Tag Archive: sissy training

Training the Sissy Boy

kinky phone sex

So I had a wonderful surprise today. One of my guy friends came over and told me he really wanted me to treat him like a sissy boy. He wanted to suck grandpas cock and wanted daddy to fuck him. So I ordered him to get down on his knees in front of me and beg me to let him do these things. He did, he dropped to the floor and begged and pleaded for me to tell him what to do but to please allow him what he wants. I ordered him to lift up my skirt and push my panties to the side and lick my clit. He did this for a bit and when I finally came I rewarded him. I called gramps into the living room and told him to sit on the couch. Then I ordered that little sissy to crawl to grandpa and pull out his cock. He did as I said and just stared at grandpas cock in complete fascination. I told him to lick it, then I told grandpa to control that little sissy boy. He grabbed the back of sissy boys head and roughly shoved it down on his cock. Sissy boy was choking and gagging all over that big cock and grandpa was moaning and groaning. My pussy got real wet at the sight of grandpas dick being swallowed by sissy boys mouth. It got even wetter when grandpa shot his load all over sissy boys face and grandpa licked it off. I made sissy boy crawl over to me and told him to fuck my wet cunt while daddy fucked his virgin asshole. He got on top of me and thrust his little cock in my pussy and fucked me slowly, then daddy came into the room walked over to us and stuck a finger in sissy boys ass. His dick twitched inside me and sped his movements up a bit. Finally daddy got on his knees behind sissy boy fucked his little ass while watching me get fucked. I have to admit having a little sissy boy is really great!!


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Catrina

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Pregnant slut games

Pregnant slut games are what we play. We have to see who will win and get knocked up first. That is the objective of the game.  I love playing because it gives us an excuse to have this crazy big orgy. We have a huge family when I say huge I mean it!!

Our cousin’s siblings, uncles aunts, and grandparents all come over to just cum and fuck. They give us pointers and make us feel really good. Of course, we make them feel just as good.

they watch and see who will be the first to make the best cum shot and who will take the most creamy loads.

This isn’t just a task for the girls the guys also have to take cum in their mouths too. These are the rules

Not one load will be wasted this is the main thing we focus on cleaning up cum

The last major rule is that there have to be at least 3 girls knocked up by the end of the month

it’s interesting to see who wins.

I have lost a couple times because I have wasted cum,

The penalty for wasting cum is getting a ton of loads in a dish from everyone

and immedietly i have to drink it and shug it in fron of everybody.Pregnant slut


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Ariel

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Mommy Phone Sex Sissy Stories

mommy phone sexWhen my boys are at school, I have mommy phone sex with men who wished they had a mom like me. My sons know what I do for a living. They think it is hot. When they come home from school, the first thing they ask me is, “Did you have any hot calls today, mommy?” You inspire my three horn dogs. They are young still, lacking much creativity or knowledge of sex yet. I am the best sex education teacher that they could have, however, there is still so much to learn. Every day, before they do their homework, we talk about our day. They tell me about the hot cock teasing teachers and what they wished they could have said or done. I tell them about my mommy sex phone boys. Today, they were particularly aroused by the tale of Sissy Sally. She is a long term sissy regular of mine. When she calls me, she is all dressed up and ready to have her boy pussy fucked. My curious munchkins asked what that meant. Immediately they were like, “if she was our sister, could we fuck that hole too?” I was so proud of them. They clearly knew how a sissy needed to be treated. They want me to give them a sissy brother. I told them it doesn’t quite work that way, so they promised to bring home a friend from school this weekend for some sissy fun. I can’t wait to have a real sissy to peg, especially a young one.


