{ASS} Youthful_History {by: Mr_Ed} (bg, mg+, 1st, cons)
Disclaimer:
This is a story of siblings growing up and having
opportunities to explore each other's bodies at
different stages in life, and these results in first
time experimentation. If this is not of any interest to
you, do not read it. If you take offense, then do not
read it. If you are not an adult (or have not obtained
the age of majority) then this is not the place to learn
about sex. Find a trusted adult and talk to them, even
if it is not your parents. Should this be necessary, be
careful not to get yourself into any position that could
lead to the compromising of your safety and privacy.
Youthful History
by: Mr. Ed
_*Six*_
Even after the first time she did anything with a boy
that could be considered sexual, Karen came to her
brother to tell him all the details of the experience.
That was the time she played house with the boy that
lived next door, and they both got undressed for bed
while playing over at his house. She had been six, and
he was only a couple of months older when they each
spent a long time exploring the naked bodies of each
other, but were unable to achieve penetration with
anything more than his finger, for he could not get his
penis to become hard.
Encouraged by his sister, Bruce accepted an invitation
of a young girl that lived around the corner from his
house, and he too had the same experience of seeing her
naked, touching her as much as he wanted, while he
permitted the same things to happen to himself. When it
was all over, he came home, and told Karen all the
details of what had happened, just as she had told him
of her experience.
_*Nine*_
The next event took place for Karen when she was nine
years old, and came from three boys trapping her in a
corner of the school hallway, and lifting up her skirt
to see her panties. She was still upset when she got
home, and told Bruce of the event. He knew the three
boys, and when they were identified for him, he called
on each, and invited each outside to be thoroughly
beaten in a fight. Actually two of the boys were beaten
before an adult intervened, and was told of what they
had done to his sister. Each was taken in by their
parents for a additional punishment as he headed to the
home of the third. By the time he got there, he could
hear the smack of a belt and the cries of the boy, for
the information had gotten to his parents before he had
arrived.
That event was the beginning of Bruce having a
reputation as a fighter to be avoided, and his stature
in and around the school, and his home area became
greatly enhanced. The best part about it was that he
never had to get into another fight with anybody during
the balance of his early school years.
_*Ten - Bruce 12*_
Almost a year later, Bruce was present and a participant
at Karen's next experience. She had climbed a tree, and
several of the guys with him had started looking up her
skirt as she moved about up on the branches. Even after
she came down, and the show was apparently over, she
decided to go back up, and gave them all another look.
Since it was clear she was doing it on purpose, when she
came down this time, Bruce actually helped pin her to
the ground, while her skirt was raised, and her panty
butt was looked at as well as touched. He was the one
that lifted the waist of her panties, and looked down to
see her bare bum, and when she didn't object, he pushed
them down so she lay there, with four boys looking at
and touching her bare ass. They had remained there for
quite a few minutes, possibly over five before her
panties were pulled up and the group all dispersed in
different directions.
As Bruce was walking Karen home after that event, he
said, "That's the first time I remember seeing your bare
ass since we were babies. It sure is sweet, the way it
is so nicely rounded. Are you upset that we did those
things to you?"
"I wanted you to do that," she admitted. "I wasn't
thinking when I climbed the tree at first, but when I
realized what I had done, I wanted it to happen. That's
why I went up the second time, so it could be looked at
again."
"I just wish it had lasted longer, for I was really
getting a good feel and look at your butt, even though
the other guys kept getting in my way for a little turn.
Oh, well, that's the way it happens, sometimes."
"When we get to my room, you can have a longer look if
you want, Bruce," she told him. "I wouldn't mind, you
know."
"If you are willing then I'm looking," he told her
emphatically. "How long will you let me look?"
"Long enough," she assured him before they were racing
to the door of their home. She had taken the lead, but
even with her head start, he arrived just a fraction of
a second ahead of her, giving them both a good laugh as
they searched for the keys to let themselves in.
In her room, Karen slipped her panties off from under
her skirt, before she stretched out on her bed, and
allowed her skirt to be raised over her back. For over
half an hour, she laid there while her brother kneaded
and caressed her butt cheeks, spread them open to look
at her asshole, and she knew he was able to see down
between her legs, until where the slot disappeared
around at the front. It was not a thing she could
prevent, for the space between her legs was wide enough,
she could not hide the view, so it became a part of what
he got to see.
