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It all started after I had gotten laid off work. My wife already knew of
my crossdressing but did not show of any interest in it. We needed new
income; she found a high school teaching job at a private school, with her
teaching degree. This in turn made me the homemaker.
At first doing the housework was not very enjoyable but I found a way to
start enjoying it. Crossdressing became the norm for me it got me in the
mood to do my chores. This got me compliments from my wife about how well I
kept the house. We became accustom to our new relationship. At this time I
did not catch on to what she had in mind for me. We were beginning to
switch, I clean house make dinner and she would tell me about work. What
later I noticed about her stories, much later were going to relate to my
predicament? Stories such as how the boys dressed as girls for a pep rally,
and how cute they looked in hose and dresses. Then the times she had to
paddle students in front of class. All the time she was telling me these
stories she was feeling me out. Trying to find out how far this thing she
had in stall for me was going to work out.
At home alone while cleaning I started back into my crossdressing. Became
nervous at the thought that I would get caught. I only started by wearing
pantyhose under my male attire then my wardrobe began to increase but not
by much. After my wife would leave for school I jump into my bubble
bath. Then would get dressed. I slip into my sheer black stockings and
garter pulling my flowery panties over them and finish with my only bra, a
white lacy thing. From my bottom draw I pull out my black skirt that was
four inch above the knee and my form fitting white blouse. To finish it off
I would go to the back of the closet and get my four inch classic pumps out
to slip on my stocking feet. This is when I really began to enjoy doing my
chores. My spouse complemented one day at dinner and wanted to know my
little secret I just said it was something new and different to do. She
said she knew other wise what was going on and it was that I had gotten a
maid. I told that was not the case and couldn't believe she would say
that. Then she hit me with that the neighbor had saw a women here cleaning
the house. My jaw hit the table. Right there she demanded to know who it
was. I could only say it was nobody and that since I have been off work no
one has ever been over. Now she smiled and asks me if it was me who was the
women. Fumbling with my words I finally admitted it was me whom the
neighbor saw.
After we finished eating my wife wanted to see this woman the neighbor was
talking about. I tried to beg my way out of it with no avail. She said she
was going to do the dishes and call her friend Linda and that I should be
dressed by the time she was done. I almost cried but couldn't wait this
could be my moment she would be more interested in my desire to dress. So I
slipped into my outfit and as I was putting on my shoes when she walks in.
"That will not do", she said and took by the hand to the dressing table.
"If you are to become the little women of the house you must look like
one", she says with a big grin.
All I could do was sit there nothing came to mind to say in my defense but
this was what I really wanted but did not let her know.
"I did know for sometime you were doing this", she says.
"But how when", I stumbled.
"I found the shoes about three weeks ago", my wife said with raised
eyebrow.
"I thought I was really careful but guess not huh", I said.
"Are you mad", I was saying like a little boy.
"No I think I'm really going to enjoy having a sissy maid", sternly she
said.
Now I was lost in thought as she finished the makeup and I was surprised
as much as her how good I looked. Wow I felt a lot sexier and got up turned
side to side to see how I looked. Damn this was a wonderful feeling my wife
and I enjoying this newfound life we were going to have. Living as couple
of girls, but as I said before she had much more in store for me. We went
to bed and made new invigorating love that night like we used to have when
we first got married.
The next morning we got up and kissed and she just kept looking in my eyes
and smiling. I couldn't figure out at that moment what she was really
thinking. We got up out of bed and I made us some breakfast. Then our
conversation began on what we were going to that day. First it was I needed
to loose that body hair. I started a bath for me then she came in with a
bottle of hair remover. Spreading it about my body she told me we needed to
do a little shopping for me today. I told her I was looking forward to it
as dipped back into the bath and all the hair started to come off. I was
also told at breakfast I should have painted nails and to start letting my
hair grow longer. She toweled me off and said we should get dressed. I
started to put on my underwear and socks then she stopped me.
"Wait. No. Girls don't wear those things you should throw those out", she
said excitedly.
"You need to put on your flowery panties and pantyhose on", telling me like
I was a child.
"How are you going to try on shoes and closes in those thing", she said.
"Then you can wear your tight little jeans and that blouse you have", she
says.
"But what if someone sees us" I said protesting.
"Don't worry about that the only person we know will being going with us"
she said.
" What do you mean someone is going with us" I shrilled.
"Oh, yes I forgot to mention it yesterday that Linda was going", she said.
"How could you do that", I demanded.
"Well when I found your shoes and stuff I needed someone to talk to besides
she's the one that talked me into going on with this", she said sorrowly.
I just got dressed and left it as that. Besides this is what I wanted and
would eventually enjoy the other changes too eventually. I still didn't
quite grasp how far she was taking it at this point. We picked up Linda and
were on our way to the mall. I could hardly look at her but she broke the
ice buy saying that blouse looks cute. During the shopping I began to feel
nervous and wanted to run away. After trying on a few clothes I became less
worrisome even coming out of the dressing room in a skirt for the two girls
to see. Shoe shopping was fun we had gotten a wonderful salesgirl that
though it was great that I could be myself and that my wife so
understood. We bought me three pair of shoes a pair of sandals single strap
around the toe and ankle, a pair of wedge sandals, and pair of casual flats
that I wore the rest of the day shopping. Next was lingire I got matching
bra and panty sets, more stockings of different colors, and a pair of
crouch less panties Linda found and my wife demanded I buy. My wife said I
most have some items for sleeping in, so we picked up a satin gown and
chesime with lace trim. Later in the day Linda made the comment I needed my
ears pierced so of we went and got me two studs put in. I was getting tired
and beside I really wanted to try my new clothes on. Home we went and Linda
came with us. Linda was excited as much as I was and suggested I put on a
fashion show for the two girls.
