Tag: Sissy training

Taboo Phone Chat with Me Combines Mommy Fantasies & BBC Longings

taboo phone chatTaboo phone chat with me usually involves two themes. Either a sissy boy wants to suck some big black cock because I am a fan of those BBCs too, or they want to talk about mommy. All sissy trainers understand that most sissy beginnings started in mommy’s panty drawer. I love being a sissy trainer. I am a nurturing mommy and a BBC whore, so I am a double taboo sissy trainer. I often mix both taboos into my sissy calls. I have a new sissy boy who has a deep obsession with mommy’s panties. When he was a little boy, his father caught him wearing panties and punished him. Mommy, however, showed a bit more compassion for her panty wearing son. Behind daddy’s back, his mother encouraged her son to wear panties. And when his father would travel for work, she would let him dress in feminine clothes all day long. His mother gave him his first femboy training experience. He is older now and craving the love and nurturing a sissy mom can provide. The difference from then to now is that he also craves black cock. He was in the right place with me. I have two sissy sons who love to dress as fem gurls and who also crave big black cock. Some of my black studs will lend a hand in their education, but many will not because of their young ages. They are old enough to know what they want even if the law does not agree. My sissy client, however, is well past the barely legal stage of his life, and all my black studs were wiling to help him further his sissy education. Leroy helped me last night. Since I am a bbc slut and a bbc sissy trainer, I have no problem finding a BBC to help a sissy. My newest sissy loved sucking on Leroy’s big shaft while wearing mommy’s pretty things. I bet you would too. If you need a taboo, loving sissy mommy, I am here for you boys.

Sissy Phone Sex Update: Becca Takes A Huge Dildo!

Sissy Phone Sex

The sweet whimpers during sissy phone sex, of my sweet little slut shoving the massive dildo deep inside of him. Drive me insanely crazy. It spikes something inside of me that just makes me want to grab a bigger one and thrust it deep into that pathetic aching sissy hole. My sweet little sissy Becca and I just started a Sissy/Mistress journey together. That I can’t wait to continue, the homewrecking and forced training that is coming will be stories to blow your mind!

So Friday, before I went out for the night with my friends, I had Sissy Becca go to the porn store and pick up a few items for our playtime. She grabbed a dildo *the one pictured* and some fishnet stockings. Trying not to fall victim to my amazing voice and witty mind, she sat in her car until I finally told her she needed to come home or I was going to post her face to this story instead of just her bum. You see, I absolutely adore sissy blackmail.

There’s something about a little slut whimpering and obeying because they are scared of what’s about to happen, that just makes my teen Domme pussy drip!

Best Sissy Trainer and Friends

Best Sissy Trainer

My girlfriend and I are probably the best! You know already that I am the best sissy trainer but how much fun would you have with two of us? I brought a special girlfriend of mine, and you see she is dressed in all latex! It’s her kink to be dressed in it, it makes her feel good and sexy and in charge! She even has her own whip for sissy boys like you who like to misbehave! Now bend over the couch in your pretty, pink, girly, sissy panties and take your punishment like a good boy! I get on my knees and get my face into her crotchless latex pants and start sucking on her clit while she raises her whip and begins your punishment!

Tiny Dick Date is Forced to Dressed Up Like a Cute Sissy

Forced Feminization

 

I had a date with a guy, and he came back to my place. We were both horny so I undressed in front of him, revealing my big tits and beautiful shaved pussy. When he undressed, I laughed at him. His cock was so tiny that you could barely see it in a microscope. I told him that if I wanted to fuck a woman, I would have brought home a woman and not some small dick loser. I got some panties, a dress, heels and pantyhose out and placed them on the couch. I told him that if he didn’t get dressed in them that I would tell everyone in the city how small his cock was and he would never get another date again. He put on the clothes for me, looking like such a cute girl in his new clothes. With some more work, I could make him into a fuckable sissy. I told him to give me a little strut down the hallway, showing off his catwalk skills. Then, I asked him to give me a little sexy dance. To my excitement, that sissy loser was enjoying this. Maybe I have a new sissy captive.

