Tag: sissy training phone sex

Training A New Sissy

Sissy Training Phone SexI found myself a new sissy boi to train. He is an average male in his thirties with a wife. And like most males his age he secretly craves a strong dominating thick dick with a nice set of bouncing tits. These are the boi’s that come to me. These steamy boi’s are so hungry for my shemale body. They are almost begging for my dominance. I gave my new boi the name of Shelly slut bitch. He was so excited he was about to squirt his load in the pink silk panties I had him wearing. But I am a sadistic sexy tranny and I did not let him squirt his cum. I grabbed a hold of his balls squeezing them tightly reminding him of who I am and who is in control. I turned him around grabbing his ass with both of my hands spreading his ass open. I saw his sweet pussy asshole staring back at me. I plunged my dick into that fuck hole of slamming my balls against him. Shelly is a tight bitch that I am having lots of fun training.

My Sweet Tranny Dick

Tranny Phone Sex I can’t wait to hear you gagging on my big tranny dick. I am going to push the back of your head all the way to my creamy cum filled balls. Your drool is going to pour out of your mouth causing me to squirt some pre-cum in your wet mouth. You need to lube my tranny cock for your sweet tight ass. I bend you over kicking your legs open spreading your ass cheeks wide. I put the head of my dick to your plump ass hole and tell you to push back into you feel my balls at your ass. You are being such a good boy you give me what I want from you. Your tight pussy ass feels so nice sliding around my tranny dick.

Sissy Cock Cucks

Sissy Phone Sex

I’ve done my fair share of sissy cock sucker training. It’s a fun way to get my rocks off and train a little fag to suck the pussy juice off another man’s cock. It gets me so wet and horny when my sissy begs to lick my cunt and my suitor’s cock while he pounds me. Of course, only the best behaved sissy cucks deserve this. After I deem them ready to enjoy the taste of my teen babysitter cunnie on a cock, they are allowed the privilege.

I start by making my good sissy stroke and suck my suitor’s hard cock, getting it nice and wet and sloppy! Of course by now, my sissy fag is great at cock sucking and he does his best to get that dick dripping wet with spit. Then I lay down ready to take that hot cock inside my wet cunnie. My sissy eagerly sucks and licks my clit, begging for a taste of my suitor’s meaty hard cock! He takes a few nice pumps in his mouth before my suitor squirts his warm milky cum in my cunt and in my sissy’s mouth!

He was a little sissy bitch

tranny porn picturesThis silly little sissy bitch thought that just because he was wearing a frilly little pink dress that he was the same as me, can you believe the nerve?? I am a Goddess, a Queen, a True Woman and I just happen to have a very large cock as the icing on my cake, he was nothing like me at all! He was just a little sissy bitch boy, a fake wannabe man wearing a pathetic dress that looked like it was meant for a little girl. Clearly the little whore needed some training and step one was for that sissy to get on the floor and start sucking my beautiful cock. He was reluctant to do it but I told him that if he wanted to be a little sissy girl he would have to do all the things girls did! I may have been a little rough with him, he cried and cried as I fucked his throat but he deserved it, don’t you think?

Sissy Fag Cage

Sissy Phone sex

Some boys need hardcore sissy training. Some are just too stubborn. It’s a shame for them really, cause I can be a real evil bitch. I got a call for a babysitting gig for Mr. March’s stubborn step-son. He needed to be taught how to be a really good sissy fag. I made sure to bring my cutest clothes fit for a little faggot in training and we even stripped his sheets and replaced them with pink ones. He fought back a bit when it came to changing into his little pretty sissy outfit, but I made sure to have his step-daddy hold him down so that I could dress him up. He looked like such a pretty little doll! I lathered pretty makeup on his face; lipstick, mascara, and pink blush. He was almost ready for his training. Then I brought out a little cock cage for his baby fag cock to truly sissify him. Now that he was all locked up, the only thing he had left was his wee boy pussy for his step-daddy to cum in. I will make him the perfect sissy! Now it was time to get him really warmed up and excited for daddy. I patted his caged cock and tickled his balls until I could see his little pathetic faggy cock swell. He was ready! We had him on all fours while step-daddy got his cock ready to ram his boy pussy! In just 3-2-1, his step daddy was balls deep inside the little sissy who squealed in pain. Once the pain subsided though, he moaned and enjoyed himself like a good little faggy.

