Hallowen at Misteress Ann s
- 1 year ago
- 16
- 0
Another Visit To Misteress Ann's free porn video
Another visit with Mistress Ann
After the fun I had visiting Mistress Ann last year I decided to visit her
again this year for my vacation. I called Mistress Ann and said I wanted
to visit again and she informed me that it sounded like fun and she would
plan some different activities I would love. When I asked what I should
bring she told me just to bring lots of my diapers and she would supply
everything else but she needed my measurements as she told me where to
measure. I told her my sizes then I told her I mould see her next month.
Finally the day arrived when I was on vacation so I dressed in sweats and
3 layers of disposable diapers with plastic pants then filled my duffel
bag with extra diapers and put my clothing in my gym bags then I loaded my
jeep and left home. I stopped on the way to get gas and to fill my ice
chest. As I drove the 385 miles to Ann's house I drank several sodas just
to keep my diaper good and wet so when I finally arrived 7 hours later I
was soaking wet but hadn't leaked.
After grabbing my bags I knocked on the door and expected her live in maid
to answer but it was Mistress Ann who answered. When I entered Ann told me
she no longer had her tranny maid witch made me disappointed but she said
she was hoping to fix that soon.
Then she ordered me to strip down to my diaper so she could change me
because she knew I must be wet. After stripping down to my diapers and
plastic pants she said I guessed you would be wet but she didn't realize I
would be that wet then she marched me into her nursery she had last year
then had me get up on the changing table.
After she removed my diaper she cleaned me up with wipes then she re-
diapered me and placed a pair of pink teddy bear plastic pants and then a
bib on me and told me it was dinner time. When I got up she made me crawl
into the dining room and get into the adult sized high chair as I climbed
up and sat down she restrained my hands to the arms then she placed a
strap around my waist to secure me. Then she fed me 4 jars of baby food
and 2 bottles of Simulac baby formula then she unstrapped me and had me
crawl to the couch for a nap while she watched her movies and talked to
several people on the phone after about a half an hour I fell asleep.
I woke up with Mistress Ann yelling at me that I had wet her couch and she
had company coming over the next day and now the couch was wet so I had
earned a ass whipping for it so I might as well march my ass into the
dungeon and get ready to be punished. As I waited Ann came in and told me
"strip down sissy" after I was stripped down she placed my wrists in
leather cuffs and fastened them to a cross that was fastened to the wall.
As I stood there facing the wall I could hear her going through her wall
cabinets where she kept her collection of whips and paddles when Mistress
seen me trying to look she yelled for me to close my eyes. Then she placed
a leather hood over my head and placed a penis gag in my mouth and
fastened it.
Then she started to give me one of 50 swats on the ass with a leather-
covered paddle. After she was finished she placed a rubber apron around my
waist then had me hang by my wrists as she slid a small child's pool under
me then she had me stand up when I stood up she turned out the light and
left me by myself for about 3 hours.
When she returned she removed the hood and released my wrists then my
apron and had me step from the pool witch had a puddle of pee in the
bottom. She then marched me into the nursery and had me get back in the
changing table so she could re diaper me as I laid there she pulled a big
bundle of pink diapers and several soaker pads then proceeded to heavily
diaper me. After the diapers I could tell that I would be diapered for a
long time then she pulled some pink bloomer style plastic pants over the
diapers then had me climb into the adult crib and into the rubber sleep
sack. As she fastened the sleep sack she told me she had some shopping
first thing in the mourning and this way she could leave me without having
any more wet couches then she gave me a large bottle and turned the light
out and left.
The next mourning I woke to the sound of Mistress Ann as she shut the door
on her way out as I laid there in my sleep sack I could tell I was in very
wet diapers and wondered when Mistress Ann would be returning. About noon
Ann returned and entered the room holding several baby bottles of formula
for me as I greedily sucked them all dry she asked if I was sorry for the
night before and would I like to be changed.