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Mary Anne

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Sissy Boi Training

Sissy trainingMy neighbor Sarah. Her son needs sissy boi training. So she asked me if i would train her son Dave for her. I was more then happy to train Dave. I have had experience with sissy boi training before. So Dave came to stay with me for three months. He dressed as a girl. Got beat everyday. Answered to a new name Darla. He became. a very good little sissy boi, My sons even had his ass after they were done fucking me. Giggles, It was a fun three months having a new sissy boi to train around the house.  Too bad I had to send him home to his own mommy.  Sarah was very pleased how her sissy boi Darla turned out to be such a good boi.  Now Sarah and I play with Darla all the time.  He was born to be a sissy boi.  No doubt about it.


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Mommy Susan

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Domination Phone Sex: I like Being a Mean Mommy

domination phone sexDomination phone sex is a lot of fun! I get calls mostly to play mommy. Sometimes, my callers need a mean mommy to punish then. I have three boys. I am no stranger to unruly boys who need some punishment on occasion. Some need it daily. My oldest boy was very fond on my lingerie when he was little. His brothers would take my panties to jack off with; they liked leaving me a creamy treat in my dirty panties. They thought I didn’t know. Every mother knows, just not every mother says something. Their big brother was a different situation. He wasn’t just smelling mommy’s pussy scent and jacking off. He was wearing my panties. Plus, my bras, thigh highs and even my garter belts. When I found out I was livid. Mommy’s pretty things cost too much to play dress up in. He got more than his share of bare bottom spankings from mommy. Turned out he liked being spanked. Loved it. His little pecker would be solid wood the moment my had hit his bare ass. He is older now, with a much bigger cock, but he is still a punishment whore. He loves to get into trouble just so I will spank him. This morning he sassed me when I told him to clean his room before going to the pool. He had a smile as he got mouthy, so I knew what he was doing. I put a cock ring on him, so he wouldn’t cum too quickly. I wanted some quality time with that bare ass of his. He may be taller than me now, but I can still swing him over my knee. I did too. Spanked his ass bright red and played with his back door with my slender vibe. He loves when I play with his ass. Do you want to be a bad boy for mommy so you get punished too?


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Mary Anne

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ABDL Mommy Phone Sex with Victoria

mommy phone sexMommy phone sex is my favorite type of phone sex. Perhaps it is because I am a naughty mommy in my real life, that I enjoy being a phone sex mommy so much. It might have something to do with my nurturing side too. I can be a ball busting bitch when I need to be, but I really prefer to be a sweet loving mommy who takes care of her boy’s needs. Because I have a nurturing, sweet side to me, I am a popular mother for sissy boys and adult babies. Last night I got to be a sweet mommy to baby Troy. He has been living as an adult baby for ten years now. He lost his phone sex mommy recently, so he went looking for a new mommy to care for him. I rocked him in my arms as I let him suckle from my breast. Since it is phone sex, we can pretend I have milk filled boobs again. I played with his pee pee as I fed him and sang him sweet little lullabies. My daughter dabbles in the lifestyle so I have some real life experience with adult babies. She likes to wear diapers and have me give her bathes. Are you an adult baby? Is it time for a feeding or a diaper change? Mommy is here for your baby. So are lots of other mommies. You can check out who wants to take care or you at our partner sight exclusively for ABDL phone sex.

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Victoria

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Sexy grandmas love humiliating sissies!

sexy grandmasSexy grandmas love little sissy boys, they’re always so amusing! Little Jeffy is a boy like that, he is very effeminate and weak so whenever I see him I make him into my sweet little girl. He always tries to protest but deep down he knows that I am right for doing it. He is very small in stature and skinny as hell, plus he has the smallest dick I have ever seen so really he’s more woman than man anyway. Besides, once I get him all dressed up and shove a dick in his mouth he is the happiest little sissy I have ever seen! He loves sucking dick and eating cum, he’ll take it any way he can get it… even if he is completely humiliated along the way!


