Category: Sissy training

Sexy Mommy Madison Pegs Boy Asses Too

sexy mommyBeing a sexy mommy never bores me. I welcome all the attention I get from younger men. However, I enjoy the attention I get from girls too. Morgan acts like my wingman for both young guys and girls. She is home with daddy and through mid-January. One of her coed friends, Kayla, got displaced for Christmas. Her parents took a cruise without her and her brother. So, I told Morgan to invite them to stay with us for the weekend.

I even went shopping for them to get them a couple gifts. They deserved to have some presents to open on Christmas day. Kayla and her brother could not believe how generous my husband and I were with them. And I swear I had no ulterior motives. I am a loving, maternal woman. No way would I ever leave my offspring alone on Christmas.

Kayla attends the same college as my daughter, but her brother is still in high school. For the first couple days, nothing naughty happened. But as a sexy milf phone sex slut, I did harbor some naughty thoughts of a threesome with a brother and sister. I often wish I had a son for me to fuck and a brother for Morgan to fuck too.

Sometimes, I Enjoy Pegging a Teen Boy in the Ass

However, if Morgan keeps bringing me cute boys, I do not need to worry about getting young cock. I walked in my daughter’s bedroom on Christmas day and found the three of them fucking. I felt left out of the fun. As the matriarch of the family, I deserved to have that hard cock. But I settled for Kayla’s warm wet pussy. Turns out the brother is a beta bitch boy to his sister. Apparently, he has been submissive to his big sister for years.

I felt a connection with Kayla. She turned her brother into a sex slave. And I turned my daughter into one too. We made the boy watch Kayla, my daughter and I in a daisy train. Once we came, I broke out my strap-on and we all took turns fucking her brother’s ass. He needed some sissy training. So, I did not get a teen dick for Christmas. I got something better. I got a boy’s tight butthole and some sweet teen pussy. Merry Christmas to mommy.

Sissy Training Xmas with my little dicked hubby

Sissy training

It has been Sissy training xmas with my little dicked hubby. 

Did I say little tits and meant to say shrimp dick! Nah he’s a good submissive man he just has got a little bitty dick and a desire for some cock on the side. And this year I figured he’d figure it out but I no longer want his dick and neither does his daughter!  So this time I’m going to give him a real treat and let him watch us fuck a real man. I’m sure he’ll like that much better.

But in the grand way that I do things I decided this month was going to be his month! What I mean by that is of course I went out and bought him loads of presents! Kinky phone sex Isabella gives her husband a new little sissy outfit and toy just for him every day of Advent! I started him off easy the first with just a little rubber pink chastity cage and a pair of silky red panties. 

Then for the following Advent calendar days, I gave him more and more gifts, each more daring and more revealing than the last. On the final day, I gave him a surprise he could not have expected – a real man to join us in our bedroom!

Sissy Training xmas with my little dicked hubby with some fat cock and cuckolding!

It is true, In the following days, the outfits got much more glamorous and the sex toys got much bigger. Well, not the chastity cages they all seem to be pretty little bitty! Today he has on his metal cage painted in red candy stripes and has had it on for about 2 weeks now!

He’s lucky he gets to watch Mommy and daughter finger fuck and play. But these last few days till Christmas it’s going to be all about mommy and daughter getting the biggest fattest stranger cock in their fucking cunts! Sissy daddy that he needs cock just as much as we do! And the best thing about everything is my daddy and uncle are flying down. I hope my Sissy phone sex faggot husband has so much cum that he drowns! 

Sucking My Sisters Clit While Her Ass Hole Is Fucked Open!

Family fuckingI felt her sweet little clit getting so hard in my mouth while Jimmy was ass fucking her hard. He was pumping that cock in and out and every thrust I could feel her little rose bud clit throb. We made my little slut sister cum like 4 times in 10 minutes! She was moaning and groaning as I sucked away at her hot little box while Jimmy ravaged her butt hole. She was becoming such a good anal fuck whore for men; I was so proud of the bitch she has become. 

We have been training her holes for months with cocks, toys, etc and she has gotten so good at taking whatever we give her. She is becoming just as good as me and our father, uncles and brothers are so fucking proud of her. She knows how to gape her teen ass hole open, she can squirt with a cock up her ass, she can get DPd and she sucks cock like the best little incest whore ever. We are such a proud family; we can’t wait to show off her skills to anyone who wants a piece.

Daddy says she is turning into such a good piece of pussy and ass; he uses her almost every night because she makes him so horny. I am so thankful to have such a loving daddy who wants nothing but the best from us. He has trained us so well to be the best living/breathing pieces of fuck meat we were made to be. Our mommy has made sure to give us so many rewards for being the perfect sister whores for the men in our life. We are such lucky sluts that our daddy treats us right. 

