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Becoming a Sissy
by Knightofround (knightsfreelance@yahoo.com)

***

Wife catches husband on film wearing her panties. 
(Fdom/M, reluc, oral, anal, bd, fetish, tor, v)

***

In the past few months I have been curious about myself. 
I am a straight guy, always have been, but that's not to 
say I haven't had fantasies about trying something new. 
A girl I dated a few years back was a big freak. She was 
very dominate and loved forcing herself on me, both in 
private and public. She would tie me down and penetrate 
my ass with her vibrators. 

I grew to really enjoy the humiliation she would put me 
through. I would sometimes beg for her to buy a strap-on 
and take things a bit farther, but it never happened. I 
never even had a thought about substituting the vibrator 
with a real dick until recently. Just out of nowhere 
these fantasies are been popping up in my mind. 

I haven't shared these fantasies with my wife because I 
never planned on acting on any of these ideas. But to 
satisfy my curiosity I started to watch some bisexual 
porn, both one on one and in threesomes. It worked for 
me but increased my desire for it dramatically. I loved 
the humiliation that was forced onto one of the guys. 

One day while my wife was at work I had gotten really 
horny and decided to watch some porn. I came across 
something different than my usual videos. This one was 
about a guy being forced to dress in women's clothing 
and being taken by group of men and women. Cross-
dressing had never really been something that sparks my 
interest, until now. I watched a few more videos that 
had cross-dressing themes just to get a feel for what it 
was about.  

I am a tall and thin guy. Six foot and a hundred forty 
pounds. I have the build of a tall slender female, minus 
the tits. My wife, though short, is still slim in the 
waist so fitting into her underwear shouldn't be an 
issue. I decided to give it a shot. If I didn't like it 
then that was that, no harm done. I went into her drawer 
and pulled out a few pairs of panties. The first I tried 
on was a sexy pair of bright blue panties. It fit 
perfectly around my waist and felt great on my cock. 
Everything fit in these perfectly. 

Looking in the mirror and seeing myself really set me 
off. I had to take care of this hard on. I grabbed my 
cock and masturbated right there on the spot. I kept my 
dick inside the panties the whole time. The feeling of 
the lace rubbing up and down my shaft was nothing like I 
have felt before. It didn't take me long to cum and when 
I did I just let it soak into the lace. It was an 
amazing thing seeing myself in the mirror with cum 
soaked panties. 

I couldn't let my wife  know what I did so I put them in 
the wash to get cleaned. This became a normal thing for 
me for the next couple of weeks. I would try on a new 
pair, cum in them and put them into the washer. One day 
I got the craving of wanting to feel something in my 
ass. It has been a long time since anything penetrated 
by hole, but thinking back just brought back the memory 
of how great it felt. 

I went through my wife's toys and grabbed one of her 
vibrators. It was only three inches long and maybe an 
inch wide. I would sit on the floor on my hands and 
knees and use on hand to pleasure my ass with the toy 
for a few minutes. I would keep the panties on and just 
work around them. When I was ready to cum, I would just 
flip over and spray all over myself. I would even watch 
some porn while doing this to get better pictures in my 
mind.

One day after a long stressful day at work, I was 
looking forward to going home and having a good session 
with a new red thong that my wife bought yesterday. She 
wouldn't be home for about two hours after me so I knew 
I had time to really enjoy myself. The whole ride home I 
was thinking about how it would feel. I planned on using 
my wife's larger seven inch dildo this time. 

As I pulled up to my apartment I noticed that my wife's 
car was in the parking lot. She must have been done work 
early. This disappointed me a little bit but it is what 
it is. When I entered the apartment I saw my wife 
sitting on the couch with the laptop in her lap. I heard 
the moaning of sex from the speakers. She looked up at 
me with a little anger in expression. 

She held up a pair of panties that was crusted with my 
cum. "I found this two weeks ago," she started to say. 
"I was wondering why there was cum in them?" I knew it 
wasn't from me because when we fuck I always take them 
off. So I decided to set the webcam to record while I 
went to work. I came home to see this last week," she 
turns the laptop to face me. It was a video of me 
masturbating in her panties, fucking my ass with her 
vibrator and watching a porn of a guy dressed as a 
school girl being fucked by another guy.

I just stood there not sure what to say. I was bad 
enough that she found a pair I forgot to wash, but 
seeing a video was just really bad. 

"How long have you been doing this Jack?" 

"Almost two months..." I respond embarrassed, 

"For two months you have been cross-dressing, watching 
gay porn and fucking your ass with my toys?" she asks 
while she closes the laptop. 

