You started out as such a beautiful boy. Dark locks, strong chin, beautiful eyes. I was hoping you would have the manly cock to go along with how handsome you were. As you grew I realized you were cursed with your father’s sad little prick. Looking at it makes me sick. So my dear boy, I have begun unbeknownst to you, hormone treatments. I have scheduled and surgery for your transformation. I have already redecorated and room, I have a few other changes in store for you as well. Since you have not become the man I had hoped you would be. I am going to turn you into my perfect sissy slut. Your journey starts now my sweet girl, let’s get ready!

Castration, Castration Fantasy, Coerced Bi, Female Domination, Female Strap-on, Female Training, Mommy Domme, Mommy Fantasy, Sissy Training, Small Penis Humiliation

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Brianna wants to show her son how to pleasure a woman. It’s about time he finally learned. After today he will do this for his mother and sisters. Brianna’s son has already been locked into a very tight chastity cage. He won’t be pleasuring anyone with that little nub. Instead, Brianna straps a dildo into her son’s mouth. It will be one of her son’s responsibilities from now on to make mommy cum. Brianna’s son does not like the gag, but mother straps it on anyway. The dildo is a nice decent size, unlike Brianna’s sons locked-up little parts. Brianna’s going to be so proud of her son when he finally learns how to get a woman off. Brianna has her son lay flat on the bed and sits on his face while riding the dildo. Mommy climaxes on her son’s face while he remains locked in his little cock cage. Brianna then teaches her son another position. This position, the one with him kneeling at the foot of the bed, is the position his sister favors for her orgasms. Brianna enjoys a second climax in this position. Very satisfied with her son, he decides now is a good time to bring up some of his problems at school. Brianna’s son confides in her that one of the teachers does not approve of how he dresses. Brianna assures her son that she will go to the school and have a talk with his teacher about the feminine clothing she prefers her son to wear.

Category: FEMALE DOMINATION
Related Categories: FACE SITTING, CHASTITY MALE, DILDO FUCKING, TABOO

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When Mommy checks in on her two little munchkins playing, she’s surprised to see her young son with an obvious boner. “Does this happen a lot when you two are playing?”
When she finds out that playing with his little sister often gets his penis hard, Mom decides to teach these two a new game. Pulling off big brother’s little undies, she encourages his little sister to touch and then kiss the young boy’s erection. Fascinated and more than a little turned on, Mom shows her young daughter how to stroke her brother’s cock. Explaining that from now on whenever he gets a hard on, it will be sis’s job to help him with it. Both her offspring seem to really be enjoying this new game their perverted but loving mommy taught them. When big brother blows a huge load from his sister’s stroking, Mommy makes them promise that she gets to watch every time they play their new, secret game.

Category: TABOO
Related Categories: AGE REGRESSION, MILF, HANDJOBS, MOMMAS BOY, FEMALE DOMINATION

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Good, you’re still up. I know you’ve had a long day. Your girlfriend was over for quite sometime, and I feel like we need to have a little.. chat. I know you two are engaging in sexual activity.. and that’s fine.. but what worries me is I checked every trash can in the whole house and I didn’t find any used condoms or condom wrappers..
Just in case you’re not quite sure how to use it, I’m going to show you how to use a condom properly. I brought something in to demonstrate on for you.
Mommy doesn’t mind if you want to have sex with other girls.. but you can only keep your semen in the family. It’s precious. And it’s only for me.

Category: TABOO
Related Categories: MILF, CREAMPIE, VIRTUAL SEX, SEX ED, FEMALE DOMINATION

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I’m so glad you decided to join me for dinner tonight instead of going out with your friends… I’m just so lonely. Your father’s working late again and… would you like to have some wine? It’s okay, darling… you know I wouldn’t steer your wrong. It’s okay. Go ahead and drink. You know you want to… oh, did my poor son-in-law pass out??? Oh, you poor thing. Well, no matter. It was just the powder I slipped into your drink. Well, it causes that AND your heart to slow until it stops all together IF you come. Yes, if you ejaculate, darling. After one hour, the powder won’t work anymore… Oh, you’ll just avoid coming, then daddy will be home, and he’ll realized how fucked up I am and just divorce my ass??? Honey, language!!! No, I’m afraid I lied about that too. Your father’s not working late he’s… well, he’s . Yes, he’s a goner. It’s just down to you and me now and … well, I have another confession to make. Your mother didn’t just fall into the pool and … no, I pushed her. You see, I found out your family is rich and well, I just HAD to have all your money. Now, you ARE good at distracting me and making me pass the time! No, no, no…. the hour will not end with you still alive. I’m going to make you come. No, honey, you can’t resist me. I’m going to pull down your pants so you can stroke your cock if you want to… Trust me, honey. When you see how convincing I can be, you’ll be so overwhelmed that you just won’t be able to resist. NO ONE can resist me… I’m going to slowly strip off my clothes now, and…

Category: TABOO
Related Categories: DILDO FUCKING, MILF, FEMALE DOMINATION, FEMDOM POV, PANTYHOSE/STOCKINGS

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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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Listen, son. It’s time I told you the truth: I’ve always wanted a daughter. Your gender has always been a disappointment to me. I’m going to castrate you now before it’s too late, keep you small and feminine and sweet forever. It won’t hurt for long. If you hold very still I might even let you stroke it one last time before I replace it with a nub of a clit.

Category: PENECTOMY
Related Categories: MILF, MOMMAS BOY, FEMALE DOMINATION, FEMDOM POV, BIG TITS

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Mom knows you’re a beta. You just ooze a total lack of game. That’s why she’s giving you a special gift this year: a personal masturbator, anatomically designed just like a real, live pussy. Consider yourself lucky: this might be as close to fucking a girl as you ever get. You’re going to blow a huge load for her this Christmas as she counts you down, instructing you in exactly how to use your new toy.

Category: JERK OFF INSTRUCTION
Related Categories: MOMMAS BOY, TABOO, BIG TITS, CUM COUNTDOWN, FEMALE DOMINATION

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Hello my cuckold boy,
Mommy is back from one of her dates. As always my pussy is so wet and covered in multiple mens cum. Your momma has been pretty slutty lately, looking for a new daddy for you. That requires me going on a lot of dates that always end with me fucking. You are a good boy. You always take care of mommy’s dirty creampie pussy and all her undergarments covered in sex juices. That really makes your boy dickie hard, doesn’t it? After telling you all about your cuckolding clean-up duties, making the guidelines clear, i show you a special treat i brought home for you – used condom from one of my dates. You will slurp it off mommy’s wet panties and suck every drop clean. You love your momma so much!

Category: CUCKOLDING
Related Categories: MOMMAS BOY, MALE CUM SWALLOWERS, COCK TEASE, TABOO, FEMALE DOMINATION

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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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