Brother Spy
Chapter 9: Tiff's Sleepover
Incest Sex Story: Chapter 9: Tiff's Sleepover - A teenage boy in houseful of women wants to see his sisters naked. He finds a way spy on them and then the fun begins.
Caution: This Incest Sex Story contains strong sexual content, including mt/ft ft/ft Mult Consensual Incest Brother Sister Voyeurism
The next morning I was up early hoping to catch a glimpse of Jane and Jacqui groping each other. But when I scanned the room I could see that I was too late. The bed was empty and Jacqui's clothes were gone. I opened my door and managed to hear them talking down stairs in the kitchen. Damn! I had missed seeing Jacqui in the bathroom, too.
Tiff was eating breakfast when I got downstairs. She and Mom were sitting at the kitchen table. Tiff was smiling. That always meant I had to do something that I was probably not going to like.
"Eddy, " said Mom, "I'm glad you got down here before I left. Tiff is having some of her friends over for a pool party today and a sleepover tonight. I'll need you to act as a lifeguard while they are in the pool."
"But Mom," I protested, I wanted to go into town today for more equipment. And besides, Jane's much better at being a life guard than I am."
"Jane and her friend Jacqui have already left for town," said Mom. "They won't be back until this evening. Martha's going into town with me to buy a present for boyfriend. We'll be staying overnight with my sister Mary, so that leaves just you to act as lifeguard."
"Now, here's what I want you to do while I'm gone and Tiff's friends are here," continued Mom. First clean the pool and the pool house. Then I want you to be near or in the pool the whole time that Tiff and her friends are swimming. They can make sandwiches for lunch and there's some casserole in the freezer for supper. You can heat it up for them while they shower after swimming."
Martha came into the kitchen at that time or I would have been in charge of blowing their noses and wiping their butts, too.
"We need to get going, Mom," said Martha. "I want to be at the mall when it opens."
"Yes, Martha," said Mom, "I'm ready to go." Mom grabbed her purse as she walked to the door.
Martha took the car keys off the hook and asked, "Can I drive into town?"
"No, it's much too busy on the roads this time of day."
I couldn't hear the rest of the argument because the door shut behind them. I was trapped with a gaggle of prepubescent girls for a whole day. It wasn't the worst fate a boy my age could suffer. I started pondering how I could turn this into a pleasant opportunity to spy on my sister and her friends' cunts.
The PEEPER in the pool house was a no brainer. I would just have to make sure that they all changed into suits before I came down to act as lifeguard. And, of course tonight when they changed into pajamas, I would get another look at their hairless little pussies and their flat little girl tits. I would just have to accept my lot in life.
I spent the morning cleaning the pool and the pool house. I also arranged the furniture in the pool house so that there was no convenient place to sit down that was out of sight of the camera. Everything was ready when the girls started arriving. By 1:00 PM all of the girls were there. Six nubile young girls. I had to supervise all day long. Sometimes a brother's burden is almost too hard to bear. Other times it can be such stuff as dreams are made of.
They were all talking in the living room when I took the opportunity to lay down the ground rules for the pool party.
"Alright, girls," I started, "My Mom left me in charge of everything that goes on in the pool, so here's how things will go. No one can be in the water unless I am in the pool or next to the pool. If I find out that anyone has been in the pool while I was not there, the pool will be closed for the rest of the day.
"Second, if I say to get out of the pool, I mean that you will leave the pool immediately. If you don't leave quickly enough to suit me, then I will close the pool for the rest of the day.
"Third, if I tell you to stop doing something, then you stop doing it. No running near the pool, no dunking someone, no rough horseplay. If I see that type of activity, I will tell you to stop once. If I see it again, the pool will be closed."
My big speech killed the laughter for a few seconds. Now that I looked like a real horses-ass to the girls I smiled. "Fourth, you have to have fun in the pool. If you don't have fun, I will have to throw you in the water."
The girls giggled.
"Let's get our suits on," said Tiff.
The girls grabbed their gym bags and headed for the pool house. Giggling and whispering to each other.
I ran upstairs to watch the teenybopper show live from our pool house.
The monitor was already warmed up and tuned to the pool house. I watched the girls enter and shut the door. There were benches and chairs along two of the walls and a shower at the far end.
All six girls started to undress to put on their swimsuits. I have already described Tiff so I will just describe the other girls.
