A few years back, someone finally bought the house across the street that
had been empty after a divorce case. I was anxious to see who might move
The day the woman moved in the divorced couple were still not completely
out. There was construction on the road and the driveway was blocked. She
arrived with 3 trucks, and paced up and down, smoking, on the next block,
waiting to get in. From a distance she looked like she was in her mid 20's,
slim, blonde, short hair (which I like) and very sexy.
A few weeks later I met her. Actually, I wasn't sure it was her because she
was somewhere between 50 and 60, not mid-20's, but the body and hair where
the same. I thought that maybe she was the mother of the woman who had
moved in. As it turned out, she was a real estate agent, and they usually
wear lots of make-up.
Her name was Jackie. She worked hard. She had to. At heart, she was really
too nice to be a Real Estate Agent. I could tell Jackie had lots of nervous
sexual energy. She had two adult sons, but no husband, or man (or woman).
Once, I told her the foibles of my marriage, and she remarked how she was
glad that she didn't have a boyfriend, as it was too much work. I thought,
she really needs to release some of that sexual energy. She never even
takes a vacation. If she did, she could get secretly fucked by some black
stud with a big cock at some vacation spot, and get some release.
Eventually, she sold our house for us. I got to know her even better I
found her increasingly attractive (except for her varicose veins). She had
a cute way about her, was very sweet, and had a great ass. She was very
old-fashioned in attitude, or at least pretended to be. I knew that it
would be very hard for her to admit that she had needs, and much much
harder for her to let go of her perceived morals and do what should come
naturally to an uninhibited human. I made it my goal over the next few
years to stuff my cock into all 3 of her holes. Little did I expect what
I started my quest subtly. One Day she asked about a gardening book with
the word complete in it. I found a Complete Guide to Sex book, and gave it
to her, saying gardening does involve a lot of sex. She took it.
Whenever I was home, off-work, I would make an excuse to see her. I asked
how she enjoyed the book. She said that it didn't have much to do with
Then one evening, when my family was out, I managed to find her working in
her yard. She had obviously had a few glasses of wine (which seemed to be
her only outlet). I helped her move some heavy bags of mulch to the back of
her yard. After, I was hot and bothered, and sweaty, and accepted her offer
of a beer, on the condition that she join me with another glass of wine.
As we sat in the backyard I turned the subject to the book, and her lack of
a man. She did admit that she liked sex, and was getting bored with
masturbating. She told me she masturbated each morning and night. After
some prompting She admitted that she had at least 10 orgasms in the
morning, so that she could start her day, and 15 at night so that she could
sleep. Wow, I thought, my type of woman. I told her that when I was 21 my
record was 11 orgasms in 24 hours (that made my girlfriend at the time
sore, but, after a while she said that it got used to it) with the usual
being 4-5. Today, at 45, it is maybe 3 or 4 on a good day, but mostly 1-2
times. I sat there imagining tasting that cute ass, and with all the juices
running down from her dripping wet labia. I nearly came in my pants right
I told her that I found her irresistibly cute (I have always liked older
women) and I would be happy to be her "special friend". She was horrified,
as I expected she would be. Calmly I suggested that it would help us
both. My wife likes sex every 6 weeks, if she isn't sick or stressed. I
love her and our kids, but have no intention of leaving them, but I really
need more sex. With me should get some of the advantages of a man, without
the issues of a relationship.
What I didn't tell her that, while I preferred women, was that I regularly
went to the baths, and Adult theatres and sucked guys off when I was too
horny. I am not into guys, but I love cocks when I get really horny. Big
ones, little ones, and especially uncut ones that squirt lots of jism. The
same girlfriend, whose insides got worked in, turned me onto cocks,
inadvertently. Before she met me she had never sucked cock. She sucked
mine. Nice BJ, but nothing exceptional. BUT, she really liked it. I
thought, 'hmm I like playing with my own cock, and she obviously got more
pleasure sucking my cock than I did getting it sucked, maybe it is
pleasurable in and of itself.' I tried it, and loved it, been doing it ever
since. I don't kiss men (except their cocks) I don't want a relationship
with one (to me they are ugly and smell wrong). For me it is pure sex. I
like how men can say I am horny and I want to fuck. No games, just a cock
tickling my tonsils.
Anyway I said that she should consider my offer. I suggested that we could
follow the Bill Clinton definition of sex, no vaginal intercourse, to keep
the guilt quotient down.
A couple of weeks later I met Jackie on the street. She Said, "Well there
is one thing that I would like to try. I read in your book about
rimming. It sounds very pleasurable. Would do that for me?" Yippee, the
activity I most want to do with her.
"I would be happy to do that for you," I said trying hard to hide my glee
Jackie told me she noticed how hard my cock got when I suggested being a
"special friend". "I didn't think that at my age any man would be turned on
by me." She confessed. I found out that she was 58.
We arranged to meet at her house on the night of soccer practice. Her ass
was every bit as delicious as I expected. I spent over an hour trying to
get my tongue ever deeper into her brown eye. It went further and further
in as she relaxed. She started rubbing her clit and the juices flowed to my
mouth. Yummy. After a while I started caressing her dripping wet labia
lips, then as she moaned more and more she took her hand off her clit and I
took over. Before long I was slurping up her juices and flicking her clit
with my tongue.
Did she ever need this release; she must have come 25 or 30
times. Afterward she looked so much more relaxed. I cuddled up to her and
caressed her beautiful face.
She looked at me and said, "yes you can be my special friend, but we must
stick to the Clinton definition of sex." Fine by me. It was a start. I
could score two of her three apertures by that definition.