The night started with me trying on the clothes for the girls. I was
getting hungry and wanted to go out for dinner. The catch was I had to go
out fully dressed as one of the girls. The girls said don't worry they
would make me up passable and it usually darker in restaurant for
dinner. The girls started helping me get ready. They painted my nails red,
as I would be wearing my new sandals. Then I shaved close before my make-up
went on, I was starting look very feminine. Put on my new garter and black
seamed stockings, which my wife helps, straighten, she couldn't help
feeling my legs up since they were now smooth and hairless. Put on the bra
and panty set and then Linda pulled out some breast forms she wickedly
brought from her home. Then I put on my little black dress it was long
sleeved with a high choker collar. My wife added some of her white pearls
to the outfit. Finally I step into the black strappy sandals. It looked
great me buckling the straps around my ankles and seeing my painted toes
though the sheer stockings with red fingernails matching. We were all
floored as how hot I looked. All three had a wonderful dinner and headed to
take Linda home. As we dropped Linda off she said if she were a guy she
would screw my brains out. My wife replied that was what she had in mind.
As we got home my wife laid a big kiss on me. Boy it was a hot scene like
two girls making out for the first time. She then pulled me to the bedroom
and said wait right here because I'm going to screw your brains out like I
said. This was not what scared me since she added that I should trust
her. I heard her run back outside to the car and came back in and went
straight to the bathroom. I sat there looking at my new self in our
full-length mirror. She came back into the bedroom looking as sexy as the
day we met. Standing there in a black mini dress and heels to die for she
look me in the eye and brought up that sissy thing.
"Now that you got your wish of crossdressing I want mine", she says.
"Ok", I answer.
"If this is going to continue you will have to live by my rules", she said
hands on hips.
"Ok I guess I really want this badly", I said."
"Don't guess yes or no Ma'am will do", she said with a little angry tone.
"Yes", I answered.
"Yes Ma'am", she shot back.
"Yes Ma'am", I answered.
With that I was ordered to my knees. I dropped not knowing what was going
to happen next. Though for some reason I want this to happen. She step
toward me and brought up the trust me thing again. Put her hand under my
chin looked me in the eye. She wanted me to lift her dress up and do
something for her. I thought well I gave her oral before what was the big
deal. As I lifted the bottom of her dress there was a strap-on dildo around
her waist. I froze and stared. In a sexy tone she wanted me to suck her
cock. Everything was going through my mind should I shouldn't I but her
word if I wanted this to continue changed my mind. Again she cooed wanting
me to suck it. Then I stuck my hand out and grabbed the shaft of her cock,
pulled it up to my lips and slid it in my mouth.
"Yes that is it sissy suck it like I know you can", seductive she said.
"MMM yes darling your turn to give me head", she whimpered.
"Yes Ma'am", I answered.
With that I took it all in. She put her hand on my head and played with my
hair. I began to really get into it maybe it was because the way I was
dressed totally made me feminine. Then she put her hand under my chin again
to signal I was to stop. With just a finger pushing up I knew to follow it
and stand up.
"Now girl take those panties off", she ordered.
Putting my hands under my dress I seductively slid them down my legs. When
I got to my ankles I pulled them off each foot like a stripper and held it
up then dropped it to the floor. "All right slut on the bed on your back",
she said as she got something from the dresser.
"Close your eyes and pull you legs to your chest", she said slowly.
With that I felt something cool and wet touch my hole. She was rubbing a
lubed finger around my hole. Then slowly she entered me with her
finger. Reminding me that I was a sissy for her to use. She moved her
finger in and out of me slowly then I let out a sigh. She understood the
cue and moved in between my legs. Grabbing between her legs she lined the
strap-on up with my wanting ass. With a deliberate thrust she entered me
and lend into kiss me at same time. I moaned into her mouth, with that she
starting fucking me slowly then faster all the while our lips were locked,
then our lips let go we filled the room with moans of our sex. She became
wild fucking me harder, I could she was going to cum. I was so into this
cock in my ass I didn't even bother to stroke myself I felt like I could
cum without touching it. After she came hard she made me turn around and
get in the doggy position. This potion let her hit my girly "g" spot, this
was going to make me cum. Ramming it in and hitting my spot just right she
could tell by my moans she was doing right. I began to feel like I was
cumming but different. I could now feel my sperm coming out with each time
the cock slid in me. Finnally I fell flat from exhaustion, with that she
gave me a reach around to finish me off.
That next morning I woke still in my dress and stockings, she had removed
my shoes. I Went to the kitchen to find her sitting there with a big grin.
"So you really liked being the girl", she said knowingly.
"Oh yes I loved it I have to admit", I said.
"Well then do you agree to our deal", she said.
"Yes, with more sex like that you can lead me on a leash", I answered.
"That is what I have in mind sissy", she said in that seductive voice.
"Get changed you have laundry to do", she said smartly.
