My sister Gwen is one year older than me. When we were teenagers we went to the same high school together. Like most girls in their teens, being popular was very important to her.

At that time Gwen was tall and thin, with long sandy blonde hair. She was a little flat chested with A cup breasts.

One day I was walking by her bedroom and heard her crying. I stepped in and asked her what was wrong.  She told me that she was on a date with a guy and they were making out. He was feeling her up when he abruptly stop. He told her that she was so flat chested it felt like he was making out with another guy so he left.

This was the cruelest thing that I ever heard of and I wanted to kick his ass. Gwen said that would only make things worst.

Gwen then asked me if I thought she was sexy. I told her that I was her brother, but sure I thought she was sexy. I told her that some of my friends also thought that she was hot. This made her feel better about herself and she began to stop crying.

Then Gwen did something that I was not expecting. She unbuttoned her white blouse and took it off. Then she unhooked her lacey white bra from behind and removed it.

I was transfixed by her bare breasts and it took me a few seconds to realize that she was asking me if I wanted to touch them. I instinctively reached up with my two hands and began to gently massage the pair. She said that was nice.

I then asked Gwen if I could kiss them and she said okay. I did not really kiss them but instead I began to suck alternatively on her nipples. She  whispered "Ohhh Ricky!" in my ear. We then looked each other deeply in our eyes and began to french kiss, exploring each other's mouths with our tongues.

Gwen fell back on her bed and I laid down by her side. We continued to make out, while I massaged her breasts, and sucked on her nipples, which were now hard like erasers.

Then Gwen realized that things were getting out of hand and said that we had to go to sleep now. I rushed back to my own bedroom and started to jerk off, with the image of Gwen's breasts still fresh in my mind.

From then on Gwen and I developed a special relationship, and she would turn to me as a confidant whenever she had boy problems, which was often.

Another time Gwen had a date with a guy who had tried to persuade her to give him a handjob. She refused because she was afraid she did not know what to do, and had never even see a penis in person.

So she told me this and asked me to let her watch me jerk off. I agreed if she would also let me watch her masturbate herself. It took some persuading but eventually she agreed.

So we snuck into her bedroom. Gwen sat at the headboard of her bed because she did not want to get too close to me at the foot of the bed. 

Gwen began to remove her shirt then her bra. I wasn't sure why, but I was not complaining. I took off my shirt, unbuckled my belt, and pulled off my jeans. I sat on the bed and then removed my tight-whiteys.  Gwen gave a wry smile as she stared at my cock, which was semi-hard. She began to nervously bite her lip.

Gwen unzipped her jeans and reached her right hand into pink panties. I could not see much and complained that fair is fair and she should take off her jeans and remove her panties. She told me to behave myself or she would stop.

She then asked me to start stroking my cock. I began to tickle with one finger the front top of my shaft, just under my circumcised head. I explained to her that this was the spot on my cock that was most sensitive to stimulation. She began to squeeze her left breast with her hand, while rubbing her pussy under her panties with her right hand.

But this was not working for her as her jeans were too tight for her to get the proper stimulation that she needed. So she removed her jeans, but kept on her panties. I caught a brief hint of her bush, before she began to rub her pussy again, now over top of her panties.

So now my sister and I were sitting on opposite ends of her bed watching each other intensely as we both masturbated. The clear site of her panties had stiffened my cock.

We also both began to breathe heavier and heavier.

I began to play with my balls and Gwen asked me if I liked it. I said I did but you have to be careful with the balls because they are more delicate. I then asked Gwen to start stoking her cameltoe with her finger. She giggled a bit because she did know what I meant. I explained that if she pulled her panties tight, the slit between her pussy lips looked like a camel's toe. I told her that I frequently noticed that she had a camel toe whenever she wore shorts or a bathing suit.

Gwen took her index finger and began to make long strokes along her the slit of her panties between her pussy lips. I asked if she liked it, and instead of saying anything she just nodded her head yes and licked her lips mischievously. I detected a small dark spot developing on her panties, so I asked her if she was getting wet. She just nodded her head in response again.

