget that she is a powerhouse performer, but we bet she has pretty hard to ignore during her prom days as well. We get it most celebs love to wear bridal dresses to their proms. We like her crown and her beautiful angelic smile.
Over the years Meryl Streep has been successfully been able to tap into her feminine side and wear clothes that made the most of her curves.
Also, her acting makes us forget everything. She is an American actress and singer who is often regarded as the best actress of her generation. Streep has won 21 Academy Award nominations going on to win three and got a record 32 Golden Globe Award nominations and went on to win nine of them. Right from Devil Wears Prada to her mini-series Big Little Lies, she has been able to mesmerize us and how!
Michelle Obama
Well, for a prom dress she seems really stylish. We love how the long slit is accentuating her curves. The color of the dress is also a stylish choice. We like the understated sheen of her dress. She seems to be always the quintessential fashionista, those delicate chains are the perfect choice to accessorize her dress.
Her natural hair and her pearlies are making her look absolutely gorgeous. She quite has the quiet regal aura about her.
Michelle LaVaughn Robinson Obama, the former First Lady of the United States from 2009 to 2017 os always perfectly turned out. She and the 44th American President Barack Obama always made for the perfect couple. You simply cannot take your eyes away from such a charismatic couple. As the first lady, Obama served as a role model for women and has been an advocate for poverty awareness, education, nutrition, physical activity, and healthy eating.
Brad Pitt
Is that Brad Pitt? Well, it certainly is Brad Pitt and you cannot miss that charming smile of Brad Pitt! We love the toothy smiles the couple is directing to us. Brad Pitt has always been a charmer, and he has always been stylish. His suit looks a bit oversized though, but we love his steel-gray suit with a tie to match. That flower in the pocket makes for a great accessory.
Of all the A-list Hollywood actors, Brad Pitt has proven time and again that when it comes to style has no age limit. A case in point as the frontman of Tarantino’s Once Upon A Time… In Hollywood, he’s inspired everyone to wear Hawaiian shirts, denim jackets, and cowboy boots.
Well, we certainly can take style cues from the one and only Style king, Brad Pitt! There's certainly so much to learn from him.
Britney Spears
Britney Spears is the ultimate pop icon. Looking at her prom pic right here shows she really had it in her to be the ultimate fashionista. Right from her outfit to her hairdo, everything screams style!
No wonder she has been in the public spotlight for decades. She has been the teenage poster girl of the late ‘90s and had a great impact on music, style, and culture as a whole. When it comes to style, no one quite does it like Britney.
Her first pop album, where she had the schoolgirl look was a big hit! She went on serve to look after each of her music videos. Britney later even starred in the teen flick Crossroads and enthralled her die-hard fans with her performance. She continues to reinvent herself with different kinds of the latest fashion and still looks like a dream.
Robin Wright
Robin Wright looks perfect over here. Right from her dreamy eyes, to side-swept hair to the pearl strings enclasping her delicate neck, everything screams elegance over here. We bet her look was a big hit on her prom day.
This House of Cards star has been the queen of minimalism. She wears a simple monochromatic outfit and looks absolutely gorgeous. Her formal suits to her dresses everything speaks of the style diva she is. Her simple yet elegant fuss-free style is what draws us to her in the first place.
Robin Gayle Wright is a renowned American actress and director. Her achievements include a Golden Globe Award and a Satellite Award, as well as earning Primetime Emmy Award nominations, for her work in television. The audience cannot have enough of her acting skills in her shows. We hope to see more of her exemplary work on the screen.
Lindsay Lohan
Well, not much can be said from this photo, but Lindsay looks super cute, with the same bright eyes and a cute smile to go with it. Her voluminous hair frames her face perfectly.
We cannot thank Lindsay Lohan enough for her fashion and cultural impact across the last two decades. The starlet, who shot to fame with a myriad of Disney films, quickly became a household name became the name on everyone’s lips with her iconic film performances in The Parent Trap, Freaky Friday, Mean Girl, two studio albums, and more.
She has been rocking her mini dresses, low-rise jeans, and strappy heels with aplomb. She has been serving look after look like no tomorrow. Her fashion influence also made an impact beyond the 2000s and we completely get why. Well. it all started from her prom days, we see it now.