I don't respond. I just stand there with my head hanging 
down. She stands and walks towards me, cum covered 
panties in hand. She holds them up and pushes them into 
my face. I lean back to try and get away but she just 
closes the distance until they are against my nose.

"I have been thinking of what to do for the past week 
about this. I am going to hold on to these as they are 
and the video is saved and backed up in different 
locations. If you do not do as I say, I will upload the 
video and email it to everyone we know. Do you 
understand" she lowers the panties from my nose and 
looks at me with anger in her eyes. 

"Yes," I say. "Just don't show that to anyone, please! 
It would ruin me. What do you want?"

"First you need to shower," she turns and walks back 
over to the laptop. I stand there confused as to what 
she had planned. She returns to the laptop and starts 
the video of me again. She watches closely. At the same 
time I see her typing something. I can't make out what 
it is or if it's to someone. She looks up at me and 
says, "Shower, NOW!"

I head to the bathroom and get into the shower. A minute 
or so later, while I am rinsing out my hair, Mary walks 
into the bathroom. She opens the shower door and says, 
"I want you fully cleaned, shaved also." She hands me 
the razor and shaving cream. "I don't want a single 
strand of hair on your body except for your head." She 
closes the door and leaves the bathroom. 

It takes me another twenty minutes to shave my face, 
chest, legs, balls and ass.  I step out of the shower, 
dry off and walk into the bedroom. I get out a pair of 
boxers and start to put them on. When I get one foot in, 
the door to the bedroom opens and Mary walks in. "I 
don't think men's underwear is good enough for you 
anymore. Put these on." She throws a pair of neon green 
silk and lace panties at me. "I bought these as a 
special gift to wear for you, but seeing as you like to 
wear my shit, you can try them on first."

I am hesitant to put them on but slowly get them up 
around my waist. They fit better than any I worn before. 
The back was silk and formed to my ass perfectly ending 
about mid-cheek. The front was see through lace and fit 
around my package nicely. The material felt great and I 
started to get hard instantly. 

Seeing my cock grow, my wife shakes her head a bit 
aggravated. "I can't believe this gets you turned on 
faster than seeing me naked. You are a little sissy 
aren't you?" 

I just stood there with a fully erect cock bulging out 
against the panties. I was taken aback by her words. I 
didn't know how to respond. 

"I asked you a question sissy! You love dressing up like 
a girl don't you?"

I nod and say yes in a low voice. 

"Get on the bed on your stomach," Mary demands. I do as 
she says. "For the past few days, I have gone through 
your internet history and watched what you watched. I 
have come to the conclusion that you really love the 
idea of something in your ass."

I hear her walk over to the closet and open the door. I 
couldn't see what she was doing but I heard a bag. She 
walks back over to the bed and drops the bag on the 
floor. "So I went out and bought a nice toy for you. 
It's a little wider than my inch wide vibrator but from 
the looks of the cocks in the porn, you'll want 
something bigger than even this."
 
Mary pulls the back of my panties aside, spreads my 
cheeks apart and spits directly onto my hole. "You want 
to dress like a bitch, you will be treated as such." She 
shoves the toy into my ass with a great amount of force 
and very little lubrication. I cried out in pain as my 
hole was split open. "You will keep this plug in your 
ass until I say otherwise, got it?" She says to me as 
she pushes the plug in as far as it will go.
 
"Y...Yes," I respond with pain in my voice. This was 
twice as wide of what I was used to and maybe just under 
four inches long. I always used a ton of lube and worked 
my hole open slowly with my pinky finger. She fixes the 
panties and steps away from me. 

"Now get off the bed and kneel in front  of me sissy!" I 
do as she says. Kneeling down in front of her she undoes 
the button of her pants and takes them off. She grabs my 
hair and pulls me towards her crotch. "Eat my pussy 
until I cum sissy boy."

With my back to bed she grinds into my face with such 
force I am pushed back and down onto the heels of my 
feet which push the plug in deeper. She holds my face 
against her pussy as I lick. I try and pull back to 
catch a breath but she just pulls me back in before I 
could get a full breath. Her moans grow louder and 
faster. She pushes as hard as she can into my face as 
she shakes with the oncoming orgasm.  Applying more 
pressure to my face, she pushes my head back against the 
bed. As she cums, she grabs my hair pulling me closer. 
Once finished she pushes me away and pulls her pants 
back up. 

"You can stand and finish getting dressed. We are going 
out." Mary walks over to where my clothes were kept. She 
opens a drawer and grabs a pair of tight skinny jeans. 
Then she reaches into the closet and pulls out one of my 
old t-shirts. The shirt was a bit small, ending at my 
waist. If I moved my arms in any direction, the shirt 
lifted up exposing my lower back and stomach, which is 
why I haven't worn it in a long time. She throws the 
clothes at me and leaves the bedroom.

