Hawiian Cruise
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The Mistress Cruise, Part 1 free porn video
The Mistress Cruise Part 1
Jim, mother is coming over for an early dinner today, would you be a dear
and run to the store and pick us up some food and make us a nice dinner.
I have a few places to go with her tonight, and we want to leave at 9 so
we would like to eat at 6, if that is OK. Of course hun, where are you
going? A surprise for you, but we need you to drive.
I will be out most of the day, so I will catch up with you later, come
give me a hug said Mary, Jim's wife of 15 years. Straighten up the house
too before mom gets here, as she went out the door.
Jim liked Ann, Mary's mom, and they always got along great so he was
looking forward to making a nice meal for all of them to enjoy, so off to
the store he went to pick up some nice steaks, and stopped off at the
wine store to get what he knew both his wife and mother-in-law enjoyed.
Mary, pulled up to her mothers house. Ready? Lets go pamper ourselves
and do some shopping. Jim will have dinner ready for us by the time we
get home, and will drive us tonight so we won't have to worry about
drinking and driving she smiled as her mom jumped into the car.
You sure about all of this Mary? Jim really is a great guy, is this what
he really wants? Well we will see won't we, but one way or the other he
needs to make a decision, but I do think he at least thinks this is what
he wants mom, and who am I to deny him his desires she laughed. You are
so bad Mary, Ann smiled.
We have an appointment at the spa later, for a massage, manicure,
pedicure, and trim, so lets start at the mall and get ourselves some new
outfits for the night. Sounds good to me, said Ann.
Mary and her mom had a great time, getting themselves new shoes, and the
sexiest outfits they could find for themselves. If we can't find
ourselves some studs tonight in these outfits Mary mused, they just won't
be breathing. Got that right Ann said, but lets get ourselves some new
lingerie, I want a new bra and panty set, and a nice negligee just in
case I find what I am looking for tonight, she laughed.
While Mary and Ann were getting a fresh manicure, pedicure, wash and
trim, and finishing up with full hour massages, Jim was at home doing the
vacuuming, and getting dinner ready for when his wife and mother-in-law
came home.
Smells wonderful in here said Mary as Jim's wife and mother-in-law walked
in the door. We had a long day, so please get me and mom a glass of wine
Jim, then run to the car and bring the packages in the car upstairs to
the bedroom. When done lets eat, we are starving.
Jim grabbed the ladies two glasses of wine and brought the load of
packages from the car into the upstairs bedroom. Peeking inside the
packages he saw the new lingerie and immediately his penis began to stir.
It had been a little while since he and Mary had sex and was more then
ready, so was glad to see Mary bought herself some sexy new lingerie
looking though the bags.
He heard Mary calling for him, no peaking, and get down here we are
starving.
Jim got back downstairs and Mary told him to get the dinner out, set
three places for them, and refill their wine glasses, . No drinking for
you pumpkin Mary reminded Jim, you are driving tonight so just water for
you. We will be down in a minute Jim, me and mom need to just freshen up
and put on something more comfortable for dinner before getting dressed
for our night out.
Jim had just finished getting everything served when he was a bit stunned
to see his wife and mother-in-law come down changed in just robes, robes
that were a bit revealing, especially since they were a bit open in front
easily suggesting that neither had on anything underneath.
Jim was more than embarrassed but tried not to stare, as the three of
them engaged in small talk over dinner. Did you get your hair done hun,
it looks nice. Yes, and nice that you notice Jim, both me and mom spent
time at the spa today getting our hair and nails done for our night out
tonight. Both his wife and mother-in-law were quite the lookers, but this
was throwing him off a bit because this was out of character for both to
be dressed as they were, and Jim was beginning to feel uncomfortable when
the conversation abruptly changed.
So Ann said after awhile, Mary tells me you expressed an interest in
being a cuckold, and maybe a maid, is that true, Jim. Mary how could you
Jim expressed with a reddened face. Mary nothing, my wife said, what did
you expect me not to say anything, Jim? Mom is my best friend and she
likes you too, but when you mentioned to me almost a month ago about you
wishing to be my cuckold I had no idea what that entailed, and what it
meant so I asked mom.
