Category: Sissy maid training

Sissy Son Eats Mommy’s Wet Pussy

Sissy boy phone sexI know my sissy son is a cock-addicted slut and he doesn’t deserve to come anywhere near my pussy, but I need my pussy eaten so bad and I knew he was too weak to fight me. Sissies like him can be used by anybody, even me. I rubbed my wet pussy on his face, squeezing my thighs on his head. I told him I would fuck him with my strap-on if he ate Mommy’s sweet pussy. That cock whore became my pussy slut, slurping up my cum and eating me out like a good cunt eater should. I want his dick sucking lips kissing my pussy and making me squirt.

When he made me cum ten times, I decided to reward my slut with a big, black strap-on. He hasn’t had a cock this big before, and I didn’t give him any warning when I slid the entire cock inside of him. He kept begging me to give him a break, but I knew that he loved feeling that cock inside him destroying his insides. Besides, I don’t take orders from sissy whores.

Sissy maid training worked well on my now cock craving son

Sissy maid trainingI am a Sissy mom and I might even be the reason why.. I couldn’t help it!! I’ve always wanted a daughter but didn’t manage to have any. So, I let his hair grow out and started buying him barbies and makeup.. I sort of groomed him into being the cock craving faggot he is. When he came to me about his woody, instead of telling him his peenie was for mommy’s pussy hole I led him to my ass. He shot his first load inside of my asshole!

I wanted him to know what it was like to have his prostate massaged so I would have him watch porn with me while we self trained sucking on rubber dicks! As we would train I would tell him that he was never going to have sex with a woman, he was going to be a whore for cock.. Mommy’s personal cum eating slut! I wanted him to follow in my footsteps… I taught him his man pussy could make him tons of money.. I wanted him to enjoy being used by men and accept that he was and still is nothing but a fuck toy, nothing but holes to be used. I started inviting men over to use and abuse all of his sissy holes.

I obviously had to prepare him for that day through Sissy maid training… I started using a strap on and having him use his hands to stroke while he sucked on my bulging rubber dick! He was finally ready for the world.. I started off by having one of my reg clients come over and jacked his big veiny dick into my sissy sluts mouth.. He dropped his jaw and took it deep! I wanted his first time anal stretching on a nice piece of meat. I was rooting for him, as he slid his virgin ass down a 10 inch stiff dick! I promised him if he took it like a champ he would have a nice box of treats left on his bed for him to enjoy.. My sissy fag has become an addict to pleasuring cocks.. he even brings men home from gay bars and we take turns slurping, fucking and draining their cocks! He did well as a first timer and he’s only improved since. His faggetry makes my Mommy whore cunt soaking wet!

Sissy Son Becomes Mindless Slut for Father and Brother

Sissy training phone sex

The best part of being a sissy is being used like a mindless slut. Men with big cocks love brainless fuck dolls they can fuck the shit out of. You can fuck a man in all sorts of positions, but the feminine mindset is always that you are a toy to be used. For this, you need training turning off your brain and letting men with big cocks use you. That’s why I brought your older brother and your father here to be your guides. Get on your knees and keep your mouth open so they can face fuck you and use your throat like a pussy pocket. When they tell you to bend over, you bend over without a thought. The best kinds of sluts are the obedient kind. When they both fill your tight hole with both of their cocks, all you need to do is be a good little bitch and take it. You know you love being a mindless slut, having your holes used and abused until you’re dripping cum out of every hole. Don’t think, just get fucked. You are here to make your brother and your father feel good.

Mommy Fucks Sissy Maid Son in Ass

Sissy maid training

 

The most important parts of sissy training is learning to take orders and being able to take cock well. My son has been my sexy sissy maid for a week. I put her in the cutest French maid uniform and tied a bell to her tiny balls so I could always hear him coming.  I see my little one folding the laundry on the couch. I come up behind her and grab her hips. She asks me what I’m doing and I tell her she needs to shut up and take my cock. I push her panties to the side and ram my pre-lubed 9-inch dildo into her tiny ass. She could barely take being fucked like this, which means she needs more training. Her tiny little screams made my pussy wet, and I took some of my pussy juice on my fingers and used it to lube up the cock even more. I wanted to go deeper and shoved it harder until I was balls deep inside my little one’s ass. She squirts in her panties and I put them in her mouth, letting her taste her cum. 

