Fall is just a few baby steps away and if you haven’t already started, you will be shopping for your little ones fall clothes soon. Mrs. Bee thought it would be fun (and I totally agreed) if I put together a few fall outfits for Charlie and Olive – easy, stylish outfits to wear to school, daycare, or relaxing in the stroller on a walk. So that’s just what I did – three outfits for each little one, filled with items that are comfy, easy to mix and match and that would fit well in any little one’s closet.

First I thought I’d share the outfits I styled for boys, since girls always get all the attention in the clothing department, it’s the boys turn this time.


A mix of purely casual items with a few preppy – makes for the perfect every day cool outfit.

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No.1 – A fun graphic tee that will put a smile on even the adults’ faces. 77kids $14.85

No.2 – Skinny jeans, a staple. 77kids $14.85

No. 3 – A great hat is always nice to have on hand to hide epic bedhead. Furious Kingston $35

No.4 – A varsity jacket is a fun switch up from the cardigan. H&M $29.95

No. 5 – Sneakers that look like dress shoes – basically the best of both dressy and casual worlds. The Gap $24.95

I couldn’t decide on a pair of pants for this outfit. Both fit the bill of a comfortable, laid back, sweat pant – without the classic sweat pant look many of us moms aren’t fans of. Every boy needs a super comfy outfit (or 5) that he can let loose at the park wearing, or wear on a comfy sick day.

No. 1 – Stripes are always a great addition, since they can easily be paired with anything. The Gap $19.95

No. 2 – A comfy pant is always required: Jeans with the comfort of a sweat pant, Zara $29.90. Sweat pants with a hip retro look, The Gap $16.95.

No. 3 – A puffy vest is the perfect piece of fall outwear; it has air conditioned arms for when it’s not quite that cold out. H&M $24.95

No. 4 – A beanie in cotton, the look of a toque (yes, I’m Canadian) but cool like a cucumber. The Gap $14.95

No. 5 – The sneaker that goes with everything, and that he can put on himself. Converse $30.00

No. 6 – A great, goes with EVERYTHING hoodie. Great for layering under the vest. American Apparel $26.00


A small taste of colored denim, but just enough that everything else in his closet will match. For the little hipster to wear to school or daycare.

No. 1 – A plaid button down is a staple, open over a shirt or buttoned up – cannot go wrong. Zara $25.90

No. 2 – Colored skinny jeans – pick a color that fits well with the other clothes you buy so he can get a ton of wear. The Gap $29.95

No. 3 – Cardigan, but with elbow patches and a shawl collar – extra hip for everyday . The Gap $36.95

No. 4 – A striped baseball cap will match almost everything for those bad hair days. Old Navy $8.94

No. 5 – Basically a high top pair of Tiny Toms, a bit of extra warmth he can put on himself. Tiny Toms $36.00

No. 6 – Just the right size backpack in an array of colors to fit his personality. American Apparel $28.00

These are three outfits that are full of items that are easy to mix and match. I stuck with the same color palette so that each top (jacket or shoes) would mix with all bottoms. I try to do this when shopping for my own kids; that way each item will get worn a lot – or at least enough before their next growth spurt.

Which outfit is your favorite? Or maybe you have a specific item you love in one of the outfits? How cute would Charlie look in all three of these?!

Fashion for Kids by Brandy part 6 of 18

1. The Best Sandals for Boys by Brandy @ Heart & Habit
2. Best Stylish Basics for Kids by Brandy @ Heart & Habit
3. 6 Great Mini Style DIY's by Brandy @ Heart & Habit
4. The Best Easy-On Shoes for Boys by Brandy @ Heart & Habit
5. The Best Easy-On Shoes for Girls by Brandy @ Heart & Habit
6. Fall Style : For The Boys by Brandy @ Heart & Habit
7. Fall Style : For The Girls by Brandy @ Heart & Habit
8. Lovely Little Leggings : The Perfect Everyday Little Pant by Brandy @ Heart & Habit
9. Tiny Toddler Backpacks by Brandy @ Heart & Habit
10. Headbands & Hairclips for baby, toddler and beyond! by Brandy @ Heart & Habit
11. Fall for Boys' Hats by Brandy @ Heart & Habit
12. 16 Great Kids' Hairstyles by Brandy @ Heart & Habit
13. Fall for Girls Hats by Brandy @ Heart & Habit
14. Cozy Fall Boots for Little Ones by Brandy @ Heart & Habit
15. Stylish Little Winter Boots by Brandy @ Heart & Habit
16. Handmade Items to Keep Everyone Warm by Brandy @ Heart & Habit
17. Best Places to Shop for Kids' Tees by Brandy @ Heart & Habit
18. Mini Trends: Neon by Brandy @ Heart & Habit

Dressing a Boy part 3 of 11

1. Duds for Lil' Dudes by mrs. wagon
2. Fall Style for Lil' CB by Mrs. Cowgirl
3. Fall Style : For The Boys by Brandy @ Heart & Habit
4. Dressing a Boy by Mrs. Chocolate
5. Dressing Scribble in Carter's by Mrs. Sketchbook
6. Mix & Match for Fall: Boys by Mrs. Pen
7. Gender Neutral Clothing Guide by Mrs. Pen
8. Summer Wardrobe Essentials: Boy Edition by Mrs. Pen
9. Charlie and Olive Style by Mrs. Bee
10. Shop for Him in the Girls' Section by Brandy @ Heart & Habit
11. Fall Fashion for Bebe Boys by Mrs. Makeup