Harley came to me this morning and asked me how his favorite Sissy can go from a rough and tumble, fight it out, high profiled lawyer by day to a sweet and loving sissy at night. I never really thought about that one so I didn’t have an answer for him. One thing is for sure it does show my sissy boy that he can be successful as a fake man while still holding on to his beautiful inner sissy.What a beautiful lesson for Sissy to teach my little one. In honor of our favorite Sissy Harley is being a fake boy all day and tonight he will transform into a sissy with jingly jangly bracelets and big gold hoop earnings. Tonight I make him walk around with a lump of shame just like our favorite poo poo pansy and I will make him rub his clitty with it. I haven’t decided if I will let him squirty squirt or not. But I do know he will get a good dose of humiliation and shame just like our Fairy Faggot Sissy. I love that Harley wants to be just like Sissy Michael, our very own Piggy Pet, Tinkerbell Transvestite. We love you Sissy and we know you love us too!
Tag: milf phone sex
Sexy Mommy Victoria is in Heat
Sexy mommy Victoria is my nickname around the neighborhood. I have a reputation of being a cougar. The kind of woman you don’t want your young son around. But guess what? That moniker makes all the boys flock to me. I don’t mind one bit. My son is in college now and not around as much to take care of his mommy who is in her sexual prime. I’m a complete slave to my hormones. Much Like a teen boy. Remember those days? Your cock was your best friend. Well my pussy is my best friend and it gets tired of plastic. No dildo is a substitute for boy cock. Today I was fed up with my dildo. My son was on the road with the basketball team and I needed cock. I don’t even want to tell you how young the neighbor boy is, but he has no pubes yet to give you an idea. When a forty something year old woman needs cock, she gets it. Tommy was home from school for some parent teacher conference, so he was ripe for the taking as I saw it. I have babysat him before, so I had his phone number in my cell. I texted him that his mother wanted him to hang at my place today. He came right over. Young boys are putty to mature sexy women. I was waiting for him on my bed in just my panties. His eyes got big when he saw my naked breasts. He just said, “boobies.” It was adorable. I pulled him between my legs standing and let him motor boat my tits while I stroked his hairless pecker. Brought back memories of when I first seduced my son. Going back in time as a P mommy made my cunt drip. I know he just had a little shrimp dick, but I could make it grow. I tugged and sucked on it and sure enough I got it hard enough to fuck me and feel it. It was kind of a sloppy fuck being it was his first time. But I told him I would be his private sex education tutor as long as he didn’t tell his parents. He wants more of my milf puss, so I know I can trust him. I told him I look awful in orange. He didn’t get it, but the power of my pussy will keep him silent. I bet it would you too at that age.
Mommy Phone Sex Fun on a Snow Day
Mommy phone sex sluts love cum, especially boy cum. We had a snow day today. One of my son’s had a few friends over. Their mommy didn’t want them home alone while she was at work. If she only knew what I had planned for her boys. I had 5 young boys all to myself. It was too cold outside to play so I suggested Twister. It was a favorite game in my house growing up. Just I put a modern day spin on it and made it Strip Twister. Before long we were all naked with our bodies contorted in all sorts of positions. I had little dicks dangling in my face. They had boobs pressed up against their young bodies. Of course everyone was getting aroused. My pussy was dripping wet. So much so the Twister sheet was getting slippery. Little dicks were erect and leaking pre cum. My sons had to explain what was happening to their friends. Those boys didn’t understand the biology behind their body’s reactions. Poor things had never experienced a hard on or an orgasm before.
Sexy mommy MaryAnne was more than willing to give them a sex education lesson. I stood them up in front of me so I could suck their little peckers. My sons told them to relax and enjoy the sensation on their willies. My oldest son even told them a good mother does this for her boys. He should know, been doing it for him and his brothers for a long time now. Our house guests closed their eyes and relaxed as I chugged on their little dicks. They were clearly enjoying themselves. They came at the same time. What a mess they made. A boy’s first cum is always huge. My boys were so turned on watching me suck their friends’ dicks, they shot their spunk all over my face. I looked like a cum dumpster. But guess what? I so rock that look. Want to cum on mommy’s face?
Mommy Phone Sex Incestuos Fucking
My son is always bragging about how big of a whore I am to his friends and how my mommy phone sex sessions are hot. He really loves the incestuous fucking we have all the time. Our little affair started when I was noticing my little man was playing with his penis. One night after my bar shift I was a little blitzed and paid my little man a visit.
