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This work is copyrighted to the author © 2006.  Please
don't remove the author information or make any changes
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Sleepy Sister-in-law 
by Anonymous Author (1994)

***

Sleeping pills and alcohol don't mix. That was the case 
a few months ago when my wife went into town on an 
overnight trip to do some shopping with her sister. And 
when I showed up unexpectedly and they wouldn't wake 
up, well, I did what comes natural. (MF, nc, sleepy, 
alcohol, drugs)

***

Perhaps I should give you some background on my sister-
in-law, Donna, before I start my story.

Donna was the oldest daughter in her family and married 
when she was 17 and is still with the same husband to 
this day. Wanting to raise her children "correctly" 
most of her time was spent being the prim and proper 
mother, wife, and organist at her church. 

Now in her late forties and 5' 7" tall with a trim 
figure and B cup breast and all her children grown, 
another side of her makes a brief appearance at times. 
Of course never around her husband, who like her, is a 
small town person and very conservative.

In as much as she dresses conservative, I have gotten a 
few furtive looks up her skirt and she has dynamite 
legs. With the few times I have rubbed her shoulders 
for her and taken a peek over her shoulders I could 
tell that she wore strapless bras as her breast needed 
no real support. 

My wife and I had met her in a large city to do some 
shopping for the weekend. Not knowing I would be 
coming, she only reserved on room at the hotel and this 
weekend several conventions were in town, so there were 
no more rooms. 

After shopping we stopped to eat and have a few drinks, 
and very few drinks as Donna was not a drinker. I had 
brought a couple of bottles on wine and when we got 
back to the room I opened them and poured a few 
glasses. Of course we had several glasses and then 
decided to turn in. As my wife and Donna have trouble 
sleeping, Donna offered a sleeping pill to my wife and 
told her they were quite strong and she always took 
two, but my wife should only take one. 

After taking the sleeping pills Donna commented that 
she wished I would rub her back and shoulders for her 
which of course I agreed to do. 

After the girls had gone into the bathroom and changed 
into their night gowns they were feeling the effects of 
both the sleeping pills and the wine, so each laid down 
on a bed and I leaned over Donna's bed and began to 
massage her shoulders and neck. 

There was a knock at the door and room service said 
they had our food. 

I knew that I had not ordered any, so I attempted to 
wake both my wife and Donna. This was when I realized 
that both were out to the world and even bouncing them 
on the bed and turning them over did not wake them. I 
told room service that a mistake had been made and then 
he realized he was on the wrong floor and left. 

Going back over to the bed I took off my clothes and 
pulled on a pair of sweat pants and started to lay down 
next to my wife. At that point I realized how erotic 
this situation was. Never in the past had I taken 
advantage of anyone when they were incapacitated, but 
Donna looked really sexy over there and I knew that her 
husband had had high blood pressure for about four 
years and hadn't been very sexual with her.

Soooo... I walked over to her bed and began the massage 
again, but this time I dropped both her straps to her 
gown off her shoulders and drew them down to about her 
elbows. This allowed me to massage a larger portion of 
her back and I massaged my way down to her hips. Then I 
went down to her feet and massaged her left leg and as 
I went high I noticed her legs seem to separate a bit 
and I could see her pussy.

I pushed her gown higher and massaging the other leg I 
had her gown to the bottom of her ass and could see a 
beautiful pussy with fairly large lips staring back at 
me. I Pushed her gown over her hips and massaged a 
gorgeous ass, opening her cheeks to get a look at her 
virgin little rosebud. I reached down and laid on foot 
on top of her other leg and rolled her over and in 
doing so one breast became completely exposed. 

As I knew it would be, it was full and beautifully 
shaped with a pick nipple that stuck out about 3/4 of 
an inch and both nipples were standing straight out! 
Throwing safety to the wind I took one and then the 
other into my mouth and gently sucked on them allowing 
my tongue to roll around them as I drew my teeth across 
them. Pulling the hem of her gown up I laid down 
between her legs and breathed in a clean musty smell 
that made my cock throb. Sliding her legs further apart 
I very gently ran my tongue slowly up and down her full 
length of her pussy. 