"Did you like having the other three guys touching your
bum, Karen?" he asked during his time playing with it.
"It was kind of kinky having four guys looking at my ass
at the same time. I wonder how many saw the slot down
at the front?"
"Everyone, for Herby pointed it out to the other guys to
see," he informed her.
"I'm going to have to stop wearing skirts outside for
awhile," she said. "They will all think they have an
invitation if I wear a skirt again too soon."
"I guess that means this will be my last chance to see
your sweet round ass," he observed. "That's too bad,
for I'd like to see it other times."
"I still wear nightgowns, or pajamas at home, so you
could take a peek sometimes," she offered. "Not
everyday, though."
"Fair enough, and thanks," he told her. "I'm going to
have to quit now," he added.
"Okay, Bruce," she said. "Go do your thing in the
bathroom, and have fun."
"Having you know what I'm doing is embarrassing but I
still have to!" he declared.
"I came twice while you were rubbing my butt, so I've
had my good time sooner than yours. Just have fun, and
I'll not say anything to anyone, even though I'll think
about it myself when I go to bed tonight."
"Sometimes you are really neat to have as a sister," he
said. "Thanks, Karen."
"See me when you are done, Bruce," she said, "in my
room."
Five minutes later, Bruce came to his sister's room
door, and said, "That feels better, so what did you want
to see me about?"
"Sometimes you say the nicest things, just like you did
before you went to jack-off. Because of what you said,
I have something special for you, so unless you are
planning something to do, come on in, and see what it
is."
"I have no special plans other than I'm still thinking
about your sweet round ass," he told her. "Doing that
to you for so long was super nice, Karen. Thanks
again."
"You are welcome," she replied. "This time you can have
the front of me just as long, if you are interested."
"I'm interested, but that's not fair to you, Karen," he
stated. "You are doing all of the giving, and I'm
taking advantage of you." As he spoke, she had moved
over to her bed, and stretched out down the middle.
Lifting her skirt to expose her vulva, she said, "Take
advantage of me then. You made me want to let you, and
I get to come again!"
"Don't mind if I do, then," he told her as he came to
sit near her legs. Karen drew her legs up, and spread
her knees apart, giving him easy access to her crotch,
and he took full advantage as he leaned forward and
placed both hands on the offering. "Are you going to
let me feel you up?"
"Only as far as my cherry, please Bruce," she said. "I
don't want you to break it on me yet."
"Yet?" he asked. "Do you expect me to be the one to
break it one day?"
"Yep!" she confirmed. "Probably in the next couple of
years, I suppose."
"You are really something else, Karen," he told her.
His finger slipped inside her slowly but purposefully,
going in as far as the second knuckle before he came up
against her barrier.
She made it clear by her moaning and open mouth that she
liked the feeling it gave her, as her legs went even
further apart. While he turned his finger around
inside, he used the fingers of his other hand to play
with the fold of skin that was her clitoris, and the
moans became even stronger. A minute of this, and then
her cries were almost loud as during her climax, and wet
up his finger even more.
"Sometimes you are so quiet when you come, while other
times so loud," he told her.
"That was the best time ever for me, Bruce," she
admitted. "Would you mind if we stopped? If you keep
doing that, I'm going to end up with you fucking me, and
I want my breasts to be larger first."
"Sure we can stop," he told her. "Before I do, though,
there is just one thing I've really got to do, because I
dream about doing it all the time, and want to actually
do it for just once." Without another word, he leaned
forward, and placed his lips on the opening to her
vagina, and kissed her firmly for several long seconds.
When he got up, he said, "Thanks, Sis. You taste as
good as you smell down there." Then he left her room,
and returned to his.
Two minutes later, Karen was in his room, came up behind
him, and smacked him on the side of his head. "What in
the hell was that for?" he demanded as he turned on her
and rose to his feet.
"Because you are so good, and I love you so much," she
said as the tears burst out of her eyes. "I didn't mean
to hit you so hard though," she said. "I'm sorry!"
