32 First Date Outfit Ideas Casual Men

First dates can be both stressful and exciting, demanding the best look that will leave a lasting impression. From a casual look for a random coffee run to a refined date at an upscale restaurant, offer a look that radiates confidence and elegance.

This guide will help you explore the 32 best casual outfits for a first date, ensuring you make a positive and lasting impression.  

32 Casual Outfit Ideas for First Date

1. T-shirt and Jeans

Nothing offers a more perfect blend of comfort and sleekness than a t-shirt paired with jeans. The refined yet relaxed combination of these two is perfect to be uplifted with boots or sneakers.

Shirt: A bright tee, presenting a chic and contemporary style.

Pants: A pair of denim jeans complement the plain look of the T-shirt, adding to its sleekness and elegance.

Footwear: A pair of boots in a dark tone completes the outfit, making it perfect to be opted for a date.

A refined look with a T-shirt and jeans.
@adamgonon

2. Button-down Shirt and Chinos

Pair a button-down shirt with chinos and there you go with one of the finest formal outfits. Complete the refined outfit with loafers or Oxfords for added style and sleekness.

Shirt: A button-down in contemporary hues, offering a sleek and smart topwear with perfection.

Pants: A pair of chinos in a laid-back tone complete the outfit, making it more refined and classy.

Footwear: A pair of suede loafers complete the outfit, adding a touch of refinement to it.

A classic look with a button-down and chinos.
@chadhaupt_

3. Polo Shirt and Shorts

Offer both comfort and style by pairing a polo shirt with shorts. Complete the classic combination of these two with sneakers or loafers for an elevated attire.

Shirt: A bright polo shirt, presenting a chic and contemporary style that is certain to make a bold statement.

Pants: A pair of dark-shaded shorts balance out the bright look of the polo shirt with unmatched perfection. 

Footwear: A pair of clean white sneakers uplift the already uplifted outfit with sophistication.

A refined look with a polo and shorts.
@kovalskiyandrey

4. Henley Shirt and Jeans

With the relaxed yet refined look of a Henley shirt, offer a look that is certain to make a bold statement. Pair the shirt with jeans or pants and complete the look with sneakers or running shoes.

Shirt: A Henley shirt in bright and calm tones, offering a contemporary appearance.

Pants: A pair of light wash jeans complement the relaxed tones of the Henley shirt, making it perfect to be opted for a date.

A classy look with a Henley shirt.
@pantsstore

5. Sweater and Jeans

For a chic appearance, there’s no better combination than that of a sweater with jeans. Complete the bold yet polished look with boots or sneakers for added elegance. 

Shirt: A relaxed sweater in laidback tones, offering a unique and trendy style. 

Pants: A pair of jeans in a dark tone balances out the neutral tones of the sweater like none other.

Footwear: A pair of dark-shaded boots complete the outfit, elevating it with unmatched beauty.

A refined look with a sweater and jeans.
@mohit_watwanii

6. Graphic Tee and Joggers

Offer a bold yet classy look by pairing a graphic tee with joggers. The relaxed yet refined combination of these two is perfect to be paired with sneakers or running shoes, presenting the perfect athletic outfit.

Shirt: A dark-shaded graphic tee, presenting a bold and modern look.

Pants: A pair of matching joggers in dark tones complement the look of the topwear like none other. 

Footwear: A pair of running shoes in dark tones complete the outfit, making it more comfy and convenient.

A classic look with a graphic tee and joggers.
@tee__arts

7. Flannel Shirt and Jeans

With the patterned yet exciting look of a flannel shirt, offer an outfit that is certain to make a bold statement. Pair the shirt with jeans or pants and present a complete classy attire, perfect to be styled for a date.

Shirt: A flannel shirt in dark tones, presenting a chic and bold style. 

Pants:  A pair of dark-shaded denim jeans complement the look of the flannel shirt with unmatched beauty.

Footwear: A pair of leather boots complete the outfit, elevating it with refinement and sleekness.

A refined look with a flannel shirt and jeans.
@ryan_dengler

8. Denim Jacket 

Nothing can go wrong with the rugged look of a denim jacket, perfect for a layered look. Pair the jacket with jeans or pants and complete the everyday look with sneakers or running shoes.

Shirt: A bold-hued shirt topped with a denim jacket, offering a refined and classy topwear. 

Pants: A pair of relaxed-toned jeans balance out the bold look of the topwear, making the outfit offer a perfectly balanced look. 

