Rare Vintage Photos From the 90s

Nostalgic 

Ah - the 90’s! What a time it was! Between bubblegum pop music, blockbuster movies, and iconic fashion choices, it was the time of experimentation. There were no rules in the ’90s: everybody was fearless, not worried about breaking the norm.

We have a plethora of photographs from the 90s for you to get nostalgic over. From the best musicians of their time to photos you've never seen before. Take a trip down memory lane by feasting your eyes on these pics.

Pamela Anderson Getting Discovered

Pamela Anderson used to just be a normal girl from Canada whose life changed drastically in the '90s. She was discovered while watching a Canadian Football League match and soon after became a spokesmodel for Labatt and even appeared on the cover of Playboy.

After being discovered she started both modelling and acting in Los Angeles. She appeared on Home Improvement as the "Tool Time Girl" and even on Baywatch in 1992. Each day her fame seemed to increase each day and soon she dwarfed the popularity of her own show.

The Perfect Mismatch

Debbus Rodman and Madonna were a couple that faced a lot of controversies back in the '90s They were from very different worlds but they were both leaders in them. They really pushed what they believed in and made some pretty strange decisions.

Madonna wanted nothing more than to raise a child with Dennis. She apparently said she'd give him $20 million if he got her pregnant. She also had a private jet at the ready to transport Dennis to her house whenever she wanted him there.

Last Hurrah Before Stardom

This picture was taken just before the Friends cast's fame. It was just before their show premiered. Nobody knew how much of a hit the show would be and how it would impact people's lives.

The actors chosen for the roles didn't know each other at all and the director wanted them to bond. He felt that their lives would change after the show came out so he took them all to Las Vegas. Soon the six actors would be stuck with each other for a lot of seasons so the bonding definitely helped.

Anna Nicole Smith and Her Oil Tycoon 

Anna Nicole Smith decided to marry J. Howard Marshall after they met each other at a Houston strip club in 1991. The oil tycoon was bound to a wheelchair and the two were seeing each other for two years before they married. One year after they got married Marshall, unfortunately, passed away.

Even though Smith was his wife and had hoped to gain half of his estate as they had orally agreed. But she found out that she wasn't in his will and that meant that she didn't see any of the $1.6  Billion dollars his estate was worth.

Mummy's Little Princess 

This photo shows 11-year-old Meghan Markle celebrating her birthday in her house in View Park, Los Angeles. This was way before her acting career had taken off and she had become the Duchess of Sussex. She's posing for the photo with her mother, Doria.

Markle was anything but introverted as she was already an activist for women's rights. She wrote the first lady at the time, Hillary Clinton, a letter about an offensive ad on TV saying that women all over America were fighting greasy pots and pans. The ad was changed afterwards with the word "women" changed to "people".

The High School Christmas Dance

Here's another photo of Meghan Markle posing for at a high school dance with her then-boyfriend in 1997. Seeing the 16-year-old here you can tell she has no idea that she would one day become the Duchess of Sussex. She even looked like a soon to be star with her beautiful black dress and incredible smile

Daily Mail stated that Markle and her boyfriend were very serious at the time. The two look comfortable with each other at the Christmas Dance. Her high school was Los Angeles Immaculate Heart High School and her boyfriend went to St. Francis in La Canada Flintridge.

The Remarkable Duo - Elon Musk & Navaid Farooq

After leaving South Africa, Elon Musk moved to Canada and attended Queen's University. Before he attended college he did many odd jobs to make ends meet. Once at college, he met Navaid Farooq who grew up in Geneva. He helped Musk grow and feel comfortable in Canada.

Musk made ends meet by selling PC parts and repairing broken computers. While in his dorm he developed his love for technology and even helped his class build a high-end gaming computer. Musk knew that his future held lots of potential.

Winona Ryder's Shoplifting Arrest

Wynona Ryder surprised her fans when she was caught in Beverly Hills shoplifting. She allegedly stole a total of $5,500 worth of designer merchandise. She then was acquitted on her third burglary charge.

