JENNY 09
They were in the den, and Rhonda only had on a robe too. It was quite
obvious that they had come from bed. Her hair was tousled and she had that
'well fucked' look. Rhonda got up and Helen-Ann gave her a hug. "What took you two so long?"
Rhonda sat down again, rather gingerly, "Well, Ross has been asking me to
marry him for over a year, but he never tried a paddle and a hairbrush before."
Ross laughed, "I gave her fifty with the paddle, like you suggested, but
she was still saying no. I had to do something, so I started to use the
hairbrush. I don't recall the exact count, but I think it was at about
twenty five into the second spanking that she finally said 'yes', but I
gave her the fifty anyway."
Rhonda smiled and said, "I'd already given up and he still kept spanking
me, the beast." She squeezed his hand.
Ross said, "I remember Helen-Ann telling me that she expected to get
exactly what she was supposed to, no matter what she said during the
spanking, so I guess I was thinking of that. I kept spanking, she would
scream 'yes' and get another."
Helen-Ann smiled, "Did she fuck your ass off, like I predicted?"
Ross laughed, "She sure did, and would you like it now?"
Helen-Ann laughed, "Love it. Where is the paddle?"
"I'll get it while you explain to Rhonda."
Rhonda said, "Is he really going to spank you for using that word? I
really _did_ fuck his ass off. The spanking made me hot as hell."
Helen-Ann took off her robe and pajamas, leaving her nude except for her
slippers, which she stepped out of. She leaned down and grabbed her
ankles. "Sure it did; it was supposed to. You'll see very soon what I get, mom."
Rhonda smiled, "I'm only ten years older than you are. It's going to be
hard to think of you as a daughter."
"I'll settle for an older sister, but we can work that out. You finally
said 'yes' and that was the big hurdle. Anything else we can negotiate.
Oh, oh, here is dad."
Ross hit Helen-Ann a real screamer across her ass. Helen-Ann answered with
a long screech and fell on the floor. She just lay there recovering.
Rhonda was concerned, "That was awfully hard Ross, is she OK?"
He smiled, "Of course she is darling. She actually _likes_ to get spanked like that."
As if to prove the point, Helen-Ann got up and hugged her dad. "Thank you
dad. That was a nice one, but we are going to have to teach mom how to
spank me. When is the wedding?"
Rhonda spoke, "Just as soon as we can get a license. Neither of us want a
big affair, so a simple ceremony with a justice-of-the-peace will be just
fine. Will you mind that, dear?"
Helen-Ann shook her head, "No, I don't care, mom, I'm just anxious for us
to be a real family. Oh, you know Roycee helped me a lot with my first
spankings, besides being one of the nicest persons I know. She has to go
back to work this weekend. I certainly don't want to rush you, but were
you planning the wedding for this week?"
Rhonda looked at Ross. He looked back and said, "Why not? We get the blood
tests tomorrow. I can pull a few strings and we can probably get married
by Thursday; Friday at the latest. Roycee certainly was a big help getting
me to understand you, Helen-Ann, so I'd like her to come too. Besides, I'm
her scholarship sponsor at Harvard. I made the calls yesterday, by the
way. We FAX'ed her records to my contact and I expect to hear back by the
end of the week. There is really no question about her being accepted for
the fall term, but if things are speeded up a bit she can take classes
this summer. I happen to be an alumnus, plus a fairly large contributor.
Her request will definitely _not_ go through normal channels, which might take a year."
Helen-Ann smiled, "Fine dad. May I invite Ellen, Carl and Jenny? Oh, and
perhaps a few friends, but I won't make a big deal of it. After all, it's
just a matter of me getting a mom after eighteen years."
Rhonda looked at Ross with a question on her face. She knew he had been
divorced for about fifteen years, but Helen-Ann was only eighteen now.
Ross explained, "My first wife never wanted children. She got pregnant by
accident and I had to bribe her not to have an abortion. She never even
cared for the baby. We had nurses do that. I can understand how Helen-Ann
can feel that she never had a real mother before."
Rhonda went to Helen-Ann and embraced her, "It is kinda late, but you've
got one now, or will have officially by the end of the week." She laughed,
"I feel sort-of funny holding a nude girl, but I guess I will get used to it."
