Category: Panty Boy Phone Sex

Sissy Phone Sex

Go ahead and get ready for our sissy phone sex session.  Dig deep into those secret coves and bring out your sexiest feminine ensemble that you hide from your wife.  I got your attention now don’t I?  You can’t help it that little dick is all you have, the feeling of those soft silky panties and nylons are just what you crave. You work in an office by day wearing all these suits trying to do manly things. Though at night when the wife asleep and you are all alone you  are a sissy fagot.

With every call you live in fear that I will expose your dirty little fantasy. You can’t stop, you need me!  I make your dreams reality. Your cock gets all tingly as we talk about how you love being a sissy fagot and how you’re not good enough to be a man. Put that dicky away and let me finish.  I know what truly turns you on is when I tell you about how I’m going put you in a bathroom stall and set up a glory hole where you can suck thick pulsing strange cocks that are just calling your name. I will spank your ass while you swallow that hot jizz. Lick those lips tasting all you can, it’s not every day you suck so many cocks.  Then I’ll plaster your ass up there where you can just get fucked by every tom, dick and harry.  I bet your panties are just so sopping wet by now, go ahead pull out that puny excuse you have for a dick and start rubbing it.  Do you think I’m going to let you cum? Ha ha ha. You know you can’t confess these secrets to your wife that’s why you always have me to turn to, slutty cock sucking faggot. Don’t worry I your secrets are safe with me…maybe.

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 Goddess Brooklyn: The Sissy Games

I love sissy phone sex. Some of my friends don’t understand why because I can’t fuck a sissy. A sissy has a tiny little limp dicklet, like Mistress Levi’s sissy faggot that I get to play with every now and then. Maybe I can’t literally fuck a sissy, but I can fuck with a sissy. That is why I love sissies so much. I have a few of my own sissies, but honestly none quite as pathetic as Mistress Levi’s Sissy Fairy Fag. She is a special breed of sissy. Look at how pretty she is in her pink lace baby doll dress and jingly jangly bracelets that are as limp as her clit stick? She provides me and other goddesses so much enjoyment.

I want to have a sissy fairy contest. You heard of The Hunger Games? I want the Sissy Games. I want my sissies to send me their best pictures.  Use Mistress Levi’s sissy faggot as an example. I am hoping MY sissies are just as creative and pretty. I know they are just as pathetic. Go shopping if you have to. Steal your wife or your daughter’s clothes even. Go on a sissy shopping spree. I don’t care how you do it, just do it. Then I want you to honor me with some sort of tribute. A song, a poem, a special handmade gift… Something that demonstrates you understand your place  at my feet. I will share all pics and tributes on my wall. You see public shaming of sissies is so much fun. Not only do I get to humiliate my sissies, but so do all my hot friends and the world. Because once you are lucky enough to adorn my wall, you are in the public eye for anyone to shame. Even your poor family.

The winner of my pretty sissy contest gets the chance to purchase a pair of my perfect panties for only $25. Normally, the panties of a supreme goddess like me would cost a pathetic loser like yourself well over $100. For the privilege of adorning my wall in your best sissy outfit, you can wear a pair of panties that have been next to a goddess for a steal. I mean it is the closest you will ever get to being in my panties Loser. Mistress Levi’s sissy faggot buys her all sorts of pretty things, sends her tributes, does humiliating tasks for her enjoyment, writes her songs…. I know my sissies can do the same for me.  I know my sissies can be as equally pathetic; can show me the same amount of respect.

So let’s step it up sissies. It’s not enough to just pretend on a phone call that you are a twirling  fairy faggot. I want proof. I want to see pictures of my sissies in pretty dresses, diapers, sucking cock… You get the idea. I will not be outdone my Mistress Levi and her Sissy Fairy Fag. Let the Sissy Games begin.