Some cunts aren’t praised nearly as often as we are; so we are so grateful for the way we get treated. Sometimes we fail as whores and don’t always live up to the potential we have been trained to have. We have messed up and have been unsatisfying to men before; it warranted a major punishment. Thankfully our daddy wasn’t as mean to us as he could have been. Other girls get severely punished, brutally degraded, force fucked until they cry, etc. Our daddy usually would just spank us, make us rim his ass all night, tell us we can’t cum for a few days or weeks, etc.

When we would mess up or not do a good enough job he would just make us spend days in re-training and re- evaluating the rules of being a cunt and cum rag. We are so lucky to be owned by a good man and used by other good men who are not as hard on us as they could and should be. It is important to do and be what we are put on this planet for. If you can’t subject yourself to the truth and acknowledge what you are good for then you will fail and make your superiors angry. So, we make sure we are the best set of fuck objects a dad, mom, and family could ask for!

Mature sexy women exposing her dark sides

Mature sexy women

Mature sexy women have dark sides that they can only expose in certain places. Dark past led to the cycle repeating, but on my terms now. My princess is very much spoiled by me and her daddy. His micro penis is perfect for her itty bitty bald cunny and mouth. Daddy gave me everything I wanted but he neglected his son. Nd that turned out to be a blessing and a curse for me.

My brother force fucked my tiny ass for months and I never understood. Daddy why did you turn my brother on me??? Because Daddy had sick perversions, or so he thought. To me they are natural and most men will accept a bald cunt over a milf cunt.  I now am the one to be with my daughter when she is put up to daddy as a play toy. 

Men with little cocks like Chris who really, really wants a little tot for his 2 inches do not even set off alarms in me as a p0daddy.  Just a man who wants to feel a sweet one’s insides is all I see. A chance to see what other men feel when they fuck me. 

I know I am special in the fact that I experience a big cock at a young age, and understand that a small penis is perfect for a little cunt.

So whether you need a special daddys girl phone sex session while you think about a special princess.

Or know your cock is perfect to fit a lolittas cunt, this sexy milf knows what your pee-pee needs.  I’m ready to show you how sweet and tight my tight little princess cunt is. This p-mommy needs you to be the one who fills me her up with daddy spunk!  Come play with me and let’s explore each other’s fantasies. I can be the mommy that you always wish you had. Let’s make your dirty daddy dreams come true!

Collette Cougar phone sex Whore Craves BBC

Cougar phone sex

Being a cougar, I was always good for Cougar phone sex. I  have a secret desire for BBC- Big Black Cock. To me, it was the ultimate form of gratification, a type of satisfaction I so desperately craved. For years I had fantasized about it, but never had the courage to try make it happen.

One day, my opportunity finally arrived. At the local bar, I met Duke, a young man who bared a striking resemblance to one of my dreams. After a few drinks, I mustered up the courage to ask him if he would like to come back to my place.

He said yes.

We went back to my place and he made me feel alive. I felt all sorts of sensations I had never felt before and suddenly realized why I had been so desperate for BBC. Duke was an amazing lover and I couldn’t get enough.

In the weeks that followed, I found my confidence growing as I made more new friends and hooked up with more black men, only confirming my desires for BBC. Now, I was free to indulge in my every craving, and often did.

I was living my best life now, embracing my sexuality and never shying away from adventure. It was the life I had always wanted, and I was loving every minute of it.

Sissy phone sex with your own slut Niece

sissy phone sex

Sissy phone sex with your own slut Niece on Halloween~ 

I am fresh from a training session with my uncle. The old perv just couldn’t help himself when it came to all the trick-or-treaters at his house tonight. Here I am thinking I was going to be spying on all the cute sluts in the neighborhood while he goes out drinking with his Buds. But the fucker decided to stay and try to fuck up all my fun! This dirty man decided he was going to be Tarzan and be right behind me in my cute little outfit the whole night coping feels and saying nasty things in my ear. The jig is up I tell him as I push him into the basement. “Drop your pants loser!”

Sissy phone sex with your niece on Halloween proves butt a licous

Teen phone sex with your niece proves to be a great butt fucking experience for Uncle Pervert! Bella takes off his lion cloth and shoves a lubricated Butt plug up his ass. “Listen, dirty old man, the cock you have is perfect for little holes but tonight is my night!

You do not get any of my sweet ones!” I yell at my stupid fucking Uncle. Besides, Trick or Treaters await and I have all the candy! I love hearing his cries for help as I shut the basement door. He will get his butt fucked hard in a couple of hours. Knowing just what he needs is getting me wet. 

When I have had my spank bank filled with sexy princesses and daring little supermans I tend to my uncle’s ass hole. My strap gets all the action. Although I wish it was a slutkin or two instead. Without him here I might have had a darling eating me out! Incest phone sex combined with the powers of a young whore who likes to fuck you up the ass. 

Domination phone sex with limp dick Canadian Bondage boy.

Domination phone sex

Domination phone sex with limp dick Canadian Bondage Boy. Without delay it is do you like bondage. Now, it is that question or what your kinks are. This I will tell you is every single day event. Beginning of every single conversation. Without miss. Without delay.

