Danni Archer and Theodore
- 2 years ago
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Danni The Crossdresser - First Time Sissy free porn video
by - sissy debbie
This is a true story about what happened to me after graduating high
school and how I became a sissy for woman who was nearly twice as old as
me.
---------------------
The summer after my senior year of high school a neighbor asked me to
look after her house and her cat for a week while she took a trip with
some friends. Her name was Heidi and she was an attractive woman about
38 years old. She just wanted me to stop in and check on everything a
few times. I said yes and rode my bike there everyday. I'd usually hang
out on her couch and watch MTV and play with the cat for a bit and then
leave.
One day, I had an urge to go and look in her bedroom closet. I saw a
floral dress with a red belt and I pulled it out. I could not resist the
urge to try it on. It was a bit tight and I immediately got nervous
about being seen through a window by a neighbor or (worse yet) having it
rip. As I tried to unzip it I heard a noise at the door. Someone was
here! I panicked and my mouth went dry. The zipper wouldnt budge at all
- I was trapped in the dress. I heard some footsteps and then heard
Heidi say.
"Dan? Are you in my house right now? I came home early from my trip! Are
you in the back? What's going on?"
My heart started to beat right out of my chest. I heard her switch off
the TV and casually say hi to the cat. My window for any type of escape
was closing fast.
"One s-s-second!" I stammered. "I'll b-b-b-be right there."
"What are you doing back there?" she said as she started to walk down the
hall. She turned into her bedroom and froze.
"Oh - My - GOD Dan. Look at you. You're a crossdresser! Are you a
crossdressing sissy Dan?" she asked. She stared very intensely into my
eyes with a hint of a smile on her face.
"It's not what it looks like Heidi," I tried to explain. "I fell asleep
and must have been sleepwalking!" A pathetic attempt at a lie but it was
all I could muster. I knew it wasnt going to work though.
"First things first, get out of my dress.... no wait..... I take that back.
You're going to wear this dress for a while longer. Maybe quite a bit
longer... Now let's see what's under your dress... NOW" Heidi snapped.
I was too much in shock to disobey. I lifted up the dress and revealed I
was wearing my boy undies. Heidi walked up to me and pulled them down to
my ankles.
"Step out of them sissy," she said to me. She grabbed me by my ear then
and dragged me down the hall and to her kitchen all while lecturing me
"You can be a sissy, but doing it without my permission to try on my
clothes and is VERY disrespectful. Do you understand? You're going to
get a good hard spanking while wearing that dress since you like it so
much."
My heart leapt into my throat. A spanking? "You can't do this Heidi! I'm
a high school graduate!"
"Oh yes I can and I will! Do you want me to tell everyone about your
crossdressing? And in MY clothes?"
I shook my head slowly.
"Then come here and bend over my knee." She said while pulling a straight
back kitchen chair into the center of the kitchen. She pulled me across
her lap and immediately smacked by butt as hard as she could with her
hand - over and over again. The pure intensity of her swings shocked me
- she was really going to spank me and she was going to spank me hard.
She spanked over the dress and each swat made the fabric pouf up. She
paused after a few minutes.
"I think you need a different name - how about Danni? I think it fits you
perfect. Danni. You know, I should have guessed this about you Danni.
I could always tell you had your mind on something else," Heidi chastised
me after giving me a good minute of hard hand spanking. "Stand up! Let's
try another punishment. Go face the sink over there." Heidi pointed at
the kitchen sink. As I stood at the sink she grabbed a frilly little
pink apron and tied it around me.
"I'm going to soap your mouth out Danni!" Heidi grabbed a washcloth and
began running it under hot water. She grabbed the liquid hand soap
nearby and squirted it on the washcloth. She lathered it all up, rung it
out a bit and turned around to face me.
"Open up Danni. That's it. I'm going to give this mouth a good
scrubbing. That's right - open wide... stick out your tongue."
I gagged as she scrubbed all inside and around my mouth. She ended by
sticking the wash cloth in my mouth and making me bite down.
"Keep this in your mouth Danni. Until I say spit it out - understand?"
I nodded my head emphatically.
