Category: Sissy training

Hardcore Sissy Time

Sissy training

 

I’m so fucking good at sissy training that I could give a master class on dominating wimpy little woman wannabe’s.  I’ve been known to be a bit bitchy at times, that’s probably what makes me such a natural at bossing around all those prissy little bitch boys.  I totally love doing it!  Making those rosy cheeked chuckle heads do any and everything I want satisfies the raging cunt inside of me like nothing else can.

Don’t get me wrong, I love to get fucked like there’s no tomorrow and filled to the brim with cock juice on a daily basis, but all of the skinned knees and rug burnt butt cheeks, all of the face slaps and strangulated titties, all of the bruised cervix’s and prolapsed assholes will build up a crazy type of rage in even the most mature sexy women.  Well I’m two of those three things.  The bratty little bitch in me can only be submissive for so long before she has to bust out and break the will of an unsuspecting little bimbo boy who thinks I’m just going to teach them how to dress and act like fucking Barbie.

There are no pink dresses and bouffant wigs to begin with, you have to earn those.  First, they get stripped and whipped before anything else.  Those untrained asses can’t take much abuse and they always put their hands in the way to stop the flogging, so that’s when we bring out the ropes.  I know a thing or three about being tied up and you can bet your sweet clitty that all of my guy-girls get bound and gagged so I can properly maul their fairy flesh.  They don’t tell me when they’re done, the color of their skin does.

Just in case they can’t control themselves and manage to get one of their clammy hands free of my knothold, a tiny cock cage for their pathetic little chick pricks are perfect for ensuring that they can’t touch themselves before I want them to.  No little clitty gets any action unless I say so.

They have to get fucked just like a real woman does before I let them put on any girly clothes at all.  My strap-on skills are beyond compare, I make them see what it’s like to have your face shoved into the floor while 12 inches of thick pole reams out their tight little rims for what seems like an eternity.  Even then, I only let their clitty’s cum when I shove that shitty she-schlong into their stupid mouth’s and violently fuck their throats.

If they thought mommy sex was going to be soft and sensual, they quickly learned they couldn’t have been more wrong.  And if they thought one round of manhandling classifies them as a real bimbo and scores them a pretty pink dress, then they definitely have another thing cumming.

 

Domination To Dream Of

Domination phone sex

 

I have a new little bitch in need of domination wanting to worship my hot body and my swollen belly.  His cock was dripping at the thought of me and the human housed inside me giving him some deviant directions last night so I put him to the test.  I made him kneel before me so I could piss on his stupid face, then made the worm remove my pee soaked panties with his teeth.  I forced them into his willing slave mouth and rubbed them on his tongue a bit before ordering him to put them on.  When he decided to be a disobedient little cunt, my slutty sadist daughter came slithering out of the woodwork with a spider gag in one hand and a riding crop in the other.  She gets off on torturing my servants.  We strung him up and I fucked his mouth with a big, black dildo while she violently jerked him off and tugged on his little balls.  I moved the dildo from his face pussy to his ass pussy and choked him out with a riding crop while my daughter sucked his wang.  She didn’t stop and neither did I.  We forced him to cum again and again until his limp little noodle spit out nothing but air.  He was a pretty typical sub bitch, but he’ll do.

 

I Love Sissy Training

sissy trainingI have a confession. I love sissy training. I wish I had a sissy son. My son, however, is very manly. He does have a friend though who loves my panties. And not for the typical horny boy reasons. When he was in high school, he was a staple in this house. His parents traveled a lot for their jobs, and he would shack at our house for a few days almost every week. I grew to think of him as a bonus son. One day, I caught him in my closet. He was not jacking off with my panties. He had them on. He was trying on my garters and bras too. He clearly loved the way they felt. He had a naturally lean and young body. His body was feminine. Hairless, soft and lean. I told him it was our secret. That was ten years ago. Now he is a young man with a girlfriend and a real job, but he still comes over for some sissy fun. I think mature sexy women are more open about things like this. That is why once a week he comes over. We play dress up and I peg his ass. He loves my rubber dildo up his back door pussy. I have been trying to convince him to get the real thing in his ass. I know I could get on Grinder and find him a bull to fuck his virgin ass. Well, maybe it is not completely a virgin ass. I have been fucking him for 8 years in his sissy hole, LOL. He sucks it clean too. He is very obedient too. Now, I have taken him to glory holes. He has sucked his share of cocks. He does love cum. He is just afraid his wife will find out. Personally, I think women would be just as upset to discover their husband is sucking cock at a glory hole as they would be learning their husband is on Grinder to get his sissy hole fucked. But I go at his pace, respect his boundaries. I love training sissies on and off the phone.

We Love Sissy Phone Sex

sissy phone sexMy daughter and I love sissy phone sex. We get to pretend there is another girl in the house. Morgan loved dollies when she was younger. She had a huge collection of dolls, and she would dress them all. Having a sissy in the house is like having a life-sized dolly. Yesterday, I brought home a sissy to play with us. I met him on a sissy site. Turned out he lived nearby. Morgan was so excited that she jumped up and down. She ran to her room quickly and came back with her make-up bag and some sexy clothes. This sissy had a small, feminine frame, making it easier to dress her in our things. We are both slim. So not every sissy would be able to wear our clothes. I was a make-up artist for years. I worked for Vivid studios and did make-up for their porn starlets. I know how to make a woman look slutty. Plus, I can retouch that makeup after a few dozen cum shots to the face. I had this sissy, with my daughter’s help, looking so pretty. My daughter dressed her in a pink laced and ruffled dress she wore for Easter one year. The main reason we have kept so many of Morgan’s pretty dresses from her youth is for sissy training. I mean you never know when you might meet a sissy, right? We had this boy transformed into a total femboy. Morgan called some male friends she knows to give our sissy a proper introduction to the sissy world. When the friends arrived, they bee-lined to our sissy gurl. I am not sure they knew she was not born a girl. I mean Morgan and I do good work. Our pretty little femboy chugged all their cocks and their sperm too. She popped her sissy hole cherry too. It was a proud sissy trainer moment. This sissy mom enjoyed the show.

