Tag: Mother / Daughter 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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Sissy Phone Sex with Mommy Victoria: A New Sissy Bitch

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My daughter has a professor who is being  extra hard on her, and not in a good way. My daughter does not do D’s, unless we are talking cup size. So, I arranged a meeting with him. Now, I know my baby girl is all grown up and can fight her own battles, but I am a cougar in every sense. I am very protective of my cubs.  When I was meeting with Professor Allen, I noticed he couldn’t take his eyes off me. I wondered if he liked his women mature. I crossed and uncrossed my legs several times, dangled my heel; and his gaze never left my lower half. He was not looking at my face or even my breasts. I accidently on purpose dropped something, and he rushed over to pick it up for me, and he started salivating at my pantyhose.  I knew what kinda guy I had here.

I invited him back to my place to discuss my daughter’s progress more intimately. He jumped at the chance. Once there, I showed him my closet.  I knew to a man like this, my big walk in closest filled with shoes, pantyhose, sexy lingerie and clothes, would be a sissy’s paradise. I encouraged him to dress up, even said I would help make him a pretty girl just like me. His pecker sprung to life when I said that. We talked about  my daughter as we played dress up. I had him put on a pretty pink panty and bra set, a garter belt and stockings and one of my black suits. I even gave him a pair of sexy heels and a wig. I made him model for me. He was in sissy heaven. I snapped a few pics of him and told him he could be my sister. He loved that. We did look alike.

I poured some wine and kept pouring it as we talked about being pretty girls. Told him I could always use a new sissy to play with. The drunker he got, the more fun I had teasing him, well now, her. I gave her a little basket and had her skip through my house. I had her give me a pedicure. I then had her rub her little clitty for me. I explained she had a clit stick and it belonged always in panties. I gave her a big stack of pretty panties and explained that she was only allowed to wear panties while teaching. Of course I snapped more and more pics. She got so drunk, I had to drive her home.

The next day, when Professor Allen came back to my place to get his car, I showed him all the pics of him dressed like me. I asked him if he was wearing my panties and he pulled down his dress slacks and revealed a pretty pink pair with little flowers on them. I told him that he was a good sissy boy. I was actually quite surprised that in his drunken stupor, he remembered to wear the panties. I then informed him, he could continue to be my pet sissy boy and all these photos would stay with me as long as she passed my daughter with As in her class. I explained that my daughter would have a set of all these pics so she could upload them on the campus server for all the students and faculty to see if she got anything less than a B on any paper, quiz or test. I even said we could all play together too when I visit my daughter. The funny thing is, she didn’t care that I was blackmailing her. All she cared about was that she could be my sissy forever and ever and ever. And that I would fuck her pretty ass with the strap-on she spied in my closet. Turns out this was gonna be a win win situation. I get a great new sissy boy to play and shop with; and my daughter gets to not stress about abnormal psychology. And, my daughter has her own private sissy boy as her bitch at school, because what is mine is hers, even a sissy bitch.

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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!!!

Daddy Came For A Visit

mother daughter phonesex dorisHe is our man. He doesn’t let Inez get away with anything. This time she was a bad girl and didn’t make Daddy cum like she should have. Daddy had to punish her. He had no choice. She has to learn. Even if it’s the hard way. Daddy pierced her nipples with a big safety pin. The kind that we used to use for diapers. Then he pierced her hood. He burned her ass cheeks with a lighter and dripped burning hot wax on her. All while making her watch Mommy have the pleasure of his big hard cock. Mommy had to show her how Daddy likes it so that she never, ever disappointed him again. His punishments are swift and sure. Painful and with out mercy when she is disobedient, She begged, oh did she beg for that cock. But she was not allowed to even touch it. She is a good girl but sometimes her indiscretions require punishment and he knows how to administer it the old fashioned way.

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.

Sissy Phone Sex Shopping

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Harley, or should I say Hailey, as she is having me call her regularly now, has been talking to me all summer about how she wants to go back to school as Hailey not Harley.. I have to admit that it makes my pussy nice and wet when I see Hailey walking around in pretty little dresses and in her element. She is so much more at ease with her self when she is Hailey. School starts next week and I am a little concerned with how the other little ones will treat her as Hailey or if it will even be an issue. But today when we went shopping we bought all girl clothes. In fact Harley threw out all his boy clothes and Hailey put away and organized her brand new wardrobe. The look on her face as she threw all the boys clothes out and replaced them with all the new girls things told me that she was happier as Hailey and it made me so hot that I had to take her to my room and show her how much I love her. She put on her prettiest new girlie night dress and her frilliest panties and laid next to me, her face beaming. She thanked me over and over again for letting her be Hailey all the time now and she swore she would never be Harley again. My heart beat faster as I reached down and rubbed her little clitty working my way down to her tight little vajayjay sliding a finger inside her at exactly the same time as she slid her fingers inside me. I so love our time together! It is only going to get better from here.sissy phonesex clothes

Mother / Daughter Phone Sex with Victoria: Back to School Family Fun

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My daughter and I have an annual back to school shopping trip every August. I love my baby girl and want to make sure she has cute sexy clothes for college. We gussy ourselves up  and head to the mall. Not only are we shopping for clothes, but we are shopping for cock and pussy to share! It’s sort of a farewell to Summer fuck fest. You would be surprised how many people, male and female, want to join a mother and daughter fucking. We find couples, friends, single guys and gals, even a few mommies and daughters too. We hit the mother load this time at Victoria Secret on our shopping spree. While my beautiful girl and I were in the changing room trying on sexy bras and garter belts, we heard a couple getting it on in the changing room next to us. We looked down and could see two sets of feet. Looked like the girl had one leg up on the other side of the wall. We listening while they had a quickie and we finger fucked each other until we came with our changing room neighbors.