Ashton Kutcher
Ashton Kutcher looks quite the cool dude in this picture. We love what is he wearing and his mean moves on the floor.
He has nailed the perfect lovable moron early in his career. The expectation to wear clothes that match your personality is not too great, yet not many can pull off this feat. He has also been part of a show, Punk'd, and single-handedly inspire the trucker hat craze.
Ashton Kutcher has been the newly-appointed successor to Charlie Sheen on Two and a Half Men and he has been able to make the journey from goofy frat boy to the stylish gentleman with effortless ease. The roguish charm works every single time. Right from his goofy grin, to messy-hair-don't-care vibes, to pulling off slouchy looks, he has been able to own his looks and how! We quite get where does he get it from!
Carrie Underwood
Her toothy grin is rather charming. Carrie Underwood's style can be best described as country chic! It’s been more than 16 years since Carrie Underwood won season four of American Idol and there has been a complete evolution in her style.
The singer, whose wardrobe has gone from chic to glamorous throughout the years, only used to wear low-key outfits and capitalize on the early 2000s trends, for instance, crimped hair and low rise jeans.
But she could rock all outfits. What could we say but we loved the leopard-print halter dress she wore on American Idol. The gorgeous singer made her first official red carpet debut later that year and looked super stunning in a strapless pale pink dress with floral embellishments adorning her dress. She continues to mesmerize us with her sartorial choices and who would think that this girl from the prom picture could be regarded as one of the most stylish singers, now?
Claire Danes
Looking at old photographs takes you back down memory lane and that itself is quite fascinating and strange at the same time. She had this snap clicked when she was probably about to enter college.
It’s quite evident that she had no idea that she would one day end up as one of the most sought-after stars in tinsel town and get honored with a star on the iconic Hollywood Walk of Fame. This high school prom photo shows Claire as a plain Jane not know style and fashion.
The American actress would have cringed at this one, we think. The well-acclaimed performer has laid her hands on more than two Primetime Emmy Awards, over three Golden Globes, as well as two SAGs. The 42-year-old is a fashion icon today and is idolized by her female fans from all over the world.
Courteney Cox
Can you imagine Courteney Cox attending her prom during high school in this attire? She put on a black turtleneck over a white belted outfit that’s too casual in its look. Who wears such a formal dress to a prom?
Dusting off this snap, Cox might have surely laughed at herself a lot. This might be the reason why she advised her daughter Coco to opt for a more contemporary look. Cox surely wasn’t aware that she would be a huge star in Hollywood one day and that’s why didn’t care much about her prom look.
The American actress received praise and acclamation from all quarters for her portrayal of Monica Geller in Friends, arguably the most-watched sitcom on television ever. She followed it up with some highly successful films and made sure that her bank account is loaded.
Danielle Fishel and Lance Bass
Danielle Fishel and Lance Bass walked down memory lane after they laid their hands on this photograph. Lance and Danielle dated each other for a brief period of time while they were in high school and the two gave each other company to the prom.
The two still share amazing chemistry and that was pretty evident when we saw Fishel turning up at Lance’s show. While everything is so damn perfect in this frame, we feel that Lance could do away with that trouser.
It’s somehow a mismatch if you look at the tuxedo he is wearing. Lance earned popularity as the bass singer of NSYNC, the boy band and Fishel became a darling of the masses with the sitcom, Boy Meets World. Both have made good investments in their career and are really successful in their own spheres.
Debra Messing
We never thought that we would have to include someone as stylish as Debra Messing in this list. This snap is from the time she went for her prom. However, is it only us or you too, who think that Debra looks much younger these days?
The 52-year-old looks more gorgeous today than her prom night. In this old photograph, we feel Debra might not have focused on the finer details of her outfit. Though it seems that she is in all white, the dress can be a pairing of white with some other light color.
Debra kind of brought the 70s and the 80s era together. The Wedding Date actress has been raking in a lot of bucks over the last two and a half decades. We hope she has chosen a perfect life insurance plan for herself in the meantime.
Demi Lovato
Who doesn’t know Demi Lovato? Surely you do. But you probably don’t know how good she is at keeping promises. She promised Nolan in kindergarten, her best buddy from childhood, that she would accompany him to prom as his date. Lovato lived up to that promise and attended the Grapevine High School Dance inn Texas with Nolan.
