Category: Domination phone sex

Two dominant girls giggling during sissy phone sex

Hi! I’m Jenny and it makes me laugh so much when a little sissy boy wants to be my bitch. My friend Natasha and I love to play with pansy fake men and wrap them around our pinky fingers. Something that we really enjoy doing is making them wear ladies’ panties and having them fondle their tiny macaroni elbow dickies through the sheer, lacy fabric. Do you think sissy boys should be giggled at? I do! I make sure to laugh and take great pleasure in their meekness and vulnerability. It’s just so entertaining to see how nervous and unsure they are, but how quickly they learn that serving Princesses like Natasha and I isn’t something to take for granted. The other day, I had one of my sissy boys order the two of us Chinese food to be delivered for our sleepover. It was a LOT of fun to call him up and laugh at how pathetic he is for letting us spend all of his money!

Empty Nest

kinky phonesex sherriI’ve finally reached the point in my life where the little ones are gone.  I have empty nest syndrome bad and I miss having sounds in the house.  My husband and I have been divorced for almost ten years and I really didn’t have the desire to try to find a boyfriend or get back into the dating scene or anything.  So I put an ad in the paper for a room to rent.  Hell, I have four bedrooms, having one roommate for the extra income and to help with the loneliness wouldn’t hurt.
I had a couple of replies, but there was one reply that I will never forget.  His name was Teddy and he was a construction worker, not my type, and he was 23 years old.  He came to my house to check it out, look at the room.  I had talked to him a couple of times over the phone and we had flirted a little bit here and there but I didn’t think anything of it.  But when he came to my house straight from work, covered in dirt, big clunky boots, you could see all of his muscles through his dirty white shirt, I immediately got turned on.  I could feel my blood boiling, my pussy tightening and my nipples hardening.
I tried to play it cool, how inappropriate would it be to have sex with someone who could potentially live with me more or less be my oldest boy’s age.  But he could tell, I was into him.  I wanted him to just take me and throw me around like a rag doll.  As I showed him around he’s touch my body in little places, like my waist or arm, it felt like fire.  I turned around at one point and he was inches from me.
I did something I would have never done in any other situation, I wrapped my arms around him and kissed him.  He almost kind of tasted like dirt but that turned me on even more.  He picked me up like I was nothing, took me to the room he would be renting and started ripping off my clothes.  He paid a lot of attention to my body, something I hadn’t experienced in a long time.  Licking my naked breasts and sucking on my nipples, running his mouth down my body and kissing every inch of it.  Then he started up each knee and kissed up my inner thigh but stopped just short of my hot wet pussy.  Then he lightly kissed the lips of my vagina, so tenderly, I would have never thought a big construction worker type would be so gentle.  He spread my lips and started lightly, with the tip of his tongue to lick my clit.  I arched my back in pleasure, it had been so long since I made love to something that didn’t require batteries.
He started to use his tongue more forcefully, taking longer licks and paying extra attention to my clit.  I could feel myself starting to climax, all the nerve endings in my body were going wild.  It never feels like this with a dildo and he really knew what he was doing.  And finally there was a release.  I grabbed the back of his head and he continued to lick my shaved pussy until all the vibrations had left my body giving me one of the longest orgasms I have ever had in my life.
Afterward when I was sweating and just lying on the bed I turned to him and asked, “your turn?” and he said no, he had to get going, this was a little far for him to drive to work anyway.  But next time I needed an obvious stress release to give him a call.  I didn’t need a roommate after meeting Teddy.

Submissive Phone Sex with Victoria: Fifty Shades with My Son

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My son surprised me with a romantic getaway this weekend. He showed up at the house with a nice bottle of wine, a bouquet of flowers and a pair of beautiful diamond ear rings. I felt awful. Apparently Friday was the anniversary of when I first popped his cherry. I knew we had been fucking for decades, but I guess I forgot the date of our first time. How sweet was it for him to remember that! He instructed me to gather up some belongings, including a sexy dress, as we were driving up the coast for a nice dinner and a weekend together.

