Category: Sissy boy mommy

This Mommy Loves Sissy

milf chat

All the other girls here are so mean to our company sissy. They love to publicly humiliate him just because he likes to wear cute little frilly dresses and diapees. He has such a tiny cock, he is already humiliated. It’s really more of a large clit than a cock. He spends his time with Mistress Levi. She owns him. Occasionally however, she loans him out to us other girls. When its my turn to have our little sissy, I show him plenty of Mommy’s loving attention.

sissy boy phone sex

At my house, Sweet Baby Sissy has his own little crib set up. I have special onesies for him to wear and I give him his juice in a bottle or a sippy cup. I make sure his bottom is clean and use baby powder on his bum, so he always smells nice and fresh. I even lotion down his skin, so that it stays nice and soft. He even has his own special teddy here that he loves to cuddle. He is such a good boy when this Mommy is sissy-sitting. He never gives me a lick of trouble, unlike my own rebellious ones.

sissy boy mommy

Sissy loves his Mistress. He loves being dominated and humiliated. But sometimes, he has to come visit Mommy Meredith and get my own special type of Sissy treatment.

An Ode to Mommy Pearl

jack off with mommy

There was an old lady named Pearl
who took all the boys for a whirl.
Her pussy, they claimed
put young girls to shame
Cause all the boys got some.

She liked big dick a lot
even a crusty old cock
She took them to bed
and gave them some head.
The lads all loved this old slut.

She loves tight young ass
she’s a naughty lass
But the boys will never complain.

She still fucks them all
and licks their sweaty balls
She’s a lady through and through.
And she’ll never stop
until she makes them pop.
That’s what a good Mommy should do.

Mommy’s Frat Boy

sissy boy mommy

I pushed the vibrator deeper into my pussy. It felt so damn good. You’d think I’d be satiated after all of the cock I got last night but when I woke up this morning and felt his cum still oozing from my battered cunt, I got all turned on again. He is my best friend’s son. We went to college together and she made me his godmother when he was born. I never expected to be his FAIRY godmother.
I hadn’t seen him in several years while he was away at med school. He was an awkward geeky boy with crooked teeth and glasses. I never even thought about his cock even though I love it young. But when I visited Linda yesterday, I almost fell over when he came through the door. The geek was gone along with the braces and bad skin. He flashed a sexy white smile at me and hugged me. “Nice tits.” he whispered, making me laugh.
Linda had an appt and invited me to stay until she got back. He and I got busy getting to know each other again. We talked and laughed until he looked at me all serious. “I’ve always wanted to fuck you, Pearl.” He reached for me and I didn’t say no. His cock was thick. When he pushed it deep into my deprived pussy, I was a goner, a shameless begging whore. He made me cum twice before he stopped. “Let’s go back to your place.” he moaned. He ate my pussy like a starving man. I sucked his cock and licked him clear to his asshole. Then he was back inside of me, driving me wild. His pistoning hips churned my insides into butter and I was more than ready for his cream. When he finally allowed himself to cum, it was like a scream of pain and bliss.
I awoke to find him gone with a note that said, “I’ll be back tonight, Pearl. I took your panties with me. Tonight, I will show you yet another side of me that I think you’ll love.”
So, it looks like a have a brand new sissy boy on my hands. A mommy can never have too many. I can barely wait to hear his secret. Just in case, I have a big black strap-on lubed and ready for him. It’ll be my pleasure to take that ass cherry.

He Looks Hot In My Pretty Panties

mommy son phone sex I walk into the bathroom and stop dead in my tracks. Standing in front of the mirror is my oldest son with his hands wrapped around a rather large erection. What makes me pause for a moment is realizing he is stroking his cock while wearing a pair of my panties. It is not just any panties either. They are a pair of my favorites. They are a cute little pair of thongs that are purple with pink designs on them.  He looks rather embarrassed to have gotten caught. I don’t want to embarrass him further, but I have to ask what he is doing in my panties. He confesses he loves the way the soft fabric feels on his skin. I guess I can understand that as that is one reason this is one of my favorite pair.
 What confuses me further is that seeing him in my panties is actually making me excited. He looks so hot with his manly cock coming out the top of these girly panties. He is already dripping pre-cum from the tip. Not being able to hold back any longer, I drop to my knees and begin bathing his dick with my tongue and licking up all that sweet juice that is trickling out the top. I tell him how hot he is and how much I adore his cock. Before we leave the bathroom, he gives  me one of the best fucks I had gotten in a while. He fucked my hot pussy with all the vigor and stamina that only youth have, filling my cunt with his baby making seed.  I tell ya, if wearing my panties gets him that worked up, he can wear them every day!

