Salesman to maid
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Man Maid free porn video
"I am glad the weekend is almost here." said my roommate Todd. "If I can
get through tomorrow, it's two days of peace and quiet with nothing to
do."
"Nothing to do except the dishes, laundry, sweeping and the pool needs
cleaning." I answered.
"Oh yeah, I forgot. No rest for the weary. Shame we can't hire a maid to
do all that."
"To expensive. You want a beer?" I asked getting up and heading for the
kitchen.
"Yeah, ok. How much you figure a maid service costs anyway?"
"More than we can afford I'm sure." I yelled, my head in the
refrigerator.
Actually we could probably afford it. I owned the house outright, the
basic monthly bills were low and Todd had been paying his share since he
had moved in several years ago after his divorce. Between us we earned a
good living, but I have never been one to spend money on things I could
do myself.
"I'd pay fifty bucks a week not to have to do laundry." Todd stated as I
returned with our beers.
"You don't do laundry now." I retorted. It was true, over the years we
had gradually fallen into the habit of doing the chores that each of us
minded the least. Most of the outside ones Todd did and inside, the
house work was pretty much done by me. I guess as the owner I figured
keeping the house neat and clean was more my responsibility that Todd's.
Todd had no answer for that and we sat in a comfortable silence watching
the news and drinking our beer. The weekend came and went and we did not
discuss the subject again.
Monday, out of curiosity I called a couple of cleaning services and
found out that the average cost for a house our size was four hundred a
month, to have it done once a week. Twice what Todd had thought.
When I mentioned it to him, he said, "Seems worth it, I mean we would
have all that free time on the weekend and a little maid running around
to leer at." He laughed.
"If you have that much free money, you can pay me!" I said.
"Nah, you're no fun to leer at! Although in the right little dress, some
stockings and heels, who knows you might be kinda cute!"
Going along with the joke, I said, "That would cost you TWO hundred a
week."
"For two hundred I would expect some personal services." He countered,
laughing so hard he almost spit out the beer he had just sipped. "You
know, a bit of ass fondling, titty squeezing, maybe the occasional blow
job."
"Now you're talking Five hundred. Plus expenses!" I retorted.
"What kind of expenses?" He asked, getting up to get another beer and
motioning with his can to see if I wanted another.
I nodded, laughed and said to his back, "Well it's not like we have a
maid's uniform and I am certainly not going to dish the money out of my
pay!"
"So, what, another hundred?" He asked from the kitchen.
Still thinking that we were playing, I said, "Let's see. Uniform,
underwear, shoes. Nope I figure closer to three hundred."
There was no answer from the kitchen so I said, "What's the matter big
spender, out of your price range?"
Todd returned a moment later with two beers in his left hand. As I
reached for mine, still smiling, he extended something to me with his
right hand. Taking it, I realized it was cash. "There's a thousand. You
can start Friday night. Here's your beer."
I sat there stunned until Todd started laughing. "Gotcha!" he exclaimed.
Laughing along with him I put the money on the coffee table and opened
my beer. "That was not funny!" I exclaimed.
"Yes it was. You should have seen your face!"
Looking down at the pile of money on the table, I asked, "Five hundred
plus three more for expenses, that's eight, what's the other two for?"
He responded, "Well if it's five for the first visit and the regular
service is a hundred per visit, that will cover the cost of Friday,
Saturday and Sunday. I figure you can buy a few changes of panties and a
second outfit from three hundred in expenses. With all the cleaning you
have to do, I would not want my employee to have to wear dirty things."
I began to get the feeling that Todd was kidding, but not as much as
before. Something in his tone had changed. That is when I realized I
could make him squirm. Downing the last half of my beer in two gulps, I
stood and picked the cash up off the table and stuck it in my jeans
pocket.
"What are you doing?" Todd asked.
"What do you mean?" I responded innocently.
"It's a joke, give me my cash back." He stated.
"If you need to borrow some money, I could lend you some." I answered,
taking the bills back out of my pocket.
"What loan? That's my money. Said Todd.
