It could be your prototypical 21st-century love story. Rebecca, a 34-year-old administrative assistant, immediately knew that Alex (not their real names) was different from other guys she’d dated.

But there is one small catch; the boy was born a girl.

And after realizing that they can’t live without each other, boy and girl get engaged.

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But for transgender individuals – those who have physically, mentally and/or emotionally made a transition from their born gender into the opposite gender or gender role – the online dating world is a minefield.

The question of how much to disclose in one’s profile is a difficult one.

The inclusion of Chaz Bono as the first transgender contestant on has brought transgender people into the spotlight of popular culture on a more human level than ever before.

But mention Chaz's impending nuptials to partner Jennifer Elia, and eyebrows are raised.

The world of online dating is fraught with judgments, biases and dead ends.

It’s difficult terrain for many people, who often feel it’s like an exercise in marketing.

To cast themselves in a favourable light, some online daters get professional photos done; others fudge about their height, weight or age.

They may also withhold details that could drastically limit their chances.

The sexuality of transgender people continues to be met with confusion, and their dating lives are rarely discussed.

“With few exceptions, people don't go to a dating site looking for a transperson,” Alex says.

“And most transpeople who aren't out wouldn't want to date someone who is openly looking to date a transperson.” There are also issues relating to sex and the need for medical intervention if pregnancy is something the couple wishes to explore down the road.