First of all, I want you to realize that there is nothing “wrong” with you as long as it doesn’t interfere with your normal life. J Edgar Hoover was a very famous and influential director of the FBI and it is reported that he was engaged in cross-dressing his entire life. So as long as it doesn’t keep you from getting done what needs to be done I would not worry about it.
And cross dressing does not mean you are gay either. Although I don’t see anything wrong with being gay, I just want to point out that the two are not directly related.
Considering this, you have to ask yourself WHY you want to tell your parents. If you are looking for support you may not get it. Don’t bother. Seek support from people with similar desires. It depends on the parents. If you are looking for HELP, that’s another issue. Then you just gather up the guts and spurt it out in one sentence “Mom, I have a problem with liking women’s clothing and I like to dress up in them and I want you to find me someone who can help me get over it.” From there it will take a life of it’s own but at least it will give your mother a chance to realize you want to change this without her having to grope around with the problem of hurting y our feelings if she were to suggest that you get help.
AT YOUR AGE, you are very interested in experimenting with women’s clothing; they may give you a feeling of arousal, the smoothness of the panties touching your body etc… This is a minor act of TRANSVESTISM; one sex wearing the clothing of the opposite sex. Many men do it as do women. It does NOT define your sexuality! Since you are young and you are experimenting with just wearing panties, why do you feel the need to tell your parents? It could just be a phase you are going through, and you are not doing anything horrible. As long as you are not stealing panties from stores, (could be VERY embarrassing if you get caught), or anything else illegal, why not just enjoy wearing the panties and see what happens over time. No one can see them, so they can’t judge you. Lying to your parents and not telling your parents something that is very personal to you is not the same. If your parents ASK you if you are wearing panties, you shouldn’t lie, as this leads to distrust. HOWEVER, not VOLUNTEERING the fact that you are wearing panties, is NOT lying. Take it slow and see what develops. Some boys and young men are sexually aroused by wearing panties, and for a while may masturbate with panties on. Some guys get it out of their systems and get bored with it, and it’s over. Others may really enjoy it and want to progress to wearing women’s outer clothing, high heels and make-up. If you progress to that point where you can no longer keep it private, you may want to speak to your parents about it, or another trusted adult in your life. KEEP IN mind that while you are wearing panties, there is a slight chance that it could be exposed, like if you are hurt or in an accident and have to go to the emergency room and have your clothes removed or even if a male friend decides to “PANTS” you (sneak up behind you and pull down your outer pants), there is that possibility, although rare, that you could be publicly humiliated. Keep that in mind. Maybe just wear the panties when you are home or out by yourself to avoid a very embarrassing situation. GOOGLE “transvestite” or “transvestism” and read a little about the practice of “cross-dressing”. You may get some insight that will help you with this. I hope I’ve helped you. Good Luck Buddy! <<>>
Why do you feel you have to tell them? This is a personal choice and it’s no big deal. No one can see them but you and let’s face it they are more comfortable then men’s. There are men’s briefs and boxers that are made of the same material as the ladies, cotton, satin and lycra, maybe you can find some pairs in a upscale department store. A lot of dads don’t like to hear these things because of the femininity of the issue. If you must, just be honest with them and tell them why you like to wear them. If they aren’t uptight then it really shouldn’t matter.