Category: Sissy boy phone sex

Let Meredith be your Phone sex mommy

Phone sex mommy

I love being a phone sex mommy. Mommy is here and ready to take full advantage of her little sissy boy. She’s going to dress you up like a good little boy, in high heels, a thong, and matching bralette. Do your make up, and make you look super sexy! Once you’re all dolled up, Mommy is going to do a little photo shoot with you. Do lots of poses in various positions, ass up, showing you bussy to the camera.

I want you to tease the camera, do what Mommy tells you to do like a good little sissy slut. 

Now Mommy is going to put the camera right up here on the table. Now we’re going to put you on live stream. Let all the other sissy boys out there see what a good boy you are for me. Dance and prance around in your sexy lingerie. I want you to feel nice and sexy letting everyone on the live stream see you all dolled up.

It’s okay, no one will recognize you, we did your make up so good you don’t even look like yourself anymore. Specially with that nice red curly wig that Mommy put on you, you look so cute in it!

Now I want you to sit on the bed in front of the camera, and bend over, grab some lube, and I want you to lube up your sweet little busy for Mommy. I want to show everyone on the live stream just how far open we can stretch your tight little bussy. Get it all nice and lubed up for Mommy’s big black strap on, this huge 10″ dildo will fit nicely right into your lubed up bussy.

Fuck yes you good little sissy boy, it’s sliding in nice and deep, take it all. Mommy is going to pull this out of your little bussy. I want you to get on your knees in front of mommy and the camera. Good boy, now I want you to lick your sweet bussy juices off mommy’s big strap on dildo. deepthroat it like a good boy, do what mommy says. 

I enjoy sissy training phone sex too. Now pick up your phone and call Mommy Meredith and tell her all the nasty little things you want her to do to you. Be a good boy, call me now. 

Sissy mom will punish and abuse just to soothe you.

            Sissy mom will punish and abuse just to sooth you. In fact, going to start with getting you all dressed up. Make up and all. You sit over there. Mom is going to break out her make-up. Not the good stuff. At least not yet. As soon as I know you can be a good sissy for your mom then we will discuss getting you your own stuff. Like blush, should be with the color of your skin. The first thing to realize is that as a mommy boy you will be subjectable to my whims. Pleasing me first and foremost.

            Next thing you know you’ll be Sissy boy mommy little bitch in your maid’s costume. Dusting the house. Wiping it all down. At the same time Mommy is going to be watching, filming, and even ordering you to show your little pussy ass. Quickly teaching you how to kiss, how to French kiss the pussy.  Going to have to find you a daddy or just a mommy strap on and introduce you to the ways fucking. Needs to enjoy the dick.

            Holding the dick in my hand. Squeeze you from the base on up. Suck on my tits. All for mommy for otherwise you need to be punished. Paddle the butt. Just to fuck the pussy. Beauty knows no pain no boundaries. To be the best you need to embrace the pain. Be good for mommy for after the punishment and abuse, to be sure going to soothe you. Making you cum with a combination of them all. Just wait and see. I will turn you into a Sissy who cums to pain.  Sissy mom

Sissy boy mommy for all adult diaper lovers!

Sissy boy mommySissy boy mommy for all adult diaper lovers! If you act like a helpless ABDL Bitch, don’t be surprised when I lose my patience with you. Some of you crave to be babied and pampered, but the good bois understand that you deserve to be humiliated for your Diaper fill-ups! And if you’re a humiliation junkie, then calling a Domme ABDL Lover like Mommy Regina is just what my itty bitty baby bois need!

I have just the thing to make your diaper feel full and tight. I have no qualms about pointing out your wee dinkies! Mommys Humiliation and diaper changes are exactly what you need to get your pathetic little pee-pee going, isn’t it? Mommy Regina is here to make your Diaper fantasies come true. Let me take care of all your ABDL needs!

Sissy boy mommy for all Small dicked adult diaper lovers! 

Now I force you to fill your diaper up for me.  You are going to feel the humiliation and pleasure of being fucked by your mommy, and I want you to cum for me. I want you to thank me for humiliating you and making you my little diaper boy.

I want you to imagine that you are on all fours, your padded ass exposed to me, your diaper bulging with your piss and shit! Mommy is ging to cut a hole in your diaper and fuck you with her strap on! My tits are leaking as this Domme Mom Takes Lactating phone sex to extremes for ABDL Bitches like you! I love a nice mess and fucking a full dirty diaper of an baby boi ass slut like you is going to make a hell of a mess.

Drink from my big dripping mommy milkers and stay in a constant Age regression space mixed with ass fucking and Small penis humiliation!  Cum, now wee one, Let me take control and make you my bitch! I will make you my little cum whore and you will become addicted to me. Obey Mommy and give in to your ABDL desires.