"Yes Ma'am", I answered then curtsied.
"I think you need one more outfit don't worry I will pick this one out",
she said with a smirk.
The rest of the week went on as before her at school me doing the
housework but now I could fully dress without being scared of getting
caught. We decided of a fem name for me now I was called Natalie. On
Thursday a package arrived and the deliveryman did not bat an eye when I
answered the door dressed as Natalie. Not soon after my wife calls and said
do not ruin the surprise and look in that package. It was to late she had
ordered me a French maid outfit. It came with cuffs, hat, apron, and
bloomers. When she got home I could not hide the fact I opened the
package. She did not seem so upset but said I will be punished for it on
Saturday along with the rest of my infractions for the week. On Friday my
wife came home from school and pulled out her paddle. I stared at in shock
but was excited. She took a small picture we had on the wall in the kitchen
and put it there in its place.
"Why did you do that", I asked.
"Remember I said you would be punished for your infractions, well that's
what that's for", she said smartly.
All the rest of Friday into Saturday morning I didn't say a word. Then
that morning she reminded me that my punishment would be tonight and that
tonight Linda was coming over with a friend for drinks. I will still in
shock thinking about getting the paddle from her that Linda and a friend
coming never registered. I was then told we needed to go shoe shopping
again for a pair of shoes that would go with the maid uniform. Our trip
took us to a store that sold bondage and S&M things. I was made to purchase
a pair of five inch stiletto high heels pumps. Tried them on in the store,
I could walk great in heels, walking in these were quite difficult. Next we
went to a salon and I had my hair done the women there said I wasn't the
first guy that has had this done to him. When we finally got home it was
five o'clock.
"I asked, "what should I wear for our guest tonight."
"The maids uniform, your seamed stockings, and your new shoes of course",
she said all most laughing.
"Yes Ma'am", was all I could answer.
From that answer I understood what my roll was to be that night, its one
the one of the sissy maid. I wanted very much to play the roll of the maid
with my wife but she had Linda coming over with a friend. As I got dressed
it bothered me less. Putting the lacy garter around my waist made me forget
all about it. On I went bunching the seamed stocking in my hands, putting
them first over my red painted toes careful pulling up my smooth shaved
legs. Straighten the seams and hooking the lacy tops to each strap slowly
seductively. Picked up the bloomers and wiggled my ass into them. Next put
the bra around my chest and hook it up in the back without any help, put in
the breast forms Linda had given me. Touch up my make-up and reach for the
sexy French maid outfit. The material was a black satin with low cut
neckline and puffy sleeves. Finished it up the outfit with the gloves,
apron, and hat. Finally I put on my new stiletto pumps and practiced
walking around in them.
The doorbell rang. My heart skipped a beat, it had to be Linda and her
friend, I could not move. Then my wife yelled from the bathroom for me to
get the door. She reminded me that I was to be a good little sissy maid
when getting the door. I let out a sigh, brushed my skirt, and slowly
opened the door. It was Linda and her friend all dressed up for the tiny
cocktail party my wife was giving. Linda was in all leather it was red with
red stocking and boots. It was a mini skirt with sheer top and a bolero
jacket. But her friend was dressed like a schoolgirl. Her outfit had the
pleaded shirt, white blouse tied at the bottom with no buttons done so you
could see the embroidered bra she had on. Her legs were covered with white
stockings that ended just above the knee and platform saddle shoes that
match her skirt. Linda introduced her as Susan. Susan was a young girl
maybe early twenties, blond hair tied back with just bangs, very tight
body. As I let them in I put one foot behind the other ankle grabbed the
bottom of my skirt and dipped for them. Oh my I thought I am a sissy maid I
just curtsy for them.
"Hello Natalie, my you look hot tonight doesn't she Susan", said Linda.
"Thank you Ma'am my I take you coats", I said.
"MMM yes you may but turn around for us first", Linda says.
"As you wish Ma'am", I said as I twirled.
"She has cute ass doesn't she Susan", said Linda.
"Ah huh", Susan added.
Then my wife jumped in, " put up our guest coats and serve us some drinks."
My wife looked at me with a smile and slapped my ass as I went by to go to
the kitchen. I poured each girl a drink of wine and brought them out to
them. I had to dip very low as I set each glass by the girls. Then I walked
back to the kitchen to get some snacks for them with a whistle from
Linda. When I came back in with the snacks my wife was telling them how I
had ruined her surprise of the French maid outfit. Then she reminded me
that it was now time for me to receive my punishment. I was told to
retrieve the paddle hanging on the wall and bring it out to the living
room. I gave her a few buts but I was reminded that my whole ordeal could
end if I said the word. I could not end it, so I went to get the paddle and
brought it to her. I could see the other girls sitting on the edge of the
seats.
I lifted the paddle out with my hands with my head down. She told me I was
to be punished for not only ruining the surprise but some other infractions
from the week. First was not finishing the laundry on Sunday which would
be three swats, second leaving bathroom a mess on Monday two swat, Tuesday
bathroom again five swats, Late with dinner Wednesday five swats, and
ruined surprise Thursday ten swats. Then Linda jumps in and says that
should twenty and Susan agreed. My wife then changes number to twenty and
finally I was to get five for leaving my clothes out today. That was a
total of forty swats. I was told to stand in front of everybody and bend
over and grab my ankles, which I did. SWAT! She landed the first one then
four more. She said this doesn't seem to be working and that I should lower
my bloomers. I put my hands under my skirt and lowered them, then a quick
swat; she said they were not low enough so I pushed them down to the top of
my stockings. With ten more swats on my bare bottom, I was made to stand up
and show everyone my redden ass. At this time my hard-on was throbbing you
could see it twitching. I was told to get back over and received ten
more. I was thinking I was so horny I could explode and my wife could see
that. She stopped paddling me and had me stand up again.