I get dressed quickly and exit the bedroom. I have never 
shaved my whole body before so the feeling of smooth 
skin against m clothes was very stimulating. My wife is 
standing by the door ready to go. She looks at me and 
shakes her head. "Well that won't do." She walks towards 
me and slowly takes off my belt. She leans in close and 
whisper into my ear is a very seductive tone, "You can't 
show off your panties if the pants never slip down."

"I don't want anyone to see that I am wearing theses," I 
respond t her.

"If they can't be seen, I won't be happy. If I am not 
happy then bad things happen to you." She sucks on my 
ear for a moment. Looking down she sees the bulge in my 
pants. "That's what I thought." 

"What do you have planned?" I ask curious about her 
intentions. 

"If I told you, that would ruin all the fun!" She grabs 
my ass cheeks and pulls them apart putting tension on 
the toy buried in me. "Let's get going."

We leave the apartment and get into the car. Mary's 
vehicle is an old Jeep wrangler. With the top and doors 
off, everyone would be able to see panties peeking out 
from my pants. I moan at the feeling of the plug being 
pushed deeper as I sit down. My wife looks at me with an 
evil smirk. "Seeing as you love the feeling, I am going 
to hit every speed bump and pothole along the way." 

She speeds away heading towards downtown. I can feel the 
back of my pants are low exposing the neon green panties 
to the public. Of course we are stopped at every red 
light the time we were driving. At every light, another 
car pulls alongside and the driver looks over. I can't 
tell if they see anything because I never look back. I 
couldn't bring myself to know. After driving, in what 
seems like circles, for a bit she pulls into a parking 
lot of a bar. She parks the jeep in the back far corner.

"Can we please go somewhere less public? I agreed to do 
this so no one would see what I am wearing..." I try to 
plea my way out. 

Mary turns the car off and looks at me. "You agreed to 
do this so I wouldn't upload you fucking your sissy ass 
while watching gay porn!" She opens the door and gets 
out. I follow shortly after.

We enter the building and Mary decides that we need a 
seat at the bar so I can be seen. She picks a seat that 
can be viewed by anyone entering the bar. As I sit I try 
and pull my pants up and shirt down to hide the obvious. 
"I don't think so sissy," Mary says. She reaches over 
and pulls the back of my pants down enough to show 
almost two inches of the bright green panties. She grabs 
my shoulder and pushes me down onto the wooden stool 
with enough force to push the plug in deep.

I squirm slightly trying to get used to the feeling of 
having something in my ass for this long. Mary smiles as 
she notices my discomfort. The bartender walks over and 
speaks to me, "What would like?"

I as start to answer, Mary cuts in, "I'll have a beer 
and my sissy husband here will take an Appletini." She 
smacks my ass lightly in a teasing matter. The bartender 
looks at me and laughs before walking away to get our 
drinks. 

"Did you have to say that?" I ask Mary. 

She just giggles and looks around the bar. "Oh sissy, a 
lot of people are noticing your sexy underwear!"

I lower my head trying to hide my face. Out of the 
corner of my eye I can see a few people looking at me. 
Some are laughing and pointing it out to the people they 
are with. Others are just staring waiting to see what 
else was going to happen. 

A few minutes go by and the bartender brings us our 
drinks. "You are drawing attention to yourself sissy," 
he says setting the drinks down in front of us. He looks 
at Mary and says, "A friendly warning, you may want to 
take it easy showing him off. There are a few people 
here, both men and women, that Will jump at a chance to 
get a piece." He looks back at me. "And it's obvious 
this is your first time. That makes it more appealing." 
He collects the money for our drinks and walks away.

"Did you hear that?" Mary says to me. "If you don't 
behave yourself, I'll find someone that will abuse your 
little sissy ass!" The last part was said loud enough 
for the surrounding people to hear. I noticed a few walk 
a little closer hoping to get a chance.

"Drink your Appletini sissy," Mary pushes the drink 
closer to me. I bring the glass to my mouth and take a 
sip. "There's something I didn't tell you sissy," Mary 
reaches into her purse and pulls out a small black 
remote. "The object I inserted into you is also a 
vibrator!" As I start to take another sip of my drink, 
Mary presses a button on the remote. The butt plug in my 
ass starts to vibrate violently. 

I dropped my glass from being startled by the sudden 
movement of the toy that is buried in me. The green 
fluid spills all over my shirt and jeans. I stand 
quickly and reach for some napkins to wipe myself off. 

