A Heartless Encounter 
By Crossmanx
You'll always remember your first encounter with Miss Heartless, for a number of reasons!


A follow on from the Miss Heartless stories Closing the Deal, The Heartless
Rider, A Heartless Confinement, The Heartless Storm, The Heartless Foe, The
Heartless Return and The Heartless Night.

By Crossmanx at crossmanx@hotmail.co.uk - Comments and ideas welcome

A Heartless Encounter

Diana and Roy headed through the reception of the Excelsior Hotel towards the
restaurant, it was their 5th wedding anniversary and Roy had booked a table in
the cities most prestigious hotel to celebrate. They were shown to their table
in the plush and well to do establishment, everything looked immaculate as
they sat down and the orchestra played gentle in the background as their
waiter handed the couple the menus and wine list. Diana and Roy where suitably
impressed, especially Roy as he knew how much this was costing him, but the
look of delight on his wife's face was worth it.

The couple selected their orders and Roy chose the wine, with some assistance
from their waiter and then they talked as they waited for their starters to
arrive. It was about then when Diana noticed new arrivals to the restaurant,
two women, an older one and her younger companion. They were shown to a
stylish booth on the far side of the room, one of those obvious exclusive
booths set aside for very special customers. To the casual observer they might
have taken the new arrivals as a Mother and Daughter, but Diana was good with
faces and could see that they weren't related in that way. Also the older
woman had already 'annoyed' Diana with her air of superiority and confidence
as she sauntered to her booth dressed in her goreish long leopard skin pattern
coat with fur trim. 'How tacky' Diana thought.

During their meal Diana found she kept looking over towards this woman and her
younger companion, not that she knew them, recognised them or wondered who
they were. No, the reason that Diana kept looking over at them was because
they, the woman and the girl, were already looking at Diana and Roy. Well to
be precise Diana was sure that the older woman was eyeing up her husband. Roy
was a tall, handsome man, who had recently turned 30, a year older that Diana,
with a rugged look about him that may women found alluring.

Diana expected some of the attention her husband got; he was handsome,
especially when they were out. Those odd looks from another woman, but when
they saw he was with her the looks normally stopped. But on this occasion,
this older woman in the restaurant hadn't stopped looking, and it was starting
to irritate Diana. She tried to ignore the woman and girl, but every now and
again there was a burst of laughter from their booth and when Dianna looked
over there they were already staring back in the couple's direction.

Roy could see that his wife was slowly getting more and more wound up by the
attention he was receiving from the other women, but it didn't worry him as
much as it worried his wife. After all he knew he was a good looking bloke,
and by now he was use to it, but Diana wasn't! It wasn't long before she had
had enough, she called over to the waiter "who's that sat there, the women,
who keeps looking over at us?" The waiter replied "Oh that's Miss Heatless and
her companion" 'Heartless what a name' Diana thought "thank you" she said and
with that she got up and made her way over to the women in their booth.

Roy knew what was coming, he's seen this before, but what he didn't expect was
the shocked look on the waiters face "Oh sir I would advise against your lady
friend confronting Miss Heartless!" "Why?" Came Roy's reply, he knew his wife
could hold her own but something in the waiters tone told the man there might
be more to this woman than meets the eye. "Oh Sir, Miss Heartless is quiet a
woman, different if you know what I mean" "No I don't, explain" this was
becoming more interesting. "Well Sir, Miss Heatless is a different kind of
woman; you may remember hearing about a certain prize fight that took place
between a local male boxing champion and a woman?" Roy did remember hearing
something "but I thought that was just a story," "Oh no Sir, it happened
alright and took place right here in this hotel and that woman Sir ... " He
pointed towards the older woman sat in the booth. "That woman Sir, was Miss
Heartless, she was the one that beat the prize fighter!" (Reader may wish to
read the stories The Heatless Foe & The Heartless Return).

Suddenly as he watched his wife head over to the woman, Miss Heatless, Roy's
stomach started to churn, 'Oh Crap what is she going to do?' As Diana stormed
over to the booth Miss Heartless smiled as she watched the determined woman
approach. "You!" Diana arrived at the booth "I've seen you, looking over at my
husband, keep your eyes off him, he's mine got it!" Short and to the point,
Diana felt good after getting that off her chest. The mature woman and her
companion stopped their conversation and both of them looked up at the angry
woman who stood there. Miss Heartless was very attractive with short fair
hair, a woman in her 40's or there about, and she showed her age but in a good
way. The faint lines around her striking eyes added intrigue and the subtle
pink shade of her thin lips furthered her certain appeal. She was a petite
woman, but something told Diana that although she looked small it would be a
mistake to take her for granted. The last obvious thing about the woman was
her ample chest, which was made even more noticeable as the buttons on her
blouse where undone a little too far down to make sure the 'display' was clear
too see.