I slipped into his room and slid into his bed causing him to stir. I slid my hand in his shorts and started to stroke him feeling his manhood grow for me. With his moans of pleasure I took things further and started sucking his hard dick. He came rather quickly in my mouth and without words exchanged between us I slipped out of his room.
The following day my son snuck up on me while I was showering and I could see him stroking his dick as he watched me suds up my big MILF breasts. I invited him in and wrapped these sudsy tits around his fuckstick and titty fucked that boy into an explosive load all over my tits.
Mommy and son incest is an awesome bonding experience.
Mommy Phone Sex with MaryAnne
Mommy phone sex sluts get jealous when their sons have girls over. My oldest son asked if a girl could “hangout out” for a few hours while they worked on a school project. I didn’t think much about it until he cleaned his room. He never cleans his room; so I knew he was hoping to impress her. I got a little jealous. Cute young thing his age, well mannered and apparently very smart and popular. I told them they could hang out in his room as long as the door stayed open. Clearly my son is not a virgin, he fucks me all the time, but if he had naughty intentions with a school girl, I wasn’t having angry parents come after me if he knocked her up. I went into my bedroom and tried to forget my oldest boy was getting older, more independent.
I found myself trying to listen against the wall. He has his Bose player turned up so all I heard was music. That was a trick I used when I was young and making out with a boy in my room. I got more jealous. He knew the rules, but young boys are slaves to their hormones. I snuck in the hallway to see if I could spy on them undetected. I was being all stealth like when my other son startled me. I was busted by both boys. I embarrassed my oldest son, which I didn’t mean to do. He escorted the girl home, came back in a huff and slammed his bedroom door. I listened against the wall again and heard him slapping his meat fast and furiously. I love that sound, but I knew this time he wasn’t jacking his boy dick thinking of mommy’s pussy.
I thought I was going to cry, when my youngest burst into my room naked. “I’ll jack off for you mommy,” he said reading my mind. I spread my legs wide and started playing with my pussy for him. It was so wet. I was both jealous and turned on that my eldest boy may have his first girlfriend. My baby boy rabbit pumped his hand with his little cock until he blew his seed on his momma’s twat. I rubbed his hot boy batter into my warm wet puss as I told him never to grow up. “It’s okay mommy, you will always be my #1 girl,” he said as my heart melted. As a P mommy, it breaks your heart when your brats get older. Then my wise young one said, “If my brother has a girlfriend mommy, she won’t know the stuff you do. You will have to teach her.” Then I got more excited than sad.
Mommy Phone Sex Slut Takes One for the Team
My sons are obsessed with my big boobs. They go around saying things like, “Mommy got boobs,” and “Got milk to go with those boobs.” I am not embarrassed to flaunt my rack. I use my tits to my advantage every chance I can. Like when my youngest son gets in trouble at school for jacking off in the bathroom. Personally, I think it is healthy for boys to pleasure themselves at school. Unleashing a load of boy spunk clears the mind. It allows the young ones to focus on their studies. So when I was summoned to the principal’s office, I didn’t see the big issue of rubbing one out in a stall. Most of us have played with ourselves in the bathroom before. Well, when I got down to the school, turns out there was a little more to the story. My son was playing with himself in the bathroom, it was just the girl’s bathroom. Actually, it was the ladies room of the teacher’s lounge. Now I had a problem. He was jacking his pecker spying on sexy MILF teachers. Not sure I could get him out of this one.
I used my big tits with the male principle as much as I could. Cleavage peaks. A wardrobe malfunction. The arm squeeze to make them bigger. I told my son to go wait in the car. I needed to settle this with more than just my jugs. I couldn’t very well tell the principle my son’s obsession with MILFs comes from his mommy. When I was alone with the principle, I gave him the sob story of raising three boys alone as a single mother. I made up bullshit struggles that never existed. Discussed how hard it’s been for me to even have a dating life. My sob story worked. He had sympathetic eyes. As I bent over his desk to grab a tissue, I did the obligatory boob brush against his arm. Now I had his attention. I saw the hard cock in his trousers, helped my myself to his throbbing member. Slipped it between my tits and sucked the head of his pulsating penis. A few licks, a few strokes and he came on my tits. I told him, he could cum on my tits whenever he wanted, if my son just got a warning this time. He took the bribe. I went back to the car with the principal’s hot spunk on my rack and told my son he owed me. He never minds owing me. He knows I accept pay back in boy batter.