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Subject: {ASSM} "Tutor"  by  deirdre  (MF, FF, frustration)  --  rp  by  H. Jekyll  and  Please Cain
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Tutor 
by deirdre

*****

NOTE: We are not the authors of this story. "deirdre" was the enigmatic
queen of Usenet sex stories in the mid-1990s. She posted 156 stories in
just over two years, using an anonymous remailer and apparently *never*
corresponding with anyone (though she did give permission to repost her
stories to non-commercial sites). She was last heard from in late April
1996. This is the last set of the 156 stories, posted as part of the
a.s.s.m. 2006 "deirdre fest."

To contact us: h_jekyll2000@yahoo.com, or PleaseCain@aol.com. 

*****

This story was inspired by a couple of stories I read on
alt.sex.stories last spring. One was a story where a man was forced to
watch his fiance having voluntary sex with the rest of his family and
the other was similar but it was a woman who had to watch her fiance.
So here is my version of a story where a woman is persuaded to let
someone have sex with her SO. 
-- deirdre

Request to alt.sex.stories posters: if your posting does not include a
story, please don't post it to alt.sex.stories. Please post it to
alt.sex.stories.d.

Disclaimer: my stories, like the private sex fantasies of many people,
often depict "breaking some rules". Do not read this story if you
believe fantasy stories should never depict situations undesirable in
real life. Be warned that you may not be comfortable with the sexual
situations. Be warned that my stories are kind of talky, often have
very little sex, and are judged by some readers to stop before the good
parts. Do not read this story if you are less than 18 years of age.

Permission granted to archive, repost, or publish in low-cost CD-ROM
archives of alt groups. Permission granted to publish in anthologies of
this type of material if attributed to deirdre and an author's payment
is sent to AIDS research in the name of deirdre. 
-- deirdre

Tutor 
by deirdre, 9/29/94

"Well, what are you going to do about it?" What *can* I do? Charlene
shouldn't be asking such questions. I'd just confided to her that my
husband Jim could be a better lover. As you might guess, that was my
mild way of saying I wasn't much satisfied at all.

Well, Charlene and I were old friends, which is why I confided in her,
and if I didn't expect such personal and impossible questions, I
shouldn't be bringing up these things.

"I don't know."

"Probably nothing," she responded. After I didn't say any more, she
added, "You'll probably just continue to slide through life
unfulfilled. Lots of women do." I felt inside that she was right. What
a depressing thought. "Or you can get off your *ass* and *do*
something." Charlene can be crude.

"What would I do?"

"You've talked to him, right?"

"I..., I've tried to."

"He wouldn't listen? Or were you too shy to go through with it?"
Charlene always seemed to know people.

"Uh, some of each, I guess." I knew she was thinking it was mostly that
latter. She was right.

"Well, that's what you can do. You can teach him yourself... or..."

I bit: "or what?"

"Or you could have someone else teach him."

"Charlene!" She was thinking Jim should uh, do it with another woman?

"It would be *your* decision." she added.

"Charlene, that's out of the question!"

"And I suppose you won't choose that option--but it *is* an option:
there are actually professionals who would do it."

"Prostitutes?"

"Well, yes, but how much would he learn? I meant surrogates."

"I couldn't stand it."

"Look, you'd be trading some discomfort to your ego now for a lifetime
of the kind of beautiful loving that you crave. And you think *Jim* is
*really satisfied* if you aren't? He could end up fooling around on you
behind your back. Or *leaving* you." Charlene had a way of making such
outlandish things seem logical.

"I couldn't stand it."

"No, I guess you couldn't." We sat there not talking for at least a
minute. Then we talked about a completely different subject. We did
talk about it again a couple of weeks after that when Charlene came to
visit me one Saturday morning. I guess I wasn't in a great mood that
morning, and naturally Charlene picked up on it.

"What's the matter?"

"Nothing, really," I answered, noncommittally.

"You look like you have the blahs." Suddenly I saw this conversation
getting into sex and I froze, not even answering her. I didn't want to
get into that again. I peeked at Charlene's face and I *knew* what she
was thinking! I wanted to be alone.

"That bad, huh?" she finally said.

"No! It isn't bad. I just want... more!"