Making Men My Bitches

Shemale Phone SexI dig a good fucking blow job from a wet man’s mouth. The way their lips feel as they slide down my tranny shaft. I look down at the man on his knees and I can see he is so desperate to please me. My tranny body has him in a trance and under my spell. I order him to turn around commanding him to get on all 4rs. I kick his legs wide open spreading his ass cheek with my hands. I see his tight asshole pulsating for my tranny dick. I jam two of my fingers deep in his ass twisting them before I pull my fingers out. With a wicked laugh, I shove those same two fingers of mine in his mouth down his throat. Making him taste his sweet ass juices. Bringing my dick head to that puckered tight hole of his as I slide smoothly in his ass. Making yet another man my bitch.

My First Time

Phone sex

Everyone always asks, “isis, how did you learn to become the most masterful sissy and slut trainer?” Well, I don’t believe in that “magicians don’t reveal their secrets” bullshit. Simply put, I was taught by the best. Growing up my parents were always gone. Always away on business, always too busy for their sweet little girl. My nanny, Myra, taught me everything I know. Ever since I remember, she trained me to be her little whore protege. My first time, she brought over our neighbor, Rick. She made him force fuck my little virgin pussy and I had to eat his cum as it dripped out of me. Every day and night, she forced me on my knees to suck cock of the many strange men she brought into the house. She stretched my pussy and asshole over and over again so that I can take as many cocks as I could. She forced me to be a slutty little gangbang whore. She would force fuck my throat with giant dildos and had me lick her pussy until she squirted all over my face. I was her best little slut, I became addicted to fucking and she taught me my place as an evil, dirty whore. She corrupted my mind and body in the best way and now it’s my turn to teach boys and girls how to be the best little cock sucking whores that they can be.

 

Lil Sissy Cocksucker Training

Sissy Phone Sex

There’s nothing I love more than teaching a boy to become a good lil Sissy cocksucker. The other night while babysitting for dear wittle Matty, I decided to invite the older neighbor. I could tell he had a thing for wittle Matty and he would be the perfect helper in training a Sissy cocksucker. I made sure to make Matty nice and pretty for our guest. I picked out a pair of frilly pink panties for him and a cute frilly dress. He hated it at first, but that’s the key, the ones that hate it at first end up becoming the perfect lil Sissy sluts. I made him up into a nice, sweet Sissy faggy and put his mother’s pink lipstick and mascara on him.

When the neighbor came over, he could hardly contain his meaty cock. He was ready for a nice cocksucking. And wittle Matty and I were ready to please. I had the lil sissy fag open his mouth nice and wide and had the older neighbor ram his 8-inch cock inside his pretty sissy pink mouth. He fought back a little- they always do… at first. But after just a bit, he couldn’t get enough of that meaty cock, he practically begged to get a shot of warm cum in his pretty lil faggy face.

Sissy Phone Sex Month of Freaks

Sissy Phone sex

Listen Up my sissy phone sex freaks! It is that time of year when my sissy boys feel the freest! My pathetic little shrimp dicks can dress all slutty and say its for a party. I need sissy men who want to be humiliated and put on show! I have a nice little email for those pretty sissy boys to be showcased! Brooklyn@fuckalicious.com  I am looking for the prettiest faggot callers to put in my blogs. Do not fear Mistress Brooklyn will be discreet with her sissy slave boys! Cuckolding my hubby is even more fun when I can parade him about. I need humiliated little boy cocks in my email. Hell just send me that 2 inch dickie pic so I can laugh and play with My Mistress pussy as you call me to get humiliated. I got to see the itty bitty pathetic clit stick Im degrading after all. I am a very resourceful Mistress. I believe in properly humiliating my sissy sluts. I have made sissy callers cry and I love every fucking second of it. Don’t believe me call any of my fuckalicious freak whores and ask them about my Ball washer and how I made him cry becuse he couldn’t take me bragging and telling his cocksucking stories. I can be a good Mistress and humiliate you just enough so my pussy cums as you give me a spot of cum in your panties. Don’t fret I am a year round sissy training phone sex Mistress But in October My sissy Freaks come out to play with me!

Forced Feminization Phone Sex W/ Rita

I know you are craving for some really naughty mommy to make you her special little slut, aren’t you? You can deny it all you want but forced feminization phone sex is the very thing that gets your cock aching. You want me to put you in pretty silky panties and oh my the way your cock awakens when that silky fabric is taught against your flesh, or maybe we forego the panties and go for the silky sheer pantyhose and oh my the way that bulge grows when you feel those silky things on your legs, ass and groin. I almost bet the recum is dripping at this point. We then find a pretty silky cami top for you to wear or a silky slip. Oh you feel so feminine now. I will teach you the art of sucking cock next to make you a really good bitch.

Forced Feminization Phone Sex