Category Archive: Ladyboy teen pics

Ladyboy Teen Avery

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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.

Don’t Pretend, it’s a Shemale Surprise!

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Oh honey, do you really expect me to believe you when you say you didn’t know what kind of girl I was? Sweetie, clearly you knew exactly what I was and that is why you are sitting here practically drooling over my cock! Ooh, you’re so not gay huh? Yeah, well, gay or not baby you and I both know that you can’t wait to get this big dick in your mouth! Lets stop playin now, open up like a good boy! Mmmmm there you go! Good boy! See? I told you that you were gonna like it! Now lets see just how much of this cock I can get down your throat, just relax and take it all. Yeah I can see that you like sucking my dick baby, I can see your cock is rock hard so now I am going to give you something you are really going to love! Bend over sweetie, spread your cheeks cuz ready or not, here I come!

Late night snack

tranny phone sexI was sitting in Barnes and Noble reading a book late one evening when a man approached me. He smiled and slid me his business card without a word. My horny cock throbbed under my skirt thinking about his hot ass in those slacks. I called him right away and he was still in the parking lot.

He was driving a Cadillac SUV so I imagine he was a married man. It never matters to me. We pulled around to the back of the store and he reached for me. I kissed him and reached for his cock. It was large and thick. He moaned as he pushed my head down into his lap. I gave him an expert blow-job and he  only lasted a few minutes. He looked confused as I reached for him, pulling up my skirt, and pushing him into my lap. He heard him gasp a sharp intake of air as he realized his mistake. He had a 8 inch cock staring him in the face and no choice but to suck it. After a tentative lick, he began to devour it, slurping and whimpering. I blasted him with a full load of cream. He had to gulp it down just to breathe.

I smiled at him as I exited the truck. This time I handed him a business card. “Call me when you are ready for more.” I blew him a kiss. I sauntered away slowly, tasting him on my lips. I knew he’d be calling me soon.

Mommy’s Tranny Trainee

tranny phone sex Mommy strokes her pussy as she watches her sissy boy gets dressed. She knows that tonight is a very special night. She has trained you well and now it’s time to put your talent to work. That sexy dress makes you look so hot. You’re freshly waxed and smell so good.  Your new cock sucking skills will make you the life of the party. Just open wide and make sure to milk those balls dry. Don’t worry. Mommy will be there to hold your hand. My sissy training is top notch and I don’t want any bad men taking advantage of my pretty girl. It’s time for you to lose that anal cherry and give the boys what they crave. So, bend over and show them that sweet little ass and puckered pussy.

Teen Tranny Cock is the Hardest

tranny phone sexMen love a hot girl with a big dick. I sure get plenty of it myself and I think I know why. Being a barely legal tranny makes me a hot commodity. I mean, seriously, who wouldn’t prefer rock hard teen cock. Mine is always ready to fuck and get sucked. I can get hard again in minutes unlike the older trannies who need some time. Combine my eager cock with perky tits and a sexy body. Who wouldn’t want some of this?
I’m not conceited. I just love the whimper of a Daddy when I ream him good or make him drink a bucket of cum. Being a dominant tranny means I never take anyone’s shit. I get to be the boss and give the orders. That’s especially good when I get a newbie who needs some training.
Are you ready for this teen tranny cock? Let me train you to be a good little cocksucker or give you what you really need, right up that tight ass. I have what you’re craving. Stop lying to yourself and come get some!!

Cum on, Sugar Daddy

shemale chatListening to him slurping, I almost giggled out loud. His head was bobbing up and down on my cock, trying to inhale it. Married men are the best little cocksuckers. Even a teen tranny like me knows a closet faggot when he sees it. I met him on Backpage where he was asking for his first cock. He handed me his donation and asked to see my cock. As soon as I freed my 8 inch joystick from my jeans, he fell to his knees worshipping it. The awe on his face made me realize how badly he wanted to taste me. I love his type. I fucked the snot outta his face, making him drool down his chin and onto my balls. He took every stroke, opening his faggot throat. I wondered if his wife knew that she had a closet fairy. I could barely wait to sink my swollen stick into his man-pussy. I knew that once he crossed that line, that he’d be mine. Blackmailing these married fuckers was so much fun. As I emptied my nuts into his mouth, I knew that I had met my next sugar daddy and he’d do anything for more of my hot teen tranny cock.