"This isn't working again we need to do something about that", my wife
said.
"Linda come over here and help me", she added.
"Oh yes I would love to help", Linda said.
"See her hard-on is taking her mind off the spanking", says my wife.
With that Linda stands beside me and grabs my cock in her hand. She begins
to stroke it. My wife reaches over and empties her wine glass then holds
it in front of my cock. Linda jacks me off faster and in no time at all I
shot loads cum that my wife catches in the wine glass. She hands it to me
and told me to take care of this, so as I turned to take it into the
kitchen I was stopped and told that was not what she meant. Susan let out a
gasp, I looked at her and her eyes said she wanted to see this. I looked at
my wife and got the looked. I wanted this and was feeling very sluty being
paddled in front of everybody I was going to drink the glass of cum in
front of them too. My wife also gave me a choice if I put that entire load
in my mouth and didn't swallow it after my last fifteen swats I could spit
it out. I put the glass to my lips and drank it holding it there in my
mouth, just then Linda steps up and puts tape over my mouth. She said it
was for keeping me from cheating and not letting me spit it out. I was in a
daze I felt a hand pushing me back over. I did as it was forcing me to do,
to bend over and grab my ankles. Then my wife swatted me harder than she
had all night. With that I could not help but swallow my cum right there on
the first swat. I received all fourteen more as hard as that one, I almost
cried. Now I was trying not to sob so I reached back to feel my sore
ass. It was warm from the paddling I had got, Linda reached up and removed
the tape to see if the cum was still there, I had swallowed it.
"I new she would like the tastes", Linda said.
"Yes, I think she will like giving blow jobs", my wife said.
"Oh can I give her my surprise now", says Linda.
"Yes now would be good", my wife adds.
"Natalie come and sit between Susan and me here", Linda said.
I go over and sit between the two girls. Linda tells me all about Susan
and how they met. She begins telling how Susan was one of her former
students and how she noticed how much Susan enjoyed wearing the girls
clothes at a pep rally and how well she knew how to wear them. Susan was
feeling me up at this time, rubbing my legs and kissing my neck. I told her
I did not believe her. With that Susan stood up put her hands up her skirt
and slid her panties off. Susan pulled her skirt up to show me her cock, it
was hard, and it was six inches long about three quarters of an inch
round. Linda told me Susan was my surprise from her and Susan had agreed to
deflower me. Now Susan gets on her knees and grabs back of my ankle and
slides one shoe off then the other kissing each foot. She reaches up and
pulls my bloomers the rest of the way off. Then see leads me into position
on the couch the way she wants me, on my knees bent over the arm. Susan
takes her shoes off too and kneels behind me. I can feel her lift my skirt
and place one hand on my hip. With the other hand she lubes my anus with
her finger by plunging it in and out. Then I feel both of her hands grab my
hips as she place the head of her cock to my hole. With one motion Susan
pulls my hips toward her as she thrusts her cock into me. I let out a
moan, as the feeling of a real cock in me is just wonderful. Now I feel
like a real girl. As Susan is slowly fucking me my wife comes up and kisses
me fully, then she leans in and whispers in my ear.
"I want you to suck her cock", my wife says softly.
"Suck her cock. I want to see you suck her cock", she says again.
"Susan darling don't cum yet. I think Natalie going to suck you off", Linda
tells her.
Susan pulls out I didn't want her to stop, as I turn around to face her. I
really wanted to suck her cock too. Susan lies back into the couch I move
to get between her legs. She then puts one leg up on my shoulder as my cock
moves in on her pole. I put my lips around the head and lick the bottom of
it. Susan coos. I swallow her whole all the way down. As I begin to bob up
and down I can taste her per cum making me bob faster. I insert a finger in
her hole as I take my other hand and stroke the base of her cock keeping my
mouth around her pole. I pump her faster and faster still she shots a hard
stream to the back of my throat, I close my lips tight around her cock as
she cums some more. I swallow what she gave me so far, as she's cumming I
ram my finger in deeper this makes her unload some more. I keep my mouth
around her cock till she is spent. I reach up and kiss her so she can get a
taste too.
Linda and my wife were not done with us yet while I was blowing Susan they
had stripped down to their stocking. Susan and I could see that they both
had put on their strap-ons and were ready to give us a good fucking. Susan
and I got on our knees bent over the couch and turned our heads toward each
other. This time Linda was fucking my hole and my wife fucked Susan's. They
fucked us till they came. The evening ended with each of us going to bed
with our own partners. I made love to my wife I don't know what Linda and
Susan did.
After that week I live as the women of the house now. I have had several
men my wife has brought home. Always to suck their cocks while my wife
fucks my ass. We also see Linda and Susan once a month for little parties.
