Category: Sissy mom

Mommy Son Phone Sex – Trouble

He wanted his mommy so badly that he had the school calling me to come and get him before they had to do something drastic. I got him loaded into the car, and off we headed toward home. I tried to get him to tell me what was going on, but he just sat there quietly. Mommy son phone sexWhen we got home, he was at my side the moment we got out of the car. He stayed stuck to my side the entire way into the house, and only then did he let me go. He picked my skirt up, dropped my panties, and buried his face in my cunt. I fell back against the front door with the force of all his efforts, and just started to enjoy the cunt-licking that he was giving me. After a few minutes of that, he asked me to turn around and get down on my hands and knees. He drilled his dick into my cunt and started pounding my pussy hard. As he thrust in and out of me, he started to tell me about this girl at school that he had a crush on. Apparently, she’d rejected him in the harshest of ways, and everyone within hearing had started to laugh at him. The more he talked, the harder he pounded into me, digging his little fingers into my hips as he drilled my cunt. As he talked about how he’d imagined taking her and forcing her to fuck him right there, his fingers and cock were digging into me so hard that my orgasm hit and didn’t stop. My muscles flexing around him, along with the thoughts of it being her cunt he was drilling, drove him over the edge, and he let a massive fucking load go straight up my cunt. My poor darling really had a rough one.

Sissy Mom Nicolette: I Love Sissy Boys

sissy momI love being a sissy mom. I have a lot of offspring from my two marriages. No two sons of mine are the same either. I have one from my first marriage who was always a mommy’s boy. He is in his 20s now and not much has changed except now he cross dresses. When he was little, he would play dress up in mommy’s sexy pretty things. I encouraged him. In fact, I would do his makeup and hair to accentuate his outfit. At the time he was my only boy. I didn’t really know how to interact with him. I wanted a daughter. He was suppose to be a girl. We were told we were having a daughter so his room was all decorated in pink and Disney princesses. That may have altered his path somewhat! Even after we changed his room to reflect a boy’s room, he showed interest in all things girlie. I knew I had a sissy for a son. I am a loving nurturing mommy, so I let him wear my panties. By the time he was playing dress up, I had birthed some more sons and they were everything he wasn’t: masculine. No shame in being a sissy faggot. When he got older, I had him dress like a girl and give head to his brothers and his sister’s boyfriends. Turned out he liked sucking cock. He was a natural. Still is a cock sucking slut. He goes to glory holes and bars to suck cock. Even the straightest of man will let him suck his dick because he dresses feminine. I have feminized him; helped him become a cross dressing sissy that gets all the cock he wants. As a phone sex mommy who loves sissy boys, I can help you too. I have years of experience as a sissy mother to my son. I love him, just like I will love you. 

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Phone Sex Mommy’s Valentine’s Treat

I will make my darlings the most amazing breakfast today. Heart-shaped pancakes, arrow-shaped sausage patties, bacon, oatmeal with strawberries and raspberries and cream. And, the coup de grace, Mommy will serve it completely naked, and let them take their fill of whatever they wish from me. Quite frankly, I wouldn’t be offended if they ignored breakfast altogether and teamed up fuck me. I’ve been so excited all morning, Phone sex mommyI haven’t been able to sleep for thoughts of what I want them to do to me racing through my brain. I keep imagining them thanking me for my hard work, and then pushing their plates forward as I fix each one. Then turning me around to bend me over and eat my cunt and ass, one of my boys walking up to face-fuck me at the same time. I imagine their fingers poking up inside of my cunt, a couple of them climbing underneath me to nurse at my tits. I can just see them taking the syrup and pouring it all over my ass and down my cunt, squirting some up inside of me, then licking it out and off of me. All of my darlings would just scramble for that sticky-sweet nectar off my milf ass. Oh, I hope they enjoy their breakfast!