When I finished I told her how very sorry I was and that I was so wet I
could feel my diapers leaking inside the sack so would she please change
me and she told me ok she would but she was planning a dinner party that
night and since she no longer had a maid I would have to do. As Mistress
Ann removed my diapers she had picked up some things for me to wear as her
maid then she led me into the bathroom and placed wrist restraints on my
hand then she connected them to a hook in the shower. After I was secured
she removed from a cabinet an inflatable Bardex style enema nozzle and
proceeded to give me an enema then she sealed off the hose so I had to
retain the emena. As I stood there with my painfully distended belly
Mistress Ann started to shave my crotch clean (I normally stay shaved but
she said the hair was to long. After she finished she released the enema
and I emptied my bowels she turned on the shower and started to scrub me
clean then she released my hands and toweled me dry.
After she dried me she marched me into the nursery and rediapered me in
triple thick diapers then she applied glue to my chest so she could apply
a pair of breast forms then she sat me up and fastened a black satin bra.
After the bra she pulled a white crinoline slip up my legs then pulled a
black satin maids dress over my head and fastened the buttons up the back.
As she adjusted my slip and dress so the bottom of my plastic pants would
show then she dug a blond Dutch girl wig with pigtails out of a bag and
adjusted it on my head till it was just right. When she was happy with my
hair and dress she had me sit down in front of a mirror to apply lots of
makeup so I looked like a slutty whore.
After getting dressed and made-up I was ordered to clean the rooms then
help Mistress Ann set the table and decorate for her dinner party. As the
guests arrived everyone was commenting on the sissy maid and my diapered
state as I was serving one couple was rubbing my chest and my diapered
rear then talking to Mistress Ann. After the dinner was finished I had to
serve dessert and clean up. Then Ann announced that it was time for the
play party to begin as everyone went into the dungeon I was led in and
Mistress Ann announced it was time she punished for making a mess the day
before then I had my dress pulled up and pinned to the collar of my dress
and my wet diapers and plastic panties pulled down and Ann started to swat
my ass then let everyone take a turn. After my diapers and plastic pants
were pulled up I was told to sit in the corner as everyone punished their
slaves as was needed.
As everyone had it was late and the guest's were wanting to leave I was
made to kiss everyone goodbye till almost everyone had left but the couple
and Mistress Ann who were in hushed conversation then Ann announced that
she had rented me out to them for the weekend. Then Carol and Mistress Ann
went into the nursery to put together my wardrobe. When they returned I
was led into the nursery I was stripped of my maids outfit and laid down
on the changing table and they proceeded to change my wet diaper. After my
diaper was stripped off Mistress Carol used a wet washcloth to clean me
then slid a small vibrating egg into my asshole and then powdered and
oiled me then taped a disposable diaper on me and had me step into a pair
of pink satin panties that were lined with plastic.
At this point Ann pulled some white thigh length stockings up my legs and
then placed a pair if white leather sandals on me then they sat me back up
and removed my black bra and with Carol commenting on how nice my false
boobs were Ann hooked a white satin bra on me. Then I was stood up and
told to step into a very short but full crinoline skirt that was adjusted
to show half of my diapered state then they pulled a light pink satin
party dress over my head and zipped it up. After I was dressed they rubbed
my body down with Johnson's baby lotion so I smelled sweet then covered my
blond pigtailed wig with a pink bonnet and marched me out to present me to
Tom for his birthday.
As Tom saw me he was saying how nice I looked and how much fun he would
have with me Carol turned on the vibro-egg in my rear and Tom wanted to
know from Ann if I was any good for anything besides petting when she said
she would show them. I was ordered to my knees in front of Tom and told he
had a long pacifier for me. As I kneeled there tom unzipped his pants and
pulled out a hard 9" cock that was about 3" around and told me to start
sucking.
