Category: Sissy boy mommy

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.

Mommy phone sex with super hot and horny Trisha

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Call me Mommy and let me teach you everything you need to know about how to touch a woman and where. Mommy and son will play fun games and mommy will guide you through the whole, exciting experience. I know what I am doing and love to teach you how to touch yourself, how to touch me and we will have the best time!

Mommy will put you over her knee after pulling your pants down, and reprimand you for being such a bad boy and looking at all that porn. When mommy sees how excited you are, she may allow you to get on your knees and please her. Mommy will show you her pussy, and teach you where to lick it and how. Don’t you want to fuck mommy? Mommy loves when her little one is patient and attentive, willing to learn and be told exactly what to do. Mommy can make you cum harder than you have ever cum in your life.

Sissy learns the sexual ballet

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Every good sissy needs to know how to dance. Dancing and fucking are arts that a girly boy must be exceptional at. The first form of dancing is my sexual ballet. Learning the flexible poses and spins while dressed in a lacy pink tutu is a great way to become a sissy. The ability to do those contortionist bends will make for some unique fucking positions. Can you imagine doing a Balançoire while being fucked from behind? Or how about a sexy Cambré, bent over at the waist, ready to receive what your pussy craves the most? As a sissy Danseur, you wouldn’t be wearing just the leotard but also the frilly tutu that makes you the star of the show. Standing Demi-pointe, you will stick that sweet ass up and out, balancing on the balls of your feet, waiting for that first hard thrust. Bent completely over in a Fish dive position, you will beg for that cum.  To finish your lover off, you will perform a Grand plié as he fills up your boy-pussy with cum. Never before has the ballet been so sexy. The cum runs down your leotard where your lover has torn a hole so he can stuff his cock into your tight starfish as you perform your pas de deux.

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Next lesson: Salsa dancing with a sexy Latino who loves that sissy pussy.

Wet Mommy Pussy

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I was struggling financially and needed extra income. I knew just what to do to get myself out of the situation, let my little ones make mommy some money with their tight little fuck holes.

I met David online after he responded to one of my posts. He wanted to help me, but it was going to cost my little ones something too. I invited him over, and lined up the little brats for him to inspect. He approached each one, and fingered each of the girl’s fuck holes, then smelling his finger. He ran his hands over their tits, and had them bend over to inspect their tight little assholes.

Once he got to the boy, he grabbed his cock and began to stoke it. He ordered the boy down on his knees before him and one of the girls to sit on his face, while the other squatted over her, getting her own pussy licked by her sister. This was going to be FUN, Mommy was so wet and turned on at this point, I couldn’t wait for my turn. Its a good thing there is more than enough men who enjoy this fun with me, I have another appointment later today.

My Diaper Baby

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I love my son as much as my girls; I know he is going to be a diaper baby forever! Even when he becomes a big adult, he’ll always be my little diaper baby! Even when I change his diapers now it makes me think about all the men I talk to that are still obsessed with diapers. They have as many mommy issues as you would think! They need a naughty mommy that is going to touch that tiny little cock when they’re getting changed. Just like every diaper change now I am sure to inspect that cock until I get that little boner throbbing. I want to feel it twitching a growing in my hands. I will stroke it, kiss it, and suck it till it’s slimy with precum. That’s just what I want… and he clearly wants too because he never cries. It will be like this forever, a bonding time that only a mother and son can share together. I made that cock, and I am going to wipe it clean, with a wipe and then my mouth… and then it will time to powder it all even that little bottom and on goes that diaper! Perfecto, my darling. This is how a date is supposed to go! A Mother/Son date that is…