Mommy and daughter fun cum time

Jack Off With Mommy RoxanneMommy loves it when she gets to eat her younglings pussy hole. I have found that I have a taste for that innocently sweet juice and the cream it gives after licking it for a while. Its like eating strawberries and cream. I like it even better because it came from me and it adds a naughty factor t amp up the intoxicating affects of arousal. The lil pussy lip so sweet and petite make my pussy wet with desire and delight. I want to pop that cherry and deflower that little hole with my tongue and my fingers until a little bit of dew drains out, then I want to lick it up and show that mouth where to make mommy feel just as good. I will direct exactly where to lick mommies cunt so that the favor can be returned. That whole hand can fit in my pussy and that wee tongue can lick mommies clit until mommy cums too.

Mommy Whore and the Preacher

The preacher of a local church, one that one of my darlings attends fairly regularly, came to visit the other day. He was gushing on and on about my darling and what a joy she was to have around, helping and participating in the church. He extended the usual invite to my husband and myself to attend, which I thanked him for. It was when my daughter entered the room that I knew what was really up with him. His dick went straight to attention, and he quickly moved to cover it.Mommy whore

Once she’d left the house, I immediately confronted him about his lust for my daughter. He tried to wrap it up and leave, then, but I wouldn’t have it. I grabbed him by the dick as he tried to walk past me, letting him know that I was well aware of the situation. He sat back down and tried to assure me that nothing had happened, and that my daughter was perfectly safe, flushing the entire time he talked. Finally, I had enough of his chatter, and I stripped my clothes off right there in front of him. His look was astonishment, and he started blubbering about a wife or something. I crawled across the floor until I got to him, and he sprung up from the chair he’d been in. I was quicker, though, and I had his dick out and in my mouth before he could take another step. His moan and hands in my hair told me that he’d given in to my demands and was getting into it, now. I sucked him hard and fast for several minutes, drawing him close to orgasm before letting off. Then, I led him to my room, and I let him have his way with me.Mom fantasies His dick was nice and thick, and he pounded my mommy cunt like nobody’s business. After an hour or so spent just that way, he thanked me for helping him out of a tight spot, and for not being upset about his reaction to my daughter. When I told him he was welcome anytime, but that he couldn’t have my daughter without my express permission each time, his jaw dropped, but the lust filled his eyes. I knew he was hooked.

This Sissy Mom Loves Our Site Sissy and All Sissies

sissy momAs a sissy mom, I attract all sorts of losers, but I have yet to attract a sissy as pathetic as our company Sissy. Our company mascot is a Sissy, owned by our boss, Mistress Levi. On occasion, we are invited to help shame the most pathetic pansy of them all, Sissy Michael. This sissy is such a fruity fag too. She has clothes especially made for to wear in public because she loves being shamed by total strangers, especially young girls. I was showing my daughters pictures of the site Sissy in her various outfits and they could not contain their laughter. Seeing Sissy in a cheerleading outfit was enough to make them share the pictures on their social media accounts. My eldest teen daughter captioned a picture “Sissy maid training in session.”  She was begging for me to get the company sissy to come over and be her personal servant.

sissy maid trainingI had to break her heart that it doesn’t quite work that way, but I promised I would find her a local sissy for her very own. But, I did have to explain to her that there will never be a sissy quite like our company sissy. Our site sissy has a teenie weenie that is often under lock and key by Mistress Levi. Sissies should only touch themselves when granted permission, but some sissies like this Sissy are just too shameful to be allowed to play with their minuscule little dicks. Our sissy even has her own site. I showed my daughters her site as well as blogs other women hear have done over the years about her. This pathetic cross dressing pansy has dressed in baby garb, frilly dresses, cheerleading outfits, formal gowns and even a play boy bunny outfit. She is a total disgrace to the gender she was born.

sissy boy mommyOur site sissy poops her panties; prances about in public begging to be shamed and loves to be humiliated by sexy women and total strangers. This sissy boy mommy is grateful that she does because she gives me a lot of entertainment.

