Ann’s Long Weekend with Friends

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by Calvin & Ann (


My beautiful wife Ann really let’s go over the Labor
Day weekend. She challenges our standards on family
limits, and has an unbelievable time doing so. This
story is based on reality and only slightly embellished
to satisfy the Author’s taste. Enjoy, and comment. If
you like Ann’s story, there will be more to come. (MF,
couples, exh, voy, swing)


Chapter One

We have known this couple for three years and think
they are fun people to be around. John and Mary Manicar
are childless baby boomers with considerable expendable
income; she owns and manages a fine successful
restaurant and he is a physician. The Manicar’s home
has almost every toy known to man including a full
theater, sauna, pool room, massage table, exercise room
with many machines, and a large multi-jetted hot tub.
Of course, dinning at the Mary and John’s house is
wonderful because Mary experiments with guests trying
out new recipes before she introduces them at the

John asked me several weeks ago what our plans were for
the Labor Day weekend and whether Ann and I would like
to come over for some barbeque, fun and games. Little
did I know what he meant by fun and games, but I
thought it would be OK, if Ann agreed. He thought we
could play cards one night and party hardy the next.
Well, I did have some sense what Dr. John had in mind
when he suggested a party.

John always had the best smoke and cocaine available,
and liked to share it freely at his parties. Aside from
wine and beer, neither Ann nor I drink to excess, but
are both given to getting high. I talked to Ann that
night about John’s invitation and she thought it
sounded like fun, we were all friends with similar
interests and spending that much time together
shouldn’t be any big deal. It was decided then, we were
going to party down with the Manicar’s. As it turned
out, we were also bound to become intimately close with
the Manicars this long Labor Day weekend, and begin a
relationship that would ultimately intensify our

As the important weekend neared Ann seemed excited.
Great food, friends and fun. Being horny most of the
time I thought it would be good for Ann to pack her
string bikini bathing suit, short skirts and sexiest
underwear. Might as well include a little adult
entertainment in this extended weekend of fun.
Actually, as Ann packed we smoked a joint and my talk
about what sexy undergarments she might wear seemed to
turn her on. One thing led to another, and I suggested
that Ann should model different sexy outfits for me.
These were clothes that she would take on our weekend

Funny thing was Ann was into talking and acting sexy
for me this night, maybe it was her being high, turned
on by my suggesting she dress like a slut for John and
Mary, or a combination of both, but between changes she
would come over to me for some good loving. Ann is a
well built attractive woman in her mid fifties. She
exercises regularly and eats healthy food. Aside from
being trim and in good shape, Ann shaves her pubic hair
and freely lubricates when sexually excited.

As Ann would try on one suggestive outfit or another, I
ask her come to me for some sexual reinforcement. A
caress, kiss, hug; she was ready to go. Needless to
say, as Ann packed we also had fun. I love to kiss
Ann’s clit when she is hot, this usually sends her over
the edge, and this evening was no exception. Nothing
turns me on more than to see my beautiful wife have an
orgasm, and multiple orgasms are even better.

I like to drag the orgasm process out as long as
possible. Just before Ann comes I pull back and she
misses her climax. Ann gets tired of this activity in
short order, but this too keeps my motor going. When
she does have an orgasm it is a mega explosion leading
to multiple mini explosions. That’s when I get serious
and hop on for a nice smooth ride to organism bliss.

We arrived at John and Mary’s house around 4:00pm on
Friday evening. After a wonderful dinner we settled in
for a movie about a sexy American spy involved in a
plot of intrigue carried out in some foreign country.
During the movie we drank several glasses of wine each
and smoked a couple of joints. We were feeling just
fine, laughing and having a good time talking and
teasing one another. Ann came dressed in her short
denim skirt and tank top with no bra or panties. I told
you she was hot to come this weekend, and come she did.
John thought it would be great to spend some time in
the hot tub before bed, as it was getting on to

This seemed like a good idea and we put on our suits
and fetched yet another glass of wine. As Ann and I
went to our room to change, she said she was getting
drunk and should not be held responsible for her
behavior if she started acting wild. I hugged her just
to let her know I was OK with her sexy self and would
watch over her throughout the night. When we got back
to the hot tub John and Mary were already in the water.
It didn’t take them long to get ready as us because
they chose not to wear any clothes.

The water was a perfect temperature and the bubbles
were lively. What was remarkable about this hot tub was
the jets opened on the floor of the tub, in other words
occupants ended up sitting on the jets if they were
properly positioned. Ann liked this a lot as she had a
jet directly under her swollen pussy. In a matter of
minutes Ann was wiggling around the tub and moaning
deep in her throat.