We made sure to pop out of the room the same time they did. Hot blonde and a younger guy. Much younger guy. Made me wonder if not a mother and son. I said, “Hey, that was wicked hot to listen too.” The woman was embarrassed and apologized. Said something about hormones get the best of her sometime. I assured her there was nothing to apologize for because my daughter and I got off listening. I even offered up my fingers for her to smell the sweet pungent odor of wet cunt. Her eyes got big, she looked around to make sure no one else nearby, and she sucked my fingers. This woman was on fire again. I suggested we go back to my place and have some fun. She had a better idea. Her condo was across from the mall, where her other son was waiting. I knew it. I just knew it.

My daughter and I walked with them back to their place, getting to know them a bit along the way. Once we entered her place, I saw another young boy naked with his cock in his hand greeting us. The woman said, “I texted him we were on our way with guests.” No time was wasted. My daughter threw off her clothes and starting sucking the cock of the boy who greeted us. I went down on the other boy while his mother fingered her juicy slit and watch her house guests blow her boys. My daughter and I managed to swallow loads of jizz at the same time. We love the taste of boy batter. I then decided it was time for some mom on mom action. I spread her legs wide and buried my face in her wet tasty cougar cunt. She palmed the back of my head, wrapped her legs around my back and let me tongue fuck her till she exploded on my face. She returned the favor while her boys tag teamed my daughter. I looked over and she had one in her ass and one in her pussy. That’s my girl!

The best though was having my daughter watch me and our new friend fuck her sons together. My daughter laid back in a big comfy chair and played with her cream filled holes while I fucked another woman’s son and she fucked her own son.  This was the best back to school shopping trip ever. Two cocks and a sweet cunt were picked up and tried on!!! Plus, it was nice to know family fun is all around us.

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Mother / Daughter Phone Sex Train

mother daughter phonesex dorisWe had never been on a train before and decided that it would be fun to take one to the next town over for a day of sight seeing and shopping. We got tickets in a little private car so we could have a little mother daughter fun on the trip. Wearing matching mini skirts, no panties, and little tank tops with no bras we were ready to go. The train got under way and we wasted no time fingering each others pussies to start our party. We could hear people passing by our little area in the hall. Knowing they were so close just made us hornier. Our pussies were soaked by now and we were ready to lick each other clean. Right in the middle of a delicious lunch of cream pie there came an announcement over the loud speaker. There was some kind of problem and everyone was to take the nearest seat and stay put till further notice. Before we could collect ourselves the door to our little cabin opened and in came 10 young men. Tall and tanned and well built. They walked right in on us, each with a face full of pussy. Of course we were thrilled and not in the least bit shy about what we were doing or having them join in. It was a tight squeeze in that little train car. We had another hour and a half to reach our destination. All I can say is we made the most of it. Thank goodness we didn’t have to worry about underwear……we will be taking the train again.mother daughter phonesex train

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!

Black and Blue

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Lately a lot of you horny papa’s have been complaining about my rates and rules when it comes to private sessions with my chocolate drops. For this reason I decided to indulge your horny asses as to why my offspring cost double of what I cost:

Around the time I was teaching my little mahogany sluts how to take the dick and give a mean blowjob one of my “teacher’s assistants” got a little out of hand. It seemed like cock sucking 101 classes with my youngest cum guzzler was going splendidly so I decided to check on my penetration queen in the other room. When I walked in I saw something no business owner should ever have to see. My money maker was laying on the floor ass naked with dark blue and purple welts all up and down her back. The room’s we have for private sessions are sound proof so that nobody would hear the under aged screams and moans of pleasure from my workers. Apparently the screams of torture, humiliation and agony were drowned out as well. The client’s cock was covered in blood from her tight brown asshole being ripped open.

In his defense, his dick was enormous so I can completely understand how the asshole got torn apart like that but what I didn’t understand was why her body was bruised up and beaten like that. I pulled my gat from my thong and held it to this motherfucker’s head and gave him 10 seconds to explain why my income was going to be less for at least a month and a half. With hands in the air he began to explain what happened.

He asked her if she could take dick and of course, as trained, she said yes. Also, she agreed to let him sniff and lick her ass because apparently he was into that shit. While he was nose deep in her asshole my little freak made a mistake and let a fart slip out. This “infuriated” him to the point that he was going to “punish” her for being such a “nasty girl”. Supposedly, it was all apart of the role play but baby girl was not aware and began to struggle. He said that since he paid his money already he assumed that she was playing along. As the session progressed, the more she struggled the harder he beat her. Before he knew it she was unconscious while he was balls deep in her bloody ass. He thought her cries were all a part of his session. I could not wrap my head around why somebody would beat a girl that small and under aged with the same force you beat a grow ass woman. Either way, I had no time to wonder. I had to handle this situation the best way I knew how and get my runt to the hospital so she could make my money! I came to the conclusion that he has no choice but to pay an extra 2k for medical expenses and submissive training. As for my new designated little pain slut, I had some more lessons to teach her about how to take a beating. I mean, why break in and bruise up the other one when this one already knows how it feels to be black and blue?