That was certainly a really sweet gesture from her side. Though she looked out of the world in that red gown, we guess that bracelet sort of thing on her left hand is a complete misfit. But anyway, we are completely floored by this photograph of hers where she is posing with Nolan.
The singer and songwriter have enchanted us with her albums like Here We Go Again and Unbroken. However, she has been an actress as well, playing Mitchie Torres in Camp Rock and Camp Rock 2: The Final Jam. Lovato has made fantastic investments in her career.
Ellen DeGeneres
It was time to celebrate National Prom Day in America. So how could Ellen DeGeneres miss out on posting a throwback snap of what she wore and how did she look like while posing with her partner for the prom on her accounts on social media?
She also went ahead and invited her fans to share their gorgeous prom outfits with her with #ellenprom. However, Ellen, please forgive us because we don’t find your prom attire attractive. Being a gorgeous woman always, we expected you to be more fashionable as the prom is supposedly one of the biggest events in a teenager’s life.
The white-collar and the white belt are making things a bit weird. The legendary comedienne and television show host has ruled the roost with The Ellen DeGeneres Show since the year 2003. No wonder, she has plenty of cash in her banks today.
Faith Hill
This photograph is from 1983 and the lady in it is Audrey Faith McGraw. Well, if you are unable to recognize who that is, don’t worry. Audrey is known to all her fans as Faith Hill. The country music singer, aside from her ability to mesmerize us with her music skills, is also popular for being immensely stylish.
She has a penchant for fashion and those who follow her from close quarters are aware of that. However, this old snap here suggests that she hardly had anything to do with fashion in those days. Otherwise, she wouldn’t have made investments in accessories that are completely understated.
Hill has gifted her fans with her music albums such as Take Me as I Am, Fireflies, It Matters to Me, etc. She is a 5-time Grammy Award and a 15-time Academy of Country Music Awards winner, in addition to winning other awards.
Fergie
This is a throwback photo of Fergie and it dates back to those times when she was in Glen A. Wilson High School in California’s Hacienda Heights. It was 1993 and Fergie is looking quite young. She was known as Stacy Ann
Ferguson at that time. On her prom night, the singer put on a fitted gown that looked gorgeous on her. Though we are unable to identify the color of the gown, we are sure that Fergie looked like an angel in this outfit.
What we find awkward here is the bunch of beads around her neckline. If you ask us, she could have done better without it. The London Bridge and Big Girls Don’t Cry singer has made a huge fortune for herself, thanks to her super-successful music albums. With all the money she has earned, choosing health insurance would have been easy for her.
George Clooney
George Clooney - the name is enough to make women’s hearts beat faster. The actor with the trademark jawline and drop-dead looks enjoys a massive female fan following even at this age. Look at this photograph here. That is the most outdated suit we have ever seen. Now, look at it closely.
It seems that the plain side is for business purposes, while the shiny side is for the parties. Who wears such an outfit to proms, dear George? However, it’s George Clooney after all – one of the most handsome men on the planet over the last two decades.
He can still make hearts melt with that awful hairstyle. Believe us when we say that. The 60-year-old, three-time Golden Globe and two-time Oscar-winning actor have slain it in films like Michael Clayton, The Monuments Men, From Dusk till Dawn, The Ides of March, etc.
Halle Berry
One of the leading actresses of the Hollywood film industry, Halle Berry is known to have men hooked on to her with her glamorous screen presence and hotness quotient. The flawless coffee complexion, amazing cheekbones, beautiful eyes resembling dark caramels are all to die for. In this photograph, she is seen sitting with all her grace on a sofa.
That white gown has accentuated her feminine charm and she has paired it up well with the neckpiece. But we have to point out the awkward hairdo that she has somehow ignored. That ought to have been better.
We don’t expect the actress to give us a chance to complain. The former Bond girl has set the screen on fire with movies such as X-Men: The Last Stand, Kingsman: The Golden Circle, Die Another Day, so on and so forth. Her banks are always full and that defines the success she has attained.
Jennifer Aniston
Jennifer is one ageless beauty who looks stunning even post 50! She started working early and hoarded all she got in her banks. Her first major film was the 1993 horror comedy called Leprechaun.
