Category: Brother / Sister phone sex

Brother / Sister Phone Sex Fun

kinky phonesex lillyMichelle asked me a few months ago if she could have her ass cherry popped. Mikey’s cock got rock hard when she asked and I have to admit my pussy got rather wet as well. We all sat down and devised a plan of action so that her first time with a grown man would not be painful or traumatic. For the first several weeks Mikey worked his sisters ass regularly. He started with one finger and worked his way up to four before he asked if his dick could be the first one inside her. Watching him take her ass was an amazing experience and as I sat there fucking myself all my senses were in tuned with what was going on. Every sight, sound and smell was intensified and Mikey and I came together with force. He had taken his sister’s virginal ass, as it should be. But she wanted a grown man, a full sized dick. So the next step was for me to work with her. I started with my fingers and worked my way up to my dildos, smallest to largest. She is finally ready and tonight my friend is cumming over to give her what she wants. First my friend will fuck my ass, showing her what she can expect while Mikey fingers her and lubes her up, getting her ready. Then Mikey and I will take care of each other while we watch our little Michelle take her first full sized cock in her ass and be filled with cum.

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Family Fun Phone Sex with Victoria: Mommy’s First Fuck Machine

family fun phone sex mommy sex toysToday, my son and daughter bought mommy a special toy. They have been worried about my sexual needs while they are away at college. It’s a fuck machine and it rocks. They are so thoughtful to be concerned about me. They know how horny I get. Well I thought I would show my appreciation with a little demonstration.  My son assembled it and my daughter found a bunch of videos on line of horny women getting fucked, while I slipped into something sexy. We hooked it up in the kitchen so I could get on counter and give them a great view. My son was the designated fuck master and operated the speed of the machine while my daughter masturbated watching her mommy get fucked repeatedly.

Started going slow, but then my offspring were so tuned on, they cranked it into overdrive and I was cumming over and over and even squirting. There was a huge puddle of my cum on the kitchen floor. I was drenched in sweat like I had been fucking in a sauna. I was fucked hard and fast and loved every minute of it.

Well my daughter and son decided to clean mommy and her mess up! I raised them well.  They both licked my love juice off the floor then I had a tongue in my pussy and a tongue in my ass. They so good  to me. I didn’t think it was possible, but they made me cum again. I am gonna have so much fun with this fuck machine when I am home all alone.  And it’s going to make for some hot family fun times too. Maybe you will help me use it!!!

Mother / Daughter Phone Sex with Samantha: Anal Training Annie

When my baby girl was younger, she had the hottest little body.  She had the sweetest, tightest, most perky little ass around. Her ass made my cunt wet and her brother’s cock hard. I would put all sorts of candy in her butt hole for me and her siblings to lick out. She loved it. She use to rub her little cunnie fast and furiously until she came as we licked that sweet candy out her bum. That’s how I knew she was born to be an anal queen. She just needed her ass trained first.

Her brother and I decided when she was just a little Lolita, that we had to train that ass for our pleasure. We went to a local adult bookstore and purchased several dildos and a butt plug, and a strap-on on for me to use on her. My son had been fucking me in the ass for years and I wanted him to pop his sister’s anal cherry.  That night we woke Annie up and told her that every night for a week we were going to play a little game. She would get on all fours, pull her little cotton panties down, and let mommy and her brother play with her butt. In return for being a good girl and not crying or resisting, she could have all the candy she wanted. She had such a sweet tooth.

We began slow, using KY warming jelly and fingers. We always licked her ass before and after and told her she was a good girl. After a couple days of fingers, we graduated to a small slender vibe. No surprise she loved it. When my son would work the vibe in and out good and slow, I would indulge her sweet tooth by letting her eat sweet tarts out of my cunt. By day two of using the vibe, she was backing her tiny little ass up onto the vibe and begging us to play with her sweet girl pussy.  Her brother would go down on her from behind and lick her cunt until her legs turned to jelly . Then he would feed her the vibe, telling her good girls clean up their messes. By week two we were using a vibrating egg on her sweet little asshole. We’d lube it up real well and slide it in, then play with the speeds. Annie went crazy. She would rub her itty bitty clitty and grind that egg deeper n her ass. After every training she got eaten out by her brother and I fed her candy in my cunt.

By the third week of anal training she was begging for it, saying “I want my treat in my tushy.” She got a pretty blue glass dildo I picked out as blue was her favorite color. Within just a few days, her asshole was starting to gape open. That was the sign she was ready for my son’s throbbing cock.  I loaded my cunt up with smarties, sprees and sweet tarts, positioned her face between my legs. She had a pillow under her tummy, and her little rear end was up in the air. Her brother covered his cock in honey and slowly pushed it in. The more he pushed, the deeper her tongue went in my pussy. After a couple minutes of going gentle, he was balls deep in his sister’s ass and he began pumping wildly. I was so turned on watching my son fuck my daughter in her ass. His young balls slapping against her ass. His young mouth on my pussy. Before my son got ready to dump his load in his sister’s ass for the first time, he reached around and rubbed her clitty. This way we could all three cum together.

