Ann

In a What Not to Wear first we turned the tables on a mother who nominated her own daughter! When Ann went to school the preppy look was fashionable. The problem is that was over thirty years ago - and this Orlando music journalist never grew out of it. Ann knows what's hot in the world of music, but when it comes to her wardrobe, she thinks a string of pearls and a polo shirt with her pleated shorts make her look sophisticated. Her friends and children think she looks old fashioned. Stacy and Clinton have to get Ann to give up her pearls and her matronly look and update her style, but it's hard for Ann to let go of a look she's had most of her life. And when it comes to her hair, she's hasn't changed her style since kindergarten - until she comes face to face with stylist Nick Arrojo. Makeup artist Carmindy also has to battle with Ann to get her to update her look.

The Fashion Experts' Clothes

Day 1: The Ambush/Surprise

Stacy:

• (Her Own) Pink tee
• Seven Jeans

Clinton:

• Lacoste Blue polo shirt
• Michael Kors Khaki Pants

Day 2: Studio

Stacy :

• Diane Von Furstenberg Black top
• Steven Alan Blue pencil skirt

Clinton:

• Ted Baker Geometric sweater
• Michael Kors Grey pants

Day 3: Shopping

Stacy:

• Theory White shirt
• D&G Vest & Jacket
• Seven Jeans

Clinton:

• A/X Grey & red sweater
• Dolce & Gabbana Grey stripe pant

Day 4: The Reveal

Stacy:

• Theory Black tie top
• Mayle Red pencil skirt

Clinton:

• Theory Orange cashmere sweater
• Michael Kors Grey Pants

Ann's Rules and Mannequins

Ann's Rules

After reviewing Ann's secretly recorded video and current wardrobe, fashion experts Stacy and Clint set up these general rules to follow:

Daywear - In general, go for modern shapes that fit well. Twin set gives a layered look which helps camouflage tummy. Knee length A-line skirt in structured fabric achieves a balanced silhouette and is more upscale than shorts. An elegant bag to hold work equipment is more sophisticated and clothes won't get pulled into bad shapes. No more chunka-blunka shoes. A heel defines the calves and is more feminized.

Work - Be adventurous with fabrics. Choose silks and satins over cotton. Be confident with color, particularly by the face. Jewel colors add warmth to older skins. Wide-leg trousers that fit on the widest part of the hip, create a smooth, elegant line down the body and are flattering to most body types. Pointed boots help elongate the leg further. Use signature, chunky jewelry to make a bold, confident statement.

Evening - A sleeveless dress with sculptured neckline highlights some of Ann's best features. Faux wrap detailing around the ribcage redirects the eye upwards, away from the tummy.

Mannequin #1: Daywear

• Sea green cardigan, Design History - $198
• Sea green shell, Design History - $98
• Dark denim skirt, Club Monaco - $69
• Blue sandals, Cole Haan - $99.95
• Brown purse, Barneys New York - $350
• Tourmaline & pearl 8-strand necklace, Mark Spirito - $1,195
• Purple & green large stone necklace, Rage - $298

Rules: In general, go for modern shapes that fit well. Twin set gives a layered look which helps camouflage tummy. Knee length A-line skirt in structured fabric achieves a balanced silhouette and is more upscale than shorts. An elegant bag to hold work equipment is more sophisticated and clothes won't get pulled into bad shapes. No more chunka-blunka shoes. A heel defines the calves and is more feminized.

Mannequin #2: Work

• Ruby silk blouse, Dana Buchman - $188
• Brown pinstripe pants, DKNY - $248
• Brown belt, Ann Taylor - $45
• Brown boots, Ann Taylor - $199
• Garnet 5-strand necklace, Kendra Scott Design - $395
• Raspberry quartz 3-strand necklace, Kendra Scott Design - $240
• Rose quartz necklace, David Aubrey - $198

Rules: Be adventurous with fabrics. Choose silks and satins over cotton. Be confident with color, particularly by the face. Jewel colors add warmth to older skins. Wide-leg trousers that fit on the widest part of the hip, create a smooth, elegant line down the body and are flattering to most body types. Pointed boots help elongate the leg further. Use signature, chunky jewelry to make a bold, confident statement.

Mannequin #3: Evening

• Black dress, Lauren by Ralph Lauren - $99
• Black shoes, Vera Wang - $310
• Multi-strand jet & crystal necklace, Carolee - $160
• Jet pendant necklace, Carolee - $95

Rules: A sleeveless dress with sculptured neckline highlights some of Ann's best features. Faux wrap detailing around the ribcage redirects the eye upwards, away from the tummy.