Diana had to admit to herself that this woman was quiet a 'delight' to behold,
if you were into older women, which she wasn't and was sure that Roy wasn't
either! Diana also had a second to take in the woman's companion, who sat at
the side of the table, the girl was young with long dark hair, it was
difficult to tell just how old she might be as the girl didn't look directly
at Diana. She seemed a little smaller than her older companion, maybe it was
because she was still young. The girl was dressed in young cloths, a pair of
white legging and a tight blue crop top, which showed that the girl had an
ample figure just like the older woman. Diana though that the girl was very
underdressed for this class of restaurant, but as Miss Heartless had access to
one of the special booths, she obviously had some influence.

But all that aside Diana had said her piece, told this woman 'hands off' and
was about to turn round and walk back to her table with a sense of 'Ha! That
told her!' But the reply that came from Miss Heartless was not what Diana had
expected "Well my dear I was looking over to your table, but I wasn't looked
at the man, I was looking at you." 'OH!' That wasn't what Diana had expected
to hear, for a moment she was lost for words as she wasn't 'that way inclined'
she was very much taken aback by the attractive older woman's statement.

Miss Heartless lips gave a slight grin as she carried on "I think you're very
attractive that's why I was looking at you, do you mind? "I ... I ... " Diana
was slightly stunned by the woman's forthrightness "why don't you forget about
him and come and join us." The young girl slid across her seat to make room
for the new woman to join them, but Diana was still a bit flustered by all
this and how it had somehow and so quickly turned around and now she felt as
if she was the one in the wrong!

"No ... No I won't, thank you ... ." 'Why did she say thank you to this woman
who was hitting on her?' " ... No I won't." With that a confused and
embarrassed Diana turned round and made her way back to the table where her
husband was. "What's the matter?" Roy had thought that maybe this Miss
Heartless had been rude, aggressive or threating to his wife but he was
surprised when Diana told him that the woman had been looking at her and
basically hitting on her! "What both of them were after you?" There was a
slight dirty grin on her husband's face and she would have kicked him under
the table if she could have reached. It might be their anniversary but he
certainly wasn't getting a threesome, or come to think of it a foursome!

Roy had tried to hint over the past few years that he'd be up for a threesome
with one of Diana friends, she'd always said no, but now it seemed as if this
was his dream come true, and a foursome! He looked over at the booth at the
two women 'Oh yes, so want this to happen', but Diana wasn't into women, she
liked men, even if the older woman was attractive and both her and the younger
girl looked as if they had good bodies ... ... No! She wasn't that way
inclined!

The couple carried on with their meal, and all the time Diana could feel
'eyes' on her, the eyes of the two women in the booth. A couple of time she
tried a sneaky look over to the private booth and each time there was the
older woman looking back at her and giving her a wave 'Shit!' She tried to
enjoy the rest of the evening, it was her anniversary after all, but all the
time she knew she was being watched. And those words kept coming back to her
'I was looking at you' and 'I think you're very attractive ... ... forget
about him and come and join us' 'forget about him and come and join us!' It
was too much for Diana to bear, that woman and her companion had gotten into
her head, that attractive woman with her ample busts ... ... "I'm sorry dear I
need to get some air."

Diana got up from the couples table and left, so many thoughts going around
her head she just wanted to sit down, alone and ... ... well she didn't know
what to do, just that she wanted to be alone. Roy was surprised by her wife's
action; he knew the incident with Miss Heartless had thrown his wife a bit but
he didn't think the mature woman had gotten to Diana this bad! He watched as
his wife as she headed over to one of the doors. Then looked over to the booth
were the woman were sat, he was about to go over there and have words with ...
... They'd gone!

Roy hadn't seen the woman and her companion leave and wondered where they
were, he turned back towards his wife in time to see her leave the restaurant
and sat there frustrated at the now ruined evening. As Diana stepped out of
the restaurant she wondered down a corridor and into another, she tried to
clear her head and not think about what had happened, or think about that
woman! The attractive older woman with the large ... ... 'Stop it!' She then
realised that she didn't know where she was, all the corridors looked the
same, a long hallway with various door, Diana turned to try and retrace her
steps back towards the restaurant. As she turned around "Hi there, was you
looking for me?"

