Kylie Jenner’s ex-boyfriend Tyga unveiled his surprising new romance this week— eight years after he and the makeup mogul split.

The rapper, 35, is believed to be dating Riverdale actress Madelaine Petsch, 30.

The unlikely duo attended the Vanity Fair and Instagram Celebrate Vanities: A Night for Young Hollywood party at Bar Marmont on Wednesday night.

Tyga and Madelaine looked cozy while posing together inside of the star-studded event after gracing the red carpet solo.

In video obtained by DeuxMoi, Madelaine — who looked sultry in a sheer dress — linked arms with the Compton native as they left the party venue in West Hollywood.

One week earlier, Tyga and Madelaine attended a Lakers game together at the Crypto.com Arena in Los Angeles on Wednesday, February 19.

Kylie Jenner’s ex-boyfriend Tyga unveiled his surprising new romance this week— eight years after he and the makeup mogul split; Tyga and Kylie seen in 2016

The rapper, 35, is believed to be dating Riverdale actress Madelaine Petsch, 30 after they were seen getting cozy at a West Hollywood party on Wednesday night (pictured)

They were spotted sitting courtside as they watched the home team beat the Charlotte Hornets.

Madelaine was noticeably dress down in jeans, a leather jacket and her eyeglᴀsses as Tyga’s gaze remained fixed on the game.

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But it wasn’t until pH๏τos from the Vanity Fair party surfaced online that fans of both Tyga and Madelaine began reacting to the pairing.

‘Tyga and Madelaine Petsch was not on my 2025 bingo card,’ penned one shocked X (formerly Twitter) user on Wednesday.

Others jokingly warned Tyga to ‘stay away’ from Madelaine due to his complex dating history.

Tyga has dated a number of high-profile celebrities and he’s also a father-of-two.

Most famously, Tyga began dating Kylie Jenner, 28, in 2015 after being introduced to one another at her big sister Kendall’s 16th birthday party in 2011.

They claimed for years that they were ‘just friends’ as their seven-year age gap raised eyebrows.

Tyga insisted during a radio show in February 2015 that he and Jenner, who was 17 at the time, were ‘not dating.’

But months later, the couple — often referred to as ‘Kyga’ — went public with their controversial age-gap romance in August 2015 after Kylie’s 18th birthday.

Tyga and Madelaine looked cozy while posing together inside of the star-studded event after gracing the red carpet solo

One week earlier, Tyga and Madelaine attended a Lakers game together at the Crypto.com Arena in Los Angeles on Wednesday, February 19

However, Kylie and Tyga briefly broke up in late 2015 amid rumors that the rapper had been unfaithful. 

But they got back together soon after and Kylie said in a Complex interview in 2016 that she ‘just needed to see what it was like not being with’ Tyga.

‘We realized that wasn’t what we wanted,’ she said.

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In April 2017, Kylie and Tyga parted ways for good.

The makeup mogul spoke highly of the rapper as she addressed the split on her E! spin-off show Life Of Kylie.

‘There was absolutely not one thing wrong with me and T. He and I will always, always have a bond. There was no crazy fight, we just decided …Well, I decided that I’m really young. I don’t want to look back in five years from now and feel like he took something from me when he’s really not that type of person,’ she explained.

Tyga’s controversial relationship with Kylie began one year after he called it quits with rapper Blac Chyna, with whom he shares 12-year-old son King Cairo. They dated from 2011 to 2014.

His romance with teenage Kylie caused a major rift between himself and Chyna, who went on to date and welcome a child, daughter Dream, with Kylie’s older half-brother Rob Kardashian in 2016.

Tyga’s Kardashian-Jenner connections don’t stop there as he was also previously married to Instagram model Jordan Craig.

Craig shares a son, seven, with basketball player Tristan Thompson, who is Kylie’s older half-sister Khloe Kardashian’s baby daddy.

They were spotted sitting courtside as they watched the home team play the Charlotte Hornets

But it wasn’t until pH๏τos from the Vanity Fair and Instagram party surfaced online that fans of both Tyga and Madelaine began reacting to the pairing

As for his most recent dating history, Tyga was last linked to pop-punk singer Avril Lavigne.

The pair dated for nearly four months in 2023 after Avril called off her engagement to the musician Mod Sun.

Tyga and Avril were pH๏τographed together all around Los Angeles and Las Vegas during their whirlwind romance that came to an end in June 2023.

As for Madelaine, the Washington-born stunner was last in a relationship with Anthony Li, who is Halsey’s manager.

The pair were friends for nine years before making things romantic in February 2023.

In honor of their first anniversary in 2024, Madelaine posted several pH๏τos of her and Anthony packing on the PDA before sharing a screensH๏τ of one of their text exhcanged.

‘How do i [sic] say i’m celebrating 10 years of knowing you today without confusing the internet,’ Madelaine texted, to which her then-boyfriend replied: ‘Say ‘finally let this one bust out the friendzone and i’ve never been happier !!!! !!!!!!!!!’

While it’s unclear when they split, Madelaine shared pH๏τos of herself crying to close out 2024 on Instagram and even spent Valentine’s Day 2025 with her gal pals.

Before Anthony, Madelaine had a three-year relationship with MTV Ghosted host Travis Mills, 35.

They dated from 2017 before splitting in February 2020 just before COVID-19 lockdown.

She reflected on the breakup in a 2021 interview with Flaunt as she admitted that her ‘mental health was at an all time low’ when she and Mills ended things.

Tyga previously dated Kylie Jenner from 2015 to 2017; the pair seen in October 2015

Before Kylie, Tyga dated and welcomed a child with Blac Chyna; the exes seen in 2014

Before her most recent boyfriend Anthony Li, Madelaine had a three-year relationship with Ghosted host Travis Mills, 35; the exes seen in 2018

Madelaine said it was a ‘challenging’ time and that she began doing to therapy to grapple with the intense emotions she was feeling.

Every day was definitely a challenge and therapy was absolutely key for me to keep sane,’ she told the outlet.

‘My best friend moved in with me and that was a huge game changer for my mental health. I found ways to be creative while staying positive and reading books.’

She confessed it took her ‘probably five months through this whole pandemic to get back to an okay mental state.’