23 Unforgettable Aaliyah Outfits – The Iconic Princess Of R&B

By Ava

Aaliyah Dana Haughton, the “Princess of R&B” and “Queen of Urban Pop,” left an undeniable mark on the music and fashion industries. Her effortless style, which featured iconic pieces such as crop tops, sunglasses, and baggy clothes, continues to influence fashion trends today. Aaliyah’s relaxed yet chic approach made her a pioneer of the tomboy style, balancing femininity with an edgier, laid-back vibe.

As our wardrobe preferences shifted during the pandemic, Aaliyah’s aesthetics became even more relevant. With an increased focus on comfort, we’ve seen a resurgence of her signature looks, such as exaggerated proportions, low-rise jeans, and bandana headbands. A trailblazer in her time, Aaliyah still plays a significant role in shaping today’s fashion scene. Take a look at some of her memorable outfits as inspiration for your own unique style.

2000 MTV Music Awards Tiger Print Dress

aa1
Photo: pinterest.com

At the 2000 MTV Music Awards, Aaliyah stunned everyone with her iconic tiger print dress. This ensemble showcased her unique sense of style and solidified her as a fashion icon of the time. The tiger print dress was a bold statement, drawing attention not only to Aaliyah’s incredible talent but also her fearless approach to fashion.

We can’t forget that Aaliyah paired this eye-catching dress with simple black sandals and minimal jewelry to let the print take center stage. The outfit not only turned heads at the event but also left a lasting impression on the fashion world, setting her as a trendsetter and symbol of 2000s style.

“One In A Million” Music Video Black Leather Outfit

aa2
Photo: pinterest.com

In Aaliyah’s iconic “One In A Million” music video, we noticed her unforgettable black leather outfit that truly made a statement in the fashion world. The ensemble comprised of:

  • Black leather pants: These form-fitting pants accentuated Aaliyah’s sleek silhouette and dance moves in the video.
  • Matching black leather jacket: The jacket added another layer of that cool, edgy vibe that Aaliyah was known for.
  • Crop top: Underneath the jacket, she wore a simple crop top which was a staple in her wardrobe and also a popular trend in the 90s.

To complete the look, Aaliyah opted for minimal accessories, allowing the focus to remain on her killer outfit and mesmerizing performance. This outfit not only became a memorable part of the “One In A Million” music video, but also an influential force in 90s fashion.

“One In A Million” Music Video White Outfit

aa3
Photo: pinterest.com

In the iconic “One In A Million” music video, Aaliyah wore an unforgettable white outfit that showcased her unique sense of style. This outfit consists of:

  • white cropped halter top that accentuates her toned midsection
  • High-waisted white pants with a wide-leg silhouette, a popular trend in the late ’90s
  • thin white belt around the waist that adds a touch of sophistication to the ensemble
  • Minimal accessories, such as hoop earrings and a few thin bracelets, highlighting Aaliyah’s simple yet stylish aesthetic

This all-white ensemble became a symbol of Aaliyah’s sleek and modern fashion sense, making her one of the most influential style icons of her era. The choice of an all-white outfit in the “One In A Million” music video perfectly complements the futuristic theme of the video, creating a lasting impression on fans and fashion enthusiasts alike.

Bandana And Monochromatic Sportwear

aa4
Photo: pinterest.com

Aaliyah’s outfits often showcased a perfect blend of streetwear and athleisure. We’ve seen her rocking crop tops with baggy pants, elevating her style with various accessories. One iconic element in Aaliyah’s wardrobe was the bandana. She has been seen wearing bandanas, tying them around her head, adding a distinct touch to her overall look.

In addition to bandanas, Aaliyah played a significant role in popularizing monochromatic sportswear. She frequently wore sneakers that perfectly matched her outfit color schemes, demonstrating clever coordination. Let’s break down some common elements of her outfits:

  • Crop tops: Aaliyah often wore crop tops, revealing her toned midriff while maintaining a sense of style.
  • Streetwear: Her outfits incorporated elements of streetwear, such as oversized jackets, baggy pants, and caps.
  • Sneakers: She had a penchant for sneakers, showcasing different brands and designs in her ensemble.
  • Bandanas: Bandanas were a signature accessory for Aaliyah – she often sported one tied around her head.
  • Monochromatic sportswear: Aaliyah favored wearing clothing pieces of the same color family, creating a cohesive and stylish look.

