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Anal sex has a fascination that goes back for centuries, if not
until the beginnings of time. The sheer volume of material written on the
subject, the number of letters I get about it, and the total fascination
the subject causes, has prompted me to try to write the definitive chapter
about the pleasures, pitfalls, myths and hypocrisy surrounding the
subject.
The first side of the subject that I would like to discuss, is the male
psychology of anal sex. The subject is closely linked with oral sex to
completion. Both are regarded by most women as a no no, and the coercion
of a female to perform either act is considered by men as the ultimate act
of subjugation. Most Sub Dom fantasy material, has its theme concentrated
around the subjection of women to anal sex. The story is a classic
example. Within hours of arriving at the Chateau, she is subjected to,
what I consider rape, both anally, and orally, and then after a discussion
between the men about her over tight and therefore not easily accessible
anus, it is decided that, between the beatings and whippings, she is to be
"opened" by wearing phalluses, of daily increasing size, inserted in her
anus, and held there by a series of chains, until the sphincter is
permanently stretched, rendering it sufficiently large for her masters to
bugger her easily, while of course her anus still remains tighter than her
vagina. After all in her masters eyes, buggery is still an act of
subjugation.
The less classic, but more severe books from the likes of Victor Bruno,
have scenes of young women being used as candelabra to decorate palaces,
with huge candles protruding from their distended anal sphincters, and hot
wax running down the stems to sear their buttocks. Young women are driven
as ponies, with decorated horse hair tails attached to plugs inserted in
their anuses. All are subjected to regular bouts of buggery by their
masters.
Most Hard core videos offer us scenes of women being buggered, and
having men ejaculate over their faces and into their mouths.
In my opinion the whole scenario is all based on the basic myth that if
women don't like something, then forcing them to do that thing, will
reinforce the male sexual power over that female
As we all know, whether we be male or female, only a very few women are
actually turned on by either of these acts, most who will allow their men
the sexual delicacy of oral sex to completion, do so out of loyalty, and
perhaps get a kick out of pleasing their man, rather than from the act
itself, many simply hate it, but put up with it, as a penalty for life and
love.
Anal sex is not generally even considered. Most women will try it once,
find out that it hurts unbearably, and never let anything enter their anus
ever again.
There are a few, who will continue to accept the pain, for their man's
sake, and once every blue moon grit their teeth, and allow anal
penetration, normally after vast amounts of coercion and even moral
blackmail, from their partner.
Not many men would consider beating their wives sufficiently hard with
a crop or whip, as to make them scream. If they did, then I would doubt
that they would expect them to enjoy it. But many expect their women to
enjoy being buggered, despite the fact that the pain involved can be more
excruciating than that of a serious flogging.
I will never forget the pain of my first anal experience, even though
it was something that I really wanted to do, and I was with a guy who was
caring, experienced, and ever so gentle. I still ended up screaming, with
a horrific pain deep in my guts. I felt as if I had been stabbed, and the
pain didn't end as he withdrew, it got worse, and it lasted for over an
hour.
The part that I expected to be slightly painful, as the outer sphincter
stretched and perhaps split slightly, didn't worry me at all, and to be
quite honest I thought that women who couldn't take it were just being
soft. That was before I tried it........and met the real pain.
I have been whipped and caned and beaten with a crop, both before I
lost my anal virginity and after, and I once had weals for 6 weeks after a
severe beating, but I would take that beating anyday, rather than go
through that anal pain again.
For the male, from what sensible answers I have managed to get, it
appears that anal sex is not actually quite as exciting as it might be, if
you take away the psychological excitement of the act, and concentrate
purely on the physical act, then the stimulation to the penis is not as
good as when it is within the vagina.
The anus may have a very tight entrance, and the inner sphincter may
grip the penis tightly, but as soon as the penis is past these
restrictions there is no real sensation. the colon is a very large piece
of soft elastic tube, and the penis will hardly touch the sides. Since
most of the sensitivity of the penis is in the frenum and the glans, not
the base of the shaft, deep penetration of the anus, doesn't really give
very much satisfaction in a physical sense.
