Nadia Conceicao Almada is surely one of the most successful transgender celebrities. She defied all odds to become the first winner of the popular reality show Big Brother in 2004. She was born in Portugal as Jorge Leodoro and hid her transition from her family till the news broke out on a popular British tabloid. In fact, she kept her transgender identity a secret even when she was taking part in Big Brother. Her sense of humor on the show made her instantly popular with the fans. She not only won the reality show but is regarded as one of the most popular contestants to have ever taken part in Big Brother and gained a whopping 74% of the votes during the season.