One of the hottest pin ups of all time, Alyssa Milano is not just a model, she’s an actress too. Remember the show, Who’s the Boss? Then you’ll remember Alyssa pretty well. She has also acted on TV shows from Melrose Place to My Name is Earl. She’s still acting strong, most recently cast by TV Gods Netflix, to act in Wet Hot American Summer: Ten Years Later. She is married to David Bugliari and they have two kids together.
Many people call Cindy Crawford the world’s first supermodel, and you can see why. She is known for her incredible photo shoots, including being on the cover of Playboy magazine back in the 80’s. She took a break from modelling in 2000, but came back in 2011 on the cover of Mexican Vogue. She also appeared with some other incredibly big names in modelling to close the Versace 2018 fashion show this year, in honor of Gianni Versace.
Linda Evangelista made headlines when she told the world that as a model she wouldn’t get up for “less than 10k per day”, yikes! Her iconic haircut on the advice of photographer Peter Lindbergh gave a new life to the ‘bob’ and helped her gain a stunning career, and she still works today for brands as huge as Dolce & Gabbana. Fashion file voted her as the Greatest Supermodel of all Time back in 2008.
When the crew of the iconic Thriller video were looking for the perfect woman to share the screen with the one and only Michael Jackson, they looked in the Playmate mansion, and came up with the perfect choice- Ola Ray. The role helped her hit the big time, and her career has included some amazing modelling opportunities. Right before MJ died, she sued him for royalties from the video, and the family settled it out of court.
In the 70’s, Ann Simonton was one of the ultimate pin up girls you could think of, known for her thick and gorgeous red hair. This got her not just the swimsuit edition of Sports Illustrated, but also dozens of other modelling assignments throughout Europe and the Caribbean, too. After she left the modelling scene, she moved into the charity world, founding Media Watch, which is a non profit that works to tackle racism and sexism.
Unlike many of the models on this list, Beverly D’Angelo is best known for her acting, including steaming up everyone’s homes with the shower scene from National Lampoon’s Vacation. She has been nominated for several awards, both Emmy’s for her TV work, and Golden Globes for some of her 60 movies. You can see her as the partner of Jeremy Piven on Entourage, but she’s mostly living the quiet life with the fruits of her labor.
Bobbi Brown started out as a teen beauty queen, achieving Miss Teen Louisiana in 1987, thirty years ago. She then continued into a modelling and acting career, including taking the part of Cherry Pie in the Warrant video, a part so iconic that many people think of her as the Cherry Pie girl! In recent years, she has hit the spotlight once again, bringing out a book in 2012 called Dirty Rocker Boys: Love and Lust on the Sunset Strip, and running a clothing line.
Bruni is one of the most famous models on our list of the hottest pin ups, and her modelling career includes work for brands as huge as Chanel, Versace, and Christian Dior. By the late 90’s, she started a career in the music industry, but didn’t make too much of a success of it. She is now married to Nicholas Sarkozy, the French President, although she still dabbles in modelling, such as the famous 2013 campaign for Bulgari.
Perhaps one of the most famous people on our list, LaToya Jackson is of course, the sister of the late Michael Jackson, and always doomed to come in second place amongst the Jackson girls behind her sister Janet, the more famous Jackson woman. However, for a brief time in the 80’s, LaToya was quite the pin up, including her famous Playboy spread in that white fur shawl! She’s looking pretty good, thanks to the wonders of cosmetic surgery.
Remember the movie Fast Times at Ridgemont High? Then you’ll remember the gorgeous Phoebe Cates blowing us all away in that iconic scene. It also launched her movie career, and her modelling life, making her one of the most famous faces of the 80’s. Within the decade though she had given up on the world of fame and fortune, and launched her own boutique on the Upper East Side, it’s called Blue Tree and it’s totally fabulous!
In the video for Here I Go Again by Whitesnake, Tawny Kitaen had a starring role having a whole lot of fun on a Jaguar with David Coverdale. So much fun in fact, that she ended up marrying him! She continued to grace magazine spreads and bedroom walls well into the 90’s, but disappeared off the radar during that decade. She has been seen flexing her acting muscles more recently, including in CSI: Crime Scene Investigation.