Of course repeated penetration and withdrawal through the sphincter
muscles, will produce a high level of stimulation, but the male instincts
tell him to drive deep, and plant his seed where it will do most good, so
this messing about at the entrance will not lead to the satisfaction of a
deep penetration orgasm.
The vagina of course has muscles designed to keep the male organ in a
state of arousal, and to provide maximum pleasure from deep penetration,
thus both parties are striving to get the semen as close to the neck of
the womb as possible, to increase the chances of fertilisation.
So this lends itself to the theory that anal sex has its root in the
psychological subjugation of the woman, rather than the simple physical
pleasure of a tighter orifice.
For those of us who enjoy being subjugated, for sexual purposes, and I
fall into this category. (even though I am not submissive in my life
outside sex) It is necessary to be able to cope with the demands put upon
us by our male partners.
To this end I have learnt to enjoy anal sex, as much, if not more than
vaginal sex. Surprisingly I discovered that I can have orgasms from anal
sex, and that these orgasms are incredibly intense and far more
satisfying, than vaginal or clitoral orgasms. My anus can accept pretty
well anything that is thrown at it, and has now miraculously become self
lubricating.
I can feel the question arising in your minds, how the hell did she get
from such incredible pain to pleasure, in two paragraphs, and why did she
risk the pain again after the first time.
The answers are simple enough, Patience, relaxation, and an extremely
skilled and caring partner, coupled with a lot of determination, and a
belief that it could be done. The pleasure I never expected, it came as a
very great surprise.
From our first attempt it was obvious to me that the pain was caused by
deep penetration, not simply the stretching of the outer sphincter, as I
expected. So I persuaded my partner, who was very reluctant to try again
because of the pain he caused me first time around, to put his penis into
my anus by about an inch, and then stop. We used loads of KY jelly, to
lubricate the sphincter, and I worked on him to ensure that his penis was
rock solid.
After a few tries he found that if he allowed the sphincter to roll
back his foreskin as he penetrated, then the initial penetration was
easier for me, and that as long as he only pushed in by about one and a
half inches, there was no problem. Having got this far, we called it a
night, had a serious mutual washing session, followed by a very lively
session of conventional sex.
The next day I felt a bit sore and I found that I had a couple of small
tears in the skin around the ring of my anus, I used Savlon on them every
day, and they soon healed.
A week later we tried again, this time it was harder, the splits around
my anus opened again immediately, and stung a lot when my lover tried to
penetrate me. He refused point blank to go any further, when he realised
that it was causing me pain.
Over the next few days we discussed the problem, and I convinced him
that the only way forward was to continue trying, every night until things
got easier. The splits would not heal properly, if they kept getting
reopened, every time they half healed up, and if we waited until they were
fully healed, then I would just split somewhere else.
My logic was, that if the splits were to be kept open, then the flesh
would eventually heal in that position, so no more splits.
The next night we tried again, using Savlon as our lubricant, the
feeling here was that it may have a slight anaesthetic effect, and it
would prevent any infection from entering the splits.
In fact we found that it worked very well as a lubricant, better in
fact than the KY Jelly.
I managed to take his penis into my anus by the regulation one and a
half inches, quite easily, the odd wince as the splits opened up, but
nothing excruciating, and my lover actually managed to pull out and
penetrate me again, about six or seven times, without any problems.
I concentrated on relaxing all my muscles, and welcoming him into me,
and he managed to get about two inches inside me with no discomfort to me
at all.
Finally he held his penis still inside me for a few minutes, reaching
round to bring me to orgasm by playing with my clitoris.
As I relaxed after the orgasm he withdrew, and again we called it a night.
This procedure went on for about a week, each evening it got easier for
me, and I was trying to talk him into going deeper. The splits seemed to
have healed, and I was having no problems with it at all. We got to the
point of him having two fingers in my vagina, whilst his penis was up my
arse, and I found this to be very pleasurable.
The situation was reaching a stalemate however, I wanted him to go
deeper but he wouldn't risk hurting me, so we reached a compromise. I have
a very flexible vibrator, slightly more pliable than the real thing, and
we decided that I should penetrate myself with this vibrator, and see how
far I could go, without hurting myself. the reasoning being of course that
I was in control, and could stop instantly if I felt any discomfort.
