Tag: sissy boy phone sex

My Son, The Sissy

Sissy mom

 

I’m proud as fuck to be a sissy mom and of my ever blossoming soft little son.  She’s full of surprises, constantly kink hopping to help himself figure out exactly who she is sexually.  I think it’s a smart move for any pan sexual.  How do you know what you do and don’t like until you try it?  I think she’s really found his thing, though.  He’s fully embodied her silly little sissy side.

She absolutely has to get my opinion on all of his prissy outfits.  From frilly pink dresses and maid uniforms to leather corsets and fishnets, she loves to try on his wussy wear for me to see what I think.  She’s great at it, too.  My mama’s boy should get paid to model his effeminate ensembles, she makes them fucking work with legs that don’t quit and an ass I would kill for!  

Of course, being a true sissy boy mommy, I have to show her the ropes and teach her what being a girly guy is truly about.  It isn’t all fun and games for my pretty little pantywaist, she gets the same training as everyone else.  There’s no cutting corners, she has to follow all of the rules and listen to everything I say.  But, just like the others, when she’s been a good girl I’m sure to please her little clitty and let it dribble anywhere she wants.

 

my boy wants the best of both worlds

milf chat

I showed my son how to use a pocket pussy. It was great to get into some milf chat. Boys have an epic imagination, and their mind runs wild. When he told me he was having both sexual fantasies of men and women, I let him know it was okay. My boy can be a sissy who learns to fuck pussies and get fucked in his ass pussy, too. There’s no shame in being fluid, especially in 2022! My boy can be my girl whenever he wants.

I am ready to go out with him and show him how fun being open and ready to try new experiences can be.

Im going to show him how to fuck cunts and ass and get fucked. My strap-on comes in handy for times like this for me.

Sissy Maid Training with Mommy

sissy maid training

It really makes me happy when I get calls for sissy maid training. It’s so much fun to help a sweet sissy like you who loves to be of service to others. I think that’s pretty common for sissies, but usually, it comes in the form of cock sucking or something sexual. But I’m told fairly often that transforming into a feminized maid is a huge dream of sissies everywhere. Their tiny little clitty cocks get so excited when they’re all dressed up in a proper maid outfit with hair, makeup, nails, and of course, a pair of sexy stilettos.

Can you imagine yourself prancing around in your heels with your feather duster? Imagine how cute you’re going to look and how sexy you’ll feel. You will probably even get more than money at the end of your cleaning session if you do a great enough job. Aren’t you excited about that? I wonder what your “bonus” will be? He might let you give him a blow job, but you could get really lucky, and he’ll fuck your pussy really deep and hard. Either way, I know you will be happy with the payment you receive for your cleaning services.

Suck It Up, Sissy Boy

Sissy boy mommy

 

I am the most hard-core and intense sissy boy mommy by which your wussy ass will ever have the pleasure of being owned.  My sorry little sissy slaves do exactly what I say because they know that if they don’t their asses will regret it in every way imagineable.  I have torture methods for disobedient sissies that would make your fucking head spin.  I might clamp down those puffy nips, hook them up to a few fuck machines and stuff them full of fake black cocks, coming at them from every direction, until they scream out in agony and dribble cum out of their laughable little clitty’s.  To get more out of them, I’ll strap them up to a milker and force load after load of runny sissy splooge out of them that they know I’ll make them drink.  My pathetic little piss ants better do exactly what I say or there will be hell to pay. I’m gonna dress you up like a pretty little whore and make some money off your wussy pussy and that tight little ass of yours, you pathetic sissy bitch.

 

Mommie’s Creampie For Christmas

Mommy son phone sex

Mommy knows you have been sneaking in and watching as she gets fucked by a big black cock. This year for Christmas mommy has decided to give you a good creampie. I will bring my boyfriend over and you will be ion the room. I’m going to make you suck on his big black cock and big balls so you can get him nice and hard for mommy. When he sticks his cock deep inside mommy, I want you face right by his balls so you can get a good view of that big dick going in and out of mommy. I want you sucking his balls making sure they get nice and full for me. When he is ready to fill me up, I will make sure I take every drop in my hot wet cunt. I want to give you a mouth full of gooey nut for you suck and eat out of mommy. Merry Christmas baby I hope you love your creampie. 

