Category: Sissy phone sex

Sissy Boy

sissy training phone sex michaelI saw this poem and it struck a soft spot in my heart for both my dear little sissy boy and for our very own special sissy. I hope that all my sweet sissies out there enjoy it too. Goodness knows I love each and every one of you and enjoy our sissy time together.

The Sissy Boy

By: Edwin Carty Ranck

Beware the Sissy Boy my little one,
Not because he’s very wild;
The Sissy Boy is never that,
Although he’ll run if you say “Scat!”
The Sissy Boy’s infinitesimal,
He is not worth a duodecimal.

If you should take a custard pie
And hit a Sissy in the eye,
He would not go before a jury,
He’d only blush and say “Oh Fury!”
For he is perfumed, sweet and mild,
That’s just his kind, my dearest little one.

One should never strike a Sissy,
He is too lady-like and prissy.
You do not need to use your fist
But merely slap him on the wrist,
And if this will not make him budge,
Then glare at him and say “Oh Fudge!”

The Sissy sports a pink cravat
And often wears a high silk hat;
His voice is like a turtle dove’s
And he always wears the “cutest” gloves.
At playing ping-pong he’s inured,
And his finger-nails are manicured.

He uses powder on his face
And his handkerchiefs are trimmed with lace;
He loves to play progressive euchre
And spend his papa’s hard-earned lucre.
He wears an air of nonchalance
And always takes in every dance.

Socially, he’s quite a pet
And always fashionably in debt.
He hates to be considered slow
And poses as a famous beau.
He loves to cut a swath and dash
When papa dear puts up the cash.

This, my littleone, is the Sissy Boy
Who acts so womanly and coy.
His head’s as soft as new-made butter;
His aim in life is just to flutter;
Yet he goes along with unconcern
And marries a woman with money to burn.

We love you Sissy!

Kinky Phone Sex Mother Daughter Duo

kinky phone sex mommy daughter funKinky phone sex is a way of life for my daughter Morgan and I. When she was just knee high, she was daddy’s favorite little toy. The poor girl didn’t know better. As soon as I discovered that she was playing with daddy’s little pecker, I had a serious talk with her about cock size. I stopped fucking her daddy years ago because he had a little broke down dick. I guess he thought he could dupe our baby girl into playing with his sorry ass click stick. Not under my watch. I love my daughter. Morgan is my world. I wouldn’t wish my husband’s dick on my worst enemy, let alone my precious baby girl.

The first night I discovered him in bed with our daughter, fucking her little bald cunny, I went and got my strap-on. Came back, pushed him off her, and fucked his ass hard. “You pathetic loser trying to give your sorry pickle to our baby girl. You don’t get to fuck, you get fucked,” I yelled at her daddy. He was screaming, fighting, trying to jar his ass free from the vice lock I had on it. As I was shaming him and fucking his ass, I noticed Morgan playing with her sweet little pussy. She liked seeing her mommy put daddy in his place.

“You wanna ride daddy’s ass baby,” I asked her? She nodded her head with excitement. I adjusted the strap-on to fit her tiny frame. She climbed up on daddy’s ass like she was riding a horse. I was so proud of her. Her little body bucking wildly as she force fucked her daddy with a strap-on 4 times the size of his silly little wiener. She fucked her daddy’s ass raw too. He learned a valuable lesson that day. You don’t give my daughter your tiny pickle. Any man who has ever tried to give my baby Morgan less than 7 hard thick inches gets my strap-on up his ass. That includes you! She is a princess worthy of only the best cocks around. If there is no worthy cock around for my baby girl, I fuck that sweet perfect pussy with my big black strap on. Only the best for my daughter’s sweet pink bald pussy.

Spoil Me, Sissy Boy

sissy phone sex

The reason I play with other boys Daddy is because I have to. You know that itty bitty dickie of yours isn’t enough to satisfy me. Other men can make me scream, but no one spoils me like you do Daddy. I think you like it, don’t you? Seeing me gag on big, fat cocks must make you jealous though. Does it ever bother you when I play with them wearing the cute outfits you bought me? If it does, I don’t ever plan on stopping.