Diana was looking into the gorgeous eyes of Miss Heartless, and they were the
only ones in the corridor, Diana suddenly became very nervous and
uncomfortable. But even so she couldn't take her eyes off the older woman, who
was having a very strange effect on her "I ... ... I ... " Before Diana could
finish or even start her sentence Miss Heartless had grabbed her hand and
dragged the flustered woman over to one of the doors in the corridor. The
older woman opens the door and spins Diana around so she twirls into the room,
then quickly follows her inside SLAM! With both women in the room Miss
Heartless shut the door behind her and CLUNK! The room was dark, there are no
windows; the only light is that coming from the bottom of the door and leaking
in from the corridor. Diana's heart races as she tries to adjust her eyes to
the darkness, she heard the loud clunking sound that told her the door had
been locked when it was closed by the older woman 'Oh God!'

Diana felt very afraid, very scared, there was a slight breeze that fell over
her as if someone had suddenly moved close by her, then a hand touched her
hand "OOWWHHHH!" Diana gave a childish little scream, then CLICK! A light
flickers on and there was Miss Heartless stood in front of Diana a soft smile
across her gorgeous face. "So here we are" Diana looked around, the room was a
small office set out with just a desk two chairs and a couple of cupboards,
nothing much and not the sort of room set aside for anyone important in the
hotel. Then her eyes came back to the older woman and that smile across her
delicate lips, the woman's other hand reached out and gently held onto Diana's
free hand as the woman looked at each other.

In the restaurant Roy looked at his watch, Diana had been a long time, and the
fact that this Miss Heartless and her companion where no longer at their table
made him more anxious about his wife's whereabouts. He throws his napkin on
the table and went to look for her, at the toilets he asked an attendant if
his wife was inside but was told the ladies was empty, he goes back to the
restaurant but the table was empty, as was the booth. He stormed off to find
her again 'where is she?'

Back in the small office, and still holding onto both of Diana's hands Miss
Heartless stepped closer towards the attractive blond woman. Diana took a step
backwards and another as Miss Heartless moves closer to her BUMP! 'Shit!' The
desk had stopped the blonds retreat; there's no escape from the older woman
now and with nowhere to go "that's better now we can stop all this running
around and get to know each other!" Roy was trying to find where his wife had
gone, he looked up and down different corridors, stopped various members of
staff and described his wife to see if they had seen her, but with no luck
'what was she up to?'

In the small office Diana was trying to fend off Miss Heartless obvious
interest in her, the older woman had let go of the blond hands and now her
hands where

working their way up towards Diana's blouse buttons. The blond married woman
was getting very flustered at the older woman's advances, Diana tried to push
her hands away but Miss Heartless was surprisingly strong and firm with her
hands for an older and petite woman. As the mature woman easily won the tussle
over access to the blouse, a red faced and embarrassed Diana could only
surrender and allowed Miss Heartless fingers to start unbutton it.

Roy walked down another empty corridor checking all the doors but finding
nothing and certainly not his wife, whilst in the small office Diana's protest
at her blouse being unbutton where becoming less and less audible. In truth
the blond married woman, who had never 'indulged' in any 'female friendly fun'
was finding the whole new experience somewhat ... ... Arousing!

Elsewhere her husband turned yet another corner to find another corridor, but
this time it wasn't empty, halfway down was the dark haired girl, Miss
Heartless' companion. She was leant against a wall next to a closed door, one
foot propped behind her against the wall, she looked relaxed but also as if
she was there to guard the door? As Roy approached the girl took no notice of
him she just leant against the wall casually as if he wasn't there. Inside
Miss Heartless pulled Diana's blouse open to reveal a lacy black bra and a
pair of large and desirable breasts, the married woman gasped, a bit in shock
but also with a hit of exhilaration!

Roy was near the door and heard the sound, he was sure that was his wife's
voice, he reached out and grabbed the door handle but it was locked, it was a
solid looking door and he knew he wouldn't be able to knock it in, so shook
the handle violently. Inside Diana gasped again by louder and with more
excitement, was it because the door handle had rattled and she had heard the
voice of her husband outside calling her name and he was here to save her. Or
was it maybe because Miss Heartless had just placed her strong hands on
Diana's firm large breasts and squeezed, giving the woman an experience she
had not had before! Either way on the other side of the door Roy had defiantly
heard his wife's gasp and was franticly trying to get through the door WHACK!
OWWWHHHH!

Roy's hand that had been eagerly trying the door handle had been harshly
struck and knocked away; the man shook his slightly aching hand and looked up.
There was the dark haired girl, now stood up and away from the wall, she had
knocked his hand, even through the door was locked, and she knew it, she still
made her point that he was 'not allowed in!' "What did you do that for that's
my wife in there and I want to see her so you just ... " THUD! The girl threw
her open hand into the man's chest, even though by her standards she had not
struck him hard Roy still staggered a couple of steps backwards.