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Bernadette

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Training You to be an Obedient Sissy

Sissy Training

Forcing you to your knees, I make you wait patiently as I taunt and tease you. You’re my little sissy bitch, and you will be going through some extensive training to learn how to properly please your mistress. How humiliating it must be, to be dominated by your little sister. Wearing a sexy, tight dominatrix bodysuit, I have you stick your ass in the air with your head to the ground. If you lower your ass at all, I’ll punish you. You must withstand the lashings without moving an inch. Taking a tasseled whip, I lash your cheeks, harder and harder. Yelping like the sissy you are, you tuck your hips in on the sixth strike. I grab a small butt plug from my drawer and jam it inside your hole. Gripping your face in my hands, I hold your face close as I snarl at you to keep still. I continue with the whipping, and again, you try to tuck your tail-end between your legs like a pathetic animal. This time, I take a bigger butt plug and replace the first one. I love hearing you cringe and wince as it splits through your ass. I lay your back this time, and if you scrunch up your legs and torso, even a little, to protect your balls, there will be consequences. With my trusty whip in hand, I lash your cock and balls. This time on the third strike, you move from fear, like a pussy. Now you must really face the music. Taking a big strap on, I rip out the butt plug and fuck your ass hard. I can hear the pain in your sniveling whimpers. How pathetic. Looks like we will need a lot of training before you can please me properly.

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Aimee

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Sissy Mommy Phone Sex

mommy phone sex

Mommy phone sex is not predictable when you call me. I am a mommy switch! I can be a sweet loving mommy or I can be a mean mommy. I can even be a sissy mommy. I think all the pussy I have been getting lately has changed me. I feminized my son this week. He is home on summer break. I am not sure what came over me, but I suggested he put on a pair of my panties. Once I saw him in a pair of my pink panties, I got aroused. I wanted to see more of him looking girly. I had him put on a matching pink bra. From there, it got out of control. I put a garter belt and stockings on him, which he seemed to like. He said it centered him.  Next came the wig and the high heels. He clearly loved the whole look. His cock and balls were bursting through my panties. Pre cum even stained the front.  Dressed in lingerie like he looked like a little Lolita, all I could think about were my hot teen lesbian charges licking my pussy and making me money. Of course, I had him worship my pussy. He was the first pussy licker I trained. As he was between my legs I just kept thinking about how much money I could get off a feminized sissy boy ass. He clearly enjoyed being dressed up in my sexy undergarments. I wonder if he might like getting fucked in his boy pussy for money while mommy watched? Would you enjoy such a thing? You could be his first client or maybe I can feminize you too and pimp your boy pussy out too. I may be a dirty bisexual mommy, but I like sissy phone sex too.


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Victoria

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Family Fucking with Mommy, Daughter and a Sissy Boy Nephew

family fuckingFamily fucking is what Morgan and I specialize in. I get calls all the time asking me if I have a son. Sadly, I only have a daughter. As great as my little fuck slave girl is, I do wish I had a little boy to play with; and Morgan always wanted a brother to fuck. She got her wish this week; well sort of got her wish. My nephew Tyler has been staying with us. My sister is out of town on business and her husband is gone too, so Aunt Madison to the rescue. Tyler is younger than Morgan by several years. He is in high school still. Morgan was all excited for some kissing cousin action. I must admit, I was hoping to watch them fuck too. All allusions of sister fucking went out the door when Morgan caught Tyler dressed up in her sexy lingerie with her dildo up his ass. Tyler was a sissy boy. Not that there is anything wrong with sissies, we love sissies; but when a sissy has a good sized rod on him, it is disheartening. We like big cock more than sissies! But, Morgan and I have no shortage of big cocks in our life; sissies, however, are harder to come by, at least in the real word. What did we do? We gave my nephew some much needed sissy training. Morgan gave him a complete make over. Hair, nails, full body wax and dress. I masturbated watching her transform her cousin from a boy to a sissy. I already had the strap ons out; one for Morgan and one for me. As Aunt Morgan, I was going to take my nephew’s back door pussy. Morgan got to thrust in and out of his mouth. He is still here for a few more days, so we have some real men coming over to give our little sissy boy the real thing.


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MorganMadison

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