Tag: sissy training phone sex

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.

Dreams of a Sissy Training Mommy

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I had a kinky dream last night. I was training this sissy boy to be a good little cocksucker. She was so pretty and her tits were perfect. I was wearing a monster black cock strap-on and I had her bent over. Her tight little shithole was gaping from the fucking I gave it. I was loving the feel of those balls as I banged hard against them. It was like my fake cock suddenly become real and I was getting those amazing sensations in my nutsac. I reached around to grab her by the throat. I heard her whimper as I pushed 10 inches into that anal cunt. I didn’t even care, which is strange, because I am a sissy trainer who is usually patient and gentle. Dammit, I’m a mommy, not an animal.
But this whore was mine. I pulled out of her boy box to turn her around to suck em off. She whimpered as I shoved my shitty cock into her throat. I found that making her gag felt so good. That throat squeezed down hard on my fuckstick as I pushed deeper. I felt my balls tighten. She ceased to become a person to me as my cock become to pulsate in that hot mouth. I never wanted to be a man before but this was fucking fantastic. I screamed out loud as my big dick exploded all over her face.
When I awoke, I found that my belly was dripping with something sticky and white. I dipped a finger into it and smiled. I was covered in cum and it was delicious. Come share your wicked dreams with me!!!

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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.

Dreaming of Sissy

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In my wildest dream, I have my very own Sissy. It’s something that I’ve wanted forever. A cute panty boy to share my lacy things with and dress up all frilly. So much better than having a brat. My sissy would be my friend and my confidente. She’d listen to my goals and dreams and I’d also help her become the sissy of her dreams.
If you are a sissy or wanting to be one, maybe I could become your mistress. I’m a real life teacher who provides the finest of sissy training and sissy lessons online. I am not cruel but I will provide the humiliation you crave. Whether it’s humiliation, degradation, public display, blackmail threats, or fear of being exposed, we’ll have such a good time. Can you imagine the horror of being sent to a certain location and having to ask a stranger to take your picture for proof? I will push you to the edge, as close as you will allow me too.
Oh, and the clothes. I will personally sew you some of the frilliest things you have ever worn, totally fabulous sissy clothes so you can flounce in public for me. What sissy wouldn’t enjoy that? Maybe along the way, you can even get some cock.
Anyway, that’s my dream right now. Are you my new sissy? Stop searching now and help me achieve my goal as I help you reach for the stars.

 

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

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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.

Sissy Training phone sex for Christmas

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OMG, you better hope Santa is not watching you cause he is gonna be laughing his ass off, like me. You better tell him to bring you a new penis for Christmas along with some sissy training phone sex. The cock you have is just not cutting it. You know, not “cutting the mustard.” And it’s sure not trimming my tree or frosting my cookies either. Son, I hate to tell you this but you have one tiny dicklet. I laughed out loud when I saw it. It was a tiny thing, almost shriveled, with miniscule balls that looked like little jinglebells on a dog collar. There was no way it was coming near my pussy. Why, what would I do with it? Rub it on my clitty? No thank you.
I decided to make your Christmas wish list for you. Panties, stockings, lacy dresses, pussy wax, enemas for douching that ass-pussy, and a penis pump so you can pump that cocktail weiner up big enough to see. Being a sissy is the only way you’re ever going to get any action. Not that you’ll ever get any action with me. But maybe, if you’re a very good sissy, I may allow you to watch me getting fucked by a big, thick cock. Look at his thick shaft as he opens me up. Would you like a taste of a real cock? Don’t worry. I’ll let you clean us up after he pounds my pussy full of cum. What did you expect? That’s all you’re good for, cleaning up after a real man. You’ll never measure up and no woman will ever fuck you. However, you are so much fun for me and my girlfriends to laugh at, turn you on, and make you stroke it for us. How about a 2 girl humiliation call for Christmas, little man?

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