im getting so annoyed and weirded out by this. first i caught him wearing my sports bra and now this
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Trying on or wearing? Probably take him shopping & get him his own.

Take him shopping to get his own!

Yeah that’s weird and in some cases a precursor to other strange behaviour, like having an attraction to you or other deviant behaviour (not to alarm you, it’s just something I’ve seen at work), so I’d get to the bottom of where this behaviour is coming from, is it just exploration or something that needs outside help.

I would just flat out ask him which ones he wants and go get him some of his own. Yall should go out to eat after and have a talk about what/who he wants to be in life! Ask him how he’s feeling and things like that!

Incog,
It sounds like some exploration. I would just offer to get him whatever makes him feel comfortable! Most of the time, young teens are just figuring out what they like/who they are. Try to be as supportive as you can, while also setting boundaries for your own things!

Take him to a therapist so he can comfortably explain why he wants to do this and just take him to buy his own with no judgement; make it fun

Sit down and talk to him and ask him why is doing this. Don’t judge or criticise just try to understand what’s going on. Let him know he’s not in trouble but you want to understand.
It is okay to say you don’t want him wearing your clothes.
It could be curiosity, experimentation or any number of things.

What is his reasons as to why?

Oh my good god people, get a grip y’all. . 1. Agree ! It’s a piece of cloth. Whoop de doo. A lot of women’s undergarments feel nice against the skin, silk, satin, etc. Men’s underwear (certainly teen boy’s underwear), is cotton. Some people are just tactile people. Or have skin sensitivities. 2. Just because he’s wearing women’s underwear DOESN’T mean a thing about who he is, nor does it say anything about who he is inside. This will probably come as a surprise to many of you all, but there are plenty of drag queen’s out there, who DON’T want to be women!!! Do you know that in our history, it used to be VERY common for boys to wear dresses (men in Ireland/Scotland still wear ‘skirts.’ They’re called kilts. Men (very ‘manly’ men at that (such as Brad Pitt) have even begun wearing skirts on the red carpet! Will Smith’s son (I want to say Jaden… 🤔) has as well. It also used to be very common for men to wear makeup as well. In fact, the most noble among the men were the ones(contd.)

who wore the makeup. Society for some weird af reason, has decided that men are no longer allowed to do these things. Why are women the only one’s who get to accentuate our best facial features to look the best they can? My son has the most AMAZING eyelashes and I KNOW that his eyes would just be absolutely STUNNING were he to put on a little mascara. When I let my 2 daughters play dress up/put on makeup, I always invite my son to join in if he would like to do so.
It’s black goop on eyelashes. It says absolutely ZILCH about who he is inside and if that matches, or not, or what gender he is attracted to (not that it would matter one damn bit, even it did! He would still be the same amazing, wonderful child that I brought into this world. You have NO IDEA what the future holds for him. Cracking the whip simply because he put on a soft piece of clothing, you will lose all trust with him. He will stop coming to you for advice, for help, for comfort. He will stop seeing you as (contd.)

his soft place to land, a safe place to come when he is struggling. You really want to lose all of those precious moments with your child, all over (the only thing currently going on), him wearing some ‘panties’ instead of ‘underwear.’ What an insanely high cost. That would be one hell of a price to pay it seems to me. All over, as far as you know,
a piece of cloth. How utterly ridiculous.

my friends and I used to buy boys boxers for our sleepovers to wear. They were cute and comfortable and matched! Does that mean I was trying to be a boy or cause for concern? Of course not.
Since he is a boy, even one is quick to say shit. Because girls can like boy things but boys shouldn’t like girl things. We should all stop and examine why this is.

Lord yall are taking this soooo out of proportion ! All she is saying is her gay son ( she confirmed this in one of her comments) is wearing her panties and she doesn’t like it!!!! Sitting here telling her that she’s wrong for feeling that way and that she’s gonna ruin the relationship she has with him insane! Sharing panties is for one unsanitary so all she doing is asking how to approach him! Whew ! Yall gotta calm down sometimes!

Get him his own lol

Buy him his own underwear and tell him to not touch yours again.