The vibrator didn't feel as nice as a penis, it felt in a way
unnatural, and it was very difficult for me to reach round and get it in.
We ended up with my lover putting it in the first couple of inches and the
he passed control to me. The vibrator didn't do a very good job, it seemed
to absorb all the lubricant, and go dry. dragging on the skin. so we had a
return to the KY jelly. This worked wonders, and the vibrator slipped in
with no further problems. I pushed it deeper and deeper in, feeling a bit
of a twinge of pain, as it went in deep, but changing the angle slightly
stopped the pain, and I could go deeper.
The vibrator went in as far as I dared push it, without losing my grip
on the remainder, I kept one finger on the end to hold it in place, and
kept it there for about three or four minutes, before allowing my body to
push it gently out again. I re-inserted it and did the same thing again,
and then signalled to my lover to take its place.
I was lying on my back at this point, and had to turn over onto my
knees. I tried to be clever, and keep the vibrator up my arse as I turned
over, but of course I lost control, and as my finger slipped off the end,
my internal muscles shot it out of my bum, and clean off the bed!
By the time we had finished laughing, Steve had lost his erection, so
we gave up and went to sleep. The next day, we decided, was going to be
the day of reckoning. Steve insisted that we should go out for a meal, and
make a real event out of my final anal conquest.
He arrived home with a present for me.... it was a small "butt plug" he
had made out of the handle of a rubber stamp. It had a large rubber
washer, on the end that the stamp part used to go, and a foot length of
brass chain hung from the end. He insisted that I wore this plug up my
arse, whilst we went out, to continuously remind me of the occasion. I
wore a short tie top, and a long flared skirt, with stockings and
suspenders, and of course no knickers.
Whilst we waited for a cab, Steve bent me over the end of the settee,
smeared my anus with Savlon and popped the plug up my bum.
Because of the shape it stayed firmly in place, and to be quite honest
it wasn't really very noticeable at first, despite the chain which hung
down between my thighs, and was noticeably heavy, and cold...! but apart
from that it was not serious at all.
As I walked out to the cab, it felt really strange, the play of my
muscles fighting the weight and swing of the chain. The only strange thing
was that I was getting incredibly horny. I had to rush off to the loo as
soon as we got to the restaurant, and wipe my pussy, it was so wet that
juice was running down my legs.
I had to really concentrate to hold the plug in, when I sat on the loo,
and I had to reach round behind myself to hold the plug in, and the chain
clear, whilst I wee'd, but that wasn't really a problem. I did manage to
frig myself to orgasm twice, before leaving the loo, but that isn't really
out of the ordinary for me, if I'm feeling horny...!
We had a really nice meal, and a bottle of wine, I kept forgetting
about the plug, and then being suddenly reminded, as I shifted on my
chair, and my anal muscles tried in vain to expel it. This in turn led to
a rush of sexual excitement, which was incredibly intense, and I ended up
having to stuff a couple of paper napkins between my pussy and my skirt,
to stop myself leaving a tell tale wet patch on the back of my skirt, and
a damp seat for the next diner.
When we had finished our meal, we decided to walk the half mile home,
and get some fresh air.
This was interesting to say the least, the plug and its length of
chain, became more and more noticeable as I walked. The chain swung about
beneath my skirt, never really getting into any sort of rhythm, and kept
colliding with my thighs, as it got out of synchronisation with my
walking.
Each time this happened it caused a pull on the plug, to which my
muscles responded. This not only made me totally aware of the plug, but to
be quite honest left me unable to concentrate on anything else.
Matters were made worse when Steve led me through a back alley as a
shortcut, and threw me up against the wall, for a serious necking session.
he took great delight in making me come by fingering me, and chewing at my
nipples, and then unbuttoned the front of my skirt, took the end of the
chain, and led me the rest of the way down the alley, by pulling at the
chain. This was now not only pulling at right angles to the plug, but was
between my vaginal lips, and rubbing at my clitoris. I started to have
continuous minor orgasms, and nearly fell as my legs went weak with the
sheer force of a major one.