But Mary. Like I said Jim, Mary said a little annoyed, but nothing. You
are the one that brought this up not me.
Ann cut in. It is OK Jim, don't be embarrassed I am glad Mary confided
in me, and I also care about your well being and just wanted to see if
this is really something you wanted, because if it is, we can make that
happen, and will make it happen, because we both want to see you happy.
Both me and Mary want to make sure it is something you really want,
because it is a life changing decision no only on our part but also on
your part, you do understand don't you?
Yes, but we?
Yes, we. Me and Mary talked this over and if you are going to be a
cuckold, and maid you will serve both of us. We spend a lot of time
together, and Mary would not be able to hide this from me anyway.
With that Ann opened her robe just a bit, revealing the sides of her
ample breasts. Would you like that Jim. Serve us both as a cuckold and
maid? As if in some sort of trance all Jim could do was say yes Ann.
Good.
Now stand up here Jim and undress in front of us because this won't tell
any lies as she grabbed the front of Jim's pants. Please. It's ok no
secrets here, Ann cooed, if this is going to work you will need to obey
us, and there will be no privacy for you moving forward, so now undress.
Dumbfounded Jim began to undress. Everything. Jim was soon standing
totally naked in front of his wife and mother-in-law. You see Jim that
was not so difficult was it, and it looks like you are very excited by
all of this anyway.
Yes Mistress but its been awhile. I am not a Mistress, Jim, said Ann,
but Ann is a little like we are equals and we will not be equals if we go
through with this so you can address me as Ma'am or Ms. Ann from now now.
Mary chimed in, and you will address me as Ms. Mary.
Yes Ms Mary.
Ann continued, kneel here Jim as Ann and Mary swung their chairs around
so I was looking at them both. So would you like to serve me, Jim, asked
Ann as she crossed her legs giving Jim a quick glimpse up her leg and
pussy, making Jim as hard as he could ever remember.
My goodness, how long has it been for poor Jim, Mary, asked Ann? Mom, if
you must know, probably a month or so, whenever he asked me to be my
cuckold. Well no wonder you are so excited Jim, a whole month, have you
played with yourself she laughed. No Ma'am. Or is it that you are so
excited that you are thinking you might get to serve your mother-in-law
as a cuckold and slave along with your own wife as she uncrossed her legs
once again this time taking a little bit longer giving Jim a longer peek
at her pussy. You know that could be very exciting for a cuckold Jim,
you are very lucky to have two women in your life that are willing to
give you what you want, smiled Ann.
Well answer her Jim. Look at yourself I have not seen that little thing
of yours this hard in years. Well? Yes Ma'am. Yes Ma'am what? Yes it
is exciting to think I might be allowed to serve as a cuckold to you and
my wife, and would very lucky if you allowed me to serve you both, Jim
blushed saying.
So after you told me your desire for me to cuckold you Jim, I decided to
to do some research with mother here on what a cuckold, and what a sissy
maid is and what makes them tick.
The number one thing is humiliation, sissies love to be humiliated, do
you want me to humiliate you Jim? Yes Ms. Mary.
They want to serve, Would you like to serve me and mom as a maid and
slave. Yes, Ms. Mary
It seems cuckolds and sissy maids enjoy being teased and denied, they
want to be chastised.
You want to be denied this, as Mary opened her robe and pointed to her
exposed pussy.
How about mine Jim, you want to be denied my pussy too as Ann did the
same, laughing.
Look Mom he is hard as a rock, as Ann reached down and grabbed the tip of
Jim's penis. I believe you are right Mary, I believe Jim wants me not
only to tease then deny him my pussy, but he wants to be denied his own
wife's pussy, crazy she laughed.
Look at you here Jim like a crazed animal, you want me to chastise you,
his wife jumped in, Yes Ms. Mary.
I understand cuckolds want to suck, lick, slurp their wife's pussy after
it has been well fucked by a real man, is that what you want Jim.
To lick my ass,
To serve me during my period, after I pee, while I pee.
Look how excited you are.
Is that true Jim, asked Ann, you really want to lick your wife's pussy
after a real man filled her with his spunk.
No Ma'am.
No Ma'am? This tells me something different, Jim look how excited this
little thing is. The truth, Jim. Yes Ma'am.
