Fooling Around 101 - Version Bravo
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I brought Jill's food in to find her watching The Price Is Right.
She clicked it off and tried to scoot up so she was sitting. I
had to help her. We were both still nude, but it seemed okay,
somehow. They had one of those little tables that bridges the lap for
breakfast in bed, and it was sitting on the dresser, so I got that and
put her food on it in front of her.
I had also brought my own sandwich in, so I sat down and munched on it.
She ate a few bites, and looked at me, sitting beside her bed, in the
chair she'd gotten her hair dried in. It was a bit surreal. I mean I was naked, eating a
grilled cheese sandwich, probably dropping crumbs in my lap, looking at a naked woman in a bed, who had two casts on and still managed to look hot.
"I have to tell you something," she said.
"That night when I caught you and Cindy?"
"Well I didn't say anything right away. I was in the dark in the
hallway, and I watched for a while. All I could think about was
what it might feel like to sit on your lap, like she was sitting on
your lap, and have your hands on me, like they were on her. I
even touched myself. And then you kissed her, and I knew I was
going to have to change my panties."
"You had on maroon ones that night," I said. "The next morning
they were white, with hearts on them."
"You noticed that?" She sounded shocked.
"Before Randy died, I had all kinds of improper fantasies about you," I
said. "Afterwards, it seemed wrong, so I stopped letting myself
think that way. But it's impossible not to notice you.
She took a few more bites. She was getting better at manipulating
the fork left-handed.
"Then, when we reached our ... arrangement ... and Cindy told me how
things were going, I kept imagining what it would be like to sneak away
with you and get my bell rung like that. I wasn't jealous,
because it was obvious she was giving all of it a lot of thought.
The very first time you did something, the first thing she said to me
was that she understood now why girls got into trouble so often.
It convinced me that what you two were doing was valuable.
"Except she kept wanting more," I said.
"I wanted more right along with her," said Jill.
"Why didn't you say something?"
"Because you've always been a perfect gentleman. You never gave
me any indication you were interested."
"I felt guilty about being interested," I said.
"I know. But he would want both of us to be happy."
"I know that too. I just didn't think you were interested in
having a man in your life."
"I wasn't," she said, "until my daughter reminded me of how special the
right man can make a woman feel."
I realized I had an erection poking up from my lap. I felt pretty
"And then, when I was naked, and you looked at me, with that look in
your eye, I knew I was in trouble. It was just a matter of time."
"I wasn't trying to seduce you," I said.
"Which is probably the best kind of seduction there can be," she
said. "I believe you said you'd help me when I was finished?"
"You're not finished," I said.
"I am for now," she said. "You can heat it up for me later.
Right now I need something other than food, Bob."
My intention was to eat her pussy, and get her off that way. The
cast on her leg started just below her knee, and went all the way to
her instep. Her toes stuck out, but that was all. That did
not prevent her from spreading her legs, though. And while she
was quite happy about having her clitty sucked, she wanted the real
"You sure about this?" I panted, aware of how injured she still was.
She nodded rapidly and reached for me.
By then we were both worked up, and the subject of protection never
came up. Had we planned this, it might have been different, but
at that point neither of us was willing to call for a cessation of
hostilities, so to speak, while I got dressed and ran to the store.
So my prick was naked when I slid it between those floppy pussy lips,
and into a furnace just as hot as her teenaged daughter's. And it
was just as naked as she sobbed with the relief of her first orgasm
with a penis in her, in more than five years. The import of that
is that her orgasm triggered mine, and twenty seconds later not only
was I in lust with both of the Caldwell women ... I had seeded them
both as well.
But when I finally got off of her, and offered to take her to the
bathroom, to let me drip out of her ... she declined, saying she was
tired, and thought she might finally be able to get some good sleep.
We were both taking a nap when Cindy got home from school.
That's why I was still naked.
