I move into a new house with my family
And I go to my room that pretty big
With carpet
And I get a excited
Because I haven't had my own room in a while
Me I get on my bed tired and I take a nap
I wake up and it's already night and
Everyone downstairs has already gone to sleep
So I'm the only one awake
And I get a little kinky and horny
From being alone and I start to masterbate
So I take my pants off and underwear
While I try to look for a video
To watch while I masterbate
I stumble across this thing called "crossdressing"
I look into it and I see it's where boys like me
Try on and wear girl clothes
I think it's weird because I never seen Anything like this
So I just masterbate to a normal pornhub video and cum
The next day i go to a clothe store with my family
My dad hands me money to buy my clothes while they look somewhere else
I head over to the boys section to find something to buy
When I pass some tight leggings,tight shirts,skirts,and some sports bras and panties
I think about what I saw last night where
Boys are wearing girls clothes
And I keep thinking about it and I can't keep it out of my head so I grab tight leggings,a tight shirt,a skirt,and a pair of sports bras and panties
I try to avoid everyone and I head over to the changing room as soon as possible
I look at my self In the mirror determined to do it
I start taking off my normal clothes
Till I'm completely naked
I start with putting in these cute panties I found
Then I put on the tight leggings
After that the skirt
Then I put on the sports bra
And finally the shirt
I take a look in the mirror and I realize
That I look cute and one more thing
I somehow got a boner from looking at myself
I take a lift my skirt to take a look under it
And I have a small boner and some pre-cum
Is out
I look at the time and I go to change back to my normal clothes
When I realize that I left my normal clothes
Out side in the carts and I was kinda horny
So I got naked outside to take a risk
And I left my clothes out there
So I finally realize I have to go get my clothes back
So I go out in the girls clothes and as soon as I each for my normal clothes
A store clerk spots me and comes over to me
I suddenly eat really embarrassed
And I beg her to not tell anyone
She tells me it's fine and that people around my age
Like to explore like this
And that's when she asks me if I do anal play because if I do she has suggestions
I tell her I don't know what that is and she tells meto look it up when I'm home alone or at night
I tell her okay and I head to change back and after that head over to the car
I was really bummed out that I couldn't buy the girls clothes but I said there's always next time when I'm alone
When I head home I go to my room and wait till it gets dark
When everyone is asleep, I look up what anal play is
What I found was a bunch of boys like me with a dildo In their butthole
I think to myself
"I thought only girls could do that"
Some of the boys were dressed up in girls clothes to
That's when I get the sudden urge to try on girls clothes again and try anal play
I remember that I couldn't buy any
But I also remember that my mom and sister keep their clothes in the bathroom
Some used and some washed
Also since I have no dildo, there is a hairbrush in there that is kinda curvy that I could use as a replacement
I sneak to the bathroom and I close the door and lock it
I see that their clothes are on the washing machine
But I realize it's only used ones so I have no choice but to use those
I look around for some clothes and I found these cute pink smooth panties with a small ribbon in the front
And I found a sports bra
I look around for the weirdly shaped hairbrush that they use daily and I see it and grab it
I head to my room as quite as possible
When I get in there I start getting naked
And I start putting on the used panties and sports bra
After that I pull up a video of the boy around my age with a dildo In him
I realize that he has the dildo is on the ground and he's sitting on the ground in a praying like position and his legs are open
He is also moving only his butt up and down so the dildo can move inside him
The boy is moaning a lot and he seems to like it
But since it was o lay my first time
I look up a video
On how to play with myself with my butt
It says that I have to get used to it first
And to use my fingers
So I get against the wall on my knees
And I stick my butt out
And slide the panties a little to the left
So they are still on and I can stick my fingers in
I start off with one finger and it feels weird at first
But I start moving it in and out
Like the video says to
After a while I move onto two fingers
And that's when it starts making me feel weird
And I have a lot of pre-cum and so I move on to three finger and I'm starting to breath harder and it's starting to feel good
After a while of fingering myself
The person in the video pulls out a dildo
He lays it on the ground and starts moving up and down
I put my face on the carpet ground and stick my butt up into the air
I spit on the brush to act as lube
And I press the brush up against my butt
I start going in slowly
Like one inch got in me and I started to feel weird again
And I accidentally get scared and the whole brush goes in me by accident
I let out a loud moan
I hope my mom and dad don't wake up
I wait a little while
And I start taking it out and it just feels amazing
I slowly make the brush go in and out
I start to build up speed and I'm trying my best to hold I'm my moans
But a couple slip out
I feel this weird spot in my butt
When ever I press against it
I feel amazing
So I start hitting it with the brush
And by that point I can't hold in my moans
I start moaning loudly
And I suddenly start cumming
I let out a loud moan and when I do I hear foot steps coming toward my room
So I take the brush and run to my bed
With all my moms and sisters clothes on
I hide under the blankets with just my head out
And my dad walks in and says he heard loud noises in here and said if I was alright
I tell him yeah and lucky he leaves and doesn't notice what I'm wearing
I decided that I was going to sleep In girls clothes
So the next morning I wake up and change to my normal clothes
And then I realize that nobody is home and
That I'm here alone
So lewd thoughts come rushing into my head
And so I put my girl clothes back on and take the brush with me downstairs to the living room couch
When I do that I realize my friend is calling me so
I pick up and he says he wants to come over and I told him sure because I thought I had plenty of time
To fuck myself with the brush and crossdress
So once i hang up
I put my legs up and I'm sitting down in the couch
I slide my panties a little to the left so I can get to my butthole
I spit on my finger and I rub it near the entrance into my butthole
Then I stick it in And since I'm home alone
I start moaning like crazy
After a while of fingering myself I get the brush and I start fucking myself with it
I start moaning really loudly and you can hear the brush every time it goes in my butt
Suddenly I start cumming and let out a really loud and feminine moan
When suddenly the front door opens and I realize my friend is here
And he just caught me fucking myself and u start to test up and I cling to him telling him not to tell anybody
When suddenly he grabs my ass and tells me I have nice panties on
He then slides my panties to the left and sticks a finger in my butthole
I start moaning because he keeps moving inside me
He then grabs me picks me up and bends me over on the couch
I hear him unzip his pants then he starts rubbing his penis near my butthole
Suddenly he sticks his penis in me and I let out moans like crazy
He starts moving inside me and he starts calling he a slut and a cum whore
And he flips he around so my back is laying on the couch and my knees are near my face
Then we start making out while he fucks me
I tell him I'm about to cum and he says he is to
So I say let's cum together
Then I feel his hot warm cum rushing inside of me
And my cum going all over me
He then leaves and I'm to tired to move from how he fucked me
So I stayed like that for a while till I got the energy to go to my room
And of course after that we kept on fucking