Mel is Tiffs age. She's the shortest of all the girls. She still has some baby fat all over. She seemed to be very embarrassed to be changing in front of the other girls. She had no tits and no hair. The AA training bra she wore was more for the benefit of being one of the other girls than actually needing to support anything. Her suit was a very modest one-piece suit.
Heather and Sara are twins. They are also Tiff's age and height. Their tits are still small but they have no baby fat at all. The bras that they wore actually had some wok to do. Not much but some. I thought I could detect a little peach fuzz just starting to sprout on their pubic mounds. I hoped I got the opportunity later to see if I was right. They were totally unconcerned about undressing with the other girls. Their suits were standard two piece affairs that were identical.
Gail was older than the other girls by about a year. She was the tallest girl and had the largest breasts. Her breasts would have been the envy of a sixteen-year old. They were full globes that had large areolas and prominent nipples. Gail's pussy was not covered with light downy pubic hair. She had a really lush patch of dark hair covering her pussy. This girl was definitely fuckable in every way. Her suit was not a simple two piece. She was wearing a string bikini top that barely covered her delectable areolas and nipples. The bikini bottom was a little too small. It was so tight that I could make out the crack of her pussy lips through the smashed pubic hair. I bet myself that I would also be able to see stray wisps of hair along the edges of the leg holes.
Sally was not undressing at all. I knew she was almost Gail's age but her figure was more like Tiff's. Very boyish, no tits, and no hips. No baby fat but also no softening of the curves like Heather and Sara. She seemed to be waiting for the other girls to leave before she put on her suit. She had slowly removed her shoes and socks and had unbuttoned two buttons of her blouse but was spending a lot more time looking miserable than she was getting ready to swim.
I saw Gail lean over and whisper something to Sally. Sally immediately blushed bright red and nodded.
Gail reached behind her back to untie her top. She took it off and began to untie the neck strap. She fiddled with it as the other girls started walking back to the pool.
"Are you guys coming?" asked Tiff as she got to the door.
"Be right there," said Gail. "I just have to adjust this bra. It was chafing my neck."
"Me, too," said Sally. "I'll help Gail tie her bra."
When Tiff had closed the door, Gail turned to Sally. Sally looked like she was about to burst into tears.
"You know, Sally," said Gail, "getting your period is not the end of the world. I've been having them for almost a year now."
"I know it's not the end of the world," said Sally, "but I can't go out wearing this huge pad with my bikini. Everyone will know what it is and laugh at me. God, I will die of embarrassment. Even with jeans on I feel like everyone can tell."
"Why don't you use a tampon?" asked Gail.
"My mother doesn't use them and I just started having it this morning. She thinks girls who use tampons will start to masturbate and get sexually active because they will bust their own cherries putting in the tampons."
"Well I use tampons and I still have my cherry," said Gail. "Do you want to use one of mine?"
"Oh, yes, I would," Sally cried, "but I don't know how to put it in!" Sally was almost in tears again.
Gail sighed deeply. She was still holding her bikini bra and the sigh emphasized the swell of her tits nicely.
Gail dropped the bra onto a chair and reached for her purse. She withdrew two tampons and said, "Take off your pants and panties. I'll show you how it's done."
Sally removed her jeans but hesitated at removing her panties. I could see the bulge of the pad wadded up between her legs. It looked very uncomfortable.
Gail came to the rescue again. "Go into the bathroom and take off your panties. There should be a washcloth in there to wash your pussy with. Just wrap the pad in toilet paper and drop it in the wastebasket. Come back when you're done."
Gail slipped her bikini bottom off while she waited for Sally. Sally was only gone less than a minute.
Gail handed Sally one of the tampons. "Alright, now," said Gail, "Take off the wrapping. Now, put one foot up on a chair. Hold the tampon like this."
Sally faced Gail with one foot up a chair. Gail's back was to me so I could see what she was doing.
"O.K.," said Gail, "That's right. Now use your free hand to spread your cunt lips apart like this. I could see Sally blushing a brilliant shade of crimson.
"Now, take the tampon and push it into your vagina slowly at an angle like this." Gail said. "If you feel the tampon bump into your cherry, you can move the tampon a little until you find the opening to it. When your fingers reach your cuntlips then push the inside tube of the tampon all the way in. Then take your finger off the string and pull both tubes out. Make sure the little string is hanging out so you can pull the tampon out later."
Gail showed the empty tubes to Sally. Sally extracted the empty tampon tubes but did not show them to Gail.
"Can you feel the tampon?" asked Gail.
"No, I can't," said Sally.