"Hey, kid," he said as he pulled her against himself.
"No tears now," he said quietly. "Everything is all
right!"
"Everything is wonderful," she cried out. "You're
hugging me, and you are so perfect in everything."
"That's not true, but thanks anyway," he responded. "If
you think I'm so perfect, why are you crying?" he asked.
"Because you make me so happy, I have to cry," she said.
"Girls do silly things like that you know."
"Definitely weird!" he declared. Leaning over he kissed
her full on the lips, a kiss she returned. "Don't tell
anyone, because it is a secret...I love you too, Karen!"
"You see?" she demanded. "You see? Always so perfect.
I was going to wait for these to get bigger first, but I
can't wait for them," she declared as she held her
blouse up to expose her two little breast bumps. "You
can have me anytime you want, including today!"
"They really have started, haven't they?" he said about
her chest bumps. "We are going to wait, Karen," he
said. "You may still decide a different guy from your
brother is the best one to break your cherry, so let's
wait just like you first said."
"There you go again, being so damn perfect," she said as
the blouse dropped down to hide her breasts bumps. "I
really, really do love you, Bruce," she declared. "My
parts are there for you anytime you want them, so just
help yourself when you are ready." With that, she
turned and left his room, heading to her own bed to
masturbate alone.
A week and two days later, Bruce came home with a big
smile on his face, something Karen noticed immediately.
"What makes you so happy, Bruce?" she asked of her
brother.
"You remember Francine, the girl I played house with
when we were about six years old?" he asked. When Karen
nodded, he said, "She let me have a feel of her titties
today, and they were so sweet!"
"So did you play house with her, and get it into her?"
she asked.
"No," he admitted. "She was too scared to do anything
more, so I told her it was okay. I thanked her for the
feel up of her breasts, and told her that maybe, some
other day, we could do it again. She said she'd like
that, and was sorry she didn't want to do more today.
If I play my cards right, I bet I will get into her one
day."
"Would you fuck me first, before you do her?" asked
Karen.
"What if she offers before you are ready to do it?" he
asked. "You expect me to wait?"
"No, but you can do me tomorrow," she declared.
"There's not enough time before Mom gets home today."
"What is so important that you will agree to do it
before you are really ready?" asked Bruce. "I would
love you just the same, and be ready to do it with your
when the time is better for you."
"I want to be your first," declared Karen. "Once you do
it with me, then you can go and have Francine, or as
many girls as you can get, but I want to be the first
one to feel your cock inside!"
"The chances are Francine would not be willing to do it
for some time yet, so you don't need to do it with me
tomorrow. I will even promise that if I see signs of
her being willing, I will come home and do it with you
before I go all the way with her. Would that make you
feel any better about it all?"
"You'd be willing to do that for me?" asked Karen. "Do
you see why I love you so much? You are so good to me,
even through I know I can't have you for myself when we
are older. We can't marry so you have to have others,
but I just want to know it went into me first. Please,
Bruce! It's important to me!"
"Then that's the way it will be," he assured her. "I
will learn what it is like with you, before I get into
any other girl I am lucky enough to find."
At that point the conversation was put aside due to the
arrival of their mother.
When their mother left the next day, Karen was nowhere
to be found. It was not that Bruce was looking for any
specific reason, but he just wanted to be close to her
for some reason, and assure her that all was okay.
Somehow her expressed wishes had made the closeness he
usually felt even closer, and he wanted to make her feel
comfortable, and remove the pressure to act that she
must have been feeling. While his first time with an
into a girl was important to him, it was just a little
scary as well, so putting it off was not such a bad
thing for him.
There was no way she was in the house, so he settled
down to play one of the more challenging games he had on
his computer, determined to master the game. He was
able to get almost a full hour playing, and had improved
his standing two grades when he heard Karen coming into
the front door. When she called out his name, he
responded by telling her he was in his room. A moment
later, she appeared at his door, but was not alone. Of
all the unexpected events, Francine was with her, and
both were smiling at him.
"Good morning, my two favourite girls in the whole
world," he greeted them with a smile. "If I had known
you were coming, I'd have made up my bed before now," he
stated.