It’s so much fun seeing you stroke your tiny clitty while you watch me play with real men. I bet you wish sometimes that you were one of them, but you’ll never be like them. No matter how hard you try nothing will make you less pathetic or make your pencil dick grow. Just accept it. You can still make me happy by showering me with attention and gifts. That’s all you’re good for anyway. I’m the perfect Princess and your my little toy.

kinky phone sex

Consider yourself lucky. I don’t get bored with you like I do with the other boys. That’s because you provide me with constant entertainment. Any guy with a massive rod can make a girl cum, but they can’t make me laugh the way you do Daddy. I’m happy as long as I’m amused. It’s not even that much fun hooking up with men if you aren’t there watching and looking so pathetic. Even if it throws some guys off, I don’t care. I just love degrading and humiliating you that much. It’s so hot to watch you squirm while my tight holes get stretched the way they should. I’ve been thinking about letting you fuck me with a strap on, but even that might be too good for you. Your cock should be locked up, that would make it better

Ms Piggy Sissy Day

panty boy phone sex sissyOur own Tinkerbell Transvestite had another Sissy Day. I would have never guessed just how much Sissy looks like Ms Piggy when she puts on a snout and piggy ears, the only thing that was missing was a curly piggy tail to make our Piggy Pet complete. One thing is for sure, if Ms Piggy ever needs a stunt double, our cross dressing Fairy Fag can stand in for her.The pink dress was perfect, in fact Ms Piggy actually has the same dress. How adorable is that? And did you see the cute little business cards that Princess Levi had made for our Little Dicky Sissy? They are such a pretty pink and Sissy looks so cute on them.sissy training buss card I think Sissy should have to pass them out on her Sissy day and offer her services for parties. I would love to see Ms Piggy Sissy be the entertainment at a cross dressing drag queen’s birthday party. You know instead of a clown or a magician, they could hire Ms Piggy Sissy. That would be one way for our Blackmail Piggy Pet to earn extra money to give to Princess. Princess could be on the phone telling her Sissy what to do. Wouldn’t it be funny if Princess made Ms Piggy Sissy do a lump of shame in her panties in the middle of the party. Everyone would smell Stinky Sissy but no one would be able to see that Little Dicky getting hard because that lump of shame is bouncing around in her pretty frilly panties.crossdressing phone sex bacon Of course Sissy would have to record the entire thing so she could show it to Princess and be critiqued on her performance. I am sure it would take several parties and several tries before Sissy got it just right to Princess’s satisfaction. In the mean time we could all watch Sissy perform for us. And if Sissy made Princess mad, Sissy might find the videos on you tube like those pretty videos of spa day!  In fact there very well may be something in this blog that is linked to the video of those beautiful long eyelashes being applied. What a bid smile Sissy had on her face in that video! Happy hunting I know your going to look for it so you can watch the video.hot phone sex sissy

Family Fucking Fun

mommy phone sex darlaHarley loves it when his sexy granny comes over to play with his sexy mommy. We spoil him rotten in more ways then one. One of his favorite things to do when she visits is what we call his Sissy Show. We pick out pretty dresses with lots of frills and pretty panties to match. Granny gives him her makeup bag and I fork over my jewelry box with all it’s pretty earrings and jingly jangly bracelets. we retire to the living room with drinks and video cameras in hand while we patiently wait. Hailey emerges in all her glory for a fashion show like no other. she prances and and twirls and curtsies. She flips her long haired wig back and jingles her bracelets while we cat  call and whistle and clap for her. She eats it up and leaves to change into another cute dress. When she gives her grand finale, Granny cooks her favorite meal and we talk about how wonderful the fashion show was over our meal before cleaning up together and retiring to my room for a night of family fucking fun. Unfortunately Granny has been out of town traveling for some time now and Harley has been upset about not having our Granny time. Last night I surprised Harley with a stand in Granny, my friend Bernadette. I prepped Bernadette and she knew just what to do. The look on Harley’s little face was priceless and the night was almost as good as when my mom comes over. Bernadette even nailed the meal!sexy granny bernadette

Worship My Feet

teen phone sex

Daddy’s biggest weakness is stockings and feet. Sometimes just wearings stocking around him is enough to make him cum in his pants. Anytime he paints my toenails Daddy’s face is bright red. Both of those things make my cunny wet too, but I think it’s just because I like watching Daddy squirm. He can’t handle giving me a simple foot massage most of the time. Nearly every time he tires all he does is moan and sweat the entire time. Isn’t that pathetic?