I had to have a shower. There was no way it could go home reeking of her
female juices to my wife. I wanted her to join me, but she looked
afraid. "Is it because you are afraid that your make- up will wash off and
I won't want to be you special friend anymore?" I asked? She nodded.
"Don't worry; the person behind that make-up is so beautiful, that I will
want you even more, I promise."
We stepped into the shower together. Of course one thing lead to another
and we stared lathering each other. I massaged her head to ass. She started
to get hot again, we kissed and she started rubbing my dick. Her bony hands
were perfect little dick massagers. I came in no time. Soon the hot water
ran out, and we toweled each other off slowly sensually, and lovingly,
being fully relaxed.
She looked at me and said, you are the first person to see me without
make-up for over 20 years. I smiled and kissed her soft mouth gently.
"Don't my saggy tits bother you?" She asked me.
"No, I love saggy tits, small saggy ones the best. I could worship yours
"Next time," she cooed.
We continued to meet (she needed lots of help with snow blower, and her
lawnmower). She became more and more relaxed and we got more and more
adventurous. After enjoying more rimming she asked me about anal sex
(heaven I thought). I told her how many people enjoyed it, but it had to be
done slowly, and right. Starting with rimming was good.
So she had after glasses of wine and I started. Rimming, then lubing, then
one finger, then two. At this point she started bucking. "I think that I am
one of those people who would like anal sex," she said. I started to ease
my slender 7.5 incher into her beautiful brown eye. She jerked at first,
but then the rubbing sensations took over, and she was really moaning. We
started doggie style, and then went on to other positions as her ass
loosened up. Finally we got so that she was riding my cock, rocking back
and forth on it as she sat on me while I was lying down. She told me that
she had had at least three orgasms without even touching herself while I
was pounding her ass. Then, she said I am going get you off with my
ass. And she worked my cock with her ass until I had no choice but to
explode. I spewed a huge wad into her spacing ass, probably the biggest of
my life, and then she smiled the cutest little smile. It was made even more
beautiful because now, when we got together, she always took off her
The next time she met, she pounced on the fact that I had some people, not
women, enjoyed anal sex. "Are you one?" she asked me.
"Yes I am."
"Would you like me to work your ass?" she asked. Of course. I had to
explain to her about strap- ons. She was too scared to go buy one, but she
gave me some cash to get one. I got the finest leather one with a variety
of different sized attachments and gallons of lube. There was enough left
over for me to buy her some real classy silk stockings, I detest the feel
of nylons, and a garter belt. They would cover up the one feature about
her that did not make me want to fuck her for hours and hours. I got her
some vibrators as a special present. Including a vibrating egg where the
battery was inside, so there no wires, and a labia clip to keep her lips
closed so she could hold the egg inside while walking about.
When I showed her the various sizes, she got out her measuring tape, ever
the real estate agent, and said, OK I am 5'1 and you are 5'10". That makes
you 13% bigger than me so you have to promise me that you will eventually
take 8.5 inches before I agree to start ramming you. I agreed, looking at
the 10-inch version and longing to take it all. I had even bought a skinny
11 incher, just in case.
She put her whole heart and soul into making me loose, the best I could
take that first night was 9 inches.
Before I agreed to taking the 9 incher, I told her that if I took it, she
would have to stop wearing under pants, and wear silk stockings and a
garter belt all the time, and at least once a week wear the egg, held in by
the labia clip, when she was showing a house to a customer. She agreed. I
am not sure if it was because she didn't believe me that I could take the 9
inches, after the trouble she had getting in the 8 incher, or whether she
really wanted to lose the bet. What she could not see in the dark was that
the nine was more slender than the eight. And, after a rest, my ass was
looser. She slammed the whole thing into my ass right away. Life had never
As we lay together after a particularly hot session she asked me if I liked
eating her, or if I just did it to please her. I would do all day if I
could I told her. She mused that if I like eating her so much maybe it was
fun. I suggested to her that her next-door neighbour was probably a
lesbian. Just because she is a single 40 y.o. BBW you men think that she is
a lesbian she countered. That is where you are wrong. She went to boarding
school with the first woman I ever slept with. A couple of years back my
ex-girlfriend, Cindy, came to town, saw her, but not me. Then the last time
Cindy visited she stopped to see me. She look like a full-fledged dyke,
said her parents disapproved of her lifestyle, that she loaned a women
friend over 40G's, and had sent me a picture of her with what could only be
described as a coven of bull dykes.
"You were the first man she had sex with and now she is a Lesbian?" asked
Jackie. "Your are so good at pleasing me that I can't understand why a
woman would turn lesbian after you."
Well, I wasn't always that way, I have learned a lot since. Anyway, women
know women best. I don't understand why so few women aren't bisexual. Men
are generally so lousy at pleasing women, and then only because they are
told what to do, but women know what each other need. Women should have
sex havens to go to more than men have gay baths to go to. Men are easy to
She remembered about the bathhouse raids a few years back in our city, and
Later that week, while wearing the egg, she showed a man a house, that he
didn't seem very interested in. On a whim she dropped to her knees and gave
him a blowjob. He bought the house, full price. Men are easy to please she
agreed. I could foresee her sales rate going up.
A couple of weeks later she confided in me that she got Anne tipsy, and
wormed it out of her that she was a lesbian, and Jackie told her how she
was curious and they had set a date. Sparks had flown. Anne was reticent
about been seen going to Jackie's house frequently, so Jackie built a fence
between the two house so that Anne could sneak over anytime. Women do do it
better she concurred.
Later Jackie said, "I love my time with Anne, but I miss my time with you,
and your smooth delicious cock, your tongue in my ass, Anne can't do that,
and she doesn't like using the strap-on with me."
