Category: Sissy phone sex

A Night With Daddy

milf phone sex darlaI love when Daddy comes to visit and so does my sweet son. Now that Daddy knows that Harley is a sissy we all have more fun then we ever have before. I have always been Daddy’s girl. As far back as I can remember Daddy has gently touched me in places that made me tingle, even before I knew what that meant. As far back as I can remember I have always loved kissing the head of Daddy’s worm and licking the sweet juice that dripped out for him. For me it was like candy. As far back I I can remember I loved it when Daddy licked and sucked my little nipples and my tender lips. The older I got the better it felt and the more I realized how much it meant to Daddy too. Now that Daddy is a Grandpa, I love sharing Harley with him too. Now he has two sweet girls to play with. Harley puts on his lacy panties when Daddy comes over and loves to lick and kiss Daddy’s dick just like I used to. And daddy loves to slide his dick inside Harley’s tight vagina just as much as Harley loves to have it done. I love the way Harley’s eyes glass over when daddy sucks her little tits and when Daddy lays her down and lifts her legs high in the air and licks that vagina before sliding his Daddy dick inside. We love our nights with Daddy.

Sissy phone sex with Tori: Forcing Daddy to Wear Panties!!!

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Daddy likes to play pretend a lot, but he’s not fooling any body. Why does he even bother? Once you’ve seen his dick you’ll never consider him a real man again anyway. He looks like a ken doll when he wears pants, it seriously looks like there’s nothing there. His teenie weenie gets rock hard in public all the time too and no one ever notices! No matter how close you look there isn’t the slightest bulge in his pants.sissy phone sex His tiny cock looks more like a swollen clitty and a girl can’t do much with that. Believe it or not he still tries, but I found a creative way to make it more difficult for him. I threw out all of Daddy’s briefs and now he’s only allowed to wear panties! Any girl crazy enough to want to sleep with Daddy will have to peel of his frilly pink panties first! It’s been working so far too. Daddy looks so sad, but I love it.

Last night a girl ran out of his room laughing before he even a chance to pull his witty needle prick out. He was so embarrassed that he tried to hide in his room so he didn’t have to face me. Poor Daddy must have been too upset to think clearly. How could he forget that I have a key to his room? I forget how silly he can be sometimes, he actually looked surprised when I walked right into his room. His eyes were all red and puffy from crying, but I still laughed right his face.

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We Love To Match

incest sex darlaWhen we found out he wanted to come over and play we were so exited. He specifically asked for Hailey to be nice and pretty for him. He wanted Hailey to be Daddy’s girl for the night. Harley was instantly transformed and wanted to go shopping so we could look extra pretty for the night ahead. Of course I love shopping with Hailey so off we went. We bought the prettiest light pink lingerie set that you have ever seen! When we looked at ourselves in the dressing room mirror we both knew this was the perfect thing for the night. We were dressed and ready when he got there. As soon as he saw Hailey his dick got rock hard and he led her to the bed room. I lay on the bed with my fingers deep in my pussy while he kissed Hailey tenderly, rubbing her little clitty through her silky panties, working his way slowly to her little vagina. He gently pulled her panties to the side and licked his finger before sliding it inside he. Watching Hailey arch her back, pushing into his hand, moaning and kissing him back made my pussy so wet. I knew I wasn’t going to get fucked tonight, just by the way he was enjoying his little girl. It’s OK I like these nights, it’s all part of Hailey’s sissy training.

