Tag: sissy phone sex

Sissy Phone Sex with a Princess

I recently had a call from a great guy. He treated me right from the outset. I never opened a door, never spent a dime out of my pocket, and he made me feel like I was the only girl in the room every place we went.

Naturally, when he called up requesting another date last Saturday night, I said yes. Imagine my surprise when a rather attractive female showed up at my door dressed as well as I was. When he spoke, I instantly recognized what was going on, and we proceeded with our date as planned.


When the date was over, after another lovely night of him treating me like a lady, I invited him up for coffee. He accepted, and followed me directly upstairs. When he closed the door behind us, he immediately dropped to his stockinged knees on my floor and assumed a submissive position. He begged me, right then and there, to make him my little bitch boy. He even shed tears, he begged so prettily.Sissy phone sex

I made him crawl into the living room with me and start taking my shoes and stockings off. Then, I had him kiss my feet and lick my toes. At one point, his teeth scraped across my foot in the process of him licking, so I made him climb across my lap and take a spanking.

I felt his hard cock pressing against my legs as soon as he lay across my lap, and when he got back up, I gave that a quick smack, too. We had lots of fun that night, but I’ll post more about it later. I need to go for now.

Let me tell you about my new sissy phone sex caller

sissy phone sexLet me tell you all about my newest sissy phone sex caller, she calls herself Candi Slut and she is the most ridiculous sissy I have ever seen! See, here’s the thing about sissy phone sex, it doesn’t always go the way you want it to and trust me, this sissy learned that the hard way! She said that she hadn’t been feminized in quite a while, poor little sissy had moved away from her previous Mistress and thought that she could just go back to being her “alpha male” self. Hahaha oh man, did I ever laugh at that shit! This little bitch has a tiny penis and a feminine attitude, there is NOTHING alpha male about her at all! She didn’t like that I laughed at her pathetic little penis, she tried to say it was big but I made her admit the truth… and the truth is that it is the smallest dick I have ever seen! I forced that sissy to fuck herself with a nice big rubber cock as punishment and even though she tried to say that it was way too big and that it was hurting her, she kept on with it and soon was leaking her precum everywhere! You see sissy? Mistress really does know best! And that is something you would do well to remember during our next sissy phone sex call!

sissy phone sex

I just got a brand new maid!

sissy phone sexI just got a brand new maid, and the best part is that she is a little sissy slave girl so I don’t even have to pay her! I literally own this bitch right here and there is not a damn thing she can do about it. See, this little sissy bitch used to be married to a good friend of mine, but my poor friend had to deal with finding out that her new husband not only had the tiniest little wannabe dickie she had ever seen, but she also had to deal with the fact that her new husband was a cross dressing, dick sucking sissy faggot! How fucked up is that?? Ladies, never wait till marriage to fuck your men or shit like this can happen! Anyway, she didn’t want to be with a faggot like that so she gave him to me. So now I have the little bitch wearing a french maid costume while she scrubs my floors, if she does a very good job, I will reward her with lots of big fat cocks to suck and fuck!

Have you tried crossdressing phone sex yet?

crossdressing phone sexLook at you, you’re just a wimpy, little dick sissy boy that is a perfect candidate for crossdressing phone sex! With that tiny little penis, you definitely are no kind of man so you may as well just give in and become the sissy you were always meant to be! Oh what’s that? You are a real man? You don’t want to be a sissy??? Hahahaha I don’t give a fuck what you want bitch! You have a tiny little dick, it’s more of a clit really so you will never ever be a real man! No woman, especially a woman like me, will ever fuck you or even allow you to touch her with that nasty little baby dickie. Women like me like a big fat cock… as a matter of fact… let me bring in a REAL man with a big fat cock. He can show you the differences between you and even help me dress you up in something frilly and feminine. I will give you a complete makeover and you will see how good it feels to give in and be the sissy you were always meant to be. By the end of this, you will be sucking dick and begging to get your little man pussy’s cherry popped!

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Tranny Slip n Slide

tranny phone sex

I think covering a slip n slide with cum would be the ultimate ride. Can you imagine how much cum that would take? A whole row of sexy tranny girls in bikinis stroking their cocks as you slide past, catching some cum on your tongue as they spurt hot loads all over the mat. I bet some of you sissy boys would be lapping it up like ice cream.  The idea of rolling around in a cum bath until we are all lubricated is so hot. Lots of tranny tits and round tranny ass humping some dirty little faggots and milking those loads too. Our sexual slip n slide is the best ride in town. Slide on down and let me wait at the end with my cock sticking straight out and ready for your pussy. I’ll bust that cherry with a loud pop as you scream. Soon those screams will be garbled moans as you get the ride of your life. What a summer fantasy!!!

