Category: Sissy boy mommy

Sissy boy mommy sex with Daphne

Sissy boy mommy

I caught my little man going through my panty drawer! He was sniffing my panties. I stood there watching him. He turned to see if he was alone. I hid behind the door trying not to breath hard. I waited until I thought he was turned around. I looked back to see him naked, pulling up my sexy lacy panties over his hard cock. It was hot watching him put on my panties. It was even hotter watching him pull out my thigh high pantyhose. He started rubbing them over his face, sniffing them and rubbing his cock. He put them on one by one. It made my pussy dripping wet. Watching him rubbing his cock in panties. I watched and waited. I watched him cum in my panties and put them back in the drawer. I slipped back outside and waited a few minutes. I walked in as if nothing happened to find him asleep on the couch. I knew he was faking. I went right into my bedroom and ate all of his cum out of my panties! 

Sissy boy mommy

sissy boy mommy

I love boys that cater to every demanding call that I have. I am a nurturing mommy especially to my boys that are feeling a little whimpy from time to time.

For instance, my sweet boy today decided to be such a wittle wussy today! I stuck a big pink pacifier in his mouth and made my sweet little diaper boy wear his princes pampers.

He is such a little princes at times. I get such enjoyment out of him not being a real man and needing to sit in his soiled diaper all day long and wait for mommy to give him attention.

My little pamper princes is such a sissy it is laughable. “She” constantly needs supervision and someone dictating her every move, so when I can not attend to her needs, I get my sitter to help out from time to time.

I love dressing my sweet little pamper wearing sissy up and making her into the perfect little diaper wearing bitch. She belongs in diapies and that is wear she shall stay!

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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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.

Give her sweet little ones

Jack Off With Mommy Roxanne

I was talking to my daughter earlier about bills and adulthood and all that it entails. And how I felt that it was time she helped out around here with paying bills and being responsible  and being accountable. I gave her several choices and explained them. I told her she could strip like me and make money shaking her ass and titties, sell her ass and her pussy and get fucked to make money and then she came up with an ingenious idea. She said well what if I just got pregnant mom? Then I could just go on welfare and keep having kiddos. I really liked her idea. So as of right now we are on the look out for a dead beat guy that will fuck my daughter and impregnate her sweet lil pussy and maybe even fuck her face and ass hole for fun. We want her to be pregnant and she is fertile and ripe for the taking .

Sissy maid training with Peggy and Nicolette

sissy maid trainingNicolette and I both know that some boys just need sissy maid training… even when they say they don’t. My daughter’s husband is that kind of boy, he is very effeminate in the way he moves and the way he speaks and he acts certainly doesn’t ever act like a grown man. Honestly, I think the only reason my daughter married him in the first place is because she walks all over him, she has no respect for him at all. It was so easy to convince her to let us play with him, all she asked is that we record it all so that she could watch it later and laugh at him.

Nicolette and I ambushed him at home, we told him that he was going to learn how to be our little sissy bitch and he didn’t even protest! He just followed us into my daughter’s closet and let us dress him up like he was our little dolly. Poor boy cried when he saw us taking pictures of his shame but his little clitty was rock hard so his pitiful whining wasn’t very effective in making us want to stop… if anything it made us want to humiliate him more!

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We made him get down on his hands and knees and pulled his panties down so Nicolette could whip his pathetic ass while I put on my biggest strap on cock, he was no longer pretending that he didn’t like it… in fact he was begging for more! His ass was red and raw from his spanking and his tiny dickie was hard and oozing precum everywhere and when I shoved that strap on dick balls deep inside him he instantly came! Pathetic little bitch can’t pretend to be a man anymore, we own his little sissy ass now!

Mommy Phone Sex – Hunter

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Little Frankie and his new girlfriend came over for another visit. Seems as though she is now just as eager as he is, ready to fuck and get nasty anytime I want. She’s so hot too, I have to admit she really turns me on with that hot little body, tanned skin and blonde hair. I had such fun fucking her with several of my toys and seeing her reaction. Her enthusiasm with each orgasm gets me wet and super fucking horny. I can’t seem to get enough of her. This last time I almost forgot he was even there. I know that’s bad to say, but the truth! She had me cumming so fucking hard my pussy throbbed for quite awhile afterwards. It made me hungry for more. I still am, and I just got a text from her hot little ass asking if she can sneak into my house tonight, once she sneaks out of her parents house. Nice, this will be fun.

Halloween Humiliation

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I had a blast this Halloween! My son has been awful this last month. His attitude is shit and he keeps back talking me. He is acting like he is the man in the house when really he is mommies little bitch. I was tired of his smart mouth by the time we were getting ready for trick-r-treating. I got him the ninja costume he wanted and picked out. Now he hates it. I was done with my little bratty baby, that’s when my brilliant idea hit me. I stripped him down and put a cloth diaper on his ass and lets not forget the rubber panties! I put him in a onesie and slapped a bottle lased with laxative in his mouth. If he was going to be a big baby then that is what he was going to dress up as and be dragged around the neighborhood like the giant man baby he is! As soon as we got to the first house the laxative kicked in! He shit himself just as the door opened. A big waft of shit smell and they slammed the door in his face. My brat was humiliated by the end of the night. Watching him walk around all night in a shitty diaper and see doors slammed in his face made my pussy so fucking wet. I made him lick my creamy pussy through my dirty sinky panties! That’s the best treat he got all night long.