Category: Crossdressing Phone Sex

Mommy Phone Sex with Blair: Wanna Wear Mommy’s Panties?

mommy phone sexI remember the first time I caught my oldest son wearing my panties. He couldn’t have been more than knee high. I am a dirty P mommy, so when I snuck in his bedroom to take a look at his little pee pee while he slept, I discovered him sleeping in my pink panties! My first thought was my son was a sissy, maybe even gay. Every night I snuck in his room to play with his pecker while he slept, he was in a pair of my dirty panties. This went on for months, until I spotted him rifling through my hamper one day.  I spied on him as he was smelling my dirty panties. He licked the cotton crotch while pulling on his pee pee. My panties were usually cum drenched too, which I guess is why he liked them so much.

I watched with my hand in my panties as he wrapped a pair around his hairless cock and balls. I rubbed my clit as he tugged his little willy. I was creaming right through my panties as I watched my son enjoy his mommy’s dirty britches. My son wasn’t a sissy or a fag. He was just a dirty horny boy! That night when I snuck into his room, he was wearing the pair I had on while watching him, which meant they were soaked in mommy juice. I couldn’t contain myself any longer. I wanted him to wake up as I was molesting him. I rubbed his little dick right through my panties he was wearing. I could see the nocturnal emissions stains on my panties, which just made me more wet.

mother-son phone sex pantyboyHe woke up this time. Saw me with his pee pee in my hand and started thrusting like he was humping my fist. I felt his little pecker grow twice it’s normal size.  I put my mouth on his dick for the first time, well the first time while he was awake! His tiny hands palmed the back of my head as he thrust in and out of my mouth. His little body started shaking and thrashing about as he dribbled out some clear yummy tasting fluid. My son’s first boy batter delivered right into his mommy’s mouth. From that night on, he wore a pair of my soiled panties to bed every night. Although he is a teen now, he still likes to wear my cum soaked panties. Just now instead of going through my hamper, he peels them right off his mommy’s body. Even contributes to making them cum drenched. My younger son seems to have the same panty fetish. This mommy loves panty boys.

There are lots of reasons boys wear women’s panties. Regardless of why, this dirty mommy loves to see a boy or a man in her dirty undies. I’ll let you wear a pair too.

Humiliation Phone Sex with a Sissy Day

Humiliation phone sex fun with the site Sissy. Our Sissy was the perfect piggy on her Sissy day at the mall for humiliation. That’s right, her experience, or her pictures anyway are right here for ALL of us to use. We love teasing and humiliating our piggy. 

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All of us here at Fuckalicious Freaks adore our pathetic piggy Sissy pet, and more than ever after her Sissy days! I know that my personal agenda is to gather around this Sissy with all my girlfriends from the MAC counter and taunt her pathetic piggy nose! She is a piggy and we think she’s to pretty a piggy in all that sweet pink. I think piggies need to be in mud to be happy, don’t you?

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Now I would never let our Sissy get herself all soiled, but I seem to recall an incident when she was a dirty girl. I think she had to wear her diapers out and squish around in those soiled stinky diapers. She is a dirty piggy after all so I want her to squeal and oink for me as she cleans my ass. OINK for me, and tell me you want to lick my filthy ass piggy! Come on squeal like the piggy princess you are. Beg me for a taste of my sweet ass. Beg to get that piggy nose in my dirt hole so you can be a happy piggy!

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Look at her with that sign advertising how pathetic and lowly she is, Piggy… here piggy piggy… Oink!!!

 

CBT Phone Sex takes New Heights

CBT Phone Sex

     I am the CBT phone sex bitch from hell who is going to treat you like the fucking asshole you are! I  made a vow that I was going to bash your fucking nuts in and that’s what the fuck I meant. How dare you be such a fucked up asshole. You sorry son of a bitch! You can’t fuck an ant and you have the audacity to come near me with that little ass cock of yours and not expect me to want to have other cock in my ass hole. You are pretty pathetic to think that you could even come near me with that little shit ! You are a fucking disgrace to manhood and it’s a good thing that I am your girlfriend   because no women in her right mind would have your sorry mother fucking ass. You little dick jack ass how dare you come to me with that shit ? Well ,since you are here I might as well go ahead and attempt to try to fuck your pathetic little shit.

