Category: Sissy 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 play time with pony boy!

I had an absolute hell of a time with a sexy man who thought that he was a big manly man. Turns out he just needed a real big dick lady to dress him up and make him my bitch. I loved every minute of it, and so did he. He makes my little pony look like shit.  He is the my little pony who cums when he is told.

I love my first time sissy in training pony boy. He was so much fun. I dressed him up and made him swallow My foot long cock all the way down to my balls. I sprinkled glitter all over his head while he licked my balls, and we turned on the rainbow  lights in the living room so I could watch my cum run down his face the feeling was wonderful.

I enjoyed my time having fun with my sissy in training. I am always looking for a sissy to play with. I f you would love to play with me, and let me take you to new levels of pleasure, or even help you be my nice sissy sex boy toy for a day. i will be here waiting to hear from you.

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.

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.

Look at the little sissy fairy faggot!

sissy phone sexWe have a little house pet here at Fuckalicious and she is the sissiest fairy faggot of them all. She tries to pretend that she’s a man when she goes to work but we all know the truth and the truth is that there is absolutely NOTHING manly about this sissy at all. Honestly I don’t see how she fools her clients into believing that she is a man, I’ve seen her wearing her fake man clothes and do you know what I see? It’s definitely not a big shot lawyer man that’s for sure! I see a little fairy princess that likes to fill her precious little panties with poopy just like a little baby. And you know what? That is about as far from a man as you can get! I have to say though, sissy is very amusing to play with, when she makes her little piggy noises or sings her little songs she makes me laugh like crazy. She really should quit pretending to be a man and just admit once and for all that she is just a poopy loving little sissy fairy faggot and then we could get her a nice big cock to suck!

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.

Bend over bitchboy!

sissy phone sexI’m feeling so mean tonight. You want to know why? I wrote out your complete perfect fantasy for you to sit at your computers and stroke your tiny little cock only for it to delete itself. I was doing that for you, so you know what that means right? Someone has to be punished and who is better to punish than my little sissy boys hiding their fantasies from everyone but me? It’s the holiday season and I know what that means; you’re having an especially hard time dealing with all that family down your throat all the time. You just want to get away, put on the pretty dress and silky panties and get fucked in the ass by my biggest strap on. That’s almost everything I have planned for you today, but wait there’s more! You get the ultimate sissy boy experience; I will do all the things you’ve imagined over and over again. You can wear my short slutty dress, and I’ll take the panties I am wearing right now off and let you wear them. Now, now, don’t cum yet my little faggot. I am going to shave you smooth like a girl now, just like you want. Look at you, so pretty! We’re almost there. Now it’s time to take that sissy boy virginity and what better way than with my 14 inch strap on? You love to act like you hate having your ass pounded and ripped apart, but we both know you love taking every inch of this cock. You’re already getting wet with your itty bitty dick. I know you want to cum, but you can’t till you take all 14 inches and tell me how much you love to be fucked in the ass. Not till you scream what a pathetic little sissy boy you are and beg me to let you wet that tiny little thing you call a cock. Mmm, that’s right good girl.

Happy Birthday to the Real Men, The Marines

On November 10, 1775, the Continental Marines, later renamed the United States Marine Corps, was established. That makes the Marine Corps 239 years old today.  I’m not going to lie, I love a man in uniform, especially marines. Sure they have a reputation of not being the brightest of the armed forces, but they are certainly the most well built and rugged. My husband is so intimidated by Marines. I think it is because he knows how much I love big cock, and the Marines I have fucked have some huge dicks for white guys.

I decided to say Happy Birthday to the Marines today. I appreciate the hard work they have done keeping our oceans and seas safe from invasion. I went down to my local recruiting office, and wished  them happy birthday. I was on the prowl for one Marine in particular to celebrate the day with. There is this young recruiter who I met awhile back. We had been sending naked pics back and forth, but had not actually fucked yet. I told my special hero  I was married to a man who could not please me and that I needed to be fucked by a real man today. No realer man than a US Marine. He was happy to help me out.

He said I was way too hot to have a pin dick husband. I couldn’t agree more. I told him to meet me at my place for lunch. I had a special cake for him, and some sexy camouflage  lingerie. I was going to fuck him in my marital bed and make my hubby watch. When he arrived we had some birthday cake that we smeared all over each other’s bodies so we could lick it off. I had texted my husband to come home for lunch too. My well hung hero made my cunt so wet. He ate birthday cake off my pussy. He was three times the man my husband is and when he finally arrived, my marine made sure to inform him that a real man was taking care of his wife.  I was screaming in delight getting that huge cock up my pussy. It was thick and long, best of both worlds.  I told my husband to go put on his sissy outfit and wish a real man a happy birthday. My loser hubby is well trained and he came out in a white Marilyn Monroe dress and sang a birthday song he made up for the marines.

And once my real man came deep inside my pussy, my husband polished his cock off. Sucked all my cum off that dick, and licked my cream pie clean. I love humiliating my husband . And no better way than making him pay tribute to the real men of this country, the Marines. My Marine is all man, he just likes making my loser husband fluff him. And i enjoy watching it. Good to know my husband is good for something.

Happy Birthday to all the Marines out there. If you were here, I’d thank you with my pussy. My husband would thank you with his mouth.

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…..