The Christmas Bet – Fantasy Realized

 

Just before Christmas, my wife and I made a bet during
a discussion we were having. I should have known when
we were betting about who had performed in a particular
film, but I was sure… The terms of the bet were that
the loser would have to be the “slave” to the other for
the next two weeks. We looked up the answer, and of
course, I lost.

My wife was having my sister several of her friends
from work and school over for a pre-Christmas party
that weekend and she told me that I needed to do a few
things before the party as part of my service to her. I
began to think that this wasn’t going to be as bad as I
had thought it might be.

She had me pick up around the house, set up the
decorations and gave me a list of the groceries that
she needed picked up before the party. After picking up
the groceries, she told me that while she was getting
things put together for the party, there were some
other things that I needed to do to get ready for the
party as well.

First, she told me, I needed to pick up a couple more
things for the party. She needed a Santa’s cap, some
jingle bells, and some red ribbon, ½ inch and some
curling ribbon. Nothing to difficult and I ran to the
store to get them for her. When I got back from the
store, my sister and her best friend, Amy, where at the
house, helping her bake her Christmas cookies. She
asked me to get out the things from the store for them
to check out.

Then things started to get more difficult, VERY
quickly. She said to my sister and her friend Amy,
don’t you think this will be a great party outfit for
him to wear? I looked at her quizzically while my
sister and Amy agreed. I asked her what she meant to
put the jingle bells onto, as I didn’t have any other
Santa “gear”. She ignored me and asked the other two
girls if they would like to see the outfit on. The
agreed and then things got really difficult.

She told me to get undressed and they would help me try
on my party outfit. I turned around to head upstairs
and I heard her ask over my shoulder where did I think
I was going. I turned back around and said that I
thought that she wanted me to get undressed so that she
could help pick out what I was going to wear for the
party. She said that she already had. It was right
there on the table in front of me. She wanted me to get
undressed now so that she, my sister and Amy could help
her make sure that it looked good.

I looked at her in amazement for a second, looking at
Amy and my sister before looking back at her. The three
of them looked at me impassively and I gathered that
she had been discussing this with them while I was at
the store. She asked me what I was waiting for and I
slowly started to get undressed in front of the three
of them.

They continued to chatter while working on their
cookies while I took off each piece of clothing and
folded them onto an open kitchen chair. I got down to
my jockeys and stopped, going back in front of the
table. My wife looked up as I stood there and told me
that I wasn’t done getting undressed yet. She and the
girls wouldn’t be able to fit my outfit until I did. I
looked at her in amazement again, before humbly pulling
my jockeys down, stepping out of them, and adding them
to the pile of clothes on the kitchen chair.

They all stood up and gathered the items out of the bag
before coming up to me. I was mortified. Not that my
wife hadn’t seen me naked before, but Amy never had,
and my sister hadn’t since we were kids. My wife
started by putting the Santa cap on my head while Amy
and my sister got scissors out for the ribbon. They
measured and cut the larger ribbon around my neck,
making a bow out of it. They then asked me to stand up
on one of the other kitchen chairs.

My wife took my balls and pulled them down and the two
other girls took the curling ribbon, tying it around my
balls first, again making a nice bow, then they took
turns stroking me, getting me hard, before tying
another bow at the base of my now erect cock. They then
added the jingle bells to the ribbon around my balls so
that every movement I made had them ringing. I was so
humiliated standing in front of my wife, her best
friend, and my sister naked and tied up like a
Christmas gift. They had me get down and had me turn
around to survey their handiwork.

My wife said that I looked much better with a hard cock
to complete the outfit, and that she might have to see
what she could do before the party to ensure that the
outfit was complete for the evening when they got me
dressed that weekend. I didn’t know what she meant, but
I was not really thinking straight anyway and sort of
forgot about it after that.

The rest of that evening, they had me continue to clean
up after them as they made their cookies, and getting
drinks for the three of them, with each of them taking
lots of opportunity to give me a few more strokes to
keep me hard or to pull on my gift-wrapped balls. They
loved hearing the bells ring as I walked around and
especially when they stroked me.