We got home somehow, by which time I was a quivering wreck, I had fanny
juice running down my legs, so much so that I could feel it inside my
shoe, and my internal pelvic muscles were going berserk, with my internal
anal tract working continuously, against the plug, and my vaginal muscles
spasming in a state of never ending orgasm.
Steve guided me straight upstairs, as soon as we were through the front
door, and made me hitch my skirt up around my waist, and go on ahead, so
that he could watch the sway of my arse, and see the way the plug and
chain behaved, as I walked.
I paused at the top of the stairs, and he ran up after me and carried
me onto the bed.

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We passionately kissed for a while, and then he slowly untied my top,
kissed my breasts, and started to unbutton my skirt slowly, kissing his
way up my thighs as he undid the buttons, His hands were cupping,
squeezing, and caressing my breasts and his fingers would occasionally
close around one of my nipples, rolling it between finger and thumb,
before playfully nipping it, and returning to gently caressing my breast.
He reached his goal, fumbling slightly with the waistband button of the
skirt, as he buried his head into my damp pubic hair, his tongue searching
out my pouting clitoris.
The skirt came free, and I felt it slide past my hips onto the bed. I
parted my legs as his tongue probed into my body, and his hand came round,
sliding under me to grasp the chain of the plug. He worked the plug to and
fro, as his expert tongue worked at my sodden pussy, and I bucked my hips
high off the bed as my orgasm approached. He judged the moment, and just
as the orgasm broke, he pulled hard on the chain, and plucked the plug
from my loins.
The orgasm was unbelievable, but the emptiness left behind was almost
beyond description, I felt desecrated, deserted, my whole being was
empty, I felt a deep want...
I can't really explain, but Steve knew what he was doing, he grasped my
ankles, and pulled my legs up past my shoulders, and thrust himself into
my gaping vagina, driving straight in up to the hilt, so far in as to make
me gasp with pain, before my body adjusted itself to his size and
accommodated his length. The pleasure began to flood back inside me as he
fucked me with long hard strokes, I could feel his bollocks slapping
against my arse, with every thrust, and he kept up this long slow rhythm,
until I once more orgasmed.
Pulling out he lay back, and guided my head to his cock. I sank him
into my mouth, and worked hard on his prick, alternating between teasing
the head of his glans with my tongue, and burying him deep into my throat.
He worked me round so that he could reach my arse and pussy, and buried
three fingers into me, almost like a bowling ball, two up my fanny, and
one deep into my arse.
I soon lost concentration on what I was doing, which has always been
one of my major failings in bed, and pushing him back onto the bed I
straddled his face.He responded by pushing his tongue into my anus,
forcefully enough to actually get it past the sphincter muscle, and so
that I could actually feel it probing into my body. This felt wonderful,
and I pushed my pubis down onto his chin, grinding into his face, to
satisfy my lust.
He pulled his head away, and pushed me down onto his cock again, I took
it into my mouth, and started to mouth fuck him, plunging his cock in and
out of my mouth, as hard and as fast as I could, simulating the wet
tightness of my fanny.
Steve reached down for the tube of KY jelly, and spread it around my
arsehole, the sudden cold of it making me cringe, he slid his finger into
my arse spreading the lubricating jelly well into my depths, and
stretching my hole with his fingers.
He fingered my fanny and my arsehole alternately spreading the natural
lubricating fluids from my pussy into the jelly around my arse creating
the most incredibly slippery mess, easily sliding three fingers in and out
of both of my holes.
At last the moment came, he rolled me off, and laid me on my back
again, and lifting my ankles high over my shoulders, he spread me wide.
Tucking a pillow under the small of my back to take some of the strain, he
lowered his hips to meet mine and gently pushed the head of his penis
between my dripping fanny lips. He worked it up and down the crease,
covering it in my juices, and bringing me close to another orgasm, before
repositioning it at the entrance to my arse. One slight push, and it
slipped easily through the muscular outer ring, and with gentle jerks he
slowly inserted himself all the way into my depths.