"Not anymore, you wanted a maid, you hired one. See you Friday! Hey, you
want another beer?" I smiled as I headed into the kitchen.
Getting my third beer from the refrigerator, I chuckled to myself. Todd
must be going mental. Right now he was sitting in the den trying to
figure out what I was up to. Well, let him stew about it. On Friday I
would give him the cash back and the joke would be on him. In the
meantime I would play it for all it was worth.
We did not talk about it the rest of the evening although I did catch
Todd giving me some squirrelly looks as we watched TV. Around eleven I
said good night and with his cash still in my pocket, I went to bed.
Laying there, I wondered how far I could push this.
Tuesday night over the first of our customary six or seven beers, Todd
tried to scare me into giving him his cash back.
"When you buy your uniforms, try to get something that is short and has
a deep cleavage would you?" He asked.
"Why?" I responded.
"The agreed on price was to include some personal services remember? A
little titty squeezing, some ass fondling. It would be easier if your
dress was shorter." He answered, attempting a depraved leer.
"I will keep that in mind when shopping." Was all I said.
After a moment he added, "And the occasional blow job."
Without batting an eye, I said, "The price of the condoms is coming out
of your pocket, not my expenses."
That shut him up good.
On Wednesday he came right out and asked for his money. I looked at him
quizzically and said, "But I already bought the uniforms and there is a
no return policy at the store or with the company you hired to do your
cleaning."
"Did you really buy a maid's uniform?" He asked incredulously.
"Yes." I lied.
The look on his face was priceless. This was going better than I could
have hoped. "Thursday after work I have to pick up the rest of the
things, so I will be late for dinner. Probably around eight or so." I
added. It was all I could do not to burst out laughing as Todd sat there
mutely.
Thursday afternoon I had several hours to kill because I did not want to
get home until after eight. I headed to the mall, thinking I could shop
for books and hang out at the coffee shop. I was half way up the mall
when I passed by the Frederick's of Hollywood store and in there window
I spotted a black French maid's uniform.
An idea for making Todd go over the edge popped into my mind. I entered
the store and immediately sought out the clerk.
"May I help you?" A middle aged woman asked as I approached the counter.
"Yes please. How much does the maid's outfit cost?" I asked.
"Fifty-four dollars.' Was her answer.
"Is it returnable?"
"I'm afraid not, costumes can only be exchanged." She answered.
"Oh. Never mind then." I said.
"Um, why would you want to buy something if you know you are going to
return it?" She asked curiously.
"Well, I really don't need it, I mean I do, but, well it's a long
story." I said.
"I have a few minutes, it is never busy during the dinner hour. Tell
me."
After five minutes of giving her the details of the ongoing joke on
Todd, she grasped the concept and laughed with me. "So you see, if it
was returnable I could bring it home tonight and show it to him and it
would make him crazy." I finished.
"Hmm," she mused. "The shoes and lingerie are returnable so long as the
tags are on them, and while I agree that fifty-four dollars is a lot of
money to waste, wouldn't it be worth that to really carry the joke to
the next level?"
"I guess." I responded. "I mean I could pay for it and not take it out
of his money. And I can return everything else?"
"If you really want to." She answered with a smile.
"Why wouldn't I want to?" I asked.
"It seems to me that if you really want to have the end all practical
joke, you should actually dress up in the outfit and really scare him!"
She laughed.
"That would be going too far I think."
"Not committed to the end?" She teased. "Afraid you might like it?"
"What?" I asked, confused.
"Most of the maid's costumes we sell are bought by men or by women for
their men. It's quite common and not just around Halloween."
"You're kidding!" I said.
"I have one for my husband and once a month or so I doll him up and we
have quite a time of it."
"You're kidding!" I said.
"You all ready said that!. But to get back to you're situation, I could
take the shoes back since you will probably only have them on for a
minute and I am sure I can find stockings, garter, and a padded bra that
would be less than forty dollars. The outfit comes with ruffled panties,
an apron, an adorable hat and anklets. Altogether it would be less than
a hundred dollars. Not much when you consider how freaked your room mate
will be!"
