Men’s Cheeky Boyshorts & Trunks

More back shape than a brief, with a shorter, cheekier cut

Cheeky boyshorts and trunks give you a close fit with more back coverage than a thong and less length than a traditional boxer brief. The silhouette follows the hips, frames the seat and stays compact beneath fitted clothing.

The names can overlap, so focus on the product details. A trunk usually has a square-cut front and a short leg. A boyshort sits low on the hips and may curve higher at the back or sides for a more revealing finish. Cheeky versions reduce back coverage further to emphasize shape without moving all the way to a thong.

Look at rise, inseam and pouch construction before choosing. A contoured pouch adds room and support in front, while stretch microfiber creates a smooth everyday fit. Mesh, sheer panels and cutouts make the same basic shape more expressive. The waistband should lie flat and the leg openings should follow the body without rolling or pinching. Use the product-specific size chart and select the larger size if you are between measurements.

Our Justin+Simon, MaleBasics, MOB Eroticwear and DNGEON designs are developed by our team and made in our factory in Colombia. Other labels are identified on each product page. For less back coverage, explore men’s thongs; for a lower-rise brief shape, browse men’s bikini underwear.