By now I was getting really aroused myself and took a firmer grip on my cock shaft and began to stroke it more vigorously, making the characteristic "frapping" noise.

Gwen's wet spot had grown much bigger and I asked her to remove her panties, to insert a finger in her pussy to get better stimulation. She vigorously shook her head a definite NO! I found out later that she did not want to bust her hymen.

I was beginning to realize that I was losing control and soon would no longer be the "master of my own domain". So I got a little daring and asked Gwen if she wanted to try stroking my cock herself, because after all she had wanted to learn how to give a handjob.

To my pleasant surprise, Gwen almost leaped to my end of the bed. She asked me if she could touch my cock and I said "Sure!" When she touched it, I used my internal muscles to jerk it a bit. She asked if I did that, but I lied and said that it was an automatic response to her sexy touch.

Gwen asked me to show her how to stroke my cock. I took her two fingers and showed her how to gently stroke them up and down both sides of my cock shaft. At this time I did not need much more stimulation before a little clear pre-cum appeared on the tip of my cock head.

I explained to Gwen what it was, and that I was about to start cumming, and to not stop stroking whatever happened. She made only a few more strokes before ropes of cum began to squirt out of my cock. I told her to milk me dry and she did so like a good girl.

Gwen began to laugh because she had never seen anything like this before. My cum had run all over her hand, my body had convulsed uncontrollably, and I made various grunting noises as I came.

I told her to taste a little bit of my cum to see if she liked it. At first she resisted but was curious and tasted it. She said that it did not really have much of a taste. I told her that guys really like a woman to lick up all their cum, because it shows that she is submissive to him. Gwen eagerly licked all my cum off her hand.

I then asked Gwen if I could finish watching her play with her pussy. She abruptly said no and kicked me out of her bedroom.

I went back to my bedroom but began to listen through the wall between our two rooms. I could hear some muffled sounds of her moving around on her bed. Then I definitely heard her crying out my name "Ricky, Ricky" as I assume she began to cum herself.

I did not play with Gwen for a while after that. Through the gr**e-vine, I heard that she had developed a reputation for given good handjobs. Needless to say, she became very popular with the boys in our high-school and had no time for me.

She also began hanging around with Kim, who was known as the school slut. Kim had even been kicked off the cheerleading squad because she was so loose.

Kim had wavy platinum blonde hair, and a very pretty face with luscious lips. Her breasts were every guy's wet dream and her large booty completed the package.

One night Gwen invited Kim for a sleep over. I had visions of catching a glimpse of Kim in a nighty or at least her pj's. But no such luck. Kim and my sister kept locked up in her room.

I tried to listen to them through the adjoining bedroom wall, but other than hearing a lot giggling, whenever they started talking about boys they began to whisper. I jerked off to my own wild fantasies of what they were doing in there, and eventually fell asleep.

Much later in the night, I found Gwen shaking me to wake up. Kim was also in my bedroom, and started to giggle when I came around.

Kim was dressed in a lacy black bra, which showed off her ample breasts, and matching panties. Gwen had on a Hello Kitty t-shirt and her standard pink panties.

Gwen informed me that Kim wanted to use me to show Gwen how to give a guy a blow job. You did not have to ask me twice. I said "Sure!" All of my wildest fantasies were about to come true (no pun intended).

It was rumored that Kim had given most of the boys on the football team blowjobs, which was why she was kicked off the cheerleading squad.

Kim began with unhooking her bra from behind and her large titties tumbled out. I instinctively grab them, but Kim said "Not so fast there cowboy, I am in charge!" So I eased off. Kim began to pull down my tighty-whiteys that I had worn to bed, while Gwen removed her t-shirt. She did not have a bra on, but this was common because she did not really need one.

So I was there lying on my bed with my cock hanging out, and my sister and her friend's tits fully exposed.