Bow down you little bitch!

small cock humiliation phone sexListen up you pathetic little sissy bitch, you are my whore and as such you will worship me… you will never ever get to fuck me! I seriously can not believe that a little bitch like you would have balls enough to ask me if you could fuck this pussy. That tiny little worm between your thighs is much too small for a woman like me to even want to touch it, let alone fuck it! I need a big cock and a real man and trust me whore you are no kind of man and your cock is barely a clitty so you better just get down on your knees now and beg me for forgiveness. Otherwise I may not even let you touch that nasty little dicky of yours!

It’s time for sissy training phone sex!

sissy training phone sexDo you know why I love sissy training phone sex so much? Because I get to humiliate a pathetic sissy of course! Just yesterday I found a whole new way to humiliate my favorite little sissy loser, she didn’t like it much but I really don’t give a shit what sissy likes or wants. You see, she says that she hates to be publicly shamed but every time I do it she squirts in her panties so I don’t believe her one little bit. I made her wear a frilly dress and shiny shoes, she had her hair in pigtails and all her sparkly girly jewelry on… she thought that I was just going to make her walk around like that but my ideas were very different. I waited until we were in the middle of a public square and then I dragged her over to a bench, made her lay across my lap and I spanked her bottom until she was squealing like a pig and begging me to stop. She made quite a scene for a girl that claims to not like being noticed and soon her whining changed from begging me to stop to begging me to allow her to fill her panties with her pathetic little squirties. What a little bitch!

Tranny Training Specials

shemale phone sexTalk about special. This poor guy didn’t know what he wanted. We’d gone out on a date and he copped a feel, only to find out my secret. I could tell that he wanted my cock but he was acting all virginal. I knew I was gonna have to take charge. I told him that it was ok to want cock and that I would be gentle. I gave his head a little push, guiding his hot mouth right down to my swollen poker. “Suck it.” I ordered, pushing it between his lips. It’s like he came alive, licking my balls and slurping my dick. The boy was a freak. “Fuck me, please.” he whimpered, pulling down his own panties. I was shocked, figuring him for a tightie whities kinda guy. I quit being gentle then as I eyed up his tight, virgin ass. There’s nothing I like better than breaking in a newbie.

To make this story short, I popped his cherry and made him my bitch that night. He’s addicted now and begs me to come over and do it again. I know a future tranny when I see one and this little cum whore is hot to trot. After some guidance and practice at the local glory hole, we’ll be out there looking for cock together. Just two sexy girls with something special underneath the frills.

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Black Cock Phone Sex with Cheap Phone Sex Specials

black cock phone sexBlack cock phone sex anyone? See me between the legs of this handsome African American gentleman? Jealous? You know he is superior to you. I know he is superior to you. And, I bet your wife or girlfriend knows he is superior too.  White men fall into three categories for me. There are real white men. Ones with decent cocks who know how to treat a woman in and out of the bedroom. They are not threatened by competition. There are loser white men like my husband with little white dicks that couldn’t satisfy a comatose woman. Now some of these men recognize their shortcomings and do whatever it takes to still be a part of his woman’s sex life as a fluffer, sissy or cuckold. Then there are the jackasses who  think that size doesn’t matter. These are then same guys who talk down to black men, maybe even use racial slurs and derogatory remarks. Let me put it this way. I have never met a white man with a small mind who had a big dick. White assholes are threatened by big black cocks because they know their women prefer those anacondas over slugs.

cheap phone sexThe men that call me, fall into the middle category most often. Guys who have accepted that the only way they can please a woman is by being her sissy or her cuckold. The world is full of men also who enjoy the slut wife experience. Their dicks may be decent for a white man, but they aren’t black cock nice. I have a friend like that. Tony has 7.5 inches. Well above the average white dick. Handsome, educated, and gainfully employed. He is smart enough to know women prefer 11 inches, however. He watched me this weekend with my new black lover. He isn’t a black cock faggot. He is a voyeur. He sat in a chair like a porn director, watching me suck and fuck my hung black lover.  I let Tony cum in my mouth as I was riding my bull cock. I am a black cock whore, but if you are like Tony a white man with a decent cock comfortable in the presence of a black man bigger than you, I will let you join in on the fun. Assholes and tiny dicks, however, always remain on the sidelines, unless of fluffing that BBC for me or cleaning up my huge cream pie.

Little Sissy Boy

I seen the funniest thing last night. Can you guess what it was? It was a little fucking cock. It doesn’t even deserve to be called a fucking cock.. I couldn’t stand but to laugh when he pulled his pants down. I told him “You have the smallest cock ever, how do you pee without peeing on your balls?” Me laughing at him actually made his small cock hard, ” Oh so you like that don’t you”? He was a fucking sissy boy, I bet he liked wearing girl clothes especially little girl panties. On top of having the tiniest microscope cock ever he was also a sissy boy. So I took on of my dresses and some very high heels, and you can’t forget about stockings. I told him to put the dress on and tuck that little penis in some thongs. He followed my commands like a little doggy. I would tell him good boy when he listened to me. I can’t wait to see that little fucking sissy boy again.

Sissy phone sex