"Sit down sissy!" my wife yells loudly at me. As I sit I 
notice that the back of my pants have fallen down a bit 
more. If it wasn't noticeable enough before, it is now. 
The entire top half of my ass was hanging out showing 
more of the green panties. "How dare you spill a drink 
that was bought for you! It's extremely rude!" She had 
everyone's attention at that point. 

"I'm...I'm sorry, I was just startled..." I try to 
apologize but she wants nothing of it. She finishes the 
rest of her beer and stands. "Let's go sissy, you need 
to be punished!" Grabbing my hair, she starts to pull me 
with her towards the exit of the building. Because I am 
close to six inches taller than her, the force has me 
bent down allowing anyone behind me a good view of my 
exposed ass. As we get close to the exit, a man steps in 
front of both of us.

"I enjoyed the show you put on for everyone to see," the 
man spoke to Mary pretending I wasn't even there. He was 
taller than me by at least four inches, close to two 
hundred and fifty pounds of, what looked like, solid 
muscle and a large bulge in his pants. "If you want to 
take things further, here is my number. My name is Bill. 
Give me a call and I will do anything you need." He 
looks at me, smiles and turns back to my wife and 
continues speaking. "And I do mean anything."

I try to protest but Mary just giggles with excitement 
and takes his number. "Maybe I will take you up on 
that." Bill steps aside and we leave.

"You aren't going to call him are you?" I ask her with a 
little anger in my voice. "This was supposed to be just 
for tonight. There is no need to keep this going and 
bring someone else in."

Mary turns off the vibrations of the plug and puts the 
remote back in her purse. "I didn't plan on doing 
anything else past tonight but you seem to really enjoy 
being a sissy!" She exclaim grabbing my hard cock 
through my jeans. We walk to the car that is parked in 
the back corner of the parking lot. She leans against 
the car and pulls me in for a deep kiss. I can tell by 
her kisses that she was really horny. "I want you to eat 
me out!" 

I pull away from her and go to open the door for the 
car. She pushes me away from the door and slams it shut. 
"No, right out here." I start to protest because of how 
public it was. She stops me before I can say anything. 
"It's late at night on a Thursday, be thankful I am not 
having you do it during the peak of business." 

She was right, the side of the car was out of view 
unless someone walked right by this way which wasn't 
needed because there was nothing but a wall there. "Just 
warn me if people are coming." I start to go to my knees 
but she pulls me back up. Mary walks to the front of the 
car, lowers her pants and sits on the hood. "But the 
hood is visible by anyone looking this way!" I protest.

"Then you better make it quick and hope no one looks 
this way! Now get to work sissy before I make things 
worse for you!" She spreads her legs apart exposing her 
beautiful wet lips waiting to be worshipped. 

"Mary can we please do this in the car? I-I don't want 
to risk the cops being called on us." I try to talk her 
out of it but he just shook her head and pointed to her 
pussy. I try to speak again but she cuts me off.

"Damnit sissy," she yells at me. "I told you I would 
make it worse if you argued. Pull your pants down. I 
want your ass exposed for the world to see how much you 
love wearing women's panties. You also can't kneel and 
hide yourself either. You must bend at the waist and 
stick your ass in the air! Get over here now before I 
have you strip completely and I call Bill to come fuck 
your ass! I bet his cock is much larger than the plug."

I may have watched gay porn and had fantasies of being 
fucked by a guy, but it wasn't something I wanted to 
happen. Especially not like this. I walked to the front 
of the car and bent at the waist. I placed my elbows on 
the hood of the car and started to lick Mary's pussy. 
She was so wet. The light above the car was bright 
enough to illuminate the area and make it obvious for 
anyone looking this direction to see. 

She lays back against the hood of the car allowing me a 
better angle to get myself deeper. I rub my tongue all 
over my wife's pussy, occasionally burying it as deep as 
I can inside her. Mary starts to breath faster and moan 
louder as her orgasm starts to build. After a minute or 
so, my wife arches her back and uses her feet to push 
her hips higher into the air. With one hand she reaches 
down and grabs my hair. 

"Lick my ass sissy!" She screams and pulls my head down. 
I have to turn my head slightly and lift my ass higher 
into the air to get a good angle. She lets go of my hair 
and starts to rub her clit. As my tongue explores her 
hole, Mary starts to rub herself faster. After another 
minute or so, Mary moans loudly as her orgasm takes 
over. She sits up slowly trying to catch her breath. She 
then puts both hands on my shoulders. "Nicely done 
sissy. Now get off me!" 

