38 Cholo Boy Style Ideas

The Cholo style, inspired by the Mexican culture, has deeply influenced the streetwear fashion. From classy flannel shirts to oversized clothing options, each style is unique in its own way. 

This guide will help you explore the 38 best ideas for cholo boy style, ensuring you offer the best streetwear look while maintaining comfort and style. 

38 Ideas for Cholo Boy Style

1. Oversized White T-Shirt

Nothing offers an easy-going outfit better than an oversized shirt while keeping it trendy and eye-catching. The lightweight shirt can be worn with shorts or jeans and sneakers or running shoes to attain an attire that’s a certain head-turner.

Shirt: A plain white oversized t-shirt, offering a simple yet elegant style with perfection. 

Shorts: A pair of shorts in a relaxed tone perfectly complements the overall calm and laid-back hues of the outfit. 

Footwear: A pair of bright-toned running shoes complete the outfit, adding a bold yet comfy touch to it.

A fashionable look with an oversized white tee.
@sante

2. Flannel Shirts 

Flannel shirts are the best addition to your wardrobe for an outfit that adds vibrant hues to your look while keeping it low-maintenance and casual. Dress it up and down with shorts or jeans and sneakers or running shoes, and you’re all set for a light brunch this week.

Shirt: A bright graphic tee topped with a flannel shirt with vivid hues, offering an eye-catching topwear.  

Pants: A pair of relaxed-fit denim jeans balance out the patterned topwear, making the outfit perfectly balanced and appealing.

Footwear: A pair of bright-toned boots complete the outfit, uplifting it and adding a lively look to its overall appearance. 

A smart look with a flannel shirt.
@gharvenah_styles

3. White Tank Top 

A flawless muscular body or graphic tattoos that you spent on is nothing to hide! Tank tops are the best way for flaunting your body, style the tank top with shorts or jeans and sneakers or running shoes to complete the outfit that’s perfect for your casual outings.

Shirt: A plain yet appealing white tank top, offering the perfect blend of comfort and fashion. 

Pants: A pair of dark-shaded dress pants balance out the bright hues of the topwear, adding an element of refinement to it. 

Footwear: A pair of dark-shaded sneakers complete the outfit, making it perfect for casual outings. 

A trendy look with a white tank top.
@fits4men_

4. Work Shirt 

For a breathable yet classy appearance, go for a work shirt. The work shirt, when paired with shorts or jeans and sneakers or loafers, completes the easy-going and smart appearance that’s perfect for a round around the city block.

Shirt: A dark-shaded work shirt, presenting a trendy yet casual appearance with beauty. 

Pants: A pair of straight jeans in a comparatively lighter shade completes the outfit, balancing out the dark topwear. 

Footwear: A pair of refined boots in a unique shade balance out the overall dark attire, uplifting it like none other. 

A trendy look with a work shirt.
@_rizaldicp

5. Pendleton Shirts 

Pendleton shirts are a sure way to add a lively touch to your outfits while keeping it light and low-maintenance. Wear the shirt with jeans or sneakers and uplift the overall outfit with boots or sneakers for absolute refinement and relaxedness.

Shirt: A unique-shaded Pendleton shirt, adding to the lively and spirited look of the overall attire. 

Pants: A pair of pants in a plain look balances out the vibrant look of the topwear, making it more appealing and alluring. 

Footwear: A pair of dark-toned Chelsea boots complete the outfit, complementing its overall hues like none other. 

A trendy look with a Pendleton shirt.
@osamatariqq

6. Graphic Tees 

Graphic tees are the perfect go-to for a trendy appearance while keeping it breathable and carefree. Style your favorite tees with jeans or shorts and uplift your fit with sneakers or running shoes, creating an outfit that’s certain to grab attention.

Shirt: A unique-hued graphic tee, offering a colorful and bold topwear with perfection. 

Pants: A pair of dark-shaded trousers balance out the appealing hues of the topwear while adding maximum comfort and ease.  

