Category: Sissy Training Phone Sex

Sissy Training Phone Sex with Brooklyn: Fitting Room Rendezvous

I have a new sissy in training. I’ve got her looking like the pretty girl she was born to be. I mean she was born with a clit stick, not a cock. From the moment I met her, I knew she was just born in the wrong body. Just because she could not fuck me, did not mean she did not have a role in my world. So, I have been grooming her to be my newest sissy. Today, she dressed herself for my approval. When she picked me up for our shopping trip, she looked gorgeous. She had been paying attention to me in regards to how a whore applies makeup, dresses, styles her hair and does her nails. The true test would be if she could convince others she was a true pretty girl.

We went into Victoria Secret and immediately all eyes were on us. Well, most eyes were on me. But my sissy caught the eye of a pretty handsome man. Now, I have been teaching her how to suck cock too, but technically she is a virgin still. She has only sucked dildos and the like. I gave her a sissy assignment. I instructed her to go find something sexy to try on, and get that guy into the dressing room with her. I wanted her to give her first official blowjob. She did exactly as she was told. As a sissy trainer, I was so proud. I followed them into the dressing room, got myself in the room next door and stood on the seat to look over. I had to watch her give her first blowjob!

I was shocked that she did not seem nervous at all. She was on her knees with his cock out. It was a much bigger dick than I thought by looking at him. I was a little jealous.  Her pretty polished hands grabbed his cock and guided it into her  mouth. She sucked his rod like she had been swallowing dicks for decades. My sissy was making me wet, not just proud. I guess I made some noise as I was rubbing one out watching her pop her mouth cherry. The dude looked up and caught me spying. He wasn’t  upset, but turned on. Told me to get my hot ass on over. I joined them, put the occupied sign on the door and told sissy to guide that nice cock into my cunt.

I twat blocked her lol. If he had a shrinky dink like she did, he would have been all hers, but I am a greedy whore when it comes to a big dick. But she is an obedient sissy, and acted like the perfect fluffer. She got him good and hard for me right there in that fitting room, and he fucked me hard and fast. Dumped a huge load of cum in my greedy cunt. Since my sissy did so well snagging a well hung stud and giving her first BJ, I let her clean my pussy up. I don’t think that stud knew what hit him lol. He was clueless about Sissy’s true nature.

We all walked out of that dressing room together. Both me and Sissy had smeared lipstick on our faces and our well hung stranger had a shit eating happy grin. Sissy gave her first BJ, I got a hot quickie with a real man, a stranger had his cock rocked, and Victoria Secret got almost a grand of Sissy’s money as she bought us both some sexy treats. Not a bad afternoon.

Sissy training phone sex

Today is your day I’m going to turn you into a cock hungry panty wearing, sissy slut. Go ahead and make some time so we can began your training. You won’t be reading, talking to anyone, and we’re not going to sit here and watch movies. You and I will focus solely on my words, I will have your complete and undivided attention. If you’re looking for something quick this isn’t for you. I have a long list of tasks for you to complete. First you need to gather all the items I have listed; panties, vibrator, dildo, cock ring and last but not least a nice red lipstick.  Now the real fun begins you little sissy bitch. For our first task I want you to pretty up those lips…can’t be a sissy without pretty lips. Go ahead and put on those silky panties, you know how soft they feel on your skin. Now slide them over and take that cock ring slide it over your dick and balls, yes put those balls in it. Are they in there tight good that’s what I like?   Don’t think about touching that cock without permission your balls and cock are mine tonight. How do those sissy balls feel in those girly panties? Are they nice and tucked away. Don’t try to hide  I am watching with my devilish eyes every move you make, waiting for the right point where you fuck up and I can humiliate you to the extreme.  So take that little vibrator and start rubbing it on your balls. Making little circles feel it as it starts to tingle. I don’t want you getting too hard yet. Now slap those pretty things, make them sting. Every time you start getting too aroused I want you to slap those girls.  Now take that dildo and warm it up by rubbing it in your hands, with it nice and warm slide it into your mouth. You like sucking cock don’t you sissy whore? Suck that cock like you mean it. I know you want to touch yourself don’t you? That fucking puny little dick wants to come out and play, well slap them get them under control it’s not time yet. Continue sucking that perfect dildo, that’s what a real cock should be. Now take it deeper you cock sucking whore. Show me you know how to suck dick I want you to suck that dildo like it’s going to cum. I’d love to see the look in your eyes as you suck it good. I bet you’re so desperate to be my little cock sucking whore you would do anything I want?  Slap those sissy balls, kill that desire to touch them, they better be sore. Come on you nasty slut!  I want you to continue sucking that dildo getting it nicely lubed up and fuck that little slut hole some more. Look I bet you can’t keep that hard on in those pretty panties pull it back a little let me see it, awe now slap it hard. Good slut don’t worry we’re almost done. Now take that lubed up dildo and fuck that tight little ass come on fuck it well!  I want to see you cum from fucking that tight hole. Mmm good.  Such a good little whore.  Training is complete for today. You be sure to bring yourself back for more sissy training.

