In honor of Rihanna's recent vacation escapades, Billboard rounded up some of the singer's sexiest looks (the classiest and even the less classy...) from when she came on the scene to now. Click through the gallery to check out Rihanna in all of her glory!
New #VacationGoals. Rihanna partied i...
New #VacationGoals. Rihanna partied it up in one heck of an outfit while on a truck with friends during the Kadooment parade in Barbados on Aug. 3, 2015.
Rihanna in a suit isn't Riri going co...
Rihanna in a suit isn't Riri going corporate. In a glowing gold ensemble, Rihanna captivates during the 2015 BET Awards held at Microsoft Theater on June 28, 2015 in Los Angeles, California.
Rihanna knows how to draw attention! In a dress that allows her exposed chest to be the focus, she poses for photos backstage at Milk Studios on October 29, 2014 in Hollywood, California.
Rihanna caused a stir at the CFDA awa...
Rihanna caused a stir at the CFDA awards on June 3, 2014 -- where she was honored with the Fashion Icon of the Year award -- in a see-through gown covered in crystals.
Riri shows off her best backside asse...
Riri shows off her best backside assets as she leaves the "Charles James: Beyond Fashion" Costume Institute Gala after party at Up & Down on May 5, 2014 in New York City.
In a gothic inspired see-through lace...
In a gothic inspired see-through lace dress, Rihanna sat in the crowd and even accepted an award at the iHeartRadio Awards on May 1, 2014 in Los Angeles.
Rihanna in her signature look - white...
Rihanna in her signature look - white lingerie and a high slit - for the 2014 MTV Movie Awards in Los Angeles.
During a 2014 Grammy Awards pre-party...
During a 2014 Grammy Awards pre-party on January 25, 2014 in Los Angeles, Rih showed off her long legs and a fairly bare chest in a yellow silk Alexandre Vauthier Couture dress
Rihanna arrives at the American Music...
Rihanna arrives at the American Music Awards press room on November 24, 2013 in a boustier top with a skirt featuring sheer draping from the thighs down to her knees to show off her sexy legs.
At the Chanel Haute Couture Fall Wint...
At the Chanel Haute Couture Fall Winter 2013/2014 fashion show, Riri wore a Karl Lagerfeld approved long cardigan over pretty much nothing else in Paris on July 2, 2013.
Rihanna performs a secret gig in a vi...
Rihanna performs a secret gig in a vintage leopard print bra and high waist pants as part of her 777 tour at the HMV Forum in Kentish Town, London, England on November 19, 2012.
Rihanna fit right in on the Victoria'...
Rihanna fit right in on the Victoria's Secret runway in what else, but a corseted and lingerie styled gown with thigh highs and garter on November 7, 2012.
Rihanna wears a Stella McCartney silk...
Rihanna wears a Stella McCartney silk slip dress with a high slit and low neckline as she arrives for the designers Fall 2012 presentation during London Fashion Week on February 18, 2012 in London.
For the 2012 Grammy Awards on Februar...
For the 2012 Grammy Awards on February 12, Rihanna walked the red carpet in a black silk custom Giorgio Armani gown.
Rihanna danced the sexy line in a Jea...
Rihanna danced the sexy line in a Jean Paul Gaultier gown for the 53rd Annual GRAMMY Awards held at Staples Center on February 13, 2011 in Los Angeles, California.
For her 2011 Billboard Music Award pe...
For her 2011 Billboard Music Award performance of her song "S&M" with Britney Spears, Rih opted for a white leather bondage styled look to compliment the song.
In a ripped looking body-con dress, R...
In a ripped looking body-con dress, Rihanna partied to celebrate her "Rated R" album release at M2 Ultra Lounge on December 3, 2009 in New York City.
On the classier, less extreme side of...
On the classier, less extreme side of sexy, Rihanna performed at the 2006 MTV European Music Awards Copenhagen Show in Copenhagen wearing corset lingerie with a tie for hint of that "morning after" look.