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Stupid Mistake free porn video
Stupid Mistake
By Donna Williams
I first discovered the sensual feeling of nylon nighties
while detailed to clean out my parent's basement. These
nighties were my mothers when she was a teenager. They had
a musty smell from their storage in the damp basement, and
I really have no idea what possessed me to try them on.
However, once on, I had my first erection and, after a few
minutes, my first orgasm. I then found a couple of dresses
and skirts, and tried them on also.
At some point I realized that the thought and fear of
getting caught in these clothes increased the intensity of
my orgasms, and I would do various things to heighten these
feelings. One of the stupidest being to insert a 12 inch
knife, point up, into the ground a few feet from a swing
tied to a tree, and jump from the swing over the knife
while in the skirts. Luckily I had no accidents and no one
saw me outside in feminine attire. I had no sisters so
anyone seeing a "girl" on my swing would have been
suspicious.
I never did grow out of these feelings due to tempting fate
at getting caught. One time, while fully dressed and in the
kitchen, one of my brothers came home unexpectedly with a
couple of his friends. Luckily I was skinny enough to fit
in the cabinet where the broom was kept. My mother caught
me in one of her bras one time, but my parents didn't try
to find out why I was wearing it, other than ask why. I
simply said, "I don't know" and the subject was dropped.
Other than that, no one had any idea of my fetish.
My wife had no idea I would try on her clothes while she
was at work, or shopping; and I would again tempt fate by
waiting until the last minute to change. Sometimes this
would be when I heard her pull into the garage.
One Saturday afternoon, I was so caught up in masturbating;
I didn't hear her come home. It didn't help matters that
she parked in the driveway instead of the garage. I later
found out this was because she wanted to wash the car. I
was standing at the toilet, skirt raised and panties
showing, cleaning up, when she walked in on me.
"What the hell!?" she shouted. I quickly dropped the skirt
and flushed. Turning around to face her I was speechless.
"Explain this, this..." she yelled.
"I'm sorry dear," I finally got out. "Please, let me
explain."
"I already told you to explain, stupid! Get out of there!
Well!?"
I stumbled to the bed, sat down, and, while she paced back
and forth, recounted what I have discussed above.
"So, you do this to get off? I'm not satisfying your
urges?" she asked.
"Please, it's just different. You satisfy all my other
urges, this is just different." I responded.
"God, look at you. Those are all my clothes! I can't
believe you fit in my clothes. I got to get a drink. Don't
move, don't go anywhere!" she said as she went to the den
to get a drink.
She was gone a while, I don't know how long, but it seemed
to be hours.
"So, you said the thought of getting caught made getting
off stronger?" she asked returning to the bedroom.
Startled, I quietly responded, "Yes, dear."
"So, now that you've been caught, you'll finally quit?" She
asked.
"I don't know." I said, "I like the feel of the clothes
too. That's what got me started."
Looking back I think I should have just said, "yes" even
though I knew I couldn't. At least the fear of getting
caught again might have been just as bewitching.
"I see." she said. "I need to think about this." She turned
to leave, stopped, and said, "There's groceries in the back
seat. Go bring them in."
I kicked of the heels and stood, to get changed and heard,
"I didn't say you could change!"
"Huh?"
"You said you liked the rush you get from the fear of
getting caught, so let's see how going out to the car still
dressed affects you!"
"But..."
"No buts. Put the heels back on and do as I said, or your
mother will be the first person I call."
Having no other choice, I scurried to the car, hoping
against hope no one would see me. Luckily (?) I only had to
make two trips. After setting all the bags on the kitchen
counter, my wife (Mary) came in and told me to put them all
away. She then sat at the dining table as watched as I
moved about doing as she instructed. Once I finished, I
noticed she had a slight smile on her face. I wondered what
she was thinking, but didn't ask.
"Tonight was supposed to be your poker night, wasn't it?"
she asked.
"Yeees," I slowly responded.
"Then you'd better straighten the living room, including
vacuuming. Then clean both bathrooms. When you're done you
can get the snacks together. I need to run out again, I
forgot to get the beer," she said. She grabbed her keys and
headed for the door. "Oh, and no changing until I get
back," she said. She stopped and reached behind the kitchen
door, and pulled out a frilly apron. Throwing it at me, she
said, "Put this on. You're starting to make a good maid."
While preparing the snacks, Mary returned with the beer and
told me to put them on ice, then get the poker table out,
and set out the chips. As I was doing this, she went back
to the car and brought in some shopping bags, taking it
straight to the bedroom.
She returned a few minutes later, and once I had everything
set up, she told me, "You had better go change before the
boys get here, unless you want them to see you in my
dress."
As I headed to the bedroom to change she called out, "Your
clothes are already laid out on the bed!"
