If you were anywhere near the internet in 2020, you probably remember the absolute chaos when Ashley Benson and G-Eazy first stepped out together. It was May, the world was still figuring out how to exist in lockdown, and suddenly, the Pretty Little Liars star was spotted kissing a rapper in a black Range Rover.
The timing was... a lot.
Ashley had literally just broken up with supermodel Cara Delevingne after two years. Fans were protective. The internet was judgmental. People were calling it a "rebound" before the first photo had even finished uploading to Instagram. But for about nine months, these two were inseparable, making music and attending family weddings while everyone else was stuck at home baking sourdough.
The Whirlwind Timeline: From "Creep" to a Breakup
It started with a song. Most people forget they actually collaborated on a cover of Radiohead's "Creep" before they were ever "official." Maybe that was the catalyst. By the time June 2020 rolled around, G-Eazy (Gerald Earl Gillum) was Ashley’s plus-one at her sister Shaylene’s wedding.
That’s a huge move. You don't bring a "just a fling" to your sister's wedding unless things are moving at warp speed.
They weren't exactly shy, either. While they rarely gave "official" interviews about the relationship, they were constantly photographed in Los Angeles. There were hiking dates, grocery store runs, and a very famous sighting of Ashley wearing a massive diamond ring that sent the engagement rumor mill into a tailspin. Spoilers: they weren't engaged. It was just jewelry.
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By February 2021, the fire had fizzled. Reports surfaced that the split "didn't end well." Ashley unfollowed him on Instagram—the modern-day equivalent of throwing someone's clothes out of a second-story window. Rumors swirled that the relationship was "becoming too domestic" for G-Eazy’s lifestyle, which is basically celebrity-speak for "we wanted different things."
The Elephant in the Room: The Cara Delevingne Factor
Honestly, you can't talk about Ashley and Gerald without mentioning Cara. When the first photos of the new couple hit, fans went after Ashley. Hard. It got so bad that Cara actually had to post an Instagram Story telling people to stop the hate.
"To everyone hating on @ashleybenson please stop," Cara wrote at the time. "You don't know the truth, only her and I do and that's exactly how it should be."
It was a class act. But it highlighted the weird pressure on Ashley to "grieve" a relationship in a way the public found acceptable. Instead, she moved on quickly. Some called it a distraction; others just saw two people who found comfort in each other during a really strange time in the world.
Where is Ashley Benson in 2026?
A lot has changed since those 2020 paparazzi shots. If you're looking for the "happily ever after," Ashley found it, just not with a rapper.
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In early 2023, she started dating Brandon Davis, the grandson of billionaire oil tycoon Marvin Davis. This wasn't a whirlwind that burned out; it was the real deal. They got engaged in July 2023—with a ring that made the previous rumors look tiny—and by November 2023, they were married.
The biggest update? Ashley is a mom now.
She and Brandon welcomed their daughter, Aspen, in February 2024.
The 2026 version of Ashley Benson is far removed from the tabloid drama of her 30th year. She’s been spotted at high-profile events like the Race to Erase MS Gala, supporting her husband’s family charities, and seems to be leaning heavily into her "private life" era. She told Cosmopolitan UK a while back that she keeps her relationships private because they feel "more sacred" that way. Looking at her life now, she’s clearly stuck to that.
What About G-Eazy?
Gerald has stayed busy, though his dating life remains a bit more of a revolving door than Ashley's. After the split, he was seen with several models and was most recently linked to Jenaye Noah (daughter of tennis legend Yannick Noah) and later a woman named Aydan.
Musically, he’s still doing his thing, but the 2020 era where he was half of a "mainstream power couple" seems to be in the rearview mirror. He’s leaned back into his "Young Gerald" persona, focusing on the Bay Area sound and keeping his long-term romantic cards a bit closer to his chest.
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Why the Fascination Still Exists
People still search for "Ashley Benson and G-Eazy" because it was such a specific "moment in time" relationship. It was a collision of two very different worlds: the polished Pretty Little Liars star and the edgy, tattoo-covered rapper.
- It was a distraction: For many, following their romance was a way to ignore the stress of 2020.
- The "Rebound" narrative: It served as a textbook example of moving on quickly after a long-term, high-profile split.
- The music: "All the Things You're Searching For" remains a weird, lo-fi time capsule of their brief connection.
The Bottom Line for Fans
If you were "shipping" them back in the day, it's time to let go. Ashley has built a completely different life as a wife and mother in the billionaire-adjacent circles of Los Angeles. G-Eazy is still G-Eazy. Sometimes, a relationship is just a bridge between who you were and who you're supposed to become.
If you're looking to keep up with them today, follow Ashley's production company ventures or keep an eye on G-Eazy's festival circuit. Just don't expect another collaboration anytime soon.
Actionable Insights:
- Check out Ashley's recent work in independent films like Alone at Night to see how her career has evolved post-PLL.
- If you're curious about the music they made, look for "Everything's Strange Here"—it's G-Eazy's most experimental album and features Ashley's vocals.
- Follow Ashley's social media for rare glimpses of her life as a mom, but respect the boundaries she's set around her family's privacy.