Category: Sissy training phone sex

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

Horny milf pictures with your breeding whore

Horny milf pictures

I just caught you snooping through my drawers, looking at my dirty horny milf pictures! You are my sons’ friend, so you shouldn’t even be in my room. I think it’s time you be punished. You have been having all kinds of milf fantasy stories, haven’t you? I’m trying to come up with the perfect punishment to fit the crime and I think I found it!

                What I think will torture you the most is a “you can look but not touch” scenario. I tell you to sit in the chair in my bedroom. I get on my bed, strip down and lean against the pillows. I stick one of my legs up in the air behind my head, so you are staring at nothing except my pink mommy pussy. It looks back at you and you are hypnotized by the view.

                I lick a couple fingers to get them nice and wet, so they’ll be able to slide right into my pussy. I fuck my pussy while I rub my clit with another finger. I feel an orgasm sneaking up, but that just makes me go faster. I want my body to explode. I look over at you and see you stroking your cock so fast and hard as well. That’s when I ask if you want to jack off with mommy?

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.

Mommy whore Polly gets a train ran on her by her sons

Mommy whore Polly has been getting wore out by her baby boys in the best way.  My loving boys came home after a long day of work and mommy wanted to do something nice for them. I cook their favorite meal in their favorite maid outfit that exposes my all my curves.

while they were eating I crawled under the table and sucked each of their cocks until they came in my mouth and loved every second of it. Once they were good and full I took them to the living room for the rest of the show. I turned on some music and began to dance to dance for them and take off my clothes. I straddled on of my sons and shoved my tongue down his throat grinding my tight pussy on his lap.while my other sons came over cocks in hand ready to feed me cock. All night i let my bodys use and abuse me until i had a belly full of cum.

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.

Cock sucking mommy Polly Wants to play!

Cock sucking mommy

 

Cock sucking mommy Polly needs her little brat boy’s cock. I saw you watching me as I was in the shower. Eyes wide drooling with that massive cock rock hard in your hand stroking it imaging all the things you want to do to me. Well how about you bring that dick to me baby! I want every inch of that cock to stretch my tight little holes out. Im a cock obsessed cum hungry whore and nothing makes my pussy gush with excitement more than a young man with a long massive cock jerking off to the thought of me.

Since I’ve noticed you watching me every time I put on a little show for you. Ill bend over right in front of you in my tiny little skirt with no panties while your on the couch watching tv. To give you a peek of my sweet pearl dripping. Watching me on all fours swallowing the cocks of my new breeders seeing me slobber and drool all over their cocks while they fill each of my holes up.

I cant help but gush just thinking about it. Can you make mommy cream? I want you to breed me baby boy!

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?

Wet mommy pussy for you to use as your very own Cum dumpster

Wet mommy pussyI couldn’t help but fuck my stepson, he’s got a big dick and tons of stamina! After overhearing him for so many nights fuck his Teen girlfriend, I could no longer resist the temptation of having him ice the walls of my Wet mommy pussy. He’s even got a much bigger dick than his father! For the first time last night after masturbating to the sound of him milking his girlfriend’s Young bald pussy… I walked in and pleaded for him to fuck me! His girlfriend was shocked at the sight of me standing there completely naked flaunting my goods off. Of course, the horny little pervert couldn’t deny a sexy milf like myself.

He told me to come over and suck all his cum out of her Baby girl pussy!

As I slurped her cum filled cunt he got behind me and mounted me. He jerked his big dick in and out of me while tugging at my hair and calling me all sorts of filthy names. His teen girlfriend is shapeless compared to me! I took advantage of the fact that I am a Hot Mom with big tits and wrapped my juicy jugs around his hard cock. I sucked the head of his bulging shaft and drooled all over his dick.

His little girlfriend couldn’t keep up with my level of experience! She pulled her cell phone out and started recording me doing a hot deed for my boy for her OnlyFans. I had no shame! It turned me on even more knowing that there would be a world of hot young studs jerking their cocks to my stepson pounding away at my pussy.

For hours he fucked me, while I moaned intensely until he finally loaded my pussy with the Biggest cum shot my fuckhole had ever swallowed. I spread my legs and scooped all the nut that came swarming out of my pussy and slurped every drop of it out of the palm of my hand and then made him promise to use me as his Breeding whore from this day forward!