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75% Off Fall & Winter Styles! Use Code WINTER75 at Checkout. Some exclusions apply. Final Sale.
312 Products
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Showing 85 - 96 of 312
Bailey Boys
Bailey Boys' Augusta Dog Tee in bayberry green captures playful Southern spirit. Made from soft, breathable cotton, it’s great for everyday wear or ... More
Bailey Boys' Augusta Dog Tee in bayberry green captures playful Southe...
$38.00 $38.00
 
 
Bailey Boys
Bailey Boys' Clubs on Seaglass tee blends golf-inspired graphics with soft pastel hues. Made from premium cotton for comfort and durability, it's perf... More
Bailey Boys' Clubs on Seaglass tee blends golf-inspired graphics with ...
$38.00 $38.00
 
 
Bailey Boys
Stay smart while keeping cool this summer with these crisp shorts. Made from lightweight fabric, Bailey Boys' Harbor Blue twill shorts are easy to put... More
Stay smart while keeping cool this summer with these crisp shorts. Mad...
$52.00 $52.00
 
 
Bailey Boys
Fresh and clean, Bailey Boys' Light Blue Check Shirt is an everyday staple. The breathable cotton and classic cut make it a go-to for school days, chu... More
Fresh and clean, Bailey Boys' Light Blue Check Shirt is an everyday st...
$54.00 $54.00
 
 
Bailey Boys
Bailey Boys' Essex button-down blends subtle checks with a polished finish. Lightweight cotton makes it comfortable for all-day wear. Perfect for port... More
Bailey Boys' Essex button-down blends subtle checks with a polished fi...
$54.00 $54.00
 
 
Bailey Boys
Soft lilac tones give this polo a fresh spring feel. Lightweight knit and a relaxed fit makes it perfect for picnics, playdates, and Easter. Easy to d... More
Soft lilac tones give this polo a fresh spring feel. Lightweight knit ...
$44.00 $44.00
 
 
Bailey Boys
Bailey Boys' Canterbury Seersucker shirt brings refined style with soft texture and cool comfort. Its pale hues pair perfectly with white or khaki sho... More
Bailey Boys' Canterbury Seersucker shirt brings refined style with sof...
$54.00 $54.00
 
 
appaman
This classic button down is made with comfortable stretch and a wrinkle free finish, so it looks polished straight from the dryer to the door. Easy to... More
This classic button down is made with comfortable stretch and a wrinkl...
$59.00 $59.00
 
 
appaman
The Beige Sweater Knit Polo blends polish with everyday comfort. Crafted from a soft wool blend, this knit sweater polo features a collared neckline w... More
The Beige Sweater Knit Polo blends polish with everyday comfort. Craft...
$63.50 $63.50
 
 
Peter Pauper Press
My First Color-by-Sticker Dinosaurs is perfect for young children who love sticker art! More
My First Color-by-Sticker Dinosaurs is perfect for young children who ...
$11.00 $11.00
 
 
Peter Pauper Press
Blast off on a mission to explore a vast universe of your own design! More
Blast off on a mission to explore a vast universe of your own design!
$8.00 $8.00
 
 
Peter Pauper Press
Introduce young children to the wonderful world of animals -- and stickers -- with a playful approach to early learning! More
Introduce young children to the wonderful world of animals -- and stic...
$8.00 $8.00
 
 
Showing 85 - 96 of 312

Welcome to our Tween Boys collection for sizes 7–16 — comfortable, age-appropriate styles for growing boys who are finding their own sense of style. These years are full of school days, activities, weekends with friends, and family gatherings, and we try to carry pieces that fit right into real tween life.

From everyday outfits to dressier styles, plus shoes and giftable favorites, everything here is chosen with comfort, quality, and versatility in mind. Whether you’re shopping together or picking out something special for him, we hope this collection makes it easy to find pieces he’ll feel good wearing.

You’ll find tween boy favorites from brands we’ve carried and trusted over the years, including DL1961, appaman, and Rylee & Cru, along with other everyday styles throughout the collection.

In this collection you’ll find:

  • Tween boys clothing (sizes 7–16)

  • Everyday outfits and special pieces

  • Denim, tops, bottoms & easy layers

  • Shoes, accessories & giftable favorites

As a small family business, we’re always happy to help with sizing, outfit ideas, or gift suggestions — just reach out. New styles arrive regularly, and many items are limited, so if something catches his eye, it’s best not to wait.

Thank you for shopping with Polliwogs. We’re grateful to walk alongside your family through every stage of childhood.

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