We’re going to let Rebecca Romjin keep her double barrelled surname because we’re not quite over the trauma of her split from John Stamos, even if she is! She is now married to Jerry O’Connell, and they even have twin girls, so she’s recovered pretty well. Rebecca has made the transition from hot model on the cover of Sports Illustrated, to hot actress working on movies like X-Men as Mystique! Way to go Rebecca!
Both a model and an actress, Kathleen Turner has been on the big screen since 1981, and modelling since before then. She is known far and wide as one of the most desirable pin up girls in America, as well as for her trademark husky voice which has got her some of her best roles. She is known more recently for her part in Californication, with David Duchovny.
Appearing on the Elle cover is pretty impressive, but imagine appearing on the cover seven times? Ashley was also on the cover of Cosmo, as well as that all-important Swimsuit edition of Sports Illustrated, like many other models on our list. Famously, she had a short relationship with none other than John F Kennedy Jr, but she’s been off the radar for quite a while now, enjoying the quiet life. Did you know her real name is Ashley Richardson?
In the 80’s, nearly every men’s magazine had a Christy Canyon spread, before she moved into the acting business, in adult entertainment. Altogether, she was in over 100 films before her retirement from the acting world. She then moved into a more behind the scenes role, working on websites and production. In her private life, she has been married three times and divorced the same amount, and has adopted two children.
Depending on your age, you’ll know Dana Delany for different types of fame. In the 80’s, she achieved pin up status working on China Beach as Colleen McMurphy. More recently she starred in the hit show Desperate Housewives as Katherine, everyone’s favorite rival to Susan over Mike! She then got a great role on Body of Proof, so she is one of the few women on our list to still be riding a high career wave.
Victoria Secret only chooses the hottest models of them all, and Stephanie Seymour was no different, which is why she was chosen to model for their catalogues, as well as grace the cover of Sports Illustrated: Swimsuit edition. Seymour isn’t in the modelling world so much any more, but she is happy living the life with her husband and three kids, aside from hitting the headlines with the occasional DUI of course.
Kim Basinger is one of those pin up girls who has had a career since the 1980’s, and is still going strong. The highlight of her career for many is her part in the Bond movie, Never Say Never Again. She is both an actress and a model, and is involved in some activism, including recent advertisements against the fur trade for PETA. In her personal life, her divorce and custody battle with her ex Alec Baldwin has been well documented in the news.
Any Dynasty fans out there will only be able to think of Ms Locklear as Sammy the gold digger, but she has also played a lot of other acting roles, including Amanda Woodward on Melrose Place, and her part as Stacy on T J Hooker. Nowadays she still does some acting, as well as modelling, and can be seen in the show Too Close to Home, where she plays The First Lady. She is also known for her famous marriages to rock stars, from Tommy Lee to Richie Sambora.
If the Sports Illustrated Swimsuit edition is the most coveted cover in the industry, you can imagine how card it is to grab the Silver anniversary edition! But that’s exactly what happened to Kathy Ireland when they asked her to model for the 25 year anniversary. After 13 years of modelling, she has found a successful career in the business world, launching her marketing company, Kathy Ireland Worldwide.
Born in Denmark, Christiansen has achieved worldwide success after she was chosen to star in the video for Wicked Game by Chris Isaak in the 90’s. Her gorgeous blue-green eyes helped her become a huge pin up sensation in no time. She is now a photographer and a fashion designer, and enjoys being a mom too, with her son with Norman Reedus. That doesn’t mean she has left the modelling world though, as she was recently on the cover of Vogue Portugal!
Any model who manages to grab the coveted Playmate of the Year award is one who is going to adorn many a teenager’s wall! This pin up is Shannon Tweed, and she has been modelling since the early 80’s. She is also known for her marriage to the lead singer of Kiss, Gene Simmons, and they even had their own TV show together, Gene Simmons Family Jewels! More recently, she has been acting in The Republic of Doyle.
Not many huge pin up stars start out on a gameshow, but that’s what happened with Vanna White and Wheel of Fortune! She was catapulted to fame after she appeared in Playboy magazine. She’s still a fixture on Wheel of Fortune, even though she is now 60 years old. Throughout her career, she has acted in a few things too, as well as written her own autobiography which was a huge bestseller. An all-rounder!