"What the ...?" Her voice woke me up. I was sleeping
on the couch. By the time I was awake, she was already in her
mother's room. Jill had been hot after our coupling, so she had
not covered up, and the evidence of what had happened was still oozing
from her pussy.
Cindy stomped around the house muttering for twenty minutes before she
said a word to either of us. I had put on some pants by then, and
a T shirt. Jill was more stubborn than I was. She hadn't
even pulled the sheet over her yet.
But the longer she stomped around, the less violent her stomping
became, and her mutters finally dwindled until she stood there, just
looking at me.
"What about me?" she asked, sounding like a little girl.
"Maybe you'd better talk to your mother about that," I said.
So she went into the bedroom. She didn't close the door, but I
didn't listen in, either. These two women had already decided my
fate, one way or another. So I went to take a walk. It was
one of those cold days, where the sun is so bright that it doesn't feel
as cold as it is. I should have worn a jacket, but when I started
getting chilled, I just sped up to create more heat.
There was some heat being generated back in the house too, which I
found out about later. Cindy finally had to admit to her mother
that she wasn't a virgin any more - twice over. Jill didn't
really mind that, having just experienced the same thing with the same
man. She could relate. But she wasn't happy about having
been kept in the dark ... by both
of us. Still, it was a no
brainer. Cindy loved me in a very special way, but she didn't
want to jump through the hoops necessary for us to make a life
together. I would always be Uncle Bob to her, even years later,
when her husband got drunk one night at a party and ended up in bed
with the wrong woman. Cindy came to her mother for solace, and
Jill prescribed what's good for the goose. That was me, by the
way, just in case that analogy didn't work.
Basically, once they determined that there was no future for me and
Cindy, that pretty much decided things. I say pretty much,
because while Cindy finished high school, whenever she got horny on a
date, she came home and got un-horny with Uncle Bob. And after
that, until she got married, whenever she was home from college, I was
available for what she called "Advanced Matrimonial Bedroom Theory."
As for Jill, she had a lot of time to make up for. She claimed
that orgasms helped her sleep, and that sleep was what helped her
heal. Suffice it to say that, between both women, I went from
getting almost no sex, to being half worn out most of the time.
When the subject of protection finally came up, it was decided that
Cindy should probably be on the pill. As for Jill, she said
"I don't care."
"What don't you care about?" I asked.
"I don't care what happens," she said.
"What does that mean?" I asked.
"It means that if I get pregnant, that's fine, and if I don't, then
that's fine too."
"Don't you feel like taking care of babies is behind you?" I asked.
"I love babies," she said. "I loved raising mine. If I have
yours, I'll love raising it too."
I don't know how a woman feels, when she decides that she's going to
have a baby. I can never truly understand that, because I'm a man.
But if you're a father, then you know what it feels like the first time
a woman says to you "I'm willing to have your child."
There are all these superlative words and phrases around: most
astonishing, most amazing, most tumultuous, most fantastic, most
mind-blowing, and on and on. None of them come even close to what it
feels like when a woman says she'll let you impregnate her, and carry
the child to term.
Of course that's not exactly what Jill said. She said she didn't
care, one way or the other. But anybody can see that's not
true. It's impossible to be willing to let that happen, and not
actually care. It's just too momentous a situation. And she
had said that she loved babies.
So I ask to be forgiven if I took her comments to be permission to
fertilize her eggs. All of them. I know, that's silly, but
it's how I felt. No woman had ever wanted my lovemaking to create
Of course that was when my personal relationship wrecking ball swung
out of its hiding place ... the wrecking ball that insisted that if I
was going to be this serious with a woman, I should propose
marriage. At least ten women had, in various ways, informed me
that they were not interested in marrying me (or in having my
children.) I bore a lot of internal scars inflicted by some of
those women. You might remember that's why I was between
girlfriends, when Jill said I could teach her teenage daughter how to
deal with men, and why I still didn't have a girlfriend when Jill
landed in the hospital, and I ended up taking care of her.