As he moved forward I started to lick and kiss that cock Tom grabbed my
pigtails and told me he wanted me to suck not lick then pulled hard so the
cock was forced into my mouth after a minute or two I could feel his cock
start to swell up and Tom started to pump his cock in and out of my mouth
then he sprayed his baby juice in my mouth and warned me I had better
drink it all and not leave a drop. As I struggled to swallow all his salty
cum and suck his cock clean Tom said that the pigtails were like the
handlebars of a cock sucking machine and he couldn't wait to get the baby
home to play with some more.
After I had licked him clean Tom put my pacifier away and Ann had me stand
up so she could fix my makeup and she applied a heavy coat of bright
lipstick then told Tom and Carol to take their play toy home but they were
supposed to have me back in 48 hours. After I was marched out to there van
I was strapped in the rear seat and Tom got in next to me and Carol said
to Tom not to wear his new toy out to much we still had a lot of things to
do at home. While Carol drove us home Tom kept turning the vibro-egg up
and down while rubbing the front of my diaper till I started getting hard
and finally came in my diaper then he told me that if u was a good sissy
baby I would get to do many more "stickies" in my diaper over the next two
days.
When we arrived at the house Carol grabbed the bags and Tom carried me
into the house and sat me on the couch then Carol finished putting away my
diapers and clothing then she walked up to me and lifted her dress part
way and told me it was her turn to have the baby service her. As I kneeled
down she pulled her panties down to reveal a small cock and ball sack I
then realized she was a tranny and she then dropped her dress over my head
as I started to suck her cock witch never really got hard but after a few
minutes it started to squirt some cum into my mouth.
Carol then announced it was time for the baby to get ready for bed so I
was marched into the next room and as Tom fed me a bottle of milk Carol
stripped me down to my bra and diaper then she noticed my diaper was wet
she had me lay down on the bed she removed my diaper then Tom raised my
legs above my head so Carol could lube up a large butt plug and as she
slid in my sissy pussy I yelled it was to big she said that that was too
bad and announced that now she would not have to clean any messy diapers
in the morning she then re-diapered me and pulled some bloomer plastic
pants up over my diaper and then pulled a baby doll nightie over my head
and tied my hands to the bed posts and walked out after shutting out the
lights.
The next mourning I was awoken by Tom and Carol and Carol removed my
diaper and butt plug then told me I should use the toilet because she
didn't want to change any messy diapers. As I finished she walked into the
bathroom with a double bardex balloon enema catheter and proceeded to give
me an enema just to make sure I was cleaned out she said. After the enema
she removed my bra and breast forms and had me get into the waiting bubble
bath. As Carol washed then dried me she told me that today was Tom's
birthday and I was his play toy for the day and he wanted me all pretty
for his poker party later.
When I was all clean and dry I was led into the other room and Tom had
laid out my diapers and clothing when I was laid in bed to have my diaper
changed Tom slid a diaper under me and Carol then pushed my knees to my
chest and then Tom got on the bed and told me it was time to be treated
like a real sissy then he grabbed the tube of K Y jelly.
As Tom greased up his hard cock and my asshole he told me to relax and he
would treat me like his ex-wife on their wedding night. Then Tom showed me
why he was divorced as he shoved his long fat cock in my ass the full
length I screamed and Tom just started pounding away. Just when I started
to enjoy myself then he tensed up and groaned and shot his warm load of
cum deep in my ass. Then he pulled out and as I lowered my legs I was told
I was a great fuck and as Carol taped my diaper on Tom stood next to the
bed and made me lick and suck his cock clean. After he was clean he picked
up a pair of pink nursery print plastic panties for me to wear then Carol
applied the glue and breast forms and put a cotton bra on me like a young
girl would wear then pulled a pair of white tights up my legs then
produced a green girl scout uniform for me to wear. As I was dressed I
looked into a mirror I could see a young girl scout that was in diapers
then Carol placed my pig-tailed wig on me then made me help her get the
house ready for the party. As me and Carol got the house ready Tom went to
the store and as I set up the card table Carol left the room and as I
spread out the poker table cover Carol walked up behind me with a strap on
dildo then had me lean over the table then she pulled my tights, diaper
and panties down and proceeded to grease my sissy pussy hole then she
shoved in the dildo then started to slowly fuck me and told me that I
should get fucked slowly so I could enjoy it.
