Category Archive: Ladyboy teen

Shemale chat Making a Sandwich

Shemale chatThreesomes are so sexy. Especially when you have a pretty little shemale chat whore to be the middle of your fucking sandwich. Daddy played with her tight little asshole as she ate my pussy, her cock hard and throbbing making a puddle of pre cum on her belly as Daddy put another finger inside of her. Her sweet little moans against my sex just made me even more wet and I could hear the gasp and the shiver of pleasure as she felt Daddy’s cock tease that sweet ass. Pressing that big mushroom head into her tight little hole. I moved off of our sweet boi’s face and laid down next to her as Daddy turned them both on their side letting me cuddle up and take that dripping cock into my pussy. The precum a sticky, wet, patch against my ass as she sunk that cock deep in my pussy with a strained “Fuck…” She was at our mercy. Overwhelmed with pleasure from my tight pussy and Daddy’s hard, big, cock that she couldn’t even thrust. Letting Daddy give each hard thrust deep into her pussy making her cock go deep into my pussy. It was hard not to cum in that fucking train, everyone grunting and moaning. Enjoying each other’s bodies but somehow we managed, holding off until all three of us came at the same time. Each person quivering, gasping, and throbbing and just in the pleasure of playing with our lady boi.

Weak for Shemale chat

Shemale chatI know the sweetest little shemale who is always up for a sexy Shemale chat. She is long, lean, and so very pretty. She has the softest lips and the sweetest mouth and I can already feel that hard shemale cock against me already. My pussy was already wet, thinking of this beautiful shemale cock burying into my pussy while I lay on my back so I can watch her fuck me, watch her cock go in and out of my pussy. There was something so beautiful and elegant about this big cock, this feminine form, these small breasts, and this sweet face lost in the pleasure of my pussy. I couldn’t help but orgasm around this cock, losing myself in the movement of fucking. My legs wrapping around her waist holding her hips and cock hard against my hips, keeping her buried deep in my pussy. Her body collapsing on top of mine as she was spent. I cuddled her soft body against mine and enjoyed the feeling of my favorite little shemale pressed against me.

Sexy teen shemale

you gotta train em young!

I smiled as I walked out the door taking the cash and shoving down my soaking wet panties right in front of the daddy who paid me for watching his brand new daughter. I totally understand why he wanted to take his wife out. That brat cried the entire fucking time. I even tried to dress her up and make her look sexy, she just was not having it.

Tranny Phone Sex

I almost wish I could see the look on his face after he walks into the room and see’s his daughter sleeping tight in bed. He would be shocked, when he left me in charge he had a son. I turned his little guy into a sexy girl with a gaping asshole! After 5 minutes of hearing that little shit crying I shoved my panties into his mouth and duct taped it shut. I stripped him down and tied him up. I searched his daddy’s room and found some shocking things. I guess his daddy likes to have his assholed gaped open by his wife. I grabbed the 10 inch strap on and some of his mommies panties. I dressed little James up and turned him into little Jamie!

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He looked so pretty as a little Jamie, she made my little red haired pussy moist. I put that big 10 inch cock on and showed little Jamie what her daddy liked up his ass and how I wondered if Jamie would like it up her ass too. She was screaming and trying to break away as I started sliding this fake cock up and down his beautiful sissy pussy. I struggled but I got every inch in her tight virgin pussy. I leaned down to get a better angle to fuck her pussy good and deep..

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I kissed her on the neck and told her how lucky she was that I am the first to gape her virgin pussy, no one will ever make your pussy hurt and bleed this much again sweetie. I fucked her tight virgin pussy till she passed out! I tucked her in bed and fucked myself until I squirted all over her. I almost left my panties in her mouth! 

Switch Avery

tranny phone sex

I am hot and horny for some tranny phone sex! Look no further because here I am, the tranny of your deepest desires. I am a woman, with a nice smooth cock to give to you. I am the perfect shemale switch and I always know how to handle those swollen and horny balls! I am here to drain that load, you’ll cum in my mouth after feeling my load buried deep inside that super tight little ass. Mmm, that’s all I want to feel around my dick after you get it nice and lubed up for me! You are a good little cocksucker aren’t you? You could NEVER tell me you hadn’t done this before! Because the way your mouth feels deepthroating my dick makes me want to empty my load but I won’t…I’m saving it for your other hole. The hole that you and I both know makes you the little whore you so truly are! You want cock as much as possible and you’re damn sure going to get it from lil ol’ me!

Spread those cheeks for me.

tranny phone sexI always love breaking in a newbie. From the moment I hear your voice quiver on the phone I know that I can make you my bitch. You’re scared to call me so I promise to be gentle …at first.  Tell me what you are looking for. I bet I already know. You want that hard tranny cock and a pair of pretty tits. Let’s pretend we’re on a date and you discover the secret under my skirt. Do you run or do you drop to your knees and beg to taste my cock?  Maybe you have a dark desire to be a panty wearing sissy who wants to be dominated. Better put on some lingerie and bring that ass toy because I want to make you moan.