Mary pushed me away with enough force to make me stumble 
back, trip over my pants around my knees and fall back 
onto the ground. I hit the ground with enough force and 
at the right angle that the butt plug was forced out. It 
happened so quickly that the force of it leaving made me 
cry out in pain. As Mary was standing and pulling her 
pants up she noticed that the plug had fallen out. 

She grabbed me by the hair and pulled me to my feet. She 
pushes me down onto the hood of the car slamming my face 
down onto the car. It was hard enough that I was sure it 
was going to bruise my cheek. "I told you to keep that 
in your ass sissy! Don't fucking move!" 

She lets go of me and walks away. "You must now be 
punished for not listening!" Mary yells walking back 
towards me. "You are just lucky I don't have anything 
really big on me!" Mary leans in close to my ear and 
whispers softly."This may hurt a little because I refuse 
to lube it up any for you.! Plus there are small pebbles 
stuck to it. I will not remove them." 

I feel her hand pull one of my cheeks apart from the 
other and I knew what was coming. I felt the plug being 
inserted quickly into my ass. She stopped just at the 
widest point and kept me stretched out. She pulled it 
out slowly then shoved it deep back in. The pebbles felt 
like sandpaper against my hole. It hurt like a bitch. 
Mary started to fuck my ass quickly and very hard. I was 
screaming in both pain and pleasure. My cock was rock 
hard and in need of release. Just out of instinct, I 
reach for my throbbing cock.

Mary shoves the plug deep into my ass and lets go. She 
grabs my hand and hair, turns me around and pushes me 
back down onto the car. She releases my hand and slaps 
my face. "A sissy is NOT allowed to cum! Try that again 
and the pain from the debris on the plug will be nothing 
compared to what I will do to you. Now take off all your 
clothes except for your panties and get in the car." 
After the abuse my ass just got, I didn't want to make 
things worse. 

I took everything off and handed them to her. She puts 
them into the back seat and gets in the car. 

Just as I start to walk around the vehicle I hear a 
sound behind me. I turn around to see Bill standing less 
than ten feet away. I quickly get into the Jeep before I 
found out how much he saw. Mary starts the car and 
begins to pull away. 

As we pass by Bill I can hear him speak loudly to Mary. 
"That show was better than the one inside. I look 
forward to your call." We pass by and he yells loud 
enough for us to just make out his final words. "I also 
look forward to fucking your ass Sissy boy!"

Not a word was spoken as we drove home. Mary had turned 
on the inside lights for the drive so anyone that was 
next to us could look in and see me, and there was a few 
that did. She pulled into the parking lot of our 
apartment and parked as far as she could from our door. 
There was a spot right in front of the door, so why 
would she park so far away?

She gets out of the car, grabs my clothes from the back 
seat and starts to walk towards the apartment. My wife 
pauses and looks back at me still sitting in the car. 
She yells loud enough for all to hear. "Let's go sissy! 
You need to show off your sissy body to everyone!" 

She had my clothes and it was cold outside so I couldn't 
just stay in the car forever. I looked around and didn't 
see anyone nearby. Maybe I could get to the apartment 
before anyone showed up. I walked as fast as I could to 
our door. My cock has shriveled up due to the cold and 
it was barely noticeable in the panties. I finally 
reached the door before Mary and was thankful that no 
one was outside.

Mary, after taking her time, reached our door, unlocked 
it and started to open the door. She enters the 
apartment and closes the door behind her before I could 
get inside. "You were in such a hurry that no one was 
able to see you. Don't you want to be seen sissy?" Mary 
asks from inside the apartment.

I put my hands around my cock and shiver. "No, people 
here know me! It's cold and humiliating to stand out 
here like this! Let me in!" I reach for the door to open 
it. 

Mary quickly locks the door and smiles. "Sissy's like to 
be humiliated. So you will stand out there until I come 
back for you. I have to get a shower so it may be a 
little while. Turn and face the parking lot, I want 
everyone to see you." She turns and walks away leaving 
me standing outside in nothing but the bright panties. 
It was late enough that hopefully everyone was already 
home and in bed. I place my hands over my cock and lean 
against the door. 

As I stand there, helpless, I start to think back on the 
events of this evening. My face turns red as I remember 
all the people staring at me at the bar. My cock started 
to grow with the idea of how many wanted to abuse me. 
The thought of being used by any number of them was very 
exciting. 

I closed my eyes and pictured what it would be like. On 
my hands and knees eating out one of the women while 
being fucked from behind by a guy. Bending over the 
counter of the bar as one of the large men pulled my 
hair while pounding my ass. Even just sitting on my 
knees with all the men around me forcing their cocks 
deep down my throat. All of these ideas were amazing. 