So it is the truth this is what you want, it is ok, Ann comforted him
with a understanding look.
Yes Ma'am, I find it to be exciting, as Jim lowered his head in shame.
It is really OK jamie, Ann said, this will work out the best for all of
us, believe me. I am getting a little bit older and can use the help
around the house. I already have a steady man in my life so I can teach
you to become a real good cum cleaner while your wife finds herself a
steady man in her life.
Look at me jamie, that is your new name at least temporarily. I looked
in Ann's eyes. I will enjoy humiliating you, and enjoy denying you the
enjoyment of my ass, tits and pussy as she opened up her robe again. I
will enjoy having you lick me after I pee and in return for the privilege
of allowing you the honor of cleaning my pussy of another mans cum, you
will be allowed to serve as my domestic. You can do all the laundry,
shopping, ironing, cooking, and if you are especially good I will even
allow you to become a sissy maid. You would like that Yes? Yes, Ma'am.
I thought so.
Mary now chimed in, that's right jamie I am not going to jeopardize my
health screwing who ever I want without protection, but in time I am sure
I will find a steady also, so you will just have to wait to suck my pussy
clean of cum. Mom will have that chore to teach you to be the perfect cum
cleaner for me, at least in the near term.
Understand jamie if we start this you ever entering this pussy or any
other pussy will be lost forever she giggled as she again opened her
robe, that's what you want right jamie girl, to be teased, be denied, Yes
Ms. Mary. Well that won't be a problem then, figure from now on, denied,
she laughed.
Besides as mom said, this will be good for everyone. You were not very
good in bed jamie, so I get to have some real cock. I also get a chance
to get pregnant, something you were not able to do, but maybe if you are
good you can get to raise someone else's baby. You will be a big help
around not only this house, but mom's also. We will let you do all the
domestics, and teach you to be the perfect maid and slave just what you
want to be. I will teach you how to pamper me, help me get ready for
dates, and free up my time to enjoy life. Yes, this will be good for
everyone involved.
Anyway you have enough to think about for the moment and you will get
your chance starting tonight to live out some of your desires. You are
going to take me and mom to a singles club tonight, so you clean up here
while me and mom get ready. When everything is cleaned, and put away
come upstairs, and we might let you help us get ready.
In shock, jamie moved to clean up the kitchen and make his way upstairs.
Did I tell you to put clothes back on jamie, no Ms. Mary. Well take them
off and then go in to the other room and help mom.
Ann was just finishing her make-up and looked gorgeous. Take my robe
jamie and get the panty and bra on the bed and come help me put them on.
Kneel here so I can step into my panties. That's right jamie, pull them
up, but before you do kiss my pussy, that's right just a kiss goodbye as
jamie pulled her panty up and covered her beautiful bush.
Very nice, now help with my bra jamie, attach the back then carefully
lift my breasts into the cups. Now the dress jamie. OK I can finish the
rest, put the clothes on I have over there for you , then go get the car
ready and we will be down shortly.
Jim put on the the pants and blouse I laid out for your there. They
seemed to be woman's pants along with the panties and pair of woman flats
for shoes as jamie hurried to get them on, then hustled off to get the
car ready.
Both Ms. Mary and Ms Ann looked exquisite when they entered the car. Ann
in a low cut black dress, Mary in a red dress, heels, and dressed to the
nines. The perfume intoxicating. Take us to the club jamie, we are going
out for the night and you are to just wait for us to return, understood.
Yes Ms. Mary.
It was about four hours later when Ann came back to the car. Open the
door jamie. Take me home I am meeting my steady there, your wife is
still dancing so you will need to go back and wait for her. Yes Ma'am.
I will see you tomorrow but in the meantime get back to the club.
It was another two hours when Mary came out hand in hand with a young man
and got into the back seat. Take us home jamie. jamie felt the pangs of
jealousy as he watched the young man feel Mary up in the back seat. Just
drive jamie, Mary said, as she caught him looking in the rear view
mirror. Drop us off in front and go park the car, then meet me upstairs
jamie.
