Top 20 Longer Toddler Boy Haircuts

Toddler boys with longer hair are adorable, but finding the right haircut can be challenging. We’ve compiled a list of 20 stylish and manageable longer haircuts for your little guy. These cuts are perfect for boys who prefer a bit more length while still looking neat and tidy. Let’s explore these fantastic options!

1. The Shaggy Surfer

The Shaggy Surfer is a relaxed, beachy style that’s perfect for laid-back little boys. This cut features longer layers all around the head, typically reaching just below the ears and collar. The hair is cut in a way that creates natural, tousled waves, giving it that “just came from the beach” look.

To style the Shaggy Surfer, simply towel-dry the hair and apply a small amount of leave-in conditioner or lightweight styling cream. Scrunch the product through the hair to enhance the natural texture. This low-maintenance cut is ideal for active toddlers who don’t like to sit still for styling.

The Shaggy Surfer works well with most hair types but looks particularly great on boys with naturally wavy or straight hair. It’s a versatile cut that can be dressed up or down, making it suitable for both casual playdates and more formal occasions.

2. The Mini Man Bun

The Mini Man Bun is a trendy and practical option for toddler boys with longer hair. This style involves growing the hair long enough to pull back into a small bun at the crown or back of the head. The sides and back can be kept slightly shorter for a neater appearance, or left long for a more bohemian look.

To create the Mini Man Bun, gather the hair at the desired location and secure it with a small elastic band. For a messier look, leave a few strands loose around the face. This style is excellent for keeping hair out of your toddler’s eyes during active play.

The Mini Man Bun is versatile and can work with various hair textures. It’s particularly suited for boys with thick or curly hair, as the extra volume can create a fuller-looking bun. This style also offers the flexibility to wear the hair down when desired, giving you two looks in one.

3. The Textured Mop Top

The Textured Mop Top is a modern take on the classic Beatles-inspired cut. This style features longer hair on top, typically reaching the eyebrows or just beyond, with slightly shorter sides and back. The key to this cut is the textured, piece-y look that gives it a contemporary edge.

To style the Textured Mop Top, apply a small amount of styling paste or cream to damp hair. Use your fingers to tousle the hair, creating separation and texture. The goal is to achieve a “deliberately messy” look that’s full of movement and personality.

This cut works well for boys with straight to wavy hair and is particularly flattering for those with fine hair, as the textured style can create the illusion of more volume. The Textured Mop Top is a playful, youthful cut that allows for easy styling variations.

4. The Long Layered Look

The Long Layered Look is a classic choice for toddler boys with longer hair. This cut features hair that falls below the ears and often past the collar, with layers cut throughout to add movement and reduce bulk. The layers can be subtle or more pronounced, depending on your preference.

Styling the Long Layered Look is relatively simple. After washing, apply a leave-in conditioner to keep the hair manageable. You can either let it air dry for a natural look or use a blow dryer with a diffuser attachment for added volume. A light styling cream can help tame any frizz or flyaways.

This versatile cut works well with all hair types and is especially beneficial for boys with thick or curly hair, as the layers help to remove weight and control the overall shape. The Long Layered Look offers a neat appearance while still maintaining that coveted longer length.

5. The Curly Top Fade

The Curly Top Fade is an excellent option for toddler boys with naturally curly hair. This style features longer curls on top, gradually fading to shorter hair on the sides and back. The length of the curls on top can vary, but typically falls somewhere between 2-4 inches.

To style the Curly Top Fade, use a curl-enhancing cream or leave-in conditioner to define and moisturize the curls. Scrunch the product into damp hair and either air dry or use a diffuser attachment on low heat. Avoid brushing the dry hair to maintain curl definition.

This cut is perfect for boys with tight curls or coils, as it showcases their natural texture while keeping the sides neat and manageable. The Curly Top Fade is a low-maintenance option that looks stylish without requiring much daily styling.

6. The Shoulder-Length Sweep

The Shoulder-Length Sweep is a bold choice for toddler boys who truly embrace long hair. This cut allows the hair to grow to shoulder length or slightly beyond, with subtle layers added to prevent a heavy, weighed-down look. The front is often swept to one side or parted down the middle.

Styling the Shoulder-Length Sweep involves using a good conditioner to keep the hair smooth and tangle-free. A leave-in detangler can be helpful for easier combing. For a polished look, you can use a paddle brush and blow dryer, or simply let the hair air dry for a more natural appearance.

This style works well for boys with straight to wavy hair and can be particularly striking on those with fine hair, as the length can add the appearance of volume. The Shoulder-Length Sweep is a free-spirited look that allows for various styling options, from loose and flowing to pulled back in a ponytail.

7. The Textured Quiff

The Textured Quiff is a stylish and modern cut that works well for toddler boys with longer hair. This style features longer hair on top, especially in the front, which is styled upward and backward. The sides and back are kept shorter but not buzzed, maintaining a softer look.