     You see the neighbor’s fucking cock  is so much better than yours!  He can insert it inside ,and fuck me so hard while you watch and there is nothing I love more then to watch you suffer while he is fucking the shit out of me! I mean let’s get real the only reason why I keep you around is to turn you into  my fucking maid and let you wear the apron. That’s the only good thing you do is for me . Dressing  you in this skirt and blouse and putting your ass out there on skid row and pimping  you would be nice. I should force you to suck cock that would be amusing.  I need to humiliate your ass to cum but you know what the apron and skirt and blouse are not good enough. Let’s put this training bra on you too you little bitch!

Finishing School

Shemale Phone SexI just enrolled in Finishing School again. Thinking about the last time I did this and the sexy instructor that found me out, blackmailing me for sexual favors to keep my secret had my dick hard and my hands shaking as I filled out the application and paid my fees. I will never forget how exciting it was to go to all the classes, learning how a proper lady acts, sits, and even speaks. I never felt so pretty and feminine in all my life. No one knew that I wasn’t exactly like them. And then came the time for graduation and the big coming out ball. We were all paired with and instructor who would help us pick the perfect ball gown with all the accessories. Our instructor would handle everything including our hair and makeup. It was our chance to have a total make over and be pampered before our big night. It was time for my fitting and my instructor was in the dressing room with me. The gown she picked for me was exquisite and just looking at it and imagining how it would feel on me had me so excited that my dick would not stay tucked between my legs like it should. As soon as she saw it her jaw hit the floor. I was devastated thinking that there would be no ball for me. But to my surprise, without a word, she dropped to the floor and took my massive member in her mouth eagerly sucking it until I exploded a full load of golden sperm in her mouth. She blackmailed me with sex right up to and including the night of the ball. In fact she called me for several months after the class was over wanting to see me. Leaving the building and remembering my first experience I wondered what this time would hold and I couldn’t wait to find out!

Goddess Brooklyn Uses Sissy Strap-on Phone Sex Humiliation to Break a Bitch

strap-on phone sex sissy trainerAre you looking for strap-on phone sex? If your wife wont peg you, don’t fret, I am happy to bend your ass over and give you a good hard ass fucking. I use a strap-on for many reasons. Sometimes, I need to dominate a man; make him my bitch. Guys can be so disobedient sometimes, but I find a good hard fuck in the ass whips them into submission. Sometimes I want to milk a prostate. I can use strap-on to pet a guy’s little walnut shape gland that will drain his balls completely, essentially rendering him powerless over me. The male G-spot is in his ass, and I discovered that I can hit that panic button without getting my hands dirty with strap-on sex.

sissy phone sex strap on playI can also fuck a bitch with my “cock,” which is always preferable to tiny dicks. A strap-on always delivers when your clitty stick can’t. And if you have a baby dick, well then you could use some sissy strap-on phone sex humiliation to  remind you that you’re  not a man. Bend over, spread your back door pussy cheeks and take a real dick up your pansy ass. That’s right my rubber dick is more of a cock than that baby wiener shriveled up between your legs. I  will enjoy pounding your sissy ass while hurling insults at you. That’s how I break a sissy: assault your pussy repeatedly so you understand who is boss, and that even I am more of a man than you are.

sissy training phone sex mistressOnce I have broke you in physically, I need to break you mentally.  I will cross dress you. Spit in your mouth. I will pierce any body part I want because it’s my body now.  I will call you cunt, slut, bitch, whore, sissy, pussy boy, shit eater, cock lover, cum dump, fag…you get the picture. I will use you as a footstool. You will serve me dinner. You will be my toilet paper. I will piss on you to mark my turf. I will take you shopping for frilly under things. I will pimp you out to my girlfriends and you will do whatever disgusting thing they want. I will use you as an ashtray. I will film you getting my strap-on up your backdoor pussy then cleaning it off with your sissy mouth and post it on the web for everyone to laugh at you too. I will stick a hot sauce covered  tampon up your pussy to remind you that you are a sissy fag. And once I have had my way with that sissy ass, broke it in to my liking, I will let the real boys fuck your back door too and fill it will cum.

You are a sissy. Bend over now and submit to my cock. Your backdoor pussy belongs to me now sissy.