Lately my favorite thing to is play footsie with Daddy when we’re in public. I’ll work my toes up his legs and press my feet into his itty bitty boner. The entire time I’m doings this he’ll kick his legs or beg me to stop, but obviously I never Sissy phone sexdo. Where’s the fun in that? I actually like to take it even further whenever I get the chance. There have been a few times where I pushed Daddy onto his knees and forced him to worship my feet. It didn’t matter to me who was around, but things like that matter a lot to Daddy.domination phone sex He hates being emasculated publicly which I’ll never understand because it’s not like anyone is surprised. Honestly that little bitch humiliates himself enough already that I don’t know why he still cares anyway.

The last time I degraded Daddy we were at a party and I made him cry like a sissy. All night long I teased him with my perfect little feet. When I got bored with that I pulled his pants down exposing his tiny clitty to the world before I forced him down on the floor to worship my feet. I shoved them in his face and stuffed them all the way in his mouth, deep enough to gag him. Choking on my feet made Daddy cum all over himself prematurely in front of everybody. That’s when he started crying! He looked up at me like I was going to help him, but quickly ran out of the room with his pants around his ankles when I laughed in his face.  Poor Daddy!

daddy's girl phone sex

Wanna Play with Mommy’s Sexy Undergarments?

incest phone sex mommyMy youngest son decided to pay me a surprise visit yesterday morning. He knows I miss his cock. College life keeps him busy, but he does try to make time for me. My baby boy is, how do I say this, unique. He loves to fuck his mommy. Loves to please me. Ever since he was little, he would bury his face between my legs for hours. But he also loves my lingerie. When he was knee high, I caught him not just jacking off with my panties like his older brothers, but actually wearing them while he touched himself.

Flash forward a decade, and he still loves playing in my sexy undergarments. He loves the feel of silky things on his body. I have gotten past thinking he was  gay. He just has a strong fetish for ladies lingerie. Loves to dress in stockings, sexy panties and even bras and corsets. He does look quite lovely in them, and it does make his cock even harder when wearing them. I decided when he was young that I should not shame him, but encourage him. So he likes to wear my sexy under things. I bet some of you do too. Every time he visits, I let him play in my closet first. It’s foreplay for us.

sexy granny incestYesterday, he had fun trying on baby doll nightgowns. Pink is his favorite, mine too. He got rock hard when we both put on these sexy little pink nighties. We ended up pillow fighting, wrestling on my bed. Again, more foreplay. I was wet he was hard, so we ended up on the couch fucking. I love his cock in my pussy. Even when he is wearing something not so manly! I don’t care if he is less masculine than his brothers, he still fucks like a machine. And my pussy will take a good hard fucking from a man in my lingerie any day.

What is your fetish? I’m sure my son is not the only boy you likes to wear mommy’s pretty things. In fact, my youngest grandson is showing interest in my pretty things. I will do even better encouraging his fetish than I did with my son. If you are so inclined, I promise to let you into my closet too. A sexy mature woman like me has a plethora of sexy undergarments to wear.

cheap phone sex deals granny sex

Needle Dick Bitch

young voice phone sex

Whenever you’re out in public and you hear people laughing I bet you think they’re laughing at you. Before you were probably just paranoid, but now because of me it’s probably true. Remember that picture I took of you in a pair of frilly panties Daddy? There’s no way you forgot about it because you begged me not to share it with anyone else. It was only because that one little picture bothered you so much that I decided to send it to everyone you know.

Don’t worry Daddy I did it from your phone and sent it to all your contacts too and a few from my list as well. My good friend Damon loved the picture too. At first he thought it was a girl, but when he realized it was you he loved it even more. Your sad little clitty is nothing compared to Damon’s thick, 9 inches. He’ll be here soon so you don’t just have to take my word for it.

kinky phone sex

When you first Damon I want you to be a good little bitch. Greet him on your knees and beg for his big black cock. While he is our home, you will treat Damon like a welcomed guest and will do whatever you are told. Any one of your three holes or maybe even all of them belong to Damon. If you’re luck you might just get to watch your little Princess get filled by his massive fuck stick too, but honestly I’ll probably just watch you suffer.