Cock sucking mommy Colleen needs your Jizz

Cock sucking mommy

 

Hello, I’m the local cock sucking mommy Colleen. I started sucking cock when I was young laying on my bed and family members would come get me excited. My mom said it started with her tits and that’s why I have this cock sucking addiction. Next thing I remember I would walk down the street and down along the avenue I would guide grown men. They would always follow and I would always end up down on my knees, worshipping cock. Oh they all say they follow in hopes of helping but the only way they could help me was by giving me their golden nectar.  They say I look so classy but I act so slutty. Some girls grow up to be nurses. I choose to be a street nurse; giving and receiving love and cum. Imagine how awesome it feels to bring a man back from the brink of over indulgent not worth your precious time to the most amazing blow jobs

Sissy Teen Son Learns to Ride Cock

Sissy boy mommy

 

I never had a daughter and always wanted my oldest to be a girl. My oldest son is completely masculinized but my younger son still has a very feminine body. He is light, skinny and very pretty. I got him some cute little clothes that I thought would look good on him, but he showed me an outfit that hentai women wear in something called anime. It was a cute little maid costume, so I bought it for him, and he looked incredibly sexy. I then got a bit sad that I would never be able to teach my daughter how to ride a cock. My son then told me that I could teach him how to ride a cock. I got out my dildo with a suction cup at the bottom of it so he could ride that cock with his tight asshole. I lubed it all up for him and slowly lowered his ass onto the dildo. I held the bottom so he could have some control and told him to ride it faster and take it deeper. With a bit more training, he will be an amazing sissy cock rider.

Sissy Son Dressed Up and Shown Off

Sissy boy mommy

Mommy loves taking care of her beautiful sissy son. I love to dress you up like a little doll and parade you around our family and friends. I remember the first time that I dressed him up. He looked like a dream. I got him a nice, cute blonde wig braided into pigtails. Then, I put on some doll makeup on him to emphasize his features. After that, I got him a school girl outfit to put on. Now my young one looks like the sissy that I have always wanted. She looked perfect and I brought her to the family gathering. Everyone told me about how cute she is and how they wish they had a daughter like her. You are so cute and girly. You even acted like a cute girl, giggling and having fun the whole time. You are the perfect little sissy and I’m going to dress you up everyday so that I can show how feminine you are. 

Sissy training phone sex with Mommy Penelope

Sissy training phone sex

Sissy training phone sex with sweet Mommy Penelope. Have you been wanting a sissy boy mommy to make you the best slut you can be with Sissy boy phone sex? There’s nothing I want more than a sweet little baby to call my own and treat like the cutest littles sissy slut imaginable!

Come right over here and crawl in Mommy’s lap sweetheart, let me show you just how much fun we can have together. Cuddling and treating you so sweetly, and so nicely while I give you all the love and kisses. That’s how you deserve to be treated, having you so close, rubbing your little sissy clitty.

The only thing I want you to do my little love is to come to make sweet sweet cummies for me while I play with you. Mommy Penelope has laid your pretty little sissy outfit out for you, and I’m ready to show you how good little sissy babies are supposed to be treated.

Sissy boy mommy

Halloween whore

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I love going to Halloween parties. My brother-in-law always throws the most significant lavish events anyone can imagine. I’ve had my eye on him and have to admit when my sister isn’t looking, I can see him staring at me, all hypnotized. So I told myself I would seduce him on Halloween and take his cock while my sister was clueless about what went down.

My sister is a cute young thing, and I’m much older. She’s barely in her 20s, and I’ve already graduated from the 40’s club. It’s weird to be compared to her because she will always be my young sister. I’ve got a daughter older than her.

Still deep inside, rooted in me, I wanted to fuck her new husband. This streak of jealousy in me makes me fuck other women’s men. Especially those close to me. After a few hours in, I began to get my wish. I had my brother-in-law all weak and horny, and I didn’t waste any time. Yes, I got all his

yummy cock and fulfilled my fantasies. Phone sex blogs usually have my hot stories of events that have happened to me, and I can’t wait to tell you all about what other escapades I get into.

Sissy Maid Training From Anal Sex Mommy

Since i am knocked up now I need much more help, i make my sissy boy do so many things for me. Prefect for Sissy maid training, he made sure to pick up after me and clean my messes even shave my Wet mommy pussy. 

Sissy maid training

One night I was so horny that two of my favorite bulls to come over and fuck me. They took turns fucking my mouth and cunt hole. I squirted a few times and they still had not busted yet. I decided to use my sissy boy, he will be perfect for a good bull nut milking. I called him and he was still wearing the sissy panties I gave him. I told him to help mommy out and milk her friends. Like a good sissy whore, he got on all fours and started sucking cock as I guided the other big black cock in his boy pussy. I’m an Anal sex mommy so I love watching a dick go deep in an asshole. He got fucked as mommy watched making sure he did a good job. One after the other my bull friends started cumming. My sissy boy tried to swallow every drop. All I could see was the cum dripping out of his sissy gapping asshole. Mommy made sure her sissy boy cleaned their cocks with his mouth before they went home. After that she went to sleep with her sissy son cleaning her cunt.