"Well..." she started but I cut her off.

"No way! Besides, how could I go to Jim and suggest he go to someone?
Where would I find someone? Is that stuff legal?" Charlene didn't
answer, but just sat there patiently.

"I could do it," she finally said.

"What!?" My mind raced. She must mean she could suggest it to him. No!
No!

"I could show him. I could make him into a great lover. You'd have to
trust me but I could do it." Was she after him? I knew that Charlene
was much better with men than me. Jim seemed taken with Charlene and I
realized that if she tried hard, she could tempt him behind my back. If
she wanted him, why was she bringing it up with me?

"It's too weird." I answered.

"Well, it would be unusual, us being friends and all, but that has
advantages as well as disadvantages. You know you can trust me and Jim
wouldn't be with a strange woman. And I could help you break it to
him."

"Yes, but who says I'd be willing to let Jim do it with a...
surrogate?"

"Well, you don't *have* to do anything. That's your choice." She left
after that. I couldn't help but think about it. Charlene offering to go
to bed with Jim to teach him to be a good lover!

"What would you do with him?" I guess I was curious enough to bring up
the subject myself the next time we talked.

"Oh, you would have to trust me."

"But I couldn't stand it..."

"Unfortunately I think that is the whole idea. You have to assume I'm
doing *anything and everything* with him--assume the worst. And that's
what I'd be doing. Well, I'd be doing lots of things with him including
things you'd rather not hear about."

"I couldn't stand it!"

"It would be hard on you." I didn't answer. "You'd have to think about
the future, the results of the whole thing." I still didn't answer.

"I could," she want on, "come over tonight and get him." I couldn't
believe she said it but I still didn't say anything. I just stared at
her.

"I'll be over at 7" she finally said, and left. I sat there like a
statue, watching her leave. I should have spoken up. Why didn't I?

Jim didn't have a clue except that I was a bundle of nerves all
evening. Charlene was there at the door, right at 7. She saw Jim's
expression and probably sized up the situation in a half a second. "I
need to borrow you," she said to him immediately. Jim looked at me with
questioning eyes. I guess he thought she had some heavy lifting or
something. I looked at him. It was my chance to put a stop to this. I
gave a little shrug.

A shrug of consent I guess. It was my opportunity to stop it all and I
just shrugged. They left and my heart was in my throat.

I sat and tried to read. Tried to watch TV. Tried to exercise. I
couldn't believe it. I just sat and stared.

The door opened and there was Jim. I'd fallen asleep. He greeted me as
if he'd been out with the boys and headed up for bed. I wondered how he
could be like that. Maybe they hadn't done anything. I lay in bed
beside him. I still couldn't believe this was happening.

Charlene was there in the morning. "What... happened?" I asked.

"Oh, remember, you can't ask any questions!" I didn't quite remember
that rule but I couldn't make my self press the matter. But it sounded
like they did it.

"Oh, listen!" she went on, "You have to remind yourself of... the
*benefits*. Of the *good* coming out of this!" What good? "All this is
for *you*." Actually she had a point--I was dwelling on my own jealousy
when actually this was all for my benefit. But there was a part of me
that just didn't believe it. Soon she was leaving. After she left I
realized she said she'd be by at 7. I paced and then tried calling her
as soon as I thought she was home.

"Charlene! Aren't you done?"

"Done? Oh, you mean with Jim. This doesn't happen instantly, you know."

"Charlene!" I think my voice was a whine.

"Oh, I'm sorry. Listen, really... one session really isn't much. You
have to understand..." I didn't answer. She finally said bye and hung
up.

I almost went crazy when Jim was gone with her that night. It was 11
when he got back. He didn't say anything about it and I didn't ask. He
just went to bed and I followed him.

The next day I was talking to Charlene. "How long do you think this is
going to take?"

"Well, it isn't just a night or two," said Charlene. "By the way, how
has he been?"

"We haven't done anything," I answered.

"Well, that's probably best. It's probably best that you don't do
anything with him while he's doing this."

"What are you two doing?" I asked again.

"Don't think about that! Listen... I really have to do *everything*
with him... you have to assume the *worst*. But you don't want to know
the details."

