Both were students at the prestigious New York City High School Of Performing Arts in 1987 when transgender star Chaz was known as Chastity.
Unearthed: Chaz Bono (left) and Jennifer Aniston in a high school photograph from 1987 The school picture shows the pair of friends hanging out in a class room.
While they are both casually dressed in T-shirts, trousers and their big hair loose and long.
Aniston, now 42, went on to land string of TV parts before getting her break on the hit TV series Friends.
Bono, now 41, is one of the most highly anticipated new contestants on Dancing With the Stars, which premieres in the U.S. on Monday amidst outcry from right-wing conservative groups.
They've come a long way: The Dancing With The Stars contestant earlier this week and right, Jennifer at the Horrible Bosses premiere in JuneHis participation on the show is a sure sign of success after a long, difficult struggle with his sexual identity.
Born as the daughter of singers Cher and Sonny Bono, Chaz came out openly as a lesbian in 1995, and in 2008 began undergoing the social and physical transformation from female to male, which was legally completed in May 2010.
The ground-breaking star chronicled his experiences in the documentary film Becoming Chaz that premiered at the Sundance Film Festival earlier this year.
Romance on the red carpet: Jennifer Elia and Chaz have been engaged for the past two years and celebrated his recent success together at the Creative Arts Emmy Awards 
The memoir movie was nominated for a creative Arts Emmy, which were held in Los Angeles on September 10, but it lost out to Ridley and Tony Scott's Gettysburg.'It's been an honour to be nominated, Chaz told U.S. show Entertainment tonight from the red carpet.
'I did this to really try to help people and to come away with an award on top of it would be amazing.'
Bono attended the event with his beautiful girlfriend Jennifer Elia, who opened up on CNN's Piers Morgan Tonight last May about their relationship.
When asked by the Piers whether she preferred Chaz as a man or a woman, she replied: 'I find him more attractive as a man,' said Elia, who says she is a bisexual woman, said that their intimate relationship as a now 'straight couple', has improved 'for the good.'
Chaz admitted that wedding plans had been put on hold due to various issues, most notably his transition.
'We've been engaged for two years and had to put things on hold for a little bit,' he said.
A strong advocate for gay marriage, Chaz did however reveal that they would be married as man and wife.
source:dailymail
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