"I don't know, seems kinda weird. No offense to your husband of course."
"None taken. I tell you what. If you leave the tags on all the lingerie,
just tuck them in so they don't show, I will let you return everything
except the costume and the stockings. But you have to promise me you
will only wear them long enough to finish this joke on your room mate.
Deal?" She offered.
"That is awfully kind, but, I have never you know?"
"Put on ladies lingerie? Don't worry, I will give you some quick
pointers. It's not as mysterious as it seems. And if you return
everything, your out of pocket expense would be less than sixty
dollars."
"That is reasonable." I stammered. What was I saying!
"Great! Now you said you were also supposed to get a few changes of
lingerie, I have some lovely things and since you are going to return
them, effectively it will cost you nothing to show him a great big bag
of unmentionables!"
"True, but do you really think that is necessary?'
"It costs you nothing to really finish this joke at the far limit. I
think it is worth it. Now, with your build I think you wear a size seven
panty and probably a thirty-eight, B-cup bra. What color would you like
for the extra sets? I think black would be best for the maid outfit, but
you decide."
And that is how I found myself buying over two hundred and fifty dollars
in women's clothes! All of it returnable except about sixty dollars
worth.
When she was finished I had the maid's outfit, stockings and a six inch
tall garter belt, a padded black bra and a pair of high heels with a
three inch spike. As "extras", she added a pink corset with push up
pads, pink lacy patterned stockings, a matching satin thong, a see
through gown to go over it and for good measure, another two sets of
matching bras and panties. One in light blue, the other in sheer white.
After ringing up and bagging my purchases she said, "Now be sure to
return the items on Monday, that's my first shift next week and I want
to know what your room mate's reaction is!"
Thanking her for her help, I headed for the door, bags in hand. As I
reached it she added, "And be sure to shave your legs dear, the
stockings will feel and look much better. Have fun!"
Shave my legs? In a daze I headed for the car, thoughts of hitting the
bookstore carrying all these Frederick's bags gone from my head. As I
loaded the bags in the car I realized she was right, Todd was going to
freak. I laughed out loud as I drove home.
Pulling into the driveway I was happy to see Todd's car and decided to
draw out the suspense. Noting that it was just seven-thirty, I entered
the house through the front door, hollering hello as I came in.
"You're home early, I thought you said eight o'clock?" Todd asked as I
entered the kitchen.
"Finished up my shopping early." I stated. "Grab me a beer, you are
probably a couple ahead of me by this hour."
"Three to be exact." He said, "About to have my fourth. Here."
Pretending to be nonchalant, I cracked it open and headed for the den.
To his credit, Todd waited to say anything until he got up to get us
another beer twenty minutes later.
"So, if you went shopping, where are all the bags?" He asked, his words
slurred a bit and sounding nervous.
"Oops, I left them in the trunk of the car, would you like to get them
since you are up? My keys are on the counter." I answered.
Todd's eyes flew wide open. He looked from me to the keys and then back
at me. "You are kidding right?"
"No, I'm not. But I will get them if you don't want to. I just figured
you're up, you could do it."
"Uh, great, yeah you get them." He stuttered.
This was so great, Todd was becoming unhinged at the thought that I was
really going to go through with this. As if. I contained my laughter
until I was outside getting the bags.
Making sure that Todd could see the store name on the bags as I
returned, I asked. "Do you want to see what I bought. After all, you are
the employer, you should approve of the uniforms your maid will wear."
"No, jeez, are you really going through with this?"
"What do you mean?" I asked innocently, turning and taking all the bags
to my bedroom. When I returned, Todd was sitting in his chair looking
dazed. I got another beer and joined him watching the news. Although we
did not speak about it, I figured Todd was losing his mind, thinking
that I had already lost mine.
Only an hour later, Todd got up and said he was going to bed. That was
early for him but I guess the eight or nine beers was having it's
effect.