I think my heart skipped a beat when I saw what was laid
out. There was the typical short French maid costume,
apparently purchased from the local costume shop, complete
with multi-layered petticoats, panties with ruffles
covering the butt, fishnet pantyhose, black 4 inch heels
with ankle straps, breast forms and a blonde pageboy styled
wig.
I returned to the living room carrying the maid's uniform,
"I can't wear this. I won't!" I argued.
"You can, and will!" she asserted, "and you better hurry
up, too, if you want me to help with your makeup to hide
your appearance. Or else you'll be standing there looking
like a man dressed as a maid. Now, go shave all over, get
dressed and call me when you're ready for your makeup!"
"But they're expecting me to play, they won't want to stay
without there being a fourth."
"I'll offer to be the fourth, and I don't think they'll
object. Now, you don't want me explaining why the game had
to be called off do you? And fearing getting caught, just
think of the orgasm you'll have later," she persuaded.
Thinking I could possibly get away with this, I returned to
the bedroom and did as instructed.
Looking in the mirror, following Mary's expert application
of makeup, I could find no trace of my male self.
"Quit admiring yourself. Let's go to the living room so I
can give you your instructions, Donna," Mary directed.
"You need to remember to respond to your new name, Donna.
When you respond, you are to answer with 'yes mam' or 'yes
sir', etc. You are not to use anyone's real name. When the
doorbell rings you are to answer it, curtsey, and show
whoever it is to the poker table. You'll then ask if they
would like a beer. During the game I want you standing near
me when not serving your, my guests. I think you'll make an
interesting distraction, and I might come out a winner
tonight," she explained. "You think you can remember all
that?"
"Yes mam," I responded.
"Good, now let me see you curtsey!" she ordered.
I had practiced that maneuver in front of mirrors since I
was a teenager, so she was satisfied with my curtsey. About
then the doorbell rang.
"Time to get to work Donna!" she said.
As each guy (Steve, Greg and Jim) arrived, I got the same
look as I answered the door. One of awe and bewilderment,
but no sign of recognition. Of course they appeared to be
more interested in my cleavage or legs.
After I had escorted each to the table, Mary surprised me
stating, "Tom (me) upset me this afternoon and won't be
able to play poker tonight. Since everything has already
been set up, and Tom has provided a maid to serve you all,
does anyone mind if I play instead?" There were no
objections.
"Donna dear, please get the gentlemen a beer, and bring me
a white wine," Mary ordered.
"Yes mam," I responded, throwing in a curtsey for good
measure.
As the game progressed, Mary appeared to be winning quite
easily, and I was kept busy serving everyone. Mary noticed
that Jim was becoming a little agitated and said, "Donna
dear, Jim looks like he need to relax a little, please go
around and give him a neck massage. You don't mind do you
Jim?"
"No, not at all. May be just what I need," Jim replied.
Of course, I minded, but no one asked me, and I could say
nothing except, "Yes mam."
"See, there will be no losers tonight, except maybe for
Tom!" laughed Mary.
As Jim relaxed, Steve asked, "When's it my turn?"
Mary looked at me, smiled and said, "Jim appears to be a
somewhat satisfied, for now. Give Steve his turn Donna."
"Yes mam," I said as Jim grabbed my hand kissed it, and
handed be his last chip.
"Thanks Donna, makes losing a little easier," said Jim.
I eventually gave each of the guys the same neck massage as
they continued to lose to Mary, and I received each one's
last chip as a tip.
"You know," remarked Greg, "I think Tom hired this maid to
get us distracted. Too bad he wasn't here to see it work.
Fastest I've been cleaned out in a while."
"You may be right," said Mary, "but I didn't hear any
objections! I'll tell you what, it is quite early, and I
did say there wouldn't be any losers tonight, except maybe
for Tom. Donna?"
"Yes mam?"
"I don't want the gentlemen to go away unhappy, and I
noticed that they all became exited in response to your
ministrations, so I would like you to give each of them a
long deep kiss before they leave! You guys think you can
handle that?"
Stunned, but not dumb, they chorused a resounding "YES!"
I too was quite stunned. "Well? Go on Donna! You said you'd
follow all my instructions tonight," said Mary.
I gave her my most pleading, puppy dog look, but she just
smiled, and said. "Start with Jim, then do Steve and
finally Greg, unless you want me to explain your
relationship to Tom."
"No mam," I said.
As I kissed Jim the other sheered us on, Mary the loudest I
think. Then Jim grabbed my hand again and started rubbing
it on his crotch.
"Ohh," said Mary, "looks like Jim wants more than a kiss! I
see Donna didn't pull away either. Give Steve and Greg
their kisses, too."
As I kissed the others Mary had me feel their crotches too.