Footwear: A pair of multi-toned sneakers complete the look, adding a sporty and comfy touch to it. 

A trendy look with a graphic tee.
@checkmateatelier

7. Oversized Hoodies 

For infinite trendiness and comfort, hoodies are sure to always stay in fashion. Spice up your fashion game this summer with an oversized hoodie, worn with jeans or trousers and sneakers or running shoes to attain an outfit that’s perfect for your evening strolls.

Shirt: A calm and relaxed oversized hoodie, offering the perfect blend of comfort and class. 

Pants: A pair of jeans in a unique and distinctive look balances out the plain appearance of the topwear with beauty and class. 

Footwear: A pair of suede boots complete the outfit, adding a contrasting yet refined look to it. 

A trendy look with an oversized hoodie.
@fits4men_

8. Plaid Flannel Jackets 

Keep it flashy yet classy and comfy with plaid flannel jackets. Ensure a trendy and lively appearance with a plaid jacket, combined with jeans or trousers and sneakers or running shoes, leaving sparkles wherever you go.

Shirt: A graphic tee topped with a plaid flannel jacket, offering a warm yet engaging topwear. 

Pants: A pair of corduroy pants in a neutral tone complete the outfit, highlighting the vivid hues of the topwear. 

Footwear: A pair of bright running shoes complete the outfit, adding an element of sportiness and classiness. 

A fashionable look with plaid flannel jacket.
@andre20santos

9. Bomber Jackets 

Keep it warm yet contemporary and fancy with a bomber jacket and undershirt. Style the duo with jeans and sneakers or running shoes to complete the fit effortlessly, presenting an appearance that’s a fool-proof way to grab attention.

Shirt: A bright shirt topped with a bomber jacket in bold yet attractive hues, presenting a sleek and chic topwear. 

Pants: A pair of relaxed-fit jeans balance out the vibrant look of the topwear like none other. 

Footwear: A pair of dark-shaded boots in a distinctive look completes the outfit, making it certain to grab attention. 

A fashionable look with bomber jacket.
@sante

10. Denim Jackets 

Attain a timelessly chic yet laid-back appearance with a denim jacket. Style the jacket with jeans and sneakers or running shoes and offer a classy outfit that is certain to make a bold statement.   

Shirt: A bright undershirt topped with a denim jacket, offering alight-hued yet appealing topwear. 

Pants: A pair of straight ripped light-wash jeans complete the outfit, complementing the similarly toned jacket like none other.

Footwear: A pair of running shoes in a unique tone uplifts the outfit, making it perfect for casual and easygoing settings. 

A smart look with a denim jacket.
@5amvibez

11. Leather Jackets

Make a bold statement this season with a leather jacket that gives a rebellious and classy look. Pair the jacket with pants or jeans and running shoes or boots, and you’re all set for a day out with your outlaw friends.

Shirt: A bright undershirt topped with a leather jacket in dark hues, offering a contrasting yet balanced topwear. 

Pants: A pair of animal-printed pants add a bold and rebellious touch to the overall look with perfection. 

Footwear: A pair of high-top boots complete the outfit, elevating it with refinement and class. 

A trendy look with a leather jacket.
@x.charly.lg

12. White Dress Shirts 

To keep it plain yet sophisticated, white dress shirts are the perfect go-to. Ensure a refined and breathable fit with a white shirt combined with jeans and sneakers or loafers to offer a casual yet refined appearance, perfect for your brunches or casual outings.

Shirt: A plain white dress shirt, offering a lively touch while sparing enough room for a refined and polished look. 

Pants: A pair of slim-fit chinos complement the relaxed and classy look of the topwear like no other. 

Footwear: A pair of sneakers in a neutral tone complement the similarly-shaded bottomwear, making the outfit offer a put-together appearance. 

A fashionable look with white dress shirts.
@hemannedup

13. Long-Sleeved Tees 

For a breathable yet sophisticated outfit, opt for long-sleeved tees. Wear the tee and dress it up and down with jeans or pants and sneakers or running shoes, all set to effortlessly present a visually appealing fit in laid-back tones.

