1,508 results for sissy training

Sissy Training Goddess Addilyn Has What You Need

What is it that drives you to a Sissy Training Goddess? Well, often it’s a craving to let out what your inner Bitch needs to let out. That is the immense craving for cock.

And when you look me up the fact of the matter is you want BBC. Let’s just face it, white boy. You are a little panty wearing bitch. Not to mention the fact you crave to suck off a big black cock.

Seeing that you are married, sometimes you just fantasize about your wife taking dick. All the while she enjoys a big black dick you are nearby wearing panties. After all your secret sissy comes out and all you want is a chance to suck that dick off.

With all of this in mind, back to why you need me. Notably it’s the fact that I am a BBC loving Goddess. Owing to this fact is that I am also a skilled Mistress ready to guide you into that journey.

Ultimately the journy to being a good little BBC loving sissy faggot. Whether it is through becoming cuckolded by your wife and a lover. Or perhaps secretly hooking up on grinder to suck off dick.

Whatever the circumstance involves, it will involve you dressing and servicing BBC.

Sissy training

Sissy training, brainwashing boys into strict Sissygams only

Sissy trainingYour femboy boypussy needs to be fucked and creampied… Be a good slut and make daddy cum! During Sissy training, you are going to show Daddy how good you are at managing to swallow up every inch of his 10-inch cock inside of your fuckholes and he’ll reward you with a cream filling. You are to please men and drink cum, that is your sole purpose! Daddy is going to fuck you so good and hard he is going to turn your asshole into a pussy. First, you will prepare his cock by giving him a sloppy Deepthraot blowjob, then I want you on your back missionary style so you can look at how masculine he is and feel stripped of your masculinity as he digs deep into your bussy.

Online sissy training was only the beginning of your ventures, I am going to turn you into a total cock sucking whore! All of those pegging sessions and punishments, whenever you didn’t perform to my standards, were just my way of grooming you. Did you think you were going to be on your knees swallowing fake cum for the rest of your life? Well, if you did you were fooled! You crave cock, admit it… You’ve already up the size of your dildo to the biggest one you could find at the sex store… Those dildos aren’t enough for you anymore, you need the real deal.

Big black cocks, is what will satiate those cravings!

This was all just sissy slut progression training… Now, it’s time for me to see for myself that all those sessions have paid off. You’ve spent so many days on your knees begging to be creampied and telling me how desperate you feel for the real deal. You have been brainwashed ladyboy, don’t worry once you experience your first Sissygasm while being barebacked you won’t regret it one bit. I will help you complete your transformation even if it takes Forced feminization!

Online Sissy Training Helps You Perfect Your Sissy Outfit

online sissy trainingI enjoy online sissy training. Do you? For many sissies, it is the only option. Wives, families, work get in the way. And let’s not forget a sissy’s own mind. We can be our own worst enemies. Most sissies feel guilty. They think they should project more masculinity. Or they think they would disappoint their loved ones if it ever came out that they like to suck cock and wear pretty things.

Gender fluidity exists. In my day we called folks androgynous if they flipped clothing. I love helping men explore their naturally feminine sides. Although when I am speaking to someone on the phone versus meeting them in person, I can only virtually dress them. But some sissies will go shopping based on my suggestions. I have a good eye for clothes. And I enjoy femboy training where I can put you in an outfit that accentuates your natural features.

The Clothes Can Make the Sissy

Although, I think most women who work in lingerie stores like Victoria Secret, understand many men may be shopping for themselves and not a special woman in their lives. And they will not call you out. They will play your game. I try to encourage my sissies to trust in the women who work in lingerie stores. Even in the Bible belt, women working in lingerie stores are more enlightened than the Karens working at a Walmart.

I have a huge closet of all sorts of pretty things for men just like you. Dresses, both the frilly and slinky kind. All sorts of lingerie to make you feel girly.  A variety of shoes from stripper shoes to low pumps, and a slew of wigs too. You can find your perfect outfit down to your sissy panties in my closet. Even if you cannot dress every day, you can virtually dress with me. Or even take me shopping with you.

I love seeing what a sissy picks out to wear. And I enjoy helping her perfect her look. You have heard the expression that the clothes make the man? Well, the clothes make the sissy too. What do you like to wear?

Online sissy training

Online sissy training

 

Good morning ladies and gents. Are you here for your online sissy training today? By the end of this session, you will be on your knees, begging me not to stop and crying for more. We have to get to know each other so we know how to make each other tick.


Is this your first training session, or are you coming back for more? I might start easy on you at first, but I promise by the end of this, nothing will be easy about it. The first thing I want to do is put you in this rhinestone leather collar and attach my leash to you. I’ll parade you around town so that everyone knows that you are my pet!


Once we are in the bar, with you mostly naked, and the collar and leash on you, I’m going to let the guests play with you. You are my pet, so they can do to you what they please. Anything from groping, grabbing and spanking. It all goes, and you will love it!

