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How They Met: Pippa O'Connor and Brian Ormond's very showbiz love affair

Pippa O'Connor and Brian Ormond are one of Ireland's best-known couples. Together, they have built a massive business empire, had their own reality TV show, and even hosted the lottery.

The couple has also welcomed three sons together- Ollie, Louis and Billy - and along with Brian's daughter Chloe the family is really tight. They make sure to celebrate each other every step along the way.

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While we now know them as a power couple who have been married for fourteen years, many of us may not know how Brian and Pippa first met. We've taken a look back at how everything began...

18/12/08 Brian Ormond and Pippa O'Connor at the Assets model agency Christmas party, Picture:Arthur Carron/Collins

How they met

It all started in 2008 when a fresh-faced Pippa met Brian in celebrity haunt Krystle. Pippa, or Philippa Mary O'Connor, was 23, having won Miss Kildare and entered Miss Ireland at just 18.

Brian was 28. At the time he already had seven-year-old daughter Chloe with former girlfriend Natara Byrne and he'd been charming the nation on Irish Popstars, You're A Star and Pop Idol in the UK. Chloe and Pippa got on famously from the start.

Brian Ormond and Pippa O'Connor. Pic: Brian Ormond/Instagram
Brian Ormond and Pippa O'Connor. Pic: Brian Ormond/Instagram

Popping the question

Brian and Pippa fell in love and fast-forward to Christmas Eve 2009, when he got down on one knee and asked his model partner to marry him, a couple of years after meeting.

With the date of their wedding approaching, the couple appeared on the Saturday Night Show with Brendan O'Connor for a Mr and Mrs quiz. A clip reveals that they have a framed photo from the night they met - so cute! We can't help but wonder if they've still got that front and centre.

Pippa O'Connor and Brian Ormond are seen standing outside a church with their three sons and Chloe Ormond
Pippa O'Connor and Brian Ormond with their sons and Chloe Ormond. Pic: Pippa O'Connor/Instagram

Brian said Pippa's most annoying habit was smoking and Pippa revealed that her celebrity crush was... Brian. Not the most exciting of TV appearances, if we're being honest. Even Brendan gave out!

Tying the knot

The pair tied the knot on June 18, 2011, just outside Enniskerry, Co. Wicklow, and had their lavish reception at the Ritz Carlton, which we now know as the Powerscourt Hotel.

RTÉ followed them in the lead up the big day and aired their documentary Brian & Pippa Get Married.

18/06/'11 Brian Ormond and Pippa O'Connor pictured after their wedding Picture Colin Keegan, Collins, Dublin.

To mark their 10th anniversary in 2021 Brian surprised Pippa with a vow renewal ceremony. 'It had everything, a trip down memory lane with lots of laughter and some tears.

'I even got to fully surprise you with a walk up the aisle to renew our vows,' she gushed on Instagram.

Growing their family

Pippa O'Connor and Brian Ormond pose in black and white picture with their son in hospital
Pic: Pippa O'Connor/Instagram

Brian and Pippa have gone from strength to strength since getting married. They welcomed their first son Ollie in April 2013.

Louis followed in May 2016 and their third son Billy was born in October 2021. The couple shared a lovely picture taken moments after their little boy was born to announce the news.

In the caption, proud Brian wrote: 'Absolutely amazed by you @pipsy_pie Always so calm and so strong. Unbelievably proud to have you as my wife and mum to our 3 beautiful boys. I now have the perfect 4ball.'

As their sons are getting older, Brian and Pippa have been seen out and about more and more frequently with the two oldest boys Ollie and Louis. The kids even joined their mum and dad as they celebrated a friend's black-tie wedding just before the new year.

Pippa O'Connor with her family
Pippa O'Connor with her husband Brian Ormond and their two eldest sons. Pic: Instagram

Each other's lobster

Even though many years have passed since they said their 'I do's,' the couple is as in love as ever. The entrepreneur penned a beautiful tribute to her hubby on their 14th wedding anniversary.

The couple jetted off to Mykonos to celebrate the occasion. The Greek island is very sentimental to the couple, as it's where they headed after they got engaged many moons ago.

Pippa O'Connor shares tribute to Brian Ormond on their anniversary. Pic: Pippa O'Connor/Instagram
Pippa O'Connor shares a tribute to Brian Ormond on their anniversary. Pic: Pippa O'Connor/Instagram

Pippa shared a snap of the gas card that Brian gave her, referencing the 90s sitcom, Friends. The card read: 'You're my lobster,' with a cute pin of the sea creature.

She also shared a series of throwback snaps on social media, detailing how 'lucky' she is to have ended up with Brian.

Pippa O'Connor shares tribute to Brian Ormond on their anniversary. Pic: Pippa O'Connor/Instagram
Pippa O'Connor shares tribute to Brian Ormond on their anniversary. Pic: Pippa O'Connor/Instagram

'Happy 14 years. 26-year-old me had no idea how lucky I was or what was to come,' she penned over a snap of their wedding day.

'Feels like yesterday, I loved it! We had such a fun wedding day and weekend. Love you.'

She went on to share a family portrait of their son Louis' Christening. 'Looking back, making me totes emosh,' she wrote. 'Back to our wedding church in Enniskerry for Louis' Christening.'

Building their empire

Pippa O'Connor Ormond pictured at the launch of her POCO Beauty beauty line at the Westbury Hotel, Dublin. Pic: Brian McEvoy
Pippa O'Connor Ormond pictured at the launch of her POCO Beauty beauty line at the Westbury Hotel, Dublin. Pic: Brian McEvoy

Together, Brian and Pippa have built up their fashion and beauty empire, launching the jeans collection POCO by Pippa POCO Beauty, a range of candles, her own diary, and Pippa even voiced a character in an animated movie.

Over the years, the couple has also launched Brian's premium footwear store Movrs and gone into the alcohol business with Pippa being announced as a major investor in Irish vodka brand istil 38.

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