Category: Sissy boy mommy

Phone Sex Mommy Nicolette is a Sissy Mom Too

phone sex mommyI want to be your phone sex mommy! You can be any age you want too! As a P mommy, I have played with sons of all ages.  And I have sons of all kinds. Currently, I have a school boy who thinks he is a school girl! Naughty little boy who likes to wear mommy’s panties.  He had an accident at school yesterday that tore his jeans during recess. The whole school saw that he was in women’s panties and laughed at him. They called him a sissy. He ended up in the principal’s office. I had to go bail him out of jail. I have told him time and time again, he can wear my panties at home, but never at school. School age boys and girls can be very cruel. The principal suggested I get him counseling. Like the principal never stole a pair of his mother’s underwear before. Every guy goes it. Doesn’t mean they are gay or even a sissy. Some boys  just like to feel close to mommy’s pussy. Some like the feel of the silk on their little dicks. Some realize they have little dicks that get lost in boxers so prefer the tight fit of mommy’s panties on their junk. I asked my son when we got home, why he disobeys me by wearing my panties to school? He told me he thought he might be a sissy. I asked him how he even knew about such things at his age, and his response was from you on the phone! He has been listening to me be a sissy mom for all my phone sissies. Luckily, my boy toy husband is very open minded. When I told him that his son thinks he is a sissy, he didn’t shame him or even punish him. He just pulled out his cock and ordered his sissy son to suck daddy’s big dick. Sissy school is in session at my house!

Sissy needs some Mommy Love

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Oh, Michael, you poor sissy. Someone really needs to teach you how to dress properly. That frock you’re wearing looks like you stole it from your granny’s closet. It’s so frumpy and pathetic, kinda like you. I train sissy boys and it looks like you need some lessons. If you’re gonna be a sissy, be frilly or be sexy. Flaunt that shit. But those awful dresses have to go. I see that I need to take you by the hand and give you some guidance.

Taking you shopping was fun but your sense of fashion sucks. I was helping you out of a tight dress when I saw your penis. OMG. I had to laugh. It was the tiniest little thing I’ve ever seen. How can you pee out of a button? I really get it now. You’re not a sissy because you want to be. You’re a sissy because you have no other choice. There’s no way you can ever please a woman with that nub. It would be like jerking off my clit. Please keep it tucked in your panties where no one has to look at it, much less touch it. At least in your fluffy penis pouch, it looks like you have more cock.

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I was feeling so mean after we finished shopping that I made Michael be my pay piggy and buy me steak and lobster for lunch, while she received a cold tuna sandwich and lukewarm tea.  Such a pathetic loser should have to pay for everything. Finally, I ordered him to put on his new princess outfit and handed him a sign to carry.

PLEASE TEASE ME ! GIGGLE AT ME ! LAUGH AT ME ! OUT ME, HUMILIATE ME & PUNISH ME AS I DESERVE !

And I laughed and laughed as people stared and pointed at the pansy fairy faggot…..

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Sissy Mom Nicolette: Springtime is for Sissies

sissy mom springI’m a Springtime sissy mom. What does that mean? It means that as the temperature gets warmer and the flowers begin to bloom, I start to clean house. But in my house, that means something different than just putting winter clothes away. It means getting sissy boys ready for the new season. My friend Gloria has a son who we think was born in the wrong body. He is no man. When he was knee high, he was wearing mommy’s panties and playing dress up in her clothes. I would come over and he would be prancing about in high heels wanting us to join his tea party. Gloria just laughed it off as his experimental stage, but I knew he was a sissy boy even then. My best friend has resisted my pleas to just make him a full fledged sissy. We had lunch the other day, and I begged her to bring him over for my springtime cleaning ritual. She finally agreed. Springtime is for sissies!

sissy boy phone sex springWhen they arrived, I slapped a collar on Derek and informed him his new name was Denise. He appeared scared and aroused simultaneously. Every woman can use a sissy in her life. They make excellent maids, bitches and fluffers. It is when they are in that girl not ever going to be a man stage that they are annoying little whiny ass fuckers. They need a dominant mommy to convert them to full fledged sissy and become their master. They need my springtime ritual. Denise was held down while I fisted her back door pussy. I wanted to pop her sissy cherry while Gloria rubbed her little clit stick with the vibrator. A sissy’s first cum is special. Just as special as a sissy’s first fuck. I let her mommy take her tight virgin ass with a strapon while I fucked her pretty little mouth with mine. Tag teaming a sissy is so much fun. After a sissy’s first fuck, comes dressing the sissy. I had a pretty pink frilly springtime dress laid out with a white bonnet and some white sandals. Gloria couldn’t believe the transformation. Thanks to my sissy springtime ritual, she now has a full time sissy who will cook and clean for her, plus pamper and amuse her; even procure cock for her and clean up her cream pies. A sissy is a dominant mommy’s best accessory. Are you ready for your conversion? Sissy boy phone sex awaits you.

This Mommy Loves Sissy

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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.

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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.

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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

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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

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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

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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.

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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.

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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.