When we got there, he took total control of me. He suddenly became very Christian Grey like. I liked it. He told me what to wear, how to do my hair, even what make up and lingerie to wear. Suddenly I found myself feeling very submissive to my son. Like every horny housewife, I read “Fifty Shades of Gray;” but I found it poorly written and erotic dribble. But, having my son take control of me like he was made my cunt wet.  Once I was dressed, he inspected my outfit and even  made me change my lipstick color. He preferred me in pink. Said red was “whorish.” I did as instructed and when I came back, he was sitting in the hotel room chair with a silk scarf. He ordered me over, and demanded I get on my knees. I was enjoying this game thus far, so I did just that. He blind folded me and tied my hands behind my back. I inquired as to what was going on and he silenced me, by throwing me over his knee, pulling up my dress and pulling down my panties and spanking me. A sensual spanking, but it stung nonetheless.

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I could feel his cock stiffening as he spanked me. When he was done, he said, “Do not disobey me again. The second punishment will not be so gentle.” I replied, “Yes Sir.” He helped me up and led me across the room. I could feel him setting me down on the edge of the bed, but I was a bit disoriented from the blind fold. Next thing I know, I feel the head of his cock pressed against my lips. I could smell the pre cum. I wanted to grab his cock but I was bound. He told me to open wide and I did, hoping his cock would soon be in my mouth where it belonged. But instead, he poured a glass of wine down my throat. I am not one to guzzle wine, but I did as I was expected to do. I got a little light head and as I started to ask for this game to be over, he shoved his cock in my mouth and grabbed the back of my head and thrust it up and down his cock. He thrust so hard, I started gagging. We had never engaged in rough oral before, but I found myself turned on by it.

Next thing I knew he removed my blind fold and tossed me back on the bed. I heard him say, “Get on all fours bitch.” I scurried up in the position but it was hard with my hands tied. I stumbled to the side a bit and he pulled me up. I was drunk and disoriented now. I felt my dress lift up and he ripped my panties off leaving me just in my black thigh highs. He undid my hands, but grabbed them as to pin my arms behind my back. As I started to whence in pain, he smacked my ass hard, then shoved his cock up my ass. No warning, no lube, just shoved it in and started fucking me hard. We have had anal sex before, but not rough like this. I took it like a good submissive mommy, but wanted to scream.  His cock was ramming my rosebud so hard it would be gaping open. Within minutes of fucking his momma’s butt so good, he blew his wad all up my ass.

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He then pushed me down flat on the bed and spread my legs. He finger fucked my cunt until I had a hard orgasm. It was an intense cum too. My thighs were quivering and my clit twitching. I was covered in sweat and cum was running out my ass, down my taint and into my pussy. It felt so good. Not sure what came over my boy, but it was hot. I’ll gladly play master and servant with him again

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Sissy Phone Sex with Mommy Victoria: A Sister’s Revenge

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It’s no secret I have an open relationship with my offspring and other family members. In my family, sex is a good thing; something that is talked about and celebrated and practiced often.  Therefore, I have very few rules in my household. But, the main rule is respect. Not just respect for our bodies, but respect for each others things.  We just don’t  walk into someone’s room and borrow their stuff without permission. My brother, who has been visiting for a week, knows the family rules; they were the same rules in our household growing up. Imagine my shock, when I took my beautiful daughter out to dinner to this really fancy restaurant and saw a woman in a dress just like one hanging in my closet; this pretty pink floral cocktail dress from Betsy Johnson. Her dresses are not cheap.  I tapped her on the shoulder to compliment her and  low and behold it was my brother in drag. And in MY dress. He acted very nervous and almost spilled wine on my dress. I could read the situation. He was on a date with a man and I doubt that man knew his date had balls. My brother had shaved, donned a wig, did his makeup flawlessly and apparently helped himself to my wardrobe. Pretty sure the shoes were mine too. I didn’t want to make a scene, so I just said, “Sorry, I thought you might be my sister, clearly I was mistaken. Enjoy your dinner.”

sissy phone sex humiliation incestMy daughter and I had a lovely meal and we plotted revenge on my brother. How long as he been wearing my clothes? I honestly had no idea he was a sissy boy.  He has a huge cock too. He must have taped it to his thigh to pull off  that outfit.  I wonder if he dressed up when we were still living at home. Like ever borrowed our mom’s clothes? I was irate that he borrowed my clothes without permission, but also upset that he never confided in me he was a sissy boy. I could have had so much fun with him growing up playing dress up. He could have been my life size dolly. Well, my daughter and I beat him home and we had our revenge plan  all in place.  He wanted to play dress up, well we were going to play dress up.