As Carol fucked me I could feel the dildo rubbing my prostate and really
started to enjoy it then I felt myself cum in my diaper and carol told me
she hoped I enjoyed myself because it would probably get rough later. As
she rearranged my diapers and clothing I told her I loved it and would she
like me to suck her to thank her when I said that she lifted her dress and
I kneeled to suck her cock as I pulled her panties down I noticed she had
a hard on so I slid my lips over it and as I started to let her fuck my
mouth she lowered her dress and told me how good it felt to suck a
transvestite off with her dress over your head as I nodded (she was right
it did feel real kinky) I felt her cock swell up and greedily swallowed
all her cum then pulled her panties up and raised my head from under her
dress then stood and kissed her.
Carol then told me that she was a sissy that Tom had found on the streets
years ago and he had her breasts implanted and turned her into a tranny so
she had started helping him at his poker games and she had survived his
games and hoped I would like it too. When Tom returned he had a friend and
when he saw me his friend started laughing telling Tom he was finding
younger and younger sissies to play with. Tom told him you haven't seen
nothing yet and he lifted my scout dress to show my well diapered state
when his friend asked Tom explained that I had hurt my back years ago and
now have to wear diapers the rest of my life. Tom's friend asked if I was
good for anything else Tom told him to wait till after whoever wins the
first hand and he would see. When the others showed up Tom said before the
game started he had to check the sissy scout's diaper and when he lifted
my back of my dress and found my diaper dry he pulled his cock out and
proceeded to piss in the rear of my diaper and I started to blush and
giggle with the feeling of someone else's warm piss running down my ass
cheeks and pussy crack. Tom then announced as he lowered my dress that the
winner of the first hand would get a present from the sissy and she was
fully prepared just like a good scout.
As the game started I was told to serve drinks and as I did everyone was
enjoying them selves feeling my wetly diapered ass and rubbing my tits and
whispering to me what they wanted to do to me. After the really big friend
of Toms won the first hand Tom had me get on my knees in front of him and
pull his cock out then lick and kiss it as it started to get hard and he
was really getting exited and I could see he had the biggest cock I had
ever seen. Just as I was getting ready to start giving him a blowjob Tom
stopped me and told everyone now lets see who wins the game and wins the
sissy baby. While the game continued I was made to lick and kiss the cock
of everyone who had the winning hand.
As the game ended Tom was laughing as he was winning every hand because
everyone was so horney they couldn't concentrate on the game. After the
game finished I had made 6 cocks very hard and 6 men so horney that Tom
told me to just start at the end and make everyone happy while I was
giving everyone a blow job Tom counted his money and announced he had won
enough to pay for my rental. After I had given 5 blow jobs Tom lifted me
to my6 feet then carried me to the next room and laid me on a table face
up and raised my dress then removed my diaper and tossed the guys a tube
of K Y jelly and told them to have fun. The biggest guy with the biggest
cock said he would wait till last cuz' when he fucked me my pussy would be
so stretched out I would be ruined. Then
everyone grabbed me and started to fuck me and I found what it must be
like to get gang raped. As the last guy stepped up he just shoved his cock
in and started to deep thrust in me and although it really hurt and I
started to cry like a baby Tom shoved his cock in my mouth to keep me
quiet and I could feel the big guys cock rubbing against my prostrate till
I started to get hard and felt a orgasm starting the big guy started to
spray what felt like a quart of cum in me at the same time I had one of
the best orgasm's I ever felt. Then the guy leaned over and started to
kiss my boobs and lips as his cock got soft then he pulled out and I saw
blood all over his cock from my pussy and Tom told Carol to come clean the
sissy and change his diaper.