Who’s your mommy whore?!

mommy whoreWho’s your mommy whore?! I yell at my sweet little sissy son. My thick mom dick buried in his ass cheeks as he squeaks out, “You are Mommy!” That boy pussy belongs to me all year long. In and out I push faster and deeper as that boy dick spouts a thin stream of precum all over my panties, my son is wearing. Stolen panties in exchange for a mommy strap fuck!

I flip my little sissy over so I can fuck that cunt the right way. My tits leaking milk as I bounce that pink bald dick all around. I know soon, my big mom tits will be covered with my sons jizz. It just takes the right amount of long stroking and rhythmic thrust that only a woman can give to make him shoot his sissy boy load tit high! Nothing to fear as my cum eater fag son will clean me right up after!
It feels so good to be a sissy boy mommy!
So who’s your mommy? Can I fuck your boy pussy?

Sissy Mom Candice

sissy mom

A sissy mom Knows how to take care of that wee penis. Or shall I say clit? My own son is not extremely small for a man, rather just an average Joe. He has always dressed up in mommies pretty playthings and asked to be used as a girl during our incest play times! It has never failed that my sweet dumpling wanted to be ass fucked by his sister with mommies super duper strap-on! I have to say he is my Pretty boy whom I can’t get enough of. I sucked his panty clad “Clit” and his freaky sister pushed deep in that boy’s pussy. My son makes such sweet moans of pleasure that I have to reach down and finger my own milf pussy! This is what I love about double teaming him with my daughter! We use up that sissy hole and get clitty juice and then invite our Bulls over. Soon, my son will be sucking cock and taking a real dick up his ass. Until then he must be satisfied with eating mommy and sisters cream pies out! Wouldn’t you like to dress up and be my fluffer? Mommy is waiting for her sissy boy!

Mommy Has A Good Boy

Anal sex mommy

Mommy loves the way you suck on her big jiggly jugs. You can suck all my milk out, or are you ready for mommy’s cream filling between her legs. I know you hear mommy getting fucked by her big dick boyfriends all the time. Mommy knows you jack off thinking of her creamy cunt. Come over here and milk mommy’s big boobs while you stroke your pee pee for me. When I’m ready you will clean the creampie out my cunt. If you, do it like I like it mommy will let you rub your hard dicky on momma’s wet clean cunt while you suck on my hard milky nipples. Then I’ll have my big dick boyfriend fuck my asshole while you watch and play with your little dick. Be a good boy for mama and suck on his big black balls and lick his asshole so he can get a full load. I love a big load creampie and when he fills me up you will clean me up again. Scooping it out with your tongue until mommy is clean again.  

Sissy Boy Phone Sex with Mommy Eva

My naughty son has been up to no good. The kind of no good he’s been up to is really fucking kinky. You should know I am a very understanding and sympathetic mommy. So when I encountered my boy looking like a twink there was no turning back. Sissy boy phone sex was in fact playing out.

This all started with his desire to watch his mommy fuck big alpha male dicks. I love that alpha daddy bull cock. There is no denying that those big alpha bulls get me off. So when my son started coming in the room and watching it was just innocent curiosity. Things have come around full circle now.

My son has taken to wearing my panties and bras while he watches mommy fuck. He will even get in and be my fluffer. I love my son so much and I encourage his kinky needs. I have gotten to where I invite a couple of bulls over for fucking and make sure they are ok with treating my son like a twink and using his holes as much as they wish.

Sissy boy phone sex

ABDL mommy phone sex

mommy phone sex

My big heavy milk laden tits are perfect for ABDL mommy phone sex. I have adult diapers and little boy diapers perfect to fit your ass. I will let you drain my rugrats milk as I stroke your dick inside your diaper. I love watching your face as I stroke you and you begin shitting and pissing in your diaper for me! I have a lot of experience with my own sweet’ems and changing baby girl and baby boy diapers. A big man dick can fuck me, but a little wee dickie poo gets snuggled and jacked off. Maybe you like shitting your diaper and getting changed by a hot pregnant mommy as she rocks your little baby boy ass to sleep. But I think you are a different breed of ABDL boy. You want to try to fuck mommy and boy do I have a surprise for you ass hole. A big bull cock is going to make a sandwich out of you during sissy boy phone sex with this nasty mommy! Cummies inside of me as you get opened up by a real man’s dick! I can be your sweet ABDL mommy, or your Preggo mom with a Dome side, any way it is, cum for mommy my adult diaper lover!