By incorporating bandanas and monochromatic sportswear, Aaliyah created a unique fashion statement that remains influential in today’s trends. From her chic crop tops to her effortless streetwear and comfortable sneakers, we can recognize the lasting impact of her iconic style.

‘Try again’ Music Video Diamond Bikini

aa5
Photo: pinterest.com

In Aaliyah’s iconic “Try Again” music video, one of the most memorable outfits she wore was the stunning diamond bikini. This eye-catching piece helped establish Aaliyah’s status as a fashion icon and continues to inspire fans today. The outfit showcased Aaliyah’s daring and confident style, perfectly complementing the video’s futuristic setting and choreography.

The diamond bikini consisted of a sparkling bra and high-waisted bottoms, adorned with numerous glittering stones. Paired with a matching choker and sleek, straight hair, Aaliyah exuded an air of sophistication and glamour. This ensemble set a new standard in music video fashion, influencing artists and designers alike.

This outfit not only showcased Aaliyah’s incredible figure but also her ability to own every look she wore. As an artist known for pushing boundaries, Aaliyah’s choice of bold and eye-catching outfits, like the diamond bikini in the “Try Again” music video, only served to enhance her legacy.

1996 Tommy Hilfiger Campaign Outfit

aa6
Photo: pinterest.com

In the 1996 Tommy Hilfiger campaign, Aaliyah donned an iconic outfit that left a lasting impression on the fashion world. She wore a sports bra, baggy jeans, and the signature Tommy Hilfiger boxers showing above the waistline. This ensemble resonated with fans, becoming synonymous with that era of fashion. We can appreciate some key features of this outfit:

  • Tommy Hilfiger logo – The visible Tommy Hilfiger logo on the boxers adds a touch of luxury and exclusivity to the outfit.
  • Baggy jeans – Aaliyah’s loose, low-slung jeans established her as a trendsetter, embracing androgynous aesthetic.
  • Crop top – The simple sports bra worn as a crop top emphasizes Aaliyah’s toned midriff and exudes confidence.

This iconic outfit played a significant role in popularizing the “Tommy Girl” look, which combined elements of urban style and sportswear. It showcased Aaliyah’s personal fashion sense while cementing Tommy Hilfiger’s brand image in the 1990s.

1997 Anastasia Premiere

aa7
Photo: pinterest.com

At the 1997 Anastasia Premiere, Aaliyah made a memorable appearance on the red carpet. She wore an elegant ensemble that showcased her unique sense of style and demonstrated her love for fashion. The outfit featured a white tube top, paired with a white shirt and white elegant pants, styled with silver belt and fur coat. The look was completed with her signature side-swept hairstyle. It remains a memorable and iconic moment in Aaliyah’s fashion history.

1997 Soul Train Awards

aa8
Photo: pinterest.com

During the 1997 Soul Train Awards, Aaliyah captivated the audiences with her stunning outfit choices. As fans of Aaliyah, we cannot help but admire her impeccable sense of style which truly shone at this event.

Aaliyah graced the red carpet wearing a black, mid-calf length dress adorned with thin straps and a semi-sheer material. The dress hugged her curves, showcasing her figure elegantly. To complete the look, she opted for a pair of open-toe heels and minimal jewelry, letting her natural beauty take center stage.

As she took the stage to accept the award for Best R&B/Soul or Rap Music Video for her hit single “One in a Million”, Aaliyah wore a black pantsuit with wide-leg pants and a matching blazer. The blazer featured satin lapels, adding a touch of sophistication to the ensemble. Underneath, she chose a black cropped, sleeveless turtleneck top that exposed a hint of her toned midriff. This outfit was indeed a memorable moment in Aaliyah’s fashion history.