There was no pain, only an incredible feeling of fullness, the exact
opposite of the feeling when he withdrew the plug. I felt stretched,
filled and fulfilled, and then the other feelings hit me. The depth of
feeling that preceded my first anal orgasm, was unbelievable. I could
never even attempt to describe it, but it was followed by an orgasm that
was nothing like any I had ever had before.
I now believe that there are definitely three kinds of orgasm:
clitoral, which everyone agrees with, and I believe that if I am brought
to orgasm by having my breasts and nipples caressed, I still have a
clitoral orgasm. Then there is the penetrative orgasm, which feels totally
different, and perhaps is really a G-spot orgasm, And now there is a
third... The anal orgasm, which again is totally different in feeling to
the other two.
Steve fucked my arse in four different positions, over the next hour or
so, and I had multiple confirmation of the new orgasms.
We started with the missionary position, but with my legs high over my
shoulders as I first described. that was the easiest for penetration and
angle, I then knelt on all fours and Steve entered me from behind, doggy
style, that was more awkward, but was better when he squatted over my bum
and went in from the top, but that nearly killed his bad back, so I got on
top and lowered myself onto him, that was excellent, but I think initial
penetration would have been hard in that position. Then to be disgustingly
acrobatic, I lay on my back, rolled over until my knees were on the bed
behind my head, almost standing on my head, with my legs wide apart, and
Steve entered me from a standing position behind me.
We ended with me on all fours, knees well back from my hips, wide
apart, with my back arched, and my boobs pressed into the bed, and I
distinctly felt the seven individual spurts of semen hit the walls of my
colon as Steve ejaculated into my arse for the first time.
This was the first time I had actually felt the semen spurt into me, I
have known girls who said that they could feel it when their man came
inside them, but I never really believed them. I have still never felt it
in my vagina, but I feel it every time in my arse.
This time there was no feeling of emptiness as he withdrew his now limp
cock from my arse, and I felt a distinct glow of satisfaction. We were
both ecstatic about the whole experience, and whilst I sat on the loo,
squirting and farting his come out of my arse, I felt so incredibly proud
of achieving my goal.
My arse was tender for a few days, but otherwise I had no side effects
whatsoever, one girl had warned me of the dreaded "Montezuma's revenge"
I.E. that I would have diarrhoea for a couple of days after someone
ejaculated up my arse, but that has never been a problem for me, perhaps I
am just lucky....
After this first success, Steve and I continued to have anal sex
regularly, but were careful not to do it so often that it became
commonplace.
Steve was delighted with my new accessibility, and was keen to for me
to get my arse fucked by some other men as soon as possible.
My first anal experience with another guy, was with a guy called Phil,
a matter of a week later, but that was another story completely, and will
be written up in another story, as the experience was really a sub dom
thing, rather than an specifically anal story.
It was about six months after this that I had another guy fuck my arse,
he was a regular customer of mine, and I hated him... he was very rough,
and liked to spank me, and use me very hard. He rang me up and asked if I
would consider allowing him anal sex. I must have been in a very horny or
a very stupid mood because I said yes. I did make him agree to pay a very
high price, and to promise to stop if I couldn't take it. We arranged for
him to call the following afternoon.
The next morning I was dreading him coming, but I forced myself not to
ring him and cancel. I was very turned on by the idea, but also very
worried about the forthcoming ordeal.
He arrived bang on time at 2 pm, I was positively shaking with
apprehension by the time he arrived. he had insisted that I get dressed up
as a schoolgirl for him, with the full outfit of white socks, flat shoes,
no makeup, and my hair in bunches, together with the pleated skirt, blue
school knickers, white blouse ,tie, and blazer.
He came in and paid me half the money, saying that he would pay the
rest if I went through with it. he then made me bend over and lift my
skirt, and then pull my knickers to one side to show him my arse. He
rammed two fingers straight up my anus, dry which hurt quite a lot, and
when I straightened up, he grabbed my neck, and held me bent double whilst
he pulled my knickers down to my knees and spanked me hard.