Kim began to massage my cock between her beautiful melons. She instructed my sister that she should start with giving a guy a handjob and tittie fuck. She said that a guy would sometimes cum without having to bother with pleasuring him orally.

I took this as a strong hint that I had to maintain control or I might miss out on my first blowjob.

Gwen began to massage her own right tit and informed Kim that I cum quickly with a handjob. Gee, thanks sis!

Kim told Gwen that if she really liked a guy she should tease him to prolong his agony before cumming.

Kim kept massaging my cock between her titties, then kissed the tip of my cock. This time it did automatically jerk in arousal causing both Kim and Gwen to giggle. Then Gwen said to hush or we would all be caught by our parents.

Kim stopped massaging my cock between her titties and instead rode up my body with her panties grinding on my penis. Instinctively I did a reach-around and began to massage her big ass under her panties. This time she did not resist and started to french kiss me with her wandering tongue. It was one of the most passionate kisses that I have ever experienced before or since then.

Once Kim finished kissing me and came up for air, she told Gwen that it was all in the kissing to get a guy aroused and that she should practice with her brother. Gee, thanks Kim!

Kim then began kissing me on my neck and then lower on my chest. Then she began suckle on my nipples. I said "No fair, I should be able to suck on your tits too!" She smiled and raised up a bit to insert first one and then the second of her large bossoms into her mouth. One after the other I tried to milk them as I sucked on her nipples, but nothing came out.

I had been ignoring Gwen up to this point, but I spied out of the corner of my eye that she had removed her panties and was fingering her pussy. I guess she was no longer worried about busting her hymen. Her nipples were also now puffy from her self-stimulation.

Kim had also noticed this, and leaned over to give Gwen a hot kiss like she had given me. It was obvious that they had both kissed each other before, which drove my imagination even wilder.

Then Kim turned her attention to me again. She began to work her way done my chest and stomach planting small pecks of kisses, while at the same time gently stroking my cock. My sister Gwen took over my job, and was now massaging Kim's big ass with her left hand, and stroking her own clitty with the index finger of her right hand.

Kim had finally made it down to the area between by belly-button and cock and was now licking me with her tongue instead of kissing. She let go of my cock and kissed the head again.

My cock was now rigid as it has ever been. Kim began to lick up and down the shaft of my cock, and suck gently on the head whenever she came to it. She also gently suckled my balls in her mouth when she came to them.

Gwen moved in for a closer look, and I prayed that she was going to join in on the action but she didn't.

Kim started to use her luscious lips to massage up and down the side of my cock shaft. When she got to the tip, she would insert it deeper and deeper into her mouth and swirl her tongue around my cock.

Then she did something truly amazing. She began to run her tongue up and down the vein on the front of my penis, and would suck and nibble on the sensitive area between the top of my shaft and my cock head.

By this time I was really beginning to lose my shit and started to moan and groan. But I was not the only one. Gwen was now vigorously fingering her sopping wet pussy with two fingers, moaning, and breathing heavily.

Kim now noted that a little pre-cum had appeared on the tip of my cockhead. She went into overdrive! She began to vigorously bob her head up and down with my entire cock in her mouth, and sucking stronger and stronger. Gwen blurted out for Kim "to suck him dry".

I could now longer hold on and when I was deep in Kim's mouth I shot my first load of cum down the back of her throat, grunting incoherently as I did. She then took my cock out of her mouth and began to paint her face with the subsequents loads of my jizz. I had never seen anything so erotic and nasty at the same time. Kim's reputation as the school's slut was certainly well-deserved.

Sometime when this was all happening, Gwen had had her own orgasm and was now licking her pussy juices from her fingers.

Kim then began to lick the gobs of my cum off her face that she could reach with her tongue, and then used her fingers to help lick off the rest. She drizzled strings of my jizz off of her fingers into her mouth.

Once she had a mouthful of my cum, Kim did something else truly amazing. She leaned over to my sister and let the cum dribble out of her mouth into Gwen's. My sister eagerly slurped up my cum and Kim told her to swallow it, which she did.