Santa HO cums tonight.

shemale chatReady for a little ho-ho-ho in your life? Or would you rather be my HO? I love training new faggot-sluts to accept what they really want for Christmas. Come sit on shemale Santa’s lap and tell me you’ve been a good little sissy. Good boys get a special candy cane from Santa. Bad boys get to suck Santa’s asshole. This Santa has a whole lotta goodness in his sack. How about a taste? Christmas is my favorite holiday, bouncing little boys on my lap and it looks perfectly normal. My favorite is dressing like Ms. Clause in a sexy Santa suit. Red velvet and patent leather belt and heels. White fur trim and a red lace thong. When a bad boy dares slide his hand under my skirt, he gets a great big candy cane surprise. Let’s do a call and make Christmas cum early.

A special gift to open.

tranny phone sex 2Did you wake up hard dreaming about sucking a teenage tranny cock again? Maybe it’s time that we get together and I show you what it really feels like to sink your cock into a tight young school girl ass, especially when it has an 8 inch meatstick attached. Yes, I look like your average hot teen, complete with braces, but when you pull up my skirt, you discover my dirty secret. A throbbing cock that needs some virgin ass-pussy to penetrate. I can fuck for hours and I will fill your new boy-pussy up with loads of cum. I wanna see strands of cum hanging off your chin, and you, on your knees, begging for more.
So stop the fantasy shit and come talk to the real deal. I’m a switch hitter so I can play top or bottom. Gentle or rough. You make the call and I will whisper my naughty secrets into your ear. Let’s jerk off together.

Tranny Phone Sex Surprise: My Son Wants to Fuck a Lady Boy

tranny phone sexTranny phone sex is nothing I ever thought my son would be into. He has always been mommy’s little mother fucker, literally. One of the best fucks of my life. I was his first pussy. But lately, I have been snooping in his room and on his computer because he just has not been fucking me the same as in the past. I was shocked to see a bunch of lady boy and sexy shemale pictures on his computer. He even had a fuck a lady boy site up. This little thing looked so young too. Pretty little Asian chick with a dick. Small soft breasts; hairless body; pretty much looked like my teen granddaughter. Suddenly, I heard noises from my son’s bathroom. I peeked in and there was the little lady boy getting her dick sucked by my son. No wonder he was not into fucking me lately. He wants cock. Lady boy cock.

fuck a lady boyI was shocked at first, but as I spied on them, I found myself turned on by not only that cute little shemale, but my son’s bisexuality. I started rubbing my clit and fingering my puss as I watched my flesh and blood butt fuck a lady boy. I let out a moan, which got their attention. I was embarrassed, but my son said I should join them. What the fuck. I will try anything once. I stripped naked, got in the shower with them and sucked my first tranny cock. My son was suddenly alive for his mommy again. He fucked me up the ass as I sucked that tiny t-girl dick. Blew a big load of cum in my ass. So, my son is bisexual. If it makes him fuck my ass like that a again, I will suck an army of sexy tranny cock.

One Hell Of A Show

tranny phone sex zettaIt was the chance of a life time. My cock was hard and my nipples were hard as I put on my makeup. The other T-Girls and I were all giddy, laughing and joking in anticipation. It was the biggest Tranny Runway event ever and we were all going to flaunt our stuff in room full of hot ass guys and gals.
I thought that nothing could be better, until I got to the after party. The men and women there showered us with attention and praise. And then there was John. Ruggedly handsome with a five o’clock shadow and a deep and sexy voice. When he placed his hand on the small of my back it sent shivers up my body. I flirted with him shamelessly and when he asked me up to his hotel room I felt a rush of excitement.
Getting there I found out he had never been with a tranny and he longed to feel a cock in his mouth and his tight ass. Fuck me, he was sexy as hell and a virgin!
I took my time, I wanted this to be the best first time ever and I wanted him again. It took everything in me not to cum as soon as my dick felt his lips.
Laying here in bed thinking about it as I wait for the phone to ring so I can hear his voice.