Category: Brother / Sister phone sex

A business deal

Kinky phone sex Jolene (2)

My brother was up for a promotion, and he kept talking about how he was worried that this other guy was going to get it. So, I developed a plan: I went to his boss’s office and I was going to make sure my brother got that promotion! I halfway undressed and reclined on the sofa, barely visible behind the desk. And, just like clockwork (as the secretary had said), the boss came in. His mouth fell open as he looked at me. He was an older gentleman, but still good-looking. I traced my fingernail around my nipples and down my stomach and said, “I was hoping that we could make a business deal.” He quickly closed the door completely and locked it. “You have my full attention…” he responded and placed his papers on the desk. His cock was stiffening as he walked closer to me.

I pressed my chin to his crotch and began explaining the details; he agreed…he had no choice because he certainly didn’t want me to stop what I was doing. He told me that he really wanted me to get on my hind legs fuck my “gorgeous round ass.” I crawled up and bent over the head of the couch, wiggling my ass in his direction, as he quickly unzipped his pants and pushed himself onto me. His hands felt like they were worshipping my ass; he spread my ass cheeks and exhaled loudly. I was thinking about my brother and how happy he would be…my cunt was already swollen and wet. He took the juices from my cunt and transferred them to his cock and my asshole. He gently entered me and began pumping; I clenched his cock inside of me and he groaned. It wasn’t long before I could feel him shoot deep inside of me.

I turned around, kissed him on the cheek, and said, “It was a pleasure doing business with you.” I straightened his tie, fixed my clothes, and walked out with a smile. I wasn’t going to tell my brother about this, but I couldn’t wait to hear his excitement when he found out that he had landed the promotion!

Saturday Night Fun

kinky phonesex peewee1I got the twins hooked on Peewee’s Playhouse. Mikey is running around acting like Pee Wee and it is so fucking cute. He wants to go buy a grey suit with a red tie. Michelle is doing the Pee Wee dance acting all goofy. We have pretty much decided that Saturdays are now officially Pee Wee Herman days around here and we are going to have Naughty Pee Wee’s Playhouse every Saturday from here on out. After all he did get in trouble for “exposing himself” in public. I was thinking that I could go to an adult theater and sneak the twins in dressed as Pee Wee while we all masturbate during the movie.Just like our friend Pee Wee did. I think we all would love it. Especially Mikey and Michelle! How cool would that be for all of us and for any one who might be at the movie as well? Maybe next Saturday that will be our field trip! Pee Wee Herman days are going to be so much fun! (in my best Pee Wee Herman voice)kinky phonesex peewee2

Pain slut phone sex with a mutt

Pain slut phone sex Jolene

My brother is always crafty when it comes to me, especially when he is around his friends. I’ve been talking about sex with mutts that I’d recently heard about. And, I could see that evil twinkle in his eye as I excitedly shared what I learned.

Sure enough, one night, he was waiting at my house with a furry friend. But when have I ever been able to say “No” to my brother? He tied me up on the bed, blindfolded me, and began spreading something between my legs. The next thing that I knew, I could feel a soft tongue lapping between my legs. I couldn’t close my legs because they were restrained on opposite posts of the bed. At first, it was ticklish; and then, it gave way to more erotic sensations. I opened up further and pushed my hips into the soft, wet tongue.Just when I was about to cum, it all stopped.

I felt paws against my skin; the rough nails grazed my thighs but didn’t feel like they cut open my skin. My heart began racing as the panting mutt straddled and sat on top of me. I felt a large mass on my thigh and my brother’s hand guiding it inside of me. It filled me up and seemed to grow unlike anything I had ever experienced. When my brother removed his hand, the pounding began. It was relentless. I pleaded for it to stop, but it continued without any signs of stopping. I felt a large round mass hitting my ass; and, occasionally, I could feel my brother relocate it when it was getting too close to my pussy.

Then, I was startled and cried out as a sharp pain spread across my breasts and legs. The smell of leather was unmistakable. My brother reprimanded me, “Fucking pain slut, filthy whore, wants to fuck mutts. You deserve to be whipped like a mutt!”

Heat spread throughout my body as the furry being and beating continued. I sobbed, but uncontrollably, my hips rose and I came hard…screaming and panting. I felt a ton of liquid shoot up inside of me, but the pounding did not stop. My brother whispered into my ear, “I hear they can go on like this for days.” And, then, I felt the sharp bite of clamps on my nipples…and my brother’s cock in my mouth.

Playin’ with the boys

Family fun phone sex Madeline1

I went over to see my brother; well, really, I wanted him to fuck me with his massive cock. I love his cock—and no one fucks me as well as my brother does! I was disappointed when I got there, though; he was sitting on the couch playing video games with a college friend. My brother saw the disappointment in my face; after all, I couldn’t hide anything from him. I sat on the couch between the guys and resumed my pouting while they were laughing and their stupid game.