After that night, Annie became forever known as Anal Annie in our family. All my son’s fucked her ass, I fucked it often with my strap-on and every boy she has dated has had the pleasure of her ass. If you have a little one who needs his or her ass trained, give me a call. I’d love for you to have your own little Anal Annie.

Brother / Sister Phone Sex with Samantha: My Brother’s Monster Cock

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All p families have their story as to how they became the family fun bunch. For me, it all began with my brother when we were wee ones. You see my family was not very wealthy. My father was an and struggled to find a niche in this country. Subsequently, I shared a bedroom with my brother well past that appropriate age! My brother was a bit socially awkward. He read comic books and was obsessed with old school horror films like Dracula, Frankenstein and The Werewolf.  We both had vivid imaginations. We had too; we were poor and these were the days before cell phones, DVDs and the Internet.  Little ones actually played with each other, some more than others.

I remember the first time I heard my brother, who was just 1 year older than me, jacking off in his bed. I could see it too: his hand moving so fast under the sheet, his eyes clenched, moaning… It was really hot. He started doing it more and more  and one day I asked to watch. I was surprised that not only did he let me, but it was huge. Bigger than Daddy’s and bigger than our Uncle’s cock. I had always thought of my brother as a geek. Not really the type to have sexual desires. But here he was wanking his meat every night and every morning  while his sister was in the bed next to him.

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The first time he stroked for me, I wanted him to look at me, so I could rub myself too. But, he struggled to cum that way. I thought is he weirded out that I am his sister? Or maybe he doesn’t think I am pretty. I asked what the problem was and at first he got all defensive . But I kept pushing him and he finally said it would help if we could play a little game. A game? Hmmm, I thought whatever helps me play with my brother’s big hard cock, has my vote.  I had a high libido even as an ankle biter. He wanted to play dress up. I was thinking like doctor and patient? I had played that game with my Uncle before and it was hot.

My brother had a different roleplay game in mind. Frankenstein and Bride of Frankenstein. Turns out he was spanking to photos of the actress who played the monster’s bride. That big white and black Fro like hair got him hard.  What the hell right? My brother did appear to have a monster cock. So, I was pretty crafty at that age. I made a white dress out of old sheets, learned to tease my hair out, donned some white makeup to give me that pale dead look and then dressed him in clothes too small that were ripped and put some green make up on him. He’d play violin music and I would moan and we’d walk around our bedroom like monsters grunting. Seemed odd to me but when his cock would pop out of his pants at the site of me, I came to love our silly little game and wonder if other families played it too.

My brother’s cock would get so hard and I would fall to my knees and  suck it so fast and so deep. He would shoot his wad in my mouth in minutes. After a few games of Frankenstein Needs a Bride, we were fucking. Turns out that he liked the virginal bride notion and the idea that a woman was created just for him; just for his horny needs. So, I became my brother’s bride for years.  Anytime we played that game, he knew I was there just for his needs, just for his cock.  We fucked in every conceivable position; he came everywhere on my body; there wasn’t anything sexual we did not explore in our game outfits. And it was hot for me too because I got serviced by a huge monster cock daily for years and I got to pretend I was a virgin over and over again. Eventually, when my cunt stopped being as tight as it was, we switched to my ass. My ass was always cherry red for my brother’s monster cock. In fact sometimes we would use a ketchup packet to make it look like I was bleeding again just like a virgin on her wedding night.

I am sure you had your own family fun role plays or special little games like spin the bottle or 30 seconds in heaven you played. Maybe Frankenstein Needs a Bride is a bit outside the box, but I still get hot thinking of all the times I came hard in that white bride’s dress I made; all the times I got my brother off pretending t be virginal bride. My brother popped my cherry and started me on a long tradition of incest. My uncle was next, then my daddy, then my offspring and now my offspring’s offspring. I have my own little games I played with them all, but it’s because of my well-hung brother that I truly appreciate the art of roleplay games. Who do you want me to be?