Footwear: A pair of Converse in laid-back hues complete the outfit, adding an element of comfort to it. 

A cool look with a denim jacket.
@bluecollarprep

9. Casual Blazer 

Offer the perfect blend of relaxedness and exclusiveness with a casual blazer. Pair the blazer with jeans or dress pants for a versatile outfit, certain to stand out.

Shirt: A white shirt topped with a casual blazer in bright hues, offering a lively topwear. 

Pants: A pair of jeans in a distinctive tone completes the outfit, presenting a bold and chic look that is perfect to be opted for a first date. 

A classic look with a casual blazer.
@whatmyboyfriendwore

10. V-Neck Sweater 

With the classic look of a V-neck sweater, offer a style that is certain to stand out. Pair the sweater with jeans or pants and complete the look with sneakers or loafers for an elevated attire.

Shirt: A V-neck sweater in bright tones, offering a relaxed and calm topwear.

Pants: A pair of dress pants in a bright tone complete the outfit, maintaining a bright and lively attire.

Footwear: A pair of loafers in dark tones complete the outfit, balancing out its lively shades.

A refined look with a V-neck sweater.
@julianpiket

11. Bomber Jacket

With the chic and refined look of a bomber jacket, present a look that is certain to make a bold statement. Pair the jacket with dress pants or jeans and complete the look with sneakers or running shoes.

Shirt: A white shirt topped with a patterned bomber jacket, offering a balanced topwear.

Pants: A pair of dark-shaded slim-fit jeans complete the outfit, complementing the similarly shaded bomber jacket.

Footwear: A pair of dark-shaded boots uplift the outfit with perfection, making it more chic and stylish.

A refined look with a bomber jacket.
@iamrohitdhawan

12. Bohemian-Inspired Shirt

With the visually appealing look of a Bohemian-inspired shirt, present a bold and edgy look with unmatched perfection. Pair the shirt with jeans or pants and complete the striking outfit with boots or sneakers.

Shirt: A Bohemian-inspired shirt, presenting a chic and visually appealing look.

Pants: A pair of dress pants in khaki tones balance out the patterned and bold look of the Bohemian-inspired shirt with perfection. 

Footwear: A pair of dark-shaded boots complete the outfit, uplifting it like none other.

A classic look with a Bohemian shirt.
@sudhin_sasikumar

13. Hoodie and Jeans

With the relaxed yet refined look of hoodie with jeans, present a contemporary style. Pair the classic combination of these two with sneakers or running shoes for an outfit that is certain to stand out.

Shirt: An oversized hoodie in bright tones, offering an elegant and classy look with perfection.

Pants: A pair of denim jeans balances out the bright hues of the topwear, making it more refined and polished.

Footwear: A pair of white running shoes complete the outfit, complementing the similar-toned hoodie with unmatched beauty. 

A classic look with a hoodie and jeans.
@stolch.official

14. Knit Shirt

Offer a casual yet refined look with reflection for the special day with a knit shirt. Pair the shirt with pants or jeans and complete the sophisticated attire with sneakers or running shoes. 

Shirt: A short-sleeve knit shirt in bold yet refined tones, offering a versatile topwear. 

Pants: A pair of baggy denim jeans complement the look of the knit shirt with beauty, making it more appealing and eye-catching. 

Footwear: A pair of white running shoes complete the outfit, adding an element of comfort and refinement to it. 

A classy look with a knit shirt.
@aditya.baraiya

15. Casual Shirt and Tailored Shorts

For a casual yet smart look, go for a relaxed shirt and pair it with tailored shorts for a sleek outfit. The combination of these two offers the perfect look for the first date, maintaining the perfect balance between casualness and refinement.

Shirt: A bright button-down casual shirt, offering elegance and sophistication.

Shorts: A pair of tailored shorts in khaki tones balance out the bright hues of the casual shirt with beauty.

Footwear: A pair of white running shoes uplift the outfit with perfection and class.

A refined look with a casual shirt and shorts.
@aditya.baraiya

16. Sweater Turtleneck

With the contemporary look of a versatile sweater turtleneck, present the perfect look for the first date. Pair the turtleneck with jeans or dress pants for a complete elevated attire.

Shirt: A sweater turtleneck in calm tones, offering a sophisticated and elegant topwear.

Pants: A pair of dark-shaded jeans balance out the elegant look of the topwear like none other.