Panty Woshiping Phone Sex

I had to put an ad in the paper for house keeping help. There was just no way around it.
I interviewed so many people that I lost count but when I met Rory, a sweet young man that was a touch on the feminine side, I just knew he was was the one.
I am only particular about one thing, my panties. I guess you could say I have a panty fetish. I have two drawers full of nothing but silky soft panties in every color, shape and style you could imagine!
I came home early yesterday and to my surprise Rory was sitting on the floor in my bathroom surrounded by every pair of panties that was in my hamper with one pair that was full of cum in his face licking them.
WHAT A NAUGHTY MAID!
Despite the original rush of anger at the site of him with my precious panties. The vision of him licking the cum out of them made my dick instantly hard.
I didn’t give away how fucking hot I was, instead I acted upset.
Begging me not to fire him, pleading that he needed this job, Rory confessed his secret. Rory is a panty worshiper. Which I guess is just about the same as having a panty fetish.
He explained just how he felt, how the silky feel of the material stirred something in him, not only when he held them but when he wore them and felt them against his body or when he saw them on others and touched and licked them. How he could cum with out touching himself when he smelled and licked panties.
It really didn’t matter if they belonged to a woman and were filled with her juices. Or if they were filled with the cum of her lover that dripped into them mixed with her own juices. Or if they belonged to a man or a transgendered person and were soaked with sperm.
It wasn’t the fluid as much as the panties and the idea that he was licking the sex off them, and how they felt in his hands and on his mouth and face or being rubbed on his body.
He never had to touch his cock, which was so much smaller then other men. for it to spew cum from his love for panties.
By the time he was done explaining all this to me, stirring the same feelings that I have, I was ready to explode. My own dick was throbbing in the silky pink panties that I had on.
Yanking him up from the floor, I ripped my skirt off and pushed his head into my dick as it spew cum all in my panties, making him lick it all off.
He was as surprised to see my cock as he was pleased to be licking the cum off me.
I think I am keeping my naughty maid.

Candy Shop

I have a sweet tooth like no other, and I love candy shopping. There’s nothing like going to the mall and walking into that colorful, fun store. It’s really cute! And everything in it tastes sooo yummy… especially the store clerk. I use to watch him work a lot while I’d pick things out, trying to flirt subtly. There was this one day, where I was wearing a tight little skirt, and a tank top, you could just barely see my nipples through the top, as I hadn’t quite worn a bra that day.
He kept asking me if I was finding everything ok, putting his hand on my back, and I said I needed some help finding something a little more… meaty.
Well, he decided it was best to take a fifteen minute break, and let me go in back with him, well, I tasted something oooh so very sweet.
His thick cock slid so easily down my throat, and it wasn’t long before he was filling my tummy with big thick spurts of his tasty cum.
I was pretty hard after that, and I stood up to show him just what was hiding in my skirt this whole time. He was pretty surprised at first, talking about how he was straight, and he didn’t know how to do this. I told him it was ok, he was still straight, my cock was a girl cock!
He calmed down after a little bit, and I let him try fucking my asshole, boy was that fun! Now when I go into the store I get free candy… and a little something extra.

Small Dick Humiliation Phone Sex with Brooklyn: Hello Kitty Clitties

My girlfriends and I were out at this new club Monday night and these two older businessmen were hitting on us. They  were in town for a conference and appeared to be loaded. They bought us a bottle of top shelf vodka and had no problem keeping the drinks coming. They invited us back up to their hotel suite for more drinks. Not the most attractive men, but rich so we took a chance they weren’t going to be total creeps.  We were wrong. They came out of the bedroom, after saying they wanted to change clothes, naked. Beer bellies, hairy backs and really small dicks.

We looked at each other and started laughing hysterically. They actually thought we wanted to fuck them. Two old out of shape geezers with small dicks. No way. I explained that I require something I can feel and see! I then suggested they were panties because they each had nothing bigger than a clit. One of them actually tried to get rough with me. I kneed him in the balls. Excuse me, I kneed him in his peanuts. As he was down on the ground, I snapped pics and said, “You both are my bitches now. You don’t want the cops called, you are going to do whatever I say.” They suddenly realized we were rather dominant bitches they could not fuck with.

We left them with very specific instructions if they did not want the cops informed of their bad behavior. Today, I got in the mail a lovely picture of them in Hello Kitty gear and two round trip paid vacations to Vegas for me and my girlfriend. You see Hello Kitty is perfect attire for pussies to wear. And any guy who tries to get rough with a woman is nothing but a pussy. Not to mention their clitties are kitty like lol. They are my newest sissies. Twin sissy girls with lots of money, even better. In order to not having their old pervert asses arrested, they have to send me a new picture every week along with a token  of appreciation  befitting a goddess like me until I get bored with them.

There is nothing I despise more than a self entitled prick who does not understand that size matters. Just because you have a nice bank account and drive a hot car does not guarantee you pussy; at least not premium pussy. If you have a small dick be prepared to be laughed at and humiliated. The size of your wallet means nothing to me; however since I will not drain your worthless balls, I have no problem draining your wallet.  Know your place. I certainly know mine. On a pedestal way above a worthless pin dick loser like you.