"So, I guess I will see you tomorrow after work." He stated slowly, the
word so slurring into the rest of the sentence.
"Not me." I answered. "But the maid will be ready for work promptly at
seven."
"The maid, fine, tell her to have dinner ready at seven-thirty." He
mumbled.
"She is a maid not a cook. If you bring supper home, I am sure she would
be happy to serve it to you though." I answered, watching Todd get his
mind around the concept that I might not be kidding.
He looked at me with apprehension in his eyes, but I ignored him and
after a minute he went in and closed the door to his room. I had to
stuff a pillow in my mouth to hold back the screams of laughter.
At midnight, after I had drank several more beers, I decided to call it
an evening. Taking a last beer from the refrigerator, I went to my room,
picked the bags off the bed and set them on the floor of the closet.
Sitting on the edge of the bed staring at the bags, I opened the beer
and as I drank it, I wondered how far I would go before giving Todd his
money back.
The woman had said I could wear the shoes briefly and the costume could
not be returned anyway so I thought, well I would put it on, present
myself to Todd, do a couple of pirouettes and then we would have a great
laugh.
Getting up, I kicked off my shoes and then tossed my socks on top of
them. I should put those away I thought. Nah, let the maid get em, I
giggled. When I realized I was giggling, I figured the beer was getting
to me too.
Might as well have another one I thought. Walking barefoot to the
kitchen made me wonder if the shoes the lady had picked would even fit.
Opening the beer on the way back I thought no time like the present to
find out!
Back in my room I fetched the bag with the shoe box inside from the
closet and set it next to me on the bed. Placing my beer on the night
stand with one hand, I fished the box out with the other.
I removed the lid and separated the tissue to see the black high heels
snuggled next to each other in the box. The pointed toe was very shiny
and the thin straps that would wrap around the ankle were delicate. The
heel, which tapered to a slim point did not look capable of supporting
the weight of the wearer.
They are kinda sexy looking I thought. I wonder if the saleslady's
husband had a pair like this. Now where did that come from?
I gently picked the right one up from the box. Holding it next to my
bare foot, I thought, might fit, looks like it should fit. Try it on a
voice in my head told me.
Sticking my toes into the shoe, I wiggled it onto my foot. A little
tight, but not bad I thought. With my right leg crossed over the left, I
reached for my beer and while I drank it, admired the high heel.
They are kinda sexy, even on my foot I thought as I drained the beer.
Because drunk people almost always do not know that they have had
enough, I decided another beer was a good idea. When I stood, I almost
killed my self because I had forgotten that I was wearing one high heel.
Sitting back down quickly, I reached to take the shoe off when that
voice spoke again. 'Put the other shoe on, don't take that one off. You
need to practice anyway.'
Taking the second shoe from the box, I crossed my leg and put it on.
Stretching both legs out in front of me I admired how ladylike the shoes
looked. Why, you can not even tell they are a man's feet! I thought.
Carefully setting my feet on the floor and without getting up, I put my
weight on the shoes. Holding the post of the bed, I slowly stood up.
Wobbling, it took several minutes to find my new center of gravity. My
weight felt shifted forward onto the balls of my feet. Nervously I held
the edge of the bed and took several tentative steps toward the empty
can on the night stand.
I should hold the can on my head and practice walking in my new shoes I
thought, giggling again. Brave now, I walked to the end of my room and
back, without falling. I did teeter a bit, but it may have been the
beer. After making it to the door, I opened it and went to get another
beer.
The carpet in my room and the hallway stopped at the edge of the kitchen
and so did I as my first two steps on the wood floor made a huge
clicking noise. The sound of heels tapping I realized. Tiptoeing, I
crossed the room, got another beer and tiptoed back out.
On the carpet again, I was pleased with my progress and looked down to
watch my fashionably shod feet. A shame I could barely see the shoes
because my jeans covered all but the toes. 'Put on the maid dress and
then look.' that voice said.
