Olivia Rodrigo | Entertainment News, Photos, and Videos

The exclusive dating app Raya is often making headlines whenever celebs are revealed as members.

A viral TikTok video once showed that a woman matched with Ben Affleck, then unmatched him when she thought he was fake. But, he later sent a video message to her on Instagram to prove that he was real.

The late Matthew Perry was also revealed to be a member after a young woman shared a video from the FaceTime call she had with the actor after they matched on the app.

Dozens of celebrities have been confirmed to be members of the dating app and there are some wild stories out there about what has happened. One star allegedly matched with 35 women and then accidentally added them all to a group chat on WhatsApp. Some stars have even met the love of the lives on the app!

Browse through the slideshow to see the celebs on Raya and read the wild stories…

• Olivia Rodrigo‘s former co-stars showed their support at her latest tour stop – Just Jared Jr
• Brooke Shields talks about the pressure to be skinny – Celebitchy
• Selena Gomez and Benny Blanco are “so in love,” source says – People
• The two Percy Jacksons, Walker Scobell and Logan Lerman, finally met! – Just Jared Jr

Olivia Rodrigo is getting ready to close out the New York City leg of the Guts Tour.

The 21-year-old singer was spotted en route to Madison Square Garden on Tuesday afternoon (April 9) in New York.

Olivia was dressed in a white flora dress and brown leather boots. It looks like she went fresh-faced as she’ll be getting her stage makeup on at the venue.

If you didn’t know, Olivia has been touring since the end of February and she’s performing the final of four NYC shows tonight. She’ll then get a few weeks off before resuming the tour in Ireland on April 30.

Following two months in Europe, Olivia will return to North America for another month of shows. The tour ends in Los Angeles on August 17.

Olivia grabbed lunch with a famous friend over the weekend.

FYI: Olivia is wearing a Coach bag.

Olivia Rodrigo and Conan Gray are stepping out together!

The two friends were spotted grabbing lunch at Buvette Gastrotheque on Sunday (April 7) in New York City.

In case you weren’t aware, Olivia is currently on her Guts World Tour! The 21-year-old pop star played two shows at New York’s Madison Square Garden on Friday (April 5) and Saturday (April 6).

She is set to perform at the venue on two more occasions on Monday (April 8) and Tuesday (April 9) before starting the European leg of her tour at the end of the month. See the full list of dates here.

If you missed it, Olivia Rodrigo performed a surprise duet with a special guest at her first Guts Tour concert in New York!

Also, see the full set list for Olivia‘s Guts Tour!

Browse through the gallery for more photos of Olivia Rodrigo and Conan Gray in the Big Apple…

Olivia Rodrigo brought out a special guest during her concert in New York City!

The 21-year-old “Vampire” singer is currently on her Guts World Tour. The first of her shows at New York’s Madison Square Garden took place on Friday night (April 5).

Olivia surprised her fans by performing a duet with Noah Kahan!

Keep reading to find out more…More Here! »

Conan Gray loves Olivia Rodrigo, but he hasn’t made it out to see her on tour yet!

The 25-year-old singer-songwriter opened up in a new feature for Nylon, out now.

During the conversation, he spoke about his new album, the breakup that inspired the album, his BFF Olivia, and much more.

Click through to find out what Conan Gray had to say…

Breaking up is hard to do, especially if there are millions of fans following your every move.

For some of our favorite singers in the music industry, the end of a relationship has provided the creative fodder for some of the best breakup songs of our time. Time and time again, artists put their pain into poetry, producing highly relatable and deeply emotional tunes about the demise of a romance.

Over the decades, several high-profile relationships have come to an end, and one (or both) parties have channeled their emotions into music. They’ve also either outright revealed who the song is about in interviews, or provided enough context clues in the lyrics to figure out who it’s probably about.

Click through to see some of the most well-known breakup songs about other celebrities…