Shirt: A bright yet relaxed-toned long-sleeved tee, offering a calm and casual look with perfection. 

Pants: A pair of dark-shaded cargo pants balance out the peaceful and easygoing look of the topwear with beauty. 

Footwear: A pair of sneakers in a unique and classy look completes the outfit, making it more appealing and eye-catching. 

A fashionable look with long sleeved tee.
@sante

14. Oversized Sweaters 

Beautify your wardrobe this season with oversized sweaters that uplift your appearance effortlessly. Style the sweaters with jeans or pants and sneakers or running shoes, giving off classy yet laid-back tones like none other.

Shirt: A multi-toned oversized chic sweater, offering a calm and easygoing look with perfection.  

Pants: A pair of relaxed-fit cargo pants in a bright tone balances out the vivid look of the sweater with perfection and class. 

Footwear: A pair of bright running shoes complete the outfit, adding a lively and elevated touch to it. 

A fashionable look with oversized sweater.
@sante

15. Khaki Overshirts 

Nothing can go wrong with the smart and timeless look of the khaki overshirts. Pair the shirt with jeans or pants and sneakers or loafers for an outclass and distinguished combination, that’s a certain head-turner everywhere you go.

Shirt: A bright-shaded turtleneck topped with a khaki overshirt, offering a balanced and attractive topwear. 

Pants: A pair of straight jeans in a dark tone complete the outfit, adding elegance and sophistication to it. 

Footwear: A pair of sleek and smart high-top boots uplift the outfit perfectly, making it ideal for both casual and semi-formal settings. 

A unique look with a khaki overshirt.
@threadability

16. Plain Black T-Shirts 

Go for plain black tees for a smart and stylish yet lightweight fit. Style the tees with jeans or shorts and sneakers or boots, uplifting the overall outfit with polished yet laid-back tones and creating an outfit that’s sure to make a striking appearance.

Shirt: A plain black tee shirt, offering a simple yet sleek look that is certain to make a bold statement. 

Pants: A pair of jeans in lighter shades balance out the dark hues of the plain tee like none other. 

Footwear: A pair of dark-toned glossy boots complete the outfit, adding a refined and polished touch to it. 

A fashionable look with plain black tee.
@fits4men_

17. Striped Polo Shirts

Striped polo shirts are known for the outclass comfort and elegance that they offer. Pair the striped polo shirt with jeans or pants and sandals or loafers for added functionality and style, presenting an outfit that’s suitable for your casual brunches.

Shirt: A striped polo in bright and neutral hues, offering a calm and sophisticated topwear with perfection. 

Pants: A pair of straight pants in a bright tone complements the hues of the topwear, presenting an overall lively attire. 

Footwear: A pair of dark-hued sandals complete the outfit, adding an element of casualness and relaxedness to it. 

A smart look with a striped polo shirt.
@mrderrickbrownie

18. Military-Style Jackets 

Go for a military style jacket to keep it smart and stylish yet distinguished. Complete the look with jeans or pants and sneakers or loafers for added refinement and sleekness, an absolute head-turner.

Shirt: A bright shirt topped with a military-style jacket in bold and appealing hues, offering a unique topwear. 

Pants: A pair of dress pants in a classy and exclusive tone, adding a polished look to the attire. 

Footwear: A pair of dark-shaded tassel loafers complete the outfit, making it perfect to be opted for semi-formal settings. 

A trendy look with a military style jacket.
@antonmasko

19. Hooded Flannel Shirts 

Hooded flannel shirts are the perfect blend of unmatched beauty and functionality. Opt for hooded flannel shirts with jeans or pants and sneakers or running shoes, and create an outfit that’s visually appealing yet warm and cozy.

Shirt: A bright-toned graphic tee topped with a hooded flannel shirt in bright hues as well, presenting an uplifted and lively topwear. 

Pants: A pair of corduroy pants in neutral tones pants out the engaging look of the topwear with perfection. 