Now Kim and Gwen began to lick off the remnants of my cum from each other's faces, and french kiss to clean up the rest.

Since Gwen had now joined in on the fun, I was hoping that she would start to practice a blowjob on me, but no such luck.

Kim and her ran off to Gwen's bedroom, leaving me there bewildered and spent. I heard them through the wall giggling and making what I vividly imagined were sex noises.

Although I was grateful for my first blowjob from Kim, I was a little annoyed that my sister Gwen had not played with me herself. I was particularly jealous that now she was probably going to be giving guys around our school blowjobs, while most likely ignoring me like before.

I decided that I somehow had to gain the upperhand in the relationship with my sister. I watched a few online pornos to get some ideas what to do.

My favorite genre of porn is blackmail or revenge porn so it was not hard to come up with some ways to get back at my sister.

I decided to confront Gwen one night after our parents left to go out for the evening. I told her that I did like being ignored while she doing almost every guy at school. I told her that I would tell our parents that she was turning into a real slut and was developing a bad reputation at school. I said that I would tell them that she was even having sex with her girlfriend Kim.

Although I had guess at the latter point, I must of hit a sensitive area. For in retaliation, Gwen threaten to tell our parents that we had fooled around. I called her bluff, and told her to go ahead and she would get into even more trouble, especially because she was the older sibling.

Gwen realized that she was at an impasse and asked me what I wanted to keep quiet. I told her that it was not much, that I just wanted her to give me some attention as well.

I told her that I wanted to start training her as my sexual slave. I told her that she would have to do everything that I said, but not to worry because I wasn't going to hurt her. I said everything that we would do together would be for our mutual pleasure.

She was a little curious by now and asked me how we would start. I told her that I wanted to take some erotic photographs of her, to use against her if she ever got out of line. At first she protested, but I told her that I was very serious about controlling her as my sex slave, and this was the one way to ensure that she would be completely submissive to me.

Gwen finally agreed to let me take some photographs of her with my cell phone, and I think that she was even a little aroused by the idea. I was not fooling around so I told her to strip completely naked.

I told her to sit on the bed with her back to me, and spread her ass cheeks so I could see her c**t and anus. Then I told her to look over her shoulder back at me, so her face would be in clear view. She made me promise not to show the pictures to anyone else, and I told her only if she did everything that I said.

I next made her squeeze her titties for the camera and to smile like she was enjoying it, which I think she was.

Then I told her to lay down on her back and to "spread eagle" her legs to give a clear view of her pussy and smiling face, which was the most erotic photograph that I took.

Next I told Gwen that I wanted her to finger her pussy and have an orgasm for the camera. She said it would help if she could watch me jerk off also. I said I would if she asked me nicely and called me master. So she said: "Please Master, jerk off your cock for me!"

So I pulled down my jeans and shorts, and sat on my knees in between her legs to give her a good view. I began to stroke my cock, while she began to finger her pussy and rub her clitty. At first she used one finger, but once she got wet she began to use two fingers, inserting them deeper into her c**t.

We were now both breathing heavily as we watched each other getting off. I really had to control myself and concentrate to take some photographs as her pussy was getting juicier and juicier. I told her what a dirty little whore that she was, and that I was going to turn her into my nasty sex slave.

She just groaned in response and began to squirm on the bed as she convulsed wildly, and I took several pictures of her facial contortions as she orgasmed.

I gave her a moment to recover, then I told her that I was still hard and that she had to finish me off. She knew exactly what to do. She spat on my cock and than began to stroke it. She then licked my shaft and balls. She began to suck on the head of my cock teasingly, and then wrapped her lips around my entire shaft as she took me deeper and deeper into her mouth.

I was on the verge of coming, so I pulled out my cock and splattered my jizz all over her sweet face. Then I took some more nasty photographs of her using her fingers and tongue to lick my cum off of her face.

I now had lots of erotic photographs to make Gwen do my bidding because she would be too embarrased to have anyone else see them.

