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November 24, 2017 03:05 PM

Shawn Mendes only has so much “Mercy.”

The singer found himself answering intimate questions during a radio interview on The Edge in New Zealand on Friday. If he chose not to disclose, one of the radio hosts received an electric shock via clamps attached to his nipples.

To prevent the painful punishment for the host, Mendes revealed that he lost his virginity at the age of 16. He also announced that the oldest woman he’s had sex with was 25, also admitting that he was 19 at the time of the encounter, meaning it was within the past three months as he turned 19 in August.

Although the “Treat You Better” crooner clearly felt terrible about the electric shocks, there were a number of questions he deemed too invasive to answer on-air, such as the last celebrity he kissed, the number of sexual partners he’s had or the amount of money he has.

Shawn Mendes
Neilson Barnard/Getty

While hosting a Halloween party with her BFF Kendall Jenner at the h.wood Group’s Delilah in West Hollywood, Hailey Baldwin spent quality time with Mendes.

“He had his arm around Hailey and stayed by her side all night,” a source told PEOPLE, adding that the duo left the bash together at 1 a.m. holding hands.

Baldwin, 20, and Mendes fueled dating rumors last month when they were spotted at Universal Studios’ Halloween Horror Nights and enjoying dinner together a few days later.

RELATED VIDEO: Grace VanderWaal Explains If She Will Take Shawn Mendes Up On His Offer For Guitar Lessons

The singer was also linked to Camila Cabello, 20, after he posted a throwback video of himself singing Ed Sheeran‘s 2011 track “Kiss Me” with the Fifth Harmony alum.

“Found this gem deep in the iPhone videos,” Mendes — who has cited Sheeran as an inspiration — captioned the clip. “lol i love the ‘killed that’ face we both make at the end.”

There has long been speculation over whether the duo were ever romantically linked. But Mendes denied the rumors, telling PEOPLE that he and his “I Know What You Did Last Summer” duet partner have never dated.

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