Caitlyn Jenner once cross-dressed with ex-wife Kris

Her upcoming episode of Life Stories With Piers Morgan is set to be nothing short of explosive.

And another shock revelation from Caitlyn Jenner’s in depth interview is the claim that the transgender reality star – who previously lived as Bruce – and her ex-wife Kris Jenner once cross-dressed together.

The 68-year-old television personality – who was married to the Keeping Up with the Kardashians star for over 20 years until they split in 2015 – has admitted prior to marrying Kris and undergoing gender reassignment surgery she ‘dressed up’ as a lady with the 62 year old, but only on ‘one occasion’.

Kris has repeatedly denied knowing about the former Olympian’s desire to live as a woman. MailOnline has contacted the star’s representatives for comment.

Speaking about her transition to host Piers, Caitlyn said: ‘I definitely told her, I even dressed up with her before we got married, only on one occasion.

‘I had been on hormones for four and a half years … there are changes when you are on hormones which are tough to hide.’

And though Kris has claimed she was left in the dark about Caitlyn’s desire to transition into a woman, Caitlyn has insisted she was always ‘honest’ with her former partner, even before the pair got intimate, although Caitlyn ‘downplayed’ her feelings.

Similar style: Speaking about her transition to host Piers, Caitlyn said, ‘I definitely told her, I even dressed up with her before we got married, only on one occasion

Making an appearance: Meanwhile, Caitlyn Jenner spoke during the final day of Web Summit, held at the Altice Arena in Lisbon, Portugal

Passionate speaker: The star was giving a talk on the subject of ‘Who defines gender?’

Caitlyn – who has Kylie, 20, and Kendall, 21, with Kris and Brody, 34, and Brandon, 36, with previous lover Linda Thompson as well as Burt, 39, and Cassandra, 37, with Chrystie Jenner – said: ‘I was honest to that point, I’m sure I downplayed it quite a bit but I was honest with her. I told her before I ever slept with her, she knew.’

Although Kris knew about Caitlyn’s gender identity issues, The Secrets of My Life author has revealed that neither of them ever thought she would actually go through with the full transition.

Asked if Kris thought Caitlyn would carry out the numerous procedures to change gender, Caitlyn said: ‘No, neither did I.’ 

In high spirits: Caitlyn was giving a passionate talk at the web event 

Caitlyn also elaborated on the extent of the family damage, admitting that it’s been two years since she last exchanged words with Khloe Kardashian.

The star made the shocking revelation after telling the chat show host that she ‘doesn’t talk to any of [the Kardashians] anymore’. 

She confessed: ‘I don’t talk about that side of the family, I spent 23 years of my life with those kids it’s difficult to talk about it, terribly terribly sad.

‘I’ve lost all relationship with them, yes, I don’t talk to any of them anymore.’

The former athlete is still on good terms with her biological daughters Kylie and Kendall Jenner, however, recently attending the latter’s 22nd birthday where she was forced to reunite with the likes of Kim and Kourtney Kardashian, as well as her ex-wife Kris. 

Heartbroken: Caitlyn also admitted it’s been two years since she last spoke to Khloe Kardashian during the new interview 

End of an era: Caitlyn revealed she has now lost contact with all of the Kardashian clan 

The I Am Caitlyn star added: ‘Actually, it was Kendall’s birthday party a couple of days ago and I went to the party and I hadn’t talked to any of the kids on that side.

‘[I haven’t talked to] Kris [in] probably a year, Kim probably nine months, Khloe two years – but she wasn’t there – and Kourtney I haven’t talked to her either.’ 

Khloe famously got mad at Caitlyn after the transgender star told Vanity Fair in 2015 that Kris Jenner was not supportive of her desire to transition.

Unbreakable bond: Caitlyn is still on good terms with her biological daughters Kendall [C] and Kylie [R]

Pulling pints: Meanwhile, the Glamour magazine ‘Woman of the Year’ was in Cambridge to speak at the university union, in front of hundreds of students on Monday

The beauty – who is dating basketball star Tristan Thompson with the Cleveland Cavaliers – has always said she is standing by her mother in the divorce as Jenner has been hurtful.  

Meanwhile, the Glamour magazine ‘Woman of the Year’ was in Cambridge to speak at the university union, in front of hundreds of students on Monday. 