I like the parties were Susan and I are the students and Linda and my wife
are the teachers. The best party is still were I am the sissy maid.
my crossdressing but did not show of any interest in it. We needed new
income; she found a high school teaching job at a private school, with her
teaching degree. This in turn made me the homemaker.
At first doing the housework was not very enjoyable but I found a way to
start enjoying it. Crossdressing became the norm for me it got me in the
mood to do my chores. This got me compliments from my wife about how well I
kept the house. We became accustom to our new relationship. At this time I
did not catch on to what she had in mind for me. We were beginning to
switch, I clean house make dinner and she would tell me about work. What
later I noticed about her stories, much later were going to relate to my
predicament? Stories such as how the boys dressed as girls for a pep rally,
and how cute they looked in hose and dresses. Then the times she had to
paddle students in front of class. All the time she was telling me these
stories she was feeling me out. Trying to find out how far this thing she
had in stall for me was going to work out.
At home alone while cleaning I started back into my crossdressing. Became
nervous at the thought that I would get caught. I only started by wearing
pantyhose under my male attire then my wardrobe began to increase but not
by much. After my wife would leave for school I jump into my bubble
bath. Then would get dressed. I slip into my sheer black stockings and
garter pulling my flowery panties over them and finish with my only bra, a
white lacy thing. From my bottom draw I pull out my black skirt that was
four inch above the knee and my form fitting white blouse. To finish it off
I would go to the back of the closet and get my four inch classic pumps out
to slip on my stocking feet. This is when I really began to enjoy doing my
chores. My spouse complemented one day at dinner and wanted to know my
little secret I just said it was something new and different to do. She
said she knew other wise what was going on and it was that I had gotten a
maid. I told that was not the case and couldn't believe she would say
that. Then she hit me with that the neighbor had saw a women here cleaning
the house. My jaw hit the table. Right there she demanded to know who it
was. I could only say it was nobody and that since I have been off work no
one has ever been over. Now she smiled and asks me if it was me who was the
women. Fumbling with my words I finally admitted it was me whom the
neighbor saw.
After we finished eating my wife wanted to see this woman the neighbor was
talking about. I tried to beg my way out of it with no avail. She said she
was going to do the dishes and call her friend Linda and that I should be
dressed by the time she was done. I almost cried but couldn't wait this
could be my moment she would be more interested in my desire to dress. So I
slipped into my outfit and as I was putting on my shoes when she walks in.
"That will not do", she said and took by the hand to the dressing table.
"If you are to become the little women of the house you must look like
one", she says with a big grin.
All I could do was sit there nothing came to mind to say in my defense but
this was what I really wanted but did not let her know.
"I did know for sometime you were doing this", she says.
"But how when", I stumbled.
"I found the shoes about three weeks ago", my wife said with raised
eyebrow.
"I thought I was really careful but guess not huh", I said.
"Are you mad", I was saying like a little boy.
"No I think I'm really going to enjoy having a sissy maid", sternly she
said.
Now I was lost in thought as she finished the makeup and I was surprised
as much as her how good I looked. Wow I felt a lot sexier and got up turned
side to side to see how I looked. Damn this was a wonderful feeling my wife
and I enjoying this newfound life we were going to have. Living as couple
of girls, but as I said before she had much more in store for me. We went
to bed and made new invigorating love that night like we used to have when
we first got married.
The next morning we got up and kissed and she just kept looking in my eyes
and smiling. I couldn't figure out at that moment what she was really
thinking. We got up out of bed and I made us some breakfast. Then our
conversation began on what we were going to that day. First it was I needed
to loose that body hair. I started a bath for me then she came in with a
bottle of hair remover. Spreading it about my body she told me we needed to
do a little shopping for me today. I told her I was looking forward to it
as dipped back into the bath and all the hair started to come off. I was
also told at breakfast I should have painted nails and to start letting my
hair grow longer. She toweled me off and said we should get dressed. I
started to put on my underwear and socks then she stopped me.
"Wait. No. Girls don't wear those things you should throw those out", she
said excitedly.
"You need to put on your flowery panties and pantyhose on", telling me like
I was a child.
"How are you going to try on shoes and closes in those thing", she said.
"Then you can wear your tight little jeans and that blouse you have", she
says.
"But what if someone sees us" I said protesting.
"Don't worry about that the only person we know will being going with us"
she said.
" What do you mean someone is going with us" I shrilled.
"Oh, yes I forgot to mention it yesterday that Linda was going", she said.
"How could you do that", I demanded.
"Well when I found your shoes and stuff I needed someone to talk to besides
she's the one that talked me into going on with this", she said sorrowly.
I just got dressed and left it as that. Besides this is what I wanted and
would eventually enjoy the other changes too eventually. I still didn't
quite grasp how far she was taking it at this point. We picked up Linda and
were on our way to the mall. I could hardly look at her but she broke the
ice buy saying that blouse looks cute. During the shopping I began to feel
nervous and wanted to run away. After trying on a few clothes I became less
worrisome even coming out of the dressing room in a skirt for the two girls
to see. Shoe shopping was fun we had gotten a wonderful salesgirl that
though it was great that I could be myself and that my wife so
understood. We bought me three pair of shoes a pair of sandals single strap
around the toe and ankle, a pair of wedge sandals, and pair of casual flats
that I wore the rest of the day shopping. Next was lingire I got matching
bra and panty sets, more stockings of different colors, and a pair of
crouch less panties Linda found and my wife demanded I buy. My wife said I
most have some items for sleeping in, so we picked up a satin gown and
chesime with lace trim. Later in the day Linda made the comment I needed my
ears pierced so of we went and got me two studs put in. I was getting tired
and beside I really wanted to try my new clothes on. Home we went and Linda
came with us. Linda was excited as much as I was and suggested I put on a
fashion show for the two girls.