"Good," said Gail. "That means you did it right. Tonight before you go to bed, you will need to pull it out. Just grab the string and pull gently. It should slide right out. Then wrap it in tissue and throw it in the wastebasket. Don't flush it down the toilet."
Gail put her bikini back on and waited for Sally.
Sally got her bikini out of her gym bag. Her bikini was not very revealing. The bottom was cut to look like a small pair of shorts. The top was covered her chest like she was a six year old girl. Sally's tits were small to the point of just being two small mounds on her chest. Tiff's tits were larger than Sally's. Although now that Sally was having periods that should change fast.
When Gail and Sally opened the pool house door I quickly changed into my baggies so that I would be able to hide any embarrassing reactions I might have to being near so many pussies and tits.
I turned on the pool monitor so that I could record any happenings for viewing later before I split for the pool.
The girls were dangling their feet in the water while they waited for me. Gail's top was indeed a joke. The minute she started bouncing around her tits would pop out of that bra. Gail was sitting with her legs spread and I saw that I had won my bet. There were stray hairs sticking out of the crotch of her bikini bottom.
"Did all of you shower before coming out here?" I asked the girls. I could see from their dry suits that no one had.
They all moaned and grumbled but they also all went in to shower. Gail's tits were indeed having a hard time staying confined to the modest bits of cloth that covered her nipples as she stalked back to the pool house to shower. She had to keep adjusting herself. This was going to be interesting.
The shower was cold so Gail's nipples were had as flint when she got back to the pool. The swim suits on Heather and Sara had become translucent when exposed to water. Their areolas were quite visible beneath the sheer bikini bras.
"O.K. girls, go ahead and jump in," I shouted.
All of the girls except Gail immediately jumped into the shallow end of the pool. Gail took one running step but at a frown from me she slowed to a fast walk down to the deep end. When she got there she dove into the water headfirst and here tits promptly fell out of the bra.
Gail swam under water all the way to the shallow end. She stood up with her back to be as she struggled to push her breasts back into the too small bikini top. The other girls giggled and gathered around her to prevent my seeing what was going on. I sat in a lounge chair and pretended to read a magazine
For the next hour I would glance up every minute or so to see that every one was safe and that the girls were just swimming or splashing around. They got cold after an hour and got out to lie in the sun. I managed to get in a few surreptitious peeks at some prepubescent nipples while they were lying on their backs and more than a few (unnoticed I hoped) looks at Gail's mouthwatering melons.
When the girls got back in for another round of splashing and play I decided to join them in the water. I started by repeating Gail's dive into the deep end followed by a long underwater swim to the shallow end. Instead of surfacing for air and having to tuck myself back into my clothing however I came up next to Tiff and tossed her about a foot into the air. She came down with a splash and a shriek. My trick had the desired effect. All of the girls wanted me to do the same to them.
While the girls were crowding around trying to be next I managed to run into Gail's tits a few times. She looked at me suspiciously at first but I soon found that I didn't have to accidentally do anything. Gail was continually brushing her chest across my back and arms as she waited for her turn to be tossed. More than once I felt her hand on my erect penis as I lifted her into the air. I thought about taking things a little further but decided to wait for a moment that was a little less public.
The swim came to an abrupt end as Heather and Sara grabbed Gail's waist and tried to toss her in the air like I had been doing. Gail was too heavy for them and she started to fall. Gail reached out to grab onto something and her finger found Heather's top. Sara reached out to prevent Gail from falling and all her fingers found was Gail's bra. Gail went under holding Heather's bra in her hand and leaving her bra in Sara's hand.
Heather shrieked and covered her breasts with her hands as she tried to run to the side of the pool. Sara dropped Gail's top and ran to join her sister. Tiff, Mel, and Sally stared at the floating bikini bra for a second before they began laughing. I headed for the edge of the pool to get a towel for Gail. By the time I got the towel Gail was striding across the shallow end of the pool towards Heather and Sara. The steel hard look in her eyes told to nip this thing in the bud before someone got hurt.
"Gail!" I shouted. She stopped to look at me. God, she does have lovely tits I though to myself.
"Put this on!" I commanded as I tossed her the towel.
Gail caught the towel and slowly and deliberately draped it over her shoulders. She let it fall to cover her breasts.
Heather had managed to wrap a towel around herself and was trying not to cry over the humiliation of losing her top in the pool.
"Swimming is over for the day!" I told the girls sternly. "Go into the pool house to shower and change. Heather and Sara, you get changed first the come back out here. Gail, you get out of the pool and come talk to me before you go in to shower and dress."