Sissy Phone Sex Training with Brooklyn: Are You a Man or a Sissy?

Sissy training phone sex is one of my specialties. I have a new sissy in training named Wendy. Doesn’t she have the cutest most pathetic little clit stick you have ever seen? Her little clitty belongs in my panties, not my pussy. I am a hot size queen and I have to maintain standards. So, when a pathetic pin dick loser tries to pick me up, they go in my panties not my pussy. I explained to Wendy, that she could purchase some of my sexy under garments and wear them herself, but that was the closest she was getting to being “in” my panties. She loves to wear my garter belts because they help center her and make her feel like the pretty princess she was born to be.  See when you have a tiny pee pee, your only purpose on this earth is to amuse and pleasure me. You cannot pleasure me with  your pathetic pecker, but you can pleasure me by being my panty boy, my sissy bitch, my clean up boy or my fluffer slut. Some very special losers get to be all of the above. Look between your legs right now for me. And tell me, are you man or sissy? If you have 8 inches or more of rock hard meat between your legs, you are all man and get to fuck me. You packing less than that, you get to wear my panties and be my panty boy, my sissy bitch, my clean up boy or my fluffer slut. So what’s it gonna be?

Hot phonesex: A stripper and a sissy

A couple of nights ago, this well-dressed man came into the club; he shoved $50 dollar bills in my G-string. He promised to return the next day and bring $100 dollar bills, and he was true to his word. He also asked me to think about spending the entire night with him for $2,000; if I didn’t want to do that, he said that he would rent the VIP room for us. I imagined the blow that I could get with the money, and you know that I decided to accept the offer!

He smiled and was very pleased that I accepted his offer. That night, he picked me up in his Porsche and he took me to his mansion. I had brought my dancing clothes, some sexy outfits, and a few toys; I wasn’t sure what he really wanted, but I figured that I had my bases pretty well covered. He told me to get dressed while he went into the bathroom. I quickly chose my red outfit.

When he emerged from the bathroom, I was shocked; there he stood in women’s satin underwear, a collar, and nothing else. He got on the ground and began to beg for my forgiveness, declaring that he wasn’t worthy of me. I didn’t know what else to do but play along. I called him a sick, twisted fuck and kicked him. I demanded that he say that he was a pathetic little sissy and I pressed my heel to his crotch; I kept applying pressure until I was satisfied with his tears and conviction. I took my panties that I had worn at work and shoved the crotch in his mouth; I yelled at him to suck all my juices and sweat off of it. He groveled and thanked me.

I told him to lie on the bed and I retrieved the biggest dildo that I had with me. I lubed it up and shoved it into his ass. While I moved it around in his ass, I ordered him to stroke his cock violently. I punished him with the dildo, pounding his ass, and telling him that I was going to tell everyone what he was. I threatened to go to his place of work and expose him. The bastard came so hard that he was crying. Satisfied that I’d earned my money, I left him as he crawled underneath his sheets with an exhausted but happy smile. It was definitely worth the money, and I got a kick out of it, too!

Small Cock Humiliation Phone Sex with Brooklyn

Look at me. I’m fucking hot as hell. See this dildo? I think that is on the small size for how I like my cock. Now look at the picture below. You may have to squint to see it. That is the pathetic wiener of a guy who emailed me today. Yes, some poor losers have clit sticks for dicks. It’s not even half the size of a toilet paper role. I was laughing so hard, I snorted ice tea out my nose. I’m a size queen and I make no apologies for needing big dick. I deserve huge cock. My husband recognizes that. Yet, I still get emails all the time from tiny dick losers with pics like this. This sissy boy at least was smart enough to know what was between his legs was nothing more than entertainment fodder for me. But some dudes be like, come on baby, you know I got what you need. If I need a good laugh, then yes, those ken doll pee pees, are just what I need. But if I need a good hard fuck, then I need something I can feel; something no smaller than my 8 inch dildo. My pleasure is not to be taken lightly. And a small one can’t give me pleasure.

The size of your dick determines how we play. Got a dildo sized cock, well I will be your bitch and suck and fuck that monster cock all night long. You got an itty bitty thing, well I am gonna laugh and share your photo with my fellow hot bitches who deserve big dick. Now, this sissy boy who emailed me today belongs in panties and a bra as he has a click stick. Cocks belong in boxers or boxer briefs or my mouth! But, little clits belong in little cotton panties with hearts or flowers on them! I’m gonna send my newest sissy boy to a lingerie store to buy something appropriate to wear. I wonder what I should make him buy? Any suggestions?