Category: Jack Off With Mommy

Sissy training phone sex mom Valentine trains by affection.

            Sissy training phone sex mom Valentine trains by affection. Now you know that sooner or later I am going to be playing with my sissy son. If for no other reason than to make sure that you have learned all there is to learn from me. Going to whip you into shape. Stretch that pussy out. Give you all you got and then make you go a little further. At the same time going to be giving so much attention.

            To begin with I will come home and find you in my bathroom. All dressed in my lace panties and bra. Well now if I had known that you wanted to be a girl I would have chosen a much more suitable name for you such as Brandy. It is a fine vintage to be sure. Next going to show you how to apply the makeup. The first thing to remember when applying makeup is the coverup goes on first. Then you do the eyeliner. Now this can be any color, but a lot of people use a brown or a black. Give it an exotic look across seas with the tilt of the eyeliner. A little gold glitter and you look sexy.

            With attention to detail, you are going to need to wear clothing that fits you. Going to go to your sisters’ room where she is closer to your size and pick out some pink panties and bra for you.

          Sissy mom likes to play and teach her sissy son for his training. Sissy training phone sex

            Going to show you how to wear the garter belt. As can be seen I like to teach you and your training is really coming along. You need to stop interrupting me all the time and actually listen to mom or the affection is going to be less, and the whip is going to be harder. Pay attention when mom is speaking.

            As soon as we have you in the right bra and panties that are pink lace then I am going to put on my strap on at least as soon as I have stripped down to my bra and panties. Then you are going to be taught how a sissy bitch whore sucks on my dick. Afterall, you do want to please me now don’t you. That is what I thought. Once you have sucked on my cock and listened to the directions, I give you then we will take a break and you can clean my house while you are still dressed up as a little sissy bitch whore.

Cock Sucking Mommy Loves Anal!

cock sucking mommy

Cock sucking Mommy Meredith loves anal! I love the feeling of my son bending me over the side of our hotel balcony and sliding his big cock between my ass cheeks. Meanwhile, everyone walking in the parking lot could easily look up and see us. It’s such a fucking turn on feeling like we could get caught at any moment.

It used to get my pussy dripping wet when I thought my little brat of a daughter might catch us. However, that little bitch turned out to be just like her Mommy. She loves her big brother’s cock just as much I do.

I heard a noise behind us, just as I turned around, I could see his sister walking through the door. Her face lit up with anger as she saw her big brother about to shove his throbbing cock into my asshole, with the balcony doors wide open. I heard her yell at us, “Oh my god the doors open! Someone’s going to see you guys!”.

Her brother and I didn’t care if someone saw us, that was the whole point. No one would be able to see his cock sliding deep into my ass, and even if they did, who gives a shit? He’s my son and I’ll do whatever I want with his cock, I made him, I’ll use him. He’ll do anything Mommy tells him to do, isn’t that right baby boy? You’ll do anything to take care of Mommy’s juicy pussy, won’t you?

Now be a good little slut for Mommy and come make her cum all over that juicy thick cock! Maybe I’ll even tell you how that night went in the hotel room, with both of my little fuck sluts! 

Lactating phone sex with mommy Blakely

Lactating phone sex

Lactating phone sex can be so sexy. I love my huge tits when they are filled up with milk. Don’t you just love caressing these melons? Squeezing them, licking and sucking my nipples. Just to get a little bit of that milk out. The milk that I was saving for my baby boy. Today you get to be my baby boy!

                Let me be your little breeding whore too. Fuck me so hard and nasty with only one thing on your mind. You have to ride me bare, getting that huge, hard cock deep inside my pussy, all the way to my womb. You keep fucking me harder and wilder so my entire body bounces with every thrust you make.

                I scream and moan so loud the neighbors can hear me. I cum and squirt everywhere, all at the same time I feel you bust a nut deep inside me. Our cum mixes together and you don’t know who’s is who’s. when you pull out, I push your head down to my soaking wet pussy and I make you clean me up. You tell me how good it tastes, not realizing you are eating your own jizz.

                After you clean me dry. I let you choke me out with your cock. I lick it and suck on it so well, cleaning my pussy juices off. Then, you finish the night off by milking my tits again.