"Now start doing these dishes here in the sink! I'll be right back. I
have a big surprise for you little sissy."
Heidi walked off and left me there doing dishes with the soapy wash cloth
in my mouth. The taste of that soap in my mouth made me whimper. Heidi
walked back in the room and pulled the washcloth out of my mouth.
"Rinse and spit sweetie!" she said.
I obeyed and hung my head in shame. I then felt Heidi lifting up the
back of the dress I was wearing. She tucked the hem of the dress into
the apron strings in the back, exposing my bare butt.
(SPANK!) "Keep washing Danni!" she said as she slapped my bottom hard
with a wooden kitchen spoon. (SPANK! SPANK! SPANK!)
She angrily slapped the spoon down on the counter and walked away. When
she came back she had removed her skirt and was wearing a strapon dildo
over her stockings. She was carrying a butt plug and a big jar of
vaseline. I froze.
"Keep washing Danni!" Heidi shouted. She started to lube up the butt
plug and my asshole. I then felt her sliding it slowly in. I gasped as
I felt it go all the way in. Heidi then stepped back and folded her arms
while watching me wash the dishes. She picked up the spoon and paced
back and forth behind me.
"Naughty sissies get treated like this Danni! I'm going to make you my
sissy for the whole summer Danni."
I gulped and tightened around the buttplug reflexively.
"Stop washing - get down on your knees Danni and suck this cock im
wearing!"
I slowly knelt down on the floor and opened my mouth. Heidi grabbed my
head and moved the dildo into my mouth.
"Suck it Danni!" she said as she moved her hips back and forth making the
dildo move in and out of my mouth. I didnt know quite what to do - I
tried my best to give her didlo what I though was a blow job. I gagged
as it went deep into my mouth.
"OK Danni - That's good enough. I think a bit more spanking is called
for now - stand up and get back over my knee," she said.
I laid gingerly back across her lap and felt her strapon poking into my
stomach. The butt plug was still in me and was quite uncomfortable. As
soon as I was across her lap I felt her give the butt plug a good push to
make sure it was totally snug. Then she reached up and grabbed the
wooden spoon off the counter. She reached over with her left hand and
grabbed my right hand and pinned it to my back. effectively holding me
down and preventing me from struggling at all. Then she began the
spanking.... within a few seconds of her starting to beat me with the spoon
I began to whimper and cry.
"Ohhhhh.... my poor little sissy (SPANK SPANK SPANK!) can't handle a
spanking! (SPANK SPANK SPANK) You dont even know what's in store for you
young lady," Heidi said.
She kept spanking my bare butt for a while - my butt was on fire inside
and out. I couldnt believe how submissive I felt. I was whimpering but
no longer resisting her stinging smacks. I knew she was in control and I
was just going to have to accept my punishment.
When she stopped spanking me I felt her reach between my legs and pull
out the butt plug. She threw it in the sink.
"You're going to wash that butt plug! sissy Ok sissy Danni?" she asked.
I nodded vigorously. "Ok, now stand up and go back to your sink
position!"
I did as I was told and washed the butt plug completely clean with hot
soapy water. Soon after that I felt something else near my asshole. It
was Heidi's stapon and it was very lubed up. I grabbed ahold of the sink
and felt her push it into me while she put her hands on my hips and
pulled my butt out towards her. I moaned and gasped as I felt her enter
me. Soon she was slowly and gently fucking me from behind.
"That's it Danni! Now you are a true girl and are taking it like a real
sissy!" Heidi told me while gently fucking me. She reached her hand
around and found my penis which was somewhat hard. She began stroking me
and got me very hard.
"That's my girl! now lets see you come you little slut!" she said
teasingly.
Almost on command I started to buck and groan while I lost all control
and orgasmed. I shot a big load into the front of Heidi's dress that I
was wearing. Heidi pulled out of me and laughed.
"Looks like we have some clean up to do Danni! Then we need to talk
about the rest of the summer - dont we?" Heidi laughed.
I turned bright red and hung my head. I could barely begin to imagine
what Heidi had planned for me for the rest of the summer. All I knew was
that I was ready to listen and obey her every command.
*to be continued!*
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