In summary, Aaliyah’s style choices during the 1997 Soul Train Awards truly showcased her unique sense of fashion. From her red carpet dress to her award acceptance outfit, Aaliyah made a lasting impression with her elegant and timeless looks.

Camo Jacket Matching With Rhianna

aa9
Photo: pinterest.com

While discussing Aaliyah outfits, we cannot ignore her iconic camo jacket style, which has inspired many celebrities, including Rihanna. Both Aaliyah and Rihanna are known for their unique fashion sense and creative wardrobes. Let’s take a look at how to match a camo jacket with Rihanna’s style:

  • Color Palette: A key aspect to consider is the color palette. Aaliyah often wore earth tones, while Rihanna’s wardrobe includes a wider range of colors. To combine the two styles, choose a camo jacket in a neutral color, such as olive or khaki, and pair it with Rihanna-inspired bold accessories or shoes.
  • Layering: Both Aaliyah and Rihanna are known for their layering skills. To achieve a similar effect, wear your camo jacket over a tight-fitting crop top or oversized hoodie. This way, the jacket becomes a statement piece while the other garments provide contrast and texture.
  • Bottoms: Whether you opt for cargo pants, leggings, or denim, the key is to strike the right balance between Aaliyah’s casual cool style and Rihanna’s edgy look. To achieve this, select bottoms in either a complementary or contrasting color to your camo jacket. For example, wear black leggings with a green camo jacket or cargo pants in a lighter shade of khaki.
  • Footwear: Both Aaliyah and Rihanna are fans of statement footwear. For a perfect blend, try pairing your camo jacket with chunky sneakers, combat boots, or even thigh-high boots. For nights out, consider high heel sandals or sleek pumps.
  • Accessories: To finish off the look reminiscent of both Aaliyah and Rihanna, opt for bold, eye-catching accessories. Hoop earrings, layered necklaces, and sunglasses are just a few of the options that add the right touch of glam to your camo jacket ensemble.

By incorporating these tips into your outfit, we believe you will achieve a striking look that blends the best of Aaliyah and Rihanna’s styles, making a fashionable statement with your camo jacket.

1995 Urban Aid 4 Lifebeat Concert Outfit

aa10
Photo: pinterest.com

During the 1995 Urban Aid 4 Lifebeat Concert, Aaliyah donned an iconic outfit that became etched in the memories of her fans. Our description of this memorable look is as follows:

  • Top: Aaliyah wore a cropped black satin baseball jersey, with white accents and the number 15 on it. The jersey was tied in a knot at the front, which showed off her toned midriff.
  • Bottom: She paired the jersey with high-waisted, baggy black pants that showcased her signature tomboy style. The pants had white stripes down the sides and rested on her hips, further emphasizing her waist.
  • Accessories: To complete the outfit, Aaliyah opted for a bold silver chain necklace and a white bandana tied low on her forehead. The bandana added an edge to her overall ensemble.
  • Footwear: She wore classic black and white sneakers, which complemented both the jersey and the color scheme of her outfit.

This outfit not only demonstrated Aaliyah’s unique style, but it also reflected her confidence and ability to effortlessly blend feminine and masculine elements. Fans and fashion enthusiasts continue to draw inspiration from Aaliyah’s 1995 Urban Aid 4 Lifebeat Concert outfit today.

At The 4th Annual Urbanworld Film Festival

aa11
Photo: pinterest.com

During the 4th Annual Urbanworld Film Festival, Aaliyah showcased her unique sense of style with her outfits. Here, we list some memorable elements of her attire at the event:

  • Bold Colors: Aaliyah was known for wearing bold and eye-catching colors, which made her stand out from the crowd.
  • Oversized Clothing: She often opted for oversized jackets and baggy pants, which added a touch of streetwear to her outfits.
  • Crop Tops: Aaliyah was an early adopter of the crop top trend, frequently pairing them with low-rise jeans or pants.
  • High-Waisted Pants: When not opting for low-rise options, Aaliyah would often rock high-waisted pants, teamed with a simple blouse or camisole.
  • Accessories: Aaliyah completed her looks with various accessories, including shades, bandanas, or statement jewelry.