I was so lost in my thoughts that I didn't realize the 
car that pulled into the spot directly in front of me. 
The headlights of the vehicle pointed directly at me 
gave the driver and perfect look at my cock standing 
straight out against the neon green panties. Panic sets 
in. I can't see who is in the car. The person sits there 
with the lights on for what seems like forever. The door 
of the vehicle finally opens and the person steps out. I 
immediately recognize the person and my heart sinks. 

My neighbor, Alex, is a very attractive tall and thin 
woman in her mid thirties. We have had a few encounters 
in the parking lot but never talked for longer than a 
few minutes. We never hung out or even spoke about our 
personal lives. 

Now my personal life was there, naked and out in the 
open for her to see. She slowly walks towards me, eyes 
locked onto the green panties that stand out in the 
light. Just as she walks to her door, which is about 
five feet from me, Mary opens the door behind me. I turn 
to notice that she wore nothing but a pair of my boxers.

I quickly make for the door when Mary pushes me back 
outside. She leans out the door and speaks to Alex. "So 
Alex, what do you make of my sissy? Its her first night 
out!"

Alex smiles brightly at me. I look away in shame. "I 
have those exact panties in red. If you would like, I 
can let you borrow them Jack. I love the sissy look 
Mary, I have some things that would hope convert him 
fully" She winks at me and enters her apartment. Mary 
finally lets me inside. 

My face was red with embarrassment. I can't believe that 
just happened. How could I show my face around here now? 
I am sure the word would spread fast. Mary didn't seems 
to care. She just giggled as she walked towards the 
couch. 

"Come here sissy and kneel in your place," my wife 
orders as she sits down on the couch. 

I walk over and kneel between her legs. Just as I get 
settled down Mary turns on the plug in my ass. I close 
my eyes and moan in pleasure as it sends pulses through 
me. I reach up to pull the boxers down around her to 
give myself full access of her pussy. 

My wife grabs my hands and moves them away from the 
boxers. "You need to work for your gift sissy. Don't 
stop until I say," Mary demands of me. 

I pull the boxers to the side as much as I could. As I 
started to lick her pussy she grabs me by the hair 
forcing me closer in. It was difficult to get a good 
angle with the boxers around her waist. The inside seam 
was pressed tightly against my jaw and it hurt. Every 
time I tried to adjust, Mary would just pull me in 
tighter. 

I brought one hand up and slipped two fingers into her. 
I begin to massage the inside of her pussy with my 
fingers while using my tongue to play with her clit. In 
one swift movement, Mary pushes me away, stands and 
takes off the boxers. 

"Turn around, sit on your ass with your back to the 
couch," Mary says as she grabs the remote to the toy in 
my ass. She turns it on to full blast. I lean my head 
back against the couch and close my eyes as I let the 
pleasure of the vibrations take over. "Get back to work 
sissy!" Is all I hear before Mary grabs the hair on the 
top of head, holds my head back against the couch and 
places her pussy on my mouth. 

With one knee up on the couch, Mary was able to grind 
her clit against my nose as I licked deep inside her. 
Occasionally she would bend her hips out farther brings 
my tongue to pleasure her ass. My wife would alternate 
between the two allowing for her clit to rub against my 
face bringing her closer to another orgasm. As her body 
began to shake, Mary grabbed my head with both hands, 
held me down with all her weight and pressed her pussy 
against my face. 

"Don't stop sissy! I am going to cum!" She yelled 
between moans. The grinding of my face became faster and 
harder. There was no room for me to catch my breath as 
all her weight was against my face. My vision was 
starting to go black and my breathing slowed as I 
started to pass out. Mary screamed with an intense 
orgasm and flung herself off me and onto the couch. 
Using her feet, she pushed me away from the couch. My 
body twisted and landed face first onto the floor. I 
just lay there trying to breathe.

Finally I was able to get my breath back. I turned my 
head to see my wife leaning back against the couch 
trying to catch her breath as well.  The vibrations of 
the butt plug still sending shivers through my body. My 
balls hurt from being filled with so much cum from being 
hard most of the evening. I needed to cum. 

I just lay there with my eyes closed still trying to 
recover from the near suffocation from my wife's pussy. 
When I finally open my eyes, my wife was nowhere to be 
seen. I look around and notice that the bedroom door is 
open. I figured she must have gone to the bathroom. This 
was the perfect time me to try and cum quickly before 
she returned. 

I quickly rolled onto my back, grabbed my cock through 
the panties and started to rub as fast as I could. After 
only thirty seconds I could feel the orgasm building. I 
closed my eyes and tilted my head back preparing for 
release. Just as I was about to shoot my load into the 
panties, my hand is pulled away from my cock and my wife 
slaps me with all her strength across the face. 