She got three years on probation and had to make up 480 hours of community service. She also had to go for counselling and paid a $3,700 fine. When asked about the incident she said: "It wasn't like the crime of the century!" This wasn't something that she wouldn't forget about soon.

Iconic Style Moments: The "Revenge Dress" 

Princess Diana's reaction to Prince Charles Infidelity would be one to remember. She wore the most amazing black silk dress at the Vanity Fair event in 1994 the same night that Charles in an interview admitted that he had an affair with Camilla Parker Bowels.

Her marriage with Prince Charles was over in 1991 when the two separated. Her dress took three years to conceptualize before she wore it as her "revenge" dress. Her stylist told her that it would be fitting for that night which we're sure she would never regret.

Julia Roberts' Infamous Armpit Hair Moment

The Hollywood icon, Julia Roberts made her iconic appearance at the premiere of Notting Hill in April 1999. while waving to the crowd at the red carpet, she revealed her armpit hair. This moment was perceived as the ultimate feminist statement. People at that time made a big deal out of it because a woman having body hair during the nineties was seen as taboo and unladylike. 

The rumors attached to this moment were that she was making a feminist statement for then-boyfriend Benjamin Bratt. The reality is different and rather unexciting. The beloved actress explained that she just hadn’t calculated her sleeve length and forgot to shave.

Ryan Gosling's Mormon Upbringing

Ryan's career took off during the 1990s with The Micky Mouse Club, Goosebumps, and Hercules. Ryan Gosling revealed in an interview with the Guardian that being Mormon was a big part of his childhood. He was raised in a strict family and had a pretty religious upbringing.

The strict rules led Gosling to become the rebellious child that he was. When he was 16 years old, he moved to Los Angeles to escape the religious rules. He just didn’t like following rules and being told what to do. 

The Emancipation of Drew Barrymore

Drew Barrymore had lived a very erratic and unconventional childhood in the early 90s. She had to legally part ways from her mother at the age of 14. Her mother had exposed her poor parenting skills by taking her to the nightclub Studio 54, instead of school. Barrymore was addicted to drugs and alcohol at a very young age. The only comfort she got was from work.

She wanted to do things on her own and start her life over. So, she emancipated herself at the age of 14 and her mother was in full support of it. Barrymore moved into an apartment by herself in Westwood and started to work at a coffeehouse. Feeling down and like a loser, she revealed that she was not even good at her job.

Kevin From Home Alone

Nobody can forget Kevin's impression of The Scream by Edvard Munch in Home Alone’s movie poster and VHS box. Macaulay Culkin's Home Alone reigned in theaters during the 90s and people loved to watch him tricking the home invaders and protecting his home. At that time, he became this generation's, Shirley Temple.

Macaulay Culkin became the first child to be paid $1 million for his amazing work. The 1992 sequel, Home Alone 2, was another box-office hit. However, all the fame and money didn’t make Culkin happy. His manager and father, Kit became a big player and influencer in Hollywood, so Kit tried to use his power to get creative control of Macaulay's movies and to promote his siblings. This would lead to his inevitable downfall.

Remembering a Presidential Affair

The infamous relationship between Monica Lewinsky and Bill Clinton came to light in 1998. At the time, Monica was 22 while Bill was 49. Lewinsky's relationship with the President lasted for 2 years and she stated that she had nine sexual encounters with Bill Clinton. This scandal dominated the news and would forever taint Clinton's presidency. 

Initially, Clinton denied the relationship but the famous blue dress, having a stain, matched the President's DNA. The House of Representatives voted for President Clinton's impeachment on December 19, 1998. This scandal had lasting political damage and the year had taken a toll on Washington.

Johnny Depp & Winona Ryder's Breakup

Johnny Depp and Winona Ryder were banking on true love in the early '90s. despite their eight years apart in age. Depp was head over heels in love with his Edward Scissorhands co-star between 1989 and 1993.