Footwear: A pair of sneakers in an elegant shade complete the outfit, making it perfect for easygoing and casual occasions. 

A smart look with a hooded flannel shirt.
@andre20santos

20. Windbreakers

For an edgy and chic addition to your wardrobe, go for a windbreaker jacket. Wear the jacket and dress it up and down with jeans or pants and sneakers or running shoes for added functionality while keeping it refined and polished.

Shirt: A bright undershirt topped with a windbreaker jacket in dark and appealing hues, offering a sleek topwear. 

Pants: A pair of flared jeans in a bright tone balances out the dark shades of the windbreaker jacket with elegance and class. 

Footwear: A pair of dark-shaded sneakers complete the look, adding a sporty and comfy appearance to the overall attire. 

A trendy look with a windbreaker jacket.
@fits4men_

21. Crewneck Sweatshirts 

Keep it comfy and casual this season with a crew-neck sweatshirt. Style your sweatshirt with jeans or trousers and sneakers or running shoes to flawlessly complete the outfit, best suited for a day out in the park.

Shirt: A crewneck sweatshirt in relaxed and calm tones, presenting a carefree and laid-back appearance. 

Pants: A pair of drawstring trousers in matching tone complements the sweatshirt with unmatched beauty. 

Footwear: A pair of bright running shoes complete the outfit, making it perfect for a walk around the city block or a casual coffee run. 

A fashionable look with crewneck sweatshirt.
@sante

22. Wool Cardigans 

Wool cardigans are a fool-proof way of designing an outfit with a classic element to it. Dress the cardigan up and down with jeans or shorts and sneakers or running shoes that complete the outfit perfectly with a sporty and distinguished touch to it.

Shirt: A bright-toned shirt topped with a wool cardigan in unique hues, offering a smart and classy topwear.

Shorts: A pair of drawstring shorts in neutral tones complete the outfit, complementing the hues of the cardigan with beauty and refinement. 

A fashionable look with wool cardigan.
@noirsurblancstore

23. Varsity Jackets 

With a varsity jacket, you’re all set for a bold and classy appearance. For attaining unmatched class and relaxedness, wear the jacket with jeans and sneakers or running shoes, and create a suitable outfit for your casual outings.

Shirt: A bright-toned shirt topped with a varsity jacket in dark tones, offering a chic and sporty topwear. 

Pants: A pair of straight pants in a calm and carefree shade, balancing out the striking appearance of the jacket with perfection. 

Footwear: A pair of bright-hued sneakers complete the outfit, uplifting it like none other. 

A smart look with a varsity jacket.
@sante

24. Parka Jackets 

There’s nothing better than Parka jackets to keep it fach yet  comfy and warm. Style your jackets with jeans or pants and sneakers or running shoes, making an outfit that’s a certain way to grab attention in casual settings.

Shirt: A dark-hued shirt topped with a parka jacket in dark tones, offering the perfect blend of comfort and style. 

Pants: A pair of slim-fit dark-shaded bottomwear completes the look, complementing the overall dark hues of the attire.  

Footwear: A pair of boots in a distinctive look uplifts the attire, making it perfect to be styled for the colder months of the year. 

A trendy look with a parka jacket.
@theguyinyourwardrobe

25. Oversized Plaid Shirts 

Nothing can go wrong with an oversized plaid shirt offering a lively yet smart appearance. Wear the shirt and dress it up and down with jeans and sneakers or running shoes for a refined and classy look, which is a sure head-turner in casual settings.

Shirt: An oversized plaid shirt in bold hues, offering a sleek and trendy appearance with perfection. 

Pants: A pair of relaxed-fit jeans complete the outfit, making it perfect to be styled for casual and relaxed occasions. 

A trendy look with an oversized plaid shirt.
@r13mens

26. Baseball Jerseys

For a sporty and classy addition to your wardrobe, go for baseball jerseys. When paired with shorts and sneakers or running shoes, baseball jerseys are the perfect go-to for attaining a breathable yet smart appearance, perfect for grabbing attention.

