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Love Island star Shaughna Phillips saw her happy personal life fall apart in 2023 when her boyfriend, Billy Webb, was arrested and jailed for illegal drugs crimes

Love Island star Shaughna Phillips has declared she is “very happy” after reviving her relationship with the father of her child – who is in jail. The 31-year-old reality star found fame on ITV’s long-running dating show in 2020 when she was a contestant on season six.

While in the villa, the Londoner embarked on a romance with fellow contestant Callum Jones – but she was ultimately dumped from the Island after more than a month of being on the show. While romance failed on TV, Shaughna had better luck back in the real world.

Since 2020, she has had an on-off relationship with real estate agent Billy Webb. All appeared to be going well for the couple in 2022 when the reality star fell pregnant with their first child.

But things took a dramatic turn in January 2023 when Billy was arrested while Shaughna was 30 weeks pregnant. After dumping Billy and welcoming their daughter, Lucia, Shaughna recently revealed that she had reunited with her ex – who has been able to enjoy home day privileges while serving time.

But why is Love Island star Shaughna Phillips’s boyfriend Billy Webb in Jail? Here are the details of his dramatic arrest and sentencing.

Who is Billy Webb and why is he in jail?

Billy Webb is a former estate agent who was jailed in November 2023 after pleading guilty to conspiracy to supply 4.5kg of cocaine worth at least £360,000. He was arrested following a Met Police drugs raid in January that year – when Shaughna was 30 weeks pregnant with their first child.

After standing trial at Southwark Crown Court, Webb was sentenced to nine years behind bars for seven drug offences – including dealing. At the time Southwark Crown Court heard Webb, of London, ran a “relatively successful” drug operation called Barry’s Party Supplies offering cocaine, MDMA and ketamine, with special discounts before major football matches. Webb was arrested in January 2023 after being stopped and searched by police, who later found scales and bundles of cash.

He was also linked to criminals’ secret messaging service Encrochat, the court was told. Mitigating, Webb’s lawyer Nichola Cafferkey said: “He knows it’s through his own actions he’s separated from [his loved ones] and he should be assisting the upbringing of his young family.” Shaughna denied knowing about Webb’s criminal activities.

Last Christmas, Shaughna sparked surprise when she revealed she was spending time with Webb during the festive season, with it being suggested at the time he had been released from jail.

Reports have since revealed that the convicted criminal has been permitted to leave his prison on day release – with the former estate agent seemingly given the privileges after serving 12 months behind bars.

When did Shaughna Phillips and Billy Webb get back together?

When Webb was arrested in January 2023, Shaughna saw her world fall apart – and two months later, she gave birth to their daughter, Lucia. During Webb’s trial, the Love Island star penned a letter on behalf of their daughter to be read out in court.

She previously said of the note: “’There was absolutely no discussion of leniency. Billy pled guilty to something that he’d done, and there was no denying that fact that’s done.”

She added: “I described how Billy is as a person and it was from Lucia’s point of view, and included things like, ‘I’m looking forward to being with my dad when he’s home.’ I had a duty to do that for her as her Mummy. The fact I wrote the letter was then spun up into a story in the papers, saying we were back together. That couldn’t be further from the truth.”

While fans were convinced Webb’s conviction would be the end of the relationship, they were surprised when Shaughna revealed they were spending Christmas together last year. In a social media post, the ITV star revealed: “If you had told me this time last year, that me and Billy would be taking Lucia to see Santa next Christmas, I probably wouldn’t have let myself believe you. The best couple of days, this Christmas is going to be so special.”

She also told fans via social media that she would not consider appearing on Love Island: All Stars as she was not “single”. And this month, Shaughna revealed she is pregnant with her second child with Webb having been able to spend time with him while he continues to serve his time.

She exclusively told the Mirror: “We’re so happy to announce we are adding to our little family. Lucia is going to be the best big sister and is really excited to have a new baby brother or sister arrive later this year.”

Numerous UK reality stars have found themselves engaging in romantic relationships with criminals with dark pasts, including drug trafficking and acid attack crimes.

From TOWIE to Love Island, some of our favourite UK reality stars have fallen for partners with the darkest of criminal pasts.

Behind the seemingly glamorous lives of some of these reality TV stars, lies relationships that have turned sour over the years after horrifying crimes and dodgy pasts came to light. On Monday, it was revealed that Ferne McCann’s ex-boyfriend and the father of her daughter Sunday, seven, has struck up a romance with ex-Love Islander Amelia Peters.

After launching an acid attack on 16 people in a nightclub, the thug is serving 20 years in jail and has left them with chemical burns. We examine some of the reality TV stars who have been caught dating criminals in this article.

READ MORE: Ferne McCann’s acid attacker ex Arthur Collins ‘dating Love Island star from behind bars’

Ferne McCann

Former TOWIE star Ferne McCann, 34, was left devastated when her partner Arthur Collins, 32, went on the run from police after launching an acid attack in a nightclub while she was pregnant in 2017.

After being apprehended by police in Northamptonshire where he fled the horrific assault, he was given a sentence of 20 years in prison. The couple had a daughter on Sunday of Frene’s pregnancy the same year.

When he threw corrosive material into the Mangle E8 nightclub, he caused injuries to 22 people. 16 people had severe burns, according to him, and he claimed he at the time believed it to be a date rape drug.

Now, former Love Islander Amelia Peters has struck up a romance with the criminal behind bars. It’s claimed Collins contacted Amelia last October when checking out her Instagram profile.

According to reports, he sent her bouquets and that she frequently visits him while incarcerated.

They talk constantly, even though he’s in jail, according to a source. He has spoken to her on a phone and has frequently sent her flowers.

