Category Archive: Sissy Phone Sex

Blackmail Porn Gets Me Sissy Fucked!

Fuckalicious Freak Katy » August 9, 2022

Categories:

Blackmail Phone Sex, College coed sex, Shemale domination porn, Sissy Phone Sex, Strap-on Phone Sex, Tranny Phone Sex, Tranny porn pictures, Voyeur Phone Sex, Young bald pussy, Young Voice Phone Sex

Blackmail is my favorite mind game, I love taking pictures of small cocks, men cheating on their wives or being dressed up like sissies! A coed slut like me gets to see lots of things around campus, I know professors who fuck their students, girls who fuck for money and plenty of sissies with small cocks pretending to be jocks. My favorite thing to do is get dressed up all slutty and go out with my camera to capture people in the act of their secret passions.
Last time I went out on the prowl I saw the Dean of my university bringing some hookers into his house on campus. I had to get a closer look, I crept close to the window outside of his office and snapped some very nasty pictures of him dressed in drag getting fucked by a tranny. That tranny hooker had her cock deep inside the dean’s ass when I accidentally flashed my camera taking a photo of them. I tried to run but the dean came out and caught me, he demanded my camera and told me I would get kicked out of school. I pleaded with him but he told me the only way I was getting out of it was if I joined him and his hookers in an orgy. I had no choice but to agree and strip naked, I sat on the dean’s cock while he got fucked in the ass by that sexy tranny whore. The other two whores shoved a dildo in his mouth and a strap-on up my ass. Feeling his cock pulsate as he got fucked in his asshole was an incredible feeling, the tranny made him sissy squirt inside me before she blew her load all over my tits!

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My Popular Panty Boy Stepson

Fuckalicious Freak Reanna » August 6, 2022

Categories:

Panty Boy Phone Sex, Roleplay Phone Sex, Sensual Domination Phone Sex, Shemale domination porn, Shemale Phone Sex, Sissy Phone Sex, Sissy Training Phone Sex, Teen Phone Sex, Tranny Phone Sex, Tranny porn pictures

My stepson is a total panty boy but he looks hot as hell, you guys! We don’t give him any shit about it, my husband and I love letting our offspring be exactly who they want to be. Just so happens that our teen stud wants to dress in women’s underwear. No biggie.

You wouldn’t guess it by looking at him. He’s a star athlete, starting on both the baseball and basketball teams, and he’s so cute and elfish that everyone in school wants to have their turn with him, girls, boys, students and teachers alike! He’s definitely the most popular guy in school and he works hard to maintain that image.

When he’s at home, he gets to relax and really let his guard down because there’s no one here to judge or ridicule him. In fact, we’ve raised our family to be extra loving and caring and, if anything, him wearing girl’s undergarments is kind of exciting and turns a few of us on a bit. I have to admit, there’s something extremely sexy about a straight male who is fluid and secure enough in his sexuality to embrace the beautiful side of sexy female clothing. It shows confidence and is very aesthetically pleasing, plus it lets all of us see his fine chiseled form in the grandest of manners.

I know he doesn’t dress in dainty undies for me or anyone else other than himself, but when my stepson prances around the house in a hot pair of panties and silky top, I absolutely have to get a piece of his action. Our whole brood is great at giving me the familial fucking I crave, but my panty boy stepson has the juiciest and sweetest cum I’ve ever had the pleasure of swirling around in my mouth and gulping down. It goes perfectly with his super sweet personality!

Tags: panty boy phone sex, sissy phone sex, sissy training phone sex, teen phone sex, tranny phone sex, tranny porn pictures

sissy phone sex with durty kurty

Fuckalicious Freak Caprice » July 25, 2022

Categories:

2 Girl Phone Sex, Adult phone chat, Age Play Phone Sex, Babysitter Phone Sex, Sensual Domination Phone Sex, Sissy Phone Sex, Squirting Phone Sex, Teen Phone Sex, Wet bald pussy, Young bald pussy

I’m giving this one guy some good sissy phone sex. Dirty girl kurty loves when I tell her I’m going to have her devour loads of cum from black men. She is a full-on faggot and wants to be a bad girl because she wants a big juicy cock. No white cock for ms. Durty Kurty because she has to have every single BBC and Spanish cock in her ass pussy.

