Category: Sissy phone sex

Everyone Knows She’s Wendy….

sissy training  darlaShe hasn’t been to see Mommy Darla in a long time. So when I opened the door and saw her standing there in her pretty pink baby doll nighty with her thigh high stockings, her big D cup bra stuffed, and her make up done to perfection, my pussy got wet instantly. I know what my beautiful little girl, Wendy needs when she comes to see me. She needs Mommy to play with her little clitty while getting her tight mangina ready to be fucked. She loves to kiss Mommy and lick Mommy’s pussy before gently fastening the big black strap on around Mommy’s waist. But the one thing that my sweet little girl loves most is when Mommy calls her big black friend over and she becomes Mommy’s little sissy faggot. She loves when we call her names and Mommy lets him stick his huge black dick in her while making her the slutty little girl that she dreams of being. I charge my friends to use and humiliate her while fucking her sissy faggot mangina. I put half of the money in a jar and the other half is mine. When I have enough money I will surprise her with a set of real tits of her own!

Mommy and Daughter Escorts

mother daughter phone sex anal incestA couple weeks ago, my daughter Morgan, unbeknownst to me, placed an ad on Adult Friend Finder. She essentially turned us into high end escorts. She explained to me that so many guys want to fuck a hot mother daughter duo, why not profit from it. Money has been tight since Daddy got laid off from work. So she thought we could support the family and have plenty of money for the holidays. My daughter and I both have very expensive tastes. I was hesitant at first. I am a total whore, true, but I also am a sophisticated whore with a certain high class reputation that would be tarnished if we were to get arrested for prostitution. But when she showed me how full our inbox was with inquiries, my cunt started to drip through my pretty pink panties.

Morgan is very tech savvy and wise beyond her years, I let her arranged our first “date.” We met him in the bar of a very swank hotel. She had negotiated $10,000 for us for the night. I felt like Pretty Woman. He was handsome too. Some big banking executive with lots of disposable income apparently.  He bought us a bottle of Christal, and we went up to the Penthouse Suite to drink it. He poured a glass over my body and sat back and watched as Morgan drank that fine champagne off her momma’s even finer body. I looked over and he had his cock out and was stroking it. Sadly it was not very big. The biggest thing about him was his wallet. I tried to just see dollar signs and not think about the sexual dissatisfaction. I was with my sweet baby girl, and she knows how to please me more than anyone, even her daddy.

mother daughter phone sex pussy lickingLuckily for us, he recognized that he was not man enough for one gorgeous gal, let alone two. He just wanted to watch us all night. I was going to get paid good money to eat my sweet daughter’s pussy all night? I felt like I won the lottery. Morgan and I rolled around on the huge bed for hours licking each other’s pussies. That hotel bed had one huge wet spot, our wet spot.  I loved making my daughter’s tiny tight twat squirt. Her pussy taste better than a $300 bottle of champagne. We licked, fingered and used dildos on each other all night long while he rubbed his tiny pecker. I buried my face in her muff and would tell him to stroke his tiny dick. I lost track of the cums her and I had. Over a dozen a piece. Women are  superior in our ability to cum over and over again with no down time.

I never thought I would be for hire, but that was the easiest money I ever made. If more guys are willing to pay good money to watch me fuck my sweet baby girl, then  call me Heidi Fleiss.

What Kind of Mommy Do You Need?

mommy phone sex son cumDo you need some mommy phone sex tonight baby? I am the mommy of your wet dreams. Equal parts sensual  mommy equal parts dominate mommy. Guess you could say Mommy is a switch hitter. I have three boys, and I am a different kind of mommy to each of them. I mean no two sons are alike, and each boy needs and wants certain things. My youngest son, he is at that age where he  has a constant hard on.  I help him out by being his private cum dump mommy. It is not healthy for a boy to have a hard on 24/7. He is also socially awkward, has trouble making friends. So, I let him have sleepovers often so  his friends can play with a hot MILF.  All young boys love a MILF. Especially one who lets them cum all over them and fuck her ass.  At these sleepovers I let his friends gang bang me and give them booze and pot.  It makes him very popular at school. I love helping my boys.