Then Jackie put two and two together. If I liked sucking her pubes, and she
liked sucking on other women's pubes, and she liked sucking cock, maybe I
liked sucking cock. Maybe I should try it she suggested. Wow the woman of
my dreams, cute horny, sexy, great nipples (haven't I mentioned them?), and
a body that sends me around the bend, now sexually open, and smart too.
I told her I didn't need to try it; I already knew that I liked it.
Jackie stared at me; "you really are Horny all the time, aren't you." I
"There is a boy in my office who does the gopher work who confided in me
that he is a virgin, mostly because he can't decide whether he wants lose
his virginity with a man or a woman. He confided in me because he thought
that I was sexless old biddy. He is skinny, about 19, and I have seen the
huge bulge in his pants. He looks quite pent-up, like I used to feel before
I met you. Maybe we should invite him over." giggled Jackie.
I don't know why she had to ask; she immediately saw the answer in eyes,
We all got together soon after. We sat and discussed how nervous he was. He
asked if could smoke a joint to calm his nerves.
Great for me, I thought, THC makes me even hornier. "OK," I agreed "but
Jackie has to try some too."
Jackie looked a little hesitant. "You smoke, you drink, it is like
combining the two, and it makes you hornier." I informed her. She agreed,
mostly because the 3rd reason. He had the best hydro I had ever
smoked. Most people don't get high the first time, but this was so powerful
that Jackie got a sweet little buzz on.
We agreed that the way Tom should lose his virginity was in Jackie's warm
wet pussy, while I was in her ass. That way he could have both genders at
the same time. His cock was a 10.5-11 inches hard, but very slender. He was
like a twink picture on a website.
Jackie couldn't take all of him, but I knew that that would eventually be
fixed. This was the first time I had ever been part of a DP. Being high we
fucked and fucked until Jackie said that her cunt was getting sore
(remember we were sticking to the Bill Clinton definition of sex and she
hadn't fucked in years)
"Hey" said Tom, "why don't the two of you finish me off, with your mouths,
then I don't have to make a gender decision now." We agreed. I have never
seen so much cum in my life. It was like in movies where they obviously
have a tube of carpenter's glue inside the guy's urethra to squirt out.
Jackie and I did our best to lap as much as we could. Some dribbled down
his ass, and we licked that up too. Tom was astounded at the feeling of
rimming, he had never thought about before. Don't stop he said. But we
said that he had shave his ass smooth if he wanted more, and his cock too
of course. His cock, what a beauty. And it didn't get soft, it stayed hard,
oh to be 19 again.
Well the rest of that evening we explored. Tongues everywhere. It took 4
times before Tom's cock even softened a little bit after Cumming, but even
then, not for long.
I got his cock up my ass twice, as the cum trickled out of my man cunt and
Jackie lapped it up. I lapped up his cum from her sore honey pot. No fear
of aids, he was a virgin, or pregnancy, Jackie was almost 60. By the end of
the night we were exhausted. Fortunately this was the week that my wife
takes the kids to her grandparents in New York. And it was only Monday. By
5:30 a.m. Jackie was up working at her computer, looking at new real
estate listings. I got up at 6:00 and started to warm up her perfect twat
with my tongue. After about 5 minutes she was soaking wet. Then she looked
at me with those beautiful eyes and said that after having Tom's cock in
her last night, she realized how much she missed straight old
fucking. Since I was the one who had awoken her sex drive, and made her
world more fun, she wanted me to be the next to fuck her.
I took her on the couch in her study. Around 6:30 Tom woke, with a hard on
came in, saw us, and started fucking my ass full force with his delicious
rod. Then he said he wanted to do the reverse of where we had started the
night before. He rammed Jackie's ass until our cocks were bouncing off
each. He came, and went of in search of breakfast. I was having my
breakfast, Jackie, the woman of my dreams. For another half hour we made
totally uninhibited fabulous love, and came together. She told me that it
was the only time since we started, that she came only once. She only
wanted an orgasm, she didn't need it, just wanted it. It was the longest
orgasm of her life. Apparently it lasted over a minute. We weren't quite
sure how much longer. I hadn't noticed, since mine lasted longer than that.
We all had to get to work. Tom asked if he come by again after work. We
both grabbed his crotch and said yes. He grabbed my crotch and slid his
hand up Jackie's dress to her bare mounds and told us this had solved his
entire dilemma's about which gender he wanted, he wanted both. Jackie
winked at me, and told me that when I came back tonight there would be a
special surprise. I was sure that I was too spent to be able to have sex
for about a week, but I wondered what her surprise could be.
That day Jackie called me at the office from her cell phone to tell me that
during the ride to the office, she had started to play with Tom's
cock. When they were nearly at the office, they couldn't stuff that hard
cock back in his jeans. So they went around the corner. Jackie had sucked
him off, and then stuffed his cock into his pants fast, before it could get
fully hard again. Jackie had needed to get to an appointment so she had
just pulled around the nearest comer and done it on the side of the
street. Several people had seen them, out walking their dogs. It had made
her so turned on, that she had to wear slip all day so that the wet spot
wouldn't be too large on her skirt. One hunky client noticed the spot and
had taken her in the bed of the house she was showing. Unfortunately she
had to forgo her commission to get down to the price he was offering. She
vowed never to be let the client be the aggressor again. No matter how good
the sex, it wasn't worth losing her commission. Later in the morning Tom
called her on her cell phone and said that he was so horny that he couldn't
think, or drive straight. They arranged to meet, at huge home that Jackie
had listed, where the owner's were already in their new city (the man with
bruise spots on the end of his cock from Jackie sucking him so hard). It
took 3 times before Tom could finally relax.