He looked at the girl, annoyance and with a bit of anger in his eyes, she
stood there with her head slightly bowed, her dark hair was short but the
fringe was long and fell across most of her face. On any other occasion seeing
a young, fit girl dressed in tight white legging and a cropped top would have
caught his eye, for other reasons, especially one with such a trim body and
large breasts like hers. But on this occasion the man ignored all that and
just concentrated on his growing annoyance with her.

There was another low gasp that came from inside the room; Roy took his eyes
off the girl and towards the door WHACK! Inside the room Miss Heartless hands
where continuing to gentle massaging her 'new friends' large breasts and now
her mouth had covered Diana's, preventing her from making any more loud
sounds. And as the older woman's tongue entered the blond married woman mouth
the gasps where replaced by a low, satisfying, moan! Outside Roy staggered
further backwards as another sharp blow struck him firmly in the chest, 'this
young girl was starting to get really annoying!'

He was about to take a step forward to reach out and grab her when WOOOSSSHHH!
THUD! The girl spun round so quickly before him it was almost a blur, her foot
came round, and by the feel of it there was some kind of boot attached to that
foot, that smashed into the side of the man's head. His head seamed to burst
with pain as he went flying across the corridor and landed, crashed, into the
door of the small office.

The sound of Roy crashing into the locked door echoed around the room, but
neither Miss Heatless nor Diana really noticed it, as the older woman's hands
explored Diana' body and the experienced tongue of Miss Heartless moved over
and around the married woman's large breasts and nipples. Diana was
experiencing to joy that only another woman can bring, and it was blowing her
mind!

As he hit the door Roy bounced off it, taking a couple of steps forward to
steady himself, then his head came up as he began to focus on the girl and
just before he started to shout at her, berate her and confront the girl about
hitting him. Even though he was shocked by her 'lucky' hit he was focused on
the fact he was going to get into that room, where his wife was, and stop
whatever sordid game was going on here. Well that was his plan, what happened
was as he bounced off the door and towards the girl she saw his head come up
and WHACK! She drove her fist around, hard and straight into the taller, older
man's jaw, knocking and spinning him completely round and so slamming him face
first back into the door.

Inside the room the sound of the second dull thud against the door was ignored
like the first as the stronger, older woman continued with her seduction of
Diana, by tantalising the younger blond woman with her tongue. Miss Heartless
pulled the married woman's blouse off her, almost ripping it in the process
which was quickly followed by her bra, as the older woman showed her new
friend exactly what another pleasure another woman can bring.

In the corridor Roy pushed his face away from the door, shook it to get his
thoughts back and was just pushing the rest of his body off the door when
THUD! He was forcible shoved back into the solid wood, his face again driven
hard into the door. The young girl had seen his attempt to move away and
thrown herself at him, one hand had grabbed onto the back of his head, the
other drove into his shoulders, whilst her knee came up and aimed into the
back of his leg so jolting him and off balancing him at the same time CRASH!
He was slammed back into the door, his nose exploded as it hit the wooden
door, the girls hand made sure she pushed his face hard into the solid timber.
Blood ran down the door as the girl continued to hold the man and push his
body and face into the wood.

Inside the room the moans and groans of the man against the door were not
heard as the woman's moans and groans where the only sound that filed the air.
Diana had never imagined that having another woman ravish her, even one as
obviously attractive as Miss Heartless, could be so exciting, so stimulating,
so thrilling and so enjoyable. The older woman looked up from adoring her new
friend's wonderful, full breasts, the two women looked deep into each other's
eyes. Diana took Miss Heartless attractive face in her hands, leaned forward
and willingly kissed her new lover. The mature woman's hand moved down taking
the zip it was holding with it, then Diana's skirt fell to the floor.

The young girl released her hold on Roy and stepped backwards allowing the
hurt man to push himself, carefully away from the door, he was sure she would
strike again, so he moved quickly, but she didn't strike. He turned to face
her she was half way across the corridor and this gave him the opportunity to
move away from the 'painful' door and into the open hallway.

Miss Heartless grabbed hold of Diana, the strong woman hosted the blond up
onto the desk, the older woman moved closer to her new friend who wrapped her
legs around her mature lady friend. Diana was getting to grips, in more than
one way, with this all girl love and wondered what was next "OOOOOOOHHHHHH!"
'So that's what's next!'