"Sissy's are not allowed to touch themselves!" She 
screams in my face. My cheek burned from the hit. I 
could feel a trickle of blood down my cheek. Her ring 
must have cut me. She grabs me by the hair, lifts me to 
my feet and leads me into the kitchen. My eyes were 
watering from the slap and I couldn't see anything. She 
pushes my head down onto the table and pulls my hands 
behind my back. 

"Now you have to be punished even worse than at the 
bar." She then opens a drawer in the kitchen and pulls 
out duct tape. She tapes my feet to the legs of the 
table keeping them spread wide apart. She then takes my 
hands and spreads them across the length of the table. 
She tapes my arms down fully making it so my ass is in 
the air and I have no leverage to get myself loose. 

I had just remembered that there was a set of windows in 
the kitchen. These windows can be looked through from 
the patio of my neighbor Alex. I couldn't turn my head 
to see if she was there, but I had hoped she wasn't. She 
walks away from me leaving me taped to the table with my 
ass in the air and bright green panties to show the 
world. 

My wife returns to the kitchen. She doesn't speak a word 
to me before she pulls the butt plug out of ass. I grunt 
in pain. I feel a small drip of, what I assume to lube, 
fall onto my hole, but it didn't feel like much. Then I 
feel the pressure of something else against my ass. The 
pressure builds as my ass it spread farther than it has 
before. I moan louder as the pain increases. 

I can feel the object is already at least three inches 
inside me but it keeps growing in width. Mary just 
continues to push the object deeper without any more 
lube or ease of pressure. The presence just kept going 
deeper and spreading me wider. I finally feel her hand 
against my cheeks as the final inch gets inserted into 
me.

"I bought this yesterday just for this occasion," Mary 
whispers to me. "I wasn't going to use it because I 
thought It was going to be too big for you to take. 
Because you were so bad today and didn't behave 
yourself, I didn't have a choice. I was clearly wrong 
though. 

I should have known a sissy like you could take every 
inch of this dildo. It starts off only a little bigger 
than the plug. Its ten inches long and slowly grows to 
three inches in diameter." She works the dildo in and 
out of my ass and slowly picks up the pace. 

It still hurt to much for me to get pleasure from, but 
that was the point. This was all about her. Finally she 
pushes the dildo in as far as it can go and leaves it 
there. She cuts me loose and pulls me up from the table. 
I can feel the dildo starting to slide out. 

She turns me around and says, "Sit on the table. We need 
that to stay in you." I do as she says and pull myself 
up onto the table. The dildo slides back into me and 
fills my ass to its breaking point. Mary then climbs up 
onto the table with me and straddles my aching cock. 

She pulls me close to her as she rides me on the table. 
The back and forth movement makes the dildo stretch me 
out even farther. My moans grow faster and I knew I 
wasn't going to last long. Sensing this my wife yells 
into my ear ,"Don't you dare cum before me sissy!" Her 
pace increases. It gets harder to control myself. All my 
focus is put on trying to keep myself from cumming. 

After another few minutes I moan loudly and shoot load 
inside her. It was the best orgasm I have ever had. I 
could feel my cum dripping out of her pussy and running 
down my cock and between my legs. There was so much of 
it. She just kept riding me trying to get herself to 
another orgasm. It wasn't long until my cock went soft. 

"Damnit sissy," Mary says as she climbs off me. "You 
just won't listen." She pushes me back onto the table. 
Mary climbs up onto the table and straddles my face with 
her ass to my nose. My cum pouring out of her and into 
my mouth. 

The warm salty fluid filled my mouth and I gagged trying 
to swallow what I could.  She pushes her pussy into my 
face making sure I don't miss any. The position she is 
in gives her easy access to the large dildo in my ass. 

"Now you have to clean me," Mary says grinding into my 
face again. She grabs the dildo that's buried into my 
ass and starts to move it in and out very quickly. Every 
time she starts pushing it back in, she tilts the dildo 
to the side stretching me farther apart. She doesn't let 
up on how hard she moves it around. 

I try to scream out in pain but her pussy pressing 
against my mouth prevents any sounds from being heard. I 
was certain that my ass would never recover from being 
stretched so much. The smaller toy she had felt 
wonderful, but this was the most painful thing I have 
ever felt. 

Mary just picks up the pace of fucking my ass. She goes 
faster and harder the closer she gets to her orgasm. She 
finally lets go of the dildo after shoving it deep into 
my ass. She sits up straight putting all of her weight 
down onto my face. She rocks back and forth grinding her 
pussy against the bridge of my nose. She puts one hand 
on my chest and the other she she uses to play with 
herself. 

