I am a 14 year old boy and I have worn boxers my whole life. They are starting to get really uncomfortable and I am thinking of changing to briefs, should I? How do I ask my mom for them, buying them my self is not an option? Also I do not like boxer briefs.
Next time you go shopping with your mom just go and get a pack of briefs from the shelf. If she says something just say "I wanna try these ones out. They seem like they would be more comfortable" I'm pretty sure that your mom won't care. My mom didn't care when I asked to switch to briefs.