"Why don't you let us make it for you?" asked Karen as
she led Francine in and over to the bed. All Bruce
could do was stare in fascination as his work was done
for him, taking advantage of the opportunity to look at
the two girls, dressed in short skirts, and narrow tops
over their chest. The midriff was bare for both of
them, and looked sexy, while the act of making the bed
gave him a look under their skirts when they bent over.
As soon as the bed was made, they sat down side by side
facing him, giving him another flash look up their
skirts as they sat down, and before they could close
their legs.
"Thanks girls," declared Bruce. "I can't imagine why
you two are here, and willing to make my bed for me, but
thanks anyway."
"You act dumb even though I know you are not, Bruce,"
stated Karen. "We have been talking, and worked out
things between us. Today is your lucky day," she
concluded.
"This sounds like I'm about to be attacked or
something," he said.
"Both of us love you, Bruce," started Karen. "We have
been talking, and both want you to be our first lover.
Francine is still afraid, but she has strong feelings
for you, and knows she will be letting you go further
the next time you are together, no matter how scary it
is. She knows how I feel as well, and how I have always
wanted you to be my first lover. So what we worked out
is that I will do it with you today, and let Francine
watch. When she knows what it is like, maybe it won't
be so scary, and will make her feel better about giving
it up to you next. How does that sound to you?"
"You aren't a little scared yourself?" Bruce asked of
Karen.
"Yea, but I'll still do it!" she declared.
"Then you should know that I'm a little scared myself,"
he admitted. "I'm not sure I'm ready to do it,
especially with one girl watching. What if I mess up
things?"
Karen and Francine looked at each other, before Karen
said, "We never thought about our big man being scared.
Damn, it makes me feel like I want to do it even more
than before!"
"Me too," declared Francine. "You really are the nicest
guy I've ever known!"
"You've had both of us naked, and know exactly what we
look like, Bruce," Karen went on. "We know that you
wouldn't mess up anything so I don't see where you
should be afraid. As a matter of fact, we should be
able to guide you past any doubts you have."
"But the two of you would see me at the same time," he
observed showing a little embarrassment.
"The handsomest boy around, worried about us seeing
him," observed Francine. "We can strip our things off
first for you, Bruce, and make you feel better. I still
remember what you looked like the first time, and it was
just fine!"
"But I couldn't even get it hard then, but it is hard
almost all the time now!" he declared. "It's different!
What if it isn't big enough?"
"Trust us," said Karen. "We've got a pretty good idea
of how big it is, and it is big enough to be part of
what scares us. You are just fine for size!"
"How would you know?" he asked.
"We've seen it hard inside your pants, and how close it
comes to your belt. Trust us, for it is maybe too big
for us."
"That's embarrassing and flattering at the same time,"
he admitted.
"So would you like us to get undressed for you?" asked
Karen.
"Never mind, Karen," said Francine. "Let's just do it
and we will be able to get his interest."
At the same time, both the girls kicked off their
sandals they were wearing, and then reached for their
tops. On the count of three, both pulled them up and
off over their heads, exposing their chest for him to
see. Francine was definitely larger than Karen, but
even Karen's looked bigger than what he had seen a
couple of weeks ago. They were definitely growing now,
and both of the girls looked good...real good!"
When they stood, and both pulled their panties down from
under their skirts, Bruce knew that this was definitely
going to be the day, and so began removing his own
shirt. The girls had paused to watch him once their
panties had been slipped off their feet, and continued
to watch as he removed his shoes and socks.
"The next step is the scary one," suggested Bruce. "Do
you want we all finish on the count of three?" He
received nods from each of the girls, and while he undid
the fastenings of his belt and jeans, they undid the
fastenings of their skirts. "Okay," he said, "on three,
we all take off the rest of our things."
"You still have on briefs," countered Francine.
"I'm pushing them down at the same time," he said.
"One...two...three!" All three were now exposed, and
looking at each other, even as the final removal took a
few moments longer.
"You are both so perfect!" he exclaimed as he stared at
them.
"And you are big and handsome," offered Karen, "just
like I knew you would be."
"That sure is bigger than a finger!" exclaimed Francine.
"Wow!"
