You had a thing for your teacher from the first day of class, but you never imagined that she’d feel the same way…now, the two of you fight to spend every free moment together – her, teaching you exactly how to be open and honest about your sexuality, to not be ashamed of those urges of yours. No matter how dirty or deviant they seem. Last time, she even used her thick strap on to pop your cherry…yes, that one! You never came so hard in your life!
Now, it’s a long weekend and your parents are going away. You invite her over to spend the weekend exploring together. What she tells you, as she straddles you and strokes you, has you on edge immediately: she wants you to be a good bitch boy for her. She’s going to teach you how to eat ass, how to get your tongue deep inside her holes…and how to take it, too! She slurps your cock and your asshole until you’re ready for her big strap on cock.
As she fucks you, she details exactly what she has planned for you this weekend! She takes pictures of your cock to post online, advertising your holes as open for anyone and everyone. She smiles, leaning forward to soothe you with her comforting words, encouraging you to embrace your inner bitch slut and take cock any way it cums!

FEMDOM, FEMDOM POV, TEACHER FETISH, BISEXUAL ENCOURAGEMENT, SISSY SLUTS

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Last night your mommy and I had a long conversation about you. She was very worried that your small dick was running your life. She expressed to me your lack of pussy and how your tiny cock hasn’t really grown that much since you were a baby. She told me you should have been born a girl and that she regrets not raising you as one. Maybe then you wouldn’t feel so bad about not getting any pussy. We decided that I will be taking over as your new mommy and that I will be feminizing you from now on. I think your new life as a girl will be more fulfilling and you will no longer have to deal with the pressures of the male role. Now sit down and listen to mommy as I go over your first new lesson as a girl.

Category: MOMMAS BOY
Related Categories: SMALL PENIS HUMILIATION, SISSY TRAINING, FEMINIZATION, SISSY SLUTS, PUSSY CONTROL

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I need to talk to you for a moment. I understand I am not your birth mother, but that does not mean I don’t demand respect. You have not been pulling your weight around the house and it’s time to put a stop to that. I’ve seen your browsing history. I know you’re a fag. If you are going to be such a slut, I may as well earn a profit from it, right?
That’s why I am placing special ads up on Craigslist, just for you. Maybe if you do a good job I’ll rent your holes out for more than $20. Here’s a big, thick black dildo and a nice heavy buttplug. I expect you to get your practice in, keep those holes nice and loose for Mommy. Who knows, maybe your slutty ass will like being whored out. Now open your mouth for Mommy. I want to watch you slob this cock off just like it’s the real thing.

Category: SISSY SLUTS
Related Categories: MAKE ME BI, TABOO, BIG TITS, SISSY TRAINING, FEMINIZATION

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I can’t express how disappointed in you I am, son. You haven’t grown up to be any kind of boy. In fact, I am almost certain you’ve been playing with your sister’s dolls. This is just unacceptable. I got on the internet and did some research… a lot of mothers have reported success with something called “re-diapering.” Yes, that’s right. Re-diapering. You see what I have here, in my hand? This is what you’ll be wearing from now on. But first, I need you to get a tall glass of water. I’m going to humiliate you, make you wet yourself, and make you jerk off in your messy diaper until you learn to grow up.

Category: ADULT DIAPER
Related Categories: DIAPER, DIAPER FETISH, FEMALE DOMINATION, JERK OFF INSTRUCTION, SISSY SLUTS

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You need Domme Mommy in your life, momma’s boy. Someone who can give you proper punishment, someone you can please, someone who gives you purpose, someone who is still accepting of your sissy fag choices. I am glad you are home. There’s something i need to talk to you about. I found a receipt from a lingerie store. I know you don’t have a girlfriend, so why did you shop there? Later i found pink garter, pink sissy panties, stockings in your room. Are you a total sissy boy? OMG! I always thought you would be on a football team, into sports, cars…But instead you became this sissy little fag boy who runs around in pink lingerie when i am not home.
You think you know everything about sissy lifestyle? Oh you must be delusional! If you want to be a sissy boy that means you have to SUCK DICKS, you have to take it up your sissy boy ASSHOLE, you have to swallow LOADS. You didn’t think of that, did you? DOn’t worry, i will not leave you hanging. You will be the best sissy boy there is, with Mommy’s proper training.
I will tell you all about what sissy boys do. Plus, i have your step-daddy’s huge loads that i saved from our hot sex last night. YOU WILL BE DRINKING THEM! You know your step-daddy is a total Alpha. He has suspicions of you being a little fag boy too. One of his loads will go in your mouth, the other one goes in your little slutty ass. I will use it as a lube to fuck you with my big strap-on. Ready to please mommy’s big dick? Bend over, my sweet boy! You will get the best training of your life! Once i am done with you, you will tell me how much you enjoy being a sissy boy and if you still want to continue such faggot lifestyle. LOVE, MOMMY.