In a candid interview to promote her book, she revealed that Kim hasn’t spoken to her in a year, and admitted feeling ‘bashed up’ following the feud before confessing Kris knew of her trans desires from the start of their relationship. 

Caitlyn said: ‘They don’t want me in their lives, the bashed me pretty badly. It’s devastating when your kids do that. It really hurt.’ 

Tell all: In a candid interview to promote her book, Caitlyn revealed Kim Kardashian hasn’t spoken to her in a year, and admitted feeling ‘bashed up’ following the feud

Caitlyn said: ‘They don’t want me in their lives, the bashed me pretty badly. It’s devastating when your kids do that. It really hurt’

Despite the heart-ache she said she remained very close with the Jenner side of her family, confessing: ‘My children are my life.’

Dressed in a simple black dress Caitlyn mingled with students beforehand and even poured herself a pint at the union bar.

Reading from her book, entitled The Secrets of My Life, Caitlyn also fielded questions from students on everything from politics to trans issues and her 1976 Olympic victory.

Autograph: Despite the heart-ache she said she remained very close with the Jenner side of her family, confessing: ‘My children are my life’

Revelations: Discussing her trans experiences while still married to Kris, she also revealed her then wife was aware of her secret life

Discussing her trans experiences while still married to Kris, she also revealed her then wife was aware of her secret life.

She said: ‘As far as Kris, when I met her I had to be honest. She was aware of it at the beginning, but she but some restrictions on it. I had my own little getaways where I could go be myself. She knew about it, but I just didn’t do anything around her.’

But pointed out that it wasn’t the reason their marriage failed: ‘As far as us going our separate directions, it wasn’t about trans issues at all. It just didn’t work like it use to work.’

Candid response: ‘As far as Kris, when I met her I had to be honest. She was aware of it at the beginning, but she but some restrictions on it,’ said Caitlyn talking about her then secret life

Discussing her lowest point, just after her marriage broke up, she revealed she considered suicide.

She said: ‘When Kris and I went our separate directions, I was thinking what the heck am I going to do with my life?

‘I was never going out. I was in total isolation. Am I going to sit here and rot in this house or do something? My children knew what was going on.

‘I had four or five paparazzi cars following me everywhere I went. I thought, am I going to deal for this for the rest of my life? I decided I got to do something. At one point I thought about suicide. I really kind of reached a low point. But I thought I don’t want to silence my voice.’

On her failed marriage: ‘As far as us going our separate directions, it wasn’t about trans issues at all. It just didn’t work like it use to work.’

How it all began: Forty years ago Caitlyn was still know as Bruce Jenner, and was at the height of her fame, following her gold medal win at the 1976 Olympic Games in Montreal

Strutting her stuff: The next day, Caitlyn headed to a conference in London while sporting a chic burgundy ensemble 

Way back when: Forty years ago Caitlyn was still know as Bruce Jenner, and was at the height of her fame, following her gold medal win at the 1976 Olympic Games in Montreal

Off we pop: Caitlyn cut a serious figure as she stepped out following yet another speech 

Forty years ago Caitlyn was still know as Bruce Jenner, and was at the height of her fame, following her gold medal win at the 1976 Olympic Games in Montreal.

It wasn’t until 2015 that Caitlyn found the confidence to publicly come out as a transgender woman.

In the intervening years she married three times and fathered six children, along with acting as stepfather to Kardashian stepchildren Kourtney, Kim, Khloe and Rob.

Huge moment: It wasn’t until 2015 that Caitlyn found the confidence to publicly come out as a transgender woman

While they were once close to Caitlyn, relations between the siblings and their former stepfather have been strained ever since she released her memoir Secrets Of My Life, which seemingly slammed her relationship with her ex-wife Kris Jenner, 61.

On Keeping Up With The Kardashians, last month Kim accused Caitlyn of ‘lying’ about her late father Robert Kardashian within her book.

She said onscreen: ‘I have always had Caitlyn’s back. But she is a liar. She is not a good person.’ 

Life along the way: In the intervening years she married three times and fathered six children, along with acting as stepfather to Kardashian stepchildren Kourtney, Kim, Khloe and Rob.

Feuding: On Keeping Up With The Kardashians, last month Kim accused Caitlyn of ‘lying’ about her late father Robert Kardashian within her book