The Wiggles confusing love lives – as Emma Watkins and Oliver Brian get engaged

Mixing business and pleasure may be frowned upon in some workplaces. 

But finding love on-set seems to be a growing trend for The Wiggles, following Emma Watkins’ engagement to fellow bandmember musician Oliver Brian this week.  

In fact, the iconic children’s band boasts a racy history of behind-the-scenes romances among its stars, including two marriages, a divorce and a bizarre love square. 

A wedding, a divorce and a bizarre love square: Inside the VERY confusing love lives of The Wiggles – after Emma Watkins (left) announced her engagement to fellow bandmember Oliver Brian (right)

Prior to dating Oliver, Emma was married to Purple Wiggle Lachlan Gillespie, who she met when they became permanent cast members in 2012.   

‘I really fell in love with Lachy in the first moment… but it took him a long time. We haven’t spent a day apart,’ Emma told The Sydney Morning Herald in 2016. 

They initially kept their romance a secret, with Lachlan saying at the time: ‘Nothing was more important to Emma and I than being in the new line-up of The Wiggles, focusing on the music and entertaining the children, so our relationship developed very slowly.’

Keeping it in the band: Prior to dating Oliver, Emma was married to Purple Wiggle Lachlan Gillespie (right), who she met when they became permanent cast members in 2012

Keeping it in the band: Prior to dating Oliver, Emma was married to Purple Wiggle Lachlan Gillespie (right), who she met when they became permanent cast members in 2012 

Whirlwind: The couple got engaged in May 2015, said 'I do' in rural New South Wales in April 2016 and then shocked fans by announcing their split in August 2018

Whirlwind: The couple got engaged in May 2015, said ‘I do’ in rural New South Wales in April 2016 and then shocked fans by announcing their split in August 2018

The couple got engaged in May 2015, said ‘I do’ in rural New South Wales in April 2016 and then shocked fans by announcing their split in August 2018. 

In a joint statement they vowed to remain close friends and colleagues, saying: ‘We have embraced this as a very positive change in our relationship.’ 

Lachlan met fiancée Dana as she filmed a cameo on The Wiggles in December 2018. 

Although the couple posed for a picture together on the show when she guest starred, ballerina Dana, 34, spent most of her time getting to know Emma. 

The day he moved on: Lachlan met current fiancée Dana Stephensen (right) as the dancer filmed a cameo on The Wiggles in December 2018

The day he moved on: Lachlan met current fiancée Dana Stephensen (right) as the dancer filmed a cameo on The Wiggles in December 2018 

Bizarre: Lachlan (circled, right) and Emma (circled, bottom) both met Dana (circled, centre) together when the brunette filmed an episode of The Wiggles, months after they split

Bizarre: Lachlan (circled, right) and Emma (circled, bottom) both met Dana (circled, centre) together when the brunette filmed an episode of The Wiggles, months after they split

In a behind-the-scenes video, Emma said it was a ‘dream come true’ to work with Dana, whose career she had been following closely for some time. 

‘When we found out who the dancers were, we got so excited. For me, they’re dancers that I have been watching for years,’ Emma said at the time. 

Shortly after the episode was filmed, it was rumoured Lachlan and Dana were dating, but they did not confirm their relationship until October 2019. 

They announced they were engaged in April 2020, 18 months after first meeting.

'I've been watching her for years': Although the couple posed for a picture together, ballerina Dana spend most of her time on-set with Emma, who is a big fan of hers

‘I’ve been watching her for years’: Although the couple posed for a picture together, ballerina Dana spend most of her time on-set with Emma, who is a big fan of hers

‘On Thursday night, Dana asked me to marry her at home under a fairy light sky and a very excited little boy in a beautiful bow tie,’ the purple Wiggle announced on Instagram at the time. 

Emma appeared to give their engagement her approval, commenting with three purple hearts on Lachy’s post.     

Lachy and Dana welcomed twin girls Lulu and Lottie in September last year.

Congrats! They announced they were engaged in April 2020, 18 months after first meeting

Congrats! They announced they were engaged in April 2020, 18 months after first meeting

Surprise! Lachy and Dana welcomed twin girls Lulu and Lottie in September last year

Surprise! Lachy and Dana welcomed twin girls Lulu and Lottie in September last year

Meanwhile, Emma revealed that she was in a secret relationship with The Wiggles’ full-time musician Oliver Brian, in December 2019. 

She told Stellar: ‘[Oliver] is the very opposite to me. He’s a very calm and thoughtful person and I’ve always been interested in his mind and his take on life, and his morals. He loves talking about the environment and food production. 

‘It’s not very “Wiggly”, but it’s been nice for me to talk about things not just concerning ourselves, but people everywhere around the world.’

Moving on: In December 2019, Emma revealed that she was now in a secret relationship with The Wiggles' musician Oliver Brian (pictured), who she also met on the show

Moving on: In December 2019, Emma revealed that she was now in a secret relationship with The Wiggles’ musician Oliver Brian (pictured), who she also met on the show

Oliver Brian plays various instruments on The Wiggles, including guitars and banjo, and has previously joined the band on several of their world tours.  

Away from the TV show, Oliver is in a folk-rock band with Emma’s ex, Lachlan.

The pair are members of band The Unusual Commoners alongside Blue Wiggle Anthony Field and musician David O’Reilly, and regularly hit the road together. 

Talented: Oliver plays various instruments on The Wiggles, and has previously joined the band on several of their world tours. Pictured: Blue Wiggle Anthony Field with Oliver on the show

Talented: Oliver plays various instruments on The Wiggles, and has previously joined the band on several of their world tours. Pictured: Blue Wiggle Anthony Field with Oliver on the show

Stars: Away from the show, Oliver (second, right) and Emma's ex Lachlan Gillespie (left) are in band The Unusual Commoners, with Anthony Field (second, left) and David O'Reilly (right)

Stars: Away from the show, Oliver (second, right) and Emma’s ex Lachlan Gillespie (left) are in band The Unusual Commoners, with Anthony Field (second, left) and David O’Reilly (right)

Meanwhile, Red Wiggle Simon Pryce is also married to a fellow bandmember, actress and model Lauren Hannaford.

The couple met in 2011, when Lauren was performing as Dorothy the Dinosaur, Wags the Dog and Henry the Octopus. 

The pair tied the knot in 2017 and share a three-month-old son named Asher.   

Another Wiggles romance! Meanwhile, Red Wiggle Simon Pryce (left) is also married to a fellow bandmember, actress and model Lauren Hannaford (right)

Another Wiggles romance! Meanwhile, Red Wiggle Simon Pryce (left) is also married to a fellow bandmember, actress and model Lauren Hannaford (right) 

Hot little potato! The pair tied the knot in 2017 and share a three-month-old son named Asher

Hot little potato! The pair tied the knot in 2017 and share a three-month-old son named Asher