Shirt: A dark-shaded hoodie topped with a baseball jersey in bright ones, offering a sport and classy topwear. 

Shorts: A pair of dark-shaded shorts balance out the bright tones of the jersey with unmatched perfection. 

Footwear: A pair of clean white sneakers complete the outfit, complementing the jersey while adding comfort and convenience. 

A trendy look with a baseball jersey.
@joe_masini

27. Hoodie with Denim Jacket 

Keep it classy yet comfy with a hoodie and a denim jacket. The duo can be styled with jeans or pants and sneakers or boots for an element of refinement while keeping it relaxed and carefree, perfect for a day out with your friends.

Shirt: A bright hoodie topped with a denim jacket, offering a sleek and bold topwear. 

Pants: A pair of dark-shaded pants add an appealing and eye-catching look to the overall attire with perfection. 

Footwear: A pair of clean white sneakers complete the outfit, adding an uplifted touch to it. 

A trendy look with a hoodie with denim jacket.
@nate.t3

28. Plain White Henley 

Keep it breathable and casual this season with a plain white Henley. The shirt can be styled with jeans or shorts and sneakers or running shoes to complete the outfit that’s suitable for a light brunch or your routine evening strolls.

Shirt: A bright-toned Henley shirt, offering a casual yet sophisticated topwear. 

Pants: A pair of jorts in a light shade complement the bright hues of the Henley like none other. 

Footwear: A pair of sneakers complete the outfit, making it perfect for laid-back and casual settings. 

A fashionable look with a plain Henley shirt.
@5amvibes

29. Camouflage Jackets 

With a camouflage jacket, ensure a cool and stylish addition to your wardrobe this season. The jacket can be flawlessly styled with jeans or pants and sneakers or running shoes for an outfit that gives off carefree earthy tones, well suited for casual settings.

Shirt: A bright-hued tee topped with a fleece camouflage jacket, presenting a warm yet stylish appearance. 

Pants: A pair of cargo pants in a bold shade complements the tones of the camo jacket with elegance and perfection. 

Footwear: A pair of bright-hued sneakers complete the outfit, adding a classy and sporty touch to it. 

A fashionable look with a camouflage jacket.
@romwe_men

30. Sweater Vests 

Ace the fashion game this season with a sweater vest that keeps it trendy and stylish. Pair the vest with jeans or trousers and sneakers or boots for a sporty or sophisticated finish, respectively, and attain an attire that’s exceedingly attractive yet casual.

Shirt: A dark-shaded sweater vest, offering a bold and exclusive topwear that is certain to turn heads. 

Pants: A pair of corduroy pants in a bright tone balances out the bold hues of the sweater vest with elegance and sophistication. 

Footwear: A pair of dark-shaded boots complete the outfit, adding charm to the overall attire with flawlessness. 

A smart look with a sweater vest.
@bxundless

31. Pullover Hoodies 

There’s no better option for an effortlessly trendy and comfy outfit than with pullover hoodies. Get a pullover hoodie and dress it up and down with jeans and sneakers or running shoes to complete your timelessly chic outfit that’s perfect for your casual outings.

Shirt: A dark-shaded pullover hoodie, offering the perfect blend of style and comfort.

Pants: A pair of cargo pants in comparatively lighter shades complete the look, making it offer a balanced look. 

Footwear: A pair of dual-tone sneakers add comfort and class to the relaxed outfit, making it perfect to be styled for casual and easygoing settings. 

A trendy look with pullover hoodies.
@sante

32. Shirt Jackets 

Opt for shirt jackets to obtain the perfect blend of comfort and relaxedness while keeping it edgy. Wear the shirt jacket with shorts and sneakers or loafers for a sporty or polished finish, respectively, and complete an outfit that’s a certain eye-catcher.

Shirt: A bright-hued crewneck topped with a shirt jacket in comparatively darker shades, offering a balanced topwear.