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The Tables Are Turned

shemale phone sex zettaA night at the club when the Queens are putting on a show is never dull. The atmosphere is electric and my dick aches fighting the crack of my ass where it is tucked in deep getting hard while I watch the show. These gorgeous Queens, once little sissy boys, glamorous, confident, in control and giving us all a show that we will never forget. And then she graced the stage. The most beautiful woman I have ever seen, Jessica. Her long dark hair flowing down her back, her big green eyes mesmerizing. I couldn’t take my eyes off her and my dick was not wanting to stay tucked in place. My nipples were so hard that I thought they would bust right out of my tight top. When she finished and left the stage I made it a point to meet her and buy her a drink. She was as enchanting as she was beautiful and I wanted her very badly. Finally the club was closing and I invited her to my apartment for a drink. I was over the moon when she said yes!
My dick was aching to be free and to enjoy this rare treat. Things didn’t go exactly the way I thought they would.
As soon as we were comfortable Jessica confessed. She came home with me because she thought I was a woman in the conventional sense of the word and she needed, wanted, sissy strap-on phone sex humiliation. She wanted me to put on my strap-on and let her suck it while her dick got hard and then she wanted to go in the other room and call me from her cell while I humiliated her on the phone and made her cum. Then she wanted me to join her and fuck her ass raw with my strap-on.
My jaw hit the floor, she was in for a big surprise. Thinking she would be disappointed but knowing she had to know the truth. I took off my skirt and spread my legs, letting my hard cock spring up from where it was tucked in between my legs.
To my surprise, Jessica fell to her knees and eagerly began feasting on my cock, before going into the other room. I gave her everything she wanted and more.
It may not have gone as planned but it was glorious darling, just glorious!sissy strap on phone sex humiliation queen

Goddess Brooklyn Controls Little Sissy Pink DingleBalls

humiliation phone sex size queenHere at Fuckalicious Freaks, we have a house sissy we refer to as Sissy Fairy Fag. Looking at her pictures, I am sure you understand why she is called that. Technically, Mistress Levi owns her, but being the nice bitch in charge that she is, she will pimp her out from time to time. I was having a cocktail party for my fellow goddesses. This was an all female soiree; dominate females only, with the exception of Sissy Fairy Fag, who was my maid for the evening. I was VERY clear that she be in proper maid attire, so I was livid when she arrived looking like a baby.

If I wanted an adult baby serving my guests, I would have asked for one. One of my Femdom friends suggested, “If Sissy Fairy Fag wants to be a baby, well we can treat her like a big baby.” That particular Mistress, made Sissy Fairy Fag pull her diaper off for a spanking. We all took a few whacks at her bare bottom. Oh did she ever cry. Sissy is a wussy too.  What a crybaby. She whimpered like a wounded animal. To shut her up, I took her pacifier, rubbed it on her bottom, then put it in her mouth. She grimaced, but sucked it. At least sissy was being obedient.

sissy phone sex humiliationMy friends were enjoying shaming her. I mean, look at her. You know you are giggling your butt off looking at her in her pink bonnet and homemade matching jumper. I decided that since baby liked sucking on her pacifier, she should suck on some big dongs. My girlfriends and I put on our strap-ons and made sissy get on her fairy knees and suck us off. It was so fun taunting and teasing her about her teenie weenie. I mean our strap-ons were twice the man she could ever hope to be. Sissy Fairy Fag got orally gang banged by 12 bitches in charge. Watching her gag, and her eyes bug out, made us all wet. Shaming a sissy is a total turn on for me.

adult baby phone sex sissy humiliationI guess all that excitement made her poop her diaper. I sent her to the bathroom to clean up. I made her change into something more appropriate too. A fairy frilly pink dress! I hovered over her in the little girl’s room, and squeezed her little dingleballs while I kissed her forehead. “I own your little round pink balls tonight, so you need to march your pansy butt back to my party and start waiting on my guests,” I chirped at her. At this point she was still a blubbering mess, so I squeezed her dingleballs into submission. That made her sing a different tune.

She returned a new sissy;  she curtsied and started acting like a proper sissy maid. She served us drinks, rubbed our feet, fed us, even gave us pedicures. It was fun making her smell and lick our feet.  Much more fun to laugh and shame her however, for being a total pansy. Of course we all took pictures for my sissy hall of shame. I have had  many a sissy in my control before, but none quite as pathetic as Mistress Levi’s Sissy Fairy Fag. I encourage you real men out there, you know, the ones with adequate equipment to please me, to leave a comment on this blog post shaming and humiliating my borrowed sissy fag. A sissy this sad, deserves all the public humiliation possible.

