Category Archive: Mommy son phone sex

Late night Tranny fantasies

Sissy training phone sex

Just admit it. Sissy training phone sex is what you are on here looking for. You’re not just another hard dick looking to get jerked off.  You have some special needs and you want the perfect mommy to help you. Sweet boy, quit hiding from your desires and come tell Mommy. You see, I’ve known your kind before. My older brother and my own son are both sissies. I trained both of them to be cock sucking little sluts. I can train you too.

I mean, you’ve known from a young age what you really are. You are a closet faggot who hides the fact that you want to be a girl. You want to be dressed up. You want to be properly and gently trained. I want to hear those fantasies. I’m an older sissy mommy with experience so no shame, no judgment.

Your need to wear panties and lingerie doesn’t shock me. In fact, i will sell you some that are perfect for you. You also need an ass toy to start your training. Oh, it will feel so good and so right inside of you. My strap-on is also available to help you stretch that new pussy.

Quit trying to sleep when all you think about is cock. Bring it to Mommy and I will explore all of your faggot or tranny fantasies. You will be so pretty and fuckable.

Phone Sex Mommy Therapy

phone sex mommyI love being a phone sex milf. So many of my callers need mommy. Mommy needs her boys too. I think of myself as a mommy therapist. I don’t judge. I listen. I ask questions. And, I role play with you so you can live out your mommy fantasies. Every boy has them. Now, some boys never wanted to fuck their actual mother, just a hot mom like their best friend’s mom. I can be that MILF too. Let’s face it though, you like the idea of fucking your mommy. It may not be too late for you. Take me for example; I have been married twice. I have older sons who are on the right side of barley legal and I have sons and daughters from my boy toy husband who are on the other side of barely legal. I get to have mommy sex with my adult sons and jail bait incest sex with my younger sons. Equally enjoyable for me, but the younger sons are more taboo. I like taboo. Do you? It doesn’t matter if you want to fuck your 60-year-old mother now or role play when you are a much younger boy fucking your sexy mommy when she was in her 30s. I can be your our mommy. I want to be your mommy. Why? Because it makes me feel good to be your dirty mommy phone sex whore.

I’m a cock sucking mommy for Bobby

cock sucking mommyI’m a cock sucking mommy for my son Bobby nearly every day because I just can’t resist him! He’s so handsome and perfect and his cock has really grown into something a mother could really be proud of, how am I supposed to resist all that? I didn’t even let him sit down when he came home from work today, I just sank to my knees in front of him and pulled that big beautiful cock out of his pants and started sucking it right there in the front room! Of course he was loving it, I took that whole cock all the way down my throat! I know exactly how my baby boy loves getting his dick sucked and I always give it my all! He exploded all over my face in minutes, and I licked it all up like a good mommy should.

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…

 

Almost Caught

jack off with mommy

Ebony Sitting in the house waiting for the little ones to get out of school.  My neighbor and I love having fun while our little ones are in school.  He loves dressing up in my under wear and being my dirty little whore.  He let me fist him in his asshole until he can’t take any more.  Sometimes he even let me put different objects up his ass and slap in the face with my dildos. He is just so much fun.  Right before the brats come home he loves to almost get caught.  It really turns him on to be in all my clothes eating my pussy.  Then we will hear the bus stop with the cuties getting off and playing around.  Then we both just get that rush mm mm.  Can’t imagine what will happen if we got caught.

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?

Mommy Pearl’s Sissy Slumber Party

sissy training phone sexThe younger the better, the sweeter the meat. Training sissy boys is what this mommy loves the best. Sissy boy training phone sex weeds out the girls from the men. I love discovering that you are a sissy. Why wouldn’t you want to be a cum slurping little faggot? Cum tastes soooo good. And that man-pussy is just dying to be violated for the first time.

I’m the kind of mommy that you can feel safe sharing your secret with. I love your pics and watching you transform into a slutty girl. I would never break that confidence or threaten to share your pics, unless you asked me to tease you just a bit. We’ll be like like a couple of young girls sharing make up and sex secrets. There is so much that I want to teach you on how to please a man.

Be sure to bring an ass toy for our first session. You’ll be learning to suck that cock for me. I want to hear you slurp and gag. After it’s all good and wet, drool dripping onto your now worthless penis, I’ll get to the good stuff. You’re gonna bend over for mama, show me that perfect little starfish, that pucker-pussy. And I’m gonna to teach you to fuck yourself like a girl. After all, that thing needs stretched if you’re gonna handle the kind of cock you crave. And we girls all want that perfect kind of cock. The one that stretches us wide open and makes a creampie of of our girly fuckholes.

I’m here all night for your private lesson. It’s like a slumber party, but with COCK!!!

 

 

Mommy’s Panties

mommy phone sexMmmmmmm, my panties smell so good. No wonder my boy steal them all the time. I find them in his room all full of cum. Wouldn’t you love a pair, too? Baby why you being such a little bad boy steeling mommy’s panties. Then you cum to the restroom and i catch you smelling my panties with your little dickie all hard. Then when im in my deepest sleep i feel you standing next to me just watching me touching your wewe. You bad bad boy, also you spy on me when im in my shower playing with my big fat purple dildo. I know you love watching mommy fucking her self baby, specially that face i make when i orgasm with the shower head, I just love how that water pressure hits my clit. Oh yeahhh im cumming ahhh ahhhh ahhhh. Those are the best 5 seconds in life. Every time i clean your room, I find so many of my panties full of your cum. Well now its mommy’s turn to have some fun. You will do what mommy says, or mommy will be very fucking upset. I don’t think you want to upset mommy right? Promise you will be a good boy Bruce, and you will have a great time with mommy. You do what mommy says, mommy will teach you how to pleasure her. You want to be mommy’s little good boy? Number one rule no clothe allow in this fucking house. Naked at all times please, no exceptions. Now mommy is waiting baby, be a good boy now.

Wet Mommy Pussy for My MIL

wet mommy pussyMy mother in law enjoys my wet mommy pussy almost as much as my husband. She stopped by last night to see her son, my husband. We go back decades as friends. I’ve known my husband since he was the age of our youngest son. I had her approval when we hooked up. I knew she lived vicariously through me. Some women want to fuck their sons, but they never give into their lust. That is why women become cougars. The younger man they are fucking reminds them of their son. Gloria and I never hooked up until after I married her son. She has become wilder, freer in her mature age thanks to me. She still won’t bang her son, even with my approval, however she will slurp his cream pie out of my pussy. When she arrived last night, I’d just finished fucking her son. I may be a mommy whore who enjoys family fucking, but I love fucking my husband too. He has an awesome cock. He is in his late 20s now, but it gets just as hard as it did when he was a teen boy. He doesn’t think he will ever have dick issues with a hot mommy wife like me. He had just finished watching me fuck our baby boy when he wanted some sloppy seconds. So, when Gloria helped herself to my cum filled pussy, she was getting a double cream pie. It was half her grandson, half her son. She kept telling me I tasted better than usual, but we saved that tidbit until she looked like a glazed donut. We are hoping that if she won’t be a dirty mommy, at least she will be a dirty granny. I know our boys would love to fuck their mother and their grandmother. Wouldn’t you?

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