Sissy Phone Sex with Mistress Janelle

I got a new strap on, and I had already had enough pussy for the week, so I decided to order one of my sissy boys over for a good ass pounding. I specifically told this boy whore to wear his blonde hair – and he shows up as a redhead. I swear, they NEVER listen. Luckily, I had just the right thing for this sissy phone sex boytoy. I brought out my newest toy, and made him give it head for over a hour.

I yanked on his tiny balls and laughed at his horribly small dick. He doesn’t listen well, but is one of my favorite little sissy fags. I flicked his tiny cock inside his panties until he was crying to get fucked by his Mistress. I made him keep sucking and drooling until his jaw was sore. That will teach him to show up in red when I specifically ask for blonde.

I told him to put his pansy ass up in the air and his face on the floor. He thanked me, and did as he was told. His tight little white shaved ass glared up at me and my blood began to pump as I anticipated pumping that little tight asshole of his. I love making him scream like the little bitch he is, and I knew this black and metal strapon would do the trick. I strapped it on myself and the power I felt made me cum down my legs before I even got inside him.

He got no lube and no mercy from me. I rammed it so hard in his ass he started screaming like a fucking baby. That just gets me going even more, and I pounded his little sissy ass while he begged and begged for me to slow down. He began to shit himself, like a typical baby, and it ran down his legs as I continued to fuck him. I was determined to make this little sissy pay for all the shit I had to put up with this week, and all the crying in the world wasn’t going to stop me.

I told the baby pansy to go get in the shower and clean himself up. I followed him into the shower and bent him over against the wall while I fucked him again. His little sissy ass was so torn up, and I fucking loved it. I sent him home naked and sore and told him to throw away the red hair – I never wanted to see it again.

Tiny Rainbow Penis of Billy Fagan

What a pathetic sissy loser Baby Billy Fagan is turning out to be.  He is stuck in his little town of Dalls, PA, with nothing to do exceot let me, Mistress Janelle, torture his tiny little cock. He knows he deserves the pain, and he tries to take it like a good boy, but he just doesn’t have what it takes to ever be a man.

Call Mistress Janelle 1-844-621-7291

We decided to make his little cock into a dicky rainbow tonight. He used some hair ties and wrapped them tightly around his balls and then around his cock. It made the cutest, tiniest little rainbow! I laughed and laughed when It looked like the head was going explode! In between putting every new colored band on his penid, he had to snap his cock with another hair tie, like a really strong rubberband snap. Poor Baby Billy Fagan…. but he counted out each one and he thanked me appropriately.

His little pee pee just couldn;t get enough punishment, so I made him stand in front of the window and press his baby sized cock against the cold glass so all the neighbors could have a good laugh at his pint sized pee pee. The pictures of him in his new panties are a riot — there is barely a bump where there should be a cock.  To warm his little cold cock up, Baby Billy had to fuck the carpet. So he laid down and humped the carpet, rubbing his pathetic cock on the carpet until it got some rug burn.

But he is a grateful little sissy, and he realizes how worthless he is to any woman. He is just a little plaything, something to inflict pain and torture on. The most pathetic thing is we tried slamming his balls in the closet door, and they wouldn;t even reach…. hahahaha  what a waste of space in those panties!! Tomorrow will be more torture and Mistress Darla is going to help me  make sure Baby Billy knows just how tiny his wee wee is. Get your fists ready baby Billy – those tiny nuts will suffer endlessly and then get punched until we are done with you…..

