Big Daddy Kane still remembers the "fun" he had posing for Madonna's 1992 book, Sex.
The East Coast rap pioneer was a guest on the Sept. 24 episode of Club Shay Shay, where host Shannon Sharpe asked Kane about his participation in the NSFW publication.
Kane, along with celebs like Naomi Campbell, Vanilla Ice, and Isabella Rossellini, modeled nude for the coffee table book.
As Kane recalled around the four-minute mark of the clip below, he was on a promotional tour to "upscale" hospitals with Madonna and Color Me Badd when Madonna referenced his song "Ain't No Half-Steppin'" to children in one building.
After Kane thanked Madonna, she invited him to take "racy" and "nude photos" for her book, which the rapper was "honored" by.
"I like, 'Shit, even better. Let's do it,'" Kane told Sharpe.
"But let me tell you how real Madonna was, man. I mean, the day started off so much fun where I'm like, 'OK, yeah, this the place to be. This is cool,'" he continued. "When I got to the set, Madonna comes running across the room, butt-ass naked. 'Kane, so glad you made it.'"
"Let me tell you, I was just standing outside in the middle of the street in between the divider just like this, no clothes on, with my thumb out taking photos, but not one single car stopped," he recalled. "Can you believe that? Fucking Madonna, nobody stopped for me."
"I'm like, 'Oh yeah, this going to be one an amazing day,' right? I'm like, 'This
day going to be amazing 'cause she on 10 already.' I'm like, 'Yo, yeah, she
wilding already.' I'm like, 'Yeah, this going to be fun.'"
When asked if a contemporary rapper could pose for Playgirl or an erotic book, Kane joked, "I think that there's rappers today that's coming from doing that to become a rapper."
Sex, which is out of print, sold 1.5 million copies during its original run and became one of the fastest-selling coffee table books in history. It was a companion project to Madonna's fifth album, Erotica, which included singles "Deeper and Deeper" and "Fever."
ComplexCon returns to Las Vegas on October 25–26, 2025, with over 300 brands and live performances by Young Thug, YEAT & Friends, Peso Pluma, Central Cee, Ken Carson, and more. Get your tickets now.