Family Fun Phone Sex

family fun phonesex camillaWhen my brother and I were younger and all our friends were playing house and doctor and cowboys and indians, we had a game of our very own. It all started when we found a box in our parents room that was locked. Curiosity damned near killed us for several weeks before we had a chance to get back to it and get into it. What we found inside changed our lives. And even now recalling it, my pussy is so wet that I will need to change my panties in a minute. Inside the box were several home made movies. At that time there was no VHS or Betta Max, they were reel to reel movies. We pulled out the movie machine and hooked the first movie up. Carefully threading the film through it’s array of slots. Aiming the projector at the white wall we turned off the lights and the familiar hum of the machine filled the room. And then big as life in front of us was our parents fucking like porn stars. I remember thinking my dad’s dick was the size of a snake and mom was fucking it for all it was worth. Something stirred in both of us and while I eyes were on the screen our hands were in our pants. We both decided that day that we had to try all of it and film it too. After all imitation is the sincerest form of flattery, or so they say. I don’t know where my brother got the camera and projector, but he had both in no time flat. We took them up to our tree fort and started filming right away. We would film for hours and late at night when our parents were asleep we would watch our movies and fuck each other. We were playing porn star while our friends played lame ass games. The tradition lives on only now we play as adults and his boys, my nephews have joined in on the fun.family fun phonesex movie

Submissive Phone Sex: Cops and Robbers

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Being in the South, my brother and I always played “cops and robbers.”  He, of course, was always the cop; and, I was the one who was always getting caught.  He would sneak up behind me and yell, “Gotcha!” even when I didn’t know we were playing.  He would tie my hands behind my back with rubber bands and lead me down the hallway to his room.  He’d jump on top of me and rub his chubby sausage on my belly.  If I yelled or screamed, he’d point his index finger at me and tell me to shut-up or he’ll let me rot in jail.  When Mom would inquire what was going on, he’d push his dirty finger to my cheek and squint his eyes at me.  I’d just holler to her that we were playing; and, she would happily return to her housework. 

I hadn’t thought about that in so long; but, I found a picture while I was cleaning out a closet.  There was my brother and I, his finger cocked at me while I jumped on some rock; our parents seemed oblivious, which made me smile.  I decided that it might be fun to re-enact the ride down memory lane and made plans.

When my brother arrived home, I had snuck into his living room; I was halfway clothed and rubbing my clit against his soft, rabbit-fur-like rug.  I stretched out my body like a cat and announced that I had come to take all of his precious possessions.  He smiled and told me that he would have to stop me.  I begged him not to take me to jail; and, he told me that he may not “turn me in” if I would do just as he told me.  I glanced over at the nightstick and handcuffs that I had purposely left out on the table.  He didn’t skip a beat and locked my hands behind my back. 

He whispered in my ear, “I’m going to fuck that pretty little mouth of yours, little girl.  Then, I’m going to shove my nightstick in your ass while I’m fucking that dirty pussy of yours.  And, if you make me the least bit uncomfortable, I am going to carry you to jail where they will do worse things than I will.  But, if you’re good, I may keep you alive and just fuck you until you die.”  He slapped my face with his open hand and pointed his index finger at my forehead and smiled his devilish smile that I loved so much.

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Ageplay phone sex: Kinky Families

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My brother told me that he was coming over to my office during his lunch break; he wanted to meet in private, so I was excited.  Maybe he wanted an afternoon quickie…I knew that I did!  When he arrived, though, he put a large box on my desk and I was more than a little disappointed.  “You’re not going to believe what I found, Maddy!” he exclaimed.

He took a few old, yellow photographs out of the box and placed them in front of me.  I sighed and tried to focus; they were old sex photographs.  I shrugged and waited for my brother to enlighten me.  “Maddy!  They’re Mom and Uncle Ted!”  I furrowed my eyebrows and focused on the faces.  Sure enough, it was.  They were younger; but, it was Mom and Uncle Ted alright.  She looked like a teenager, him being five years older.  We looked at each other: could this mean that we weren’t the only ones in the family that loved each other in this special way?!

“What if we’re their son and daughter?” my brother whispered.  I hadn’t even thought of that!  We could both be the product of our mom and her brother having sex.  We wondered when it started, and we fantasized about how Uncle Ted would be so dominant toward Mom.  And, we had proof: there was more than one photograph where she was bent over a chair, gagged with a bandana, and being spanked with what looked to be a sawed-off shotgun.

Thinking about Mom being ravaged as a young girl, just like I was, made me hot and hotter.  I couldn’t resist bending down and taking my brother’s thick cock into my mouth.  I re-lived the first time he had come into my room as I looked at the photographs that he had spread on the desk.  He rubbed my ass gently as he stroked my hair.  “That’s it.  My sweet baby sister.  You know how to treat your brother just right.”  He fingered my pussy as I slowly devoured his cock, urging the cum to his tip until it exploded down my throat.  As he shot his wad, my clit jumped underneath his fingers and my cunt contracted.  He sucked on his fingers that had been buried in my pussy and then kissed me, our cum mingling.  “Maybe we should have a baby together, sis,” he whispered as he sucked on my neck.