But my personal relationship wrecking ball just swung out, and then
swung back, hitting nothing.
I had finally found the right woman.
Well, you've been very patient with me, and I appreciate you listening
to all this. It isn't often a man finds true happiness, and I'm
delighted to have been able to share that experience with you.
Of course I couldn't give you the entire perspective of others in the
story. Such as what it was like for Jill to have so much time to
reflect on things, while she lay there healing (and probably wondering
when that satyr was going to come back in and climb on top of her
again!) I know that her thoughts didn't go along the common,
ordinary lines that most women in America tend to stay close to.
What I mean by that is that she was aware that, had it not been for
what happened between Cindy and me, she would not have thought about me
the way she did, and our relationship would not have gone in the
direction it went. In other words, if she hadn't given me
permission to establish Fooling
Around 101, with my single student,
then she wouldn't have ended up as gloriously happy as she was, waiting
for that satyr to come back in and climb on top of her again.
So she viewed my relationship with her daughter a bit differently than
most American mothers would have.
Which is why she did not demand that Cindy stop sleeping with me.
She did make that stipulation later on, when Cindy got married, but
until then, I was the husband, and they thought of themselves as sister
wives, or mother-daughter wives or whatever. They've never been
able to explain to me how that worked between them.
I'll give you an example. Remember how Jill had that itchy stubble on her mons, and how I had offered to shave her? Well, when the time actually came, Cindy happened to be home and, as I carefully soaked the area with a steamy washcloth, and the applied shaving gel, I realized Cindy was watching, over my shoulder. By the time Jill was all clean and smooth again, I'd forgotten Cindy, and just naturally leaned forward to drag my tongue through her mother's vulval valley. Now you'd think that would have led to some red faces at a minimum, but the way that ended up was by me shaving Cindy too ... right there on the bed next to her mother! Who would have thought that could happen in a million years?
I'll be honest. It was very weird. At least at first.
But living with two women wasn't the hard part. The hard part was
not letting other people know about what went on between me and those
women, behind closed doors. It's not easy.
That's because when you love someone, you want to express that whenever
and however you can. It's just natural to hold your lover's hand
while you walk down the street. At least sometimes.
But keeping that kind of secret can become very difficult in some
situations that you wouldn't even think of. Like Jill's doctor
visits. She was going to see him for weekly visits. Her
injuries had healed well, but he wanted to be sure, so he left the
casts on for eight weeks instead of the normal six. And of course
sometimes Cindy was with me when we took her mother to see him.
What that meant was that, on one occasion, he had seen Cindy kissing
me. Apparently it was a good kiss.
And he knew I was Jill's primary caregiver. He had even given me
instructions on how some of her care needed to be done. While he
was taking the casts off, he casually mentioned how nice it would be
not to have to have a man help her with intimate things ... such as
And that reminded her that I hadn't had to help her change any tampons
in quite a long time.
He offered her some pain medication for the initial period after the
casts were removed. She asked him if it would be safe to take the
pills if she was pregnant. He ran a pregnancy test, and
determined she was six weeks pregnant.
Now it doesn't take a mental giant to figure out who got her that way,
considering her situation. And he had seen Cindy and me swapping
spit. And since his patient's welfare was more important than
screwing up the good thing he thought I was trying to pull off, he told
Jill about me and her daughter. Her lack of anger led to some
questions, and he gave Cindy a pregnancy test too. She insisted
she wasn't, but he was stubborn, and wanted to examine her
anyway. Personally, I think he just wanted to see her
naked. But she wasn't pregnant.
But he was the only one who found out, as far as I know. What we
were most proud of is that neither Dennis nor Mark gave any indication
that they suspected any monkey business between their sister and me.
Of course that's because they were probably too freaked out over the
fact that I married their mother.
We decided to let them freak.
Just imagine what they'd have done if they knew the whole truth.
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