Damn. It was just a couple of hours ago that was feeling that I needed
about a week of rest to get horny again. Now, I wanted to go around my
office and have oral sex with everyone, after the phone-sex type chat that
Jackie and I had. I masturbated instead, in the warehouse washroom
After work I had a quick nap on the way home, and went directly to Jackie's
place. Tom was already there, rolling a joint, naked with an even larger
boner than the night before. As Tom and I puffed on the joint, down the
stairs came Jackie, leading Anne on a leash. This was her surprise.
Jackie introduced Anne as her total slave, ready to do anything that Jackie
said. I was flabbergasted. "Even men" I asked?
"She is reticent about men," Jackie informed us. "She has never been with a
man, but has been doing women regularly since early in boarding school. She
has agreed she would try "something" with a man, IF, she could see two men
go at in every way possible." In seconds Tom and I were going at it on the
floor. We would have been doing it anyway, but we did want to put on an
extra good show. When we came into each other's mouths Anne applauded. We
went over to her and took turns snowballing each other's cum into her
mouth. At first it was hard for her to accept. Jackie had to tighten
Anne's nipple clamps before she opened up wide to our tongues, cum and
kisses. After a while she started to suck the cum out of our mouths. "I
never know man cum could be so delicious, it is so salty, and warm. A
steady diet of this and I would lose weight, drinking cum instead of eating
chocolate cakes." Exclaimed Anne.
"No way Anne," I said, "I like you just the way you are." Jackie looked a
little disappointed. Anne told us that she weighed 287 pounds. We all
agreed that she could go down to 240 but she had to work on her aerobics so
she could fuck longer. Then we did the whole 'if the giver enjoys giving
it, sometime even more than the receiver' logic on her. She should try
sucking cock. She looked panicked by the idea, but Jackie told her she had
to start somewhere, and sucking a cock was the best place to start since it
was warm soft, and, she reminded Anne, spurted delicious salty cum.
Jackie said that she would do it with her at first, which cock did Anne
want to start with. She looked at our two limp cocks, and pointed to
Tom's. She had forgotten how big it got hard, but I wasn't one to remind
her. While Anne and Jackie worked on Tom's cock, I wiggled my way under
Anne's huge ass. After a few minutes of maneuvering I got my tongue working
on Anne's brown- eyed rosebud. What an ass. Jackie already made sure that
it was smooth, and tasty, and its bouquet was larger than any other ass
that I had tasted. Not as sweet as Jackie's' but the overwhelming affect of
being enveloped in her huge ass, was intoxicating. I was beginning to
re-think my agreeing that she could drop some weight, but then remembered
the upside was, that if she did it would be easier to fuck her, if she
would relent, of course. I took a breather to see how Jackie and Anne were
making out with Tom's cock. Tom was almost fully hard. Anne commented how
it was much nicer when it was soft, and that it was huge. She asked if she
had to take all of it in her throat like I had done with Tom's during our
show, or was there another way to suck cock. We laughed. Take as much as
you like today, eventually you will want to learn how to take the whole
thing we guarantee it.
Tom's cock was now fully hard. Anne reached out and touched my cock that
was by now _'s erect. "Jackie, may I try Tim's Cock?"
"Yes, of course, sex, like life, is about variety that is why Tom, Tim and
I go both ways and I am introducing you to men. You might prefer some
activities to others, but there is pleasure to be had from almost every
sexual activity. Tim taught me that over a year ago. Right now my favourite
thing it to have sex in other peoples' houses that are for sale. Sometimes
with clients just for fun, sometimes to get them to buy, sometimes with
owners just for fun, or, to get a leg (or cock, or tongue) up on the
competition. I always wear sheer skirts that you can see through the with
the light behind me, so people can see I am not wearing panties, am shaved,
and sometimes they can even see the labia clip that hold my egg in. I have
even had sex with a woman who had never any idea that lesbians existed. I
left her in a total state of confusion. I have learned the joy of turning
people on to losing their sexual inhibitions, and enjoying what comes
naturally, Tim taught me that, and now I am passing it on. When she and her
husband move in I will go back and help her come to terms with
feelings. Maybe she and I could convince her husband to spend some time
with Tim and I. I saw a huge bulge is his pants. I put a slip on when I go
to the office so the other old biddies don't suspect anything. Although, a
couple have commented on how much my sales are going up, and how I now wear
silk stockings, rather than nylons all the time. I think only one has put 2
& 2 together, and is beginning to suspect something, but can't figure out
what. I am trying to figure who amongst them would, deep down, enjoy
sucking on my clit."
Anne was now giving my cock more attention. "I think I like yours better"
she said. "It is smoother and not as hard." I explained that it was
smoother because it has spent a lot of time in Tom's and Jackie's asses,
and it is softer because I have had so many orgasms lately that it has
trouble getting hard. I am not as young as Tom, either. But, I told her;
you will find that every cock is different. Some curve like up
bananas. Some are wide and squishy even when they are erect. I like those
We flaked out early that night. I had to run home to see if my wife had
called from NY. She had. I called her back, and explained that I was using
the time she was away to catch up on office work. She commented on how
relaxed I sounded. I joked that I had to interrupt my party with the biker
girls to call her back. Little did she, nor I, know how close that it was
about to become to the truth.
When I got back to Anne's place she announced that Anne was willing to try
more with men. But not tonight. She also announced that in the morning she
was taking Anne to get her nipples pierced in a star (2 ways) (Boy, had
Jackie ever been learning), her labia pierced so that she could lock them
together. Then it would off to a surgeon friend of Jackie's to have Anne's
clit hood cut back to expose her clit more. Jackie said that she would
reward the surgeon by lending him Anne sometime. Her clit piercing could
wait until it grew some more from stimulation, and when Anne really begged
for it. We all knew that would not too far off.
