Clayton Howard, who once serviced Diddy and Cassie behind the scenes, took the mic on The Art of Dialogue podcast and dropped a wild chronology. Early in their intimate days—around 2012 or 2013—he recalls a heated, multi‑day freak‑off in New York that ended up in more than flames. According to Clayton, Cassie got pregnant after seemingly unprotected encounters at the Gramercy Park Hotel.
But when Clayton got locked up by parole after being pulled over for a taillight violation—right after distancing from Cassie—he had to complete a six to seven month stint. During that time, Cassie got it confirmed: she was expecting. When Clayton finally reached her by phone, she soon flew to New York, and the reunion wasn’t just tears and apologies. Cassie revealed she’d had an abortion—claiming she didn’t believe in terminating things but felt forced because she couldn’t track Clayton down. What followed? Almost immediate reconciliation, freak‑off scenes reignited, and baby‑oil‑dipped candle sessions with literal fire hazards.
But the bombshell doesn’t stop there. Clayton says that during one freak‑off, Diddy served him what he called “pink cocaine”—a potent, stomach‑turning substance that had Clayton throwing up and crawling across the hotel room to puke. He alleges this was more than a one-off—other male providers report similar effects. Diddy then allegedly slipped him $1,500 and directed him to sneak out via the back stairs of Trump International, leaving Clayton feeling dehydrated, overheated, and stranded in Union Square.
Despite the chaos, Cassie continued to shower Clayton with praise. Clayton recounts a moment: after an intimate session post another group encounter, she reportedly told Diddy, “He was the best D she ever had.” That night, Diddy handed Clayton $8,000. The next day, Clayton—working undercover as an optician—was low-key exhausted, paid his manager hundreds to bail, and rushed back to Cassie. She then offered him a quasi-exclusive freak‑off/provider role, with monthly test-results, private hotel invites, and emotional loyalty.
One surprising twist: she allegedly even wrote him a song. “Addiction,” from the Cassie Super album with French Montana, she’d been humming it in bed. The lyrics? He says they mirrored their freak‑off vibe so clearly he finally believed it was dedicated to him.
What started as an impulsive encounter spiraled into a serious and secretive arrangement. Clayton’s recollection paints a picture of emotional highs and lows—pregnancy, tears, drugs, hotel freak‑offs, even fire hazards from baby‑oil candles. Whether you see it as romantic or reckless, it’s a shocking look at celebrity intimacy behind the scenes—and the powerful dynamics of Cassie and Diddy’s world.
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