He led me into the lounge, sat down on the sofa, and told me to undo
his trousers and suck his big cock. I obliged him, and worked at him until
he was rock hard. He did have quite a big dick, and it was circumcised
with quite a big head, I couldn't help wondering if I could actually take
it up my arse. He soon got up, and bending me over the sofa, he pulled my
legs apart , having removed my knickers completely, and began to spank me
again. I protested and old him that was enough, I hadn't agreed to let him
spank me, but he carried on, despite my struggling, until my bum cheeks
were on fire, he then slipped on the obligatory condom, and rammed himself
into my cunt. Fortunately I am always wet down there, and he didn't
succeed in hurting me, although I'm sure that that was his idea, he kept
telling me to tighten my cunt muscles and pretend I was a twelve year old.
After a few minutes he repositioned himself to thrust into my arse, I
told him no, to let me get some lubricant first, but he simply shoved his
fingers up my fanny and wiped the juice around my arsehole, shoving his
finger right in and working it about, before he pulled my bum cheeks apart
and thrust his whole length straight up my arse.
It hurt, fortunately I didn't get the deep internal pain, I think I was
used to it enough by now for that not to happen, but my anus split in
several places, and it stung like hell. he fucked at me like a man
possessed, occasionally pausing to smack my arse hard, and then getting
back into the rhythm. he was pulling right out with every thrust, and then
ramming back in all the way, until his bollocks hit my fanny.
This was more like rape than sex, I was basically being paid to have my
arse raped, he carried on for what seemed to be an age, calling me a
little 12 year old bitch, and asking me if I was enjoying it.
Eventually he told me that he wanted to come in my mouth, I refused,
but he said he'd pay extra if I agreed, or that he'd do it anyway, and not
bother paying.
I thought that it would be less hassle to agree, so I said "OK then"
He quickened his pace, and really fucked me fast and hard for a couple
of minutes, and then pulled out, ripping the condom off, he put one knee
on the couch next to me, and grabbing me by the hair, twisted my face
round towards him, and shoved his cock into my mouth erupting his foul
come down my throat almost instantly.
I nearly threw up, but I forced myself to swallow it, and carried on
sucking at his cock until he was completely satisfied.
He then insisted that I, bend over for him, and spread my arse cheeks
with both hands, so that he could look at the damage he had done to my
arsehole. He was absolutely delighted when he saw that he had split me in
several places. he wanted to give me another spanking before he left, but
I refused, claimed the rest of my money, including the extra for him
coming in my mouth, and threw him out.
I spent half an hour in the bathroom cleaning up, washing myself over
and over again, putting Savlon on my split and abused ring, and cleaning
my teeth about five times.
I felt strangely elated, as if I had climbed Everest, or some other
major achievement, and I went into the bedroom and putting a mirror on the
floor I squatted over it examining my damaged arsehole, regarding the
splits with an intense feeling of pride. I ended up frigging myself
stupid, and giving myself about four or five orgasms.
I worked out afterwards that he actually fucked my arse, non stop, for
over half an hour, and I was bursting to tell Steve all about it when he
got in from work.
The guy rang me a few weeks later, but I refused to see him again, I
was worried by his schoolgirl fantasies, and his continual requests for me
to act like a twelve year old, and on his way out he had commented on a
school photograph of two of my brothers and my younger sister, that was on
the mantelpiece He asked me all sorts of questions about her, in a really
creepy way and she's was only eight. That was the final straw, and
convinced me that this guy was a dangerous pervert, who I must have
nothing to do with again.
Now my arse was fully operational, I had to fulfil the ultimate
fantasy of having three guys inside me at once. Steve had always said to
me that I couldn't do any blue movies, until I could take anything that
was thrown at me, and the three man sandwich was the ultimate expression
of this ability.
It didn't actually happen properly, but we did have a guy come to stay
with us who was game for anything, and we decided that this was the time
to try the sandwich.
I elected to have this guy John up my arse, as he had the smaller dick,
and Steve up my cunt. We ended up falling about laughing, because, despite
having seen it hundreds of times in blue movies, we couldn't find a
position in which both guys could get into me.