Tag Archive: sissy boy phone sex

This Phone Sex Mommy Loves Panty Boys

phone sex mommyI love being a phone sex mommy. My little ones are at school during the day and my husband works, so it keeps me busy. Guys ask me all the time what I like. I like horny boys with mommy fantasies. I also like horny boys with panty fetishes. Are you a panty boy? It is okay to admit you like wearing women’s underwear, especially mommy’s dirty underwear. I have an older son who is panty wearer. I caught him when he was a young school boy in my panties. He was jacking off calling my name, so I didn’t think anything at first. It is normal for boys to steal their mother’s panties. I just thought he was thinking of my warm wet pussy the pussy he came from. He was, but it was more than that too. He liked the feel of silk on his cock and balls. He likes feeling feminine, so I have always encouraged him to be who he is. Sometimes he comes over for dress up. He likes wearing my bras and garter belts too. Last week he came over to raid my panty drawer. He looked so pretty in my undergarments. He wanted me to fuck his sissy hole, so I got out my strap on and fucked his sissy ass. I guess you could call me a sissy mom.  I love our little dress up games. I also love using my strap on in his tight little ass. I gave it a good work out. He came so hard. I told him not to forget about mommy. He got between my legs and showed me with his tongue how much he loves his mommy. Would you like to play with mommy too? I have a nice big closet of sexy things you can wear.

A new nursery

Sissy boy mommy

You are my sweet baby boy, you know that. So Mommy is going to try to do everything your little heart desires. As you know, last week your bedroom was under top secret remodeling while you slept next to Mommy. Well, today is the day my little sweet sissy boy gets to see his new room and all that is in it. First, we have to get you all dressed up for the occasion so you fit right in your new room. Head to toe you are going to be my little pretty sissy boy with your new robin’s egg blue bonnet and baby doll dress, little white knee socks and little white mary janes on your feet.
Walking you over to the door you are cooing and giggling waiting to see what is behind the door. I open it up for your uncoordinated little hands and show you your nursery. Complete with a height chair, crib, changing table, and rocking chair… everything Mommy’s baby sissy boy would need to grow up big and strong. What do you say Mommy’s baby sissy boy, want to go into your new room and explore?

 

Phone Sex Mommy for Sissies and Adult Babies

phone sex mommyBeing a phone sex mommy is a rewarding job. This morning, before I signed on to work, I was blowing my sons before they left for school. I got their cum in my mouth then spit it into my coffee so I can enjoy that boy crème a throughout the day. After the boys left, I started checking my work email. I had some nice surprises.  I have several adult babies and sissies who call me regularly. Not every mommy’s boy gets to fuck mommy. Some are too shameful for that honor. They lack a quality dick for mommy or they lack any masculinity to please mommy. Instead, those little losers, get to soil their diapers and dress up in girly clothes for me. I love being a sissy mom. I was running a sissy contest last week to see which of my sissy boys was the biggest sissy of them all. I got several of the pictures this morning. Oh my, I have some pathetic little losers who call me. One sissy was in a bonnet sucking on a bottle filled with cum with a butt plug that looked like a teething ring up his ass. Another sissy looked like Shirley Temple from the Good Ship Lollipop. She was all in frills with patent leather shoes, sucking on a lollipop in the shape of a penis. Another sissy was in Pull Up diapers, a baby bonnet sucking on a real cock that said, “Baby’s Milk” on it.  I was beyond delighted with the sissy pictures they sent me. More entries are still coming in. Sissies and adult babies do not receive the gift of my warm wet mom pussy. They do, however, get my laughter and public shaming. If you are a sissy or adult diaper lover, that is what you want most from mommy anyway, right?

You Need to be Punished

Sissy Boy Phone Sex

You’ve made Mommy very upset, Son. I had one of my fuck buddies coming over to screw my brains out, but then I get a call from school that my bastard brat got into a fight at school and I had to come pick you up. My fuck buddy backed out because of you, so now you have to be punished. The pregnancy hormones are really sending my libido into overdrive today and I needed that cock I had coming over. So you just had to do for now.

I threw you to the bed after stripping you. You got on all fours as soon as I commanded it because you heard the anger in my voice. Grabbing a belt from my drawer, I bent you over and slapped that little, bare bottom until it was tomato red and you were crying. Then I took one of my dildos and jammed it into your ass. How does that feel, you little cock sucker? You squealed as I fucked your boy hole, begging me to forgive you.

Now that my pussy was wet, it was time for you to make up for what you cost me. I laid back and told you to eat Mommy’s cunt. I was already so horny from the runt kicking inside me that having you lick my honeyhole made me cum pretty fast. But I still wanted you to fuck me, so you kneeled as you stuck that little pecker in my slit. Humping me until you were panting and shaking, you busted a nut inside Mommy. I got the cum I wanted, and you hopefully learned not to ruin Mommy’s plans anymore.

Sweet Sissy Princess

Sissy boy phone sex

The little man was tucked away in bed  in his room giggling under the blanket.  I had to take a peek at what was going on.  Just to see what was so funny.  I pulled back the blanket and to my surprise he had on a complete pink bra and pantie set on.  I had to ask what are you doing.  he looked up and smiled and said being pretty for bed.  He had a complete hard on bulging through those cute little pink panties.  In his cuties voice he asked could I touch his pee pee.  I started rubbing my little guys pee pee as he requested.  My  little man princess loved it.  We would play dress up every night at bed time and more.  He would always ask could he rub his pee pee on me.  Love keeping the little one happy.  His strokes was ever so soothing as he would be sucking on my breast as if he was nursing.  His quick pumps in my wet juicy cunt had him really excited.  That wasn’t what got him off.  He had cum so hard when I put him across my lap and I would just finger and fist him.  He even enjoyed a little spanking too.  His load was so heavy after a full fist fucking he would go straight to bed afterwards.  Night Night my sweet sissy princess.