Jackie and Anne looked great as a couple. They looked so content
together. They had a lot of love between them and Anne had found more peace
and a guide. The slave thing was really more of a guide thing rather than a
total dominant situation. I could see Anne becoming a mistress after a
couple of years of tutelage under Jackie, who, herself was still learning
and exploring the pan- sexual world. I felt a little pain of regret that I
was no longer Jackie's Primary "Special Friend", but proud that I had
opened her mind up to world of joy (And opened her ass wide. She could now
relax her ass muscle at need so you could see in.), and she had passed that
along. Of course I was still Jackie's Special Friend and, I had gained two
more in Tom and Anne.
The next Morning before we parted, it was Anne who winked at me and said
she a special surprise for me that evening.
I love pierced nipples. To see weights hanging from her fat pierced floppy
tits would be special enough for me.
That evening I arrived to find Tom rolling a joint on the couch, with a
full erection. I couldn't imagine that life could get any better. Here I as
in a four way pansexual relationship with the woman of my dreams, an almost
11"(Ok 10.5" but I sure it still has some growing to do, as he is only 19)
cock that fit my ass perfectly, all with a slave to help out. I started to
suck on Tom's cock while he finished rolling the joint.
Just as he lit it up I heard "Turkey, you never told me that you liked it
both ways" It was my old girlfriend Cindy who was standing there naked with
Anne. I thought that if I were to get any more surprises I would, well I
don't know what I would do.
Cindy said her fantasy was to force man to have sex with another man and
lick her ass. That could be arranged I told her. Once, when we had tried to
have sex I moved from kissing her to trying to 69 her, to trying to rim
her. I had read too many Penthouse letters. At that point she stopped. I
never got all the way in.
I immediately went over, dropped to the floor, and started trying to spread
her huge ass cheeks to get my tongue to her hole. Not so fast lover-boy. I
have been waiting 27 years for this. I want it the way I imagined
everything. Anne, lie on the floor. Then Cindy lowered her huge blond twat
(Cindy is about 6, 1" and about 275 pounds, though it hard to tell because
she is so tall) onto Anne's tongue. Now Tom, shove that huge cock of yours
up Tim's ass, all the way don't stop, if he wiggles or screams I will hold
him down. Good thing I hadn't eaten anything since last night, trying to
catch up at work. There was still lube there from last night. But not
enough. I gritted my teeth, and took it without wiggling or screaming. What
a sensation. I couldn't tell whether the pleasure of the sharp pain of
entry was greater, or whether the sharp pain was a greater pleasure than
the pleasure. Now pound him Tom, said Cindy. OK Tim, now you can eat my
ass. Just then Jackie came in the door. Seeing what was happening she
dropped her skirt and blouse and joined in. She started playing with my
balls, pulling as had as she could while sucking on Cindy's HUGE nipples.
After we all had taken the edge off we sat back, had a beer, and smoked
another one of Tom's Joints. Jackie asked, "Who is this tall blonde dyke
with the huge nipples?" Cindy explained how she and Anne had been lovers
off and on at boarding school. Both of them a little confused, needing the
outlet, but wondering if the relationships they were having, they had
several each, would mess up the rest of their lives. In a way it did. They
had a lot issues to work out over the years.
Cindy told me not to worry; I hadn't turned her off men. Even if my
performance at the time was only marginal. She enjoyed the world of Lesbian
sex mostly, but it did drive her wild to see men doing it, and men eating
her ass, and occasionally her twat. She had her best orgasms when she peed
while Cumming. So, to make up for what a man didn't know about oral sex, he
had to accept peeing as part of the process. OK by me.
She also said that she liked to squeeze men's balls with one of her big
hands, and work their cocks hard with the other, really hard. Again, OK by
me. Really asked Tom of me? Yes, really I said, although I am not as much
into CBT as I was when I was 20-27. Can you show me? Before he could
complete the question Cindy and I leaped up to start working on his
genitalia, and Jackie ran to get some rope, clamps from her garage that I
had asked her to buy because I said I needed them for work around her
house, candles, and a bic pen.
Tom's balls were perfect for this. They hung low in a large sac. And of
course you already know about his cock. We tied his balls so tight that
they turned a beautiful shade of purple. It did use up a lot of rope
because his bag was so big. Never had so much rope been put to such a noble
purpose. We clamped his nipples, stuck the bic pen down his urethra, tied
his cock some, and started to yank and squeeze the balls. We tried to
stretch his bag as much as possible; he didn't seem to know the word
stop. He was writhing with pleasure, and the pleasure of the pain. Then
Cindy turned to me and said, "Did you say that you used to be into
CBT. Aren't you anymore?"
"I still like it, but not as hard and as frequently as when I was
younger. But I always had to do it myself." I replied. Cindy was already
stretching and tying my balls. Jackie was over hanging weights from Anne's
nipple piercings, which she shouldn't have been doing because the piercings
weren't healed yet. But, I could see how irresistible they were. Then
Jackie started working her fist up Anne's huge twat. After Cindy tied up my
balls and worked them she spotted Jackie's growing toy collection. She
grabbed a big butt plug, looked at both of Tom and my asses. It was obvious
that we both wanted it. She pretended not notice. Suddenly she stuck it up
Tom's ass. I was disappointed, for a second. Then, Cindy found the strap-on
and I knew I would be the winner. Cindy tied Tom and my balls together and
started to fuck me. She had a big smile on her face. "I have wanted to this
for such a long time, but, I just haven't had the opportunity. I live so
far from civilization, that I could find lotsa dyke friends, but no
bi-versatile men. I often fantasized that it was you that I was doing it
too. I really liked you, even though I didn't know exactly how I preferred
men back when we were together."