Mommy Regina is here to make your Sissy boy phone sex Diaper fantasies come true. Let me take care of all your ABDL needs!

Sissy maid training dust that sculpture, fluff the skirt.

            Sissy maid training dust that sculpture, fluff the skirt. Do exactly as you have been trained to do. Make me proud. Now I showed you how to dust a sculpture. After all you need to dust it before you clean. Make sure that it is all clean. Show me what you have learned. As soon as you have washed the sculpture remember to fluff the skirt.

            In fact, fluff it up. Show a little skin. Run a hand down the stockings. In the long run you need to forget the panties. May like them but when you are fluffing the skirt you will be exposing your pussy. You need to expose the pussy.

            All in all, you need your training in capturing not one but numerous different men. Those sculpted bodies. Lick the length of them. From the tips of their toes, up to those cocks, rock solid asses, all the way up to the top of their head.

            All of sudden it will all fall into place and before you know it, those men will be lining up around the block to see you clean their sculptures and fluff your skirt. Going to open you up. Make the finally cum and you in the end will cum out of your pussy too.

            Make your Sissy mom proud.Sissy maid training

Mommy Whore cheating on my husband and cuckolding my sons too.

Mommy whoreMommy Whore? Me? Why yes baby and I carry that title like a badge of honor. I know that young men need a mother who whores her body out for fun and money sometimes? Ask me a stupid question like if I am cheating on your father and I will answer you honestly. I have no shame in my game about liking multiple cocks. Your father knows I take strangers into our bed. That is none of your business though. 

Unless.. No,  I possibly couldn’t. Okay, I think its time to introduce you to the very reason you dad lets me fuck anybody I want.  I want you to meet your dad’s best friend, John. He’s been helping me out for a while now and I want you to get to know him. The secret is in his pants!  I want you to see for yourself what a real man looks like. I want you to feel what a real cock feels like. I want you to experience the real thing.

Can Mommy Whore Regina tell you a Little secret – I just love cheating on my husband and cuckolding my sons too.

What can give me even more pleasure than sharing cock with my husband and son? Divulging all my steamy encounters with John, describing in detail how he satisfies me in ways his daddy never could.Beginning with with mommies boy and hubby watching me and John in bed together. The sight of this wet mommy pussy being pleasured by John’s huge cock is enough to drive them wild with desire. And finally feeding each of them huge cock so they can join in on this dirty milf whores adventures?

Sissy boy mommy will do your make up.

  Sissy boy mommy          Sissy boy mommy will do your make up. Make you look like a beautiful little sissy and no one will ever be the wise. After all you mommy knows what is best for you. First we will pin all your hair back. Now the reason for this is so that you don’t smudge and smear the make-up when we do the hair. A point often overlooked is a wig should have the hair pinned back or a net cap put on.

            Giving you charcoal eyes. This is thick eyeliner around the entire eye. Smudge it ever so little. As can be seen it draws attention to how high your cheek bones are, how wide your eyes. Next is the lipstick. Ruby reds, magenta, bright colors will draw attention to the full mouth.

            Smack your lips together and say ahh. Another key point when you are out to eat be sure to get dick shaped objects to slowly put into your mouth. Be a good sissy boy and eat it slowly. Dab your lips. Hence keeping the lipstick.

            Most notably in your handbag you need to carry some lipstick (same shade), some extra eyes shadow, and of course the lip liner. Wherever you go these are essentials. Now before I let you go out. Your Mommy wants to have Sissy boy phone sex and peg you after you suck on my strap.

            All in all, I want to make sure that you are ready to go out on your date. Make me proud.

Sissy boy mommy Ireland will make your little clitty bust!

Sissy boy mommySissy boy mommy Ireland will make your little clitty bust! I’ve been around the block a few times and I know a thing or two about how to satisfy your insatiable hunger for cock and cum. I’ll make you moan and beg for more, my sweet boy.

I know what you really want, deep down inside. You want to be sissified, don’t you? You want to be my pretty little princess, all dolled up in frilly dresses and high heels, with your tight little bussy just begging to be abused. I am more than happy to make that fantasy a reality for you.

I’ll take you under my wing and teach you everything you need to know to be a good little whore. I’ll show you how to suck a cock like a pro, how to take it deep in that sweet little throat of yours until you’re gagging and crying for Mommy’s approval. And when it’s time for that bussy to be filled, I’ll make sure your hole is stretched out to take thick hard cock. 