When the others went into the other room to have drinks Carol started to
clean me and as she did she told me that the same had happened to her many
times and I told her it wasn't bad but I would have liked them to gentler
but she told me that they all thought that a sissy has no choice how they
get treated. She then powdered and oiled me then put a soft pink cloth
diaper on me and some pink rubber pants and removed the scout dress and
the tights witch had holes in the knees by then and dressed me in my pink
baby doll teddy. Carol then had me kiss every one goodbye and thank then
for showing me what a sissy was put on earth for as the men left Tom told
me that he was glad I was such a good sport and as a reward he was going
to let me sleep with him that night. While me and Carol cleaned the mess I
could feel the cum running out of my asshole and absorbing into my diaper.
When we finished Carol said it was time to get me ready for beddy bye and
she took me into the master bed room and added perfume and more lipstick
then tucked me into bed to await my daddy.
Later I felt Tom get into bed and he started to kiss me and feel my boobs
then he pushed me down and told me to kiss and lick his crotch as I was
pleasing him Tom told me he had found a gift that day and I would love it
as soon as we got back to Mistress Ann's then he rolled me on my back and
removed my rubber pants and un pinned my diaper and gently pushed my knees
up and slid his cock in me commenting that with all the cum I still had
leaking to lubricate me real nice. As Tom slowly and gently fucked me I
could only smile and kiss his nipples and neck then when he came in me and
then he re-pinned my diaper and pulled my rubber pants back on then he
kissed me goodnight.
The next mourning I woke and found Tom still asleep but he did have a hard
cock for me to play with and as I sucked him awake he told me had to pee
before he could cum and I told him my diaper was only damp and he could
piss in it like last night I stood up next to the bed and tom got up and
had me lean over slightly then pull open my diaper and rubber pants and
start to piss as I felt his warm mourning piss on my ass crack only he
pissed a lot more than the night before and I could fell it puddle around
my cock and balls. As he finished he started rubbing the front of my
diaper till I came in my diaper then he had me turn kneel and presented me
my first cock of the day as I sucked on his daddy's bottle Carol walked in
and told us that that was not a very nourishing breakfast and when we
finished she had breakfast ready.
When we walked into the dining room I told Carol that I was really soaked
and desperately needed a change because I was starting to leak then carol
said she had seen why I was so wet so I was marched into the next room and
laid on the floor. As Carol changed me into a 6 layer thick diaper and my
nursery print diaper she fed me a bottle and hoped that I had had fun
because I had to go back to Mistress Ann that mourning. After fed me my
bottle she removed my teddy bear nitey and then removed my bra then pulled
out a pink plastic print romper with little bears and balls on it after I
stepped into it she pulled it up and had me put my arm's in the sleeves
she zipped it up then made up my face and packed my things for the drive
to Ann's.
I told Carol I really didn't want to walk outside dressed like this
because it was way to embarrassing I was told I had no choice just like a
baby I was taken out in public just the same Tom walked in to get the bags
and Carol told him that the sissy baby didn't want to be seen in public
like this so he just grabbed me and drug me outside and marched me to the
car. As we walked outside several people were outside and were pointing at
me in my baby attire and obviously diapered state. After Tom buckled me
into the van he went back inside to get Carol and my bags then we drove
about 30 minutes to Mistress Ann's house. As we pulled up Ann's long drive
I was very happy to see that no one was there to see my diapered state.
When Carol knocked on the door Mistress Ann answered and told Tom she
hoped he had a wonderful birthday playing with the baby he said yes now he
wants one of his own. Ann then announced that she had received my present
but I wouldn't get to play with it till later that day at the play party.
As Mistress Ann's friends started to show up the women who had subs
marched them into the dungeon and secured them so everyone could talk and
plan meanwhile u was kept in a corner of the room with my pacifier gag.
Then Mistress Ann announced that she had invited everyone to see her new
sissy baby and to se a strap-on dildo demonstration as Mistress Ann told
everyone what kind of demo it was she had me stand up for everyone to see.
Then she had me go to everyone and show them my diapered state then she
led all of us into the dungeon and then told two of the women to remove my
romper and fasten me face down to a padded bench. As I was getting my
wrists fastened to eyebolts on the bench Ann was going through cabinets
and removed several strap-on dildos.
