Jenner only recently has admitted he wants to live life as a woman. But he dipped a high-heeled toe into cross-dressing way back in September 1981, when he appeared as one of the "Mandrake Sisters" on "Bob Hope's All Star Comedy Look At The New Season — It's Still Free And Well Worth It," a TV special that aired on NBC.
Jenner, alongside Hope himself and Little House on the Prairie star and former NFL player Merlin Olsen, sang in falsetto to "Take This Job and Stuff It."
At the time, Jenner had been married to Linda Thompson for more than eight months. Who would have guessed the former Olympian was desperate to wear heels like this full-time?
His prosthetic breasts protruded under his sparkly gown. Now, hormone treatments have him spouting breasts of his own — and wearing sports bras in public, as RadarOnline.com has reported.
Rosy blush, glistening lip gloss and eyeshadow really brought out the color of Jenner's eyes. And it's hard to deny how happy he looked!
Jenner sang in falsetto for the show.
His flowing wig was topped with a sparkly gold ornament. Today, RadarOnline.com readers know, he's grown out his own auburn locks in preparation for his transition.
*EXCLUSIVE* Bruce Jenner lets his Hair Down at the Madonna Inn
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Decades later, Jenner's larger bustline and other feminine figures have been hard to ignore in recount weeks.
EXCLUSIVE: Bruce Jenner takes his new trailer for a service while still wearing his wedding ring
Sadly, however, sources have told RadarOnline.com that all aspects of his transition are on hold until he deals with the repercussions of his recent car crash in Malibu, which left one woman dead.
Bruce Jenner after Elton John concert
Jenner hasn't been seen in public in women's clothes just yet, but sources tell RadarOnline.com he'll be more of a "pantsuit kind of lady" anyways.
Bruce Jenner joins step daughters Kim, Khloe and Kourtney for lunch
Family insiders agree: Jenner is happier than ever since he decided to go public with his transition.
EXCLUSIVE: **PREMIUM RATES APPLY** Bruce Jenner looks very sad as he smokes a cigarette in his car the day InTouch magazine publish a story about his alleged transition to a woman on the cover.
But the fall-out from the crash has put a real damper on his plans. As RadarOnline.com reported, he could be charged with vehicular manslaughter, although cops have yet to accuse him of any wrongdoing.
EXCLUSIVE TO INF. **PREMIUM RATES APPLY** Bruce Jenner In a Car Accident – Moment of Impact
Do you think Jenner makes a more attractive woman or man? Let us know in the comments!