After a week of more such nights I was talking to Charlene again. "You
haven't *done* anything with him, have you?" she asked.

"No."

"Good; Keep it up. Do you miss it? Him?"

"Yes."

"Oh, my poor baby. Frustrated, aren't you?" She made it sound like I
was an old maid and I didn't answer. "It's OK," she went on, "that's to
be expected." She paused but I still didn't speak.

"Do you masturbate?" I couldn't believe she asked it.

"No!"

She giggled and said "I won't get a believable answer out of you, will
I? You *should* be masturbating." I looked at her funny. "Well, you're
abstaining aren't you? Look, when you and Jim get together, it won't
work if you've gotten yourself all out of practice. You *have* to
masturbate."

"Charlene, I can't believe we're talking about this!"

"I can see you aren't one to masturbate much." She paused and thought.
"Do it for me now."

"What!? Charlene!"

"This is part of the cure. I mean it! I want to see you masturbate."

"Charlene!"

"I *mean it*!" She sounded almost as if she were getting angry. I
didn't know how we'd ended up in this situation. "Put your hand up
under your skirt," she said, in a quiet but determined voice. She just
watched me and waited.

My skirt rode up to where it was hardly covering me. "In your panties"
she added. Then, "Now, finger yourself." I couldn't believe this was
happening. She just watched me for a while. I wasn't getting turned on
at all--I guess I really didn't know what I was doing.

"OK, that's enough for today," she finally said. My mind balked at the
implications. I pulled my hand out.

The next day she was back. Jim had been out the previous evening of
course. She didn't come to pick him up anymore--he just walked out.

"OK, take off your skirt," she said. "It'll work better that way," she
said after my sharp look. I didn't move. "Look, I've *got* to make sure
you masturbate." We stared at each other. Finally I took it off.

"Now the panties." I was uncovered. I couldn't believe this.

"I don't think you knew what you were doing," she went on. "I'll try
you," and she was in front of me and her hand was on me! I opened my
mouth to speak but her finger was on her lips, shushing me before I got
a word out. Her fingers were on my vagina, massaging to and from my
clitoris. I still couldn't believe this.

She had me sit and knelt beside me. She concentrated on fingering me. I
guess she knew what she was doing--I couldn't help myself. Soon I was
breathing hard... too hard.

It was my first orgasm, ever. I'd never felt anything like it. Actually
I'd liked sex with Jim despite my lack of orgasms, but this!

She was back the next day. Again she fingered me and I had my second
orgasm. And then every day after that, she was back. She got me to
strip completely. Sometimes she'd vary it: she'd have me stand while
she sat. She'd have me lie on my bed. She'd have me on my hands and
knees and reach between my legs. I was always nude. She'd massage my
rear. Sometimes she'd open her blouse and let her breasts hang out.
She'd touch my breasts often. She got so she could make me come just
touching my breasts.

She told me I ought to be doing something for her. Jim still went to
her every night and I felt like that was enough. She pointed out that
she was helping me directly and was helping me with my husband. She
made me feel I owed her something.

But I missed it with Jim. I lay beside him every night. I'd loved sex
with him even if it hadn't done everything for me. I wanted him and I
knew we could do a lot more now. But he never did anything with me and
I never started anything. I knew Charlene would decide when.

Charlene told me to kiss her breasts one day, before she made me come.
She talked me into it. The next day she undressed completely and had me
kiss her stomach. I knelt in front of her. She seemed pleased.

It still bothered me that Jim was always with her. I couldn't help
myself. Those evenings always had me imagining things. I wanted to know
what was going on. Charlene always told me that everything was going on
but that I had to trust her. It had been weeks since we started all
this.

It was too much for me to take. One night I went out for a walk. I
walked four blocks to Charlene's house. I felt so guilty--a part of me
knew right where I was headed. There were lots of lights on in her
house. I didn't knock at the door. The front rooms were quite visible
through the windows and no one was there. I walked around the side of
the house and looked in windows.

I had to blink--I couldn't believe my eyes. Jim was there, standing, as
if at attention, nude, with his cock sticking straight out. He was in
the middle of Charlene's family room which was filled with women
sitting around talking! Completely dressed! Not paying any attention to
Jim! I stared. After a little while, a woman got up and walked up to
Jim. She put her face up to his and started kissing him! He didn't move
except for his mouth. She kissed him for about a minute and then went
back and sat down. Jim was as hard as ever.