I don’t think John or Mary realized that Ann was about
to have an orgasm by getting off on a jet stream of
water beating against her clitoris, but she did. What
surprised me was that she still seemed to be horny
afterwards. She reached over and started to rub my
member under the water. As excited as I was it only
took a couple of strokes for me to get off. All this
playing around and I didn’t think our friends were any
the wiser, or maybe they were. Mary ask Ann why she
didn’t take off her suit as the water was wonderful on
her skin. Ann was quick to comply and soon we were all
in the buff.

Ann actually went with John to refill our wine glasses
and get another joint. Mary scooted around the tub to
sit next to me. We talked about the water temperature,
plans for the weekend and my previous orgasm. I was a
little shocked when Mary mentioned that she thought it
was sexy and cute that Ann and I to tried to get off
indiscriminately. She reached over and felt my hot
semi-hard cock, which quickly responded.

Ann and John came back and I took this opportunity to
change locations so Ann could return to her seat next
to me. Nothing more happened in the tub aside from our
downing the wine and partaking in another joint. At
this point I was fairly inebriated and fuzzy. Ann must
have been three sheets to the wind. We all decided to
call it a night and start fresh Saturday with all new
adventures. There was already a point of no return with
our group in that we were naked on the first night when
we went to our respective rooms. Sleep came quick and

Chapter Two

Next morning John had everything planned out for us.
This day would be spent on the motorboat sunning
ourselves and continuing the party. John has a great
Indian motor cycle and he insisted Ann ride behind him
on the drive to the lake. Mary and I followed in the
car procession style which allowed us an opportunity to
talk about last night in the hot tub, and to watch Ann
and John. Ann had her arms around John and snuggled
close to his backside.

Surely the vibration from John’s motorbike excited her
somewhat. When we got to the lake and boarded the boat,
a 45 foot Sea Master speedboat, John decided to take us
to a remote cove for swimming and sunning. We had lunch
packed, plenty of beer and wine and, of course, some
killer weed. Ann had on her skimpiest string bikini and
Mary had much the same. John and Mary were quick to let
us know that they were nudist and really hoped we would
be comfortable with them in the raw, and feel free to
join them. What protest was I going to put up with all
of us running around nude the previous night, and
enjoying the idea of Ann showing off her beautiful body
to another couple.

Mary and John are not too hard to look at either. Mary
is a little heavier than Ann, but with beautiful
breasts and a well proportioned body. John is tall and
is considerably well endowed in his manhood, even
putting me to shame in that department. What do they
always say, “size doesn’t matter“, or is it that size
does matter. Well, let the games begin. After a swim
and lunch, we sat around listening to music and smoking
pot. Not too bad.

Ann and Mary lay down on the bow of the boat, nude,
along side of each other on the same towel. John and I
talked about all manor of stuff, but kept looking at
the girls. Eventually we got around to talking about
how sexy we thought Ann and Mary were and how we
consider it perfectly natural that we might be
attracted to each other’s wife. Thinking back on John’s
super sized dong, it would be no surprise for me to see
Ann loving sex with John, especially if I was
supportive. At this point I looked up at Ann and Mary,
and Mary was rubbing oil on Ann’s back. This was a fun
scene because she was liberal with the oil and rubbed
it on her back, legs and butt.

Ann appeared to be asleep, but her legs were spread
well apart. Before you know it Mary is rubbing the oil
between Ann‘s legs, and John and I continue looking on
intently. Ann was now moaning and rolling her hips. The
rubbing action, moaning and rolling started to
accelerate and Ann cried out that she was about to
come. Mary has gotten onto her knees, leaning over Ann
with a look of pure lust in her eyes.

After Ann had exhausted her orgasm, she rolled onto her
backside and propped herself up on one elbow. We
couldn’t hear all of what is being said, but we
observed Ann start to rub oil on Mary’s breasts,
stomach and legs. Instead of oiling up Mary’s pussy,
Ann leans over and starts to lick Mary’s clit. In less
than five minutes Mary is bucking like a possessed
woman and Ann is tonguing her to what appears to be a
wonderful and very visual orgasm. They have just
enjoyed what I would consider a beautiful afternoon of
intense love making.

