Lil Wayne can’t afford his private jet. The rapper and Young Money Entertainment owe private jet company Flight Club over $1 million in services. Maybe “Young Money” means that it’s quickly gone money.
Fearless and fresh-faced Shawntae Harris -- better known as Da Brat -- was discovered when she won a local rap contest sponsored by "Yo! MTV Raps." She burst onto the music scene in 1994 at 20 with her debut album "Funkdafied," which sold a million copies -- making her the first female solo rap artist to have a platinum album. Her success also put the music world on notice that she was, in fact, "Puttin' the dip in your hip from right to left."
Since then, there have been some truly "hard times in the funk" for Da Brat. Her legal woes started in 2000 after she pleaded guilty to beating a woman with a gun in a dispute over VIP seating in a nightclub -- as if we all haven't been there. In 2007, Da Brat was sentenced to three years in da big house when she was found guilty of striking a nightclub hostess in the face with a rum bottle. The subsequent civil case awarded the hostess, an ex-NFL cheerleader, $3.7 million, but Da Brat tried to look on the bright side. "Every female in prison wanted me," she boasted after her release. "All of them wish they could have gotten these goodies."

In 1985, Sandra "Pepa" Denton was studying nursing at Queensborough Community College when she met Cheryl "Salt" James, and the rest is rap history. After adding Deidra "DJ Spinderella" Roper to the mix, the trio known as Salt-N-Pepa went on to release five studio albums that gave us such hits as "Let's Talk About Sex," "Whatta Man" and "None of Your Business," which won a Grammy for Best Rap Performance in 1995.
You've likely seen Salt-N-Pepa in their 2014 insurance ad that features their hit "Push It." But before that, Pepa gave birth to her first child in 1990, then in 1999 married Naughty by Nature's Treach, with whom she had a daughter (they later divorced). Pepa also appeared on the fifth season of VH1's "The Surreal Life," and released an autobiography entitled "Let's Talk About Pep" in 2008. Salt married her husband, Gavin Wray, on Christmas Eve 2000 after 10 years of dating; the couple have a daughter and a son. Though the group disbanded in 2002, they reconnected in 2011 and embarked on "Salt-N-Pepa's Legends of Hip Hop Tour."

"And though she be but little, she is fierce." That's how you apply Shakespeare to Lil' Kim, who was just a 4' 11" rebellious teenager when she was taken in by The Notorious B.I.G, who then put her on a path that led to her 1996 double-platinum debut album "Hard Core."
Well, it's safe to say that Lil' Kim has had a lil' cosmetic work done. She was also sentenced to prison in 2005 on three counts of perjury and one count of conspiracy, appeared on the eighth season of "Dancing With the Stars," and in 2014 gave birth to daughter Royal Reign. But now Lil' Kim is back making music, and can be seen on stage in May 2015 alongside R. Kelly at the "Vegas Royalty Concert." In her free time, Lil' Kim enjoys online feuding with Nicki Minaj, as well as perhaps following the ongoing trial of an ex-boyfriend charged with a string of murders.

A hip-hop pioneer in the truest sense, MC Lyte was the first solo female rapper to release a full-length album with 1988's "Lyte as a Rock," and later became the first female rapper to be nominated for a Grammy Award for her 1993 classic "Ruffneck."
The passage of time seems to agree with now 44-year-old stunner MC Lyte, who went on to open a Los Angeles boutique as well as a global entertainment firm, and recently served as president of the Los Angeles chapter of the Recording Academy. She's also releasing "Legend," her first album in 11 years, on vinyl only -- and for one day only -- on April 18, 2015.

Foxy Brown was discovered after winning a talent contest in Brooklyn's Park Slope neighborhood. She was just 18 when she released her platinum-selling debut album "Ill Na Na," which gave the world the single "I'll Be" featuring Jay Z.
And then Foxy Brown became more famous for her feuds than her music. She seemed to have beef with almost everyone, from Lil' Kim and Queen Latifah to Queen Pen, Ja Rule and Remy Ma -- the list is Nixonian. Then came the arrests, which included an assault on a beauty-supply store employee, altercations with her neighbor, and an attack on two manicurists that eventually led to jail time after the rapper violated her parole. Foxy was set to release her fourth studio album, "Bandz Up," in 2013, but it stalled for reasons that are unclear. Safe to say that if you do nails, don't let Foxy make an appointment.

Missy Elliott took over the rap world in the late '90s, helping us lesser beings "Get Ur Freak On" on her way to five Grammy Awards and six platinum albums that have sold more than 30 million copies.
After six albums and countless collaborations, Missy Elliott took a break from music and in 2011 revealed to People magazine that her hiatus was the result of her Graves' diseasediagnosis, a hyperthyroid disorder. She then burst back onto the scene when she performed a medley of her hits with Katy Perry in 2015 at the Super Bowl XLIX halftime show. Missy's currently recording her seventh album, which is being produced by childhood friend Timbaland, as well as Pharrell Williams.

Nicknamed "pitbull in a skirt," rapper Eve's 1999 debut "Let There Be Eve...Ruff Ryders' First Lady" debuted at the top of the Billboard 200 chart. She followed that with 2001's "Scorpion" -- its second single, "Let Me Blow Ya Mind," featured Gwen Stefani and was produced by Dr. Dre. Eve then turned to acting, appearing in "Barbershop" as well as "Barbershop 2: Back in Business," and parlayed that into her own sitcom, "Eve," which ran for three seasons.
Eve released "Lip Lock" -- her fourth studio album and first in 11 years -- in 2013, and has since starred in two episodes of "Glee." She also married her boyfriend of four years, British entrepreneur Maximillion Cooper, in 2014, which made her a stepmother of four. Let me blow ya mind, indeed. Also look for the multi-talented rapper to appear in "Barbershop 3: Because We Couldn't Think of Anything Else."