All Aboard the Sissy Train: Cho Cho Cho

Do you have a clit stick? Are you an unhung hero? A 2 pump chump? A sissy fairy fag? Panty boy? Cum guzzling pansy? If you answered yes to any of the above, then welcome to my world of small cock humiliation. I am a Goddess. The kind of woman you will NEVER fuck.  You worship me. You honor me. You entertain me. You pay tribute to me. You obey me. But you never ever fuck me.

I collect tiny dick losers like I collect shoes. I have  shoes for every outfit, every occasion. And I have a loser for every day of the year. But a Goddess never has enough sissies to humiliate. In between fucking real men, I enjoy collecting sissies. Let me help you find the perfect pair of panties to cover up your sissy bits, give you some humiliating assignments to please me, and hop on my sissy train.

I love all sorts of humiliation. I will dress you up. Post pics of your clit stick on my blog so others can laugh too. I will send you to Victoria’s Secret to buy panties to wear for me. Make you drink cumaritas. Have you singing little sissy ditties about your short spout.  Deny you orgasms.  Send you to your local adult bookstore for special toys for your little back door pussy. Small cock humiliation phone sex has endless possibilities.

If you are new to the world of small dick humiliation, we offer a variety of specials to save you a few bucks while exploring your sissy fag side. That’s more money that you can spend of your Goddess. What are you waiting for? All aboard the sissy train, “Cho-cho-cho.”

Baby Billy Fagan and His Tiny Cock

Little Baby Billy just didn’t learn his lesson — here are some photos of his tiny little cock. And here’s a HUGE surprise — He was LYING about having a girlfriend!! Can you believe the little dicked sissy faggot having the nerve to lie to me?? Well, part of his punishment is revealing him and who he actually is to the world – His name is Little Baby Billy Fagan  and he lives in .Pennsylvania. He is originally from Tennessee, but probably got laughed out of town because of the size of his cock! hahaha

It doesn’t take long for women to hear about it when a guy’s cock is microscopic and pathetic like his. I think its only fair that any woman even thinking about him should be able to google him and see exactly what they are in for. Or NOT in for in this case. He couldn’t give someone a good fucking with that tiny thing if he tried! He is also seen here in some pink panties… you can see his teeny weeny cock barely poking out of the top. Its so sad I just laughed my ass off.  I saw next to his credit card — holy shit its sooooo tiny. I have seen bigger cocks on little tots!

So, girlies, what do you think of Little Baby Billy Fagan and his sissy faggot little penis?

XOXOXOXO
Mistress Janelle

Baby Billy Has a Tiny Cock!

Oh my god girlies!! Look at this pathetic little cock that called me earlier today!  This is Baby Billy and his teeny weeny peeny… I laughed my ass off when I saw how tiny his dick is. He claims to have a girlfriend… I am not sure if I believe him, and he is going to get a really hard spanking if I find out he is lying! But for now, he isn’t allowed to have an orgasm – how disgusting would it be from such a winky little cock anyways?

He is under chastity lockdown and I am going to find some huge cocks to fuck his girlfriend while he sits in the corner and watches what REAL MEN do. He is going to wear some little pink panties and get a cock spanking if I see even the slightest drop of precum! He promises he will be good and he knows he can’t ever satisfy a woman, so if any of you ladies wants to send some huge cock to his girlfriend’s place I will give you the address.

Little Baby Billy Cock needs to be punished and humiliated for having wasted my time with his little penis, don’t you think? I say we torture him and his girlfriend wants to expose him too. Lets help her out. I told him if he is a good boy I won’t post all his info just yet — we all know he shouldn’t piss me off though!  Look at your tiny winky little Baby Billy – PATHETIC! And now we are all laughing at it…..