It is getting late in the afternoon and time for us to
resume the party back at the house. John pulls up
anchor and we all head for home. The sun has gotten the
best of us but after some wine and dinner we will be
relaxed and hopefully ready for John and I to catch up
on some of the fun we missed on the boat. Ann and I
rode together, on the way back to John and Mary’s
house, following the motorcycle, in our car.

This was a good opportunity to review the day and the
previous day, and as I suspected Ann was having a ball.
She felt so sexual having both John and Mary turned on
to her, and loved the fact that I encouraged her
libertine behavior. On the drive back Ann and I
promised each other that we would not get it on with
either John, Mary or anyone else outside our union.
Sexual intercourse was the line that could not be
crossed, and we were both OK with this simple rule.


Later that night, after we arrived at the Manicar’s
house, the next door neighbor’s two sons dropped over
for a brief visit with John and Mary. This was somewhat
unexpected, but we collectively corrected course and
added Ron and Adam to our party. Ron was eighteen and
recently graduated from high school. Adam had just
turned seventeen and was a senior.

Both boys were athletic and a lot of fun. They were
looking forward to life’s great adventure, whatever
that might be. The night promised to bring considerable
stimulation and probably many future nights of wet
dreams for these two young lads. The boys had worked
cutting wood all day and were really beat, we on the
other hand were beat for other reasons. Well, leave it
to Dr. John to conjure up a cure.

The good doctor ordered up a few lines of coke,
guaranteed to fix us right up and get us ready for the
evening’s forthcoming fun. Ann had never done cocaine
before and eventually got wound up like a top. In order
to relax her we all smoked another joint and drank a
couple glasses of wine. Ann was ready for anything.

The boys couldn’t take their eyes off Ann throughout
the evening, this was probably a result of her wearing
a short A-line skirt and braless halter top. I noticed
her nipples standing erect and surely everyone saw the
same. Ann was playful and talkative, sitting on the
floor cross legged. She seemed to think she was at some
kind of slumber party or sorority party rather than a
mixed gathering with young horny boys. We played some
card games and watched TV with sound off and rock &
roll music on. We told sex jokes, played pantomime, and
dared each other to do outrageous acts.

One of the boys suggested the other should wrestle Ann
to the carpet and give her a big French kiss. Of course
Ann protested, but we all laughed and urged the boy to
proceed. And proceed he did. It was sexy seeing Ann
fight off this boy’s advances, only to quickly give up
the fight and lay on the floor embraced in a passionate
kiss. She really liked this and held on until it
started to get too hot. Ann complained about pulling
her neck in the wrestling match, and asked someone to
rub it for her.

Mary, being the super hostess that she was, suggested
that Ann remove her blouse and lay on another of their
toys, a professional massage table for a real backrub.
As Ann did not have on a bra, she changed in the other
room and wrapped a towel around her chest. When she got
comfortable lying face down on the padded massage
table, Mary removed the towel and started rubbing Ann’s
neck and back. Rob, because he was the guilty boy who
wrestled Ann to the floor, wanted to also help and
started rubbing Ann’s lower back. Before you know it
John and I were standing at the table and started
rubbing Ann’s feet.

Adam wasn’t to be left out and stood next to the table
and rubbed Ann’s thigh. Ann didn’t say a word seeming
to like all the attention. However, this harmless scene
didn’t remain harmless for long. The next thing I know
Adam is sliding his hand up Ann’s thigh and under her
short skirt. From the looks of things this was also OK
because Ann opened her legs a little. In no more than
15 minutes, Ann was completely nude with five people
rubbing and stroking her writhing body.

Adam was now fingering Ann’s very wet pussy, and I was
so hard that I almost had an orgasm just watching.
Hands were all over Ann’s body, John was rubbing her
two globes, Mary was doing her back, Adam had her clit
and Rob and I had a leg each. Ann started to shutter,
she was humping the table for all she was worth and
rocking her pelvis back and forth. Ann let go with the
biggest orgasm that I have ever seen her experience.
She started screaming for someone to mount her, “please
fuck me, please fuck me,” and then just screaming and
undulating. “Oh God I’m coming!”

It was a pure treat to see anyone get as much pleasure
from sex as it appeared Ann was currently experiencing.
I could tell that the boys and John wanted to take Ann
up on her request, but I knew that tomorrow she would
regret being gangbanged and protested that we should
back up and give her some time to recuperate.

Amazingly, they complied and we all reconvened in the
living room for another line of coke and a joint. By
this time it was nearing 2:00am and the boys thought
they better take off. I told John and Mary that if we
were to be able to do anything on Labor Day, we all
might want to call it a night. Ann and I went to bed
and made love for another hour. Happily exhausted we
fell asleep in a comatose state.