The director of Crybaby was ordained as a minister solely to officiate Johnny and Winona’s wedding ceremony. The fairytale dream of getting married ended because Winona was too young. Even her father declined to give his blessing. The relationship did not last and the two lovebirds announced their split in 1993.

Meet the Aquaman in the 90s

Jason Momoa, best known for his role as Khal Drogo, has a long and accomplished career as an actor. Starting as Jason Loane, a lifeguard in Baywatch Hawaii, to his dominating presence in Game of Thrones and Aquaman, this multi-talented hunk is everywhere now.

Momoa's acting career almost stopped on Baywatch as directors saw him as nothing but a hunky lifeguard. He was often seen shirtless and hanging out with girls throughout his teenage years. After the iconic show ended, Jason used all his earnings on his traveling and rock climbing adventures.

Jim Carrey's Celeb Impressions From 1992

It's hard to believe that Jim Carrey, at one point, was not recognizable around the world. Through these brilliant celebrity impressions in the 80s, the fresh-faced impressionist was trying to make a name for himself to make it to Hollywood. He launched his career in the sketch comedy television series In Living Color. By 1994, he was able to cash a $10-million personal check for “acting services rendered" which he wrote himself. 

Jim Carrey became a comedy icon in films like Ace Ventura that made $107.2 million in 1994. Later that year, The Mask and Dumb and Dumber films made a massive $706.1 million. He claims he earned this fame not due to being hardworking or funny but because of his desperation. He believed that to learn or create anything, one has to be desperate at some point. 

Kim, Rob, and Kourtney Kardashian With Their Dad

The Kardashians were among the most stunning and stylish families of the 90s. The family picture is from 1999 showing Rob, Kim, Kourtney, and their dad, Robert Kardashian. Kim and Kourtney's lip liner and bangs along with Rob's spiky haircut and wide collars are giving us pure 90s vibes. 

The head of the family, Robert Kardashian, is best known for being O.J. Simpson’s friend and a member of the football player’s defense team. He was battling cancer and passed away in 2003. His daughter, Kim, believes her son Psalm West is her father reincarnated. He is also left-handed like his grandfather.

Robert Downey Junior's Prison Sentence

For this generation, Robert Downey Junior was born to play Tony Stark. Tony Stark is the multi-billionaire hero who goes by Iron Man in the Marvel Cinematic Universe (MCU) film franchise. In 1996, Downey Jr. was convicted of multiple drug charges. He was accused of slipping unnoticed into a neighbor's Malibu home and fell asleep.

Before he was charged with trespassing, Robert Downey Jr. was charged with felony counts of cocaine and heroin possession. Not only that, but he was also facing misdemeanor counts of alleged drunk driving and possession of a concealed weapon. In 1999, Downey Jr. received a three-year sentence for repeatedly violating probation on drug and weapons charges in a California state prison. He qualified for release when a judge ruled that since his arrest, his collective term in incarceration facilities had qualified for an early release.

DiCaprio at Bash Nightclub, 1998

After the huge success of Titanic, Leonardo DiCaprio was fully prepared to party on New Year's Eve in 1998. The 23-year old flew about a dozen friends down to Miami on a private jet and put them up in a rented private mansion in South Beach. The fun began at Sean Penn’s South Beach nightclub, Bash. At one point the Titanic actor leaped onto a podium and began to bump and grind for the crowd below.

He probably just got swept up in the music and he hadn’t felt free in a long time. It was reported that DiCaprio was dining on beluga caviar, smoked oysters, and Bollinger champagne that evening. He was definitely enjoying the perks of being a young star!

Most Iconic Transformation of the 90s

Angelina Jolie, the award-winning actress and philanthropist, has always pleased her fans with her remarkable performances throughout her career. Her acting career has been marked by a multitude of iconic transformations in the ‘90s. Angelina's most esteemed roles are as Kate Libby in 1995’s Hackers and her role as Lisa in Girl Interrupted.  

She won an Academy Award for the role of a young woman confined to a sanitarium in 1967. She revealed that she still holds the character close to her heart. That was only the start of her career, as we now know, and she has turned herself into a household name. 