Footwear: A pair of dark-shaded Chelsea boots complete the outfit, making it an ideal fit for a first date.

A classy look with a sweater turtleneck.
@golden.of.fashion

17. Lightweight Cardigan

With a lightweight cardigan, present a relaxed and laidback style with perfection. Go for a layered look with a cardigan and pair it with pants or trousers for an uplifted appearance.

Shirt: A bright tee topped with a lightweight cardigan in calm tones, presenting a peaceful topwear.

Pants: A pair of relaxed-fit trousers balance out the light hues of the topwear with perfection, making it more sleek and refined.

A classic look with a cardigan.
@astylesetman

18. Casual Vest 

With a casual vest, present a relaxed yet refined outfit with class and beauty. Pair the vest with dress pants or trousers for an elegant finish.

Shirt: A casual vest in neutral tones, presenting a refined topwear.

Pants: A pair of matching trousers complement the similarly toned vest with unmatched beauty.

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

A refined look with a casual vest.
@two.clothes.brand

19. Shirt and Drawstring Pants

With the classic combination of a shirt and drawstring pants, present a relaxed yet refined appearance with perfection and beauty. Pair the outfit with sneakers or running shoes for added comfort and elegance. 

Shirt: A plain bright shirt, offering a sophisticated yet refined topwear.

Pants: A pair of bold-shaded drawstring pants balance out the bright hues of the topwear with perfection.

Footwear:  A pair of running shoes in bright tones complete the outfit, adding a comfy touch to it.

A classic look with a shirt and drawstring pants.
@aditya.baraiya

20. Sweatshirt 

With the classy yet relaxed look of a sweatshirt, offer a contemporary yet casual look with class. Pair a sweatshirt with joggers or pants, and complete the outfit with sneakers or running shoes.

Shirt: A sweatshirt in relaxed and calm tones, offering a cool yet elegant topwear.

Pants: A pair of dark-shaded pants balance out the calm hues of the topwear with beauty and class. 

Footwear: A pair of bright running shoes complete the outfit, providing comfort and freedom of movement.

A classic look with a sweatshirt.
@mdm_for_men

21. Linen Shirt 

For a comfortable and breathable look, go for a linen shirt that is perfect to be styled for the scorching heat of summer. Pair the shirt with linen pants or shorts for a complete relaxed outfit. 

Shirt: A bright Henley linen shirt, offering the perfect summer look that can also be opted for first date.

Pants: A pair of bold-shaded pants balance out the bright hues of the linen shirt with unmatched perfection.

Footwear: A pair of loafers in a sleek tone complete the outfit, adding a refined and polished touch to it.

A refined look with a linen shirt.
@whatmyboyfriendwore

22. Plaid Shirt and Denim Shorts

Offer an exciting and appealing look by opting for a plaid shirt. Pair the plaid shirt with shorts or jeans and complete the fashionable look with sneakers or running shoes.

Shirt: A plaid shirt in bright tones, offering a cool and classy appearance.

Pants: A pair of denim shorts balances out the bright and patterned look of the topwear, adding to its elegance and chicness.

Footwear: A pair of white running shoes perfectly uplift the outfit, making it suitable for casual settings.

A classic look with a plaid shirt and shorts.
@at.sol

23. Striped Shirt and Jeans

With the appealing and exciting look of a striped tee, offer an outfit that is sure to grab attention. Pair the striped tee with jeans or pants, and complete the outfit with sneakers or running shoes.

Shirt: A striped shirt in dark shades, offering a contemporary and versatile appearance.

Pants: A pair of light-wash jeans balance out the dark look of the striped shirt with elegance.

Footwear: A pair of clean white sneakers complete the outfit, adding comfort and freedom of movement to it.

A classy look with a striped tee and jeans.
@pinstripe_clothing

24. Tank Top and Pants

With the cool and laid-back look of a tank top, offer a smart outfit for the first date, leaving a lasting impression. Pair the top with jeans or pants and complete the look with sneakers or boots for added chicness and style.

Shirt: A tank top in dark shades, offering a sleek and modern style with perfection.

Pants: A pair of jeans in dark shades, presenting a cool and polished look like none other. 

Footwear: A pair of clean white sneakers complete the outfit with elegance and sophistication.

A classy look with a tank top and pants.
@xavicorrial

25. Baseball Jersey and Jeans

Offer a sporty look with perfection for the first date with perfection with a baseball jersey. Pair the jersey with jeans or pants and complete the carefree outfit with sneakers or boots.

