>>694770813
Post pics

>>694771048
This

>>694770813
You know what's funny, traps have really good slutty outfit ideas. My gf has like 3 insanely slutty outfits that were inspired by traps

>>694770813
More?

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>>694771048
>This is me wearing one of my sisters dresses
>Yes everything from head to toe is hers
>she did not know about this one but my mom took the pic

I tried it few times. Shaved my legs and shit and put stockings on.
It felt so fucking good, probably the best faps of my life.

But my body hair grows back way too fucking fast to make this into regular kink.

>>694771408
No way. Better pic of the shoes?

>>694771408
Your mother knows?
Please do tell how this happened.

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>>694771408
>that
>a guy
You have an unique baiting style

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> this is me during my school years before i had a good wig I would use Photoshop to put hair on me.
>I was home schooled btw

>>694771408
Have anymore?

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>>694770813
Yes and fuck yes.

>>694771783
>home schooled

Then why bother dressing up?

>>694771857
>not wearing stockings

What's wrong with you faggot?

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>this is another

> growing up I wanted to dress like a girl and so after sometime around 12 years old I asked my mom if she could dress me like a girl for halloween

> she would help me dress ever since

>>694772401
Is this just a fantasy or real?
Did you ever do anything sexual with her?

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>>694772401
Does she like doing it, anon?

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>>694771949

I would dress as a girl when I got done with school if i did all my work and got good grades

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>>694772595
no way, she would just help me and let me dress pretty

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Dressed In Sisters Dance Recital Outfit

yes, and also right now.

you are lucky anon, if only i hadnt been so secretive about it as a kid...

>>694772831
Got good grades?
>homeschooled
Got good grades.

Was your mom your teacher?
it seems like it would be a lot hotter if you were forced to dress as a girl as punishment for being naughty in class.

>>694773206
See, that's what I mean. >>694771299
I would love to get her in this exact outfit, only with different shoes

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>>694773277
>wearing girls clothes in my sisters room

Yes my mom was my teacher, I wish that was the case but it was more.

"if you do good this week I will let you dress as a girl this weekend"

It was just our little thing, my sisters later on helped out a bit

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Lovely

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>my sisters Christmas dress sitting in front of our tree

>>694773630
tfw i told my sister too late.
fuck me

>>694773206
There is no way a guy can be this cute

>>694773630
This sounds too much like a fetish to be real

Greentext stories

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>Here is a post card I made a few years ago

>>694771857
This pic and the first are super hot.
So do you date guys?

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>>694774704
nope its real

>>694774890
This

>>694775254
Greentext a hot story pls

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>>694774890

hey i can be cute to

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Here is me wearing on of my sisters wedding dresses!

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>>694774818
Fuckin' hot keep 'em coming!

yea i do it a lot
well.. i dont dress AS a girl so much. i just wear sexy shit and it looks better on me than it does on girls

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More of me wearing my sisters dance outfit

I can try and post some green text story's if you want

fuckin idiots

https://www.youtube.com/watch?v=rx16CLs3lak

>>694771408
Cuck societies...

>>694775809
Let's see that you pussy then!!

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>>694776613
that is a hijacked you tube, i do not have a channel anymore

>>694776924
The images you post are from different sources and are named as websites would name them.

do you seriously get off on pretending to be a crossdresser?

>>694770813
i only put on pantyhose here and there when fapping - else i never do anything like it

just like the feel and function somehow

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Yes.
Yes.
1/4

>>694770813
sauzce
http://ow.
ly/ZL1z302f7OP

>>694776924
Your face scream *My name is dylan and i'm a faggot*

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Have an butt.

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Of course, since I've been doing it for years, I took it to another level.
I'm even locked right now.

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A delicious angle.
I realise I didn't do 2/4 or 3/4 for the other images. Oh well.
Please make a mess to my body.

>>694777463
Nothing exciting about it if you hold the key.

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>>694770813
Test

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CD BREAD

>>694777075
yeah i don't have them on my pc anymore so I have been getting them off Pintrest

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I wish I was one

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>>694777593
X2

>>694777746
Sextuplets?? Or

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>>694777656
Stop bullshitting.

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If you look for Britney Smith you will find more. I plan on putting up some other site soon. I have not had time to dress anymore

> Yes my mom did and likes me dressing like a girl and she would pick out my clothes at times. No this is not a fanticy but it is fun showing you all

>>694770813
i used to dress up in my step-sister's clothes sometimes as a kid/teen. one time when i was like 13 we were playing truth or dare with her friend and they made me put on a dress and they did my makeup. they laughed at me and called me gay for getting a boner

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>>694777587
At the time of that photoshoot, I didn't have the keycode. Someone who lived approximately 1400 miles away did. Across an ocean, basically. That person also knows the new code to this new lockup. I do not. It is thrilling.

Leaving this thread with a maid picture.

>>694777645
cute, would lock in chastity

>>694770813
i did when i was younger but now i have 3 roommates, all dudes, and i'd be too afraid of them catching me in the act or finding my girl clothes and makeup. i'll start doing it again once i get my own place

>>694777463
I would like to see more of this chastity. But with your face too.
Yes??

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this is 17 year old Britney Smith and her dresses

i was dressed as a girl from age 8 to 18 weekends and evening sometimes
we would go camping with others that dressed like this (groups ranging up to 500 sometimes but usually about 100 or less) i was one of the only kids at these events but most of the men dressed like females too
sometimes my mom would take me out of school and dress me like a girl and take me to other schools where we would give demos on our club
left home at 18 but often my mom would order me to participate in the club again up till i was 29 and it finally stopped

I love dressing up as a girl. I like using my moms thongs and my sisters dresses. Sometimes I use the thongs in public. Put them over my pants, and head out.

I also love to use the leggings my sister has. They are so amazing. Now I know why women wear them all the time.

>>694779255
Red dress is best

>>694779481
can you show us some of your thongs? i really dream about wearing a thong in public

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>>694779489
> this is another photo of Britney dressed for a wedding i think

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it would be so much fun if my mom would dress me up as a girl

>>694780254
I would make sweet love to her for a solid 3 mins

>>694774376
why can't you be a girl - damnit

roughly when were these pictures taken? they look a bit 90ish i think

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>>694780571
not that long ago I was around 19 at the time

>this is a prom dress that my mom got me, I was around 19 as well. I was going to collage when this was taken

I like to wearing like girls, this is my secret hobby (mom propably know but she won't tell it me)