
Hugh Hefner in High School
The man behind the madness of the most famous mansion in the world (yes I am from Memphis and I like Graceland, but when was the last time someone partied at Graceland?) was born on April 4th, 1926 in Chicago,IL. After graduating from Steinmetz High School in 1944, “Hef” joined the United States Army. He served as a writer and cartoonist for the US Military newspaper until 1946 before enrolling at the University of Illinois at Urbana-Champaign. After earning his degree in Psychology at the University of Illinois, Hef went on to take a semester of graduate courses at Northwestern University that focused on sociology and U.S. Sex Laws.
Hef got his start in the publishing world working as a copywriter for Esquire magazine. He left in 1952 after being denied a raise, and in 1953 he began chasing his dream to build the Playboy Empire. Hef raised around $8,000 from 45 different investors (including his mother) to launch “Playboy”.
Playboy’s original title was to be “Stag Party”, but an outdoor magazine, “Stag”, informed him that they would protect their trademark if he were to use that name. Eldon Sellers, co-founder and executive vice-president of Hef’s company, suggested “Playboy.”
The first issue, in December 1953, was undated, as Hefner was unsure there would be a second. The first centerfold was Marilyn Monroe( RANDOM FACT: Hef owns the grave-site next to Marilyn Monroe…). The cover price of the original issue was only 50 cents, and it sold out in weeks. The novel Fahrenheit 451, by Ray Bradbury, was serialized in the March, April, and May 1954 issues of Playboy magazine.
The bunny logo was designed by art designer Art Paul for the second issue and has appeared ever since. Hefner said he chose the rabbit for its “humorous sexual connotation”.
An urban legend started about Hefner and the Playmate of the Month when the cover showed stars. The legend stated that it was to rate Playmate according to how attractive she was, the number of times that Hefner had slept with her, or how good she was in bed. The stars actually indicated the domestic or international advertising region for that printing.
Hef married Mildred Williams in 1949, but he later found out that she cheated on him while he was away in the Army. Hef was devastated, but to make up for her mistake Mildred allowed Hef to sleep around with other women (weird – huh?). This is where the idea of multiple chics living and sleeping in bed with Hef originated. This practice eventually ran Mildred crazy, and they ended up getting divorced in 1959. This divorce may be the best thing that ever happened for Hef, the Playboy magazine, and the Playboy brand in general. The 1960’s were the roaring times for the Playboy brand. Hef has admitted in the past that “he was probably involved with 10 out of every 12 playmates during a calendar year throughout the 19060’s decade”.

Hef has continued with the multiple girlfriends throughout the entire stay at the Mansion. ”The Girls Next Door” show which highlighted Hugh’s 3 girlfriends at the time showed the American public a glimpse of life at the Mansion. In October of 2008, Hef and these 3 girls “broke-up”, and he is now rumored to be dating Crystal Harris along with some 19-year old identical twins, Karissa and Kristina Shannon.
THE MANSION
The original Playboy Mansion in Chicago is located at 1340 N. State Parkway in Chicago, IL. This mansion included 70 rooms featuring French masonry work and limestone on the exterior. This property was originally built for Dr. George Swift Isham, and it was acquired by Hef in 1959. Hef split time between this Mansion and the now famous “Mansion West” in LA for a short time period in the 1970’s. Hef moved to the Mansion West full-time in 1974. The door on the original Mansion is inscribed with the latin phrase “Si Non Oscillas, Noli Tintinnare” which means “If you don’t swing, don’t ring!”

The Original Mansion
The Mansion West which is the actual name of the ever-popular Mansion in Hollywood is a 21,987 sq ft home that sits on 5.3 acres. It was built in 1927 and acquired by Playboy from Louis D. Statham, an engineer, inventor and chess aficionado, in 1971 for $1.1 million. It sits close to the northwestern corner of the LA Country Club, close to UCLA and the ever famous Bel-Air Country Club. $15 million has been invested in renovation and expansion of the Mansion West bringing the market value to around$50 million.
The mansion has 29 rooms including a wine cellar, a game room, a zoo, aviary, tennis courts, a waterfall and a swimming pool area ( which includes a large patio, BBQ pit, sauna, “bath house”, and of course the world-famous GROTTO). The game room is a separate building on the property’s north side. From the fountain in front of the main entrance, there are two sidewalks, running past a wishing-well. The sidewalk on the right leads to the game house and runs past a Hollywood Star of Hefner. Its front entrance opens to a game room with a pool table in the center. This room has vintage and modern arcade games, pinball machines, player piano, jukebox, television, stereo, and couch. The game house has two wings. Left is a room with a soft cushioned floor, mirrors all around, television. There is a restroom with a shower. The right wing of the game house has a smaller restroom, and entrance to a bedroom. This bedroom is connected to another bedroom, which has an exit to the rear backyard of the game house. The game house has a backyard with lounge chairs, and gates on either side.
A secret room known as the “Elvis Suite” is kept out of the public view. In a March 2007 television interview, Hefner explained the suite is special to him because of one night in the early seventies, when Elvis stayed in that suite along with no fewer than eight girls. Hefner confirmed that whenever movie stars, sports stars, or rappers come there, they always request the “Elvis Suite”, but that it remains, and will most likely remain, off limits.
The neighboring house to the Mansion West is a mirror image of the Mansion – only smaller. Hefner purchased the neighboring building in 1996 and it is now home to his separated wife(2nd wife) Kimberley Conrad and their children. Hefner and Conrad married in 1989 and separated in 1998.
In 2002, Hefner purchased a house across the street from the mansion for use by Playmates.
According to Playboy Enterprises’, Hefner pays Playboy rent for “that portion of the Playboy Mansion used exclusively for him and his personal guests’ residence as well as the per-unit value of non-business meals, beverages and other benefits received by him and his personal guests.” 