Jamie walked in to find the young buck having a drink and quickly went
upstairs to see his wife. Help me undress jamie. jamie unzipped his
wife's dress as she stepped out of it and handed it to him. Hang it up,
as she undid her bra. Hand, me that negligee and then you can go
downstairs and tell Bill to come up, you will need to drive him back to
the club later so just wait downstairs until he is done up here,
understood.
It was close to 6am when Bill came downstairs. Ready, I need to get back
to my car. Jamie did not say a word, but as Bill got out of the car, he
said, your wife needs you upstairs, sissy, so you better hurry back, and
just laughed.
Jamie got home and went to his bedroom to find his wife spread out,
naked, disheveled, with a smile on her face. Come in cuckold, she
laughed.
So this is what you wanted and now you got it, but it is just the
beginning. Sorry I don't have a creamy pussy as your treat for driving
us today, but mother might have one for you if lucky, she laughed.
First order of business is I want you to lick me as I go back to sleep.
Then I want you to pack your toothbrush and go to mother's. You will be
staying there for the next few weeks. I want you to book me on a singles
cruise next week for 10 days to two weeks to someplace warm, and I warn
you it better be good, and with the best accommodations. Before I leave
on the cruise I will come by with a list of things you must do while I am
away if you want me to continue giving you the pleasure of servicing me.
Now get to licking, and when I fall asleep remove yourself and go to
moms, she will take care of you when I am gone.
Jamie got off of the bed slowly not to wake his wife, grabbed a few
personal things and walked to his mother-in-laws home which was close by.
It was still early when he knocked on the door, and was greeted by a well
built man on his way out.
Oh you must be jamie, Ann is upstairs. She said to tell you to bring her
a cup of coffee and let yourself into her bedroom.
jamie how nice to see you, come bring my coffee, get your clothes off,
and come sit on the side of the bed so we can talk.
Jamie sat down and Ann sat up revealing her naked breasts as if nothing
was unusual about the situation. Get use to this jamie as she cupped her
one breast, I have an active sex life and it is not going to change just
because you are here. In fact, suck on my nipple while we talk, that's
right, no hands, OK that is enough, she laughed, remember tease and
denial.
So you will be here over the next few weeks. Today I will give you
access to a computer so you can book Mary on a singles cruise but after
that you will begin your training as a sissy maid. While here you will
remain naked, at least for awhile and it will teach you that you will
have no privacy and there is no room for modesty for a sissy. You are
also never to touch that little pee-pee of yours, understood. Yes Ma'am.
I mean it, don't let me catch you, or there will be hell to pay. So
before we start your training, you get your first real treat for being
such a good little boy, so ask me nicely if you can please suck the cum
from my pussy. Go ahead. Please Ma'am, can I lick your pussy clean.
Yes you can, sissy, get to it, as Ann threw the sheets aside revealing
the matted pussy hair, and leaking vagina to her awaiting sissy.
It was a full hour before Ann had two orgasms and was licked cleaned that
she kicked me off her. Very nice jamie, now let me sleep and you go book
that vacation for you wife. When done, find yourself something to clean
and I will see you when I wake.
It was almost noon, when Ms. Ann made her way to the living room. Oh
this is going to be so delightful at least for me jamie to have a live-in
maid. Live-in maid Ma'am? Well at least till you wife returns, did you
book her trip? Yes, two weeks in the Caribbean, Ma'am. Very good.
Come sit at my feet sissy while I have some coffee, and I will explain
how this is all going to work. You are going to stay here with me till
Mary returns and in that time you will begin to learn what will be
expected of you as a cuckold and maid to myself and Mary. Before she
leaves she will come by with some things she will expect you to get done
while she is gone, but in the meantime you will live under my rules, and
will be expected to work hard to make my life easier.
You will remain naked until you earn your big girl panties, and each day
you will get something else to wear, or add to your collection of
feminine attire. To start off with today I got you these very reasonable
open toed two inch heels to work in. Put them on and don't let me see
you without them on. Each night unless you are needed in my bedroom you
will take a scented bubble bath, and shave. I will show you what I
expect later. There will be no area of servitude you will not learn to
excel in. Cooking, cleaning, ironing, sewing, feminine maintenance yours
and mine, and of course pampering me and Mary.
Each day will be different and was different.