Let Meredith be your Phone sex mommy

Phone sex mommy

I love being a phone sex mommy. Mommy is here and ready to take full advantage of her little sissy boy. She’s going to dress you up like a good little boy, in high heels, a thong, and matching bralette. Do your make up, and make you look super sexy! Once you’re all dolled up, Mommy is going to do a little photo shoot with you. Do lots of poses in various positions, ass up, showing you bussy to the camera.

I want you to tease the camera, do what Mommy tells you to do like a good little sissy slut. 

Now Mommy is going to put the camera right up here on the table. Now we’re going to put you on live stream. Let all the other sissy boys out there see what a good boy you are for me. Dance and prance around in your sexy lingerie. I want you to feel nice and sexy letting everyone on the live stream see you all dolled up.

It’s okay, no one will recognize you, we did your make up so good you don’t even look like yourself anymore. Specially with that nice red curly wig that Mommy put on you, you look so cute in it!

Now I want you to sit on the bed in front of the camera, and bend over, grab some lube, and I want you to lube up your sweet little busy for Mommy. I want to show everyone on the live stream just how far open we can stretch your tight little bussy. Get it all nice and lubed up for Mommy’s big black strap on, this huge 10″ dildo will fit nicely right into your lubed up bussy.

Fuck yes you good little sissy boy, it’s sliding in nice and deep, take it all. Mommy is going to pull this out of your little bussy. I want you to get on your knees in front of mommy and the camera. Good boy, now I want you to lick your sweet bussy juices off mommy’s big strap on dildo. deepthroat it like a good boy, do what mommy says. 

I enjoy sissy training phone sex too. Now pick up your phone and call Mommy Meredith and tell her all the nasty little things you want her to do to you. Be a good boy, call me now. 

Mommy whore teaches Teen whore to be the towns Cum dumpster

Mommy whoreMommy whore Christina loves watching my Hot teen slut tend to her step daddies… She is a nymphomaniac just like mommy! We’ve made many hardcore sex tapes where my daughter and I enjoy big cocks together.

My Teen whore is the neighborhood Cum dumpster…

She is a horny amateur cock slut with raging hormones. She has been watching Mommy get my asshole fucked hard since her playpen days. At that age, their dick was too big for her tight ass but her mouth was perfect for eating cum like a slut.

Isabella is a Mommy pussy licking slut!

My Breeding whore has been given many facials while mommy behaves as a slutty creampie party whore. Over time my teen no longer wanted to watch, she wanted to join. I have always been a master at giving a sloppy Deepthroat blowjob so my girl had the best coach.

I taught her to fuck and suck just like mommy.

Together she and I would French kiss on our knees with a huge bulging cock separating our mouths… I always masturbated at the thought of lapping her baby girl’s pussy up after it was loaded with cum. That was until my fantasy came to fruition and the day finally came…

Cock sucking mommy whore Christina has a taste for cum from her Young bald pussy.

Mommy’s Little Anal Secret

Anal sex mommy

As your anal-loving mommy, I’m always craving a thick, meaty cock to stretch my hungry holes. It’s been too long since Daddy left, and this mommy’s been desperate for some action. I’ve been satisfying myself with every toy and vegetable I can find, but nothing beats the real thing.

Today, I was bent over, enhancing my ass’s strain tolerance with a cucumber—the ultimate prep for a cock—moaning uncontrollably, not noticing you, my dear son, standing there, witnessing the whole scene. Embarrassment flushes over me, but only momentarily, as I catch a glimpse of your stiffening cock.

My mouth waters, and I drop the cucumber, grab your hand, and pull you towards the couch. I feast on your manhood, sucking deep and wet, enjoying the twitches of your youthful member. The sight of your pleasure sends me into a throat-fucking frenzy.

I guide you to the couch, and as I mount you, I feel your cock slide smoothly into my greasy ass. Oh, it’s so thick and satisfying. Ramming myself onto you, I rub my clit, desperate for the ultimate satisfaction.

Let Mommy milk your cock dry. I won’t stop until your seed is planted deep within my anal garden. Yes, my son, fill me up!

That’s it—spit, or swallow—either way, Mommy’s craving it all.”

Sissy mom will punish and abuse just to soothe you.

