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My First Time

I was 11 , home alone and bored. I have an older sister who was 14 at the time so i went into her room to look for some books to read and i saw her underwear everywhere. I picked up if i remember a pair of pink panties with lil blue flowers on them and had the urge to take off my boy clothes and put them on. When I looked in the mirror and saw how wonderful they looked I was hooked. I then put on one of her bras and I knew then that this was meant to be. I spent the rest of the day just trying on as many of her clothes as I could!!! I haven't looked back.
brentteenboy69 brentteenboy69 18-21, M 16 Responses Aug 5, 2012

Your Response


Unfortunately I do not have a sister. I think I was influenced by my mother's underwear

add me ;)

Did your sister ever catch you in her panties?

hi there honey ... would you like to add me ?

Yes get your own undies at a discount store like Walmart. You can get skirts and dresses practically new at thrift stores like Goodwill or Salvation Army Stores for about a dollar each and up.

That's not surprising, Brent. Hopefully you have your own lingerie and clothes now instead of borrowing your older sister's. ;-)

Sounds similar to my experience. Id love to know more if you are willing to.share.

Welcome to the group . . . your membership card is in the mail. . .LOL

I tried to add you but it wouldn't let me;(

Be who you want to be. [:

Excellent and very astute comment!

For me it was my mother's lingerie, panties, bra and garter belt. :D

Sounds like you had lots of fun and IT IS.

Fabulous sweetie<br />
Hugs<br />

Oh that is so much fun! I started with my sisters panties too.

haha yes the first time always seems like the start to something big

Good for you! But hopefully you are getting your own lingerie and clothes now and don't have to rely on "borrowing" from your sister.