Shorts: A pair of cargo shorts in a distinctive shade adds a casual and nonchalant vibe to the overall look. 

Footwear: A pair of leather Derbies complete the outfit, adding a formal and refined touch to it. 

A trendy look with a shirt jacket.
@uniqlosg

33. Sleeveless Tees 

With sleeveless tees, opt for a fail-safe way to flaunt your body while keeping it breathable and classy. Wear the sleeveless tees with jeans or shorts and sneakers or running shoes, completing an outfit that’s best suited for your casual brunches or evening strolls.

Shirt: A bright-toned sleeveless tee, offering a simple yet chic appearance. 

Pants: A pair of dark-shaded jeans complete the outfit, balancing out the bright shades of the sleeveless tee with class and refinement. 

A fashionable look with sleeveless tee.
@5amvibez

34. Cropped Tees 

Offer an outclass and edgy appearance this season with cropped tees. Cropped tees are a fool-proof way to attain trendiness when styled with jeans and sneakers or running shoes, creating an outfit that’s a certain head-turner.

Shirt: A sleek cropped tee in bold hues, offering a unique yet trendy appearance.

Pants: A pair of straight jeans in a lighter shade complements the dark and vibrant look of the topwear like none other. 

Footwear: A pair of bright-toned running shoes complete the outfit, making it suitable for casual and relaxed settings. 

A fashionable look with cropped tees.
@fits4men_

35. Tropical Printed 

Nothing can go wrong with a tropical printed outfit, presenting the flawless blend of vibrant hues and edginess. Style your outfit with sandals or flip-flops to make the outfit an absolute head-turner on your vacation in the tropics.

Shirt: A bright shirt topped with a tropical printed button-down in vibrant hues, offering an engaging topwear. 

Shorts: A pair of matching shorts complete the outfit, presenting a harmonious and put-together look. 

A smart look with a tropical printed shirt.
@sante

36. Rugby Shirts 

Keep it smart and easy-going this season with rugby shirts. Pair your rugby shirts with jeans or pants and sneakers or loafers,, and offer a timelessly elegant outfit that’s best suited for semi-formal and casual settings.

Shirt: A dark-shaded rugby shirt, offering a sleek and chic topwear with perfection and class. 

Pants: A pair of pants in a comparatively lighter shade completes the outfit, balancing out the dark tones of the rugby shirt with elegance. 

A fashionable look with a rugby shirt.
@taylorstitch

37. Fleece Jackets 

Ensure a stylish yet warm comfy addition to your wardrobe with fleece jackets. The jacket, when styled with jeans or pants and loafers or sneakers, offers an outfit that’s an embodiment of infinite warmth and class.

Shirt: A relaxed-shaded shirt topped with a fleece jacket in a unique yet bold look, offering warmth and comfort with perfection. 

Pants: A pair of embroidered jeans in a distinctive look complements the hues of the jacket, making the outfit more appealing. 

Footwear: A pair of unique-shaded boots complete the outfit, uplifting it with refinement and class. 

A trendy look with a fleece jacket.
@5amvibez

38. Puffer Jackets 

Puffer jackets are best suited for the perfect blend of comfort and trendiness. Pair the jacket with jeans or trousers and sneakers or running shoes, and you’re all set to offer an outclass and warm outfit for your routine strolls in the breezy evenings.

Shirt: A dark-shaded puffer jacket, offering a chic yet warm appearance with utmost perfection and class. 

Pants: A pair of dark-shaded leather pants complement the similarly-shaded jacket like none other. 

Footwear: A pair of clean white sneakers complete the outfit, balancing out the dark hues of the overall attire. 

A trendy look with a puffer jacket.
@sante

Conclusion

The bold and unique cholo boy fashion trend offers cool and distinctive clothing styles and is surely here to stay. Whether it is oversized shirts with unlimited relaxedness or khaki shirts with a refined look, the possibilities are endless when it comes to cholo style. With this guide, experiment with your wardrobe and put together an outfit that best defines you and your style. 

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