The first day was the shoes and shaving, the next day I given was seven
shades of nail polish that I was required to change each night before
retiring to bed. Ann gave me a choice the next day. Sissy you can
either have your ears pierced today or have your breast forms applied
your choice, but since you will need to go out to get your ears pierced
you might want to do that first because it will be hard to hide the DD
cups you are going to adorn.
Please Ma'am, No. No? I thought you wanted to be humiliated sissy.
Yes. But please can I get my ears pierced first. And so it was the next
day found me at the mall leaving with big hoops hanging from my ears.
The following day Ann had me lay down as she applied the glue and
attached two breast forms. Lets let them set jamie, as she sat on my
face. That's it lick what you will never have at least with this thing,
as she gently stroked my penis. What is that sissy, anything for release
she laughed.. Yes Ma'am, anything. Well let me think about it jamie as
she let go, tease and denial remember sissy, that's what you wanted, so
not today, just denial, but maybe some day soon.
Lets stand up and see how you feel. They were huge and hung on my chest,
and Ann just could not help laugh. Look at you. What a sight. Naked,
in heels, huge breasts, hoops hanging from each ear lobe, bright red nail
polish on your fingers and toes, and a small but stiff penis.
The next day was I was given nail extensions to apply, followed the next
day lipstick. Each day was something to make my look more girlish yet
funny to look at. The heels and huge breasts were difficult at times to
get used to and maneuver, especially with the constant cleaning and
cooking schedule Ann had me on, not to mention on call service to tend
her every need.
It was Saturday morning when Mary walked in to see me vacuuming. Oh my
god this is too funny, where is mom. Ann came down to see Mary laughing,
and then both started laughing over the sight of me. What have you done
mom to poor jamie, this is hilarious, the heels, the breasts, the ear
rings, and love your nails, and the purple color of your lipstick and
matching nail color. Priceless. Let me take a picture. Please Mary.
Pose. I need to show some of my friends and lovers what my husband does
when I am away on a cruise, she smirked.
Ready to leave Mary, yes just needed to drop off a few things off mom
that jamie needs to get done when I am gone.
Has he been behaving mother. Oh yes, we are getting him on a schedule
and will explain everything when you get back, so just enjoy.
Now jamie for me to allow you to be my maid and cuckold, said Ms. Mary
you will need to get these papers signed, one is a power of attorney, a
blank divorce decree, and name change form. I want you off of all
accounts, titles, and that trust of yours needs to transferred to my
name. I have a lawyers appointment set with my friend Ms. Jones on
Monday and mother has agreed to get you there. Understood? Yes Ms.
Mary. Good!
In the meantime mom will continue your training. Can you do something
with this though mom as Mary cupped the underside of jamie's balls. We
just can't have such a display can we mom? I was thinking when you come
back Mary we can discuss the options and see what you want to do, in the
meantime I am sure I can make it a little less visible. I have some
friends coming over tonight and wanted to show jamie off first, she
laughed.
Perfect. OK jamie give me a kiss goodbye, as Mary turned and lowered her
backside. What do you say, jamie? Have fun Mary as I kissed her butt as
she walked out the door. I will send you some pictures.
Ma'am you have some friends coming over. Yes Jamie. Please can I have
some clothes I am so embarrassed. Oh don't be silly jamie, I want to
show you off, besides they are just some swinger friends of mine and they
will love you just the way you are, besides remember you like
humiliation, remember. I will make you a deal, if you make me proud
tonight and do everything everyone asks, you will earn your big girl
panties,
In fact, let#s change your name too, I don't like jamie, lets call you
panties, that way when my friends come tonight and ask your name you can
tell them you are called panties because you are working to earn your big
girl panties, and if you do everything they ask, and they are pleased
with your service, Ms. Ann will let you begin to wear panties.
Now, remember when you told me you would do anything for a little
relief?. Yes Ma'am. Well if you make me happy tonight, and on Monday if
you get all those papers signed, like your wife wants, then I will allow
you to squirt. I bet you could use a little squirt right about now..
Yes Ma'am. Well if you do what you need to do I will allow you to squirt
on my feet as a treat, would you like that. Yes Ma'am. Good now back to
work, you have lots to do before my guests arrive.
Marisol
- 09.02.2021
- 10
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