Shirt: A bright tee topped with a jersey in bold hues, presenting a modern and sleek topwear.

Pants: A pair of distressed baggy jeans balance out the bold look of the jersey, making the outfit more refined.

Footwear: A pair of suede boots complete the outfit, adding an elegant touch to it.

A refined look with a baseball jersey.
@leaguefits

26. Casual Knit Sweater and Chinos

With a casual knit sweater and chinos, offer the classiest combination known to the world of fashion. Pair the attire with sneakers or loafers for added elegance and sophistication.

Shirt: A crisp collar shirt topped with a knit sweater in dark tones, presenting a bold and classy topwear.

Pants: A pair of chinos in bright tones balance out the dark look of the topwear, making it more appealing and eye-catching.

Footwear: A pair of sneakers in similar shades as the sweater, presenting a harmonious appearance.

A refined look with a casual knit sweater.
@blazers_and_buttondowns

27. Knit Polo

With the smart and refined look of a knit polo, offer a classy attire, perfect for a first date. Pair the polo with pants or jeans for a classy attire that is certain to grab attention.

Shirt: A knit polo in neutral tones, presenting the perfect blend of comfort and style.

Pants: A pair of bright pants complete the look, adding a lively and striking appearance to it with perfection.

Footwear: A pair of tassel loafers in dark tones balance out the bright and neutral look of the outfit with class.

A classic look with a knit polo.
@chadhaupt_

28. Striped Button-down 

Present an exciting and visually appealing look for the first date with a striped button-down. Pair the shirt with pants or jeans and complete the outfit with sneakers for added elegance.

Shirt: A striped button-down in bright shades, presenting a bold yet sophisticated topwear.

Pants: A pair of neutral-toned chinos balance out the bright hues of the topwear with beauty.

Footwear: A pair of clean white sneakers add a comfy and convenient touch to the overall outfit. 

A refined look with a striped button-down.
@chadhaupt_

29. Puffer Jacket and Joggers

With a puffer jacket paired with joggers, offer a contemporary and timeless appearance. The warm and cozy texture of a puffer jacket makes it perfect to be styled for the colder months of the year.

Shirt: A dark-shaded shirt topped with a puffer jacket in dark tones, offering a harmonious topwear.

Pants: A pair of dark-shaded jeans complete the outfit, maintaining an overall dark outfit.

Footwear: A pair of clean white sneakers complete the outfit, adding a bright and lively touch to it.

A classic look with a puffer jacket with joggers.
@uixmax

30. Leather Jacket

Offer a rebellious and edgy look with a leather jacket. Go for a layered look with the leather jacket and make it certain to offer a classy look. 

Shirt: A white shirt topped with a leather jacket in dark shades, offering a contrasting yet balanced topwear. 

Pants: A pair of slim-fit dark-shaded jeans complement the similar-hued leather jacket with class and perfection.

Footwear: A pair of Chelsea boots in dark tones complete the outfit, maintaining an overall dark-shaded attire with elegance.

A classy look with a leather jacket.
@chadhaupt_

31. Long Sleeve Polo

The distinctive and classy look of a long-sleeved polo is perfect to be paired with jeans or pants. Complete the refined and classy look with sneakers or loafers for an elevated attire.

Shirt: A long sleeve polo shirt, presenting a unique and distinctive style like none other.

Pants: A pair of dark dress pants add a modern and trendy look to the outfit, making it bold and flawless.

Footwear: A pair of dark tassel loafers complete the outfit, complementing the similarly shaded dress pants with class and beauty.

A refined look with a long sleeve polo shirt.
@chadhaupt_

32. Monochromatic Ensemble

With a monochromatic ensemble, present a chic and bold outfit certain to make a bold statement. Pair the monochromatic look with suitable footwear like Oxfords or sneakers for a complete classy look.  

Shirt: A black button-down, offering a sleek and stylish topwear. 

Pants: A pair of black dress pants complement the similarly-shaded topwear with perfection.

Footwear: A pair of loafers in dark tones complete the outfit, adding a refined and polished touch to it.

A classic look with a monochromatic outfit.
@suitpage

Conclusion

Dressing for a casual date is all about striking the perfect balance between sophistication and style. From a classic button-down with chinos to a carefree tank top, opt for a style that complements any occasion and your personal style the best. With this guide, present the casual look you feel the most confident in, spicing up the fashion game like a pro! 

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