Dirty kurty is becoming a massive load. Such a dirty sissy, she wants all the jizz. She wants to get on her knees and praise that big cock that allowed her to lick up every drop. It is going to be a dream come true. Dirty Kurty needs to be filled and drenched with nut sauce.

I love draining dirty kurty and taking all her money from her because she owes me so much for teaching her how to be appreciative of jizz.

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cum slut phone sex breeding whore

Fuckalicious Freak Keisha » July 25, 2022

Categories:

Adult phone chat, Breeding Phone Sex, Cock control, Creampie Phone Sex, Crossdressing Phone Sex, Cum Slut Phone Sex, Forced Feminization Phone Sex, Phone sex fetish, Sissy Phone Sex, Sissy Training Phone Sex

I knew that you were a dick loving sissy fag when I laid my eyes on you. I grabbed you right by the nuts and told you to follow me. You wince in pain as my nails dig into your nuts. I brought you to my house and when When we get there you see a lacy ensemble with a matching pair of heels laid out for you. When we make eye contact it dawns on you that this isn’t for me. You’re going to put on this bra and stuff it until you look like a busty whore begging for no strap-on.

Since you’re dressed like a tramp you’re going to bend over and get fucked like one. You love this good deep dicking! getting your panties pulled to the side and raw dogged by a cum filled cock makes you so happy, doesn’t it? If you want to get bred you have to wrap your lips around the dick that’s suctioned to the wall. Open nice and wide as I pump in and out of your man pussy. When my dick explodes in your tummy you squeal like a happy breeding whore. How does it feel to be my nasty cum slut phone sex breeding whore?

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Serious About Sissy Training?

Fuckalicious Freak Isis » July 23, 2022

Categories:

Adult phone chat, Forced Bisexuality Phone Sex, Forced Feminization Phone Sex, Hot phonesex, Humiliation Phone Sex, Sensual Domination Phone Sex, Sissy Phone Sex, Sissy Training Phone Sex, Slave Training Phone Sex, Small Cock Humiliation Phone Sex

Sissy training isn’t just indulging your sissy fantasies. Why? Because fantasies are fleeting. Over the moment your clitty squirts. I’m looking for serious and devoted sissy sluts. The ones searching for a mistress to stick close with them and guide them through the sea of unknown frills and thrills.

Sissy training with me is easy when you’re a good girl, but punishing when you’re a bad girl. I’m happy to spin many sissy fantasies with sissy phone sex anytime. However, when you come to me with hopes of sissy training, I’m going to take you seriously. It starts with small changes and grows and blossoms into frequently used routines. Soon you’ll forget you were ever born with a cock, because all you will ever know is your clit and fuckhole.

Desires for the finer things will grow, a wardrobe filled with colors and soft fabrics. Heels and stockings will begin to become part of your everyday wardrobe, and not just in secret at night. Dildos and other toys are stashed away in your nightstand for when the urge arises. As it often will once I’m done making a true slut out of you. Your faggot pussy will be throbbing so much after the abuse that it will suffer but you will be so grateful. Finally, someone will recognize the real filthy whore that you are!