A lot of these pin up girls have an interesting career trajectory, and Carol Alt is no different. She started out as a model in the 1980’s, famously grabbing the coveted Sports Illustrated Swimsuit Edition cover. She then moved into the acting business, getting the nickname ‘The Face’ for her well-known beauty. A businesswoman too, she is the founder of the Raw Essentials skincare line, and she also works on the Fox News team! Pretty impressive.
Canadian born Dayle Haddon has hit the big time in America, appearing on a whole load of magazine covers, including managing to get the Sports Illustrated Swimsuit Edition cover which is a dream of many aspiring models. She has also been the face of L’Oreal. She is known widely for her activism and philanthropy, including winning a 2017 award for her humanitarian efforts with women and girls globally.
Victoria Secret only chooses the hottest models, and that’s no different here, with Jill Goodacre. She was a model throughout the 80’s and 90’s, and even appeared with a cameo role in the hit show Friends. Remember how she got trapped in an ATM vestibule with Chandler Bing? She is married to Harry Connick Jr, and although she doesn’t model anymore, she is still widely thought of as one of the worlds most beautiful women.
In the 80’s, there was no one more famous than Traci Lords in adult entertainment. She was famous for all the wrong reasons though, when the media uncovered that she was actually underage when she shot the X-rated photos she was famous for. At the age of 18, she left adult entertainment, to pursue a career in acting. Most recently, she has been cast in season three on EastSiders. She’s even managed to win some awards!
A cover girl since she was a teenager, Paulina Porizkova was born in the Czech Republic, and then made records when she took the cover of Sports Illustrated Swimsuit Edition, aged just 18. She’s worked with some of the biggest names in Fashion and Beauty, such as Jean Paul Gautier and Gucci as well. She’s also an accomplished actress, playing Ana on Nightcap, the TV show. So much more than just a pretty face then!
Brinkley is still the only model in history to manage an incredible feat, three consecutive covers on Sports Illustrated: Swimsuit Issue. She then broke another record, becoming the face of CoverGirl for 25 years, the longest contract of all time. Altogether, she has graced the cover of more than 500 magazines. In her spare time, she has racked up some property in The Hamptons, and is also heavily involved in Politics.
Although Kim Alexis was absolutely one of the best models of the 1970’s, her career didn’t continue to achieve the heights of those years. After being the face of Revlon in the 80’s, by 1995 she was the face of low-fat cheese. Oh dear. More recently, she was on the VH1 reality TV show, But Can They Sing? As she was sent home in week two, we would say that the answer is no. Talk about your career taking a nosedive.
We can guarantee that this is the only pin up on our list who started out her career as a church secretary! So when she was asked to be in the video for Wild Thing, we’re surprised that she jumped at the chance. She is a well known model, appearing on Playboy as well as other publications, and she was also a regular on the Howard Stern Show between the 80’s and the 00’s. She is living the quiet life outside of showbusiness nowadays, and is apparently married, although we don’t know to whom!
In the 1980’s, Ginger Lynn was known as one of the hottest stars in adult entertainment, with AVN rating her as #7 in the top 100 porn stars in the world! After she left the adult entertainment industry she tried to make it work as an actress, but only achieved some B movie success. She had a short relationship with Charlie Sheen in the 90’s. She spoke out when he was being accused of violence to say she had never even heard him raise his voice.
The movie Weird Science involved two teenage boys who fulfilled the ultimate fantasy, building the perfect woman from scratch! That woman was Kelly LeBrock, and she was certainly a success. She was a product of the time, complete with huge 80’s hair, and a gorgeous youthful look. She’s looking just as gorgeous as ever, and now lives the quiet life, apart from some appearances on reality TV, like Celebrity Fit Club!
Page 3 girls were the hottest of the models in the industry, baring all for the readers of the morning papers in the UK. Samantha Fox was a page 3 girl from 1983 to 1986, and then moved into the music business with her successful debut single Touch Me (I Want Your Body). Her music career wasn’t the most successful, but she has stayed in the limelight, hitting headlines on occasion, including a part in Celebrity Big Brother last year in 2016.
Kimberly Conrad was named Playmate of the Year in 1989, but she may have had some help to win that title as it was the same year she married the host of the mansion, Mr Hugh Hefner himself. While they were officially married for many years, and only divorced in 2010, for many of those years Kimberly was staying in the guest house rather than in the marital bed. Conrad took a career change, from playboy model to PETA activist.