He is obviously fond of pink, so we decided when he came home we would dress him up as a baby doll. He tried to apologize. Claimed he didn’t know how I would feel about his “feminine” side. Well, he knows darn well I am very open minded. He just wanted to wear that dress and knew if he asked I would say no. I told him when rules are broken, there are consequences. He had to take his just punishment. I told him to get my dress off immediately and return to the living room naked. He did as he was told. My daughter and I then sprinkled baby powder all over him, even his ass; making sure we got some in his ass crack. We then put him in a diaper with plastic panties to secure the diaper. He looked so embarrassed.  We even painted his toes and nails a pretty pink. Then we dressed him in a pink satin dress with a matching bonnet, some little white stockings and did his hair in pig tails. I made him clean my house in that outfit. He had to get down on his hands and knees and polish the floor with little pink hand clothes. Took him hours.  I gave him a pacifier to shut him up. And a bottle of warm milk to make him pee his diaper.  His whining was pathetic. Don’t like the humiliating consequences, don’t do the crime. We named him Josephine.

mommy phone sex sissy boy incestAfter hours of snapping humiliating pictures and posting them on his Facebook page, and sending them to all his contacts in his phone, my daughter and I decided we were horny. We broke out the strap on we often use with each other and decided to tag team my brother’s sissy ass. I mean sissy boys do love it up the ass, right? His ass felt really tight too for a sissy. But we didn’t let that stop us. He was hard as rock too, so he didn’t mind the ass pounding he was getting. While I was fucking his ass, his niece milked his cock for him. She is the best little cocksucker I know. Then she made him snowball with her. It was so hot seeing them swap that load of cum back and forth, although not sure my brother enjoyed the taste of his own cum. I never understood that in guys. My cum tastes yummy. Anyway,  by the time we were done violating our baby doll, we could see his regret; feel his shame. He looked sore, dejected and humiliated. I told him that I love him; that would never change, but from now on if he wanted to borrow some clothing, tell us first so we could help him play dress up. We are one big happy family after all, and there never should be secrets.

 

 

Mother / Daughter Phone Sex with Victoria: Vegas Baby

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Mother / Daughter phone sex gets my cunt wet because my daughter and I are extremely close.  Always have been, ever since she was a wee one. We have a tradition that started when she was a little ankle biter. We take a mommy daughter vacation. Some place just for us to have quality time together and have special family fun. This year we went to Vegas. She had never been and I thought this would be a great way to celebrate the end of another year of college. I booked us a room at the Bellagio as it is in the center of all the action. I got us tickets to several shows and excursions; but the best time was the money I spent to get us a guest appearance with a go go show.  We got to dress up like pussycat dolls, don some funky makeup  and wear groovy wigs. We looked like futuristic whores.  We got up on that stage in our shiny dresses and go go boots  and danced in cages above the audience. Guys were throwing us money and the adulation we received  was so hot we started making out in our cage instead of dancing. But turns out the men in the audience much preferred seeing a mother daughter duo make out  than dance.

In fact, when we were lowered back down on the stage, a high roller was waiting for us. He was a young oil tycoon. He wanted to pay us $10,000 a piece to spend the night with us. Well, I have done things I didn’t even enjoy for far less money, so what the hell right? He took us up to this penthouse suite. We were surrounded by windows and the bed turned around in circles. Best view I have ever seen, outside the view between my sweet baby girl’s legs. She has the sweetest little cunt. All nice and smooth too.  Well our pimp daddy for the night just  wanted to begin watching us. He always wanted to watch two generations of hot chicks get it on as he said. Well, we let him believe this was our first time together in a sexual way. We kissed long and hard, groped each others bodies , and eventually licked each others pussies until we both squirted. We also used our favorite glass dildo on both of our love holes. It was so hot acting like we didn’t know each others bodies intimately. And hot to be getting one another off with an audience. We looked over at our benefactor for the night and he had a throbbing cock.