The night started with me trying on the clothes for the girls. I was
getting hungry and wanted to go out for dinner. The catch was I had to go
out fully dressed as one of the girls. The girls said don't worry they
would make me up passable and it usually darker in restaurant for
dinner. The girls started helping me get ready. They painted my nails red,
as I would be wearing my new sandals. Then I shaved close before my make-up
went on, I was starting look very feminine. Put on my new garter and black
seamed stockings, which my wife helps, straighten, she couldn't help
feeling my legs up since they were now smooth and hairless. Put on the bra
and panty set and then Linda pulled out some breast forms she wickedly
brought from her home. Then I put on my little black dress it was long
sleeved with a high choker collar. My wife added some of her white pearls
to the outfit. Finally I step into the black strappy sandals. It looked
great me buckling the straps around my ankles and seeing my painted toes
though the sheer stockings with red fingernails matching. We were all
floored as how hot I looked. All three had a wonderful dinner and headed to
take Linda home. As we dropped Linda off she said if she were a guy she
would screw my brains out. My wife replied that was what she had in mind.
As we got home my wife laid a big kiss on me. Boy it was a hot scene like
two girls making out for the first time. She then pulled me to the bedroom
and said wait right here because I'm going to screw your brains out like I
said. This was not what scared me since she added that I should trust
her. I heard her run back outside to the car and came back in and went
straight to the bathroom. I sat there looking at my new self in our
full-length mirror. She came back into the bedroom looking as sexy as the
day we met. Standing there in a black mini dress and heels to die for she
look me in the eye and brought up that sissy thing.
"Now that you got your wish of crossdressing I want mine", she says.
"Ok", I answer.
"If this is going to continue you will have to live by my rules", she said
hands on hips.
"Ok I guess I really want this badly", I said."
"Don't guess yes or no Ma'am will do", she said with a little angry tone.
"Yes", I answered.
"Yes Ma'am", she shot back.
"Yes Ma'am", I answered.
With that I was ordered to my knees. I dropped not knowing what was going
to happen next. Though for some reason I want this to happen. She step
toward me and brought up the trust me thing again. Put her hand under my
chin looked me in the eye. She wanted me to lift her dress up and do
something for her. I thought well I gave her oral before what was the big
deal. As I lifted the bottom of her dress there was a strap-on dildo around
her waist. I froze and stared. In a sexy tone she wanted me to suck her
cock. Everything was going through my mind should I shouldn't I but her
word if I wanted this to continue changed my mind. Again she cooed wanting
me to suck it. Then I stuck my hand out and grabbed the shaft of her cock,
pulled it up to my lips and slid it in my mouth.
"Yes that is it sissy suck it like I know you can", seductive she said.
"MMM yes darling your turn to give me head", she whimpered.
"Yes Ma'am", I answered.
With that I took it all in. She put her hand on my head and played with my
hair. I began to really get into it maybe it was because the way I was
dressed totally made me feminine. Then she put her hand under my chin again
to signal I was to stop. With just a finger pushing up I knew to follow it
and stand up.
"Now girl take those panties off", she ordered.
Putting my hands under my dress I seductively slid them down my legs. When
I got to my ankles I pulled them off each foot like a stripper and held it
up then dropped it to the floor. "All right slut on the bed on your back",
she said as she got something from the dresser.
"Close your eyes and pull you legs to your chest", she said slowly.
With that I felt something cool and wet touch my hole. She was rubbing a
lubed finger around my hole. Then slowly she entered me with her
finger. Reminding me that I was a sissy for her to use. She moved her
finger in and out of me slowly then I let out a sigh. She understood the
cue and moved in between my legs. Grabbing between her legs she lined the
strap-on up with my wanting ass. With a deliberate thrust she entered me
and lend into kiss me at same time. I moaned into her mouth, with that she
starting fucking me slowly then faster all the while our lips were locked,
then our lips let go we filled the room with moans of our sex. She became
wild fucking me harder, I could she was going to cum. I was so into this
cock in my ass I didn't even bother to stroke myself I felt like I could
cum without touching it. After she came hard she made me turn around and
get in the doggy position. This potion let her hit my girly "g" spot, this
was going to make me cum. Ramming it in and hitting my spot just right she
could tell by my moans she was doing right. I began to feel like I was
cumming but different. I could now feel my sperm coming out with each time
the cock slid in me. Finnally I fell flat from exhaustion, with that she
gave me a reach around to finish me off.
That next morning I woke still in my dress and stockings, she had removed
my shoes. I Went to the kitchen to find her sitting there with a big grin.
"So you really liked being the girl", she said knowingly.
"Oh yes I loved it I have to admit", I said.
"Well then do you agree to our deal", she said.
"Yes, with more sex like that you can lead me on a leash", I answered.
"That is what I have in mind sissy", she said in that seductive voice.
"Get changed you have laundry to do", she said smartly.