To style the Textured Quiff, apply a small amount of styling mousse to damp hair. Use a blow dryer and a small round brush to lift the hair at the roots, directing it upward and backward. Finish with a light-hold styling product to add texture and hold the shape in place.

This cut is ideal for boys with straight to wavy hair and can add height to rounder face shapes. The Textured Quiff offers a polished, put-together look that’s still playful and age-appropriate for toddlers.

8. The Messy Fringe

The Messy Fringe is a carefree, low-maintenance style that’s perfect for active toddler boys. This cut features longer hair on top that falls forward onto the forehead, creating a fringe or bangs. The sides and back are kept slightly shorter but still maintain some length.

Styling the Messy Fringe is simple and quick. After washing, apply a small amount of lightweight styling cream to damp hair. Use your fingers to tousle the hair, encouraging it to fall naturally across the forehead. The key is to embrace the messy, undone look.

This style works well with most hair types and is particularly suited to boys with straight or slightly wavy hair. The Messy Fringe is a versatile cut that can be easily adjusted by pushing the hair to the side for a neater appearance when needed.

9. The Long Curtains

The Long Curtains style is a throwback to the 90s that’s making a comeback in toddler fashion. This cut features longer hair parted down the middle, with the front sections falling to either side of the face like curtains. The back and sides are kept long as well, typically reaching the collar.

To style the Long Curtains, start by applying a smoothing serum to damp hair. Use a comb to create a center part, then blow dry the hair straight using a paddle brush. For a more relaxed look, you can let the hair air dry and embrace its natural texture.

This cut is ideal for boys with straight to wavy hair and can be particularly flattering for those with oval or heart-shaped faces. The Long Curtains style offers a soft, romantic look that’s both charming and easy to maintain.

10. The Tousled Bob

The Tousled Bob is a unisex cut that works beautifully for toddler boys with longer hair. This style features hair cut to a uniform length all around, typically falling between the chin and shoulders. The key to this look is the tousled, slightly messy finish that keeps it from looking too prim.

Styling the Tousled Bob is all about enhancing natural texture. Apply a sea salt spray or texturizing cream to damp hair, then scrunch and air dry. For straighter hair types, you can use a wide-barrel curling iron to add subtle waves before tousling with your fingers.

This cut works well with all hair types but is particularly flattering for those with naturally wavy or curly hair. The Tousled Bob is a versatile style that can be dressed up or down and offers the option to pull the hair back when needed.

11. The Longer Faux Hawk

The Longer Faux Hawk is an edgy yet adorable style for toddler boys. This cut features longer hair on top, especially through the center of the head, with slightly shorter sides. The length on top can vary but typically falls between 2-4 inches.

To style the Longer Faux Hawk, apply a styling gel or mousse to damp hair. Use a blow dryer and your fingers to direct the hair upward and toward the center of the head. For a more defined look, you can use a small amount of pomade to piece out the ends.

This style works best for boys with straight to wavy hair and can add height to rounder face shapes. The Longer Faux Hawk is a fun, expressive cut that allows your little one to showcase their personality.

12. The Layered Flip

The Layered Flip is a playful and stylish cut for toddler boys with longer hair. This style features layers throughout, with the ends flipped outward for a bouncy, dynamic look. The overall length typically falls between the ears and the collar.

To achieve the Layered Flip, apply a volumizing mousse to damp hair. Use a round brush and blow dryer to flip the ends of each layer outward. Finish with a light-hold hairspray to keep the flips in place.

This cut works well for boys with straight to wavy hair and is particularly flattering for those with fine hair, as the layers and flips can create the illusion of more volume. The Layered Flip is a lively, energetic style that matches the spirit of active toddlers.

13. The Long Choppy Layers

The Long Choppy Layers cut is perfect for toddler boys who want to keep their hair long but need some shape and movement. This style features varied-length layers cut throughout the hair, creating a textured, piece-y look. The overall length can vary but typically falls below the ears.

Styling the Long Choppy Layers is relatively low-maintenance. Apply a texturizing spray or cream to damp hair, then either air dry or use a blow dryer with a diffuser attachment. Scrunch the hair as it dries to enhance the choppy texture.

This cut works well with all hair types but is particularly suited to those with thick or wavy hair. The Long Choppy Layers offer a rugged, adventurous look that’s perfect for little boys always on the go.

14. The Longer Undercut

The Longer Undercut is a bold, fashion-forward choice for toddler boys. This style features longer hair on top, typically reaching the eyebrows or beyond, with the sides and back cut very short or even buzzed. The contrast between the long top and short sides creates a striking look.

To style the Longer Undercut, apply a styling cream or pomade to the longer hair on top. You can slick it back for a sleek look, sweep it to the side for a more casual appearance, or tousle it for a messy, carefree vibe.

