Category: Milf chat

Show me those panties!!!

jack off with mommySometimes you just need to Jack off with Mommy. I’m a sissy boy mom. I love taking you wanna-be sluts and making you into cum slurping little faggots. I know you steal my panties or maybe your own mama’s, or your wife’s. They have no idea on how to deal with a sissy like you, but I do.

One call with me and I will own your little faggot hole. I’m sweet to my newbies but I won’t be so easy when it comes to breaking in that pussy. It’s your secret desire to be a girl and I plan to Ass-ist you. Here’s my orders. Shave those legs and those nasty fuzzy balls. Steal some panties or I can sell you a pair or two. Grab your butt plug, dildo, and lube. And you will also need a glass.

We’re going to have a roleplay and it’s gonna feel so real. I will tease and demean you, gently at first. Once we get that boy-pussy all nice and wet, you’re gonna fuck that pretty booty for me. Or maybe I’ll pull out my training strap-on. Then I will get rougher and call you names. You know that makes your clitty swell in those panties. When you can’t take any more, you’ll cum in that glass for mommy. Then I will give you two choices. Drink it like a good little cum slut. Or freeze it and make it into a cum-sicle for our next call. Yummy frozen cummy for my panty boy.

Come meet your new sissy mommy for that special training that I know you need.

Mom Fantasies in The Summertime

Summertime is often a time when many come of age and start really exploring their sexuality… I think partially due to so many going around half nude it just triggers the hormones. So mom fantasies of the summertime are natural and my son and his friends are really taking advantage of the pool this year and seem to really enjoy coming by while I am sunning topless.

Of course I’ll take advantage of them and get them to rub oil on my naked flesh. I love the way they nervously run their hands over my bare flesh and watching their wanks get nice and big. One of the guys really had a nice hard on for me and I refused to restrain myself. I grabbed that prick from his shorts and became the cock sucking mommy they all have had wet dreams about.

Mom Fantasies

Someone needs a diaper changed by Mommy

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I’ve set you on the floor to play with your blocks and rattle and you seem pretty content, so I go on about my chores. While I am dusting you start really fussing, whining and whimpering. So I come and sit down next to you and put a pacifier in your mouth but that doesn’t seem to work. So I grab your hand and we walk to your nursery and I get you up on the changing table. Taking a peek in your diaper, hm your diaper isn’t really wet, it does have a bit of precum so I decide to change you. Getting the diaper all the way off your cock pops out very hard and still leaking precum.
I get a diaper and the powder ready and then wipe you off with a baby wipe. Before I put the new diaper under you, I take your cock in my hand and then suck on the head with my mouth. You start to coo and giggle and I keep going until my babe starts to cum in my mouth. I swallow every drop and then get the fresh diaper on with powder on your bottom and all cleaned up. You seem content. Are you going to let me know when your diaper needs changing sooner next time?

Mommy Whore and the Repairman

Mommy whoreHe came to work on my washing machine, and the way he bulged out of his uniform had me so fucking hot!! I couldn’t help but hover, pretending I was interested in what he was doing to my machine, all the while my pussy was dribbling juices down my thighs and panties. I guess I was hovering a little too closely a little too often, because he turned to me, grabbed me, and pulled me against him. He told me that he could smell my heat, and that he knew what I wanted. He half-carried and half-dragged me to the nearest bedroom, and took my clothes right off. He pulled his clothes off quickly, and had me on my knees at his dick in no time. I sucked him for a few minutes before he lifted me and laid me on the bed. He turned me onto my side, and spread my legs, guiding his cock into my wet and ready pussy. His dick was massive!! It was so thick that it started stretching me the moment his head entered me. I pulled my leg up closer to my chest to give him more room to work, and my pussy stretched so much, and he just drilled straight into me, over and over again. My cunt got the fucking of a lifetime, and when he finally exploded into me, I couldn’t help but cum with him, it was so forceful. We’ve scheduled our next maintenance already!

A loving Mommy’s touch

MILF fantasy storiesThe MILF fantasy stories began so long ago when you were just a boy. I was such a horny mom and Daddy never was around. I began to rely on my young son for my sexual needs. It started so innocently. A lingering cuddle. Sleeping with mommy during storms. A dropped pair of dirty panties. You became my little man. As you got older and your cock started maturing, I begin to notice that too. The muffled moans at night. The long showers. Oh yes, a mommy knows that her son is jerking off.

Curiousity began to get the best of me. Thoughts of “How big is his cock?” and “I wonder how many times he can come in a row?” This led to some long sessions with my vibrator, plunging it into my cunt, whispering your name as I came.

Meanwhile, you and your friends were watching me with teenage eyes. My round ass, huge tits, and revealing clothes were giving out some hot signals. I had no idea that they were having jerk off sessions together, discussing if I would fuck them.

One night I came home tipsy to catch you boys watching porn. I was hornier than fuck and those teen cocks waving in the air finally got to me. I joined you all for a cocksucking circle jerk and mama got all of the cum. With a little persuasion, I stripped off my clothes and you all jumped on me like a horny wolf pack. I got all of my holes pounded that night….and every night since then. I’m sure the other parents wonder why their boys always want to spend the night here.