Back in the room, I got the bag holding the maid's uniform and sat on
the bed to figure out the parts. Pulling the dress itself out and laying
it neatly on the bed, I found myself hoping it fit. The apron and the
cap as well as the anklets, I set aside. The final item in the bag was
the smooth, white ruffled panty.
Three rows of white ruffles covered the back of the sheer panty. Turning
it around, I thought, this is so thin that Todd will see my penis if he
lifts my dress! The word penis made me giggle. Again. Setting it with
the dress, I studied the picture on the front of the package and decided
that I would be easiest to but the dress on while sitting on the bed.
'That way you can leave the heels on' the voice said. "But I have to
take them off to get my jeans off." I think I said out loud.
'Ok, but then put them right back on.'
I removed the shoes and placed them side by side on the floor. Standing,
I pulled my shirt over my head and then reached to unsnap and unzip my
jeans. As I slid them off my waist I noticed that while not erect, my
cock was thicker than it should be, like it was thinking of getting
hard. Strange I thought.
Stepping out of the jeans and grabbing my boxers, I again realized that
I was becoming erect. I thought nothing of it and added the shorts to
the pile on the floor. Naked, I decided to put the clothes in the
bathroom hamper before I forgot.
Back from the bathroom, I went to finish my beer and realized it was
already empty. How many had I already drank I wondered. No matter, I
would have another one before I changed. 'Changed into what?' the voice
asked. "Why my new uniform of course." I answered and this time I was
sure it was aloud.
The empty can in the kitchen trash and the cold one on the night stand,
I turned once again to the dress on the bed. Something, and I am sure it
was not the first voice, told me that once I slipped into the outfit, a
fundamental change would occur. Ignoring it, I pick up the maid's dress.
The three of four layers of nylon petticoat were a little confusing to
sort through as I held it upside down and tried to figure the best way
to slip it on. Bunching it up and making sure the front was facing the
right way, I slipped it over my head.
Wiggling and shrugging, I managed to get it down past my shoulders and
onto my torso. This would be easier if I was sober I thought. 'You would
not being doing this if you were sober.' came the answer. "Whatever." I
thought back.
Finally I had it in place. The stretchy gauze like material of the top
fit snugly to my chest and the petticoats flared the skirt out away from
my hips. The saleslady knew her stuff, with a bit of tugging, it felt
like a perfect fit! Now the panties I thought!
I sat on the bed and slipped my legs one at a time past the waist
opening and into the leg holes of the ruffled panty. Standing, I drew
them up my legs. I did not even notice that my cock was hard as I pulled
them under the skirt and tight to my waist. Running my hands around to
the back, I adjusted them so that my ass cheeks were covered, my hands
brushing the ruffles.
I sat back on the bed and of their own accord my hands reached for the
high heels. First one and then the other went on my feet. Looking down I
could see past the rows of ruffles to my slender ankles, wrapped in the
delicate heels. Very nice, I thought.
Slowly I made my way to the full length bathroom mirror. I was amazed at
how nice it felt to have the ruffles of the petticoat envelope my lower
body and the way the heels made the muscles of my legs alternately taut.
In the mirror I saw instead of a man in a maid's outfit, a maid. Looking
critically at myself, or so I thought, I realized that my legs would
look better in the stockings. 'Don't forget to shave your legs. The
stockings will feel and look nicer.' the woman had said. Not tonight,
but I knew I would before I presented myself to my new employer on
Friday.
Lifting the tiny skirt up in the front I saw how sheer the panty really
was. Clearly outlined behind the front panel was my very hard cock. I
was so big that the tip was barely contained beneath the elastic
waistband.
It might be a bit embarrassing if Todd saw that I thought. Then I
realized that since he was paying for "extra" personal services, that it
would not matter. Even though I was not sure how many the "occasional"
blow job would be, I was quite sure that to be successful at it, I would
have to make him at least this hard.
Somewhere between the ninth and tenth beers, between the heels and the
ruffled panties this had stopped being a joke on Todd. It had become
something else.
Rather than wonder what that something else was, I wondered how big his
cock was and how much he would cum in my mouth.
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