This cut works best for boys with straight to wavy hair and can be particularly impactful on those with thick hair. The Longer Undercut is a versatile style that can be adjusted to suit various occasions, from playful to more polished.

15. The Shaggy Bowl Cut

The Shaggy Bowl Cut is a modern twist on the classic bowl cut. This style features hair cut in a circular shape around the head, typically falling just above or at the ears. The key difference from the traditional bowl cut is the textured, piece-y finish that gives it a more contemporary edge.

To style the Shaggy Bowl Cut, apply a light styling cream to damp hair. Use your fingers to tousle the hair, creating separation and texture. The goal is to achieve a “controlled messy” look that’s full of movement.

This cut works well for boys with straight to wavy hair and is particularly flattering for those with fine hair, as the textured style can create the illusion of more volume. The Shaggy Bowl Cut is a playful, low-maintenance option that’s perfect for busy toddlers and parents alike.

16. The Long Side Sweep

The Long Side Sweep is a sophisticated yet age-appropriate style for toddler boys. This cut features longer hair on top that’s swept dramatically to one side, with the sides and back kept slightly shorter. The swept-over section typically reaches the eyebrows or just beyond.

To achieve the Long Side Sweep, apply a smoothing serum to damp hair. Use a comb to create a deep side part, then blow dry the hair in the direction you want it to fall, using a paddle brush for smoothness. Finish with a light-hold hairspray to keep the sweep in place.

This style works best for boys with straight to slightly wavy hair and can be particularly flattering for those with longer face shapes. The Long Side Sweep offers a polished, put-together look that’s still soft and youthful.

17. The Curly Shag

The Curly Shag is a fantastic option for toddler boys with naturally curly or wavy hair. This style features layers of varying lengths throughout the hair, creating a shaggy, tousled look that embraces and enhances natural texture. The overall length typically falls between the ears and shoulders.

To style the Curly Shag, apply a curl-defining cream to damp hair. Scrunch the product into the curls and either air dry or use a diffuser attachment on low heat. Avoid brushing the dry hair to maintain curl definition and prevent frizz.

This cut is ideal for boys with curly or wavy hair textures, as it allows their natural pattern to shine while providing shape and movement. The Curly Shag is a low-maintenance, high-impact style that celebrates your little one’s unique hair texture.

18. The Long Pompadour

The Long Pompadour is a stylish and sophisticated cut for toddler boys. This style features longer hair on top, especially in the front, which is styled upward and backward to create height. The sides and back are kept shorter but not buzzed, maintaining a softer overall look.

To style the Long Pompadour, apply a volumizing mousse to damp hair. Use a blow dryer and a round brush to lift the hair at the roots, directing it upward and backward. Finish with a medium-hold pomade to shape the pomp and keep it in place.

This cut works best for boys with straight to wavy hair and can add height to rounder face shapes. The Long Pompadour is a dapper, eye-catching style that’s sure to turn heads at any playdate or family gathering.

19. The Longer Ivy League

The Longer Ivy League is a classic, preppy style adapted for toddler boys who prefer longer hair. This cut features longer hair on top, typically 2-3 inches in length, with gradually shorter sides and back. The top is long enough to part and style to the side.

To style the Longer Ivy League, apply a small amount of styling cream to damp hair. Use a comb to create a side part, then blow dry the hair in the direction you want it to lay. For a more polished look, you can use a small amount of pomade to smooth down any flyaways.

This style works well for boys with straight to wavy hair and is particularly flattering for those with oval or oblong face shapes. The Longer Ivy League offers a timeless, put-together look that’s perfect for little gentlemen.

20. The Textured Mullet

The Textured Mullet is a modern, playful take on the classic “business in the front, party in the back” style. This cut features shorter hair on top and at the sides, with longer hair at the back. The key to keeping it current is maintaining texture throughout and avoiding harsh lines.

To style the Textured Mullet, apply a texturizing spray or cream to damp hair. Use your fingers to tousle the hair on top, creating piece-y texture. Let the back air dry or use a diffuser to enhance natural wave or curl.

This cut works well for boys with various hair types and is particularly suited to those with naturally wavy or curly hair. The Textured Mullet is a fun, edgy style that allows your little one to express their unique personality.

Conclusion

Longer hairstyles for toddler boys offer a world of possibilities for creativity and self-expression. From the laid-back Shaggy Surfer to the sophisticated Long Pompadour, there’s a style to suit every personality and hair type. Remember that the best hairstyle is one that makes your child feel comfortable and confident.

As you explore these longer hairstyle options, keep in mind that what works best may change as your child grows and their preferences evolve. Don’t be afraid to try different styles and have fun with the process. After all, hair grows back, and these early years are the perfect time for experimentation and self-discovery.

By embracing longer hair for your toddler boy, you’re not just choosing a hairstyle – you’re encouraging individuality, creativity, and self-confidence. So go ahead, let those locks grow, and watch your little one’s personality shine through their fabulous longer hairstyle!

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