I am a dominate bitch that will tie your ass up. Wrapping that rope tight around you and hang you by your wrists from the beam. Far enough from the ground that your toes aren’t able to touch. It is indeed a soundproof dungeon.

You have not earned enough of my attention for me to watch you struggle against your bonds. I will say you have the begging down pat of the submissive little bitch that you are. Please write me back. Guess what bitch, you’re made to wait because we all know you can’t get that tiny little limp dick up and too embarrassed to tell the truth by actually giving me a call.

You wanted details, this is your details sissy little bitch. Your mommy is spanking your ass for the sissy humiliation you want so very badly.

Do you like bondage?

Besides being tied, hung from the rafters. I must say that I will make sure you are never free and seeing as how I am not in the mood to listen to your little whining ass, well then I will cram a kerchief into your mouth causing you to gag on it will placing gorilla tape over your mouth.

To be sure I want you in pain you little bitch. The gorilla tape will hurt much more than duct tape. Ripping it off will take some skin and give you ruby red lips. No lipstick required. Paint your fingernails and put a live camera on you as I dress you up into a little sissy bitch. You might as well be useful to me. We all know you are impotent so let’s get you fucked and in pink for all the world to see you as the real you.

You may say please some more. Can you please give me more details? I just did. Let me hear you say please some more and remember I am your master. You are the submissive. Since we know we can’t get you up, perhaps turning you into a sissy bitch will get the others off at the very least.

Sissy training My husband with my daughter

Sissy training

Sissy training My husband has taken a long time. But he finally sees that he is my puppet and he deserves to be treated this way. The cream of the crop is that my sexy young daughter has now taken the reigns on her very own daddy. Once, I asked him if he regretted marrying into a big penis family. Of course, he says no, he loves his ladies getting fucked the way they should be. That was until my princess started rejecting his dick.  He was shocked and embarrassed. He was no longer in control of the situation. Hubby is begging for mercy and humiliation from my little girl.

My husband is a sissy fag and our daughter helps me dominate him!

Now, he is completely under my mommy and petite daughter’s spell. Admittedly he is having issues with her not wanting his small little p-man dick anymore. We have come a long way from simple brother and daddy cuckolding. Of course, knowing that he loves his little girl’s cunt so much has helped me to hold power over him for these last few years. Sometimes I get sad for a minute when I think about her denying Daddy.

Though… I could never deny my own daddy and his big 8-inch prick! My brother will just have to substitute for being her daddy now. Daddy will do anything he can to please us, even if it means being our bitch. Shrimp dicked daddy has become our submissive slave and we love the power we have over him. Now he must clean her cunt and mine at the same time. I can’t take everything from him! We still love our sissy daddy and Husband. It is just a different kind of love that has metamorphosed into cross-dressing and fluffing for us!  

Sissy training from mommy will have you licking my creampie pussy clean

My youngest male offspring gets Sissy training every time that I get fucked. Her sissy job is to lick the leftover cum from my holes. “Use your tongue to scoop up all that cum out my cunt” I asked him to do while I spread my cunt. Just make sure you don’t leave any semen in my cunt. Then your tongue wiggles trying to scoop as much as you can out my pussy.

Sissy training

“It tastes yummy doesn’t son?” I ask you as I push my cunt harder onto your mouth. “You love the way mommy’s cunt taste like cock don’t you son?” I asked him as he slurped away. After my son licked my cunt for a bit, it got me horny. Therefore, I put my double-sided dildo on. “OK my sissyson, it is time you get fucked”. You know what that means because you bend over and spread your ass for mommy.

While I push my strap cock inside you, I say, “fuck mommy back with that pussy”.  Because the harder you fuck my strap the harder if fucks my pussy too. Finally, you started fucking my cock back just like I need it and it made mommy squirt soo hard.  You love your Sexy mommy and will do anything for her even clean the cum out my cunt. 

Sissy Training 101 with Mommy Susan

sissy trainingSissy training can be some guaranteed fun. I love when I can get with my sissy’s and their perfect sissy selves.  You either know or you know.  Who doesn’t have a fantasy of dressing up in your girl’s soft satin panties and laced push-up matching bra? The material alone around your cock feels amazing and no one will tell me otherwise. If you haven’t done it, you’ve thought of it.  No we aren’t talking turning you from Bruce to Caitlin. Although nothing wrong if that’s your thing. and bend over for mommy.

Show me that smooth little pussy and give it to me so I can stretch those little holes out.  You never know what big fun guests may be around the corner to viist your holes and need some practice.  That’s what I’m here for, rest assured!

Mommy Susan will play with you, dress you up. Put on all the silky stuff to make you feel like a sissy slut pricess.  I may just bring my nice big strap on along for um, well, practice.  Practice for what you ask? Well a lot of my sissy’s are aching and throbbing for a bbc to fill them up.  Their holes need love too, right?