Wittle sissy baby needs to be humiliated!

sissy boy mommyThe boss lady here has her very own sissy mascot and from time to time we all humiliate her. I haven’t done so before now because I try not to ever be too mean, but once I saw her baby pictures I just couldn’t help myself! Hahaha this little sissy baby is really a ridiculous sight! She sucks her thumb and wears little frilly pink baby clothes… she even wears a diaper so that she can fill it with her poop and sit in her shame all day! Is it really any wonder that we all laugh at her?

sissy momI mean just look at her! She is a hoopy earring wearing, panty pooping little sissy bitch! What could be more laughable than that? The funniest part of all this though is the fact that this sissy fairy faggot right here pretends to be a man at work every single day! Can you believe that anyone would believe that a little prissy sissy baby like this could possibly be a man? She’s even married! Hahaha The thought of a baby like this being someones husband really cracks me up! This is a sissy that needs to be dressed up and paraded about town in her poopy shame! She needs to be forced to wear a diaper in public so that everyone can see and smell her shame!

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Little cock and big cock

Family fucking Roxanne I took my little bambinos out to eat last night for dinner because I had made a little extra money from shaking my ass on that pole and my baes were starving since the weak before was skimpy, but I guess I still did not have enough to cover all of dinner. I did not know what I was going to do. Thank god that the manager enjoyed trip over to the Philippines for paticular reasons if you catch my drift. He had a taste for much smaller cock. I had my son with me and he had to do some “extra” work to help me cover the bill for dinner. I thought it was going to bother me seeing such a small dick and a larger dick playing together but it actually turned me on quite a bit. MY son took it like a champ and only cried only a little bit. I may see if we can get free food elsewhere too and have my boys pay more often.

Mommy Whore Gets Done Real Good!

My husband was having a particularly bad day at work, so I told him that I would be sure that he was able to relax when he got home. I made sure that our little darlings were all at friends’ houses before he called to let me know he was on his way, and that he was bringing his second in command home with him. Apparently, the day had been hard on both of them, enough so that my comforts were a necessity.

I was waiting for them both by the door when they came in, and I figured we would get started right there. BUT, they each lifted one end of me, and they carted me off to the bed. His coworker pulled me down over top of him as he lay back on my bed, and my husband climbed between my thighs from behind. They managed to both plunge into me at the same time, which made me gasp with the pain and pleasure of it. They started pummeling my body, ramming out all of their frustrations on and in me, and I just lay there and took it. They finally came, deep inside of me, after I came 3 or 4 times myself. I thought our fuckfest was over, but I was wrong. My husband pulled me up and off of them, rolling himself and me over on our bed. He hugged me to him, kissing me deeply, as he settled my hips down onto his cock, burying himself as deeply as he could. His coworker stood up where he had just been lying, and he shoved his cock down my throat. We spent hours together in that bed, and by the time they were done, I know they were as relaxed as they were going to get.Mommy whore

Sexy Phone Chat with a MILF

Sexy phone chatI had just come home from the grocery store, and all of my darlings had been gone since just before I left that morning. So, when I heard someone in my kitchen, where I was headed before the sound, I stopped dead in my tracks. Unfortunately, I hadn’t stopped quickly enough, because I heard the silence fall over the area. I tried to get back to the front door, but just as I reached it, I felt hands wrap around me and press me into the door. I squirmed a lot trying to break his hold, until I felt his cock hardening against my back near my ass. Then, I settled right down, because I knew that I had no chance of breaking his hold, and his hard cock was making my cunt wet. His voice in my ear was gruff, along with his whiskers rubbing my ear was an arousing combination. My puss was completely dripping now. His hand slid down my body, under my skirt, and into my pussy, and that gruff voice chuckled in my ear, causing my puss to juice up even more. His fingers started thrusting, moving, drawing a gasp and a moan out of me. I couldn’t have helped myself it I wanted to. His other hand moved to cover my breast, and I thrust back against his hard shaft. That chuckle again, right in my ear, and I just moaned out my lust. Before I knew what was happening, his cock was between my lips and sliding up into me, while those still-wet fingers moved to massage my clit. I wrapped my arms back around his neck and cocked one leg up on the table next to the door so he could get deeper. His cock pummeled my cervix, and it got me off 3 times before he even came once. I kept him there fucking right up until my darlings got home, and they joined us.