As her lips began to part I let my tongue dip into her 
valley and work up to her clit. Taking her clit into my 
mouth, I gently suck on it and ran my tongue up and 
down it feeling it getting longer and longer. Her clit 
must have stuck out over and inch and her legs now went 
full open on their own! 

I took an ankle in each hand and pusher her feet almost 
to her ass and let her legs lay wide open. The nectar 
flowing out of her was about to flood me. I had never 
seen a woman so wet in my life!!! Pushing a towel under 
her to catch what my mouth missed, I heard a soft moan 
escape her lips. I continued to probe her cunt with my 
mouth and tongue and sucking on her clit. I then 
started to ease a finger into her flooded hole and 
found her so tight that my finger felt like I was 
rolling a rubber band down it! 

I fucked her pussy with that finger and tried in vain 
to push another finger into her. Unable to do this and 
with so much of her juices flowing down the crack of 
her ass I took another finger and as I fucked her pussy 
with one index finger and sucked her clit with my 
mouth, I let my next finger start to push against her 
little rosebud. With each push I felt her rosebud start 
to open and pretty soon I had my finger in up to the 
second knuckle... I was now fucking both her pussy and 
ass with my fingers and her hips were matching my 
fingers thrust for thrust. 

In no time she climaxed so hard I just knew it would 
wake her up, but my luck and the sleeping pills and 
wine held. My cock was straining so hard I thought it 
was going to bust. Pulling my self up I put the head of 
my cock at the entrance to her pussy and started to 
push. She was still so tight I thought for sure I would 
never get it in her. 

Finally the head popped in and I can't describe the 
feeling of such a tight hot pussy! As I worked the full 
length of it into her and started to fuck in and out 
with full strokes I watched as she came time and time 
again. Her pussy was grabbing my cock and before long I 
knew that I would not be able to wait much longer.

With a final lunge I pushed deep into her and unloaded 
a load of cum like I have never done before! Realizing 
my cock was still hard I slowly fucked in and out of 
her until it was soft again. I got up and cleaned us 
both up and laid down next to my sleeping wife. 

As I tried to go to sleep, I looked at Donna and 
thought about what I had done and felt myself getting 
hard again. Moving back over to Donna I reached down to 
her pussy and more of my cum had run out of her and 
down her ass. Massaging her little rosebud I knew 
better, but just had to feel my dick in her virgin ass. 

Positioning myself I worked a finger in and out of her 
until she was well lubricated with pussy juices and my 
cum and then I pushed the head of my throbbing cock 
against her rosebud. I took about five minutes before I 
felt my cock head pop into that tight little hole. She 
groaned and moved a little and I stayed very still. But 
my cock was throbbing so I started to slowly fuck in 
and out and push a little more cock into her each time. 

I was holding her legs up by my head when I realized 
she was pushing down on my cock as I fucked into her 
ass! I looked at her pussy and it was gaping open with 
juices flowing out of it and her fingers moving all 
around it. As she was coasting down from an orgasm, I 
came and again could not bring myself to pull out 
before my cum drenched her bowels. 

Again I cleaned her up the best I could, but knew I was 
in for it the next morning. While Donna was taking a 
shower, my wife went down to get us some coffee and 
breakfast. I heard Donna call my name out and I went to 
the door to see what she wanted. She told me to open 
the door and come in. I did and tried to avert my eyes 
when she said she didn't think that was necessary. 

She then told me that the next time I felt like doing 
something like that to wake her! However she did tell 
me that if I ever tired her backdoor again she would 
kill me. 

Later that day, she sent my wife to pick up a few 
things she bought the day before, feigning a headache. 
After my wife left she sat on the bed and told me to 
come over there. She said she wanted to see what I was 
concealing and pulled my cock out of my jogging pants. 
In seconds it was hard and her mouth was around it. She 
turned around on the bed on her hands and knees and 
told me to hurry before her sister got back. 

I guess you can guess that she has held this over my 
head ever since and every time she gets horny, I now 
have to perform. I have learned my lesson. 

END

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Please keep this story, and all erotic stories out of
the hands of children. They should be outside playing
in the sunshine, not thinking about adult situations.

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Kristen's collection - Directory 48