That evening after Amy and my sister left for home, my
wife untied me, thanking me for being such a good
sport, and gave me a mind-numbing blowjob before we
went to sleep. The next morning, I awoke to voices
downstairs. I got showered, shaved and threw on a pair
of sweats and a tee shirt before heading downstairs
myself.

I was surprised to see Amy, my Sister and my wife’s
assistant from work sitting at the kitchen table over
coffee when I got downstairs. They looked up and my
wife told me that I hadn’t been told to get dressed,
and that I should get undressed again so they could get
me ready for the party that night. I looked at them all
in amazement as I thought what they had said last night
was just in jest, and she’d had her fun.

My wife’s assistant Rachel said that she’d heard about
my party outfit and she wanted to see it before
tonight. I looked at my wife in horror as I realized
that she meant for me to wear what she had me in last
night for the whole group of co-workers and friends
that she had invited over for tonight’s party. My wife
looked at me and asked if I intended to welsh on our
bet. I looked back at her, feeling somewhat angry,
sheepish, but also aroused before, telling her that a
bet is a bet and I would live up to my end of the
bargain. She looked on before saying that if that was
the case I still hadn’t undressed for them yet.

Abashedly, I again took off my clothes and stood in
front of the now four ladies. Amy told me that they had
noticed that while they were tying the ribbons and
bells to me last night that they had gotten caught on
my pubic hair, so they had decided that I needed to be
shaved before they got me re-dressed. They cleared the
kitchen table while they had me get a razor a couple of
towels and shaving cream.

When I got back, they had me sit up on the edge of the
table with one towel hanging over the edge, got a
pillow and had me lay back onto it with my feet resting
on two chairs they had pulled up for the purpose. I had
just started getting somewhat used to being the only
one without clothes amongst four women, but this was
beyond humiliating. My crotch was hanging out for all
to see over the edge of the table with my legs splayed
wide open while Rachel filled a bowl with hot water and
Amy grabbed up the razor and shaving cream. They were
all chattering and laughing about how much fun this
was.

Rachel wet a washcloth and dampened my crotch and Amy
lathered up some shaving cream before spreading it over
everything. She seemed to be paying extra attention to
my balls and cock. I was somewhat aroused before, but
with Rachel and Amy’s attention, it wasn’t long before
I was at full mast. My wife exclaimed that she had
almost forgot, and grabbed a glass of water and handed
me a pill. She said that she’d spoken with one of her
old doctor friends and had been able to get a few
Viagra for me to take before and for the party this
evening and told me to got ahead and take it now. I
did, and laid back, closing my eyes, trying to ignore
the fact that I had two women that I knew, that were
friends and co-workers of my wife standing between my
legs with a stiff cock and them with a razor in their
hands.

They seemed to be having lots of fun running the razor
over my balls, cock and the surrounding area, rinsing
it often in the bowl of hot water. With two attractive
women handling and fondling my cock and balls with warm
water, I was feeling actually pretty good, although it
was still definitely strange and humiliating with
literally everything hanging out for all to see. I was
just starting to really enjoy the attention, and they
had finished everything including part of the inside of
my legs, with everything being bare from just below my
belly button down halfway to my knees when my wife
spoke up again. She said that it looked pretty good
from the front, but she wanted me to get up and lean
over the table so they could shave my ass as well.

I looked up, almost in a panic, and asked if she was
serious. My wife just looked at me and she told me that
if they were going to get me cleaned up for the party
that evening, she wanted to make sure that I was
totally presentable. I sat up, slid down the table and
stood back up. I felt even more naked than before
without any hair even to cover me up and still with a
raging hard-on. I turned around and laid my chest back
down on the table.

The girls told me to spread my legs out further and I
complied, my face burning with humiliation, even though
the girls wouldn’t be able to see my blush. Here I was,
bent over the kitchen table, ass in the air, four
attractive women staring at my ass with my balls and
cock hanging below. The next thing I felt was the warm
washcloth over my ass and then over my sphincter
getting everything wet before another set of hands
spread lather all over my ass and between my cheeks.