"Come on sissy, lick every last bit of your cum out of 
me!" My wife uses her fingers to dig deep into her pussy 
and force more and more of the cum out and into my mouth 
and all over my face. Her pace picks up and she puts all 
of her weight down onto my face. 

My head is stuck where it's at and I can't move. Once 
again she doesn't care if I can breathe or not. As her 
pussy grinds back and forth over my nose, I push my 
tongue as deep into her as I can  Mary repositions 
herself, giving me a chance to catch a breath, then 
pushes her ass hole into my mouth. 

"Don't forget my ass sissy," Mary screams between her 
moans. "Get your tongue in there!" She pushes her hole 
against my mouth and I work her open with my tongue. 

Her fingers go deeper into her pussy as she brings 
herself to her biggest orgasm yet. Her weight on my face 
is starting to hurt as I feel like the back of my skull 
is going to crack open against the table. Once again I 
can't get any air into my lungs and I start to black 
out. 

"I am going to cum sissy! don't stop now!" Mary screams 
louder than ever. Her moans quicken and the pressure on 
my face increases. My vision is gone and I can barely 
make out her words. My wife screams as she starts her 
orgasm. She lifts her pussy up off my face. I still 
can't get my lungs to breathe as I slip unconscious. The 
last thing I remember is the scream of my wife and the 
feeling of something spraying all over my face.

When I finally regain consciousness, I start to sit up 
but fall back down from the pain in my head. I just lay 
there with my eyes closed trying to gather myself. After 
a minute I open my eyes and look around. I am still on 
the table, completely naked, my vision is blurred by the 
combination of my own cum that was smeared all over my 
face, and the juices from my wife. I can still feel the 
large dildo still in my ass. I use my hands to wipe my 
eyes clear. I lift my head and I see Mary sitting in a 
chair at the end of the table with a glass of water in 
her hand.

"You were out for five minutes sissy," she says after 
drinking her water. "I was worried because you didn't 
start breathing for almost a full minute." She stands 
and walks over to me. She runs a finger along my cheek 
gathering up the fluids on my face. "I have never 
squirted before, it was the most intense thing I have 
ever experienced!" She pushes her finger into my mouth. 
I suck off her juices as well as my cum. 

She runs her hand slowly down my chest, over my cock and 
to my ass. She grabs the dildo and pulls it out of my 
ass in one swift movement. She holds it up so I can see 
just how large this thing really was. "I am so happy you 
were able to take this whole thing in your ass Jack," 
she says sitting it on the table next to me. "Now get up 
and clean yourself up. I have to make a call before 
bed." 

She walks out of the kitchen and I can hear her talk 
into her phone as she walks into the bedroom. "Hello 
Bill? Are you still up for playing with my sissy?"

My eyes grow wide in shock. I thought this was it. I did 
everything she wanted. Was she just messing around? She 
wouldn't do this. I sat up for the first time. My ass 
felt so empty without the dildo inside. For a moment I 
wished it was back inside me. As I stand I happen to 
turn towards the window. I suddenly remember that it was 
wide open and exposed to my neighbor's patio.

Alex was there, sitting in a chair, naked. Her legs 
spread wide apart and her hand deep inside her pussy. I 
was so mesmerized by the sight of her playing with 
herself, it took me  moment to see what he was holding. 
In the her hand was a small camcorder. She had recorded 
the whole thing that my wife did to me. This just added 
more humiliation to the moment. I could never risk 
running into her again. I had to leave before she said 
anything to me. 

I grab the dildo off the table and turn to leave the 
kitchen. I can hear Alex moan as she cums from her 
patio. My face is bright red from embarrassment . 

I go into the bathroom and take a shower to get cleaned 
up. When I finish my shower, I walk into my bedroom and 
see my wife already sleeping. I slide into the bed next 
to her and fall asleep instantly.

Things proceeded as normal the next morning. She never 
mentions what happened last night. Two weeks go by and 
still no mention to that night. I never saw Alex, which 
was a relief. Mary never brought up Bill or called me 
her sissy again. Things were just back to normal. I 
couldn't even bring myself to watch porn because I was 
afraid this was going to happen again. 

It was both the greatest, most humiliating and painful 
thing I have ever experienced in my life.

END

--------------------------------------------------------
This story was written as an adult fantasy. The author
does not condone the described behavior in real life in 
any way, shape or form. Anyone tempted to act out any of 
the scenarios in this story should seriously consider 
seeking professional help.
--------------------------------------------------------
Kristen's collection - Directory 83