6. Ariana Grande at NYC Pride Parade 2015

Flanked by a crew of shirtless male backup dancers, Grande performed a late-night concert with flashing purple lights behind her and a crowd of people with light sticks in front of her. Grande has been a prominent LGBTQ+ ally; she also participated in Cyrus’ Happy Hippie Project and has been vocal about LGBTQ+ rights on social media.

7. Cindy Lauper at Toronto Pride 2010

Lauper, the singer of iconic songs “Girls Just Wanna Have Fun,” “Time After Time” and more, is an outspoken advocate for LGBTQ+ rights. Lauper’s song “True Colors” is considered an LGBTQ+ anthem, and Lauper created the nonprofit “True Colors Fund” to help homeless LGBTQ+ youth.

Lauper has also performed at many Pride events. Her headlining performance at Toronto Pride 2010 is a highlight, as it was the 30th anniversary for the fest, which is considered one of the largest Pride festivals in the world.

8. Nick Jonas at Pittsburgh Pride 2015

Jonas replaced singer Iggy Azalea at Pittsburgh Pride as the headliner after Azalea made racist and anti-gay remarks on her social media accounts. The switch was made only days before the event, but Jonas was a good fit for the headlining spot. Jonas has portrayed a gay boxer on the TV show Kingdom and has been an outspoken LGBTQ+ ally.

9. Tegan And Sara at WorldPride 2014

At Toronto’s WorldPride in 2014, Tegan And Sara closed off their set with their hit song “Closer.” Before the performance, singer Sara Quin said, “If I wasn’t in a monogamous gay relationship, I would have sex with all of you… Just kidding, I’m very frigid.”

10. Betty Who at 2014 Pride Festivals

In 2014, Betty Who pretty much made an entire summer tour out of their appearances at Pride festivals. There were Pride performances in Hollywood, Washington D.C., New York City, Chicago, Utah, Columbus, and more. In a 2017 interview with Gay Times, singer

Jessica Anne Newham said, “I sold out my first show in New York ever because of this underground group of gay men were like, ‘This girl is going to be a thing – come with us!’ I attribute much of my career to the LGBT community kind of taking me under their wing when I was such a young artist.”