Category: Sissy boy mommy

Sissy Maid Training is a prerogative of mine.

Sissy Maid Training is a prerogative of mine.  You need to learn how to be a good sissy for your Mommy and man. Sissy maids are awesome! You are a sissy boy and I have been training you to become a good sissy boy. You have progressed as you know how to dress and how to get a man to fuck you in your sissy boy pussy.

You now get to train on how to be a good sissy maid. That is right. You need to see to your man and Mommy’s needs around the house too. You need the right little maid costume, short. Want to see that little sissy pussy of yours when you bend over to do the dusting, scrubbing the floors, that pussy should be readily assessable.

Your man comes home and seeing you cleaning. Little maid outfit looking so cute. Lifting the skirt up just a little, you feel cock rubbing along your pussy. Don’t stop cleaning as he presses deeper into you. That’s it. Take all of him into you. He buries himself in you. Pounding you, tighten that pussy around that cock. Beg him to fill your pussy up. You want and need him to fill you up. Just like that. Cum with him.

Sissy maid training

Mommy Whore BBC Bar-b-que for her sissy boys.

Mommy whore

Mommy whore BBC Bar-b-que for her sissy boys. You know I always celebrate July 4th in Grand style. And I love me a couple of grand black cocks to fill my mommy cunt up. Just so happens this year my sons are old enough to know that Mommy is a black cock whore. They have been spying on me and watching me get pumped by that African American long dong. No, I’m too busy sucking and fucking all these BBC’s even notice them. But once I do and they try to blackmail me to tell their daddy all bets are fucking off. So I set up a barbecue I invited five of my biggest black guys over and my husband made some hamburgers and hot dogs and we drink a lot of beer. My sons had never seen so many black men cuz we live in a white neighborhood. You know they were already kind of scared. But I told him it was okay They were the best friends of mine and daddies. But it wasn’t long until I started sleeping some fucking big brown dick. And I guess they might have been a little surprised that Daddy took off his barbecue apron instead of sucking cock right with me. And I know when he looked up to find the other three black guys standing behind them with their cocks out that they knew what they would have to do. 

Mother in law phone sex is so fucking hot

Mother in law phone sex

We had such a wonderful party on the 4th of July. My daughter and Husband visited with their three young ones. My sons brought their girlfriends, boyfriends, whomever, and we really enjoyed ourselves. I did find myself alone with my son in law. Enjoying the games I play with Matt, we took some time to ourselves in the house. “Valentine, your daughter does look so much like you.” Matt always does like to flatter when he is wanting to fuck me.

“Flattery will get you everywhere.” I replied as I unbuttoned my blouse. Sheer white with a white lace bra. Nipples puckered and sticking through the thin fabric. Now wasn’t the time for social etiquette. Matt unzipped his pants pulling out his cock. His throbbing cock, thrust into me. Gasping; I grabbed his shoulders. Sending a silent thank you for putting on crotch less panties this morning.  His large hands squeezing my tits. Pinching the nipples. Thrusting deeper into me. His shaft throbbing. I could feel him pulsing inside of me. Slamming me into the wall. Biting his shoulder as I started to cum all over his cock.

Wanting him to cum inside of me, I clenched my pussy around his cock as he thrust deep inside of me. Feeling him spill his seed into me. His cum filling my pussy. Breeding me. Pulling out of me he pushed me down to suck his cock clean. Obediently, I licked his cock and sucked on it. Knowing he would get hard again. Wanting to be bred by my son in law. He fucked my mouth and when he was about to cum, I turned on my knees and lifted my ass and pussy in the air. His cock slammed into my pussy once, twice, and gripping my hips I felt him shudder and his cum fill me once more.

It really was a perfect 4th of July. Matt is one great son in law.  

 

Sissy Learns to Ride Cock from Mommy

Sissy boy mommy Tiana

Mommy loves playing with her little sissy and teaching her how to ride cock. I love getting many men and teaching her how to ride cocks from 6 inches upwards. She has been playing with her tight little fuckhole, inserting a buttplug of various sizes to stretch her out. Now, she can take a cock that is thick. The only thing she needs to learn how to do is take a big, long cock. That little cock slut is a natural. She is able to take every inch of those cocks. Mommy has taught her little sissy well. Well then, there is no reason why only she can have these cocks. Mommy is so horny and all of these men are so hard. I want them to use me just like they’re using my sissy son. I beg them to fill me up with their cum, and they pound my fuckhole just like they fuck my son. This is wonderful mother-daughter bonding.

Sissy boy mommy fathers day

Sissy boy mommy
Sissy boy mommy turns daddies into pimped princesses. Father’s day for my husband went very well, at least for me! My husband has a thing for my strap game, and turning my daughters into little lollidoms during our family playtime. He especially loves how mommies big pegging dildos fuck my little boy’s mouth and ass. We took a little road trip to the cabin upstate. I packed my pegger and harness and a few sexy girlie outfits for my girls and my sissy son.