These outfit choices embodied Aaliyah’s confident, knowledgeable, and clear fashion sense. The singer’s memorable fashion moments at the 4th Annual Urbanworld Film Festival are still an inspiration today.

Brown Silk Bandana, Brown Bra And Oversized White Zipper Hoodie

aa12
Photo: pinterest.com

One of Aaliyah’s iconic outfits consisted of a brown silk bandana, brown bra, and an oversized white zipper hoodie. Aaliyah was known for her ability to make an impression with her fashion choices while still looking effortlessly stylish. Here is why this combination became so memorable:

  • Brown Silk Bandana: Aaliyah was a trendsetter when it came to accessorizing. The brown silk bandana added a touch of urban flair to her look and became a signature accessory in the late 90s and early 2000s.
  • Brown Bra: Aaliyah’s brown bra not only matched the bandana but also showcased her toned physique and added an element of sultriness to her attire.
  • Oversized White Zipper Hoodie: The oversized white zipper hoodie was a versatile piece that gave her outfit a casual and comfortable vibe. It balanced the boldness of the bra and bandana, making the ensemble appear effortless yet eye-catching.

We can learn from Aaliyah’s iconic outfit that simplicity can go a long way in fashion, and when it comes to creating memorable looks, don’t be afraid to incorporate bold elements with more relaxed pieces.

2000 Teen Choice Awards Outfit

aa13
Photo: pinterest.com

In the 2000 Teen Choice Awards, Aaliyah was seen wearing an unforgettable ensemble that showcased her unique sense of fashion. Here are the key elements of her outfit:

  • Top: A black bustier top with a stylish silver chainmail accent
  • Bottom: Extremely low-waist, wide-legged black leather pants
  • Footwear: Black high-heeled sandals
  • Accessories: A chunky silver necklace and matching bracelets

We believe this outfit perfectly encapsulated Aaliyah’s edgy yet sophisticated style, which continues to inspire fans and fashion lovers to this day.

Performance In Red Jacket, Black Pants And Silver Bra At The Forum 1997

aa14
Photo: pinterest.com

During a performance at The Forum in 1997, Aaliyah showcased an iconic outfit that captured the essence of her style. She donned a red jacket, black pants, and a silver bra, embracing a bold and edgy look.

We observed her exceptional styling in the red jacket, which added a pop of color to the ensemble. The black pants kept the outfit grounded and provided contrast against the silver bra. Aaliyah’s choice of a silver bra brought a touch of glamour and modern flair to her performance outfit.

In summary, Aaliyah’s outfit at The Forum in 1997 represents a perfect balance between her edgy and glamorous fashion sense.

Try Again Music Video Chanel Belt Outfit

aa15
Photo: twitter.com

In the “Try Again” music video, Aaliyah showcased a striking and unforgettable outfit that has since become iconic. The outfit consisted of the following elements:

  • Top: Aaliyah wore a sparkling, silver crop top that reflected her style and confidence.
  • Pants: She chose black leather pants, enhancing the edginess of the overall look.
  • Chanel Belt: The centerpiece of this ensemble was a bold and stylish Chanel belt, which added a touch of luxury to the outfit.
  • Accessories: Aaliyah completed her look with large hoop earrings and a choker necklace, further accentuating her unique fashion sense.
  • Footwear: For her shoes, she opted for black high-heeled boots with sleek lines, reinforcing her status as a style icon.

This outfit is a prime example of Aaliyah’s fearless approach to fashion, blending together different elements with her own flair. Fans admire this look for its combination of edginess, luxuriousness, and individuality, and it undoubtedly cements Aaliyah’s place in the pantheon of fashion-forward artists.

Aaliyah At The Planet of the Apes World Movie Premiere, 2001

aa16
Photo: pinterest.com

We will now discuss one of Aaliyah’s memorable outfits at a red carpet event. In 2001, Aaliyah attended the world movie premiere of “Planet of the Apes.” Her outfit choice for the event was both stylish and unique, staying true to her signature fashion sense.