Sissy Training on Valentine’s Day is the Best Gift You Can Give Yourself

sissy trainingGive yourself sissy training for Valentine’s Day. I know being a sissy is lonely, but that is why I am here. As your sissy trainer, or even sissy mom, I can let you explore the fem side you keep hidden from everyone else. My sissy closet is a like Disney World to a sissy. It’s full of wonderment, exploration and joy.

Sissy Sarah visited me last night. She is a local sissy I help when time permits. Now, some people might assume all sissies are losers in life. But that is a wrong assumption. Most sissies have good jobs, even families and lots of friends too. Most sissies I know appear high functioning and successful in life. They just harbor a secret life they cannot share with just anyone.

Wives do not understand. If they discover their husband enjoys wearing panties and frilly things, they wrongly assume he is a closeted faggot. Sure, many sissies enjoy cock sucking, but many are just feminine and in need of femboy training. But I understand. Not all sissies are cock sucking faggots. When sissy Sarah visited me last night, she brought me a beautiful bouquet of flowers. Red roses for the mistress who lets her be herself.

A Good Sissy Trainer Understands Not All Sissies Are Alike

I took Sissy Sarah to my big magical closet. And she picked out the prettiest pink corset and matching panties. I showed her how to attach stockings to the garters. Stockings completed the look. Well, that and a pair of my sexy black pumps. Sissy Sarah looked like a sexy seductress. Her body is soft and curvy like mine. Although Sissy Sarah does not want cock, she does enjoy a good pegging.

Pegging is another thing most wives do not understand. But I never mind donning a strapon and milking a sissy dry. Sissy Sarah appeared backed up too. I milked her sissy balls until nothing came out. A good pegging milks that prostate and leaves a sissy feeling lighter and happier.  The best sissy trainer understands not all sissies are alike. Some like cock. Some don’t. And some like pegged and some don’t. But whatever kind of sissy you may be, let me make you feel special and pretty on Valentine’s Day.

Sissy training and tranny cock OHH yummy!

Sissy trainingSissy training with some Tranny cock got you excited about the possibilities? Sometimes I wish I could grow a dick and still have my perfect little tight pussy. We all know your pussy is your ass. And it does substitute wonderfully for my strap-cock. But my mind wonders to how good my cock would feel as I fucked you so fucking hard. MMm. To have a nine-inch dick with my puss nestled right between my cum filled balls.

Sissy training and tranny cock OHH yummy!

Personally, I know you don’t need a pussy to get off with a nice tranny cock. Your ass is perfect the way it is. But there are times when Im strapping down a sissy boy as my boyfriend is fucking me, that mind wanders. How I need to shoot big rope loads into you. Breeding you with every single last drop of Hemorphadite cream is my dream. ❤️

You know with my sissy phone sex the only limits we have is our imaginations. So think about the last dick you had? Can you feel my tits pressed up against your back as my T-slut cock throbs and pounds your ass pussy? I can feel my pussy dripping down my legs as I slam into you over and over again!  Let me hear you scream “Zoey fuck me with your cock!”  as I take your slut hole over and over again. Mistress Z is the one to fill you up and make you cum so fucking hard. The facts are I am the one to make you my complete cock  bitch.

Phone Dominatrix Tits Covered in Cum for Your Sissy Training

Phone Dominatrix Wants You to Clean These Tits

I need my filthy little fag to clean these phone dominatrix tits. It’s the only reason I keep nasty little sissy piggies like you around. I dress you up in a pretty pink maids’ outfit and force you onto your knees. Then put a pretty pink, open-mouth gag pushed in deep. You’re going to be drooling and panting like a good little pet. You’re going to stick out your tongue and I’m going to use it to get my pussy wet. Lick my fucking cunt you filthy little fag. You’re going to be a sloppy messy sissy slut. 

phone dominatrix

Open Wide for Cuckold Sissy Maid Training

You’re not licking my pussy for no reason. I have a friend coming over. He has a thick meaty cock that will need to be sucked, and I don’t want to mess up my lipstick. So I’m going to force his cock down your throat. You’re going to love the taste of that dirty, sweaty cock. This is what a real man looks and feels like. Get his cock nice and messy for me. He’s going to slide that fat cock into my pussy while you sit there and watch. I’ll even be nice and stroke that cock through your cute little sissy panties. 

He’s going to bend me over and push his cock into my cunt. Then I’m going to put these fat tits in your mouth and make you suckle while he fucks me. Perfect reward for your sissy maid training session. You’re lucky you’re even allowed to touch me. Lucky to have these big mommy milkers bouncing in your face while I get fucked down by a real man. He’s going to pull his cock out of my cunt and stroke his dick on to those fat tiddies. He’s going to ice them in cum, and then you’re going to lick his load off of them. Stick out your tongue you cum eating little sissy. 