The girl took up a stance, that of a boxer or fighter, one of the many things
she had learnt from her Mistress, Miss Heartless. Roy scoffed, 'the girl had
been lucky so far, caught him off guard, pushed him that was all!' But now he
would make her pay. He stepped forward and swung for the girl, but she could
see what he was going to do and ducked down quickly, his fist came round hard
and fast, but there was nothing there to hit. His fist went sailing past and
over the girl, and as it flew past she quickly came back up, her turn now
WHACK! She didn't miss the open target that stood before her, Roy staggered
backwards reeling from that harsh blow.

Inside the room and Diana could only give in to the overwhelming desire of
Miss Heartless and the older woman had her. Outside Roy could only give in to
the overpowering wrath of the dark hired assailant and the young girl beat
him.

The girl went into a spin, she came twirling around and SMACK! Her boot
crashed into the man, sending him staggering further backwards, she followed
this up with another spinning kick and another, she twirled and struck the
man, harder each time. She knocked him backwards, making him stagger and
stumble down the corridor, she spun and her boot smashed and crashed into his
body, hurting, bruising and pounding him. The man wobbled and swayed some
more, then she jumped up and kicked out WHACK! A driving blow took Roy off his
feet and sent him crashing into the wall, he bounced off it and back towards
the young girl. As he fell back towards her she grabs him, turns and throws
the man hard down to the concrete floor THUD!

She reaches down at Roy and pulls him up by his shirt "you're lucky that it's
me, if this has been Miss Heartless dishing out the pain rather than being in
there dishing out the pleasure to your wife then you would have been in even
more pain and hurt!" Something in the girls tone told Roy that maybe she was
right, this girl was good, he didn't doubt that now, but she was only Miss
Heartless apprentice, so how good was the older woman?

The corridor fills with the sound of painful cries, while the room fills with
the shriek of pure delight. Outside the girl carries on using her fists and
feet on the man, whilst inside the older woman continues to use her mouth and
tongue on the blond. As the beatings and seduction carries on the sound of
moans, groans, screams and shrieks fill the corridor and the small room, the
cries are either pleasure or pain, depending on which side of the wooden door
you are on!

Later and a beaten and unconscious Roy and an exhausted and fulfilled Diana
are left to recover as the satisfied Miss Heartless and her young companion
leave. Pure satisfaction for the older woman only came from being with another
woman and pure satisfaction for the girl only came from beating a man, they
left to see what the rest of the evening had in store for them!

Some time went by before Roy came too and was able to pull himself back
together, he got himself back onto his feet, his body ached and hurt like
hell. He made his way down the corridor to the room, as he got there he could
see the door was now open and as he reached it and right on cue Diana stepped
out. She looked shocked and dishevelled as if she had been in her own 'rough
and tumble' match! She just looked at her husband, he must have looked a mess
but she didn't notice "I don't want to talk about, I just want to go home,
now!" That was all she said, as she walked off to get out of there and Roy
hobbled after her.

He tried to talk to her but Diana said nothing, the journey back to the
couple's home was a long silent one, Roy wanted to know what had happened but
it was obvious his wife didn't want to speak about it. In one way that suited
Roy as he didn't really want to answer any question that Diana might have
about what he was up to outside in the corridor! When they arrived home and
got inside all Diana could do was say "I don't want to talk about it I'm going
to bed!" There were a million different thoughts and emotion going through her
head and all she wanted was to be left alone to try and work them out herself!
Even if her recurring thought was one of 'will I see her again?'

Diana headed upstairs to the bedroom and Roy headed into the living room to
pour himself a very large drink, after tonight he needed at least that
!Upstairs a confused Diana entered the bedroom and sat down on the end of the
bed, still not being able to shake this feeling of pure delight and deep down
guilt at what had happened. Then she heard a sound from the hallway landing
and looked up towards the door ... ...

Downstairs Roy had poured his drink and taken a large gulping mouthful, he was
angry, frustrated, resentful, hurt and embarrassed, an mixture of emotions
some all too new to the normally confident man. Then he heard a noise behind
him and turned quickly around ... ...

Diana was looking up at the dark hair girl as she stood in, and leant against
the doorway to the bedroom, whilst downstairs Roy was looking at the older
woman, Miss Heartless as she walked out of the kitchen into the living room.
"Pleased to see me?" Miss Heartless and the young girl asked. Diana's heart
raced at the sight of the young busty dark hairs girl, after what she had been
through with Miss Heartless the woman wondered what this girl could do to her.
The young girl pushed herself off the door frame and walked over to the
married blond woman on the bed.

Downstairs Roy's heart raced as he looked at Miss Heartless who was slowly
walking towards him, after being on the receiving end and seeing first-hand
what the young girl was capable of, he now had her mentor before him. He'd met
the apprentice, and been hurt and beaten by her, was it now the turn of the
Mistress? And how more 'ruthless and ferocious' would Miss Heartless be!