My middle boy is a sissy. He steals mommy’s panties, cums in my expensive shoes, wears my clothes. He needs a sissy trainer. A mommy who can help feminize him, make him look pretty, while teaching him to suck cock. I have to be stern with him, sensually dominant so he can bloom as a sissy but understand who is in charge. We shop together, get our nails done together, play dress up together. He is really the daughter I always wanted.

My eldest  son is a delinquent. Gets into all sorts of trouble. Skips school, gambles, does drugs. I love his cock and I love fucking him, but sometimes I just have to put on my strap on and fuck his ass, or play tease and denial games with him. He needs to learn he just can’t do whatever he wants without consequences. And he certainly does not deserve to cum if being a bad boy. He brings out the bad mommy in me.

So you see, I have three very different boys, each with different needs. I am the type of mommy each of them needs. I can be whatever kind of mommy you need too.

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Our Domination Phone Sex Date

domination phone sex darlaWhen we made the date for him to come over and he asked if Harley could be involved, I was turned on instantly. I love when my men want to include Harley/ Hailey. This would be the first time I fucked my new man and the first time he met Harley so I hadn’t told him about Hailey yet. But I felt sure he would understand.  I had no idea what we were in for! I knew he was forceful by the way he would grab me and kiss me hard no matter where we were. I rather liked his dominance in public, it was electrifying! It made me so fucking hot that I wanted him to just take me where ever we were. I couldn’t wait to get him home. When he met Harley and we sat him down to explain the situation. How Harley was a full fledged cross dresser even at his early age. How he preferred to be called Hailey, his eyes gleamed with delight! When we went on to tell him that Hailey and I had many naughty matching outfits for the bedroom his dick stood straight up and there was no denying his pleasure! Little did I know what was to cum. He took Hailey and I in the room and had us pick out matching outfits and dress each other. Then he told us both to get on the bed on our hands and knees next to one another. He got undressed telling us we weren’t allowed to look at him. And the dominance began. he spanked us with his belt until we begged him to fuck us, me in my ass and Hailey in her tight little cunnie. He made us lick him clean before cumming all over our faces. He kissed us hard and even spit in our mouths. Hailey and I have never had such an encounter before but the next day we  both agreed we loved it!.

Dirty Fun With Dirty Girls

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We have been such dirty girls! We had a friend come over who wanted to play with us. But we did not know all the dirty things he had in mind. He has me licking my sissy’s dirty little butt hole! It was so good and smelly I loved cleaning her hinney! And then my sissy cleaned mine!! It felt sooooo good. I love doing such dirty things to my sister that you love so much. I love how much it turns you on watching us lick each others dirty little rosebuds. You even wanted to see me pee on my sister cara. She said she loved feeling the warm liquid all over her face and tits. I loved doing all those naughty things for you. I loved watching cara lick your ass while I sucked your cock. It felt so good didn’t it? The way she was sticking her tongue inside of your ass while I was shoving your cock all the way down my tight throat.  I even has Cara shit all over me. All over my stomach and perky little tits. Then up to my mouth right where you started shoving your cock. Using your cock to push all of her shit down my throat! Then you shot your load of cum in my shit filled mouth!

Sissy Phone Sex with MaryAnne: Mommy’s Sissy Boy

sissy phone sex mommy sonMy name is Nikki. I am a sissy boy. My mommy Mary Anne makes me wear pretty pink frilly dresses. She even puts me in diapers. She says because she is my Mommy I have to do whatever she says, whenever she says it. You see, I was born with a little clitty, not a dick. Mommy hoped it would grow but it never did. Then when she found me playing dress up in her clothes and prancing around in her heels, she said I was more like her daughter than her son. Ever since then I have been Nikki. We shop for clothes together, get our  hair and nails done together, even pick up boys together. I am my mother’s sissy.

