But then a fall during one of her signature, death-defying slides down King of Diamonds' massive pole left her with a broken jaw, bringing a premature end to her days as the top money earner at "America's favorite black strip club," as the New Times dubbed KOD in a May cover story.
Recently, like Eve before her, Tip has made the transition from stripping to rapping.
Since appearing in Nicki Minaj's "Beez in the Trap" video and making her rhyme debut on Gunplay's 106 and Snort mixtape (with a remake of Trick Daddy and Trina's "Nann Nigga") in August, the ex-pole queen has been tweeting about trips to the studio almost as much as she tweets about dildos. In other words, a lot.
Over the weekend, she took to her always colorful Twitter feed to reveal the cover art of her upcoming mixtape, Shit Happens.
In a female spin on a cover-art theme previously employed by comedy rap stalwarts Biz Markie and Devin the Dude, the illustration depicts Tip Drill's milllon-dollar booty resting on a toilet seat while she reads a newspaper, money cascading around her.
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An unflattering bathroom shot is not exactly how you'd expect a former stripper to make her entrance into the rap game, but the absurd image is not altogether surprising coming from Ms. Tip.
As her Twitter followers will note, when she's not trying to coerce big booty girls to send her ass-to-stomach ratio photos for consideration in her next threesome, she and her close friend and New Times columnist Skrawberry have been known to engage in the sort of poop talk that's usually associated with teenage boys.
If Tip can bring half of the personality she brings to social media to her rhymes, she should have no problem becoming one of the most interesting -- or at least amusing -- female MCs around.