Best Sissy Trainer Helps You Be the Best Beta Boy You Can Be

best sissy trainerThe best sissy trainer is what you need. Maybe I can be a little gift to yourself? I love sissy boys. I like all sorts of submissive men. Sissies, cuckolds, cock sucking faggots, adult babies and maids. I have a few of each in my sissy posse. Alex has been seeing me for about a year now. I was his Christmas present to himself last year. He said he just wanted a few sessions, but our explorations prompted him to keep coming back. He came to me confused. He knew he was not a normal alpha male. He knew he had a small cock and was unable to please his wife. He sometimes gets off wearing women’s panties. He fantasizes about sucking cock. He just did not know where he fell in the spectrum of submissive men. Many submissive men overlap their niches. I have lots of sissy boys who come to me for sissy training, but they quickly find out they are more than just sissies. They are often cucks and cock sucking faggots too. Alex is primarily a cuckold we discovered. He likes to wear panties and suck cock, however, he does not want to suck cock if his wife is not present. He likes to service men for her. A lot of sissies just love cock. They want to be a beta bitch to an alpha male with a huge cock. Not Alex. He just wants to suck cock to please his wife. He wants to do the labor so she can enjoy the action. He is a submissive male, but not a 100% sissy boy. We are working on how to get his wife fully on board with having lovers and fucking them in front of her husband. She has been coming with her husband to our sessions for the past several weeks. Last night, this phone dominatrix arranged for a bull to fuck his wife. My bull was black with a 13-inch-thick cock. I watched Alex fluff his cock and guide it into his wife’s hungry pussy. I watched his wife have an earth shattering orgasm too. It is great when I help submissive men, but when I can help their wives too, I really feel like I have done my job well.

You need to be a sissy

sissy panties

The words I tell sissy kelly all the time is she’s my piggy sissy. She will spoil me and make me the happiest sissy domme. There’s so much to do, and it will take sissy Kelly a lot to be my number one sissy slut. So far, we have made some progress. She sure has spoiled me to an extent. I will ensure she keeps it going, and I will teach her all the fundamentals of being the hottest sissy. 

I know how badly she wants to suck cock and use her sissy ways to lure some hot rods in her sissy ass. Sissy’s assignments will prove whether she’s ready or not. In the meantime, she will be doing her best to satisfy her domme mistress. It’s time she puts those sissy panties on and gets hypnotized by the domme barbie herself. 

Femboy training is in full swing sissy slut!

Femboy trainingImagine your Femboy training allowing your feminine self to finally accept your fate. You know there is something different about you that you are so afraid to let out. The way you admire panties, craving the feeling of the fabric against you little cocky. Or the way that you get so turned on by the thought of a nice big veiny cock.

You are wondering why you keep having these reoccurring thoughts? That’s because you were born to be a little sissy slut! You are a little girl so let’s dress you up real nice! I know you like the feeling of wearing those panties you love to sniff. Here, ill take them off for you with me teeth and you can put them on baby and be a sexy girl like me! Oh, don’t forget your bra, and the pair of thigh highs too! Now go-ahead sissy slut you know what to do! Put on those 6-inch fuck me heals and strut around for me baby girl, tell me how it feels!

You are all dressed up and ready to seduce. Daddy is going to be happy babe you are all ready to be used! You don’t have to scared daddy won’t be too rough. But he is going to use so you better pucker up. Get down on your knees and beg daddy for that cock! You know your tiny little cocky is worthless and could never please a woman. That’s because it’s a clitty and you are nothing but a good little slut.

Open up wide and start bobbing your head, just like the whore you aspire to be. Suck that cock good baby, suck it as if you were me! Come on sissy slut I want to see you gag! Feel that massive cock slide down your throat going deeper and deeper until you choke! I know this is what you have been dying to do, so put on a show so daddy will want to keep using you!

Suck that big dick make him unload that massive nut! feel that creamy warm cum coat your mouth and your tongue.  Move it around enjoy the way that it feels. This is everything you wanted and you’re doing it in heals Now swallow it up we aren’t done with you yet! You know that little boy pussy needs to be pounded and breed!