Last night she gave me very special instructions. I had to first go to Macy’s and purchase a new dress for myself along with some sexy lingerie. I had to make sure the sales lady knew that the clothes were not a gift, but were for me.  I then had to go this local bar in our neighborhood. I was a bit scared. Wasn’t sure how a girl like me would be received. Some guys were mean. Called me a fag and a sissy. Mommy said I was to find one who would buy me drinks and let him  fuck me. She said I can’t be a true sissy unless I get my back door cherry popped.

Sure enough I found one. I got a Pixie Stix Martini, 5 actually. Made me feel even more girly. We left together. I thought he would be all romantic and sweet with me, but he pretty much took my back door pussy. It hurt. He laughed at me. Called me a fag. I went home to mommy with my bum full of cum. She laughed at me too.  Mommy said I was a silly sissy. She made me bend over her knees,  pulled my panties down and she spanked me. She enjoys laughing at me and paddling my bum, just because she can.

I love my mommy. I love being her special girl. She has other sissies too. I have to share her. I don’t like that. I am suppose to help her find more special girls. Mommy never has enough sissies. You see sissies provide my mommy with amusement.  Sometimes even tributes. She loves to dress us, humiliate us, pimp us out, make us do embarrassing tasks, even put us in diapers. So if you are a good sissy like me, call my mommy and we can be sissy sisters.

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Kinky Phone Sex with Victoria: Cum in Mommy’s Panties

kinky phone sex mommy incestI have to admit, I am into kinky phone sex. I’m into family fun, so of course I like things kinky. One of my kinks is panty boys. I love seeing my own sons in my panties. When they were younger, of course they were interested in mommy’s panties. Primarily they just wanted to sniff them, use them to jack off into, lick the cotton crotch. But, I always took it a step further when I would catch them with my pretty panties. I would tell them they needed to wear mommy’s panties. It would make them feel closer to my mommy’s pussy. I had so much fun knowing they were in school  wearing my panties under their school uniforms. This was before texting and smart phones or I would have had them texting me pictures throughout the school day. They would come home and tell me how hard they got in my panties. That’s when the real fun began.

I would have them pull their young throbbing cocks out of my panties and stroke them for me. I would tell them to cum in mommy’s panties. Never took long for them to shoot a load in my sexy, silky underwear. They  were wearing my panties long before I started fucking them. They still enjoy wearing mommy’s panties. I don’t think it makes a man a fag to wear women’s undergarments. Nothing gay about my sons. Sure some guys are sissies with tiny dicks and they just belong in panties, but many men just enjoy getting in touch with their feminine side. Or in the case of my boys, they just wanting to be closer to mommy’s pussy. Of course I encouraged it! That’s because I am a kinky p mommy who enjoys seeing her boys’ throbbing dicks in her panties.

Do you wanna wear mommy’s panties? Maybe even your Aunt’s or granny’s too! I think you should sneak a pair, slip them on, then call me.  We both know how good they will feel on your cock.

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Mommy’s Special Girl

sissy phone sex incest mommyNot all offspring are created equal.  I have one well hung stud son, and one sissy with a small dick. They each have their place in my world. But despite shared DNA and maternal instincts,  I cannot forgive or forget a small dicky. So, I have one son, and a pretty little girl. It works out really well actually. I get to dress her up in pretty little pink frilly dresses. She entertains me all the time singing little ditties and twirling around in her pretty little outfits. We play with hair and makeup,  do each other’s nails, go shopping together,  even put on pantyhose and heels and strut around the house together.

Sometimes, however, I need more than just a little girl. I have these urges. Carnal urges for black cock. Big black cock. And my special little girl helps me out so much with those big black cocks. She puts them in her mouth and fluffs them for me. Gets them good and hard and guides them into mommy’s pussy. And once mommy’s pussy is all messy with all that cum, she licks it out. She just loves the taste of that black sperm. Can’t blame her. She actually loves to clean out mommy’s pussy  and ass, no matter what is in it.