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Humiliation Phone Sex with Monika

Sissy for Rent!

Sissy Phone Sex

I found a sissy for rent and I am so fucking excited. 

Yeah she is older, but I love her pink bunny outfit. I love watching her chubby body walk around in a bright pink outfit. Her profile picture made me giggle. Nose ring piggy! I am going to make her wear her pink bunny outfit like the whore that she is. But she will also be my big piggy. I want the nose ring in so I can put a leash on her. I plan on taking her to store for shopping, even to the grocery store.

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I want everyone to know to that she is my bitch. She will do whatever I say when I want her to. If I get tired while shopping and spending my sissy’s money I have a portable chair in her. My sissy will get on all fours and I’ll sit on her back till I’m rested. That is what a sissy is for. To be humiliated out in public. To be my personal bitch. To do everything I say. I am so excited to have my sissy for a day. After we go shopping and spend our day out we will get home and she will be my slave there.

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I am having a few of my girlfriends over for the night to mess with my little piggy slave. She will serve us drinks and our food. I think I’ll make her be our dinner table as well. I want her in heels and pantyhose the entire day and night. I am excited to have this piggy sissy all day. 

Put on Your Panties, Sissy School is in Session

sissy phone sex sissy trainerNot a day goes by that some loser with an inch worm doesn’t call me to fuck. Let me make myself perfectly clear. I don’t fuck short stacks. I am not submissive. I don’t give a fuck that you are paying $2 a minute to speak with me. We have bios for a reason. Not my problem you can’t fucking read. Never assume that because you are paying for a service that means I will do whatever YOU want.  If YOU are not a real man, packing real heat, YOU don’t matter. I will take your money and deny you the right to cum. Why? Because you don’t deserve to cum. Speaking with me is a privilege, not a right. You are not paying to get off, you are giving me a tribute for being subjected to your worthless ass. Men with dicks can call the shots. Girls with clits cannot.

In fact, if you are just a loser with a nub, then you need to visit my pink room. This is where I transform you from a delusional man who thinks he can please women with his tootsie roll reject to an obedient sissy girl who knows her place and can’t wait to serve a capricious Mistress and her army of studs. I will break you, train you, dress you, humiliate you, shame you, abuse you, then pimp you out as I see fit.

So now that we are clear about how this works, go put on your big girl panties and call me. You are just a phone call away from being the sissy slave you were always meant to be.  Sissy school is in session.

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Sissy phone sex cockwhore sissy likes kinky

Sissy phone sex cockwhore sissy slut likes it kinky. I will use some erotic hypnosis phone sex techniques in the realm of fantasy phone sex sessions to lead you into that forbidden zone. You’re always fixated on how it would be to dress as a sissy slut and suck cock. Let’s see how sissified you can get.

You are such a girly boy and these pretty panties are just perfect for that sweet clitty of yours to be tucked in. Get those balls pushed up and that clitty situated in these sweet things and then we will continue with some stockings, or maybe your a hose kinda girrrl? I bet you will look really sweet in a pink baby doll negligee, don’t you think so?

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We have you in some nice pretties now let me see what I have to accentuate those dick sucking lips of yours. These lips are so ready for cocksucking now, so juicy and pink!  What’s that? You want me to videotape your lips wrapped around a big juicy black dick? Well, you need not ask me twice! 

Well, your good and ready now so let’s go! Don’t be afraid of going out in public sissy! You’re going to be the party favor for a poker game at the state penitentiary. Yes, you heard me right, I have ten guards ready to get serviced by a good sissy, and if you’re really good…

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Well, well, you did a good job draining all those big black dicks with your slutty lips. Now, for the real fun! We have a special treat for you. Now be a good girl and follow us back into the cell block. Yeah, there are some mean mother fucks back here and they were promised a sweet thing in pink with a tight fuckhole to penetrate with their huge black gangster cocks. They were also promised some moist fat lips to fuck also, so let me inject those slut lips with some saline to make them good and fat. Great! Your going to be a real treat for these convicts!