I have a lot of friends who would love to play with that hole. You will make Mommy a lot of money by whoring out your slutty holes. I’ll make you crave cock and cum, and beg for it like a good little slut. And get ready baby because you are going to take cock after cock, because let’s face it, Mommy has bills to pay, don’t I?

So what are you waiting for, my little bitches? Pick up that phone and call me for some hot Sissy maid training. Mommy will make your tongue numb by the loads of cum you will clean out of my juicy pussy and ass. I will mold you into the sluttiest, most obedient whore you can be. And trust me, once we’re done, you’ll be begging for more. So come on, my sissy darlings, let’s get down and dirty together.

 

Cock sucking mommy Son shows her whose really in charge

Nothing makes me happier than being a Cock sucking mommy. Yesterday I decided to treat one of my sons after school. He came home from track practice all sweaty and hot. He came into my room and caught me playing with my pretty little pearl while I was watching porn. I saw his eyes widen and the bulge in his shorts grew I could see the lust inside of him growing and without a second thought He came over to me and began to rub on my titties while stroking his ten inch cock.

Next thing I knew he had me bent over on the bed as he rubbed the tip of his cock up and down my pussy making me gush and cream. The moan I released once he slid inside of me was like a breath of fresh air. I relished in every deep long stroke it sent vibrations all over my body. the thrill alone made me never want him to stop.

He fucked me passionately and deeply on my marriage bed for hours filling each and every one of my holes to the brim with cum. I love that my sweet boy knows how to please his dear mommy. I taught him everything i knew and last night he showed me he knew so much more.

Sissy boy mommy looking for a perv to stretch my boys pussy

Sissy boy mommy I am a Sissy boy mommy and I am proud! When my boy came out to me about his addiction to finger fucking his bootyhole I couldn’t help but introduce him to mommy’s endless toys. I knew he was going to be a faggot starting from a very young since he had a thing for wearing my high heels… and as he grew older he began turning my g strings into Sissy panties. The first time I ever saw my velvet g-string hanging out his backside, I had Forced feminization on him. I didn’t want him to be in denial I wanted my femboy to embrace his sexuality.

I dressed him up like a fairy slut and took so many pictures of him. His transformation was insane! I am a Mom with big tits so my bras didn’t quite fit him too well… That’s when I decided to surprise him with a set of breast forms! He was always so nervous about losing his virginity, so we agreed that for the very first time, I would bend him over and stretch his bussy.

I tucked the head of a lubricant bottle inside of his sissy hole and squeezed… His eyes rolled back as he felt the burst of lube fill his boy-pussy… Then I slide my 9-inch dildo inside of him… He arched his back and his eyes rolled followed by him releasing the hottest sexy moaning noises..

. He then begged for me to peg him harder. He experienced his first anal orgasm all over my silicone strap-on. To learn to suck cock he watched Mommy sucking dick… and eventually, we started doing dates together.

Older men love my sissy boy’s tight boy pussy and my boy loves the warm cum that fills his holes.

Phone Sex Whore Nicolette Enjoys Sissy Boys Too

phone sex whoreI love being a phone sex whore. My husband built me an office space and it has a beautiful desk, and old-fashioned phone and a closet of sexy lingerie. I am old school, I guess. Perhaps it is because of the generation I grew up in, or maybe it is the reaction I get from my sons and my boy toy husband when they see me in old-fashioned lingerie. Likely, it is a combination of both.

Garter belts, stockings, thigh highs, teddies, baby doll nighties and bra and panty sets galore in my office closet. For some boys, the feel of my sexy lingerie sparks something inside them. And I think that is part of the reason I show off so much of my sexy lingerie. I enjoy being a sissy mom. Although none of my sons show any sissy inclinations, I have allowed several of their friends over the years play in my lingerie closet.

My youngest son has this femboy friend who comes over often. He is not the typical boy. I have caught him several times playing with my lingerie and dirty panties. He is not jacking off in my items. Rather he is trying them on and exploring his sexual identity. As a mature woman, I know a sissy boy when I meet one. Last night Chris came over to spend the night. And I caught him in my office closet. So, I confronted him. However, in a nice, non-threatening way.

I Love Being a Sissy Mommy to Sissy Boys Too

When I asked him what he liked about my undergarments, he just let loose. So, I gave him a sissy makeover. Even though he is a young teen boy, I think he knows he is not the typical macho boy. And I assured him that was fine with me. He wants me to be his sissy boy mommy and I told him I would be honored.

My son got a little upset because I hijacked his gamer friend. His father played video games with him while I played dress up with the young boy. He has naturally feminine features. Appears to lack any masculine features or an alpha boy personality. So, he is perfect to be my next sissy boy project. Do you think you might need a sissy mommy too?