Jackie came over, sat on Tom's face, offered me Anne's juicy twat, and
started to kiss Cindy. Every one was moving a different way 80 per cent of
the moves stretched the connection between Tom's and my balls, the other
20% loosened it just enough to take the edge off, and let us get to the
next pleasure plateau.
Oh God, I have only 3 more nights until my wife comes home. Part of me
would be happy to get away to recover some sexual energy (any other energy
too), and the other was so addicted to the most wonderful sex of my life, I
never wanted it to end.
Later that night all of this was resolved a bit by the usual pressures of
Life. Next week Anne, had to go out of town on business, Cindy needed to
get home to the west, and Tom was going to a family reunion (where, he was
hoping that the male cousin he had seen last time with what he was sure was
a dick more than 12" long, was there, and Bi. And the little blonde cousin
that had tried to seduce him last time, teasing him about being gay, who
had stroked and admired his big cock promising that she would take all of
it any hole he wanted if would just prove he wasn't gay, would also be
We all agreed that we needed time off, to recuperate, recharge, and deal
with day-to-day stuff, and that we would regroup Saturday around noon at
Jackie's house for one big final blow out, together.
Well, you know there are a time off, and a time of 'reduced activity'. One
night I got home around 6:30 to find Cindy asleep in my king-size
bed. Jackie had given her a key. I crept in felt up her full; warm soft
body, got about 1/8th hard, and fell asleep. About 9:15 I looked up to see
Tom standing there. I had left the front door open. He had wanted to talk
to me about his experiences and feelings over the recent past. Then he
looked at Cindy and said, "Hey no fair, I thought that this was supposed to
be a night off "he said. Cindy and I looked up and said he had to believe
us that nothing had been going on.
Tom said, "Well then it is time to start something." He stripped, climbed
on the bed and rolled a joint. Cindy had never smoked before, but went with
the flow. Even with all her soft beautiful flab, she got a good buzz on the
first time. She attributed to an old girlfriend who had smoked around her a
"Well it's only men," she said, "and I am getting horny from the dope." So,
it was off to the bathtub where I got to eat her pussy. I wasn't long
before I was covered in warm yellow piss. Some seeped into my mouth as I
helped her finish her orgasm, the rest dribbled down to my crotch. Tom got
into the tub and started licking the amber fluid off my pubes.
Now Tom and I were hot, and Cindy had the edge off with the pee explosion
cum orgasm. "Ok Cindy, last night you did our asses, now we get to do
yours." I was demanding equal time here.
" No way, I am all constipated." Said Cindy
No problem. I whipped out my enema bag. Cindy watched wide-eyed, "being a
nurse," she said, "I have always wondered if there really is pleasure in an
enema." She was about to find out. "Before you start Tim, get a bottle of
wine. After the 2nd or 3rd bag I know just the right amount of wine to put
in the mix to give me a fast rush drunk. I did it to a patient in the
hospital once as a favour. Either of you want to drink what comes out" she
I said, "No, this is where my limit is. I'll suck a dick that comes out of
an ass, but I won't eat scat." Tom followed my lead, and agreed, as
everything else I had taught him I had proved to be right.
Cindy looked relieved." Good! I wouldn't want to be with anyone who would
do scat, so I am glad you don't."
After we cleaned Cindy out (she said that she wanted to do at least a 100
more times in her life, just to check if was as good every time), gave her
the wine enema we stared taking turns working her huge ass. Tom had it
better than me, because he had the longer tongue. Suddenly Anne turned
up. "Hey, I thought that this was supposed to a night off." She said as she
surveyed the scene.
"It is," I said, "a night getting our rocks off." Anne was naked and diving
in before I finished.
Tom and I started tonguing their asses, I preferred the bouquet of Anne's
but liked the taste of Cindy's better. I have to keep trying both to try to
figure out which I liked better. After a while we were starting to slip a
finger into their asses. By the time we got to two, Cindy said, "Stop." Tom
and I were disappointed.
"What I mean is, not yet." Said Cindy when she saw our disappointed faces.
"Remember, seeing guys do it turns me on, and, I want to spend some quality
time with Anne" She stood over Anne's mouth and let out the bit of pee that
was still there, the she dived for Anne's Twat. What a sight, nearly 600
pounds of soft hot horny woman flesh going at each other. Good thing I
have a King bed.
"Tom fuck Tim. I want him to pay for not knowing that he was a bisexual
slut when he was 18. I will do my penance for not knowing what I liked,
later." Tom started to fuck me. My ass was getting sore from all this
fucking, but the Hydro helped ease the pain. Pretty soon I was bucking hard
against Toms' cock as he was slamming my ass.
Cindy looked up "I like that." And grabbed my cock and balls with her big
strong hand and started working them. After Cindy had cum, and peed in
Anne's mouth again, with Anne cleaning it up. Cindy said, she now felt
relaxed, horny, and the wine enema is working its magic. Now it is time for
you guys to us up these huge Asses of ours. Please be gentle, Anne is an
anal virgin" I looked the two huge rosebuds, all wet and relaxed, and
thought there isn't going too much of problem here. Cindy said "Tim you
start with me, you deserve it for trying to lick my ass when we 18, I was
embarrassed then, but after years of thinking about it I became ever more
turned on. It became one of my favourite acts with my ex-girlfriend."
Anne looked in horror at Tom's cock and Shrieked "can't I at least try
"Nope" cooed Cindy mischievously "I owe Tim, and I still harbour resentment
towards you that you could never fully commit to sex with me. Plus, after
Tom's cock, any other cock will feel small. Besides, you have big ass, you
can take it. Anyway, its too late it's started in already" Tom and I fucked
their asses, while they kissed and stroked each other's clits. There asses
were wet and wonderful.
