Answer (1 of 8): Seems like the problem of a small penis compared with underwear size. Wear something tighter for undies
Why does everyone stare at my penis when I'm wearing gym shorts or sweatpants on the street? - Quora
The Nike Pro Shorts are versatile and extremely comfortable
Genital Numbness 3 Possible Causes for Penis or Vagina Numbness
How to tuck my penis in my boxers so it isn't poking out in every pair of pants I own - Quora
Is it acceptable to wear sweat shorts with no underwear? I have a super comfortable pair but they basically show my penis? I normally don't think about it but got a few
7 Underwear Options to Finally Contain Jon Hamm's Penis
Buy Separatec Men's Dual Pouch Underwear Comfort Soft Premium Cotton Modal Blend Boxer Briefs 3 Pack and other Boxer Briefs at . Our wide
Separatec Men's Dual Pouch Underwear Comfort Soft Premium Cotton Modal Blend Boxer Briefs 3 Pack
How to prevent my penis from going numb when riding a bike, Pedal Chile
Why does everyone stare at my penis when I'm wearing gym shorts or sweatpants on the street? - Quora
What underwear do you wear? : r/mensfashion
When wearing shorts with liners, should you wear an underwear with them? - Quora