JESSICA SIMPSON'S 30 BEST HAIRSTYLES AND HAIRCUTS

by TheHairStyler.com
Updated on November 16, 2020

Jessica Simpson is singer, actress and beauty entrepreneur in the entertainment world, and that doesn't even cover her hair! Rated the most asked for hairstyle in the world, her ever changing locks are funky, up-to-the-minute fashionable styles that always look great, so who wouldn't want perfect tresses like Ms Simpson? From beautiful long curly locks to extreme straight cut bobs this diva has done them all with style and grace. Jessica has starred in the hit movie, Dukes of Hazzard, so TheHairStyler.com has put together a tribute to all of Jessica's funky styles. Make each day a great hair day.

View yourself with Jessica Simpson hairstyles. We provide easy "How to style" tips as well as letting you know which hairstyles will match your face shape, hair texture and hair density.


Top 10 Jessica Simpson Hairstyles - Visual Hairstyle Story

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These lovely highlighted locks are pulled back and pinned to the head to create this casual upstyle best suited for any casual day or night occasion. The shape of this style is best suited to frame a round face.


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These long tresses are left out to show off the long layers cut through the edges to encourage soft movement for shape and style. This look is low-fuss and easy to manage with regular trims every 4-6 weeks. The middle part makes it best suited for those with round face shapes.






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The top half of this light golden blonde mane is teased for height and control, pulled back and pinned to the crown making the shape of this 'do best suited to compliment a round face shape. This is great for any day or night occasion and is easy to re-create at home.


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This long and luscious light golden blonde mane is left out to fall over the shoulders showing off the long layers cut into the edges to lighten the length. This full bodied hairstyle is great for those looking for a low-fuss hairstyle to compliment their natural long tresses and will need regular trims to prevent split ends.


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These golden locks flow over the shoulders showing off the loose waves made possible thanks to the long layers cut around the sides and back which enhance the shape and encourage bounce. This long hairstyle is best suited for those looking for a sexy hairdo to compliment a round face shape.






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Laid back and casual is the main aim for this hairstyle. Long jagged layers are cut all through the back and sides to create a shaggy finish to compliment the long length. This hairdo needs little product to style and can be maintained with regular trims.


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Jessica likes to turn heads with her glamorous hairdo's and this one is definitely a head turner. The back is rolled and pinned to the head for a bewitching finish which is great for those looking for a casual 'do with a hint of elegance.


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This full bodied hairstyle is thanks to the teasing at the roots which created maximum volume at the crown. Long side swept bangs are used to sweep across the face for a sexy finish.






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Jessica chose a slick and smooth style and looked fantastic. Her edges were blunt cut for a solid finish with only a little layering through the front for shape.


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This was a soft, sexy look for Jessica Simpson as she launched her new fragrance, Fancy. Her golden locks were left to flow over her shoulders to show off the long layers that were cut around her edges to create movement through her mid-lengths to ends. The middle part of this style makes it perfect for those with round face shapes.


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This was a divine hairstyle for Jessica at the 55th Annual BMI Country Awards. Her long tresses were layered up to her mid-lengths for balance and shape, and sexy side swept bangs were added to compliment her facial features perfectly.






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This fun diva looked fantastic with her very long locks, and the style really gave focus to Jessica's face framing layers. Her back section was also layered cut to create plenty of volume around the top. This style will work best on medium to thick hair types and naturally straight hair.


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Jessica's classic up-style at the Operation Smile 25th Anniversary Gala was a great look for her. Her top was teased and pinned back to create height while her front section was left out to sweep to the side to add softness to her style. This hairstyle is a great option for a fancy occasion.


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Jessica looks great with these soft and sexy curls. Her hair was left at shoulder length and her ends and mid-lengths were layered to add texture to her hairstyle. This is the perfect style for thinner face shapes because the weight at the sides will help to even the face shape out.






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Jessica tried this sassy style at the launch of Blockbuster Total Access and looked great! Her hair was left to sit below shoulder length and was slightly layered at the very ends to help add shape and movement. Lots of root lift was added on top as her hair was swept into a half-up, half-down style and her bangs were blow-dried to direct backwards and cover her ears for a sassy finish. This hairstyle is a great option for those with a rounder face as it will help to create a more oval look.


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Jessica pulled off a great look at the L.A premier of her movie "Employee Of The Month" with this sassy hairdo and proved that flicks are a great change for her. Her length has been trimmed to shoulder level and short razored layers have been cut at the sides and back to give her style a soft, swept, flicked design. This style will work perfectly on medium to fine hair types.


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There was lots of great styles at the 2004 MTV Video Music Awards, and this one from Jessica was no exception. This buxom blonde's length was kept at shoulder level and soft shaped layers were cut around her top and side sections to create this full and shaped look. A simple hairstyle like this will work best on medium to fine hair types.






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Jessica chose the 2006 MTV Video Music Awards to show off her short 'do and looked great! The platinum blonde's hair was cut into a cute shoulder length bob and a small amount of facial layering was added at the very front for softness. This is a smooth and sleek hairstyle. The length has been left long enough to sit at the shoulders and the hair has been blunt cut on the ends. This will look great at any occasion.


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Jessica lit up the red carpet at the 2006 Teen Choice Awards with fresh and curly 'do. Short layers were cut into the lengths of Jessica's right parted style to help create a soft sitting curl. Curls like these are very easy to achieve in medium to thick hair types and will create a style which will suit most face shapes.


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Jessica looks super sexy at record mogul Clive Davis' Annual pre-Grammy party with this great look. The back has been pinned up into a soft upstyle and the front sections have been left out around the face in curls to enhance the facial features. This style is perfect for square face shapes.


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Jessica looks stunning at the 9th ACE awards with this soft and seductive style. Long shaped layers have been cut around the mid-lengths and ends to create a full shaped wave. The top has been left smooth to show off the facial features. This style will work best on medium to thick hair types.


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Jessica Simpson looks amazing at the 2006 MTV Movie Awards with this great style. The hair has been colored in a two tone effect. The top is a beautiful blonde tone and the back is a light copper tone. The hair has been angle layered and set in waves to reveal the colors nicely. This style will work best on medium to thick hair types.


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These sexy waves were a great look for Jessica at the 32nd Annual People's Choice Awards. Her length was left below shoulder level and soft long layers were cut around her mid-lengths and ends to add body and enhance the wave. This style will work best on medium to thick hair types.


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This is a sassy, soft 'do for this sexy pop princess which has been created by styling the hair tightly back. The Sides: have been braided around to enhance the shape around the front. The Back: has been placed into a soft large bun to add texture and definition.


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Curls always look great on this "Newlyweds" beauty. Jessica's length has been left below shoulder level and her top and side sections have been angle layered to form a soft, round look. This is an easy style to maintain with regular trims.


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It was all softness and seduction for one of Jessica's earlier styles. Starting with a soft ash brown color, heavy golden blonde spices were placed through her top section to create a sexy two-toned effect. Long jagged layers were also cut through her sides to form a cool, flicked look.


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Funky side swept tresses can really dress up any look. Soft layers have been cut through Jessica's sides to add shape around her face. This beautiful style is suitable for medium to thick hair types.


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Fun, soft curls always look fantastic on Ms. Simpson. Jessica's hair has been curled all over and lightly pulled back and pinned up.


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This curly hairstyle is a darker look for this talented singer which is a real winner. Jessica has gone for a stunning curl through the ends of her hair which really enhances her darker highlights. This hairstyle is a brilliant option for medium to thick hair types.