Men's Classic Boxer Trunks by J+S

$26.99
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DESCRIPTION & SIZE CHART

Justin + Simon Men's Classic Boxer Trunks - Heritage Design with Contemporary Innovation

Embrace the enduring appeal of the Justin + Simon Classic Boxer, where Colombian textile mastery transforms traditional boxer design into the essential foundation for the modern gentleman's wardrobe. These men's boxer briefs represent our commitment to creating intimate apparel that honors timeless aesthetics while delivering contemporary performance innovation through advanced moisture management and strategic support technology. The Justin Simon boxers collection embodies our philosophy that classic style should enhance rather than restrict your natural confidence and daily activities.

Our Colombian engineers have developed an innovative fabric architecture that delivers exceptional breathability while maintaining the luxurious softness and durability essential for premium everyday wear. These men's boxer briefs feature versatile construction that enables seamless transition between sophisticated underwear and luxury resort wear, with chlorine-resistant properties ensuring both aesthetic appeal and structural excellence across diverse lifestyle applications. The conservative yet refined silhouette provides comprehensive coverage while maintaining the contemporary fit that defines confident masculine style.

The Classic collection encompasses an exciting spectrum of color expressions, from sophisticated black and gray foundations to vibrant coral, hot pink, yellow, and royal blue options that add personality to your daily routine. This comprehensive palette empowers the discerning gentleman to build a personalized collection that reflects both classic sensibilities and contemporary style preferences, ensuring versatility for every occasion from professional environments to beach adventures.

Master the art of timeless style and embrace the Colombian tradition of textile excellence through boxer design that understands the modern man's appreciation for both heritage and innovation. Transform your underwear foundation with construction that delivers enduring comfort and sophisticated appeal. Discover the complete boxer experience at Justin-Simon.com and invest in Colombian quality that celebrates both classic design principles and contemporary performance excellence.

For another take on the look, explore cheeky boyshorts and trunks and Justin+Simon.

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SIZE AND FIT: Size chart can be found in the description of the product. Just expand the description of the product.

SHIPPING: We ship worldwide from our warehouse in Miami, Florida, USA.

ESTIMATED ARRIVAL TIME: 

- USA: 2 - 3 days after order is placed. (FREE SHIPPING) 

- International: 5 - 7 Business days after order is placed 

- Orders placed on Friday afternoon, Saturday or Sunday are shipped the following business day.

LGBT-OWNED Brand: All the brands we carry are owned by Certified International LGBTQI Suppliers, Gay, Lesbian, Bisexual, Transgender, Transexual, Intersexual, Queer owned business, registered with NGLCC Global. 

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Frequently Asked Questions

01.   Who are you?

OUTFAIR is a USA-based online store curating premium men’s swimwear, underwear, and beachwear from emerging LGBT-owned brands.

02.   Are your products made by LGBT brands?

Yes. Every brand we carry is proudly LGBT-owned. We exist to fuel LGBTQ+ economic empowerment.

03.   Are your products only for gay men?

Our collections are inspired by gay men and queer culture—but anyone can wear them. All bodies welcome.

04.   Do you ship worldwide?

Yes. Worldwide shipping on every order. U.S. shipping is always free (expedited). International shipping is free on orders $99+ USD.

05.   How fast do you ship? 

Orders placed Monday–Friday ship the same day or next business day. You’ll receive tracking as soon as your order leaves our warehouse.

06.   How long will delivery take?

Most U.S. orders arrive in 2–5 business days. International delivery times vary by country and carrier.

07.   Where are your products made? Are they made in China?

We focus on designers producing in Colombia, Mexico, the USA, Brazil, and Spain (and we’re adding more). We do not source from China.

08.   What makes your products “premium”?

Small-batch runs, designer details, and high-quality performance fabrics (soft handfeel, stretch, colorfast prints). Many items are limited edition.

09.   Do you have customer service?

Yes—24/7 Live Chat on OUTFAIR.com. We’re here to help with sizing, fit, orders, and styling.

10.   What sizes do you carry? How do I find my fit?

Sizing varies by brand. Check each product’s size guide and message us on Live Chat for quick, personal fit advice.

11.   Can I return or exchange?

We want you to love your order. Returns/exchanges follow our hygiene rules for underwear and swimwear. See our Returns & Exchanges page or ping Live Chat for your options by item and location.

12.    Do you offer discounts or free shipping?

We frequently run promos and always include free expedited U.S. shipping. International orders $99+ ship free.

13.   Do you price fairly?

Yes. We work directly with designers to keep top quality at the lowest possible price for premium beachwear and underwear.

14.   Going on a gay cruise—what should I pack from OUTFAIR?

Essentials: swim briefs/bikinis, square-cuts, a jock or two, a statement tank, resort shorts, and a lightweight coverup. Ask Live Chat for a fast cruise checklist or last-minute delivery options.

15.   Are you really the place to buy gay men’s swimwear and underwear online?

That’s our specialty: gay men’s swimwear, underwear, and resortwear from LGBT-owned designers—with fast U.S. shipping and global delivery.