I left, and walked back. I could no longer remember what I had been
expecting. But this!

I didn't say anything to Charlene when she was over the next day. That
night I walked over to Charlene's again. I looked in the window in the
family room. It was basically the same bunch of women, but no Jim. They
were sitting on the couch and chairs and talking, drinking wine. Two
women on the couch had their arms draped over each others' shoulders.
The looked a little close, but they were just talking and sipping. Then
they leaned together and kissed! I stared. They kissed for at least two
minutes. Then they broke apart. I looked at them some more. It dawned
on me that one of them was a man! Jim! I couldn't believe it, seeing
him made up like a woman like that. I left.

The next day, Charlene pushed my head down toward her vagina. We didn't
talk much anymore when she was over. I kissed close to it. She smiled
down at me. I walked over to her house again that night. Jim was
standing naked in the middle of the room again with all those women.
This time, his wrists were tied to a hook in the ceiling and he was
gagged. One of the women was naked. She stood and had a whip in her
hand. She cracked it on Jim's rear. His whole body jerked. I stared. I
watched her whip him about 10 times and then left. It didn't look like
she was about to stop.

Charlene pushed my head right to her vagina. I licked. "Good girl!" she
said. This is what she wanted me to do for her. It is what I had wanted
Jim to do for me. I walked over to her house again that night. Jim and
a woman were lying in the middle of the floor, both naked, in
"sixty-nine" position. No one else was around. It wasn't Charlene. I
stared. Somehow it was worse than the other times. They kept licking
but didn't break the position except to roll back and forth a bit. I
left.

Charlene had me kiss her feet. Then when I licked her she grabbed my
hair. When I got to her house that night and looked in, Jim was there
with that same woman. They were both completely dressed and were
slow-dancing close. I couldn't hear any music, but the window was
closed and maybe it was on low.

Charlene came over with another woman and introduced her as Silvia. I
recognized her from Charlene's family room but she wasn't the one
dancing with Jim. Charlene had me strip and then had me lick Silvia.
Silvia seemed to let go as soon as I licked her--she pushed me over
flat on the floor and straddled my face. She called me nasty names
while I licked. Charlene fingered me while I licked Silvia. We came at
the same time. That night it was just Charlene and Jim in the family
room. Jim was naked and kneeling in the middle of the room. Charlene
was watching television and seemed to be ignoring him. They didn't move
and I didn't stay long.

Silvia was back with Charlene the next day. Charlene didn't even touch
me and neither of them made me come. Silvia just had me lick her as she
sat drinking iced tea. Then she took a whip out of her purse and had me
kiss it. She looped it once and rubbed the inside of my thighs with it.
That night Charlene's family room was empty--no one was there at all. I
walked home, wondering.

The next day Charlene came without Silvia but she took me to Silvia's
house. After I stripped, they put a gag on me, tied my hands to a hook
in the ceiling and Silvia smacked my rear with her hand. She asked me
if I was ready for the whip! She giggled but didn't whip me--just took
me down again after leaving me there for a few minutes. That evening
the family room was empty again and later Jim didn't come home at all.

At midnight I called Charlene. She wouldn't say anything about Jim, but
came straight over. She took me out to her car and drove me off. We
stopped at Sylvia's house. She knocked on the door and Sylvia and her
husband came out. Apparently we had awakened them. Sylvia and Charlene
told me to strip. I looked at Sylvia's husband nervously. He just
watched. Then Charlene walked up to me and brought her face close to
mine. She touched my lips with hers. I felt hands on my body, taking
off my clothes and was nude in seconds. I knelt when they told me to
and then the man stepped in front of me and got out his cock. Sylvia
told me to suck it.

I've been here at Sylvia's and Craig's ever since. I seem to spend
whole evenings with Craig's cock down my throat. I never see Charlene.
I did see Jim once, going into our old house with that woman I'd seen
him with.


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-- 
Pursuant to the Berne Convention, this work is copyright with all rights
reserved by its author unless explicitly indicated.
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