January

Jaime Bergman
Bergman with husband David Boreanaz
Personal details
Born	(1975-09-23) September 23, 1975 (age 40) Salt Lake City, Utah
Measurements	Bust: 34"C Waist: 23" Hips: 34"
Height	5 ft 5 in (1.65 m)
Weight	110 lb (50 kg; 7.9 st)

Main article: Jaime Bergman

Jaime Bergman (born on September 23, 1975 in Salt Lake City, Utah, United States) is an American model and actress who is Playboy magazine's Playmate of the Month for January 1999, its 45th Anniversary issue. In addition to her magazine appearance she has appeared in several Playboy videos. Her centerfold was photographed by Stephen Wayda.

February

Stacy Fuson
Personal details
Born	(1978-08-30) August 30, 1978 (age 37) Tacoma, Washington
Measurements	Bust: 34"C Waist: 24" Hips: 35"
Height	5 ft 9 in (1.75 m)
Weight	120 lb (54 kg; 8.6 st)

Stacy Marie Fuson (born August 30, 1978 in Tacoma, Washington) is an American model. Before she modeled for Playboy, she worked as a model in Los Angeles, California. She also worked at The Limited. She is Playboy's Playmate of the Month for February 1999. Her centerfold was photographed by Arny Freytag. In 2002, she continued working for Playboy, serving on their Xtreme Team. She was the 2005 St. Pauli Girl. That same year she made an appearance in the 11th episode of Entourage.

March

Lexie Karlsen
Personal details
Born	(1978-10-26) October 26, 1978 (age 37) Mesa, Arizona
Measurements	Bust: 34"C Waist: 23" Hips: 34"
Height	5 ft 7 in (1.70 m)
Weight	107 lb (49 kg; 7.6 st)

Main article: Alexandria Karlsen

Alexandria "Lexie" Karlsen (born October 26, 1978) is an American model, actress and author. She is the daughter of Thomas Karlsen, long-time Campaign Treasurer for Arizona Senator Dennis DeConcini.

Karlsen is Playboy's Playmate of the Month for March 1999, photographed by Arny Freytag and Stephen Wayda. Karlsen appeared in Playboy videos and special editions following her centerfold appearance. She appeared in Penthouse as its Pet of the Month for July 2006, making her only the third model to appear as both a Playmate and a Pet.

April

Natalia Sokolova
Natalia Sokolova at the 2000 Playboy Wet and Wild Bikini Fashion Show.
Personal details
Born	(1976-10-15) October 15, 1976 (age 39) Moscow, Soviet Union
Measurements	Bust: 34"D Waist: 22½" Hips: 34½"
Height	5 ft 11 in (1.80 m)
Weight	127 lb (58 kg; 9.1 st)

Natalia Sokolova (born October 15, 1976) is a Russian model and actress. She is Playboy's Playmate of the Month for April 1999, and has appeared in numerous Playboy videos.

May

Tishara Cousino
Personal details
Born	(1978-06-16) June 16, 1978 (age 37) Las Vegas, Nevada
Measurements	Bust: 36" Waist: 21" Hips: 34"
Height	5 ft 7 in (1.70 m)
Weight	120 lb (54 kg; 8.6 st)

Tishara Lee Cousino (born June 16, 1978) is an American model and sometime actress. She is Playmate of the Month for the May 1999 issue of Playboy magazine, and her centerfold was photographed by Arny Freytag. Cousino has appeared in several Playboy newsstand special editions and videos, working steadily for Playboy for approximately five years after her Playmate appearance.

June

Kimberly Spicer
Kimberly Spicer, Long Beach, CA on November 5, 2011
Personal details
Born	(1980-01-17) January 17, 1980 (age 36) Detroit, Michigan, U.S.
Measurements	Bust: 36"C Waist: 24" Hips: 34"
Height	5 ft 6 in (1.68 m)
Weight	117 lb (53 kg; 8.4 st)

Kimberly A. Spicer (born January 17, 1980) is an American model and actress. She is Playboy's Playmate of the Month for June, 1999 and has appeared in numerous Playboy videos. Spicer was the first Playmate to have been born in the 1980s.

July

Jennifer Rovero
Personal details
Born	(1978-12-12) December 12, 1978 (age 37) Austin, Texas
Measurements	Bust: 34" Waist: 24" Hips: 34"
Height	5 ft 8 in (1.73 m)
Weight	120 lb (54 kg; 8.6 st)

Main article: Jennifer Rovero

Jennifer Rovero (born December 12, 1978, in Austin, Texas) is a venezuelan american model Playboy's Playmate of the Month for July 1999, and has appeared in numerous Playboy videos. She appeared as the cover model of the October 1999 edition.