Helen-Ann laughed, "Dad had never seen me nude before last Saturday; not
even when I was a baby. After being nude with dad all Saturday evening I'm
getting used to it, but it isn't like I run around the house like this. I
guess I am a nudist. I go skinny dipping a lot at the river, and sometimes
there are fifty boys and girls there. Then there is Lawrence Lodge. They
have a place on the river further out of town. I'm friends with a girl at
school and her whole family are members, so she invited me to go with her
when I was twelve or so. I've been going ever since and now that I'm
eighteen, I have my own membership. Remember the times I have been camping
with the Campbell family? The one thing you didn't know about the place
was that we don't wear clothes. I'll take you and mom there later. Since
I'm now a member I can have guests myself."
Ross looked at Rhonda, "Do you think we could join our daughter in the nude?"
Helen-Ann laughed, "You have seen me nude dad, so really it's only fair
that I see you. I bet you are still in good shape."
Rhonda laughed, "He sure is!"
Helen-Ann laughed again, "I think you two want to get back to bed and have
at least one more good fuck tonight, and mark it in your book dad and
spank me later, I'm outa here so you can have some privacy." She scooped
up her clothes and left, still in the nude.
She met Betsy in the hall, "They're getting married later this week, and
you are invited. Just a small group of friends in an office."
Betsy smiled, "That's wonderful. Rhonda has always been nice to me. She
doesn't make me feel like a servant."
Helen-Ann kissed Betsy, "You'll never be a servant to us Betsy. Good night
dear, I'm going to crash."
Betsy remarked, "I see you aren't wearing clothes again....."
Helen-Ann turned and bent down, "I used the 'F' word again. Is my ass red?"
Betsy laughed, "It sure is. Good night honey."
During the remainder of the week girls kept calling Jenny to collect their
four spanks. First is was four girls, so Jenny got sixteen spanks, then
five, which was technically more than she had agreed on, but she wanted to
get it all over, so she took twenty from that group. Another group of five
showed up, so she got another twenty. By the week's end she still had ten
girl and forty spanks to go. No question but the whole thing had gotten
out of control. She wanted Derek in the worst way, but she was going to
let him give her twenty five, and her poor ass had some limits.
The trip to the Leather Shop on Tuesday went well. Ross had a chance to
meet Jenny and Roycee personally. Rhonda came too, and was embarrassed at
first. Her bringing up had not included Leather Shops. They bought a cane
like Jenny's, a whip with nine tails and a wide strap. They also got four
restraints, like Jenny used, and the timer so she could finish the bondage by herself.
Roycee, Jenny and Helen-Ann installed the restraints on Helen-Ann's bed,
so they were comfortable for Helen-Ann. Somewhat to her surprise, she had
no trouble sleeping Tuesday night, but experienced two hearty lashes from
the cane at 7 AM the next morning. Dad kissed her, pushed the red button
on the timer and left.
Thursday was interesting for the gym class. Jenny had brought her suit
home, so she simply stripped in the locker room and started for the door.
Somebody yelled at her, "Where's your suit, Jenny?"
She answered back, "At home." She continued on and dove into the pool.
Miss Hunt noticed, smiled and said nothing. She had expected Jenny to be nude today.
About half way through the class a brave girl asked Miss Hunt, "Er, Miss
Hunt, are swim suits required for this class?"
Miss Hunt chuckled, "No, and as you may have observed, Jenny was the first
one to take advantage of that fact."
The same girl got braver and said, "May the rest of us take advantage of that too?"
Miss Hunt answered, "Why, of course. You may wait for the next class or
simply remove them now."
It only took seconds for there to be a pool full of skinny-dippers.
Ross certainly had connections, since the wedding was on Thursday. They
were a bit surprised at the number of those attending, but Ross and his
company were well known. Ellen, Carl and Jenny were there, as well as
Roycee, Dox and their mother. Betsy stood with Helen-Ann, who had invited
some of her close friends too. It was a short ceremony, but it was plain
that the bride and groom were radiant. Afterwards, all were invited to a
party at a local hotel. Fortunately, there was an open private dining
room, since Ross had not anticipated the large crowd.
There were several short speeches. Helen-Ann made one of the shortest,
"I've been waiting eighteen years for you, mom." She embraced Rhonda and sat down.
They moved Roycee's mom and younger daughter into the re-furbished
apartment on Friday. They got another set of restraints and a cane for
Dox, despite her protests. Jenny's old bed was the same size as the one
Dox had, so they gave it to her, complete with chain to hold the cuffs.
