Ever purchased clothing for your little one and thought, I wish this came in my size? Join the club. CC does not recommend mother/daughter or father/son head-to-toe matching (the Laura Ashley era is blessedly behind us), but there are certain brands and silhouettes that make great ensembles for the style-conscious of all ages. Lilly Pulitzer’s sheaths and Vilebrequin’s swim trunks are obvious examples, but even non-heritage brands like Milly and Pink Chicken make great grown-up clothes with just a touch of youthful playfulness. Ditto with footwear Bloch, Bensimon and Jack Rogers. And there’s always Polo Ralph Lauren, of course, which prides itself on outfitting generations of preps from birth to retirement.—CC

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Product Details Clockwise from Left:

Rikshaw Design (Girls), Taj Kurta, $40.00

Rikshaw Design (Girls), Darjeeling Bloomer, $24.00

Rikshaw Design (Womens), Darjeeling Classic Kurta, $70.00

Pink Chicken (Womens), Betsy Yellow Zigzag Dress, $118.00

Pink Chicken (Girls), Piper Dress, $65.00

Jack Rogers, Hamptons Miss Navajo in Platinum, $69.00

Jack Rogers, Napa Valley Navajo, $98.00

Milly Minis (Girls), Day Frock, $160.00

Milly (Womens), Hostess Gown, $485.00

Ralph Lauren (Boys), Striped Oxford, $35.00

Ralph Lauren (Mens), Classic-Fit Striped Poplin, $64.99 (was $85.00)

Petit Bateau (Womens), Organic Cotton Marinière, $78.00

Petit Bateau (Girls), Special “Vacation” Strap Dress, $31.20 (was $52.00)

Baby Bloch (Girl), Ruffled Ballet Flats, $31.50 (was $45.00)

Bloch (Womens), Luxury Two-tone Patent Ballerina Flats, $82.50 (was $165)

Vilegrequin (Boys), Toddler & Little Boy’s Turtle Swim Trunks,

Vilebrequin (Mens), Classic Swim Trunks, Nemo, $230.00

Bensimon (Girl), Tennis Elastique, $45.00

Bensimon (Womens), Tennis Elastique Tennis Flats, $57.00

Little Lilly (Girls), Shift Kissue, $78.00

Lilly Pulitzer (Womens), Worth Shift, $178.00

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