Briefs
Whatever he's comfortable in.
You should make a list of the pros and cons, plus why you want to wear girls underwear. As a 12 year old boy, you will need to make your mom understand why you do not want to wear boys underwear.
Of course it is. In fact, a 14 year old should wear underwear or panties. They support the rear and also shape them up so they do not become rather, well, saggy. So, yes, it is very much okay for a 14 year old to wear underwear or panties.
If the 12-year-old is fine with it himself/herself, then yes. But be aware of the infections and deceises it might come with it. A 12-year-old should not be forced to not wear underwear, as most people feel more secure when wearing underwear. Do not take that secure feeling away.
i am an eight year old boy and i only wear pants to school.
Don't wear underwear.
make them wear "goodnight" pull up underwear and not let them wear big girl or boy underwear until it stops
A 13-year-old boy should not wear a thong. Instead, he can try wearing boxer briefs or briefs with his skinny jeans to avoid bunching up. Look for styles that fit snugly and have a low profile to minimize visibility under the jeans.
Not all teenage boys cross dress. But, curiosity is the usual reason.
You could tell your dad you are a transsexual or you have a gender identity disorder. However, he may get angry or send you to therapy. This may not be worth being able to wear girls underwear.
If you like to do that you are probally gaye. I advise talking to your family and maybe going to a therapist.
No! Kevin is too old to wear flower underwear. Besides, flowers are girly.