            Sissy mom will punish and abuse just to sooth you. In fact, going to start with getting you all dressed up. Make up and all. You sit over there. Mom is going to break out her make-up. Not the good stuff. At least not yet. As soon as I know you can be a good sissy for your mom then we will discuss getting you your own stuff. Like blush, should be with the color of your skin. The first thing to realize is that as a mommy boy you will be subjectable to my whims. Pleasing me first and foremost.

            Next thing you know you’ll be Sissy boy mommy little bitch in your maid’s costume. Dusting the house. Wiping it all down. At the same time Mommy is going to be watching, filming, and even ordering you to show your little pussy ass. Quickly teaching you how to kiss, how to French kiss the pussy.  Going to have to find you a daddy or just a mommy strap on and introduce you to the ways fucking. Needs to enjoy the dick.

            Holding the dick in my hand. Squeeze you from the base on up. Suck on my tits. All for mommy for otherwise you need to be punished. Paddle the butt. Just to fuck the pussy. Beauty knows no pain no boundaries. To be the best you need to embrace the pain. Be good for mommy for after the punishment and abuse, to be sure going to soothe you. Making you cum with a combination of them all. Just wait and see. I will turn you into a Sissy who cums to pain.  Sissy mom

Horny milf pictures with your breeding whore

Horny milf pictures

I just caught you snooping through my drawers, looking at my dirty horny milf pictures! You are my sons’ friend, so you shouldn’t even be in my room. I think it’s time you be punished. You have been having all kinds of milf fantasy stories, haven’t you? I’m trying to come up with the perfect punishment to fit the crime and I think I found it!

                What I think will torture you the most is a “you can look but not touch” scenario. I tell you to sit in the chair in my bedroom. I get on my bed, strip down and lean against the pillows. I stick one of my legs up in the air behind my head, so you are staring at nothing except my pink mommy pussy. It looks back at you and you are hypnotized by the view.

                I lick a couple fingers to get them nice and wet, so they’ll be able to slide right into my pussy. I fuck my pussy while I rub my clit with another finger. I feel an orgasm sneaking up, but that just makes me go faster. I want my body to explode. I look over at you and see you stroking your cock so fast and hard as well. That’s when I ask if you want to jack off with mommy?

Jack Off With Mommy And Cum

Jack off with Mommy! I will take your cock in my hands and show you exactly what to do. I will have you stroking your cock until you explode. This wet mommy pussy is craving your big cock or tongue. I want to be pounded in the pussy or the ass. I love young cock! I am a mom with big tits and want your mouth on my nipples and your cock in between tits. I am a mommy whore and want to hear all about your mom fantasies. I know how to take care of my sweet boy.  If what you are looking for is hot MILF phone sex, I am the mommy whore for you.

jack off with mommy

Preggo phone sex whore Paisely

preggo phone sex

If you love impregnation stories then, preggo phone sex slut Paisely has a naughty story to tell you! Stroke your hard cock for me and I’ll tell you about training my little cousins to be breeder sluts like me and my brats. My uncle dropped them off to me for the summer and I’m ready to get them trained and hopefully knocked up before he picks them back up. I’m making sure that their tiny, teen cunts are ready to be bred. When they’re not getting fucked by Daddy or whatever guys he drags home from the bars, then they’re bouncing and riding on my strap-on. I’m making sure that they learn how to use their precious, little cunts to milk big, hard cocks! We have lots of work to do but I know that with my guidance, these young sluts will be sexy, little preggo whores in no time! All men love preggo slut pussy, especially when it’s still so tiny and tight! Want to be a practice cock for these little cum rags to ride and drain? You could come over and get to know us all a little better. Let me bring them into the room so you can take your pick. They’re all so sexy with their hot, little bodies, tight, young cunnies and perky tits. I’ll strip them down and have them bend over with their legs spread so that you can see how pretty those bald cunts look from behind! You can just decide which little whore you want to ram your dick into first and I’ll make it happen. First I’ll make her suck your cock, making sure she slobbers all over it and gets it nice and wet so that it slides in that tight pussy easier. I’ll suck your balls while your stiff dick tears into that tight, virgin cunnie! Don’t keep us waiting for too long because I’m already on the prowl, looking for sperm donors to knock up a few hot, young breeders!