Ann's Shopping Info

Shopping Day 1

ADD

• Red Del Conte Purse - $295.00
• 2 Magnetic Bracelets - $96.00

CHICO'S

• Black sweater w/collar - $68.00

TOTAL SPENT DAY 1 (with tax) - $498.69

Shopping Day 2

Bloomingdale's

• Chocolate brown pants by Elle Tahari - $228.00
• Navy stripe pants by DKNY - $278.00
• Shocking pink knit skirt by St John - $244.55
• Red tie neck sweater by Jones - $69.00
• Black cashmere shell top by P.L. Cashmere - $99.00
• Blue cotton shirt w/silver buttons by Now Misses - $110.00
• Magenta cashmere pullover by P.L. Cashmere - $99.00
• Brown Trench coat by INC - $139.00
• Brown suede-look shirt by Karen Kane - $98.00
• Lilac silk blouse by Alfani Misses - $59.00
• Black satin detail skirt by DKNY - $278.00
• Bodysuit by Nancy Gantz - $44.00
• Bra by Berlei - $29.50
• Black dress by David Meister - $275.00
• Jean jacket by Ellen Tracy - $228.00
• Light brown pant by Karen Kane - $108.00
• Black pants by Elle Tahari - $198.00
• Black cashmere pullover by P.L. Cashmere - $99.00
• Red V Neck sweater with shirt detail by August Silk - $48.00
• Penny loafer mules by Ralph Lauren - $89.00
• Black pumps with white stitch detailing by Cole Haan - $165.00
• Brown suede kitten heel loafers by Via Spiga - $169.00
• Black satin evening shoes with diamond detail by Caparros - $65.00
• Black sling back shoes by Collection 59 - $135.00
• Brown suede ankle boots by Ralph Lauren - $119.00

Anne On Her Own

• Red chunky necklace by Meehee - $110.00
• Green stone necklace by Meehee - $85.00
• Black & white tweed dress by David Meister - $290.00
• Sea green cardigan - $198.00
• Sea green shell - $98.00

TOTAL SPENT DAY 2 (with tax)

GRAND TOTAL

The Outfits

Reveal Outfit #1

• Silver necklace with a blue stone by Meehee NY - $69
• Navy black stripe pants by DKNY - $278
• Jean jacket by Ellen Tracy - $228
• Lilac silk button down skirt by Alfani - $59
• Body suite by Nancy Ganz - $44
• Black camile shoes by Cole Haan - $165
• Raspberry leather handbag - $295

Reveal Outfit #2

• Light brown pants by Karen Kane - $108
• Dark Red V-neck and shirt by August Silk - $48
• Brown long jacket by INC - $139
• Pink necklace by M. Haskell - $18
• Topaz quartz chunky necklaces - $89
• Suede brown boots by Ralph Lauren - $119

Reveal Outfit #3

• Black dress by David Meister - $275
• Black and white necklaces by Carolee - $160
• Black Pompon shoes by Caparros - $65

Ann's Hair and Makeup

Hair by Nick Arrojo

• Goldwell Color Level 7G gold blonde
• Goldwell color Level 8N natural medium blonde
• Goldwell Lightener
• KMS Hairspray Styling Foam
• KMS Shine serum

Step 1 - Grey covered using medium blonde and gold blonde lowlights. Evened out pre-existing color in body of hair with same colors.

Step 2 - Lightener added in foils for blonde highlights.

Step 3 - Natural blonde painted between foils for texture and depth.

Step 4 - Layering cuts excess weight out of hair to create a style.

Step 5 - Styling foam and shine serum help straighten Ann's curly hair for a sleek look.

Makeup by Carmindy

• Armani #6 foundation "Silk"
• Benefits Eyebright
• Mac Blot Powder
• Sue Devitt blush in "Los Angeles"
• Cargo "Monte Carlo" eyeshadow
• Lancome "Gaze" highlight eyeshadow
• Maybelline Great Lash mascara in black
• Guerlain "Biege Rose No 82" lipliner
• Sue Devitt "Sova" lipstick

Step 1 - Apply a sheer foundation to skin with fingertips or sponge.

Step 2 - Apply a pink tinted under eye pencil to dark crease only.

Step 3 - Apply a sheer translucent powder to face.

Step 4 - Fill in eyebrows with blonde/taupe pencil.

Step 5 - Apply an apricot blush to the apples of the cheeks and along the cheekbones and on the temples.

Step 6 - Apply neutral eyeshadow to lid and up over crease.

Step 7 - Apply highlight shadow under brow bone in a vanilla shade.

Step 8 - Apply navy liner to upper and lower lash line and soften with a Q-tip.

Step 9 - One coat of black mascara to top lashes only.

Step 10 - Apply waxy lip liner to prevent bleeding in nude.

Step 11 - Fill in with moisturizing lipstick. Do not use long wearing formulas as dry out lips.