My girlfriends get jealous that I have such a special girl in my world, so some times I lend her out.  What mommy or cougar doesn’t need a special girl in her life for such things as fluffing, cream pie eating, and entertainment? In fact, I need more sissy boys. More special girls in my life. What are you willing to do for mommy to prove you would make a good sissy girl?

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Aunt MaryAnne and Her Little Ass Licker

aunt phone sex incest rim jobI have a very submissive nephew. Ever since he was an ankle biter he loved to smell my ass, lick it, clean it up. He was fascinated every time I went to the bathroom; always wanting to be my toilet paper. He’d steal my cum stained panties, even when they were crusty and jack off in them. Eventually, I just let him be my clean up boy. I knew I was going to be fucking my son all morning as it is Sunday Funday, so I invited my nephew over to join in the festivities.

He watched as my son fucked every hole I got. My son dumped loads of jizz in my ass, my cunt and even shot a load on my face. My nephew was stroking his cock watching the hot action, but he could barely contain his excitement. When my son and I took a break, I signaled my nephew over to clean me up. His favorite was cleaning out my cum filled stinky asshole. He went to town on that ass too. Drilled his tongue in and out of my cum drenched ass until all the cum was gone. Told me how good it tasted. There was jizz running out of my cunt into my ass, like a fountain for  my nephew. He was such a cum guzzler.

My son and I continued to fuck like animals all morning, stopping only to let my nephew clean my holes.  Not like he can fuck me as he has a 3 inch dickie. My son has a cock, but my nephew has a clit. He is such a little cum guzzling sissy. Are you?

A Fairy Tale

 

sissy phonesex once upon……. in a land far away there was an enchanted forrest. The forrest was inhabited by beautiful fairies. The fairies lived happily, laughing and playing and doing all the  things happy fairies do. All the fairies were happy except one. This fairy was born a boy fairy but he wasn’t like the other boy fairies. He spent his days looking at the other girl fairies and wishing he could be like them. Under his fairy boy pants he wore panties that he had taken from a girl fairy. When the other fairies found out they called him Sissy Fairy. It was OK, Sissy Fairy knew this was the first step in becoming what she dreamed of all her life! But she wanted more, she wanted to come out to all the fairies. She wanted them to know how much of a girl fairy she really was. She wanted them to make fun of her, to laugh at her and shame her for what she was, what she always had been and always will be. Then one day the Superior Females invaded the forrest. Some of the females were Mommies, some were Mistresses, some were Chubbies, some were even Trannies. There were so many of them. They were all beautiful and strong and smart! Sissy Fairy wanted so badly to be just like them. It made her sad to know she never would be. Then Sissy Fairy saw her, she was standing there in the distance, the sun shining on her face from between the trees as if she was an angel sent from above. Sissy Fairy felt so small and insecure. She wanted to approach this Goddess that looked like a Princess. She wanted to serve her for the rest of her Sissy Fairy life. Days past and the Superior Females had befriended all the fairies. Finally Siissy Fairy aproahed this Goddess. The Goddess introduced herself as Mistress Levi. Sissy Fairy fell to her knees and begged Mistress Levi to allow her to serve her. Taking a likeing to Sissy Fairy, Mistress Levi accepted the offer. Mistress Levi was very strict but a good and fair Mistress for Sissy Fairy. Once a month Sissy Fairy was allowed to come out.sissy phonesex the end She was allowed to dress as a girl fairy all day long. All the other fairies would laugh at her. Some would stop her and take pictures of her. Sissy Fairy loved this gift from Mistress Levi, to be outed and shamed and humiliated just as a Sissy Fairy deserved. Sissy Fairy always did as Mistress Levi said. This made Mistrress Levi happy. It was a match made in heaven and Mistress Levi and Sissy Fairy lived happily ever after.sissy  phonesex sissy