Tag: sissy maid training

Sissy boy mommy Christina transformed another sissy

Sissy boy mommyI love being a Sissy boy mommy; being able to train young men and teach them how to be perfect dolls! A Drag Queen that struts like Beyonce with lips like Angelina Jolie. I love watching sexy feminine boys perform live at drag shows in custom fits that they made at home. Its such an adventure to see these things; such creative minds like theirs can create. Especially, because momma manages to make a few friends.. A sexy milf and a young tranny whore tag team is everything an older man dreams of..

He gets the best of all worlds. A Sissy mom trains their sluts to be prim and proper! Nylons, garters and any sorts of pantyhose is a must.. its how you create a mysterious look that gets men wondering.. The more attention you have of theirs, the more fun we will have.. Draining those deprived cocks of the unforgettable sex they have never experienced; until today. A nice facial contour and 24hr outlast lipstick, we don’t want your lips to smudge when you are deepthroating.. Lets make sure you look like a Total: Hot slut. At all times! I am a sexy Mom with big tits and curvaceous well kept body; the definition of a MILF. I will teach you all my tricks, Sissy boy.

Lenora Scores a New Slutty Sissy Maid!

Sissy maid training

Lenora Needs Her House Cleaned

Who says that cleaning and household chores are a woman’s job. This is the main reason that I love having a great little slave. My house needs to be cleaned and I know just what to do! A Sissy maid training session.

Come right in and strip down from those man clothes you are not a man. Throw on this little french maids outfit for me. Obviously, this is not your full uniform what would be the fun in that little sissy. I grab a butt plug tail with a feather duster for the tail. Bend over bitch while I slide this inside of you. 

Perfect now, we are going to start with some dusting, Clench that fucking duster tight so it does not fall out. Bend those fucking knees and dust the tables. Feel that toy as it rocks back and forth in that tight little fuck hole of yours.

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 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

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.

Sissy Christina Takes Vegas

sissy boy mommyMy dick eating sissy wants to get pimped out in Las Vegas & my Mami friends are so ready to play! Sissy Christina would do anything to have her hot pink snatch obliterated by a big black daddy. While we are away, Christina will be my sissy boy mommy bottom for the weekend. When we get to the strip, Christina will be wearing nothing but a neon green g string and a cheetah print tank top! I need everyone to know this bitch came to Vegas to make secrets and get creampied! When I introduce the ladies to my sissy they are going to want a pussy licking demo to see if she is worthy of getting Mandingo dick. As pedestrians walk by they’ll see 4a flock of big titty Latinas taking turns face fucking a little dick sissy! If her mouth works well, we will pull out our phones and dial up the black studs we use to fill our holes. Men are dogs so I’m sure they’d love their new fuck meat! Sissy Christina will finally get all the attention she desires when their multiple nigger dicks are slapping her in the face! These hung horses don’t have time to wait and will bombard her with all the dick she can take. When we are done with her she won’t be able to sit down for a week! 

Sissy Maid Training For Sissy Mommy Boy

Mommy was giving her son some sissy maid training.

Sissy maid training

When my boyfriend with a big black cock came over. He dragged mud on my floor from his boots and right away my sissy boy showed how he has been trained right and came out in his made outfit ready to clean. He bent over, exposing his crotchless sissy panties as he licked the mud of those boots. I pulled my great big mommy tits out and my boyfriend started sucking them. I signaled for my sissy boy to come over. I told him to be a good sissy slut for mommy and suck new daddy’s dick. He came over and I guided my boyfriend’s cock deep into my sissy boy’s mouth. Watching my son sucking his new daddy’s cock gave me a wet mommy pussy. I started fingering my cunt hard while watching but I wanted more. I pulled my son’s face off his new daddy’s cock and rubbed my ass on it. My boyfriend’s big black cock was wet and sloppy, he pushed it into my asshole. My sissy boy watches me be an Anal sex mommy. He loved watching mommy get fucked in her asshole by a big black cock. I grabbed my sissy boys face and pushed into my cunt as i got my asshole fucked. I came so hard my pussy squirted all over. That is when my boyfriend started filling my asshole with cum. My sissy maid son spent the rest of the night cleaning our cummy mess up.