You wanna be one of my boys too and relive some hot mama fantasies?

Play time with Mommy

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The youngins are always watching.  So I aim to please, how else will they learn.  I always act like I don’t see them peeping in the room.  I leave my door cracked open because I want them to watch.  I had the time of my life working my vibrator in this nice tight cunt.  One of those brats was really getting into it too.  His little pee pee got hard from watching me.  It didn’t stop there with that little guy.  He wanted to see more so he opened the door a little wider.  I called him over to the bed and took his and shoved it up in my nice wet juicy cunt.  I began rocking back and forth on his little chubby fingers as if I was riding a cock.  To my surprise this little fucker began stroking me as I rocked.  The other young one was so excited he started yelling “my turn my turn I want to try!”  I smiled called him over to the bed and said I have something special for you.  He was so excited about the treat he was going to get.  I put my hand down his pants and began stroking his cock.  His little moans made so wet.  I pulled his pants down and began stroking and sucking on that chubby little pee pee.  He started to scream as he had just came in my mouth.  He was scared because he never came before.  He told me it felt so good but he thought he was having a heart attack.  My other little guy was still hard at work finger banging this pussy.  I had a even better treat for him.  I laid back opened my legs pulled him closer to me and put his fat little pecker inside.   He was so quick to tell the other one how it was so warm on his pecker.  When I clinched and rocked with his little strokes he began to cry and I knew what he thought.  He jumped up so fast and was just screaming that he was sorry.  I smiled and laughed and I said why are you crying honey.  In between sobs he said he peed inside of me.  I kissed his forehead and said no little one you came inside of me and that’s what you are supposed to do.

Breed With Me

Cock Sucking Mommy

 

Stuck that big cock inside my tiny cunny and let that cum go! Let’s make you a daddy and me a mommy finally. Bend me over and shove that schlong deep inside me- I wanna feel it throb while it’s shooting ropes of cum deep inside my stomach. Then stay inside me, don’t let a single drop loose. Keep it inside me while you’re on top of me. I’m freaking out, I maybe don’t really want to now. But I cannot move, you’re too heavy for me to get you off of my tiny body. Your cum is hot as it fills me up, like oozing warmed cream. My cunt can’t handle more but you keep going. I can feel my body sucking up your baby-juce and now I want it again. I want more. I’m by my phone and waiting for your next call. I’m horny as hell- Let’s breed!

He climbed into bed with us

mommy son phone sexMy son climbed into bed with me and my big black boyfriend this morning and ended up getting a whole lot more than he bargained for! What did he really expect was gonna happen tho? He crawled right up in between our naked bodies! Feeling his hands on our skin got us all kinds of turned on and we weren’t gonna go unsatisfied! I stroked my son’s little dickie until it was hard and guided him inside me, he was moaning and groaning and oh so happy… until my big black boyfriend started pushing his big black cock right up my son’s ass. Poor boy was crying that it was too big and that it hurt but I knew that as soon as he relaxed it would be feeling good and he’d be loving it! I wasn’t wrong either, he ended up begging for more and in the end he came harder than he ever had before!

Sissy Lessons with Mama Pearl

Sissy maid trainingSissy maid training classes are now in session, boys. Sign up now to learn to be that cum slurping little faggot that deep down you really want to be. In my special tutored classes you will meet our sissies who want to be just like you. Together we will dress up and do our make-up. You will transform from masculine guy to a sexy, flouncing girly-girl.

Lesson two will be playing with a variety of ass toys. Bring your favorites and show the class how much cock you can take. We got to get that boy-pussy stretched wide open. No man wants to fuck a cry-bebe faggot. You need to take that fuck stick to the hilt and love it.

Lesson three. We will practice on each other. Learn how to approach and flirt to get your needs met. Lots of roleplaying to get you feeling good and confident. Bring that sexy lingerie and those lace panties and learn how to rock them. High heel or stilettos required.

Lesson four is the best. I will have some sexy tranny-loving men with large cocks come in and show you how it’s done. I will fuck and suck and demonstrate on these meat sticks before I allow you to join in for your first taste of another man’s cum.

Are you ready to begin your new life as a tranny? Come join Mama Pearl for some therapy and education.

Mommy Sucking Dick and More

Mommy sucking dickThey had me bent over and were taking turns smacking my ass cheeks and fucking my face. He stepped up behind me, though, and started to finally fill my pretty mommy pussy up with cock. Oh, I love getting plowed! The cock in my throat was plunging hard and fast and deep, cutting off my air supply. Their friend walked in and saw what was going on, and decided we all needed to move to the bedroom. He settled himself on the bed, and I straddled him, sliding my wet cunt straight down on his big dick. The guy who was fucking my face before climbed up behind me and bent me forward, sliding his cock over my ass hole. It took a few minutes of work, but he finally got that dick into my tight little sphincter. Their friend came alongside the bed, and I started sucking him off. They pummeled my pussy and ass over and over, while he fucked my throat raw. When one finally came, the others were only seconds behind, and my muscles worked them all over, milking them for all they were worth.