When they finished, I felt all four sets of hands run
over my balls, stroke my cock, over my ass and between
my cheeks and heard all of them agree that I looked
much better and felt good as well. I grabbed a towel
and dried thoroughly between my legs before the girls
had me get back up on the chair to redecorate me. I was
feeling aroused, but it didn’t sink in until they
started with the ribbon again that the Viagra seemed to
be working as it had been over an hour and I was still
hard as a rock. The girls were all having fun at my
expense, stroking me till I was on the verge, leaking
pre-cum before going back to measuring ribbon, tying it
and affixing bows.

The last thing they did was to have me get back down
and put the Santa cap back on my head. Then we all got
busy getting everything set up for the party soon to
start, although none of the girls wasted any
opportunity to give me a slap on my bare ass or to
fondle my balls or cock any time I wandered close by.
Before the rest of the guests came by, my wife had me
put on an apron, which I was relieved covered my newly
shaved and wrapped cock and balls, but still left my
ass hanging out in the wind.

I was startled when the doorbell rang. I quickly looked
around for someplace to become scarce but all of the
girls prompted me to go answer the door. I had no idea
of who was going to be there, only knowing that there
were supposed to be several of my wife’s co-workers,
fellow students, and some of the women from the office
where I worked said that they might stop by.

When I got to the door, it was my wife’s aunt and a
couple of her friends who had all arrived at the same
time. They were giggling to each other and all stopped
to stare at me in the door, but from the lack of real
surprise, I gathered that my wife had also been busy on
the phone while I had been out, updating those who were
coming. They all laughed nervously, but came into the
house and I took their jackets. My wife came by and
they all complimented her on my outfit. She beamed and
said that she loved to keep me honest when I lost a
bet.

Over the next several hours, more of her friends came
by, but I was relieved to not see any of the women from
my office at the door. Unfortunately, I relaxed, so to
speak, too soon. It was bad enough that I was wandering
around the house, full of women (probably 20 or so)
basically completely naked other than a Santa hat and
some ribbons tied around my cock and balls, jingling
all the way, with a hardon at full mast tenting out the
apron being the only thing I was wearing to cover up.

Next, I have four women from my office staff at the
door, looking all mighty pleased to see me greet them
at the door. I went from being abashed, to being
totally mortified. The girls took turns saying hello as
they walked in by me, handing me their jackets, and
commented on it being apparent that I was happy to see
them as well. I led them in, showed them their seats
and got them each a drink before my wife called me over
to the kitchen.

She told me that it looked as though everyone was there
now and she wanted to bring me around to make some
introductions, as many of the women there had never
formally met me. (Like this was really formal or
anything, right?) I had met at least half of the women
briefly at one time or another, but almost half of them
I had never met. I almost preferred that I hadn’t met
any of them up until now though as for the ones that I
had met (or worked with!) they knew me pretty much as a
“normal” guy.

She led me to the entrance to the living room from the
kitchen and announced that she wanted to introduce me
to everyone, although I had met most of them at the
door. Seeing that I had, however, she thought it would
be fun for everyone to see the extent of my holiday
outfit. As she said this, she undid the ties on the
apron and removed it, leaving me standing there in
front of a houseful of women, with wearing my Santa
hat, a hard-on and some ribbon and bells ringing
between my legs.

So my wife took me around to each group of women
standing around or seated at tables or couches and
introduced me. Many of them took the opportunity to ask
in more detail how it was that I was in this
predicament and my wife took enjoyment in explaining
everything that had happened in detail. For the women
who had met me before, they seemed to be willing to
take many more liberties though. Many of them, and for
some reason, especially those seated on the couches
while I was standing, decided that they wanted to shake
my erection rather than my hand. Many thought this was
hilarious as it caused the jingle bells there attached
to ring joyously. This was driving me to distraction,
to say the least, with being hard as a rock, not having
been able to cum and a dozen or more women all fondling
me.

After making the rounds, and several of the women
commenting on my almost swooning as they stroked me and
the comments on how wet I was from my own precum, my
wife led me to the center of the living room. She asked
the women if they liked the service they had received
from her new “butler”.