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Family Fun Phone Sex with Victoria

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Family fun phone sex gets my cougar cunt really hot and wet. I know it’s taboo; but I don’t give a fuck. I’ve had sexual relations with my boy, and my girl for that matter, for, let’s just say a long time. Both are in college, and sadly have returned to school, which means I am home alone way too much with an empty pussy and ass. I am use to fucking several times a day, so this is going to be an adjustment for me. I am a sexy ass cougar, however, so I have no doubt I can pick up fresh meat at the gym, or the dog park, or even the grocery store.

But until tomorrow, I am on a masturbation kick. Today, already, I have cum 23 times. Jealous boys? I think women are superior not only because we can give birth, but because we need no down time in between orgasms. Not only am I good with finding creative ways to get myself off, but I can help you too. When my offspring was younger, I showed them all sorts of ways to diddle themselves. My girl I showed how to use garden veggies; wine bottles; dildos; the shower massage; kitchen utensils; the bed post; stuffed animals; candle sticks; electric tooth brush; flash lights; broomsticks; curling iron; a cigar; golf clubs; baseball bats; shoes; water bottles; sausages…. Really, I look at just about anything as a sex toy. For my boy, I showed him different ways to stroke his young cock and how to make his environment his pleasure palace. Sandwich meat, my panties, banana peels, jar of warm noodles, cherry pie, socks, paper towel holders, his sister…nothing was off limits.

What are some creative ways you have jacked off? Ever jack off for mommy? Well this mommy loves to help her boys learn the art of self love!

Football Fun

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Every year, without fail, my brother and I have a fight.  It’s not about sex or anything like that…it’s always about football!  It doesn’t matter, whether it’s college or professional, we always disagree.  When I was younger, I would always cheer for the team that my brother did; but, now, I always go for the underdog.  So, now that football season is underway, we’ve had our first argument.  He was telling me smack about my players, and I was reminding him that his players weren’t so innocent, either.  Then, we got into a dispute about which ones had the biggest cocks.  It was my turn to get the popcorn; and, when I returned, I was so frustrated that I flicked my brother off while he was talking.  He got up and I burst into laughter; his stance was clear.  He was going to try to wrestle me.  I laughed nervously as he pushed me down on the couch and pulled my shorts down to my knees.  He began licking my asshole and fingering my clit.  I could feel his hard cock against my thigh.  And, the chanting from the football game disappeared from my focus.  I reached around and grabbed his belt, pulling him in front of me; I slid off the belt and began sucking his gorgeous cock.  I love my brother’s cock!!!  He felt hot and hard in my mouth and I continued to make him grow.  Then, he lay down on the couch and pulled me up to him by my hips.  He wanted me to ride his thick sausage, and I wanted to, too!  I growled as I rocked his cock inside of me; he groaned, enjoying how fiercely I was fucking his cock.  I tried to make him chant for my team, but he covered my mouth and ordered me to keep riding his cock.  I squeezed the cum out of him; and, instantly, when I felt his pre-cum, I collapsed with a huge orgasm.  Damn, I may enjoy football season, but I love my brother’s cock!

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Family Comes First

In our Family we always try accommodating one another best as we can. So it was no different when this years family reunion was moved up and held at a resort. We have always held them at one of our homes but this year my older niece had been working for this resort and was able to get us a real good price for the family to stay.

We all made it and found the place very accommodating.  Something seemed a tiny bit off though we weren’t sure what it was but something was different about this place.Brushing the feeling off I noticed a few of the other visitors were seemingly “open” with things. What I am trying to say is well, they appeared to be wearing very little walking around, and very little is being generous. Yes, they were nude!

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Thinking nothing of this we were all gathering in the main suit and were having drinks and conversing. Well a few mentioned going down to the pool for awhile. So a bunch of us got ready to head down when we were informed by my niece that we couldn’t go down like we were. I didn’t understand what she was saying, and she clarified what was different, we were staying at a Nudist Resort and to enjoy the facilities we must comply with this.

Well, that was an awkward moment and we managed to get past this and shrugged it off. Well we all headed down without clothes on and felt rather weird about this. Making things worst my nephew was going through some changes and he managed to get an erection immediately seeing a few of the women nude. He was down at the pool when this really came about and a few of us MILF’s were playing in the pool with our full breasts bouncing and seeing us bend over in front of him.

I was out of the water and he was sitting on a chair sipping on a cool drink and I was standing next to him getting a towel and toweling off a little. I had bent over in front of him getting my sandals on when I felt his hands on my hips and nearly jumped as I felt his hard cock slipping inside me. He starting fucking me from behind right there at the poolside where there were many members of the family. Next thing I know a couple of the other male family members started rooting for him coaxing him on.

My nephew finished up with me and I had my brothers and a couple male cousins all taking turns right there at the pool where anyone staying at the resort could watch. I had my brats hanging close by to start cleaning mommies pussy and ass out as they were taught to. We had a full fling orgy going on within moments and were asked to leave the area and told we needed to check out in the morning by management.