Category: SISSY SLUTS
Related Categories: MOMMAS BOY, TABOO, MAKE ME BI, POV STRAP-ON, CUCKOLDING

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I come home from work and see my son laying on the couch. “Have you been laying here all day long? I told you that i need you to clean the house, make dinner. Come on, i work hard all day and all you do is lay around watching porn”. I know what porn you’ve been watching. I saw it on your computer. I know you are a sissy boy. You have been spending a lot of time on fag websites. So i am not going to treat this misbehavior of yours lightly. You are going to be punished. Oh no, it’s something that’s going to cause you lots of pain and aching. Something that you’ve never seen your mommy do. Now go in your room, pull your pants down to your ankles, turn around doggy style and wait.
Second scene: I walk into my son’s room wearing super hot black bodysuit and huge strap-on. “Oh you did not expect to see your mommy with a strap-on? I am going to fuck you nice and deep with this huge cock until you learn your lesson”. I command you to spread your ass, i inspect it, finger it, then use my spit as a lube for your little sissy misbehaving asshole. You will obey your mommy as you don’t want to upset me anymore. You have no choice but to spread your sissy ass for your mommy’s huge cock and take it deep. I want to see your asshole gape wide open by the time i am done with you. Will it be a pleasure or a punishment? You will get so turned on by your mommy’s huge cock that you will squirt your boy cum all over the place. But guess what? Mommy doesn’t like messy boys, so you will be cleaning up your cum stains.
Now on your knees, sissy son! Take your mommy’s huge strap on dick! Super Hot Strap-On Action & Dirty Talk!!!

Category: SISSY SLUTS
Related Categories: POV STRAP-ON, TABOO, MALE CUM SWALLOWERS, MOMMAS BOY, GAY HUMILIATION

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I walk into your room because we need to talk about something. Have you been sneaking into my bedroom and trying on mommy’s pretty lingerie? I always find my bras, panties, pantyhose laying on a floor and i know i did not put them there. Then another day i walked into the bathroom by accident while you were taking a shower and saw something that looked like a “butt plug” or a “dildo” laying by the bathtub. Honey, are you using it to please yourself? I knew it. There’s nothing to be ashamed of. You are what people call – a sissy boy. BUT i have another name for you , i will call you “My sissy faggot boy”. It suits you better.
I am here to help you to discover yourself…Momma loves you and wants you to be the best sissy fag boy you can possible be. Here’s what we are going to do. First i will take you shopping. You need your own lingerie. Second, i will let you practice suck your step-daddy’s big cock. He is a total Alpha. One time he told me his secret fetish, that he wouldn’t mind a sissy fag to suck on his huge cock. You will be his perfect match.
So tomorrow morning is Sunday. He usually lays in bed naked and watches football in our bedroom. You will shave all your nasty boy hair off your body, i will help you to put on your first lingerie, lipstick and off you go on your first cock-sucking moment with your step-daddy. Yea it’s naughty and humiliating BUT you will do it because I SAID SO! I provide roof over your head, i feed you…YOU WILL DO WHAT I SAID.

Category: SISSY SLUTS
Related Categories: CUCKOLDING, MOMMAS BOY, MALE CUM SWALLOWERS, TABOO, MAKE ME BI

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Mommy works very hard to make money and i am always traveling. All your do is sit around playing video games, eat, watching fag porn and text on that damn cellphone. I am sick and tired of it. From now on you will be useful around here or i will kick you out the house. I have something for you to keep you occupied.
You will suck your step-daddy’s dick whenever i am at work and whenever he desires a warm mouth on his huge cock. He loves watching sports after a long day of work, so you will be between his legs pleasing him. This will keep your mouth busy and away from video games and all that fag porn i found in your room.
He is the man of the house and in charge. You will show your respect with your mouth like a good cuckold sissy you are. Mommy humiliates son with multiple other exciting tasks.

Category: CUCKOLDING
Related Categories: TABOO, MOMMAS BOY, MALE CUM SWALLOWERS, MAKE ME BI, SISSY SLUTS

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There you are, my sweet sissy cuckold boy! I have some great news. I am getting ready to go on a date with my new hot boyfriend. And guess what? He might be your new Daddy! You need a strong MALE dominance in your life because you’ve always been such a momma’s boy. You always do what i say, you always make your mommy happy and satisfied. OH! And did i mention that he is black?!
As soon as we come back from our dinner, i want you to meet your new daddy , not with just open arms, but with OPEN MOUTH! While i am taking a shower and getting ready for your daddy’s cock, i want you to go under the covers and please his huge black cock. I want you to be a good sissy cuckold boy and show how respectful you are. If you are a good boy, i will let you put your daddy’s cock into my pussy. Do you want to see his huge cock fucking your mommy’s pussy? Yes you do!
As i am getting ready for my date, showing off my new sexy lingerie, putting on my dress, shoes and talk to you about all your NEW Cuckoldig “Good Boy” duties. If you still want to live in this house, you must please daddy’s big cock. Show him That “I Raised You Right!”
Love,
Mommy

Category: CUCKOLDING
Related Categories: MOMMAS BOY, SISSY SLUTS, COCK WORSHIP, TABOO, FEMALE DOMINATION

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Mommy makes her sissy cum one more time for her but this time decides to hike her skirt up nice and high to encourage her little sissy to cum nice and hard for her even thought it was her 3rd milking of the night!

Category: SISSY TRAINING
Related Categories: MILF, SISSY SLUTS, CROSSDRESSER, SILK & SATIN, FORCED EJACULATIONS

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