After about an hour of this they both complained that their asses were
starting to get a little raw (We had each tried both asses many times, and
I preferred Cindy's and Tom Anne's), and we were tired. Tom and I
came. Then Cindy and Anne took turns cleaning our cum out of each others
asses. This was good, one woman's ass was better to fuck, the other to
lick. It had the makings of a great chain with Tom at either end. But not
tonight. We were all exhausted.
We collapsed into the big bed and fell asleep immediately. Me with Cindy
next to me, and Tom next to Anne. At about 2:30 I heard some saying "Hey
Turkey" It was Cindy. She wanted to know if I wanted to make love with
her. I had been waiting 27 years to prove to her that I cold do better than
that first night.
After so much sex it took an hour of foreplay for me to get hard. That was
fine by Cindy. Be the time I was nearly ready to perform she was fully
ready. "You have improved" she commented. Then we made soft gentle
love. Neither of us came, we just enjoyed the pleasure of the closeness, of
making love. "Thanks" said Cindy "I was hoping that I could do this again
with you sometime. I still prefer women, but making love with you is
special." We fell asleep with my cock still in her. We woke up at about 6,
and went to the bathroom and kissed each other while the other peed. Then
fell back into bed.
Cindy & I woke up around 10:15 to find Tom and Anne bringing us breakfast
in bed, food that is. It was a full breakfast bacon, eggs, toast, homemade
hash browns, fruit, and even some Starbucks coffees. We would need the
energy for the upcoming blow out event. Tom and Anne had gone out to a
Starbucks with just T-Shirts and shorts to get the coffees. While there, a
barista had looked them up and down, and said "You guys look like you're
gay and Lesbian, yet you are snuggling together and caressing each
other. What are you all about?"
They had replied that they were "special friends" who had just woken up to
wide world of Pan- Sexuality. The barsita's eyes had widened. "Wow that is
something that I have always wanted to try"
They had gotten a phone number, and wanted to know if we could invite the
barista to the blow- out. "That would be up to Jackie" I replied. Tom and
Anne went off in a corner, snuggled, started whispering to each other and
having little breakfast of their own, that didn't seem to include food. It
looked like they were trying to find a way to convince Jackie to invite the
Barista, whose gender had not been revealed. Anyway it was back to
breakfast, to fuel up for the day.
After we had all eaten our fill of food, we all laid back and had a nap,
all snuggled up together.
We woke up around 2:00 and some us still had errands to do, so we went our
separate ways, and all drifted into Jackie's about 5:30 - 6:00. It was a
beautiful day, so we decided to have a BBQ outside. We all went out in
Jackie's yard with soft flowing garments on, that allowed us to
surreptitiously feel up each other's bodies, without any peeping neighbours
cluing in, we thought.
Well, one did clue in, Sally from across the street. She came over and
asked if we wanted to try some of her 12-year-old scotch. I knew her quite
well, but not that way. She was 43, short, liked to dress like a slut, be
wasn't, at last not that I could tell. She loved to wear 4-inch heels,
tight pants or short skirts and tight tops that showed off her large
tits. I could never figure out if they were real, although I always had
been curious. I also knew that she liked to drink. Her neighbour had told
me that she was very loud when she came. The neighbour had to tell her
8-year-old son, that Sally was "working out" because she was so
loud. Quietly, I let Tom know that he should wear a condom if he fucked
her. Just in case. Everyone in our "special Friend" circle was no risk, but
she, while probably also not a disease risk, was higher risk than any of
the rest of us.
Sally drank more of her Scotch than the rest of us put together.
Then the barista showed up, or rather the baristas. They were twin sister
and brother. They had been separated at birth, but were re-united when they
were 17. From that point on they had done everything together, I do mean
everything. Not just sex. They went to the same university, took the same
courses, and now, at 24, both had law degrees. They were both very slim,
Rowena was almost flat, with little more than a nipple and areola rising
from chest. They were both had smooth bodies. As it turned out they were
completely hairless, except for their heads. They had had their entire
bodies lasered, even Ralph's face. They both worked as baristas at the same
coffee shop. Although that morning only Rowena, had been on duty, and
Ralph had been at home, not able to swing the same shift as his sister.
Since they were 17 they had slept in the same bed, and tried every sexual
activity that they could imagine together. They both wanted to try both
other men and women, but could not find a way to "swing" it. They were a
little nervous, but said that they were fully committed to an evening of
Just then Sally wandered, or rather tottered, over. She asked," who are
these beautiful people, I haven't seen them before." We looked at her,
puzzled. She said, "Oh I know. From my second floor window I have seen a
lot, why do you think that I came over tonight. I want to get fucked and I
want to find out what if a woman can really eat cunt better than a man."
We explained that we were friends as well as lovers. "That's OK" she said,
"I can be very friendly" and stuck her hand in Tom's and my shorts
simultaneously. She knew what she was doing, obviously the result of long
experience. She worked both our cocks and balls in a way that I have never
experienced before. I asked her if she would teach me the technique. She
said, "Another day, now I need to fuck" So Tom and I went inside and
started working on her. It didn't take long until she was starting to
shriek. Everyone else came in for a front row seat. She waved Anne and
Cindy over, to try to make the comparison, she had come to make. After a
few Very loud orgasms, she waved them away, and motioned for Rowena, and
Ralph to come over. I could tell that they weren't super thrilled about
this being their introduction to sex outside their partnership, but they
did it. They were obviously committed to doing whatever came along during
the evening. Finally she waved them away saying, "Women do lick cunt better
than men, but I like cock best" and motioned Tom back into place. For 20
minutes Tom fucked her hard, and she came and came, louder and
louder. Until finally she yelled "Oh God" and relaxed, totally spent. She
grabbed the scotch bottle, took a swig, and passed out, with a smile on her
face, of course.