Don’t Delude Yourself Loser, Size Does Matter

Hey there tiny dick loser. Look at my hot body. You know you want me. But guess what? You don’t deserve me. I am way too hot for you, LOSER. That’s right, my Pomeranian has a bigger package than you. Hell, my clit gets bigger than your dick when a real man is working it. And you are correct, you are not a man. A man has a cock, not a clit stick.  A man makes a woman cum, not squint and laugh. A real man can get it up without the help of a pretty blue pill. A real man can fuck a woman all night long with minimal down time.  Areal man can fuck in any position because his dick won’t fall out of my pussy. A real man can cover me in cum. A real man can give me something I can feel.

I do not understand women who say size doesn’t matter. Size is the only  thing that matters. I can’t wait to laugh at you; reject you; make you beg and plead ; dress you up; force you to suck cock; deny you; humiliate you; maybe even fuck you in your back door pussy.

If you got a tiny dick, you better not call to fuck me.  Access to my hot holes will be denied to anyone with less than 8 inches of solid meat. Know your place loser. And that would be being my sissy, my slave, my cuckold, my pet, my bitch, my fluffer, my clean up boy….

Size Queen Brooklyn: Are You My Stud or My Bitch?

I am a Goddess and you know that. That is why you are reading my blogs, looking at my pictures. And the reason your cock is getting hard. But wait, you may not have a cock, at least not by my standards. I require at least 8 inches of thick solid throbbing working meat to be satisfied.  Anything less is a clit stick to me. And if you have a clit stick and try to call me, you better be prepared to wear panties, or diapers and even prissy little dresses, because you are NOT a MAN in my estimation. I do not fuck anyone who is not all MAN.

If you are not packing the meat I require, that I deserve, then there are a few ways we can still play. You can be my cuckold. My little tiny dick loser who has to fluff the real cock, maybe even guide it into my golden cunt that you can never please. You get to help procure real cock for me. It is an honor and a privilege to provide me with a surrogate cock. You see all those well hung studs at the gym. Bring one home for me to play with and if you do a good job, you get to clean up my cream pie. We both know how good a real man’s cum tastes.

Perhaps I will decide you are better suited to be my sissy. Put your little clitty in panties and dress you up as my life sized dolly. From head to toe you will be feminized because let’s be honest here, what is between your legs is so small it would get lost in boxers. I bet you couldn’t even find it in your tidy whiteys. So really, I am doing you a favor by making you my sissy. You should have been born a girl anyway. As a pretty little girl you can amuse me, entertain me. I can give you a special girly name. I can train you to be a little whore and pimp you out to the real men to be used or keep you all to myself.  So much fun I can have with you as my sissy.  Can dress you, spank you, peg you, humiliate you, exploit you, profit off of you, make you serve and worship me.

I can even make you my adult baby. I mean your pecker is so small it’s infantile. So, diapers are appropriate.  I can put you in a baby bonnet, give you a pacifier, change your diaper, nurse you, punish you when you make a poopy, and most importantly humiliate you. If you have such a small pee pee that it belongs in diapers, my laughter will be heard in the next state and my humiliation tactics will know no bounds.

How we play is all up to what is between your legs.  If you are a real man, then you deserve my pussy and we will fuck like wild animals. But if you are no man, then you get to be my cuckold, my sissy, my adult baby, my slave, my doll, my whore, MY BITCH.

My first cock shock

Everybody knows that I am not the girl next door. I love to party with all the guys, and I LOVE HUGE COCKS!!!! I have never seen a cock smaller than the day I saw well, the cock shock of my life. I only thought that a rug rat could have a cock that small. It was four inches long, hard if that. I was in pure shock. What was I going to do with such a small thing? This was the only question running in my head at the time, good thing I was drunk as hell. Thank goodness he was a sissy. He let me make fun of his little dick. I got to laugh at him, while he modeled my thongs for me. I loved every minute of the COCK SHOCK of my life. I was a good party girl this day, I let him lick my tight wet pussy covered in coke, for being such a good little bitch. I let him watch and rub his tiny dick for me as me and my girl friend that came to join the show. We played who could cum first. while me and my friend licked each others pussies, and played with our tits, he screamed and moaned as he shot his load in less than a minute. For such a little dick I had never seen so much cum, and so fast at that. Me and my girlfriend licked each others pussies until we came so hard that there was nothing but a huge cum pool in the floor. I guess my sissy COCK SHOCK paid off that day.