We crawled over to him and shared his cock. I did teach her to be the best cock sucker, well, the second best. Didn’t take him long to spew a huge load over our faces. We just licked it off each other. As much as we love our sweet honey nectar, we also love that boy spunk and believe not even a drop should ever go to waste. Well we had him hard again in seconds just watching us play with his cum.  He made the mistake of saying he belonged to us. We can be some dominant bitches when we want. We got out our suitcase of sex toys we always travel with and my daughter put on her strap on. It’s usually used to fuck mommy’s cunt, but this night it was used to pop the anal cherry of our high roller. I let my baby girl fuck him first. He screamed so loud I thought security was gonna bust the door down.  I got my turn at his sweet tight ass too. And once he got fucked by me, he passed out. We made his ass hurt so good.

While he laid on the bed out cold, my daughter and I continued to fuck. We got out the double headed dildo  and fucked each other for hours. Then we got in the heart shaped Jacuzzi tub and came hard on the jet streams! Finally, we all got in that big bed and passed out. The next morning we fucked some more while he watched and then he rewarded us with a champagne breakfast and a shopping spree.  I can’t wait untill our next mother daughter holiday. This one more than paid for itself!

Blackmailing nose-ring piggy pet

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I’m so excited because our WBMT vacation is coming up; and, Mistress Levi’s sissy fairy fag is being blackmailed to help pay for our fun! Can you imagine all of us naughty girls in one house?! We love our little sissy mascot, but she knows that it’s her duty to pay for us to have fun and pamper ourselves; after all, that’s the price for us ridiculing, loving, and paying attention to our little sissy. If our attempt to blackmail nose ring piggy pet doesn’t go as planned, we’ll have to lead little piggy pet around all over town and let people laugh at her. We’ll put chains in her nose right and prance her around. I hate to think of one of the girls or Mistress Levi putting “Pathetic Piggy Sissy” on her back. Because then, I will have to lead her around and tell everyone that she is my naughty sissy.

If our little sissy fair fag does what she should, I’m sure she will feel the rewards of making Mistress Levi and her girls so extremely happy. When we get home, maybe we will let her dress-up in our souvenirs…and then post pictures of her on her web page! Otherwise, we’ll have to call all of her friends and family and let them know how she didn’t keep her promise. For the flyer, we’ll pick out the most embarrassing picture (maybe one where her heels are scuffed or dress is out of place); and, we’ll send them out to her place of employment, too! So, please little beloved fairy fag sissy, revel in hocking over the dough for Mistress Levi’s much deserved vacation with her girls.

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Take It Out In Trade

kinky phonesex camillaA couple of months ago I bought a little house near the college to rent for extra income. I rented it to a group of guys that were eye candy for sure. Since renting to them I have had many fantasies about getting fucked by them late at night while masturbating. Little did I know that my fantasies would come true so soon. Yesterday when I went to collect this months rent, they didn’t have it all. It seems one of them fell on several financial woes last month and he didn’t have his portion. It was a grim situation indeed. What was I to do? Eviction was the obvious solution if they couldn’t pay their rent.  Finally they asked if there was anything they could do, handy work at my place or here, anything in trade for what they were short? I love the idea of bartering and handy work is just what I had in mind only not on the house! I told them that I would be willing to trade sex for the money. I wanted all three of them, all weekend, to be totally devoted to me and my sexual needs. Needless to say I am one satisfied landlord so far and the weekend isn’t over yet. Can you say Cougar Mode? 

Farm Slave for Brother

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My brother said that he had a surprise and wouldn’t tell me about it all until we got there; he drove for hours and we arrived at a farm. It was beautiful and I thought that we would have a splendid time, relaxing and swimming. Maybe I could even paint something! We went inside the cabin and he directed me to the kitchen. “Here,” he said and tossed me a maid’s outfit. “Oh, and take off your undergarments.” He handed me a piece of paper and went to the bedroom to change; but, when I followed him, he said that I should change there in the kitchen. I read the instructions on the paper and it provided various rules, like always call him “Master” and never look at him in the eyes. It also provided me with chores for each day and time. “You better get started; you’re already behind, girl,” he said as he emerged with an old hat and suspenders. I almost laughed but he berated me and I knew that he expected me to follow the rules. I began my long list of chores, which included fetching water from the well and milking a cow (which I hadn’t done since I was a little girl). Thankfully, my grandparents had a farm and I knew how to do some things!