After several deep signs, my brother looked over at me; and, I jutted my bottom lip out even further. I had worn my favorite bustier and I knew that I looked hot; why was he ignoring me—why didn’t he tell his friend to get lost?
My brother sat down the remote control and muted the game. His friend looked over in shock, but my brother said, “Let’s play a different game.” The friend didn’t seem to mind; but, I was already getting wet. Those are the words that he would tell me when we were younger—right before he fucked me.

He got up from the couch so I could lay down, my feet by his friend. Brother took his dick out of his pants and began slapping it gently across my face; I tried so hard to capture it with my mouth—but he wouldn’t allow it. He shoved his balls in my face and I began licking them with gratitude; his dick was sliding between my breasts. I wanted to tell him not to ruin my bustier; but, my mouth was full of his balls. My feet started slipping, finding their way into his friend’s lap. His cock was hardening in his pants, and I began coaxing it with my little feet; but his cock didn’t even compare to my brother’s—and I could tell that without looking at it!

My brother’s cock was swelling and near the point of explosion; his friend began huffing frantically. They were both about to cum, and I could feel someone’s fingers making their way inside my cunt. I squeezed those fingers as hard as I could as I felt my brother’s delicious cum leaking down my chin and over my breasts.

Now, when the friend comes over to my brother’s apartment, they always asks if I can come over, too!

Naughty nights at the country club

Incest phone sex Madeline7

I was looking forward to our family vacation because I’d be able to swim, ride horses, and fuck my brother any time I wanted! I also liked to fantasize about sneaking around the country club. My brother always played golf with one of the owners; and, one day my brother invited me along as sort of eye candy, hoping I could distract the owner for a nice winning bet. The butler let us in and then had to go on an outing after informing us that our host would be return very soon. I called out to my brother from the bedroom and he came walking in; to his surprise, I had almost all but disrobed. I bent over the bed and wiggled my ass. He smiled and said, “We could get caught.” Before I could lift my blouse up, he was unzipping his pants and pushing my wet cunt into the luxurious bedspread while fucking my round ass.

Panting and bouncing up and down on his firm cock, I shot all over the expensive fabrics on the bed. My brother began to spin me around, wanting to fuck another hole. But, I caught a glimpse of a figure in the corner: it was the owner of the country club! He took off his slacks and waved his cock at me; my brother apparently understood the gesture. He crawled on the bed, lifted me up, and sat me firmly on his thick dick. The older gentleman pressed the tip of his cock in my asshole, where my brother had just cum. He groaned as he easily slid inside of me. He reached around my body and fondled my breasts. I bounced, looking and smiling at my brother.

Incest phone sex Madeline8
I felt like both of their cocks could meet inside of me. They were that large! I rocked back and forth until they both came, all of our sweet juices mixing together inside of me…and down all of our sweat-drenched bodies. The older gentleman promised that he wouldn’t tell our mother if we visited him every night while we were there. Now, when we go to the club, the owner always invites us to his suite for some naughty fun!

Our Special Spot

kinky phonesex lillyThe twins and I have a special spot at a lake that is very secluded. We are able to go and feel free to be completely naked all day long with out fear of being caught. We spend the day having a picnic on the sand and playing in the water. But the best time of all is at dusk when we lay on the blanket watching the sunset free to hold and kiss each other and be as intimate as we want to be. Loving each other this way out in the open, under the sky with our skin pink from being in the sun all day is one of those special moments we will always cherish. Don’t you wish you knew where it was so you could watch us all day?

Ode to my brother’s cock

Brother Sister phone sex Madeline1

Thank you for being so perfect,
so thick and hard and delicious
for me
all of the time.
If I could, I would walk around,
worshipping you
with my tongue and my body
all day long.
You deserve all of this and more.

~

Thank you for bringing my brother to my room,
to teach me what love is.
I remember the first time
you entered me:
how you snuggled so deeply inside of me
and how you opened me up like a flower.
The sweet nectar that we made
was the most delicious to ever grace this earth.
I remember begging you for more, each and every time.
Some people try to pretend that they don’t understand,
but they are really just jealous and want what they are afraid of having.
And, please, if I can have one more wish:
please rock inside me, releasing all of your juices, forever.

Fulfilling my brother’s rape fantasies

Rape phone sex fantasies Madeline

My brother has been telling me about his latest rape fantasies, and of course they involve me! After work, I was surprised to find a school girl uniform in my locker instead of my clothes. There was a note in my brother’s handwriting that said, “I’m watching you, little girl.” I smiled and put on the uniform; my coworkers just assumed that I was going to a party and commented on how cute I looked.

As I was walking down the sidewalk, I was mesmerized by how beautiful and plump my breasts looked in the low-cut white shirt and I began tying it in a knot. I heard a van door slide open, but I didn’t think anything of it. But, then, out of nowhere, someone picked me up and slung me in the van. I struggled, wondering what was happening. A black bag was placed over my face and the lack of air made it harder for me to scream. I kicked, but all to no avail; I was overpowered and bound in less than two minutes.