There was a resounding sound of approval from all of
the ladies. She then said that seeing as I had been
aroused for so long, she thought it was about time that
I get a bit of relief. I looked at her with
appreciation as I thought I was finally going to be
able to release my balls, get rid of the damn bells and
finally be able to get dressed. I didn’t know how I was
going to be able to look at any of her relatives,
friends or her and my coworkers in the eye again, but
maybe I could regain a measure of my dignity.

The next thing I heard made my heart leap into my
throat though. She asked the ladies all seated or
standing around our house if they wanted to watch me
give myself some relief. They all responded in the
affirmative and then she asked for suggestions as to
what they wanted to see. Her aunt thought it would be
good to have me sit on a chair in the middle of the
room and stroke myself for them all. There was some
agreement to that, but then someone else said they all
wouldn’t be able to see me that way and that I should
lay on the floor and do it. There was more response to
that. Finally, one of the ladies said that I should
stand on one of the couches, sitting on the back of it
so they could all see. This got the most approval, so
they made room for me in the middle of one of the
couches for me to climb onto.

Here I was standing on my couch, balls tied up in
ribbon and bow, bells attached to them ringing with
every movement, my cock so hard it was turning purple-
red with a room full of 25 or more women all staring at
me waiting for me to start masturbating for them. At
this point, although embarrassed beyond belief, I was
so worked up, I would have done almost anything to cum
though and reached down to grab my hard cock, leaned my
head back and closed my eyes as I got ready to start
stroking. They stopped me though, and told me that they
wanted me to keep my eyes open so they could look at me
as I jerked myself off for them. They then told me that
they wanted me to cum into one of their glasses so that
I wouldn’t make a mess of the couch and they could sit
down on it when the entertainment was done.

Resigning myself, I started to stroke. Although I was
so horny I could feel my cum almost boiling, between
two dozen pairs of eyes on me and the distraction of
the bells bouncing and making noise, it took a while
for me to get close. As I got close, they could tell,
and one of the ladies sitting on the couch next to me
reached up with her glass half full of wine to place
her glass near the head of my cock as I neared climax.

I finally groaned as I let loose what must have been
one of the most explosive orgasms in my life, jetting
thick, heavy streams of my cum into the half empty
glass, swirls of it floating in the pale wine. By the
time I finished, I was breathing heavily and felt like
a weight had lifted off my shoulders. They then told me
that they wanted me to cum into their glass so that I
wouldn’t make a mess of the couch and they could sit
down on it when the entertainment was done.

Surprisingly though, I didn’t even begin to soften, the
Viagra working its wonders. The woman holding the glass
reached further up, saying out loud to the assembled
group that she thought it would be most fair seeing as
I made the mess that I should clean it. Stating so, she
placed the glass of wine mixed with my cum into my hand
and they all looked on expectantly. Knowing that I had
little choice having gone this far, I brought the glass
up to my lips and drank the whole mixture in one, long
draft.

I spent the rest of the evening, serving drinks,
refilling snack trays and being the plaything of the
women at the party. Several other times, I was told to
stand in front of or amidst a group of women and they
played with me until making me cum again, the first
several times making me drink down the results of their
fun, but after cumming several times in a couple of
hours (again that Viagra was working its miracles) even
when I came, there wasn’t any ejaculate.

This led to almost as much interest and fun on the part
of the women present, as they stroked me to several
more dry orgasms in front of the group. They all also
loved to have me show off my packaged balls, cock,
ringing bells and freshly shaven front and backsides to
them. They also on occasion had me turn my back on the
group of them, and bend over at that waist holding my
ankles so they could check how well I had been shaved
all over.

As the party ran down, and my wife and I walked each of
the women out to the front door, I overheard several of
the women, including some of the women who worked in my
office asking my wife if they might be able to use my
services in the coming week or two for similar parties
at their own homes and in one case their office party.
I heard her agree as long as she was allowed to come
along for the festivities, she’d be happy to volunteer
my services.

But that will have to be another story for another
time…