They were all standing now, one each was close to the
next, separated by only a matter of inches. Bruce
lifted up his hands as if to take a feel of one breast
from each girl, and then dropped them back to his sides.
"Go ahead, Bruce," said Francine. "You've already felt
mine, but can have another feel, as long as you feel
Karen's at the same time."
"I just wish I had more to offer you, Bruce," said
Karen. "What I have, you are welcome to feel."
"You know what I think?" asked Bruce as he put his hands
on the back of each girl's head. "I think I've got to
be the luckiest guy alive, having two girls I can feel
so special about. I guess this is love, for it sure
feels nicer than anything I've ever felt before, at
least this strong."
Karen was the first to put her arms around her brother,
and drew herself up to press her naked body against him,
his penis against one of her hips. Francine did the
same a moment later, and he was being hugged by two
naked girls, each making a sandwich of his penis.
Moving his hand from their head, he slipped down their
backs until he had his hand just above the waist of
each.
Karen was looking up into his face when he turned to
her, and accepted his kiss when he leaned forward. When
he straightened up, Francine put her hand on his cheek,
turned his face to her, and they exchanged a kiss
between them.
"I feel ready for you to take me, so why don't you go
and do it with Karen, so I can get my turn," suggested
Francine.
"What would you feel about that, Karen?" asked Bruce.
"I'm still a little scared, but if you are ready, then
let's do it!" she responded.
"May I taste you like I did yesterday?" he asked.
"Would you?" she brightened. "That would be wonderful!"
She immediately sat down on the bed once again, but
leaned back to lay on her back, drawing her legs up to
hold them behind her knees.
Bending over, Bruce once again brought his lips to the
opening that was offered to him, and the first kiss had
her moaning from the satisfaction she felt from the
touch. This time, however, that was not enough for
Bruce, and he pushed his tongue out, and into the
opening, and getting it wet from inside her. The
moaning was even louder, as she made every effort to
push herself up against his tongue. Francine was now
kneeling with her face close to them watching what he
was doing to Karen. To increase the pleasure she was
getting, Bruce used one finger to play in the top of her
vulva slot, and the finger of the other hand to play
with her anus. When he pressed the finger into her
asshole, Karen climaxed crying out from the wondrous
sensations she was having.
"I'll never be more ready than this Bruce," declared
Karen almost out of breath. "You want to try putting it
in?"
"Move up on the bed better," instructed Bruce. As soon
as she was lying with her head on his pillow, he once
again entered her with his tongue, bringing her almost
immediately back to the heightened intensity she had
experience moments before. Then he got over her,
positioned his penis, and pressed down, easily causing
it to go in up to the barrier. It was Karen that put
her hands on his bum, and pulled him towards her, while
she pressed her hips up off the bed, causing the barrier
to go down, and his entire penis to be up inside her.
"Ouch!" cried out Karen. "That did hurt!"
"Just stay still," suggested Bruce.
"It hurt going in, but that's going away," she argued.
"Pump me, Bruce. It feels good!"
Bruce did pull back, causing Karen to squint a little,
but when he pressed back down in, her mouth was wide
open, and she moaned again, this time from satisfaction.
"It's good, Bruce! Do it to me! This is the best
thing...ever!" declared Karen. "Fuck me hard, and deep!"
The pumping started slow, but did not remain that way
very long. With each push in, Karen let out her breath,
and a cry of satisfaction at the same time. Francine
was close enough to watch it going in and out of Karen,
and played with herself at the same time. Reaching out
she put her fingers against his shaft each time he drew
out, and felt the hardness of it as he returned to the
inside, bringing her fingers against her vaginal lips.
She pulled away her hand only long enough to taste the
wetness she found, and then returned to touching the two
lovers at the point of union. Each time he pushed in,
his balls came up against the back of her hand. Then,
as he started groaning, the pumping stopped, and Karen
was being filled up inside with his discharged seeds.
"It's better than I ever imagined, Francine," declared
Karen even as she was being filled up with the last of
his discharge. Thanks for letting me get him first, but
you have to try it. It is like it belongs in there, and
has been missing all my life."
"The hurt wasn't so bad?" she asked.
"It was almost nothing," declared Karen. "If I knew it
was that little, he would have had me long before this!"