They carried me into a basement, and I was sat on a couch. Then, I recognized a voice that I knew so well: it was my brother. But there was someone else with him. “You go first,” my brother said to his friend. He ripped off my panties, and I braced myself. The rope was cutting a little into my hands as I grabbed the chair. He pushed inside of me, apparently ready to pummel me. My brother took off the mask so that he could stare into my eyes; he watched as his friend tortured me with his cock, slamming it ruthlessly inside of me.

After the guy shot his load deep inside of me, he moved away, taking his sweaty musk with him. I could see the outline of my brother’s cock as he approached me. God, what a delicious cock! He untied me and threw me to the floor, forced his cock inside my mouth and I gratefully began licking, sucking, worshipping it. I had never felt him so hard before. He ripped my shirt off and picked me up; slamming my hips on top of him, I instantly covered his thick cock with my juices. He moaned loudly, grunting, and finally releasing inside of me. His cum ran down my thighs and calves; I knelt down and rubbed the cum that remained on his cock on my face and in my hair. “I’m gonna keep you hear for a little longer, little girl,” he breathlessly said. “You’re going to be my rape fantasy come true until I tire of you.” My clit instantly perked up again at those words.

Family Submissive Slut

When I arrived at my brother’s house over the weekend, I wasn’t surprised to see so many guys there, watching sports. I came on in, and my brother greeted me with a kiss on the lips, and I could taste a hint of beer. All of the guys looked up from the TV for a few minutes and smiled at me. My brother took me to the bedroom and undressed me; I was excited because I thought we were going to have sex. But, then, he went to a drawer and pulled two bracelets and a necklace made completely of pearls. They were gorgeous. He paused before placing them on and began describing something that was foreign to me. He said that I had to earn them, and that I was to walk around the house and serve him and his guests, no matter what they wanted.

I was anxious but also excited. The men already had plans, which was apparent when one of the men told me that I was to crawl on the floor. One guy on the couch told me to come there; and, he produced his erect cock. I knew what he wanted. He said nothing but, “Use that mouth of yours.” He continued to watch the TV as I sucked his cock, my brother watching every moment. The man came, coating my through with cum and shoved his cock back into his pants without even looking at me.

During the course of the day, when I got hungry, I was told to remain on my knees and eat the cat food and drink from the bowl there, too. I was pleasantly surprised that the cat food wasn’t as bad as I expected it to be. Another one of my brother’s friends opened his jeans, too. I breathed deeply, unsure about what he wanted. He stared in my eyes, and suddenly I felt a splash of urine hit my face. As he continued releasing his beer on me, it dripped down my tits. Everyone laughed.

“Dude, she’s dirty, now!” one of the guys complained and took me by the hair, leading me outside. He hosed me down with cold, brutal water, as if I were a dog. Then, he grabbed my wet, matted hair and plunged into my ass. My brother saw us from the window and joined us. Finally, what I had hoped for was going to happen: my brother slid his delicious thick dick out of his pants and inserted it into my mouth. I graciously began to lick his balls and finger his asshole. As my brother’s cock swelled, I climaxed with him; and, the other man blew his load a couple of minutes beforehand. Wet, exhausted, sore, I ran my tongue all over my brother’s cock, enjoying every last drop. “You’ve earned your pearl collar, sis, if you can keep this up.”

Brother-sister threesome

Incest phone sex Madeline1

My brother called me, all excited with an idea: he wanted to have a threesome with me. But, that was not all; he also was going to let me pick the girl! I was so excited that he would give me this privilege; and, he laughed, saying, “Well, sis, you’re the most important woman in my life.” I glowed all day long as I thought about the type of woman that I wanted to include in our rendezvous. It was an honor to let someone join the fun, especially since my brother and I were the perfect sexual couple.

That morning at the gym, I decided. I was going to ask my aerobics instructor. She was tall, blonde, and hot. I liked the idea that she offered a nice contrast to me in hair color; and, her muscular body made mine look even tinier, which would certainly please my brother. I also had seen her sneak glances at me when I was in the shower; so, I invited her to my house and promptly called my brother. He was ecstatic that it was going to happen so fast.

My brother arrived first, then the instructor. My instructor seemed surprised that my brother was there; however, she smiled and seemed relaxed. We had a couple of glasses of wine and went out by the pool; and, then, I bent over and kissed her on the lips. She responded even more passionate than I expected; she slid her soft velvety tongue against mine. I loved how she tasted like cherries. My brother sat on the other side of her and began stroking her thigh.

I pulled down my top to expose my perky breasts; I wanted to tease my brother, fully knowing that he would want me. He began licking and biting my nipples as my instructor slid down between his legs and sucked his cock. He was becoming wild with desire and began fingering my pussy. He reclined in a lounge chair and she straddled his massive cock, the best cock in the world (because it belonged to him). And, then, I gave him what I knew he wanted: I sat down on his face, my cunt already creamy. I came hard and fast, watching him shoot all over my instructor’s face. But, that was only the beginning…there we would all be bathed in cum before the day was over!