Imagine being on your knees at my feet as I force my throbbing fuckstick between your lips. Can you handle it, you dirty little cocksucker or do I need to give you lessons? Better get that cock nice and wet because I’m ready to make you into a real sissy. That boy pussy looks so tight and my cock is so hard. Can you handle me?

Teen Tranny at your service.

tranny phone sexI answered a Backpage ad hoping to make a little extra cash. So many older men out there are craving the touch of a girl with a fat cock. They are easy. They moan a little and drop to their knees to worship my 8 inches of joy. I love the power it gives me and the way they pull the cash from their wallet to satisfy me. I feel like the queen of cock. Today’s man was no different, a balding older man who has wanted to be a girl his entire life. He arrived with his wife in tow and I knew this was going to be fun. She told me that she was tired of catching him jerking off to tranny phone sex and she wanted me to break him in. Like a stage director, she had us both obeying her orders. This hot old mama wanted to watch me fuck her husband in the ass. She bent him over and tongue fucked his puckered pussy before guiding my swollen dick there. She gripped me hard and I heard her moan. She rubbed me right up against his hole and ordered me to push. I gave it a hard shove right into his rectum and began a slow stroke. He bucked and whimpered as I fucked him hard. Her face was next to my balls, watching me violate her man. Just as I started to cum, she snatched my cock out of him and I sprayed my jizz all over her face. I don’t know who loved tranny sex more, him or his wife.

Tranny phone sex for the hardcore

tranny phone sexImagine your shock and surprise. You go out on a date with a gorgeous girl.  You’re kissing and playing with some superb titties. When your hand reaches beneath those panties you discover something huge, something rock hard and wet. Thoughts race through your head. You’ve hit the sexual jackpot. You’ve always wanted to taste a cock, wanted to feel the thrust of a cock into your ass. Your mouth waters now as you drop to your knees to see it closer. I push your head, urging you to taste me. Your mouth opens only to be filled with sweet candy cane. You hear me moan. You’ve found your calling, you little closet faggot. Tonight I make you into the girl you’ve always wanted to be. You’ll be doing the moaning soon as I push deep into your man-pussy. Stop stroking and come get some.

Tranny gets fucked hard.

tranny phone sexI’ve always been the dominant one, never letting anyone take control. But I discovered that I like being a switch. I had a date with an older man, a meek kind of guy whom I was looking forward to fucking. I just knew he would be a submissive man who begged for my cock. As soon as I saw his cock, I knew I was wrong. The old man had this massive fuck stick that must’ve been eleven inches long and as thick as my wrist. His balls were these huge cum sacks that weighed a pound each. He was super hairy all over and tattooed.  His wicked grin made me realize that I was the girl tonight. He grabbed me by my scrawny neck and forced my mouth down onto his dick. I came up drooling and sputtering. He spun me around and wasted no time shoving that sloppy cock right into my boy pussy. All I could hear was the echo in my ears of my own shrieking and begging as he battered my shit hole. I felt a pint of jizz blast my innards as he came with a howl. And that is how I learned to be a submissive slut. And I want some more. Are you ready to give it to me?

Shemale Surprise Nikita

shemale chatBend over and let me see that sweet puckered hole. I know exactly what you need, big daddy. Your son has grown into quite the woman and it’s time to break him in. But first, I want to give you a special surprise. A hot injection of cum right up daddy’s ass. I caught you with that dildo and I know you want this. I was hiding in the closet raiding mom’s sexy clothes when you came into the room. The TV came on and I heard porn. I peeked out and saw you. You had your legs in the air, trying to get that entire cock in there. You were making some weird sounds. Hearing my daddy whimper just made me harder. Your were jerking your cock hard with your latex lover buried to the hilt. I wanted so badly to help you, to show you what a good boy I am. But instead, I jerked my own dick and watched.

But today, I will make that move and Daddy is going to love his hot girl with a big dick.

Ladyboy Teen Avery

ladyboy teen (3)

He wanted to know about the things my Daddy used to do to me…there was lots of things he did of course. But you know what I want to talk about? Two things…cocksucking and of course taking cock up my beyond tight ass. Just the perks of being a younger tranny…my ass hasn’t been used and fucked as much as it was much as most. So it’s very tight, and very ready to squeeze your cock dry. You can milk it into my ass as you pump it deep. Give me that pressure I love in my ass so fucking much. Bring your cock from my ass to my mouth, let me lick off those juices; play with the precum on the end of your dick. It makes you want to bust so bad, but I want that warm cum nice and deep in my ass. I know me taking your whole cock in my mouth like it is nothing is enough to make you want to cum even more, and even harder…right now. But first put your cock where you know I want it, in my ass baby.

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