Just call me Snow Plow Mama

jack off with mommy

Gotta love a young man with respect for older women!! I was sitting at the bus stop yesterday and it was freezing out. My car is in the shop, so I wasn’t dressed properly for the occasion. My panty-hose clad legs were freezing and the cold breeze had icicles hanging off my pussy.
A young man pulled to the curb and called out. “Hey, Mom, you need a ride somewhere?” Now, I usually would never take a risk but he seemed clean-cut in a new car, so I figured what the hell. I climbed in and told him where I needed to go. We headed for the freeway but found it closed by a wreck. “I know a back way. ” he said. My red flags should’ve gone up but the heat was soaking in, my pussy was tingling and I was ready for an adventure.
We were making good time when he hit an icy patch. The car slid sideways and hit a ditch. We were totally stuck in the middle of nowhere. He called Triple A but they said it would take an hour to get to us. So, how to stay warm for an hour? Oh, I bet this mama can figure something out.
Thirty minutes later we were fogging up the windows. After I playfully volunteered to keep him warm, he got serious. Turns out that he is a sissy boy with a panty fetish, my favorite kind. He was all over me, moaning. “Oh, I love you mommy.” as he came in my mouth. I had straddled him and was riding his cock when the tow truck guy pulled up. We didn’t even bother to stop fucking until the guy walked up to the car. “Dayummmm.” he smiled at us, opening the door. He was a big black stud and I could tell he was packing the meat. He quickly pulled the car to safety and asked if I needed anything else.
How could I pass this up? “Yes sir, could you give me a ride home? This guy is too dangerous for me.” I winked at my sissy boy and he just smiled. Climbing up in the snowplow/towtruck, I knew things were gonna get real interesting when the big nigga asked me, “So, tell me about the scene I just witnessed. You got me real turned on, baby.” I laughed at him when I saw his cock in his hand. “Maybe I should just show you, lover.” I leaned across the seat to get me some big black cock. “The snow aint stopping and we have all day to kill.”
Stay tuned for more details…..

Sissies love MLK Day fun.

jack off with mommy

Martin Luther King Day has already come and gone. Sadly, it seems to have become part of the race war rather than the peaceful world that MLK wanted. I didn’t add to the confusion however. I am 100% pro-black. Black cock, that is!!!
Ok, it’s my dirty secret but I love black cock. Black men know how to rock a woman’s world. Not only do they have superior cocks that make a white boy’s look like a cocktail weiner. They also have that smooth groove. Oiled and sensuous. What white girl can resist a blacksnake worked by a snake charmer? I think all sissy white wimps should have to witness a black cock doing his thang. That big purple plum head. The smell of musky balls topped with tight curls. I want that white sissy to feel it. Taste it. And understand why us girls crave it.
Tell me the truth, little faggot. Are you wanting some, too?  Can I force you to say the words? Whimper for me and I’ll help you discover what’s missing from your pathetic life. Got those panties on? Better bring that oversize ass toy when you call. It’s time to practice. Your big sissy mama is gonna train you right.

sissy boy phone sex

Your New Year’s punishment starts with sissy training phone sex!

New Year’s permanent punishment pansy Sissy training phone sex

OK come on over here and sit right next to mommy. It’s a new year and that means it’s time for your sissy training phone sex. I told you at the end of 2015 that I was going to teach you how to be a good sissy for the year 2016 and that is mommy’s goal. So with that being said it’s time for you to get all dressed up and ready to play with mommy and learn the right way to please a nice big cock just like mommy can. So first let mommy get your little pink dress out and get it on you. Along with mommy’s sexy satin tough evening thigh highs and my 5in knee high boots. Wow look at mommy sweet little sissy boy. Very sexy now that your all dressed up let the real fun begin. I have invited a very special friend of mine over tonight and you get to help your mommy out. So the first thing we are going to do when he gets here is walk out and let him get a good look at Mommy’s sissy boy. Then we are both going to get down on our knees unzip his paints and pull out his big 8in throbbing cock. That right you got it now that his cock is out you need to rap your hand around the base of his dick just like this. That good you got it now open your mouth and let mommy guide your mouth on to his big dick. Just like that see you got it, what good cock sucker you are, See I told you that sissy training phone sex would be a lot of fun. Now that you can handle sucking a big cock Its time to move on to bigger and better thing. We both know that you really enjoy your New Year’s permanent punishment pansy no need to try to hide it. Mommy Eaddie is here to give you any and all punishments that you need.