The girls did not move. They looked a little stunned that someone who had been playing games with them just a few seconds ago could turn into an ogre so fast.
"I mean right now, girls!" I snapped. They hustled off to the pool house.
Gail started toward the pool house. She still had that murderous look in her eyes.
I blocked her way. "Gail," I said tersely, "wrap that towel around yourself and sit down for a minute. I want to talk to you before someone gets hurt."
Gail glared at me but she turned her back and wrapped the towel around her chest before stomping over to a lounge chair and sitting on the edge.
"You know that Heather and Sara didn't mean to tear your swim suit," I started calmly. "You didn't mean to tear Heather's suit either. It was an accident. Heather and Sara should not have tried to lift you and that started the chain. Their intent was to play not to cause the loss of your bikini top. I think intent is important here. You intend to go in there and cause someone some harm. I can't allow that."
Gail was angry and was also choking back tears. "It wasn't my suit," she sobbed. "It's my sister's. I borrowed it without asking. I can't take it back like this. She'll never let me borrow anything of her's again. Our parents will side with her because I didn't ask permission first. I'll be grounded for a month and I'll have to pay for a new bikini out of my allowance. I'll be broke for months. The suit cost over a hundred dollars."
She started crying then. I hugged her shoulder as I tried to think of something to say. I looked up to see Heather and Sara peering through the pool house window. I motioned for them to go away. They disappeared from view.
"Can the suit be repaired?" I asked.
"I don't know," replied Gail in between sobs. "Maybe."
"Stay here," I said, "I'll get it and we can look."
I retrieved both bikini bras and looked at the torn straps. The neck strap and one side strap had torn loose from one of the bra cups. The straps had torn not the cup. That seemed to me like a repairable tear.
I showed the bra to Gail. "The bra cup didn't tear," I told her. "I think it can be fixed. Do you know anyone who can do an emergency sewing job?"
A little hope came into her eyes and voice. "Yes," she said. "Mrs. Walters, she lives next door to Sara and Heather. She does alterations for lots of people. She's pretty good but I don't know what she will charge."
"Stay here," I said. I walked to the door of the pool house and knocked loudly. "Are you girls decent? I asked. I heard a chorus of 'Yes's'.
As a precaution I opened the door but looked away as I yelled, "Sara and Heather, come out here!"
I walked them back to Gail. "Girls," I said in my best judicial voice, "you are responsible for ripping Gail's swim suit so you will need to pay to have it repaired. How much money do you have right now."
They whined and pleaded poverty but eventually came up with a twenty-dollar bill. I went into the house to call Mrs. Walters. She said that she could probably sew the suit back together in a few minutes and would only charge ten dollars.
"I will take the bra over to be repaired now," I said, "and I will go get it later tonight. If there is any money left from the bill you girls can have it back. Heather, if you like I will take your suit to her also."
Heather, Sara, and Gail all agreed to my terms.
The other girls had joined us by the pool. "Everything's alright girls," I told them. "Go on in the house for a snack. I have a few more things to discuss with Gail and then I need to take Gail's swim suit in to be repaired."
When the girls were in the house I turned back to Gail. "Mrs. Walters can have the bra fixed by nine tonight. Come to my room after ten to pick it up. I'm sure the other girls don't want me to disturb them while they are playing or talking."
"Yes," she said, "I wouldn't want to be disturbed. You'll see me at ten tonight."
Gail stood up to go change. She opened the towel again to wrap it tighter around her chest. I got another flash of her magnificent tits before she closed the towel and sashayed to the pool house. The towel had looked pretty secure to me. I didn't think it needed to be adjusted. But I'm sure she knew better than I that the towel was about to slip.
I biked the bikini tops over to be sewn and waited for them. Mrs. Walters only charged me fifteen dollars and was surprised when I asked for a receipt for that much. I stuffed the bras into my shirt while I was in the garage before running upstairs to hide them in my dresser.
I spent the evening listening to preadolescent giggling and chatter. At nine I told the girls to start getting ready for bed. The protests and supplications fell on deaf ears. I wanted the little twats out of the way so that I could devote some time to the big twat.
I watched each girl wash up in Tiff's bathroom before changing into a nightgown or pajamas. Gail put on a a translucent satin nightdress with spaghetti straps. Her tits strained against the material. She had brought a more modest robe to wear over the nightgown. I was disappointed when she put it on.
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