Chapter Three

By the time Labor Day rolled around John, Mary, Ann and
I were like one big tightly knit family. At breakfast
Mary wore a t-shirt and nothing else, and Ann had on a
semi-transparent short, short night shirt, and nothing
else. John and I wore shorts, but there was already a
sexual overtone to the day. John had taken the role of
camp planner and that was well received by the rest of
us. He thought this day should start with a sauna, swim
and group exercise. All of this was before lunch! Ann
and I were planning on heading home around two or three
that afternoon, but here and now was the present.

John had already turned on the sauna and we striped for
a 30 minute sit. The steam heat felt wonderful and I
was sweating like crazy. I didn’t realize how
invigorating sitting in a sauna in the nude could be,
and interestingly enough it was not a sexual feeling.
After the sauna soaked the be-Jesus out of us we headed
to the pool for a swim and some sun. Still we were in
the buff, but now with the sun cooking my body I was
starting to get horny. John brought out some Bloody
Marys and we proceeded to get as tipsy as anything,
thanks to the sauna and direct sun. At about 11:30am
John suggested we go in for a couple lines and a smoke,
and we all agreed. Needless to say this set Ann right
off and she was ready for anything. Where were those
boys when she needed them?

The music was on and the mood was mellow. John
suggested we play a real fun game called Spin the Sexy
Little Bottle. This game required us to sit in a circle
on the floor and take turns spinning a wine bottle. If
the bottle ends up pointed to another person the
spinner gets to tell what that person what to do,
sexually speaking that is. The only rule was that there
would be no intercourse with the other couple’s
partner, everything else was fair game including eating
pussy or providing a blowjob. We are all convinced that
oral sex does not constitute intercourse.

Naturally, guests were first and Ann wanted me to take
the lead. I took the first spin, but the bottle stopped
back on me. I missed my first opportunity to order
another player to do something sexual. Ann was next and
when she spun the bottle it stopped on John. Ann’s
request was for John to masturbate shooting his load on
her stomach and pussy. John was more than eager for
this assignment, and I was shocked that Ann had the
nerve to ask such a thing. Ann lay back on the carpet
with her folded arms under her head and her legs

John kneeled between Ann’s legs and rubbed what I
though was a rather huge penis. As John masturbated the
head of his penis touched Ann’s swollen lips, but this
was no problem for her. John rubbed and rubbed but
didn’t seem to be working up to an orgasm anytime soon.
Mary and I talked and laughed, probably distracting
John from completing his assignment. Funny, Ann was
paying close attention and seemed to be getting
sexually excited.

I noticed John touched her with his penis several times
more and she offered no protest. At this juncture John
stopped rubbing and started running the head of penis
up and down on Ann’s exceeding moist slit. He inserted
about one half inch of this penis head into Ann’s
pussy, and I thought I was going to die. Ann somehow
had the inner strength to speak up firmly and loudly
again reinforcing that there would be NO sexual
intercourse, I do not know how, but she held her

John continued to rub his penis up and down her slit
and pleaded to insert only an inch of the head, as this
would help him have an orgasm, would not constitute
full intercourse, and he could then do as requested and
shoot his load on her stomach. Ann didn’t say anything
and John took this to mean that it was OK. At that
point I believe Ann was too far gone to stop anyone or
anything as she was only thinking about her own
passionate orgasm.

John proceeded to push in the tip of his penis in my
wife’s pussy and Ann started to moan. I couldn’t have
maintained control and do not know how John managed,
but he only inserted the head ever so slowly at first
then more rapidly. I could tell that he was getting
close to shooting his load, but Ann decided that she
wasn’t having any part of this mini-fuck. Before I know
what Ann has done she grabs John by the butt and pulls
him deep into her vagina.

I swear in less than two minutes they are both coming
like gangbusters. My wife is being righteously fucked
right in from of my very eyes, and I sit on the
sidelines shooting my load. I feel sorry for Mary but
see that she is busy fingering herself to a massive
orgasm. Wow, this was some climax, and you know we all
felt great about the experience. So much for NO sexual
intercourse. John and Mary are close friends and we
regularly get together. Ann and I are more sexually
active than ever before, and I am anxiously looking
forward to next Labor Day. Hopefully, John Manicar will
take the lead as Camp Planner again next year.

Ann wants your encouragement. Let her know what you
think about her behavior. Maybe you have ideas on how
Ann can liven up next years Labor Day outing.

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