Tag: sissy training phone sex

Pregnant phone sex pissing

Pregnant phone sex

There are times that being a pregnant phone sex whore isn’t all it’s cracked up to be. Nights when this brat is laying right on my bladder make me run potty every hour and I have to cover up the sound of me peeing like a racehorse! I have peed for men on the phone before, but you never know if they are into piss games and I never want to say hey baby, I have to run pee. Can you give me a couple of minutes? Last night I was going to piss myself and ran to the bathroom, forgot to mute and let out the loudest stream into the potty. I was so embarrassed until my caller asked are you pissing? That’s so hot! He told me he would be the toilet paper to my pregnant pussy! ANd I learned a new fact, I’m not sure if its correct but he swears that a pregnant woman’s pee is sweeter than normal and he would drink me up like I was a hot toddy! I would gladly let any man be my toilet! 

Sissy Maid Son

Sissy maid training

 

I’m really proud of my son’s sissy maid training, she’s really stepped up her sissification almost all on her own.  Sure, I gave him a bit of guidance to point him in the right direction, but I never broke him down mentally like I did with all of my other femboys.  She’s either advanced this far all on her own or she has another sissy mistress helping her along.  It doesn’t matter to me either way because she’s really happy with herself and her sexy little clitty, plus my house has never been cleaner!

My book club meeting was at my place last week and the girls couldn’t stop commenting on how spotless my house was.  I told them all about my new maid and called her in so I could introduce her to the gang.  They all marveled at my sissy son’s marvelous pink hair and sexy maid outfit.  Even Miss know-it-all Janice asked where we found hot heels his size because she has problems finding shoes big enough to fit her giant hobbit feet!  

The gals had a great time bossing my girly boy around and making him wait on them hand and foot.  Their drinks were always fresh and the dishes were always cleared with a quickness.  The club organizer, Yolanda, liked bossing my maid around so much that her fat pussy got really wet and soaked the cushion of her chair.  Of course that had to be cleaned too, but she stayed seated and made my horny helper polish her puss with his mouth as he scrubbed her spot.

I love my girly son, even if he didn’t clean my entire house.  The fact that he does, though, makes me appreciate her even more.  It’s great for me because someone has to clean up all the cum.

 

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.

 

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.

 

Sissy Boy Mommy Play

sissy boy mommyThis sissy boy mommy is on the Rag for Christmas and My son already knows what’s up! Mommy needs her pussy cleaned up and her cramps relieved by his mouth. And you know every time I change my Tampon, he needs his boy pussy plugged up too. But it’s more than that. I always have to pee and he drinks it with such gusto! Drinking mommys pussy juice is more than my cum and mommy Honey for him. I push his little face deep in my cunt and grind so he gets every last drop! I had my best milf friends over today. And I explained that my son was a little different than most and he needed to have his period right along with me. My friends were delighted that I took the time to properly train him. But they wanted to show off their way of taking care of their needs. One was was more interested in the new strap-on I had bought for our Christmas day activities, And wanted to fuck him like the little whore in heat he was. I was so wet at the thought of another woman fucking my son with her mommy whore dick that I just had to let her be the first to strap fuck my little sissy slave son! I had one request, to suck my son off as she had him on his back and he ate my pussy! So as I brought him in the big bathroom for his changing, one of the mommies showed him how she changed her extra super tampon with a hairy milf pussy and the other strapped up to fuck his boy pussy. Mommy and her friends would love to do some sissy training phone sex with you, two mommies are better than one!

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!

Sissy Mom Spoils Her Sissy Slut

Sissy mom I picked out the perfect black thong and fishnets. Your tiny little sissy cock would look perfect in these. I can’t believe my young sissy slut is growing up so fast. You were such a good sissy in training I knew this day would come. Tonight, mommy’s going to paint your nails that bright and pretty Barbie pink color you picked out. We’re going to shave off all your body hair, do your makeup, lashes, and wig, and then we’re going to dress you in this seductive black thong and nightie. Those red bottom heels are going to make those sexy sissy legs and that round sissy ass poke out perfectly. Under my sissy cum whore training, you have become the beautiful, irresistible woman you’ve always wanted to be. Now that you’re all dressed up I have a big, huge surprise for my sexy sissy slut. I’m going to teach you how to take every inch of a massive cock. My big dick friends can’t wait to stretch your tight boy pussy, and I can’t wait to watch my hot little sissy get fucked and filled up with all their hot, dick juices. 

 

Younger Preggers Mommy

mommy phone sexI enjoy being a younger mommy phone sex whorlette who is pregnant again. Rubbing cum into my young belly every night so I don’t get stretch marks on daddies advice. He says he has an endless supply and it doesn’t work if it doesn’t go in my pussy first! So I just spread my legs after he has dumped that thick warm cum inside me and dip my fingers inside. My legs spread right in front of him so he can see his handy work. I giggle that he watches so intently! I rub his cum on my little fat bald mons and tell daddy thank you for my daily dose of daddy cream! I dip my fingers in again and taste it to assure that good cum from my daddy is inside of me. Sometimes I share it with him. Him getting hard again as I lean up and put my fingers in his mouth is so damn hot to me. And I always share it with my littles he already made in my womb. We are a small incest family and daddy says he loves keeping me knocked up and my girls will be following in my young mommy whore foot steps.

Sissy Mom Play time

sissy mom

It’s time for playtime with your sissy mom. You are a very dirty boy. I’ve been watching mommy and her lovers. Are you jealous about those big cocks fucking Mommy and the way that your “big” brother eats mommy’s pussy. You just walk in with your little tiny pee pee in your hand jacking it so fast and furious! I like that you’re naughty little girl doing things like that in front of Mommy’s guest! But you don’t stop, you come closer for a little boy with no balls. You really have the audacity. If it wasn’t so hot to show you that man’s big dick to sticking straight up in the air waiting for mommy to slide down his body and impale herself on it I might have to spank the hell out of you! They might just do it for my own pleasure anyways. You know there’s only one time a month you get to taste mommy’s pussy. And that’s clean up time and when we have our period! I know you’re my sweet boy who needs your phone sex Mommy to put her big brand new feeldoe inside her dirty pussy and let you ride it between your tampon changes!  phone sex mommy

Fuck a preggo belly button

pregnant phone sexYou would think my little boy who loves panties would want nothing more than some mommy cunt. wrong his little tiny penis is content to fuck mommies belly button. And you know that leaves that panty clad ass in a prime position for some ass fucking by his brother. I always tell him its okay baby, make some yummy cummies in my pregnant belly button, while mommy lets him fuck your little pink puckered poop shoot! I have to coo and tell baby boy Jon Jon that mommy likes it when he gets fucked in the ass and he makes a big pool of cum right in my very deep belly button hole! 

Of course my older son gets his rocks off in Jon Jon’s ass and I have my ass fucked little man sit on my face so I can clean it all out! I shove his little sisters panties in my wet cunt and tell him to go up inside me and fish them out with his mouth! I never said I wasn’t a filthy skank of a mommy.