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Mature Phone Sex Women

Fuckalicious Freak Vinny » July 4, 2022

Categories:

Adult phone chat, Crossdressing Phone Sex, Fetish Phone Sex, Humiliation Phone Sex, Mature Phone Sex, Phone Sex, Sensual Domination Phone Sex, Sissy Phone Sex, Sissy Training Phone Sex, Small Cock Humiliation Phone Sex

Mature phone sex women like me are skilled in a variety of fetishes. I am a size queen. I need big cock. Cuckolding, specifically interracial cuckolding, is my specialty. But I can handle all sorts of other fetishes too. I do love me a good sissy boy. I have this white guy in my life with a 3-inch nub. Not my husband. He is small too but is a BBC faggot cuckold not a sissy boy. Sure, they are cut from the same cloth sissy boys and cuckolds, but they do differ quite a bit. This loser neighbor guy heard I was a size queen. He started paying me for verbal humiliation. He is one of those small cock humiliation phone sex junkies. He loves a woman who will verbally shame his little dick. It started off with weekly 1-hour sessions of me just verbally vomiting up every small dick slam I could think of to say. That morphed into some cock and ball torture and now he is my sissy maid. I dress him in these silly little girl outfits and order him around my house. He must do everything from clean my bathroom with a toothbrush to licking my ass and pussy after I use the toilet. I dress him like a little dolly and boss him around which is peppered with small dick humiliation. I am a dominant size queen, so this has been fun. Profitable too because this loser is super rich. I can charge him $1000 an hour and he pays it. Can you imagine being so pathetic that you pay a mature woman for small dick humiliation and sissy phone sex? I know, right? LOSER. I love it though. Easy money and so much fun. We have a regular housekeeper, but my husband has switched her to his office to clean so we can keep her on the payroll. My sissy slave cleans the things I would never make a maid clean, and he pays me to do it. I am one lucky dominant woman. But then, my sissy slave is one lucky loser because he gets to pay me for my company and my sissy training. It is a privilege to serve me.

Tags: Crossdressing Phone Sex, mature phone sex, phone sex, sissy phone sex, sissy training phone sex, Small Cock Humiliation Phone Sex

Dirty Kurtie dicked down

Fuckalicious Freak Caprice » June 29, 2022

Categories:

Humiliation Phone Sex, Interracial Phone Sex, Panty Boy Phone Sex, Scat Phone Sex, Sissy Phone Sex, Sissy Training Phone Sex, Slave Training Phone Sex, Slavery Phone Sex, Squirting Phone Sex, Submissive Phone Sex

My sissy phone sex slut is back at it again, pleading and begging for BBC and dirty dick. That’s right little kurtie wants to be taken by a filthy dick that will infect her sissy ass.

She knows once that big cock goes deep inside her ass, she will be the sissy fag for life. A raw dog that sissy slut and go balls deep.

Kurt is no longer alive Kurtie lives on and will be taking all the BBC she can imagine. What kind of dirty sissy loves cock that her sister has? Of course, it’s messy, kurtie.

Taking those sloppy seconds and wanting so badly to be a woman, she will always only be a sissy who is following in her sister’s footsteps.

Kurtie couldn’t make it like a man, and now she’s a sissy for life and wants to get aids to cause shes is such a gross fuck slut. She is begging to be exposed. All roads lead to kurtie 😉

She’s one nasty cum slut who will be at your beck and call as long as you use her ass pussy and make her the bottom bitch she is forever.

Dirty kurtie is such a slut that she’s willing to pay you to fuck her sissy hole.

Tags: scat phone sex, sissy phone sex, sissy training phone sex, slave training phone sex, Slavery Phone Sex, squirting phone sex

Ebony Dominatrix Phone Sex

Fuckalicious Freak Keisha » June 26, 2022

Categories:

Adult phone chat, Black Girl Phone sex, Dominatrix Phone Sex, Ethnic Phone Sex, Female domination porn, Financial Domination Phone Sex, Humiliation Phone Sex, Sissy Phone Sex, Sissy Training Phone Sex, Small Cock Humiliation Phone Sex

