Tag: sissy training

Teaching Sissy what I have Learned

Sissy TrainingI woke my little sister up and told her to come with me. My brothers were so surprised to see the both of us. I know they love me for my boobs, but my sister has grown an amazing ass that I can’t compete with over the years. We started by teaching her how to kiss, the same way my brothers taught me, and I saw by how fast she got that down that she was ready for the next step. I had my brothers lay in bed side by side and I showed my sister on our oldest brother how to suck a cock. She was a natural! As if this is what she was made to do. I then had my oldest brother lick her pussy throbbing wet while younger older brother did the same for me. I then bent over and put one brother in front of me and one brother behind, letting the oldest fuck me into deep throating the younger one until he came all over my face. I then looked at my sister, as it was obvious, she needed to be fucked next. Our oldest brother had to force his cock into her tight virgin pussy, and I muffled her loud screams of pain and pleasure by stuffing her face between my legs. I might as well teach her not to only pleasure my brothers but me as well, right? Something about seeing her struggle to take bubby’s dick the way I used to made me so fucking horny, and before I knew it big brother was cumming inside of our little sis at the same time my pussy began to squirt for the very first time ever. I love teaching my siblings new things.

I have a sexy mommy and I will be one too

sexy mommy

 

I have a sexy mommy, and I will be one too. It runs in the family. Take a look from my granny to all my aunties, and on you will see we are all so boiling and naughty. My mommy has taught my sisters and me so well because she could grasp all the dirty deeds my granny would do. It is like my momma soaked it in like a sponge and passed it down to my sisters and me.

We know how to dress to impress and make someone so horny they don’t even know how to function. We all get a lot of family love going on, and we enjoy getting extra close with each other.

It is not every day you get to focus on a family like mine, so you become so intrigued when you do. It is okay to enjoy yourself with me and my family whores. We welcome anyone who wants to know us a bit more. See first hand how much we love incest, and you will love it too.

Sissy Phone Sex for the Most Depraved Sissies Too

sissy phone sexI enjoy sissy phone sex calls. I do not get them often, but as a mature woman, sissies call me. Most of my sissy callers are your run of the mill sissies. They want to dress up in mommy’s pretty underthings and maybe get pegged or taught how to suck cock. I had an extremely taboo sissy caller a few days ago. One I will never forget. He wanted me to blog our call because I think he wanted the world to know just how vile, pathetic, and disgusting he is. I have never talked to a sissy like him. My guess is there will never be a sissy like him again either. This sissy faggot wanted to suck dirty dicks. Like he had me take him to this freeway underpass where the homeless live. He was offering free blowjobs. What kind of crazy sick shit is that? He is by far the sickest and most vile sissy I have ever encountered. While he was sucking dirty dicks, he was begging for these men to give him AIDS? Like, seriously? What the fuck. I thought I was shock proof. I mean I am an extreme ageplay phone sex gal. I thought I was beyond being creeped out or shocked, but this sissy took the case begging for dirty dick. Talk about understanding that you are worthless and cannot do anything for women, LOL. This sissy knows who he is and what he deserves. I helped him suck those dirty cocks  and lick those dirty asses too. I mean if you are that pathetic to have a death wish, who am I to stop you. Homeless men need head too. If some sissy faggot with a death wish wants to be abused and humiliated so badly, I will dish it out. I will give him dirty dicks. I love sissy training, even the most depraved sissies deserve a sissy trainer.

Submissive phone sex doll

submissive phone sex

Submissive phone sex makes total sense because I have always had a sub streak. My grandpa and dad used always to put me in my place and show me that I was their little fuck slut. Grandpa loves to dress me up and color coordinate my outfits. It makes him extra horny to see me in pink. It is my color he always likes to tell me. I’m going to put on and act however he wants of me. All im here to do is satisfy his cock and keep the family tradition going.

When I taste his dick, I suck it like I’m sucking on a sucker. I wiggle my tongue all over the shaft and begin to suck it like I’m running out of time. The better I make his cock shoot, the happier her is with me, and I get the princess treatment. That is one thing I indeed enjoy. I’m always going to make him happy it’s part of my nature when it comes to satisfying the men in my family.

Best Hung Mommy

mommy phone sexI so enjoy being the best hung mommy whore in the whole neighborhood. I have a special strap on just for my boys and my girls that hangs almost to my knees. Now The Men who come in my life don’t always appreciate how good a strap on is. But my sons both have big dicks and they like to get fucked with a big dick. And my daughters, well my daughters are growing up to be whores just like their mommy dearest. Last night I laid my oldest daughter out, had her hold her ankles and put them up by her head and spread those pussy lips for me. I licked her and lubed her up with my spit first! I had my youngest son do the same only when he was wearing a pair of crotchless panties. I might have put him in a pink plastic dick cage! I wanted to see who could take most of Mommy’s cock. If my daughter or my son could take it deeper and I drew with a marker as far as I could get my strap-on dick inside each of their pussies! Who do you think took mommy’s dick more? I love being a dom mom!

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.

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!