Sex with my sister and grandpa

sex with my sister

I love pawpaws full undivided attention. I’m not particularly eager to share. My mouth waters whenever my granddaddy shows off his old pecker. It might be old, but it looks better than many boys my age. Grandpa can plunge his cock deep inside my twat whenever he’s n the mood to do some perverted things. I knew grandpa was a freak since I discovered his secret porno stash.

Grandpa had an appetite to fuck young girls that made him melt. Now that my sister is older, he wants to have sex with my sister and me at the same time. He begins to tell me one day over our hot sexy exchanges thru text that he has a getaway in mind where he will take the both of us.

 

We would enjoy some sea breeze and get to swim in the ocean. It would consist of a hotel room for the three of us and lots of naughty time.

Sissy Training w/ Mommy & sister

sissy training

He needed his sister and mommy for sissy training. We had just come home from shopping and Daisy went to her room to change. I heard her scream and then began laughing her ass off. I had to go see what all the fuss was about. And there my son was. In her dirty panties and my big bra with lipstick smeared across his face. 

 

The best part was his little clit stick sticking up out of her panties because they were too small for him. The big cups on my bra were comical as he tried his best to keep it on. My son had embraced cross dressing in an attempt to deal with his little dick. 

I told Daisy to get the emergency sissy kit we have for some of our Johns, I knew just how Daisy and I could help our sissy kin evolve into a cock sucker little sissy slut! 

I sent a mass message for an emergency cock for him to suck too! If we were going to do this right, it would be the sissy phone sex talk of the town! 

I want to be daddys pregnant slut

pregnant slut

Daddy, I want to be your pregnant slut. I like your cock at all times. Let me be the one you dote on and make feel special. I’m your princess already, but the completion between mom and I and my sisters is driving me nuts. I’m so willing to make daddy days better. All I want is all his attention. All your undivided attention makes me feel like the only girl in the world. Daddy, please fuck me first and last. It is true. I want to be your sweet girl always. Let me be the first thing on your mind and the very last too.

It may be selfish, but daddy knows how to fuck me silly, and that’s all I want. Everyone else can wait their turn. Daddy belongs only to me and no one else.

Auntie Cucks with you


aunt phone sexBeing an aunt phone sex whore to a big dicked boy is fucking hot!

I didn’t realize how much my nephew had to grow. God damn his cock is getting big, I thought to myself as I measured his inseam to fix his school pants. I told him I had to lift his balls so I could measure the rest of the way. But I wasn’t fooling him he knew I just wanted to cop a feel of his young nuts. We were all alone in the den, and suddenly he is grabbing me by the hair and telling me to suck it bitch. My nephew showed me no mercy by taking control of my mouth! This young big dicked boy wouldn’t let me back out. Then he growled and deposited his sperm in the back of my throat. I heard my husband gasp as he pulled out of me and splattered all over my fucking aunt face!

No worries, I just licked my lips and told my husband to join us.

Even though it was my nephew, my cuckold husband knows what his job is. He used to let every last drop of cum up right in front of my nephew. When you love to be my nephew today and have my cookie husband lapping up your mess?

P-man and sissy phone sex Hubby

sissy phone sex My husband likes to confess his sissy phone sex longings just like the next little dicked husband. He tells me that every time I write about him, he feels so humiliated that he just wants to go suck a cock at the glory hole for me. My princess loves to drive the SDH sword even more. She says she loves watching me get filled up with a big cock and she hopes to be fucked by men as big as the cocks mommy takes! My husband’s a decent guy, he just doesn’t have a decent dick! My princess has a nice tight little cunny for him right now, she really doesn’t mind his cock as much as I do! He had to come to terms with me fucking my brothers big cock and then, the fact that I cheated on him with any man with a big dick. He had to get in line fast with the whore side of me! He has evolved into a cuckold, P-man and I know it’s the right thing for our relationship. He never knew the thrill of humiliation, and watching his woman get fucked the way she is supposed too! It gets him off too. He gets so turned on that the next thing I know he has my little daughter sucking his cock as I’m getting filled up with a huge dicks cock cream! My men who call me for mommy phone sex, love to tell me what a lucky man my husbands is, but my princess needs a real cock soon! I have to agree with that!

Last Swim Party

Mommy Phone sex You ready for this taboo mommy phone sex tale, daddy?

My daughter’s best friend was having a birthday party. The last swim party of the season, I had to bring my sweet princess to see Sandy and have some fun in the pool. Her Daddy met us at the door and said that we were going to have to wait a while because Sandy wasn’t ready yet. But he has something sexy for mommy to wear. A nice stars and stripes Bikini that showed off my beautiful D tits and shaved mommy pussy poking out the sides! 

My Princess was so happy to be playing in the pool with her own little bikini riding up. 

Then low and behold comes out little Daniel in his own Hot Pink Bikini and lip gloss. His little pink peter was hanging out the sides along with his hairless balls! If you know this P-mommy, you know I can’t resist a sweet young sexy boy like that! I bent down and kissed him on his lips. Yes this boy had already undergone some sissy training from his own Handsome daddy! In no time at all I was sucking a little boy dick as his daddy finger fucked his ass. My daughters best friends daddy moaned out loud “Can I touch you daughter!” Of cuking course he could, we would share our slutkins and get off hard at the last pool party of the season!