Tag: sissy mom

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.

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!

sissy training phone sex

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.

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 Son Phone Sex with Polly

Mommy son phone sexSeems my middle boy has developed a crush!! He came home from school telling me all about this lovely boy who’s in his class. He asked us to help him learn to be a good boyfriend so that he could have the courage to ask this boy on a date! Well, his oldest brothers and I took him aside and taught him how to properly ask, and then proceeded to show him all the things he would need to know. We took turns kissing him to teach him different techniques. I showed him how to fondle the pectorals, and work around the nipples before ever even grazing them. While I did that, his brothers took turn showing him their favorite things to have done when getting a blow job. He had trouble holding out for us, but we managed to keep his orgasm at bay. Then, it was his turn to work on pecks and blow jobs. He was ready, his fingers and tongue touched all the right places, and he used just enough teasing to really get the party started.

Phone Sex Milf – Santa’s Lap

Phone sex milfMy darlings wanted to see Santa, and I know how they are, so I couldn’t take them to any mainstream Santa. So, I took them to a friend of mine who has the entire ensemble, someone I knew I could trust with their lusts and perversions. Each of my dear ones sat on Santa’s lap and asked for what they most wanted for Christmas, and one by one, I watched them wiggle and jiggle and bounce on his groin to make sure they did everything in their power to get him as hard as could be. When they were all done, I watched Santa stand up from his chair and tell them all that if they didn’t all strip immediately, they would be added to the very naughty list The orgy that occurred then still has me hot and bothered. Santa made them all fight for positions at his cock, his asshole, even his boots. The ones who couldn’t get to those choice positions started to work over the people who had gained the honor. They stuck fingers in holes and cocks were stuffed into mouths. Everyone was horny, and everyone wanted to stay that way, so they took turns pleasuring each other until they could have their turn with Santa. I was so proud of my darlings.

Phone Sex Mommy Trains a Youngling

Phone sex mommyMy darlings and I had an amazing time out for Thanksgiving! I got to train my youngest girl on how to be a properly submissive little slut. As we were working on Thanksgiving together, she was being a spoiled little brat, and I had to step in and correct some behaviors. As much as it pains me to say it, I had to spank her little ass into shape. Every time she would talk poorly to her siblings or her papa, I would raise her skirt and take my hand to that bare little hide. Her poor little ass was red and welted by the time I finished, but she had definitely started acting more like a good little girl than a spoiled little bitch. I even had her serve her papa’s dinner. Being the good little submissive slut that I train all my girls to be, she hand-fed him each bite, making sure not to get him dirty. And, she did it all while sitting in his lap. Needless to say, she wound up with quite the pleasant reward for being such a good little submissive cunt, and she got fucked at the dinner table while we all feasted. I doubt I will have to be so harsh with her again, but it was definitely a memorable holiday!

Breeding Whore Dreams

Breeding whoreI had the best dream today. I dreamed that I was 7 months pregnant again, my belly round and bulging, my tits huge and leaking milk. I was being plowed good and hard by a man with an enormous schlong, and I could feel his dick hitting my cervix hard, making my baby jump around and kick at me. I felt the sensations of that big dick stretching my cunt while he plunged in and out of me, that baby moving around in my belly, and that man’s hand holding my leg up in the air by the thigh, squeezing and pressing as he thrust. I woke up to an overwhelming orgasm, and had trouble getting back to sleep. So, I woke my husband up and had my way with him!

Mom Fantasies – Autumn Bonfire

Mom fantasiesI took my darlings to the state park today for some hiking; I wanted to get them out in this lovely fall weather we’re having before the cold sets in too much more. We made it down to the lake, and people were boating, lounging, just all enjoying the weather. There seemed to be a bonfire set-up taking place; people were piling branches and leaves and all the makings of a nice-sized fire at the far edge of the lake. As the evening drew on, and the shadows grew, my darlings started to get hungry. I moved us closer in to the bonfire, but still out of the main gathering, and I pulled my babies close to me, and bared my breasts for them to eat. Some light petting started, but that wasn’t what made the night for me. What made the night was when I noticed that more and more people’s attention was being drawn our way, and before I knew it, all of us were being dragged into a mass orgy. Clothes came off, my pussy was filled with tongues, fingers, cocks, and I was scissored a few times, too. All in all, the night turned into a beautiful fuck-fest that left me feeling well-loved and exhausted.