The Surprising Way of Declaring You're Single

Breakups are hard, especially when the couple is famous and in the spotlight. During the ‘90s, Matt Damon and Minnie Driver began dating after starring together in Good Will Hunting. Their relationship ended after a year when Matt appeared on Oprah in 1998 and declared that he was single.

Matt won an Oscar for Good Will Hunting before appearing on Oprah, and Minnie found out she was single from the talk show on National TV in 1998 along with the rest of the world. While talking to the LA Times, she explained how she felt about being broken up with on live television and how upset it had made her.

Pamela Anderson in 1996

The blond bombshell and iconic model, Pamela Anderson, became one of the most well-known celebrities of the decade by the mid-'90s. During that time, she was seen everywhere, in magazines, on television, and even in her action film, Barb Wire.

She is best known for her numerous appearances in Playboy magazine even after she was on top of the world, and her loyalty stemmed from them helping her to jump-start her career. Talking to a magazine, she explained that she moved to Los Angeles because she is a dreamer, and she belonged there.

Kurt Cobain With the Strawberry Quik Drink

This is a picture of Kurt Cobain, who was the lead singer of the "grunge" rock band Nirvana, in miserable stomach pains and drinking strawberry Quik. According to him, his stomach pain was so bad that it made him want to kill himself and vomit with pain. According to him, the strawberry Quik drink was among the few things that soothed his stomach. 

To cure his stomach illness, Cobain started using drugs. He visited many doctors but they were unable to comprehend his stomach problem. Kurt explained that he never had an actual diagnosis of his chronic stomach pains and finally received medication after six years.

Adele in Front of Spice Girls Posters

It's amazing to see a very excited, adorable, and very young Adele posing in front of a wall plastered in Spice Girls posters. As a young girl growing up in England, you couldn't avoid the Spice Girl mania.

So, like most of the young girls of the 90s, Adele was very much into the girl group. After seeing this throwback picture, you can easily tell that she was a big fan of them. When Adele was all grown up and went to go see the Spice Girls reunion, we're sure the inner little girl in her jumped out again.

Brad and Jen's Relationship Timeline 

Everyone in the 90s was excited about the power couple, Brad Pitt and Jennifer Aniston. The gorgeous couple crashed a Sting concert in November 1999 in New York City to flaunt their engagement. They even sang on stage along with one of the musician's hits, “Fill ‘Er Up.”

Pitt and Aniston dated for about a year. They went through all the pains to keep their relationship a secret although they were caught dating at the Tibetan Freedom Concert. This is one couple from the 90s that caught the hearts of many loyal fans and people still hope and want them to get back together.

Eminem Kissing a Fan

By 1999, Rapper Eminem turned the world of pop upside down when "My Name Is" premiered on Total Request Live. He belonged to a poverty-stricken Detroit family and he changed the world with his brash rapping style. Initially, his lyrics and violent music only attracted angry young men but later he was acknowledged as one of the best verse men alive. 

Eminem provided valuable insight into the lives of the “other” America, a world where the weak are killed or exploited. His music has a darkness that appealed to people from middle America as they could relate where he was coming from. There was something special in his music that moved the American nation.

The Fearless J. Lo

The internet in the 90s was much different from what we have today. Actually, the awesomeness of the 90s era was due to the absence of Twitter and cancel culture. 

in 1997, Jennifer Lopez gave a famous interview where she talked about her acting abilities and said that "I feel I can do anything–any kind of role. I’m fearless". She revealed that she deserved getting more money from her work in Out of Sight, in comparison to what her associates were getting paid for similar roles.

Matthew McConaughey's Arrest

The Oscar-winning actor has classically handsome looks and is one of the coolest guys in Los Angels. No one could believe from this picture that Matthew McConaughey had gone crazy and was arrested shortly after it was taken. 

He was arrested for playing bongos naked and resisting arrest after police discovered marijuana in his possession. McConaughey had no regrets about the naked bongo drumming session that led to his arrest. He just learned to close the windows as it may wake neighbors.