Roycee made it very plain that both Ellen and Jenny had the right to give
her a spanking any time they wanted, especially if Dox's mom asked them
to. They tied her in Friday night and woke her with twenty five lashes of
the cane Saturday morning. This seemed to impress her, particularly when
Jenny told her that was the 'standard' spanking she herself took, and for
a more severe punishment it might be repeated twice a day, and for a week or a month.
Jenny finally resorted to calling some of the girls on her list. She still
owed ten girls four spanks each, and she wanted to pay her debt. She
didn't tell them that she was going out of her mind waiting to get fucked
for the first time by Derek, and this was dependent on her taking twenty
five from him. Finally two girls showed up, then four and finally the last four.
Roycee had been working on Jenny's asshole, which was capable of expanding
more with every lesson. Toward the middle of Roycee's last week of
vacation, she estimated Jenny was ready for the monster. Jill was way
behind Jenny because her rear was so sore at first that she couldn't
practice, and besides, she couldn't be at Jenny's place all the time.
Jenny started to work with her, and was sure that, with what she had
learned from Roycee, she would be able to get Jill's rear in shape. Nadine
dropped over a few times and helped also. Because Nadine had such a small
hand, she had been able to get further up inside Jenny than Roycee,
although both girls assured Jenny that she was doing very well and would
be able to take Roycee's arm with more practice.
Came time for the big experiment and plop! In it went. There was still a
little pain when the largest diameter expanded her, but she had done it!
Jenny was glad she had finally made it. There was no question that Derek
would find her rear as easy to enter as her front, which got worked on
quite often by the dildo.
Jenny still had to have her 'final exam', where she was going to try to
insert the plug in the morning and not remove it all day. Just to make it
more difficult, she was going to do it on a school day. She was wearing
the monster for several hours at a time, and was sure that soon she would
be ready to try it all day. She still found it difficult to insert when
she was alone, and generally Roycee or Ellen put it in for her. This
wasn't a matter of any pain, just her inability to see what was happening back there.
Saturday morning Roycee helped to put it in and she was wearing it at
breakfast. Ellen spoke to Carl, "Dear, you know that monstrous object we
showed you last week?"
Carl was a bit confused at first, "What monstrous object? Your credit card
bill?" He sounded like a typical husband, but since her billable hours
sometimes exceeded his, it was clearly a family joke.
"No dear, the object designed to penetrate the rectal sphincter; the one
you predicted would never be used."
Carl thought for a moment, "Oh, you can talk plainer than that, honey. You
mean that big butt-plug."
"Certainly dear, however, we haven't all finished breakfast yet, and I was
attempting to be circumspect."
"You? Generally you are as circumspect as some of the popular Rap bands,
however, there is apparently some information you are attempting to
convey, so what is it?"
"Where do you think it is, right this moment."
Carl looked at Ellen, then at Jenny, "I don't believe it. Jenny, are you
telling me you are actually, er, wearing it, if that is the correct term?"
Jenny laughed, "Dad, Roycee was able to penetrate my rectal sphincter with
it several days ago. Right now I am in the first hour of a four hour test."
"Ahh, doesn't it bother you?"
"Not really, dad. It's all a matter of getting used to it. Roycee and
Nadine have been working with me every day this week."
"I still don't believe my little girl could get something that big inside her."
All the girls laughed. Jenny said, "Are you going to be here in about three hours?"
"Er, yes, but why do I think I should be on the other side of town?"
Jenny laughed, "For this test, it comes out at about that time. I'll come
get you and you can actually see it. Just for show purposes Ellen will put
on more lube and re-insert it. You can do it yourself, if you want to."
"And I suppose this is a challenge?
"Sure dad. You said it was too big, and with a lot of help I have proved
you wrong."
"OK, I accept, or I would never hear the last of it."
After breakfast Roycee started packing. She was due back by Monday and
wanted to get started by about noon Saturday. Her old Beetle wouldn't even
cruise at some of the new speed limits, and she said she followed the
loaded eighteen wheelers up the hills in the right lane.
It was a somewhat tearful parting. Ross already had unofficial
notification that Roycee would be going to Harvard, which wasn't exactly a
few miles off, so it was a good question when Roycee would be back. She
would be taking summer classes too, so she could shorten the length of
time to get the MBA. She finally putted out at a little past noon. Ross,
Rhonda and Helen-Ann were there to see her off.
