Angela Dorian

1968 Playmate of the Year

Angela then...

http://www.planethoustonamx.com/Photo_Gallery_Nascar/amc%20ads/playboyamxpink.jpg

Lisa Baker

1967 Playmate of the Year

Lisa then...

http://www.wujekdobrarada.pl/blog/images/Playboy_1966_11_Lisa_Baker.jpg

Lisa now...

http://www.robberwin.com/BakerX1.jpg

Allison Parks

1966 Playmate of the Year

Allison then...

http://content.answers.com/main/content/wp/en/thumb/7/71/230px-Allison_Parks.jpg

Allison was married when she was Playmate of the Month, but info about her marriage is lacking. Post a comment here if you know anything.

Jo Collins

1965 Playmate of the Year

Jo then...

http://people.famouswhy.com/jo_collins/

Married baseball player Bo Belinsky.

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June Cochran

1963 Playmate of the Year

June then...
http://www.playboy.com/girls/playmates/directory/196212.html

June now (circa 2000)...

http://www.junecochran.com/

...June working the Playboy Club...

http://www.findagrave.com/cgi-bin/fg.cgi?page=gr&GRid=14059893

June's married name is 'Hart'.

Christa Speck

1962 Playmate of the Year

Christa then...
http://upload.wikimedia.org/wikipedia/en/thumb/a/a9/Playboy_June_1982.jpg/230px-Playboy_June_1982.jpg

Husband Marty Krofft at a young age...
http://www.imdb.com/gallery/mptv/1432/11704_0018.jpg.html?path=pgallery&path_key=Krofft,%20Marty&seq=6

Linda Gamble

1961 Playmate of the Year

Linda then...
http://www.philliptommey.com/images/playmates/large/lindagamble1.jpg

...Linda now...
http://hs.vanwertcougars.net/faculty/Profile/05-06%20Pictures/Gamble.jpg

Ellen Stratton

1960 Playmate of the Year (PMOY)

Playboy Magazine's first Playmate of the Year

Ellen then...
http://images-srv.leonardo.it/progettiweb/playmate/foto/img_44870fe38ba7f_tbig.jpg

Ellen now (circa 2000)...
http://www.vividere.com/glam040900/ellenstratton.jpg

Playmate of the Year (PMOY) list
1960: Ellen Stratton
1961: Linda Gamble
1962: Christa Speck
1963: June Cochran
1964: Donna Michelle
1965: Jo Collins
1966: Allison Parks
1967: Lisa Baker
1968: Angela Dorian
1969: Connie Kreski
1970: Claudia Jennings
1971: Sharon Clark
1972: Liv Lindeland
1973: Marilyn Cole
1974: Cyndi Wood
1975: Marilyn Lange
1976: Lillian Muller (there's a germanic umlaut over the "u" in her last name)
1977: Patti McGuire
1978: Debra Jo Fondren
1979: Monique St. Pierre
1980: Dorothy Stratten
1981: Terri Welles
1982: Shannon Tweed
1983: Marianne Gravatte
1984: Barbara Edwards
1985: Karen Valez
1986: Kathy Shower
1987: Donna Edmondson
1988: India Allen
1989: Kimbereley Conrad
1990: Renee' Tenison
1991: Lisa Matthews
1992: Corinna Harney
1993: Anna Nicole Smith
1994: Jenny McCarthy
1995: Julie Lynn Cialini
1996: Stacy Sanches
1997: Victoria Silvstedt
1998: Karen McDougal
1999: Heather Kozar
2000: Jodi Ann Paterson
2001: Brande Nicole Roderick
2002: Dalene Kurtis
2003: Chistina Santiago
2004: Carmella DeCesare
2005: Tiffany Fallon
2006: Kara Monaco