Training my new sissy

jack off with mommy

Jack off with Mommy while I teach you how to be a sissy success. Mommy knows what ti takes to be more than just a dress up game. You have to become a real girl. A slut. One that can please men with your cock sucking skills and a love for cum.

“Mommy, how can I be a real girl.” you ask. “Can I wear your clothes?” Sweetie, it’s more than just wearing my clothes. Any boy can put on women’s clothes. You just look like a drag queen. You have to learn how to wear those clothes. I mean wear them like a woman. With class and a flounce.

And your cock sucking skills need work too. You look like a pig slurping at the trough. Any whore can do that. You need “the look” as well as the skills. Look at him with those big eyes, nibble a bit, leave him waiting for more. Now take that meat rod down your throat. Deeper. Oh yeah. Now gag just a little. Make him feel like a man. You’ll get that cum that you crave so much.

I can teach you this and more. Come on, little sissy. No one has to know your secret except us. Be the best sissy that you can be. Just reach out to Mommy…

 

Mommy left a note on your desk

Dear Baby Boy,
I visited you at work today to check your diaper and change you if necessary and I watched you walk around. It didn’t look like you had your diaper on. Now you know that you have accidents all the time and you have to wear that or explain why you have peed your pants to your co-workers. When you get home tonight we are going to have to have a talk about rules and discipline.
Mommy does the things she does with you so you grow to be a good, well-mannered boy. Mommy is going to have to discipline you tonight, so you need to get over Mommy’s lap. You get 10 spankings, and your little cock doesn’t get to cum tonight. I hope this will teach you a good lesson.
Love,
Mommy Meredith

Sissy boy phone sex

Good Little Boy

sissy mom

Mommy needs a good little boy to pamper and care for. I will change your diaper if I have to, make sure that little wewe stays clean for mommy.  Mommy doesn’t like dirty boys. Now while your other little friend fucks me, Im going to sit you in front of him so you can rub your little soft dickie on mommy’s clit. Then you will fuck me with your cute little dick, and watch me how good i start sucking your little friends dickie. Yummy mommy likes little soft dicks. Both of you little boys fighting asking me who is better at sucking my clit and nipples. Also asking me witch one of your dicks is bigger and gets harder. Baby no need to fight mommy is all yours, my sweet sweet boy. Of course you are my one and only, but you know mommy likes to have fun with your little friends too. Do you want to have fun with mommy baby?

Sissy boy punishment

Sissy boy mommy

Someone has been a very naughty little boy, catching you jerking off without Mommy’s permission is very very naughty. First things first…we have to go to the store because you are out of diapers. I put you in the back seat and strap you into your car seat making sure you can’t get out. I have a cup of water in my hand and you ask for a drink. As I am handing it to you I “accidentally” spill the whole cup onto your pants crotch area and down your pant legs. “Oh my, too late to change your pants baby, we have to get going.”
We arrive at the store a moment or two later and the water on your pants hasn’t dried. I come to the back seat and undo your car seat and say let’s go into the store. You pull on my hand a yell no at me. My eyebrows go up in an “oh really” look at you. “Get out of that car right now young man, before I take you over my knee right here in this parking lot.” You start to step out and your pants…you definitely look like you’ve peed your pants. I grab your hand, walk into the store, grab a cart and make a B-line for the diapers. I grab about four of the biggest boxes they have and load them all into the cart. I grab your hand again and pull you along to the check outs. People are staring and even laughing. Think it’s at Mr. pee pants? Or that I have a cart full of diapers that you clearly need.
I put you into the back of the SUV and start to take your pants off. “What are you doing Mommy??” I give you a stern look and tell you that I am going to put your diaper on. The look on your face and the begging that came with it was quite a lesson for you. I get the diaper under you and use the baby wipes from the car and clean you off. A passerby saw your big cock being wiped down like a baby and she looked shocked. I fasten the diaper on you and tell you to get your pants on. In the car ride on the way home I ask you “Do little boys jerk off without Mommy’s permission?” A valuable lesson for my little baby boy.

Sissy training phone sex

Happy Mother’s Day from your sissy boy mama

mommy phone sex

Happy Mother’s Day.   It’s time for your annual sissy parade. Let mom help you get all slutted up so we can expose your sissy ass to the public. Mother’s Day is the perfect day to do it. All of the moms will be wearing their Sunday finest. It’s time to roll on those silk thigh highs, put on your fancy panties and join the other women as we celebrate. I’ll be honored to fix your make-up, sissy boy.

Raising cock pleasing sissy “daughters” is my favorite job as a mother. If your own mom doesn’t accept you, run to me with open arms. I’ll embrace you and train you to be the best. We’ll tuck that little willie away in a thong and I’ll teach you to flounce that ass. Then I’ll break that boy-pussy in myself with a strap-on before I start you on real meat. Don’t worry. I’ll be easy and sweet unless you are an annoying whiny little bitch who needs some hardcore mommy ass kicking first.

You don’t even have to be a sissy to come play with me. I’m an older woman but don’t think for a moment that I will pass up some rock hard young cock. Mommy fantasies need to be thoroughly explored and role-played. If you ever had a crush on your stepmom or wondered what Mommy’s pussy felt like…….It’s time we had a talk, young man. This fine vintage cunt is aching for some boy batter . Make this a day for Mom to remember forever. I’m here with open arms and open legs. Forget candy. Mama wants cock!!!

Older posts «