"Being scared doesn't make any sense then?" asked
Francine.
"Not at all!" declared Karen. "Go fuck Francine,
because I want it from you again today, Bruce!"
"You really liked it that much?" he asked.
"It was better than I can even tell you," she declared.
"You really are perfect, Bruce, and I love you with all
my heart, and body. Maybe with my body even more right
now!"
"For me it was more than I expected, and wonderful,
Karen," he told her. "Thank you for letting me do this
with you. I am going to remember this for the rest of
my life."
"Me too, except for this part," she responded. "I'm
loosing you!"
"I guess I had better get it out before it is soft
enough for you to lock inside you forever!" he said.
"Do I wish that could be, but...oh, well, there it goes.
Hope you come back soon my wonderful cock. I'll be
waiting for you!"
"Now that is more like I remember it from the first
time, years ago," declared Francine. "I guess I'm not
getting it right away, at least."
"I usually have to wait a little while before it will
get hard again, Francine," explained Bruce.
"Then I'm heading for the bathroom to get a drink of
water," said Francine. "I'm so dry!"
"There is cold drink in the fridge," suggested Karen.
"We could all do with something."
All three headed for the kitchen, each still naked and
no longer concerned about it. They got their drink and
sat around the kitchen table to enjoy it. "I had no
idea sex was so good," stated Karen. "You could have
had me years ago if I had known Bruce."
"That's one of the secrets adults keep, I guess," he
responded. "It was nice, Karen, and I am looking
forward to doing it again with you."
"Don't forget I get a turn," interjected Francine.
"We aren't forgetting you, Francine," declared Karen.
"Don't forget, you were the first to get his clothes
off, and his first experience with a girl."
"Remember, you got your wish, and he got into you before
anybody else," reminded Francine.
"Something tells me you will be doing it more with him
than I will, especially after you two marry!"
Both Bruce and Francine almost recoiled at the idea,
looked at each other, before Bruce said, "Maybe! The
way I look on things right now, that could happen!"
"I'm already going to let you be my first," said
Francine to Bruce. "You don't have to talk me into it
any more."
"I'm not trying to," he said. "That's the way I feel
and the idea of marrying you sounds real nice right now.
Lots of things will happen as we get older, but I feel
that way right now."
"If I was in any doubt about my feelings for you, Bruce,
you just blew them away! I love you, and hope it does
happen, that I'll please you enough that you would want
me!"
"Finish your drink and we can find out," he said.
"You've got me hard again, so when you are ready, then
so am I!"
The remaining drink remained on the table, forgotten as
they headed to his bedroom. Francine took up the
position Karen had been in, and was soon thrashing about
as Bruce started licking and penetrating her vagina with
his tongue. She was no less noisy than Karen had been,
and enjoyed it just as much. It only took about a
minute to bring her to a climax that way, and by the
time she reopened her eyes, Bruce had his penis partway
inside her.
Karen went behind Bruce, put her hands on his butt, and
pushed. Once again, he was fully inside of this girl he
had examined when he was only six, and she was no longer
a virgin. It may have been his penis, but it was
actually Karen that had broken her cherry.
"That was mean, Karen," declared Bruce.
"It got it over with, Bruce," said Francine. "It's
alright!"
"You want me to stay still while it stops hurting?" he
asked.
"What I want is to keep it in there for the rest of my
life!" declared Francine. "It feels so full and
complete, just like Karen said."
"When he starts pumping you, you will enjoy it much
more, Francine," said Karen from her side.
Bruce pulled back, and pressed in again, Francine
accepting the action as a wonderful surprise, and as a
pleasure to be repeated. The more he pumped her, the
more she wanted it, coming quickly to a climax, even as
his pumping continued. She did achieve a second climax
just seconds before he released his load, fighting hard
to retain his muscle control and hold himself off of her
body. He only had partial success, but Francine was not
complaining, for she knew he had felt it as deeply as
she had.
For the next few years, Bruce was tested to see if he
had enough stamina to satisfy his two girls, for they
both demanded it often, and frequently. For Bruce, it
was a test he did his best to live up to, refusing any
other girl that showed him any interest. His plate was
full enough, and he sought no additions at this time.