"Yes Ma'am", I answered then curtsied.
"I think you need one more outfit don't worry I will pick this one out",
she said with a smirk.
The rest of the week went on as before her at school me doing the
housework but now I could fully dress without being scared of getting
caught. We decided of a fem name for me now I was called Natalie. On
Thursday a package arrived and the deliveryman did not bat an eye when I
answered the door dressed as Natalie. Not soon after my wife calls and said
do not ruin the surprise and look in that package. It was to late she had
ordered me a French maid outfit. It came with cuffs, hat, apron, and
bloomers. When she got home I could not hide the fact I opened the
package. She did not seem so upset but said I will be punished for it on
Saturday along with the rest of my infractions for the week. On Friday my
wife came home from school and pulled out her paddle. I stared at in shock
but was excited. She took a small picture we had on the wall in the kitchen
and put it there in its place.
"Why did you do that", I asked.
"Remember I said you would be punished for your infractions, well that's
what that's for", she said smartly.
All the rest of Friday into Saturday morning I didn't say a word. Then
that morning she reminded me that my punishment would be tonight and that
tonight Linda was coming over with a friend for drinks. I will still in
shock thinking about getting the paddle from her that Linda and a friend
coming never registered. I was then told we needed to go shoe shopping
again for a pair of shoes that would go with the maid uniform. Our trip
took us to a store that sold bondage and S&M things. I was made to purchase
a pair of five inch stiletto high heels pumps. Tried them on in the store,
I could walk great in heels, walking in these were quite difficult. Next we
went to a salon and I had my hair done the women there said I wasn't the
first guy that has had this done to him. When we finally got home it was
five o'clock.
"I asked, "what should I wear for our guest tonight."
"The maids uniform, your seamed stockings, and your new shoes of course",
she said all most laughing.
"Yes Ma'am", was all I could answer.
From that answer I understood what my roll was to be that night, its one
the one of the sissy maid. I wanted very much to play the roll of the maid
with my wife but she had Linda coming over with a friend. As I got dressed
it bothered me less. Putting the lacy garter around my waist made me forget
all about it. On I went bunching the seamed stocking in my hands, putting
them first over my red painted toes careful pulling up my smooth shaved
legs. Straighten the seams and hooking the lacy tops to each strap slowly
seductively. Picked up the bloomers and wiggled my ass into them. Next put
the bra around my chest and hook it up in the back without any help, put in
the breast forms Linda had given me. Touch up my make-up and reach for the
sexy French maid outfit. The material was a black satin with low cut
neckline and puffy sleeves. Finished it up the outfit with the gloves,
apron, and hat. Finally I put on my new stiletto pumps and practiced
walking around in them.
The doorbell rang. My heart skipped a beat, it had to be Linda and her
friend, I could not move. Then my wife yelled from the bathroom for me to
get the door. She reminded me that I was to be a good little sissy maid
when getting the door. I let out a sigh, brushed my skirt, and slowly
opened the door. It was Linda and her friend all dressed up for the tiny
cocktail party my wife was giving. Linda was in all leather it was red with
red stocking and boots. It was a mini skirt with sheer top and a bolero
jacket. But her friend was dressed like a schoolgirl. Her outfit had the
pleaded shirt, white blouse tied at the bottom with no buttons done so you
could see the embroidered bra she had on. Her legs were covered with white
stockings that ended just above the knee and platform saddle shoes that
match her skirt. Linda introduced her as Susan. Susan was a young girl
maybe early twenties, blond hair tied back with just bangs, very tight
body. As I let them in I put one foot behind the other ankle grabbed the
bottom of my skirt and dipped for them. Oh my I thought I am a sissy maid I
just curtsy for them.
"Hello Natalie, my you look hot tonight doesn't she Susan", said Linda.
"Thank you Ma'am my I take you coats", I said.
"MMM yes you may but turn around for us first", Linda says.
"As you wish Ma'am", I said as I twirled.
"She has cute ass doesn't she Susan", said Linda.
"Ah huh", Susan added.
Then my wife jumped in, " put up our guest coats and serve us some drinks."
My wife looked at me with a smile and slapped my ass as I went by to go to
the kitchen. I poured each girl a drink of wine and brought them out to
them. I had to dip very low as I set each glass by the girls. Then I walked
back to the kitchen to get some snacks for them with a whistle from
Linda. When I came back in with the snacks my wife was telling them how I
had ruined her surprise of the French maid outfit. Then she reminded me
that it was now time for me to receive my punishment. I was told to
retrieve the paddle hanging on the wall and bring it out to the living
room. I gave her a few buts but I was reminded that my whole ordeal could
end if I said the word. I could not end it, so I went to get the paddle and
brought it to her. I could see the other girls sitting on the edge of the
seats.
I lifted the paddle out with my hands with my head down. She told me I was
to be punished for not only ruining the surprise but some other infractions
from the week. First was not finishing the laundry on Sunday which would
be three swats, second leaving bathroom a mess on Monday two swat, Tuesday
bathroom again five swats, Late with dinner Wednesday five swats, and
ruined surprise Thursday ten swats. Then Linda jumps in and says that
should twenty and Susan agreed. My wife then changes number to twenty and
finally I was to get five for leaving my clothes out today. That was a
total of forty swats. I was told to stand in front of everybody and bend
over and grab my ankles, which I did. SWAT! She landed the first one then
four more. She said this doesn't seem to be working and that I should lower
my bloomers. I put my hands under my skirt and lowered them, then a quick
swat; she said they were not low enough so I pushed them down to the top of
my stockings. With ten more swats on my bare bottom, I was made to stand up
and show everyone my redden ass. At this time my hard-on was throbbing you
could see it twitching. I was told to get back over and received ten
more. I was thinking I was so horny I could explode and my wife could see
that. She stopped paddling me and had me stand up again.