"Well Donna, did you make them all hard with that sexy
little mouth?"
"Yes mam," I whispered.
"Interesting. You guys liked her mouth on you lips, what
about your cocks?" she asked.
Again they chorused a resounding "YES!"
"Okay Donna, I want you to take them back to my bedroom,
one at a time, of course. You only need to give them head,
but if you want to go further, that's up to you. In either
case, I get to watch."
Beaten, I reached out for Jim's hand and followed Mary to
the bedroom.
In the bedroom Mary started giving me instructions. "Kiss
him again Donna. Now kneel and undo his pants. Touch his
cock. Gently now. Wrap your right hand around it and fondle
his balls with your left. That's a good girl. Now kiss it,
then lick off the precum. Mmmmm."
I looked over and Mary was sitting in the easy chair
rubbing her clit.
"Now, take it in your mouth. Hold it with your lips and
wrap your tongue around the head. How's she doing Jim?"
"Oh shit, that feels sooo good!" he responded.
"Just wait, it gets better. Okay Donna, time to suck him
in, while lowering you mouth over the whole thing, keeping
pressure on it with your tongue, and then rise back up.
Establish a smooth rhythm and try to get it into your
throat without gagging."
Jim's moans got louder and he finally started to shout,
"I'm cumming!"
"Swallow it Donna, Don't miss a drop!" shouted Mary as she
too reached her orgasm. "Okay Donna, clean him up with your
tongue and then redress him."
"That was great Mary. I especially liked the touch of you
giving Donna instructions. You'd think it was her first
time?!" said Jim.
"It was Jim, it was. But it won't be her last. Show Jim to
the door Donna, and don't forget to curtsey as he leaves.
Then bring Steve back with you." she ordered.
"Yes mam," I said.
Mary had me repeat the process with both Steve and Greg,
and although I now knew how to be a cocksucker, she
continued to have me follow her instructions.
As I was fastening Greg's belt, he said, "You know Mary,
it's a pity Donna hasn't been taken care of too."
"Well, if you haven't caught on Greg, she's being punished.
But if you want to give her oral, I might consent,"
responded Mary.
"That's not necessary," I quickly said, knowing what Greg
would discover if I allowed him to pull down my panties.
"You sound a little scared, Donna. Never had a guy go down
on you before?" teased Mary. "I thought fear increased the
intensity of your orgasm. That is what you told me, isn't
it? That is why you do the things you do, isn't it?"
"Yes, but..." I started.
"Well Greg? Do you really want to pleasure Donna?" asked
Mary, cutting me off.
"Oh yeah, especially if she's not had a guy before! She's
so hot!" remarked Greg.
"You heard him Donna, you can't let a compliment like that
pass. Okay Greg, I'll let you have her if you can follow my
instructions, to the letter," she replied.
"YES MAM!" Greg shouted.
"Okay then, lay Donna back on the bed, gently now. Kiss her
like you really mean it and are in love. You're doing fine
Greg. Now crawl around between her legs. I need to tie this
scarf around your eyes. Now reach up and grasp her panties
on each side of her hip and lower them. Raise your ass
Donna so he can get them down. Pull them all the way off
Greg and then slide your hands up her stockings, back up to
her waist. You're doing great Greg. You follow instructions
well. Now, lean forward slowly and open your mouth."
As he did this, Mary raised my cock to align with his
mouth. "You're doing fine Greg, just a little more."
Finally, he had his mouth over my cock and then his tongue
touched the head. He was startled and started to rise up,
but Mary forced his mouth all the way down.
"Suck it Greg! Just like he did you! You're already there,
so finish the job if you don't want Jim and Steve to find
out!" Mary ordered.
Greg soon realized he had no other choice and started
sucking my cock. Mary took his scarf off. Mary could see
that I was getting close, so she reached up and pulled my
wig off, which startled me and I shot my load.
"Swallow it all Greg, just like Tom did you," she laughed.
In a bit Mary said, "Okay Tom, put your panties and wig
back on and become Donna again. Now, sit beside Greg on the
bed, I'm sure he has some questions."
Greg looked at us and simply asked, "Why?"
Mary explained all that had occurred today, and ended the
explanation with, "So, you see Greg, I now have a full time
maid in Donna, and I need someone like yourself to take her
out some nights when I want to enjoy a real man. Do you
think you can handle that? I promise to tell no one else,
and she'll keep herself pretty for you."
Pausing to think about it, Greg finally replied, "Okay
Mary, I think I can handle that, as long as no one else
finds out, especially Jim and Steve."
"It's a deal then. Okay Donna, get your new boyfriend a
drink, while I get you a nightie. Greg may want to spend
the night and 'test the waters' a little more."
Totally feminized, I replied, "Yes mam," curtsied and went
for the drink.
The End
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