Put your little clit sized dick in chastity and you better not fucking think about touching it!! Right now, the only thing on your mind should be sucking my Ebony twat while worshiping me for even letting you smell its sweetness. Your pathetic white ass only has value when you’re being smothered by this wet gushy twat. Isnt this what you wanted? Didn’t you beg me to dominate you and be your chocolate dominatrix phone sex goddess? Well then, I don’t want to hear any whimpering when I put my big black strap on into that tight wet man pussy! The only thing I wanna hear you is squeal, “ Im black and I’m proud!” and beg for more as I stretch your shit box and spank your white ass until it turns red. feel how deep mistresses can get inside of you with each stroke! You like that don’t you? I’m not gonna stop plunging my rod inside that hot pink man pussy until your legs shake! You’re going to submit to your superior ebony queen, sissy!

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Durty Kurty

Fuckalicious Freak Caprice » May 27, 2022

Categories:

Fetish Phone Sex, Forced Bisexuality Phone Sex, Forced Feminization Phone Sex, Gilf Phone Sex, Golden Shower Phone Sex, Guided masturbation, Sissy Phone Sex, Sissy Training Phone Sex, Slave Training Phone Sex, Slavery Phone Sex

I had the wildest sissy phone sex yesterday with durty kurty. I call her that because she wants to be a girl so bad. She has sisters, and she wants to be the sluttiest one. I had to tell dirty kurty all about her being a cum whore for big juicy black cock. Little Kurty began to whimper in pleasure. She could think about one of her sister’s ex-boyfriends—a horny big black guy packing an enormous dong thus far. Kurty couldn’t keep her mind straight. All she wanted was a big daddy cock deep in her ass pussy. Kurty wants to be the vilest sissy whore in the world. She will do it all for some black shlong. You will see her plead and beg for what makes her cunt go wild. People may call her nasty, deprived, and pathetic, but I call her a slut.

Durty kurty loves to hear she is being a sloppy sissy. She wants all her sisters to know that she is a whore and loves to out slut them. In the end, it’s a sort of competition in her head about who is the best daughter for daddy. Durty kurty is a pink tutu-wearing sissy for daddy. Yes, it is true; even though it may seem so fucking dumb, he is for sure the biggest cum eating faggot around. Kurty wants to be the one to get daddy’s dick all night long. Wearing all kinds of outfits, looking like a complete total slut, dirty kurty will be the one bending over and letting that big penis ram her like the slut she is while she moans and groans for daddy to go even further and more profound. All dirty kurty wants is attention from men, and she wants to be girly but super slutty. She will even take a filthy dick deep in her ass. What a gross butt slut. Durty kurty is pretty easy slave training phone sex.

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Age Play Phone Sex Milf Rita

Fuckalicious Freak Rita » May 5, 2022

Categories:

Age Play Phone Sex, Fetish Phone Sex, MILF Phone Sex, Mommy Phone Sex, Mother-Son Phone Sex, Mutual Masturbation Phone Sex, Naughty Neighbor Phone Sex, Sissy Phone Sex, Stocking Fetish Phone Sex, Strap-on Phone Sex

A good Sissy son enjoys mommy time with some kinky Age Play Phone Sex fantasy fun. The very idea of you and mommy wearing stockings and making out together is sexy hot. I’m a kinky milf and enjoying that little peepee encased in pantyhose is super hot.

I would love to penetrate that ladyboy pussy of yours with my stockings on and a big strap-on pushing those pantyhose into that sweet love tunnel. Let us enjoy wrapping ourselves in nylons and pantyhose and getting really messy together. I want your cummies oozing out of those silky pantyhose as I fuck your boy cunt.

My naughty mommy ways are all over the place in the kinky ideas of what we can do together. Maybe you will get yourself fucked with a nice chocolate covered banana as I talk about fucking that pussy of yours and then you wear your panties and pantyhose and jerk off in them while your cunt is stuffed and getting messy.

Tags: Age play phone sex, milf phone sex, Mother-Son Phone Sex, sissy phone sex, stocking fetish phone sex, Strap-on Phone Sex