"This isn't working again we need to do something about that", my wife
said.
"Linda come over here and help me", she added.
"Oh yes I would love to help", Linda said.
"See her hard-on is taking her mind off the spanking", says my wife.
With that Linda stands beside me and grabs my cock in her hand. She begins
to stroke it. My wife reaches over and empties her wine glass then holds
it in front of my cock. Linda jacks me off faster and in no time at all I
shot loads cum that my wife catches in the wine glass. She hands it to me
and told me to take care of this, so as I turned to take it into the
kitchen I was stopped and told that was not what she meant. Susan let out a
gasp, I looked at her and her eyes said she wanted to see this. I looked at
my wife and got the looked. I wanted this and was feeling very sluty being
paddled in front of everybody I was going to drink the glass of cum in
front of them too. My wife also gave me a choice if I put that entire load
in my mouth and didn't swallow it after my last fifteen swats I could spit
it out. I put the glass to my lips and drank it holding it there in my
mouth, just then Linda steps up and puts tape over my mouth. She said it
was for keeping me from cheating and not letting me spit it out. I was in a
daze I felt a hand pushing me back over. I did as it was forcing me to do,
to bend over and grab my ankles. Then my wife swatted me harder than she
had all night. With that I could not help but swallow my cum right there on
the first swat. I received all fourteen more as hard as that one, I almost
cried. Now I was trying not to sob so I reached back to feel my sore
ass. It was warm from the paddling I had got, Linda reached up and removed
the tape to see if the cum was still there, I had swallowed it.
"I new she would like the tastes", Linda said.
"Yes, I think she will like giving blow jobs", my wife said.
"Oh can I give her my surprise now", says Linda.
"Yes now would be good", my wife adds.
"Natalie come and sit between Susan and me here", Linda said.
I go over and sit between the two girls. Linda tells me all about Susan
and how they met. She begins telling how Susan was one of her former
students and how she noticed how much Susan enjoyed wearing the girls
clothes at a pep rally and how well she knew how to wear them. Susan was
feeling me up at this time, rubbing my legs and kissing my neck. I told her
I did not believe her. With that Susan stood up put her hands up her skirt
and slid her panties off. Susan pulled her skirt up to show me her cock, it
was hard, and it was six inches long about three quarters of an inch
round. Linda told me Susan was my surprise from her and Susan had agreed to
deflower me. Now Susan gets on her knees and grabs back of my ankle and
slides one shoe off then the other kissing each foot. She reaches up and
pulls my bloomers the rest of the way off. Then see leads me into position
on the couch the way she wants me, on my knees bent over the arm. Susan
takes her shoes off too and kneels behind me. I can feel her lift my skirt
and place one hand on my hip. With the other hand she lubes my anus with
her finger by plunging it in and out. Then I feel both of her hands grab my
hips as she place the head of her cock to my hole. With one motion Susan
pulls my hips toward her as she thrusts her cock into me. I let out a
moan, as the feeling of a real cock in me is just wonderful. Now I feel
like a real girl. As Susan is slowly fucking me my wife comes up and kisses
me fully, then she leans in and whispers in my ear.
"I want you to suck her cock", my wife says softly.
"Suck her cock. I want to see you suck her cock", she says again.
"Susan darling don't cum yet. I think Natalie going to suck you off", Linda
tells her.
Susan pulls out I didn't want her to stop, as I turn around to face her. I
really wanted to suck her cock too. Susan lies back into the couch I move
to get between her legs. She then puts one leg up on my shoulder as my cock
moves in on her pole. I put my lips around the head and lick the bottom of
it. Susan coos. I swallow her whole all the way down. As I begin to bob up
and down I can taste her per cum making me bob faster. I insert a finger in
her hole as I take my other hand and stroke the base of her cock keeping my
mouth around her pole. I pump her faster and faster still she shots a hard
stream to the back of my throat, I close my lips tight around her cock as
she cums some more. I swallow what she gave me so far, as she's cumming I
ram my finger in deeper this makes her unload some more. I keep my mouth
around her cock till she is spent. I reach up and kiss her so she can get a
taste too.
Linda and my wife were not done with us yet while I was blowing Susan they
had stripped down to their stocking. Susan and I could see that they both
had put on their strap-ons and were ready to give us a good fucking. Susan
and I got on our knees bent over the couch and turned our heads toward each
other. This time Linda was fucking my hole and my wife fucked Susan's. They
fucked us till they came. The evening ended with each of us going to bed
with our own partners. I made love to my wife I don't know what Linda and
Susan did.
After that week I live as the women of the house now. I have had several
men my wife has brought home. Always to suck their cocks while my wife
fucks my ass. We also see Linda and Susan once a month for little parties.
I like the parties were Susan and I are the students and Linda and my wife
are the teachers. The best party is still were I am the sissy maid.