She might be a little awkward seeing this snap of her prom days, but as usual, she looks ravishing. Her date seems to be in all smiles too (after all, he got one of the most charming beauties beside him!) You wouldn’t be able to recognize the blond beauty at first, thanks to the hairdresser who was (probably) the only one who knew her natural hair color was a dark brunette.
On a lighter note, we would have been happier seeing the Friends star applying more hairspray! But talking about Friends, this was one show that catapulted the star to a different level altogether. We miss her, we miss the others- but a ‘Reunion’ looks close.
Jennifer Nettles
American singer-songwriter Jennifer nettles is also recognized for being a talented record producer. She has been the lead vocalist of the famous duo Sugarland, performing along with Kristian Bush. Before that, she fronted the Jennifer Nettles Band and also the Atlanta-based Soul Miners’ Daughters.
In a recent picture that came before the netizens, Jennifer looked amazing in her prom avatar that dates back to her teen years. The blue gown did absolute justice to her complexion, and she wore the best accessory with it- her smile! However, we can’t help but fall in love with those innovative ‘shoulder pads, which were quite a rage back then.
Even at 46, she can give any junior a competition! We bet she has resorted to some of the most effective anti-aging treatments. So when you see her ‘before’ and ‘after’ pictures- it’s difficult to pinpoint if she has aged at all.
Jessica Alba
At only 13, Alba made appearances in TV and movies like The Secret World of Alex Mack and Camp Nowhere. By the time she turned 19, she became the lead actress for Dark Angel, which even fetched her Golden Globe nomination and several bank accounts later.
Jessica Alba has always hogged the limelight for her acting skills, and beauty. Her prom picture might be a tad awkward, but flashing her toothy smile, Jessica looks cute. In fact, she doesn’t seem to have aged at all! Her prom date seems happy as well to take Jessica out for a dance. Well, who wouldn’t be, really?
With a net worth of more than $350 million, Jessica knows her future is stable. She has been one of the highest-paid actresses of her time in Hollywood and amasses even greater worth working as a businesswoman.
Jon Hamm
Best known for portraying the role of Don Draper in the period drama TV series Mad Men, Jon Hamm was quite a handsome man during his high-school and college days as much as he’s now at 50.
5 years back when Jon took an Emmy back home in 2016, he thanked a long list of people who he felt contributed immensely to what he’s at present. That included his prom date, the ‘future 24 actresses’, who helped him through his young days, after his mother’s untimely demise when he was barely 10 years old. Together, the duo looked quite classy in the picture.
Peculiar as it may sound, they are still friends, but their once-upon-a-time ‘puppy love’ was intruded on by the young and dashing Paul Rudd. While the two went berserk and fought over the same girl (not literally), later they reconciled and became good friends.
Kim Kardashian and T.J. Jackson
You barely recognized Kim in that photo? That’s understandable. Kim, the American TV personality, socialite, actress, and businesswoman is one classy woman who’s currently the international star at just 40 years of age. In fact, her whole family came to the limelight after Keeping with the Kardashians pushed them to instant fame.
However, there was a time when Kim dated TJ Jackson, the nephew of Michael Jackson. The beauty mogul had shared a throwback picture of her prom date when she romanced Jackson. Kim is hardly recognizable, but the duo indeed looked much in love with each other.
The younger son of Tito Jackson, TJ is a little over 40 and has excelled as a singer and a member of 3T. After dating Kim for 2 years, the couple parted ways. But TJ is living a good life, and certainly, bankruptcy seems nowhere in the cards.
Kobe Bryant and Brandy
Kobe Bryant was a legend on the basketball court, but he was a bigger heartthrob at a time when he didn’t even pursue any community college program. He was only 17 and got ready to graduate from the Lower Merion High School. He had the NBA draft to pay attention to and signed a $2 million Adidas contract, but his senior prom got him more attention.
Bryant had met Brandy Norwood, the singer, and actress during the Essence Awards and was smitten by her instantaneously. This picture was taken back then, almost 24 years to be precise. It’s obvious she said ‘yes’ to him because he was the NBA-bound athlete.
The world today mourns Bryant’s untimely death last year, along with his 13-year old daughter Gianna, who was killed in a helicopter crash. Brandy had penned down a condolence note on Instagram, in remembrance of Kobe and Gianna.