After Mistress Ann had selected her favorite dildo (pink straps and a doc
Johnson's 10" pink jelly dildo with lots of bumps) and strapped it on then
she pulled my diapers and rubber pants down then she pulled on rubber
gloves and a tube of K Y jelly then she stood behind me and lubed my pussy
and told everyone that they should massage their subbie's prostrate to get
them ready at the same time then she lubed up the dildo and slowly worked
the head in my asshole. Then she slowly worked more in as she did she
instructed everyone that at first they must be gentle at first till the
victim gets used to having a cock in them then she slowly pulled back till
only the head was still in my ass then grabbed my hips and shoved the
dildo in to the hilt. As Mistress Ann quickly fucked me I was trying to
cry because I was still very sore from the day before but with the penis
gag I could tear up and groan a lot then after 4 minutes she finally
stopped and pulled out then showed everyone my wide-open hole. After all
the ladies had a chance to see how wide open I was Ann then pulled out
extra strap-on's and asked if anyone else wanted to fuck the sissy baby
when no one accepted she pulled my wet diaper back up and announced that
she had to change the baby. As Ann released my wrists and marched me into
the nursery and while the others watched she removed my diaper and cleaned
me at this time Tom remarked that this was the best time to fuck me. While
the others laughed Mistress Ann pulled a pair if rubber pants out of a
drawer and showed everyone that was a pair of pants with a hole shaped
like a pussy to cover my asshole then she pulled them up my legs and
adjusted them into place.
After adjusting my new rubber pants Ann showed everyone several kotex and
told them that since her sissy baby cant seem to stop wetting that they
would soak up any wetties then she shoved them in front of the panties and
stood me up then pulled a short crinoline skirt and then helped me into a
young girls cotton dress. When I was fully dressed Mistress Ann told
everyone she had a surprise and led me into to dungeon when everyone
entered Tom went to a corner and pulled a large covered object. As Tom
removed the cover and showed everyone an adult sized rocking horse but it
had a very large dildo attached to the seat. Now everyone and I knew why
Ann had placed the special rubber pants on me then Mistress Ann lubed up
the dildo that was 12"long and 2?" around then Tom and Ann lifted me up
and guided my new pussy over the dildo and lowered me slowly at first my
hole was still to small but slowly it stretched open more and the
gradually lowered me till it was fully inside me and my butt was all the
way down to the seat.
While I sat there with tears running down my face because it hurt so much
Tom started to rock the horse and at first it hurt even more then
gradually as the dildo was massaging my prostrate I started to really
enjoy the feeling. Then as Tom rocked me faster I started to have a really
nice orgasm then as I came in my rubber pants Ann said now that everyone
had seen the babies new toy the could all try the strap-on style's on
their subbies while I rocked on my horse everyone took turns with their
subbies and finally after everyone had perfected their style Ann announced
that it was time to get the baby ready for bed and it was time for them to
go home. As I was lifted from the rocking horse and carried into the
nursery Tom sat me on the changing table and I thanked him for the present
and kissed him after Ann had removed my dress and rubber pants she said I
must have really enjoyed myself because it looked like I had cum several
times in my pants.
While she pinned me into my thick night diaper and pulled my plastic pants
on me she told me that Carol had asked about borrowing some diapers and
dresses so she could be a baby to seeing how Tom seemed to enjoy it so
much. As Ann laid me in my sleep sack Carol came into the room and told me
that seeing how I enjoyed acting as a sissy baby so much she wanted to try
it and she hoped she and Tom would enjoy it in the future. While she and
Ann fastened the sleep sack Tom walked in then everyone kissed me goodbye
then Tom and the future baby Carol left and as Ann fed me a bottle she
said she hoped I had enjoyed myself but not to forget my new rocking horse
when I left the next day or Carol might wear it out before I returned.
Working on more bit that in the future
Sissy baby Timmy
Marisol
- 20.02.2022
- 14
- 0