While you’re being used and abused by Damon I’ll be taking pictures for our scrap book. Maybe one day when I’m feeling bored I’ll upload every last one of them to the internet and a video too! If I wear stockings you’ll probably cry because you have a perverted stocking fetish. You’re such a big baby that you can’t stand being teased with them sometimes even if it’s only for a second. That’s okay Daddy go ahead and cry if you want to. I’m sure most people already know how pathetic you are, but just case anyone ever questions it I want to have proof.

sissy phone sex

Mother / Daughter Phone Sex Strap-on Fun

mother / daughter phone sex incest familiesMy baby girl Morgan and I love to share men together. We have been sharing cock since she was just a little girl. Daddy’s dick. My brother’s cock. School boy dick. Even random stranger’s cock. But, sometimes we just like to play alone, especially if the dick is small. When she was growing up, it was often just us in the house because daddy traveled so much for work. In the beginning,  our relationship was just oral. I could spend hours tasting that sweet little cunnie, and she had no problem licking her mommy’s pussy either. We could make each other cum so hard.

As she grew older, and I got hornier, we incorporated sex toys. A trip to the  adult bookstore one rainy afternoon, and we came home with a strap-on that would forever change our lives. When I first put it on, Morgan’s eyes got so big. “It’s even bigger than Daddy’s cock,” she purred. When I instructed her to suck it like a good girl; she used even better oral technique than I had watched her use on her daddy. “I love you more than daddy,” she would giggle. She really did love pleasing me. Still does.

kinky phone sex family funThe first time I used the strap-on for her baby girl pussy, I was so wet just thinking about it. I lubed it first with some flavored gel for cocksucking. My sweet girl has always had a sweet tooth. She deep throated the passion fruit lube right off my strap-on too. I had her apply some more so I could fuck her pretty pink puffy holes. I got her up on my lap reverse cowgirl and lowered her inch by inch down my cock.  She pressed back into my body as she moaned “Ohhhh Mommmmmmy. ” I reached around to rub her swollen clitty as she continued to bounce up and down. She even fucked my strap-on better than she did her daddy’s cock.

Daddy popped her cherry, but my strap-on took her back door before any man did. Most young girls would want you to go slow on their ass; get them use to the discomfort, but not Morgan.  She was bouncing her ass on mommy’s pretend cock like a champ. I fingered her sweet bald pussy the entire time. We were both so wet  with excitement. When she started convulsing and shaking, I panicked for a second thinking I used too much force and hurt her bottom. That was not the case at all. She was having an assgasm! Her sweet pussy and ass drenched mommy. It is still a memory I masturbate too.

cheap phone sex specials kinky mommyNow Morgan uses it on mommy too. We love strap-on play with each other, and others. Not a week goes by that we don’t bring a sissy or a tiny dick loser home for a little kinky fun. Some of them know what we have in store for them, because really, what loser would get lucky with a hot mother/daughter duo? But some live on fantasy island and actually believe we would let their worthless cocks touch us. Morgan and I use a big strap-on with each other for a reason! We know we deserve pleasure! We prefer strap-on play with one another than a real dick that is pathetic.  We might let you watch if you got a teenie weenie, but understand, if you are packing a short stack, we fuck you, not the other way around!

incest sex mother daughter sex

Sissy’s Easter Surprise

Sissy phone sexSissy is going to be hopping down the bunny trail with a basket full of goodies and her cotton tail. This is the one year anniversary of my wonderful idea for Sissy to dress as a bunny. Her costume is so tight and revealing and it shows off her wonderful legs.  She is going to be so cute Princess Levi is going to make her hop around in her pretty pink bunny outfit with her panties full of poo like a good poo poo pansy. Bouncing around in her lump of shame. A pretty little sissy for the world to see. Her gold hoop ear rings bouncing as she skips to the jingle jangle of her pretty bracelets. Sissy is so happy in her Fairy Fagot world, humming her favorite song “I’m A Poo Poo Pansy”  a tune she wrote all by herself for her Princess.Mommy sex I think for Easter Sissy should write a new song to the tune of  “Here Comes Peter Cotton Tail” for us. I have to say the bunny costume is the best idea I have ever come up with. It doesn’t seem like it’s been a year since the first time she put it on and was so nervous about going out in public like that. I believe Sissy was told to get a Piggy costume next, to show everyone that she is a Piggy Pet as well as a Tinkerbell Transvestite. I want to see Sissy dressed as a dolly with a pacifier and a diaper and a baby bottle and a big rattle for her next Sissy day. She should have to go out in public for the entire day and have to stay in that diaper all day and not be allowed to go to a regular bathroom till the end of her Sissy day. She should wear a bonnet and a little sissy dress that is real short with her frilly panties showing from under neath. I know that would get a lot of attention! Happy Easter Sissy, it has been a year full of wonderful Sissy days, I can’t wait to see what this year brings…..

 Sissy training