Two.Penny Commissiong in 1977 and Wendy Fitzwilliam in 1998.
Trinidad & Tobago has won Miss Universe twice: 1977 and 1998
Two with Jimena Navarrete. There was a 19 year difference between both.
Miss Universe 1999 was held at the Chaguaramas Convention Centre, Chaguaramas, Trinidad and Tobago on May 26, 1999. Mpule Kwelagobe of Botswana was crowned as Miss Universe to become the third black Miss. Universe in the history of the competition. She was crowned by the 2nd Black Miss Universe. Miss Universe 1998 Wendy Fitzwilliam of Trinidad and Tobago. Trinidad and Tobago produced the first two Black Miss Universe and the third was crowned in Trinidad. In 2011, the pageant crowned Leila Lopes from Angola has been crowned as the new Miss Universe 2011 and the 4th Black woman to hold the title.
5' 11?
Wendy Marcelle Fitzwilliam of Trinidad and Tobago was the second black woman to win the Miss Universe title in 1998
2 Miss Universe winners are from Trinidad & Tobago:1977: Janelle Commissiong1998: Wendy Fitzwilliam
Trinidad & Tobago has won Miss Universe twice: 1977 and 1998
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Two with Jimena Navarrete. There was a 19 year difference between both.
Miss Universe 1999 was held at the Chaguaramas Convention Centre, Chaguaramas, Trinidad and Tobago on May 26, 1999. Mpule Kwelagobe of Botswana was crowned as Miss Universe to become the third black Miss. Universe in the history of the competition. She was crowned by the 2nd Black Miss Universe. Miss Universe 1998 Wendy Fitzwilliam of Trinidad and Tobago. Trinidad and Tobago produced the first two Black Miss Universe and the third was crowned in Trinidad. In 2011, the pageant crowned Leila Lopes from Angola has been crowned as the new Miss Universe 2011 and the 4th Black woman to hold the title.
The winner of the Miss Universe contest in 1998 was Wendy Fitzwilliam from Trinidad & Tobago.
The winner of the Miss Universe contest in1977 was Janelle Commissiong from Trinidad & Tobago.
Puerto Rico has won Miss Universe 5 times: 1970, 1985, 1993, 2001, 2006
5' 11?
USA (8 wins)
Wendy Marcelle Fitzwilliam of Trinidad and Tobago was the second black woman to win the Miss Universe title in 1998
That would be a yes no one knows for sure but it is a yes