Shaughna Phillips

Love Island star Shaughna Phillips recently announced her pregnancy to fans. The star is expecting her second child with Billy Webb, who is still serving time in an open prison.

Billy, who is also the mother of Lucia’s first child, pleaded guilty to conspiracy to supply 4.5 kilograms of cocaine worth at least £360, 000. He remained for 12 months.

TV personality Shaughna has spent the last seven months enjoying family days out with Billy because he received day release from an open prison. The 30-year-old actress only recently made her pregnancy announcement via her social media channels on Sunday morning.

We’re thrilled to announce that we are adding to our small family, she exclusively told the Mirror. Lucia is looking forward to having a new baby brother or sister later this year because she will be the best big sister.

Lauren Goodger

Joey Morrison, 38, was serving a 16-year prison sentence at the time he started dating TOWIE original Lauren in 2017.

After being discovered with £60, 000 of cocaine and a £90, 000 Land Rover, Morrison, 38, was jailed in 2010 for dressing as a postman to burgle properties.

Lauren dumped him in 2018, accusing him of sending explicit snaps from his rotty jail cell to “fans.”

Gemma Collins

Gemma Collins, 44, first dated Stephen Mortimer in 2016. Stephen was jailed for two years in October 2016 for stealing jewellery in a home raid, just months after he had split from the reality TV favourite.

He has had a fair few brushes with the law and was famously sent back to jail while Gemma was in Celebrity Big Brother. Stephen had allegedly breached licence terms by moving in with the CBB star at the time.

Prior to that, he had spent two years behind bars for grievous bodily harm (GBH).

Childs, Amy

Another TOWIE favourite Childs, Amy, 35, welcomed her first child Polly, eight, with convict Bradley Wright in 2017. Wright is a builder who has a criminal record and has served two stints in jail and time in a Young Offender Institution.

He and Amy first started dating in 2013, but they ended their relationship in 2015. In March 2016, they rekindled their romance.

For handling stolen goods in 2014, Wright was given an 18-month prison sentence. He already had a criminal record after serving a 16-month sentence for three theft counts in Basildon Crown Court, Essex, in 2013.

He was incarcerated for 19 months in a youth offender facility for burglary, handling stolen goods, and driving offenses in 2010. When he was in jail at the time, Amy revealed that she had a breakdown.

Dani Dyer

Dani Dyer famously dated Sammy Kimmence before her appearance on Love Island, and rekindled their relationship in 2020. The couple have a son together, who was born in 2021.

Dani, 28, was left devastated when the former stockbroker was imprisoned for defrauding two pensioners of £34,000. He claimed he would invest the money by placing horse-racing bets on the two men, who were 81 and 91 years old.

Instead, he was found to have spent the money on both financing his lifestyle and paying off his own debts. In 2021, he received a three-and-a-half-year jail term.

Dani and the conman eventually broke up after she claimed he had told her a lie about his crimes.

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Jeff Bezos and bride-to-be Lauren Sanchez have arrived in Venice ahead of their hugely anticipated A-lister wedding

Kim and Khloe Kardashian and Kris Jenner have arrived ahead of Jeff Bezos wedding this week. The A-list pair have touched down in Venice before their celeb friends tie the knot over the next few days.

The two of them have been spotted looking as glamourous as ever. Kris wore a long black gown with ruffle details along with slim black sunglasses.

She went for a full glam makeup look and stuck with her iconic bob haircut. Meanwhile, mum-of-four Kim went for a black midi skirt with a matching crop top and covered up with a coordinated hoodie.

READ MORE: Natalya Wright looks ‘unreal’ in a ‘gorgeous’ black midi that’s perfect for wedding season

She slicked her brunette hair back into a neat bun and covered up her face with chunky grey sunglasses. Khloe looked gorgeous as she went for an all-leopard print look for the occasion.

The TV star wore an eye-catching jumpsuit with black sunglasses and styled her brunette locks into loose waves. Jeff Bezos and Lauren Sanchez have also arrived in Venice, Italy as a helicopter picked them up from his superyacht Koru’s support ship, the Albeona.

Celebrations will begin on Thursday evening as a casual welcome dinner will be held at the 14th Century Madonna dell’Orto church. The ceremony was expected to take place at the Scuola Grande della Misericordia, an historic 16th-century building in the city centre.

However, the No Space for Bezos campaign group claim the couple scrambled to change their plans, after activists threatened to block the canals with inflatable crocodiles to stop their guests from attending.

A new plan have now been put in place as it has been moved to Arsenale which is a shipyard complex which will be near-impossible for protestors to get to.

Tension is growing on mainland Venice which is where most of the A-listers are reported to be staying. Campaigners Everyone Hates Elon (EHE) and Greenpeace protesters laid out a huge 20x20m banner near to where the Amazon founder will marry his partner.

Set out in the city’s famous St Mark’s Square, the message reads: “IF YOU CAN RENT VENICE FOR YOUR WEDDING YOU CAN PAY MORE TAX.” The groups are critical of Mr Bezos, who is the second-richest man in the world, as he is reported to pay a 1.1% true tax rate.

A spokesperson from EHE explained: “As governments talk about hard choices and struggle to fund public services, Jeff Bezos can afford to shut down half a city for days on end just to get married. Just weeks ago, he spent millions on an 11-minute space trip. If there was ever a sign billionaires like Bezos should pay wealth taxes, it’s this.

“While ordinary people struggle to pay the bills, there are more billionaires than ever before. These two things are obviously connected – they’re getting richer at our expense. It’s not rocket science: tax billionaires like Jeff Bezos now.”