Monie Love began her career in the British Jus Bad crew, then later became a protege of Queen Latifah. Her debut album produced two Grammy-nominated hits, "Monie in the Middle" and "It's a Shame (My Sister)."
Safely avoiding every cliche rap pitfall, and looking stunning while doing it, Monie Love - now a 44-year-old single mother of four -- currently lives in Miami. She also hosts "Ladies First Radio with Monie Love," which can be found on XM Sateliite Radio.

Da Brat
LiL Kim
MC Lyte
Foxy Brown
Missy Elliott
Monie Love
Male Rapper From The 90's:
If Tyga could afford to have “sand imported from Egypt” to decorate his newly launched clothing store, Last Kings, he should be able to afford the nearly $100 thousand that he owes in taxes. Debt is not a good look.
Avi Da Jeweler is suing Sean Kingston for not paying up on more than $200,000 worth of bling-bling. Kingston wrote them SEVEN different checks, but they’ve all bounced just like he will when Avi Da comes knocking on his door. His Lambo and Bentley have also been snatched by the repo men. Hey Kingston,the bling doesn’t come for free.
Khujoof, his wife, and his four sons were all kicked out of their Georgian home after it was foreclosed. TMZ states that he’s missed three mortgage payments, and owes more than $200,000 on the home and when Khujoof filed for bankruptcy, he only had $300 in cash. Guess the thug life has turned into the homeless life. Best of luck to the family.
Just kidding, Nelly is still REALLY RICH, with a net worth of over $60 million. However, in 2011 Nelly reportedly lost all his money due to a gambling problem and faced losing his home to foreclosure because of the debt. Glad he sorted that out...
Houston based rapper Scarface owed $123,000 in child support, and although the rapper says he’s all paid up, there ain’t no proof! As a result he spent 10 months behind bars. Now he warns all the other baby-daddies to send their support through “the system,” otherwise “you not gonna get no credit for it.”
Females Rappers Of The 90's
Where Are They Now?
Back taxes are a b*tch. Even though Jermaine Dupri helped build the careers of the likes of Jagged Edge, Da Brat, and Bow Wow he couldn’t keep his business affairs in order. The producer is currently supporting himself with a $5 million loan from Sun Trust bank and if he doesn’t pay up, they’re gonna take his house, his recording studio, his kids, and his wife (kidding about the last two.)
Busta Rhymes owed almost 800 Gs to the feds in 2013, so pay up or the feds are going to “Busta ya.”No money, even mo’ problems.
I am currently several months behind in paying my personal bills,” said industry mogul Damon Dash. Jay Z’s Rock-A-Fella-Records partner was “over $100,000 behind in rent.” Talk about pissing off the landlord…
Fat Joe spent 4 months in jail for failing to pay taxes up to $700,000 in 2007 and 2008. But he didn’t want to take responsibility for his mistake, instead blaming the guys he hired to take care of it for him saying, “You gotta understand we hire guys who are supposed to have Harvard degrees to take care of us.”
Swizz Beatz may have had a hit with Money in the Bank but this didn’t ring true when he avoided paying tax and slapped with a $2.6M bill.
During his divorce with Kelis, Nas was to pay his ex over $300,000 in child support and alimony, but Nas had argued that paying that amount would bankrupt him. It didn’thelp that he owed $6M to Uncle Sam
Lil Flip was arrested in 2007 for credit card fraud and then to add to his troubles his estranged mother released an email in 2009 that revealed he only paid $500 per month in child support.
The 27 year old rapper, claimed in 2012 when he was jsut 25 that he was broke andmaking only $4,000 a month and had only $1,500 in the bank! He was then named one of the four new co-hosts of BET’s 106 & Park and later said:“One thing about me, I’m a smart guy. Very smart. Things that I do, are for reasons. Things that I don’t do are for reasons. So for myself, I’m comfortable, very comfortable. For me, it’s all about the work. But as far as rumors, those are people’s opinions — until you see me on a corner with a cardboard box saying I’ll tap dance for food for canned goods, then you can say that [I’m broke].
Although the Miami native has a big heart for the kids, he failed to pay his taxes in 2002, 2006, 2007, and 2009 which totaled to $157,024. He has been quiet as far as new music releases and it is uncertain if he can recover from his financial problems.
The famous rapper and host of MTVs Pimp My Ride was reported to owe federal back taxes totaling $1 million in 2011. It was last reported that he still owes over $130,000.
He may have a dollar sign in his name but TMZ reported in 2012 that according to documents filed in Florida by the IRS, Diddy’s former prodigy owed a total of $124,774.85 in back taxes.
Since his hits dried up in the mid 2000s, JaRule has served a short prison sentence for tax evasion. He still owes the IRS $1.1 million
After Bank of America claimed that Common was not keeping up on his mortgage payments for a luxury condo in Chicago, it was sold for $350,000. Common took a $50,000 loss.
The 1990s made Luke a superstar with raunchy lyrics and bass thumping tracks. However, Luke Records went into Chapter 11 bankruptcy in 1995 and Luke has been flying under the radar since.
Since the demise of Roc-A-Fella Records, Beanie was found guilty of tax evasion and is currently spending his days in prison
Remembered for his public shaming by the IRS in 2010, Young Buck cannot seem to regain his finances or stay out of legal troubles.
Famous for Cash Rules Everything Around Me (C.R.E.A.M.), Meth faced a tax evasion charge and 4-year prison sentence. He pleaded to lesser charges and is less well-off financially versus his earlier days when Enter the Wu-Tang was topping the charts.
Although he still runs his own Christian ministry, it was reported in 2011 that the Cant Touch This still owes $700,000 in back taxes to the IRS.