But I really wanted to have something else to control Gwen; something that would give her immense pleasure, and something that only we would share.

I told to get on her hands and knees on the bed. I bet she thought that I was going to start fucking her doggy-style, but I had other plans.

I started to massage and play with her tiny ass. I told her how tight it was and free from any cellulite, and she wiggled it appreciatively. Then I began to stroke my thumb and fingers between her ass cheeks. I then started to trace circles around her anus with my thumb, and then inserted it into her asshole ever so gently.

At first she let out a gasp and resisted, but then her sphincter muscles relaxed. I inserted my thumb deeper into her asshole like a tiny cock and she began to rock her ass rhythmically to receive it more willing.

There was some discharge from her anus, so I decided to use this to lubricate her pussy lips with my fingers. Gwen really seemed to enjoy this as she moaned in pleasure.

At first I was able to insert 2 fingers into her pussy from the rear. I worked them around in her pussy a bit until I found a spongy area inside the front wall of her vagina, just above the clitorous (I know now this is the g-spot).

As I was stroking this spongy mass, Gwen told me "right there!". I told her to ask me nicely. So she said "Please Master, more right THERE!".

So I kept stroking the same area, and she would say "more!". I would say "What do you say slave?". Gwen would respond "Please more Master!"

As I kept stroking her magic spot, Gwen's pussy juices were really beginning to flow. There was so much lubrication I decided to be daring and insert three fingers in her pussy in a tight pyramid shape. This was really stiff, so I was not hitting her g-spot as much, but I was stimulating her vaginal walls more.

Gwen was not resistive to my 3 fingers, and indeed really seemed to be enjoying them. She was now pumping her pussy onto my hand and began to babble incoherently. She was so well lubricated at this time it did not take much to insert my baby finger with the 3 others into her pussy.

I only had my thumb free and it was in the perfect position to rub her clitty, as my 4 fingers continued to massage the insides of Gwen's sopping wet pussy. She grabbed her pillow and began to use it to stifle her screams and cries of pleasure.

I removed my 4 fingers from Gwen's pussy and she protested that she wanted more. Then, just like the a porn video I had seen online, I tucked my thumb onto the palm of my hand and wrapped my fingers around it. Then I began to re-insert this wedge into her juicy pussy. At first it was too tight, but if I rotated it back and forth I could insert it deeper and deeper. Gwen was now moaning and groaning in a mixture of pain and pleasure.

At one point the resistance just gave in, and I was able to slip my entire hand into my sister's pussy.

Now I had her just were I wanted. My entire hand was in her pussy, and if I moved it in the slightest Gwen's vaginal walls would contract and her pussy juices would flow as she orgasmed. I could stimulate her g-spot with one or more of my fingers and she would actually squirt her pussy juices.

I found that I could form my hand into a fist inside of her vagina and began to pound away at her pussy. I was literally fisting my sister. Whenever I rotated my fist inside her pussy, she would have an instant screaming orgasm, with her body shaking, and her eyes rolling into the back of her head.

I did this for a good 40 minutes, but I did not know how long she could take it, so I twisted my hand out of her pussy for a final orgasm.

Gwen wrapped her arms around me and convulsed uncontrollably until her orgasm finally subsided. My sister then began to kiss me as passionately as she ever had (she had remembered her lesson from Kim well). She quickly worked her way down to my cock and began to devour it like someone dying of thirst. By now I had been so turned on by watching her multiple orgasms, everything was a blur to me and all that I remember was shooting my cum all over her face again.

Gwen was now very happy with our arrangement and was willing to play with me whenever I wanted. After our first few attempts, it became easier and easier for me to fist my sister's pussy. She told me that no one else was able to do so. Also because it turns out that she was bisexual, I made my sister and sex slave Gwen share many of her girlfriends with me over the years. But I never fisted them, because this was an exclusive bond that I had with my sister.

Comments

InSayShabell

by InSayShabell on Jul 16, 2021 at 6:11 AM

Love getting fisted myself.

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