Taboo phone chat is where i got a new sissy trained with Sissy panties

Taboo phone chat is where I met my new sissy. He played like he didn’t like someone to tell him what to do and put him in his place. I knew he was; I could smell a sissy a mile away. I gave him a look and told him to kiss mistress feet and dropped like the proper hoe he is.

Taboo phone chat

I gave him some pink Sissy panties and told him to put on what a bitch like him deserves to wear. I had just gotten fucked by a big black cock, so i had a pussy full of creamy load. I grabbed his face, and I told my new sissy bitch that his job for mistress was to be a Sissy maid and needed to clean all my cummy messes. I grabbed my sissy bitch by the hair and rubbed her mouth all over my cunt. She opened her mouth, and I squeezed some left-over nut right in her mouth. After she swallowed it she went to lickin! She licked mistress’s cunt so good I came inside her mouth before I was all the way clean. Mistress gypsy will give this sissy the best training.

Online Sissy Training with My Favorite Fruitcake

online sissy trainingThis is national fruitcake month and since I work with fruitcakes daily, I think online sissy training is called for during national fruitcake month. I hate fruitcake, but I love my sissy fruitcakes. The way I found out there was a fruitcake month was through one of my sissies. He brought me a fruitcake when he showed up for training this weekend. He told me he had a fruitcake for me, and it was from my favorite fruit. He has been with me for almost 20 years. He started out seeing me during my dominatrix days. Initially that was what I did. While my fellow coeds slaved away in fast food jobs or retail, I was whipping male asses into submission. Oscar was one of my first clients. This is back in the day when a mistress could advertise on The Back Pages and Craig’s List. This is also before cbt fun and pegging with a dominatrix became prostitution.

online sissy trainingOscar was a fruitcake even back in those days and I recognized him as a sissy early on. He liked to dress in my lingerie as I pegged his ass. He would fantasize about cock. He was submissive, but he was more like my online sissy training clients than a pain slut. So, we changed our sessions up. I still pegged his ass, but there was no more cock and ball torture. Instead, I caged his little clitty up and gave him the nickname, “Fruitcake.” That moniker stuck and he has been my fruitcake ever since. When he arrived this weekend with the fruitcake it was a celebration of our 20-year anniversary. I hate fruitcake, but I appreciated the sentiment. I treat him just like the little fruit he is. I dressed him up in some of my blue lingerie. It was the same garter belt he wore so many years ago. I have a bunch of old school lingerie like Maidenform and Bali lingerie. He is a vintage sissy. He has always appreciated the bright and bold colors of the 80s and 90s. He has a very slim body, with a tiny clitty. He looks better in lingerie than he does in manly clothes.

online sissy trainingOscar is a very loyal and obedient client. He may be my most perfect sissy. I pegged his ass and to celebrate 20 years together. I broke out some champagne and ate some fruitcake with my favorite fruit. Now, I do mostly online sissy training with other fruits like Oscar, but he will forever me my first and favorite fruitcake. That is unless you think you can be a better fruit?

The Best Blackmail Phone Sex Dominatrix You’ve Ever Seen.

Phone Sex Dominatrix

Have you ever been blackmailed by a phone sex dominatrix? Do you know how incredibly intense it can get? Your secrets, are being used against you to achieve what I want out of the situation.

There’s nothing I love more than blackmail, honestly. I’ve had quite a few guys wrapped around my perfect little manicured finger for quite some time now. I love the sound of a needy whimpering slut begging for my forgiveness, begging for some reprieve. As I evilly keep them exposed to achieve the end goal.

Whether that goal is financial domination, femdom, or anything else. I promise I will rock your whole world, leaving you squirming in your panties like a needy little whore. Home Wrecking is an art that I have worked very hard on mastering. I want to be your world.

I desire nothing more than to be the only one who has control over your mind and that pathetic little cock of yours. Come let me make you fall in love with me and everything I do to you. You need this little slut.