About 1 PM Jenny found dad reading the paper, "Time for the big show.
Jenny takes huge butt-plug up her butt."
Dad shook his head, "That sounds more like you two. Where is the show.?"
"In my room. Hey, you've never seen me get it with the cane, have you?"
"My dear young lady, you know very well that I haven't. I suppose you are
going to challenge me to see your mom give it to you?"
"Yeah, but a couple is enough for a demo. You are obviously going to see
my ass anyway, so you might as well see a couple of spanks, too. You
haven't seen me in the buff since I was what? Five or so?"
Her dad thought about it, "I really can't recall, honey, but you were
pretty young. Why do I get the impression that I am going to, in the near future?"
Jenny pulled him out of his chair, "Come on dad, the big show is about
ready to begin."
They marched upstairs to Jenny's room. Ellen joined them, "Does the old
fart get a view of all of you? That is likely to make him hot."
Jenny started to undress and laughed, "Sure, he signed up for the whole
show, or was it the hole show? Anyway, that includes a good look at Jenny
in the nude. I'm sure you can take care of him later, in that department."
Soon she was in the buff, "You will observe, dad, that I have a fairly
nice pair of boobs." She put her hands under her breasts and pushed them
up. She pinched her tits until the nipples stuck out, "Tits aren't too bad
either. Shaved pussy, but you've seen mom's lately. Now for the asshole.
It turns out there is a quite large hole back there, but most of us never
attempt to expand it. With the help of Roycee mainly, I have been able to
train my hole so it will take larger objects. I'll lean down on the bed
and hold my cheeks apart while mom removes the plug that has been there
for a bit over four hours."
She did so, and Ellen pulled on the outer part of the plug. Jenny grunted
a few times but soon the plug was out with the usual plopping noise. Ellen
explained, "Jenny took an enema this morning, but the plug still tends to
get soiled." She took it to the bathroom and cleaned it off. "Now I'll
lube it up again and put it back to show how easy it goes in. There is
still just a little pain at the maximum distention, but that will go away
with more practicing. Nadine has a small hand, but she has gotten her hand
and at least half her arm up there. I've seen it myself, and it's really
amazing what will go up there. Of course it takes practice, and the wrong
move when Nadine is way up there and Jenny would need a trip to the emergency room."
Jenny replied, "Nadine is very gentle, plus very caring. It's a little
like crossing traffic where there is no light. It is safe if you are
always very careful. Nadine is training me and I already have been able to
get my entire hand inside her. Jill is coming along, but her mom would
have a cow if she knew what we are doing, so she has no help at home. Just
the opposite. I'd like to thank both of you for not giving me a hard time."
Ellen was ready with the plug and with only a grunt or two at the maximum
distention it was back in. Ellen removed it once more and slowly
re-inserted it, stopping where it was biggest. "It's right here that Jenny
is still experiencing a little pain, so it is good for practice to leave
it here for a few moments. Try and relax honey." Dad looked at the size of
the opening and shook his head. When they came back from the store with
the monster, he wouldn't have bet a thin dime that Jenny could take it,
but there it was.
Dad said, "I'm not sure you can make a living like this, but I give you
credit for all your practice. What does it feel like with all that inside
you, or your girlfriend's arm, for that matter."
Jenny answered, "I like it, particularly her arm. It makes me very aroused
and we have wonderful sex afterwards."
Dad shook his head, "Dear, I just hope you won't turn into a lesbian."
Jenny shook her head, "Oh no dad. You and mom have already discussed
Derek, and I want him in the worst way. I am bi-sexual and can enjoy sex
with both sexes. I can't imagine having a long term relation with a girl
only. Don't worry about me dad."
Ellen figured Jenny's hole had been held open long enough, so she allowed
the plug to be slowly retracted. There wasn't even a noise as it slowly
came out. She cleaned Jenny's rear and took the plug into the bathroom.
"Get into your cuffs, you naughty girl."
Quickly Jenny fastened the four restraints on her wrists and ankles. She
nimbly fastened three of the four cuffs, then did her last one with the
timed lock. "Dad, this gizmo allows me to finish the bondage alone. At
first mom was doing it, but that meant extra work for her and that we had
to agree on a time. She wakes me up on time with the cane, but I can lock
myself in any time of night I am ready."