The day did not go as any of us expected with our SUV breaking down on the dirt road up the mountain. But my sissy son and my oldest girl got some roadside strap-on action. Daddy enjoyed stroking off while he watched!  What a wonderful start to fathers Day. I have nothing to say for myself other than I enjoy being an Anal sex mommy that likes to fuck assholes when she is stressed! We got the car running and finished the pegging holiday for daddy Cum-fucking-pletly eradicating sissy and girl asses are what mommies like me lust after sometimes!

Lenora Catches Her Son In Drag

Sissy boy phone sex

Lenora Catches Her Son In Drag 

I had spent the weekend away from the house and decided to surprise the kids to see what they were up to. When I showed up however I was the surprised one. My house was completely silent and for a while I figured no one was home. Heading to my bedroom I opened the door to find myself right in the middle of a Sissy by phone sex fantasy. 

There was my son dressed up in my pink lace teddy, matching lace thong and a pair of my thigh high stockings. He even had the boobs stuffed. What the fuck!!!!! I started to yell what are you doing right now are you fucking kidding me. He turned around, but that just made it so much worse. He had my fucking 9 inch pink dildo shoved deep into his little boy pussy. How dare he violate my shit. Boy do I have a plan for him. 

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.

Anal Sex Mommy an Ass eating paradise.

Anal Sex Mommy
Anal Sex Mommy is always prepared to bring you around the world to my ass-eating paradise. Of all the places to visit in the world mommis ass is the place where you will learn the most about life. I love a hot wet tongue caressing the folds of my pussy and then darting in and out of my pink puckered ass. I know you love thinking about getting your face buried right between my big ass cheeks and worshiping my asshole. You will worship every inch of me including my back door fuck hole. It’s alright baby, Mommy will take control and sit in your face and let you have your ass eating buffet all night long. Even better if mommy brings an ass full of her boyfriend’s cum inside of it for you, right baby? You love making mommy a moaning mess as you clean her cream-pied ass out. I will spin on your tongue my big bouncy mommy tits heaving as I feed you from my shit pipe! You know just how to please your mommy Reginas ass with that naughty tongue of yours. Are you ready for some ass munching baby boy? 

 

Milf phone sex humiliations given

Milf phone sex

Some men need Milf phone sex to humiliate them for those extremely perverse fetishes. Take my man E, he has a need for some black boy cock and to be a sissy p-man who gets his ass blasted while he is pumping one of my offsprings boy butts. Sissy P-daddies have to be one of my most enjoyed sessions. Getting to tell the dude how vile he is and what a pretty sissy he will make while doing my sons is so fucking hot. Plus this old whore does have some fashion gear especially for a slutty sissy bitch with a. Millimeter Peter that needs some time on the street.  “Time on the Street??? ” You ask. Yes, that’s how I started many years ago as a runaway from a strict and needy grandfather who expected me to only service his old floppy cock. So never doubt how mean this momma is. I’ll take your abuse when you deserve cock worship! But if I sense any weakness in your aura, I will make you my sissy son whore! Momma always knows best when it comes to SPH and sissy training phone sex. 

 

The assistant caught Mommy sucking dick at the Dental office

Mommy sucking dickMommy got her throat fucked at the dentistry this morning.. My mini dress with no bra or panties under paired with 5 inch stilettos had the Dentist needing a release. His Dental Assistant walked in on Mommy sucking dick, I didn’t want the young slut to feel uncomfortable so I grabbed onto her hand and placed it on his sack.. I had her rubbing his heavy balls while he penetrated my throat.. I managed to slobber so much, my saliva seeped through the dental bib and left drool dripping down the center of my Big tits.

I sat up on the dental chair and slid his perfect hard cock right through the center of my perky breasts.. I grabbed his assistants hands and had her squeeze my tits together while I was fingering my cunt. My Wet mommy pussy was so fucking wet I could hear my pussy sloshing over the machinery. His cock was so veiny in thick, I flipped over and rested my arms on his assistants shoulders with my knockers rubbing against her scrubs.. Ass arched pleading for him to fuck me bareback..

He dropped his pants to his ankles and slid his meaty dick right into mom’s Sloppy wet pussy. She became flustered I could tell she was totally turned on so I worked my fingers into her panties and rubbed her Bald shaved pussy.. I wanted to finish myself off with my fingertip vibrator while watching her clean my cunt juices off his cock.. A bit of persuasion and there she was  fulfilling My dirty Mom fantasies! A young slut deep throating cock while I made my clit quiver.. My legs trembled as I squirted watching her guzzle down his creamy load.. She spat the cum on my cunt and I slid my panties right up storing the steamy cum for later.