Kinky Phone Sex with Tori: Daddy’s New Years Humiliation

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You embarrassed me yet again Daddy and on New Years Eve too! Wasn’t last night supposed to be all about fun? At least I got to use the new Hello Kitty bong you bought me for Christmas while I laughed at you. What exactly were you thinking? After like 3 drinks you decided it was a good idea to whip your teenie weenie out. Some people didn’t notice right away because it’s so itty bitty, but when they did everyone started laughing. Honestly, I think it’s shrinking Daddy. It looked like there was a little button between your legs instead of a cock!kinky phone sex Tori
The measuring contest must have been really humiliating because no one was even close to being as small you. The biggest cock at the party was 9 1/2 inches and soooooo thick. My kitty was dripping wet just from looking at that massive prick. Before I knew it his big fat cock was deep inside my tight cunny. As he fucked me hard and deep I could feel my little coochie stretching. No matter how hard you try, you’ll never be able to make me feel this way. Having you watch a real man give me what you can’t is the closest you’ll come to pleasing me physically.
I was nice enough to let you lick my cunny last night, but only after it was filled with cum from that enormous dick. That guy and I were taking bong hits while you cleaned my messy kitty your tongue. Maybe I just had a buzz, but it actually felt good for a change. Don’t you feel lucky to have a sweet Princess like me?

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Family Fucking Christmas Eve Tradition

family fucking mother sonMy son and I have a Christmas Eve holiday tradition. When he was younger, and I was still married to his Daddy, as a family we would open one gift a piece. Then we would sit down and have a nice family dinner with all the trimmings. It would be me, my daughter, my son and my husband.  One year when my son was just a horny teen, he decided we needed to be family fucking. Now, him and I had been fucking on the side. For the most part, he had replaced my husband as the head of the house. He was more of a man than his Daddy. Had a bigger cock, knew how to use it, and never had an issue getting hard.

Well one Christmas Eve, my daughter was with her grandma, and it was just me, my son and his Daddy. My son was pretty pissed off at the way his father treated me. He was really young still, but like I said, he was all man. He told his father there was a new tradition in the house. The man of the house got to fuck the woman of the house and the boy had to watch. He pushed his father down on the dining room table, pulled up my dress and started fucking me as his father watched. Told his Daddy to stroke his broke down dick and watch as the real man of the house took care of me.

His father was dumbfounded. Couldn’t believe his son was fucking me, let alone taunting him. But it turned him on too. His broke down dick was harder than it had been in years. He laid there on the table stroking his cock as our son fucked me doggy style. Turned out my husband liked being a cuckold to his son and my son loved humiliating his father. And I enjoyed being fucked by my son in front of my husband. So even though I divorced my limp dick cuckold of a husband, he still joins us every Christmas Eve for a family fucking cuckolding Christmas. He has to watch us fuck our brains out. And, to make it more humiliating, I make my ex lick his own son’s boy batter out of my cunt.

Tomorrow morning, my ex will be gone, and it will be just my son and my daughter fucking under the tree and opening presents. I am so lucky that I discovered who the real man of the house was many years ago.

Santa Baby!

Sissy phone sexSissy Santa come and be a Fairy Fag for me.

You’ve been a fairy good girl. Sissy Santa,

So grovel on your knees tonight.

.

Sissy Santa, Come and wear you crown

For me, Light pink. I’ll laugh at you my dear. Sissy Santa,

So grovel on your knees Tonight.

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Sissy Santa, Come deliver presents to me.

A shopping spree, Sissy Santa

So grovel on your knees tonight.

.

Sissy Santa, One thing I really need..

To Plead; You really are Fairy Fag.

Sissy Santa, grovel on your knees tonight.

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Sissy Santa, Wear your white stockings too.

Don’t forget your slutty shoes.

Sissy Santa, Grovel on your knees tonight.

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Sissy Santa, Your such a Fairy Faggot.

A queer. You wear your dresses just fine.

Sissy Santa, Grovel on your knees tonight.

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Sissy Santa, You prance around like a slut.

You make me laugh to hard.

Sissy Santa, Grovel on your knees tonight.

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Come on sissy, Time for you to dance and sing, for me. You’ve been a faggot all year.

Wear your whore clothes. And your Santa hat, for me. And get down on your knees.

Sissy Santa. Time for you wiggle and please. Shake that ass you pay piggy!

Sissy Santa. It’s all to entertain me! So hurry on your knees tonight!

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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!.