We couldn't figure out to do with her. She was asleep, holding on to the
Scotch bottle, and completely out. Finally I suggested that we should take
her home. With a mischievous look in my eye, I suggested that we should
make sure that she remembers us when she wakes up. We found a vibrator, and
small vibrating butt plug, put new batteries in them, and slid them into
her. There was no way to get her back into her tight clothes, so we put
light robe on her. Tom and Ralph carried her home, while I directed the
operation, and Rowena brought her clothes. We got her into her bed, turned
on the vibrators, kissed her and felt her up one last time, she was very
voluptuous, and started to leave. Damn, I still couldn't figure out if her
tits were 'enhanced' in any way.
As we were going down the hall, Sally's youngest daughter, Jules, came out
of her room. I have admired Jules for years. For her grade 8 prom, when
dressed up like she was a 19 year old call girl. She was now about 21. It
had always seemed to me that she, and her sister, both wanted to prove that
they could be sexier than their mother. That was a tough standard to
meet. Jules was skinny, a lot like Rowena, but a little taller, hardly
every smiled, but had a near perfect body and face.
Quietly she asked, "Can I come with you?"
Ralph, Rowena and Tom, all looked at her and said "Yes". I was too stunned
to say anything, but I could see all three of them wanted her, and she was
looking at them the same way.
"It is just not my mother that has been looking out our window. I have
too. I want to join your party, whatever it takes. You all look you are
having so much fun, I want to be with you, if only for one night". Form the
way the young triumvirate was looking at her; I knew it would be for more
than a night if they had any say in the matter.
We all trooped back to Jackie's. She was a little bewildered when we
brought Jules in. Before anyone could say a word, Jules dropped her dress
and gave Jackie a big hug, kiss, and caress, saying, " I am so happy to be
here, you look like you are having so much fun. You do what you feel like
doing, naturally. I want to thank you for the chance to join with you"
"Well, thank Tim, too" said Jackie "It was he who turned me on"
She came over and gave herself sensually to me. "I always wondered about
you " she said to me "I couldn't figure out if you were a lech, just nice,
or horny. Now I know, you are all three"
Jackie corralled me in a corner "Are you sure that this is OK? I've seen
her around, she is pretty wild"
"And we don't like wild?" I asked rhetorically? "Don't worry, I have a
feeling that everything will work out amongst the four Young 'uns. I think
Jules is much smarter than she lets on, just a little confused. Ralph and
Rowena will help her interact with the world in a better way than she does
today. Plus, she won't be able to resist Tom's cock. Oops, too late its
already inside her" The 'gang of four' were already working themselves into
a lather. "Let's leave them to get to know each other better, and finish
our supper, well the food part anyway," I suggested.
I was nice to hang out with my special friends. After eating, and having a
cooler, we climbed into Jackie's big hot tub, and freshened up. Then we
went to watch the show. It was incredible to watch. Ralph, Rowena, Jules,
and Tom were connecting like they long lost quadruplets. All being young
and fit they just kept going. It wasn't long before I was making out with
Jackie, and Anne with Cindy.
After a while the 4 of them came over and said" we want to thank you for
bringing us together. " Ralph and Rowena told us that they found Tom, and
Jules to be exactly what they were looking for, bisexual friends for the
two of them. Tom was happy that he could also have it both ways. And Jules
said that she had never realized what she was looking for before, besides
she said, " this is way wilder than anything my mother has ever done". I
smiled to myself, knowingly.
Jules came over to me and gave me my reward. She was good at controlling
every muscle in her body. I tried to test every one just be sure. "There,
now you have had a mother and daughter on the same night." She asked, "Is
that a first?" You betcha. She knew better than to ask which I preferred,
she just reveled in the fantasy. After I came, she went over to Jackie and
used her whole body to give her her reward. Jackie loved it. She said that
she had never had some one so sensual before.
Then the 'gang of four' said, "We all want to thank the four of you. What
can we do to make you happy?"
"You already have," we said in unison.
"We want to make you even happier" they insisted. I didn't think that that
was possible, but that night we all lived as if we were all in the Garden
of Eden. Tasting all the fruits, none were forbidden, without any guilt,
over and over again and again.
We all drifted off into dreamland at some point during the night.
In the morning, Ralph and Rowena announced that they had asked Tom and
Jules to move in with them. They revealed the reason that they had got back
together at 17. Their birth parents had died, leaving them a substantial
fortune, that they would inherit in a week's time, when they turned 25.
They had become lawyers so that they would be sure never to be scammed,
when they got their money. They would come into a nice house (a Chateaux by
the sounds of it) in the Valias Canton of Switzerland. They informed us we
were all welcome to visit any time. I was already scribbling down the
Anne announced that she was going to move west to live with Cindy, as soon
as she could sell her house, but assured us that we visit them any time
Jackie told Anne not to worry about the house. Anne asked "Will you sell it
"No." said Jackie "I'll buy it from you. I have been making some good
commissions lately," she said as she winked, "and I could use it as a
"special friend" guesthouse. After all, the fence is already there so
people can slip back and forth. I might make it higher to ensure that more
neighbours don't see in, or, maybe I won't"
Then we all went our separate ways. I, for one, needed the rest. Besides my
wife was coming back that night. I had to go make some dishes dirty, throw
out some of the food she had left me, and wash the sheets that Tom, Cindy,
Anne and I had used the night before.
I wonder what Jackie and I could dream up for next year when my wife goes
to NY. It would take me that long to recover from this week. Or would it?