Online Sissy Training Leaves a Sissy Begging for a BBC

online sissy trainingOnline sissy training begins here.  You read bios and blogs and get a feel for the kind of sissy trainer you need. I am a sissy mom who can be very loving and nurturing with her sissy boys. If they follow the rules, I am a nurturing sissy mom. Do not follow the rules or disrespect me, I punish you. And I punish you hard.

Travis is one of my newest sissies. Such potential with this one. However, he is sassy and belligerent sometimes. I think it is because he drinks too much. Many sissies need booze and drugs to get to their femboy side. Although I prefer my sissies to be sober, I cannot always monitor them. Since Travis broke many of my rules, he got punished.

A BBC sissy trainer punishes with big black cock too. I summoned Rodney to come over and punish my unruly sissy with his big 11-inch monster cock. And within 20 minutes, Rodney was in my living room with his cock balls deep in my sissy’s mouth. Travis gagged and drooled all over that huge black cock. Sissy Travis needed to learn his place.

You are the Sissy, So That Means I am in Charge

Any unruly or disobedient sissy gets punished. And they get punished with BBC. Sure, I can fuck an ass with a strapon. And I do. But nothing punishes a sissy ass more than a foot long, soda can thick cock up the ass, especially a virgin ass. Travis yelped and screamed as Rodney rammed his dick straight up his asshole. Too late to apologize now, I informed him.

Most of my sissies want a big black dick in any of their holes, but Travis is more a femboy than a cock sucking faggot sissy. Well, he was until last night. Rodney fucked him for hours. Black men posses the kind of sexual stamina that scares sissies. And Travis appeared scared initially. But once the pain ceased and that big black cock milked that prostate, Travis begged for more punishment.

Travis has a sore asshole today. Sore jaw too. But I showed Travis what mistress phone sex is all about. It’s about listening to your sissy trainer and following her fucking rules.

 

Sissy Training with a Bitch in Charge

sissy trainingSissy training begins here you little crossdressing faggot. You are too weak to do this alone. Plus, you could benefit from my tutelage. I am a badass dominatrix and a sissy trainer. If you have a feminine side, I can flesh it out of you. I have two sissy sons. Plus, I have helped numerous men like you.

A little about me. When I was a young coed, I was a professional dominatrix. I even had a dungeon in my basement full of all the equipment needed to punish slaves. However, when I got older, I married and started a family. Plus, the world of domination changed when the government decided that even pegging a man’s willing ass was prostitution. Suddenly being a pro dominatrix became illegal. So, I became a phone dominatrix and a sissy trainer.

But true confession time. I love pegging asses. So, I do not care if the state considers it prostitution. I will peg a sissy’s ass. And I did last night. Sissy Tanya came over to play. She is a cute sissy who knew she liked panties and cock but did not know what to do about it. She saw my ad on a fetish site and texted me. That was almost three years ago. Sissy Tanya still likes to play with her sissy mom.

I Enjoy Pegging a Sissy Ass

When she comes over, I dress her up in something frilly with lace. I do her hair and make-up and make her look like a pretty girl. But this sissy loves it when I peg her. So, I put on my strapon, and fucked her pretty ass. What a tight ass she has too. But I had a surprise for Sissy Tanya. I brought over a stud with a huge cock for her. She needed the real thing after all this time. And boy did she impress me and my stud with her skills.

She was able to get all his big cock in her holes too. And you will be able to deep throat like a porn star with some online sissy training too. I turn useless men into useful sissies. And I love doing it too.

Sissy training stretch that pussy out for big cocks.

Sissy training          Sissy training stretch that pussy out for big cocks. First thing we need to do is get that pussy in shape. We are going to do some Pilates. Work those cheeks. You should be able to crack a walnut between those cheeks. Show you know that you got the stuff to tighten around a cock as massive as they come.

          Now I am not talking about the average size cock of six to seven inches and this is actual inches not man inches. About 2 inches in diameter. To begin with that will be the cock size. This is training after all. Once we have gotten you taking that cock we will continue to work it up. At the same time we are going to keep it tight.

          Obviously you can’t work it like a real woman.

Being just a sissy and all. With a penis clit size.  That means cracking walnuts. Sure, you need to work up to those as well. Start with the peanuts. Those shells are much easier to crack open. Simply stick them half in your pussy and keep tightening around it until it cracks. Shuck them and eat them.

          As mentioned above you will be working up to the big cocks. I am an all-around trainer and one part that is absolute is the sissy humiliation training. You WILL learn to take criticism. Embarrassing you is part of the process. What I make you do will be nothing compared to what they will have your doing.

          It must be remembered that you are a sissy little bitch whore who can’t fuck worth a shit and this is the best way to learn how to tighten that pussy up. Now back to stretching you our and learning to tighten at the same time. Not easy but do as you are told and come tell me your results.

          Then we move onto the next steps.