When was the last time you made a major change in underwear style?

I’m thinking of making a change.

Got to be at least 15 years

Started buying some big billowy boxers but only to sleep in. I do not like my penis flailing about in the day


I went from the type of pants with an exposed elastic waistband to the type of pants where the elastic waistband is within the seam of the pants themselves about two years ago

What transition you ponderin?


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I would like the elastic bit of my boxers to say “These are my boxers” rather than “Cavlin Klien”

Boxers to something with a gusset that’s less prone to bunching. Probably not full crotchless, but I’m keeping an open mind.

Succinct. Thank you.




  • Boxer briefs
  • Boxer shorts
  • Y fronts
  • Other
  • No fixed underwear style

0 voters

My major problem is that I’m extremely risk averse.

About 1998 - from wearing underwear to not…

Think I need to get bigger boxers as my left ball often falls out the side and I don’t want anything that contains them too much. Free, but not too free. Thanks for reading

xylo’s going to be furious with you

wearing yfront esque pants as a kid to boxers as a 11/12 year old

Switched from boxer shorts to boxer briefs in January 2018.

Quick question for the changers. Wholesale change or gradual process?


Made a wholesale change from ‘slips’ to hipster boxers (tight, not baggy) about 10 years ago. Never looked back

I find boxer shorts far to unconfining. Very uncomfortable