She continued, "Just in case, we put a pad on the bed and I wear an adult
diaper, except it isn't fastened on me. If I ever have to go in the night,
then I won't mess the bed. It hasn't happened yet, but it is bound to
eventually, I guess. Several times a year I wake up and have to go,
particularly poo-poo. Mom and I are going to have a mess in the morning,
but it won't stain the bed. OK for the demo, mom?"
Ellen took the cane in her hand, "This is how I wake her up, or punish
her. She gets twenty five for a minor offense, and the same, but repeated
as much as twice a day, for a period in keeping with the offense. We don't
have a list of offenses, and so far we haven't needed them. You can let
the whip bounce off her ass a few times, to get the feel of it. Then you
give it to her."
BAM! scream.
Ellen continued, "If she doesn't scream, it really wasn't an adequate
stroke. Look at the mark on her ass."
BAM! scream.
Ellen pointed out another mark, "A good one always leaves a mark. Later,
that will swell up and be painful for over a day."
"Now you try it, dear."
BAM! not even a grunt. "Harder, dad. This is supposed to be punishment."
BAM! grunt. "A little better, dad."
BAM! scream. "OHHH, that was OK, dad. Try again."
BAM! scream. "Good, dad. How many do you want to give me, I'll take
anything up to twenty five, right mom?"
"Honey, you still have quite a few to take from those girls."
"No mom, I finally paid them all off. Look, this is my very first spanking
from dad. Ten?"
"OK, honey, it's your ass. Give her ten good ones, Carl."
BAM! scream.
BAM! scream.
Jenny got her ten, not counting the demos and practice. Carl said, "My
God, twenty five must leave her ass a mess."
Ellen pushed the button, allowing Jenny to release herself. She bounced
off the bed and kissed dad. "Thank you for my first spanking from you.
Don't worry about me taking twenty five when I have to. It hurts like
hell, and it hurts for a couple of days, but it certainly reminds me of
something I'm not supposed to do, and that is the whole object of the
spanking in the first place."
By the end of the next week Jenny's ass was completely recovered. She just
couldn't wait any longer for Derek. "Mom, may I please have Derek spank me
Saturday night? My ass is in good shape and I want him so much it hurts elsewhere."
Ellen smiled, "OK honey, but I want to see him give you all twenty five."
"You don't trust us to do what we said?"
Ellen laughed, "It's not that dear, I just like to see you spanked. I'd
rather do it myself, but I think seeing your almost-lover do it to you is
going to be next best. Remember, I know that you two will be fucking
within about two seconds of the time the door closes."
"OK mom, but I doubt if we will be quite that fast. He still has to get
his clothes off and a condom on. Besides, he loves to play with my tits and my pussy."
"Once he knows he can get into you, I'll give him no more than three
seconds. Does he know?"
"No mom, you made me promise I would let you surprise him with the box of
condoms and your speech."
It seemed to Jenny that Saturday would never come, but after supper, there
was Derek. She introduced him to mom and dad. He was a good looking boy,
although he appeared to be of the scholarly type. Just right for Jenny,
but not what her parents expected. He even looked the part of an
engineering student. He was well spoken, and very polite.
Finally Ellen invited Jenny and Derek to Jenny's room, for a
'demonstration'. Jenny had her clothes off and was tied to the bed before
Ellen said anything. "Derek, she gets twenty five lashes when she is
naughty, and if she hasn't been naughty yet, I'm sure you two will take
care of that soon. Now I am going to act as referee and see that she gets
twenty five good ones. After I leave you can be naughty. Oh, I know
something we forgot, her nipple clips." Ellen went to the bureau and got
them. She got an 'ouch' from Jenny as she put on each one. "You can pull
on them from time to time. They get tighter when pulled. OK, two from me for a demo."
BAM! scream. "Notice she screams if the spank was hard enough."
BAM! scream. "She is starting to cry. That's normal. Expect more" She gave
the cane to Derek. "Try just getting used to the cane. Let it tap her ass,
not enough to really hurt. When you are ready, really give it to her."
Derek played with the cane, then:
BAM! scream. "Very good. Another."
BAM! scream.
BAM! scream.
Derek did very well and soon he had Jenny reduced to a crying, screaming
little girl. She got twenty five _very_ good ones.