August

Rebecca Scott
Rebecca Scott
Personal details
Born	(1972-09-27) September 27, 1972 (age 43) Kenosha, Wisconsin
Measurements	Bust: 38D Waist: 28 Hips: 38
Height	5 ft 8 in (1.73 m)
Weight	140 lb (64 kg; 10 st)

Rebecca Scott (born on September 27, 1972, in Kenosha, Wisconsin) is an American model who is Playboy magazine's Playmate of the Month for August 1999. Playboy described her as an "Anna Nicole Smith look-alike," upon her appearance as centerfold. Also, she appeared in several of its Playboy videos, including one in which she made an extended singing performance.

September

Kristi Cline
Personal details
Born	(1980-05-04) May 4, 1980 (age 36) Lubbock, Texas
Measurements	Bust: 34"C Waist: 24" Hips: 33"
Height	5 ft 8 in (1.73 m)
Weight	116 lb (53 kg; 8.3 st)

Kristi Cline (born May 4, 1980) is an American model and actress. She is Playboy's Playmate of the Month for September 1999, and has appeared in numerous Playboy videos.

October

Jodi Ann Paterson
Playboy Playmate of the Year
2000
Preceded by	Heather Kozar
Succeeded by	Brande Roderick
Personal details
Born	(1975-07-31) July 31, 1975 (age 40) Balikpapan, Indonesia
Measurements	Bust: 32D in (81D cm) Waist: 23 in (58 cm) Hips: 34 1⁄2 in (88 cm)
Height	5 ft 5 in (1.65 m)
Weight	112 lb (51 kg; 8.0 st)

Main article: Jodi Ann Paterson

Jodi Ann Paterson (born July 31, 1975) is an American model, actress and former beauty queen. She competed in the Miss Teen USA competition as Miss Oregon Teen USA in 1994. She is Playboy's Playmate for October 1999, and was named Playmate of the Year in 2000.

November

Cara Wakelin
Personal details
Born	(1977-02-08) February 8, 1977 (age 39) Melbourne, Australia
Measurements	Bust: 34"C Waist: 24" Hips: 35"
Height	5 ft 5 in (1.65 m)
Weight	113 lb (51 kg; 8.1 st)

Cara Wakelin (born February 8, 1977) is a Canadian model and actress.

Wakelin was born in Melbourne, Australia in 1977. She was born a triplet, however one of the babies died, leaving Wakelin and her brother, Bain as survivors. Wakelin has never met her birth father. The kids were raised by their single mother and the family relocated to Toronto, Canada. Wakelin attended Etobicoke School of the Arts and described herself as an introvert. After high school, she attended McMaster University.

Wakelin read a copy of Playboy during the last semester of school. She read that Playboy was touring to find a "Millennium Playmate". In 1998, she auditioned for Playboy in Toronto, Canada. Her mother attended with her, supporting her decision. Wakelin was asked to do a test shoot in Chicago. She became Playboy's Playmate of the Month for November, 1999. Hugh Hefner put Wakelin on the cover of the Canadian Playboy edition, in which she wore a hockey jersey. Within two weeks the issue was sold out across Canada. She has appeared in numerous Playboy videos.

In 2002, Wakelin appeared in Death to Smoochy and Relic Hunter. Wakelin was on the The Howard Stern Show in 2004. She appeared on the cover and as a model for June in the 2005 Playmates at Play at the Playboy Mansion swimsuit calendar. She has modeled for Coca-Cola, Miller Brewing Company and Budweiser. She lives in Los Angeles and Toronto. Wakelin is married to trader Pat McCarthy.

December

Brooke Richards
Personal details
Born	(1976-10-17) October 17, 1976 (age 39) York, Pennsylvania
Measurements	Bust: 34"DD Waist: 24" Hips: 35"
Height	5 ft 7.5 in (1.71 m)
Weight	119 lb (54 kg; 8.5 st)

Brooke Richards (born October 17, 1976, in York, Pennsylvania) is an American model. She appeared in numerous Playboy Special Editions during 1998, on Playboy's cover and in a "Girls of Hawaiian Tropic" pictorial in July 1999, and ultimately as Playboy's Playmate of the Month for December, 1999. She has also appeared in Playboy videos. Her centerfold was photographed by Stephen Wayda.

[ Source: Wikipedia ]