  • Top: Aaliyah wore a halter neck top, giving a nod to the ’90s trend of showcasing the shoulders and upper back.
  • Pants: She chose a pair of snakeskin printed pants that added a touch of edginess to her look.
  • Footwear: Aaliyah opted for minimalist strappy black heels, which helped balance the boldness of her pants.
  • Accessories: She kept her accessories simple yet elegant, wearing diamond stud earrings and a diamond bracelet.

This outfit proved that Aaliyah was not afraid to embrace bold patterns and textures, while still remaining stylish and sophisticated. Her unique fashion choices continue to inspire fans today.

Roberto Cavalli’s Gown at 2001 Essence Awards

aa17
Photo: pinterest.com

As we focus on Aaliyah’s iconic outfits, one cannot forget the stunning Roberto Cavalli gown she wore at the 2001 Essence Awards. This gown showcased Aaliyah’s unique sense of fashion and solidified her reputation as a style icon. Here’s a quick overview:

  • Designer: Roberto Cavalli
  • Event: 2001 Essence Awards
  • Gown Attributes:
    1. Bold print: The gown featured a striking animal print pattern.
    2. Fluid silhouette: The design allowed for a graceful flow, enhancing Aaliyah’s movements.
    3. Chic neckline: A combination of a halter and a plunging neckline added to the gown’s allure.
    4. Eye-catching slit: A thigh-high slit on one side accentuated the star’s legs.
    5. Elegant draping: The soft draping across the bodice and waistline created a flattering shape.

This memorable ensemble demonstrated Aaliyah’s confident and daring approach to fashion, while highlighting the beautiful creations of designer Roberto Cavalli. By wearing this gown at the Essence Awards, Aaliyah not only caught the attention of fashion lovers, but also strengthened the bond between her and Roberto Cavalli’s designs.

MTV Icon Award Outfit

aa18
Photo: pinterest.com

One of Aaliyah’s most memorable outfits was worn at the MTV Icon Award ceremony. This ensemble showcased her unique style and solidified her status as a fashion icon. Let’s take a closer look at this outfit:

  • Top: Aaliyah wore a stunning sequined bandeau top that shimmered under the lights. This bold choice accentuated her toned midriff and added a touch of glamor to the overall look.
  • Pants: She paired the sequined top with a pair of sleek, black leather pants that hugged her figure. The combination of the leather and sequins perfectly balanced edginess with elegance.
  • Shoes: Aaliyah completed the outfit with black, strappy stiletto sandals that added height and elongated her legs. The elegant sandals were the perfect choice to complement her dazzling top and sleek pants.
  • Accessories: Aaliyah accessorized with a minimal yet powerful selection of jewelry. She opted for a dainty silver choker, a pair of hoop earrings, and a few rings. This subtle choice of accessories allowed the attention to remain on her statement-making outfit.

The MTV Icon Award outfit remains iconic not only because of Aaliyah’s flawless sense of style but also because of her effortless confidence in carrying off such a bold outfit. We continue to appreciate and celebrate her unique contributions to the fashion world.

Black Dress At 1998 Academy Awards

aa19
Photo: pinterest.com

We cannot forget the iconic black dress Aaliyah wore to the 1998 Academy Awards. She turned heads with her unique and trendsetting style, as she confidently owned the red carpet. The dress was a perfect combination of elegance and sophistication, showcasing Aaliyah’s keen sense of fashion.

The black dress featured a mermaid silhouette, hugging her figure gracefully, and flaring out subtly near the floor. The sweetheart neckline and thin straps enhanced the dress’s overall allure, making it a timeless piece. Adding to the charm, Aaliyah wore a coordinating wrap, providing an air of mystique.

Complementing the ensemble, she opted for minimal accessories, letting the dress take center stage. Her makeup was kept natural, and her hair styled in a sleek updo with a few face-framing tendrils. This unforgettable look was a testament to Aaliyah’s ability to fuse grace, style, and confidence, leaving a lasting impression on the fashion world.