 

Sissy Boy Mommy Belives in Public Shaming

sissy boy mommyAs a sissy boy mommy, you would be surprised at the number of sissy fairy fags that call and email me. Not all my brats are created equally. Most of my boys are men, but I have one son who just never manned up, so I made him my sissy maid. Subsequently, this gave me hands on experience with sissy training and humiliation. But as a mommy of a sissy boy, nothing could prepare me for the company mascot. That is correct. We have a company mascot and she does not wear some silly animal costume and sing cheerleader type songs. She is a fairy princess in a pink frilly dress, often poopy panties , who oinks like a pig and acts like a total flaming sissy fairy fag. She deserves public ridicule and perpetual teasing & sissy shame.

So, I decided to take some time and shame this poopy pansy properly. Some may say she is a man pretending to be a sissy fairy fag because she is humiliation pig. I say she is a sissy fairy fag pretending to be a man Monday through Friday 9-5 because she has accepted her role as a submissive sissy slave to Goddess Levi and all her sexy phone sex sluts. She attempts to act like a man at her job simply to make the kind of money necessary support a company of hot bitches. The act is not on the phone with us, but at work among the real men.

sissy training phone sexSissies like my son and like the company mascot serve very important functions to dominant women like myself. They are our maids, fetching us whatever we want whenever we want it. They clean for us so we can save our energy for fucking the real men. They pay us tributes for being exposed to their silly asses and because they recognize our superiority. But, mostly they give us hours of laughter oinking like pigs and jumping through whatever hoop we put in front of them. Like this pathetic, shameful, ruffle panty wearing sissy, you don’t have to act on the phone with me. I know you are a real sissy in need of public sissy shaming and ridicule.

I love being a sissy boy mommy!

sissy boy mommyA Mommy like me is always ready to play with my sons. It’s that time of year that they are all home and ready to do some family time with Mommy. The sweetest, most sissy boy loving mommy in the world. When my oldest son was very young I used to love dressing him up as a girl. I clearly really wanted one! Cute satin undies, frilly dresses…this lasted up until the day he moved out. Not many people know that, of course. I wouldn’t want anyone to think different of my babyboy just because he likes to dress up like a girl sometimes, and act like one too. He is the daughter I never had, even takes cock too. I taught him so well. I taught them everything they would ever need to know! From taking cock in the ass, to applying makeup…to even getting that night time fucking in and a nighty night blowjob too! Nothing quite like the holidays to bring us all together again. I’ve really missed my sons so much, playing with the neighborhood little ones just can’t compare to my very own offspring.

sissy boy phone sex

Mommy’s Panty Slut

jack off with mommy

I had to punish one of my new sons today. I caught him stealing my panties and he denied it. When I made him take off his pants, there they were, clinging to his rock hard cock. Believe me, I do not tolerate disobedience in my boys. Mommy would gladly give you a pair of your own but not stealing my lacy things. Hell, no.
I made him strip down to those panties and sit on the front porch for all the world to see. He had to hold a sign that said, “I steal Mommy’s underwear.” Some teens came by and took pics so I’m sure the whole world will know on Facebook and Twitter.
He was begging and blubbering like a titty brat when I let him in, but I couldn’t let him get away with this. I had him lean over the couch arm and I beat his ass hard with a wooden spoon. He flailed his legs and begged but I was relentless. Plus, it was making my pussy wet. Then I sat his busted butt in the corner and made him wait.
I went over to him and patted his head. “I’m sorry, Mommy.” he whispered. “I know, baby.” I smiled reaching down into his panties and fondling his cock. It was instantly hard and Mommy knew just what he needed. His mouth latched right on to one of my big milkbags and he began to suckle as I stroked his peeny through his panties. “I’m gonna cum, Mommy.” he moaned. “It’s ok, sweetheart. Cum in your panties.” I whispered. He grunted as he pumped a creamy load in his silkies.
Oh yes, I love my sissy boys. Wouldn’t you like some of Mommy’s panties for yourself to wear while we play? Call me now to find out how.