In the heat of the day, I saw him come out and watch me sweat and struggle; he bent over one of the sheep and began fucking it. I was aroused and also jealous; I was the one working…why wasn’t I being rewarded like that? That night, he told me to fetch the well water and bring it to the tub to bathe; then, clean my filth out of the tub. Then, he led me to the pantry that had a small board in it; that was where I was supposed to sleep. It was uncomfortable to say the least and my back ached; when I saw the kitchen light come on in the middle of the night, I was hoping that my torture was over. He slid my nightgown up and began fingering me. Without giving me time to get wet, he picked me up, put me on the kitchen counter, and pushed his cock inside of me. We went on like this for several days until the end of our vacation. Before we went home, on the porch at sunset, he rewarded me with a beautiful diamond collar to remind me that I was his slave whenever he wished. And, I felt proud, but I was also glad to be going home to my own comfortable bed!

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Sissy~Let It Go

It has been a while since I gave our wonderful Sissy, Fairy Faggot, Tinkerbell Transvestite, a shout out.  I was listening to the radio the other day and the song from Frozen came on, Let It Go. The more I hummed the song, the more I thought about Sissy and how much I miss her and our colorful times with Princess. So I decided to take time out of my superior female schedule and rewrite this lovely tune, just for our Fuckalicios Piggy Pet mascot. Here it is Sissy, if you don’t know the song find a link and learn the tune because Ms Darla wants to hear you sing this soon!

LET IT GO (SISSY STYLE)

My cheeks glow bright from excitement tonight
Not a fake man to be seen
The world is my oyster,
And it looks like I’m it’s queen.
The wind is blowing like a brewing storm inside
I can’t keep it in, no matter how I’ve tried!
Can’t let them know, I am careful where I go
I’ve let the sissy in me fly free
I can’t hide what’s inside I have to let them know
Well, now they know!
Let it go, let it go
 I can’t hold back anymore
Let it go, let it go
I’m not  a fake man anymore!
I don’t care
What they’re going to say
I’m letting my Sissy flame!
A man’s not that great anyway!
A little bit of make up
And that fake man is all gone
Soon the fantasy that controls me
Takes a hold of my heart!
Stand up and show what they all know
There’s a girly girl inside of me
No right, no wrong, no rules, I’m  free!
Let it go, let it go
There’s a twinkle in my eye
Let it go, let it go
I will touch the sky!
Here I stand
In my pretty dress
Let the world go on!
The fake man’s gone away, he’s dust that’s in the ground
The real me is free, and I’m twirling all around
I only wish that this would always last
I’m never going back,
I love this me!
Let it go, let it go
Can’t hold it back anymore
Let it go, let it go
Don’t be a fake man now!
Here I stand
In my pretty dress
Let the world go on!
That man never bothered me anyway!
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Super Cock and Wonder Jizz

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My brother loves comic books; and he goes to conventions every chance he gets. This last time, though, he teased me on the telephone, telling me that he had gotten the best surprise ever for me. I couldn’t wait until he returned with my present! Sure enough, I kept begging him for my present when he came home; but, he refused, telling me that we had to wait until no one was around. I eagerly waited until dinner; but on the ride home, I kept begging him for hints.

We got back to his place, he told me to take off my clothes; I was imagining a gorgeous gown, something magnificent. He insisted that I completely strip and put on the outfit that was on the bed. When I entered the room, I was shocked: there was a Wonder Woman outfit on the bed. WTF? Surely this wasn’t the surprise. I decided to humor him…if that is what it took to get my surprise. When I came out, he wished and told me to lie down. He put a blindfold on me and I could hear the swishing of clothes…maybe now the surprise would appear!

I was started as he pulled my arms above my head and tied them together. I was getting impatient. “Sister, I have come to save you!” he declared in a dramatic fashion and pulled the blindfold loose. And there he stood: in a complete Superman costume. I laughed so hard that I forgot about the gorgeous dress that I was expecting.
“They have tied you with your own truth lasso, for shame!” But, he had second thoughts about releasing me and decided to test the strength of the lasso; he asked me how much I loved him, how much I wanted to suck his cock, and how much my holes were eager for him. I struggled against the rope while admiring the pretty red boots.

He picked me up and carried me to the bed, moving the fabric in a frenzy to touch my cunt and breasts. He pushed his cock towards me and came as soon as his tip touched my pussy. I clenched harder and rode him, squiring all over him! I had always laughed at him for liking comic book conventions; now, I wondered what kind of freaky things happened there!