Lizzy Caplan
Lizzy or Alexander Anne Caplan made her first acting debut with the cult TV series Freaks and Geeks. The American model and actress received worldwide acclaim with roles in Cloverfield, Hot Tub Time Machine, The Interview, and Mean Girls, to name a few. For Cloverfield, she also earned a nomination in the Best Supporting Actress category for the Saturn Award.
Caplan’s personal prom look as evident from this picture is equally captivating as the one she wore to prom in Mean Girls, the much popular film. While the homecoming night was mostly about wearing prints, the star somehow chose to stay unique and refused to blend with her seniors.
Lizzy, in her late 30s, has done significantly well in her career and piled on several investments. But she will always be known for being the “acerbic and smoky-voiced star” from Mean Girls.
Matthew McConaughey
Among the several stars of Hollywood, Matthew stays one of the notable actors of all time. The Oscar winner who’s in his early 50s recently spoke a lot about his life and experiences in the memoir Greenlights. Some were great and some were of course, traumatic.
On Twitter, McConaughey’s flashback image was shared with the world by one user after he won for the ‘Dallas Buyers Club’. His post kept everyone captivated as he mentioned how his prom date (Leah Pickett) managed to “perfectly match her dress to her shoes…” Also, he compared the teenage look of Matthew to that of his character essayed in Dazed and Confused- “Super slick, too cool for school and probably mustached”.
The Interstellar actor had appeared last in The Gentlemen (2019). His life is much secure now, as much as his health insurance. He’s aging and that’s highly important at present.
Reese Witherspoon
A much-loved and super-talented actress, Witherspoon has excelled over the years in multiple roles. An actress, producer, and entrepreneur; the 45-year old star is the recipient of multiple accolades like the Academy Award, British Academy Film Award, Golden Globe Awards, and more.
One of her photos from the prom shows the young Reese in full view. She looks quite the same as today and there’s no doubt that she’s resorted to expensive anti-aging treatments. Surrounded by friends, the actress looks happy in her simple and chic look.
Even today, despite her stardom, Reese carries the simple, coy, and girl-next-door look with élan. She’s confident and has amassed a great net worth estimated to be around $240 million. That’s nothing unnatural, for she earns no less than $20 to $40 million every year. As an entertainer, she’s done great, and that includes acting and her business acumen.
Sandra Bullock
American actress and producer Sandra Bullock is a woman par excellence. According to records, she has been the world’s highest-paid actress in both 2010 and 2014. The recipient of three Critics’ Choice Awards, Golden Globe Award, two Screen Actors Guild Awards, and an Academy Award was once (during the 1990s) named ‘America’s Sweetheart’.
In one of her black and white pictures from 1982, Bullock looked much in love with her date. She attended the Washington-Lee High School in Arlington, VA before going for her college degree in acting at East Carolina University. However, she dropped out before getting her degree to pursue a career in film in NYC.
Sandra essayed some of the finest quintessential, but the modern-day version of the girl-next-door- a blend of wit, smartness, and confidence. With the finances that she has, it requires no second mention that she has a great credit score.
Taylor Swift
Taylor Swift has amazing looks as much as the amazing voice that got the world hooked to her, within a short span of time. She’s now in her 30s and is already the owner of several bank accounts, after the money she has earned since she started as a country music artist in 2006.
With more than 200 million records’ sales worldwide, Swift ranks at the top for being one of the best-selling music artists of all time. Much like most of her seniors and contemporaries she shares a picture of her prom look, clad in all-white. There was a video that she released too, with all the people in the prom and that became quite popular.
Swift’s ‘narrative lyricism’ is one of her strongest points, which she infuses religiously in her music, largely inspired by her own life experiences.
Will Ferrell
Ferrell had first established himself during the mid-1990s when he was cast in the popular NBC sketch comedy show Saturday Night Live. The American comedian, writer, actor, and producer in his 50s, is notable for his impersonations on some common celebs like actors and politicians.
Will’s prom photo came before the world where he’s seen with his date and the two look much in love! There’s no resemblance of the current Ferrell with that of the picture, but he sure looks handsome. In his younger days, Will often said how he relied on comedy to tackle boredom. He even admitted how his primary entertainment was cracking his friends and “exploring new ways of being funny”.
Ferrell has made seamless progress in his career over the years. His net worth is close to $160 million. No doubt his retirement will be as seamless as his career graph!