Black Shredded Tank Top And Black Pants

aa20
Photo: pinterest.com

One of Aaliyah’s iconic outfits features a black shredded tank top paired with black pants. This look showcases her effortless style and penchant for combining casual and edgy elements. To recreate this outfit, follow these steps:

  • Black shredded tank top: Find a black tank top with distressed or shredded details. Aim for a slightly oversized fit to achieve a relaxed vibe.
  • Black pants: Opt for a pair of black pants that offer a comfortable yet fashionable fit. Cargo pants or black jeans would work well in achieving Aaliyah’s style.
  • Accessories: To complete the look, accessorize with minimalistic yet bold pieces, such as hoop earrings and a statement necklace. A simple black choker can also add a touch of edginess to the overall outfit.
  • Footwear: Black chunky boots or sneakers would complement the outfit perfectly, maintaining the cool and casual essence of Aaliyah’s style.

Take inspiration from this iconic Aaliyah outfit and add your own unique twist to make it your own. Remember, confidence is key in embodying Aaliyah’s fearless fashion sense.

Aaliyah In Oversized Sport Jearsey At The Virgin Megastore

aa21
Photo: pinterest.com

One iconic outfit Aaliyah wore features an oversized sports jersey. This look perfectly represented her effortless blend of sporty, sleek, and comfortable style. We are confident that many fans remember her appearance at the Virgin Megastore during the late 90s or early 2000s sporting this attire.

At the event, Aaliyah’s oversized jersey was paired with baggy jeans, chunky sneakers, and a matching bandana, showcasing her ability to stay on-trend while remaining true to her unique style. This particular ensemble has remained a fan-favorite due to its simple yet instantly recognizable aspects.

Aaliyah’s oversized sport jersey look at the Virgin Megastore event has undoubtedly left a lasting impression on the world of fashion and serves as a testament to her lasting influence in popular culture.

Denim Overall Crop Top And Baggy jeans

aa22
Photo: pinterest.com

We found that Aaliyah’s iconic style included denim overall crop tops and baggy jeans, often paired with unique accessories. Her outfits popularized brands like Baby Phat and brought low-rise jeans to the forefront of fashion.

In the late 90s and early 2000s, Aaliyah was often seen rocking denim overall crop tops, which showcased her toned midriff and added a playful, youthful element to her ensembles. To complete the look, she would typically wear baggy jeans.

  • Baby Phat: Aaliyah helped popularize this brand, which was known for its bold, sexy, and feminine styles. Baby Phat was a staple in Aaliyah’s wardrobe, and her influence introduced the brand to a wider audience.
  • Low-rise jeans: Aaliyah was a trendsetter in wearing low-rise jeans, a style that would become immensely popular in the early 2000s. Paired with her denim crop tops, she exemplified the casual yet daring fashion of the time.

Through her unique approach to fashion, Aaliyah’s outfits continue to inspire and influence trends even today. Her affinity for denim overall crop tops and baggy jeans serves as a reminder of the timeless quality of her signature style.

“Are You That Somebody” Music Video Gray Outfit

aa23
Photo: pinterest.com

In Aaliyah’s iconic music video for “Are You That Somebody,” she donned a stylish gray outfit that became a memorable part of her fashion legacy. The ensemble consisted of:

  • A casual gray cropped tank top that showed off her toned midsection
  • Loose gray cargo pants with multiple pockets and zippers, giving it a sporty and urban touch
  • A sleek black leather belt that cinched her waist and added a touch of edge to the look
  • An eye-catching silver chain necklace that complemented the monochrome aesthetic

To complete her look, Aaliyah rocked a pair of black sneakers and her signature sleek, straight hairstyle with a side-part.

We can’t discuss this outfit without mentioning the outstanding choreography and dancing that took place in the video. Aaliyah’s gray outfit allowed her to move comfortably and effortlessly, making her dance routines all the more captivating.

This gray outfit encapsulates the late ’90s streetwear vibe that Aaliyah was known and loved for. It still remains an inspiring style choice for many today, showcasing Aaliyah’s timeless influence in the world of fashion and music.

Avatar for Ava
Author

Ava

Leave a Comment