Tag Archive: Ladyboy teen

Suck my Dirty Dick

tranny phone sexSuck this big cock. Smells like leftover pussy, doesn’t it? That’s because my BBC lover allowed me to fuck his fine, firm ass. I pulled my fuckstick from his cummy asshole and didn’t even wash it. I wanted it to be nice and ripe for your first training session. Since you are such a sissy little cocksucker, I knew you would love to be forced to suck the slime from my big shemale cock. You are one dirty little faggot but you are so obedient. Last time I made you slurp the dirty cum from my pussy and then allowed you to fuck my well used cum pit. You whimpered and whined as you ate that ass but you were so turned on that you went balls-deep into my turd tunnel. Humiliating you just makes you so damn hard. You know you can’t resist the lure of a dominant shemale, the taste of my cock, and the way that I own your fairy ass. On your knees, slut, cause it’s time for the lesson to begin.

Shemale Goddess Nikita

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My son

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I always wanted a daughter, instead I got a son. I was sad for sure when they told me what I gave birth to. His birth was long but so amazing that I came when I pushed him out. I used to dress my son up as a female, take him around town and tell people his name was Caitlyn. Never in my wildest dreams did I ever think my son would turn into a sexy tranny whore. My son is now playing around with the idea of being a shemale and I fucking love it. Although I never understood how he could hate pussy when he never had it. So one night I wanted to give my son some of his mommies pussy. After years of searching for a man to make me cum the way my son did when I pushed him out, I finally found the one who could. Now I don’t give a fuck if he wants big fake tits, he just has to keep his thick cock to fuck his mommy with.

Daphne

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Confession

tranny phone sex camillaMy grandson has always been a Sissy. She has always been sweet and loves to please. She is very subservient and loves being on bottom. We know this is how she is and we love her just the way she is. Sso yesterday when she was staring at my huge Nana tits with a dreamy look in her eye, it didn’t surprise me that she started up a conmversation that ended in a confession that I had secretly suspected for a long time. She is sure she wants to be a girl and she needs to know how to do that. She knows it is possible she just doesn’t know the details. It wasn’t hard for me to get a hold of an old Tranny friend and she was more then willing to take my grandson under her wing and show her all the in’s and out’s from the most intament to the clinical aspects. It was fun to watch my grandson learn about the knew Tranny life that she wants so badly!

Nana Camilla

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Tranny Phone Sex School Principal Prank Gone Wrong

It is not very often that I have to try to get things done. Most of the time it is as simple as a wave of my hand or bat of my seductive eye lashes that gets any guy to do what I want. However that was not the case when I got in trouble on my first day of school already. In fact, the principal gave me a detention. I was not going to be having that, no way not how. So I decided to have some fun with him, and pull a tranny phone sex prank. 

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I made a fake facebook and added the principal. I told him I wanted to tell him about my ladyboy teen parts that I had. How i secretly felt like a freak and just wanted someone to love me. At first he was not biting. Then I told him that I always wanted him to fuck me in my ass hole and that was all she wrote. My principal was on my fake shemale nuts just like that. I told him I would be going to the principals office and having some fun with him, he even told me just what time to get sent to him. 

Ladyboy teen

A friend of mine was waiting outside of his window discreetly holding a camera to record the whole thing. I had on a nice size strap on under my big skirt and went to the office just as he wanted. As I seduced the principal he was jumpy and ready to put my tranny cock into his mouth. That was until he lifted my skirt. The rubber dildo slapped him right in the eye and he jumped back, knocking into the window and spotting my friend. 

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I started laughing so hard, holding onto my side and tears running down my cheeks. He hollered for my friend to come into his office. She ran around and busted through the door laughing forgetting the camera was attached to her hand. He asked what it was and then decided to punish us. He fucked the two of us in our asses hard! He did not even use any lube. Claimed we were too bad for the pleasure of anal fucking. I still put on the strap on and fucked him just like the T-girl he always wanted.

Sweet teen pussy Candy

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Tranny Phone Sex Panty Boy Days

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I was not always such a tranny phone sex hottie. In fact, before I was such a shemale chat slut I used to be a teen boy who was nothing but confused in the world. When my mom and dad were together I used to wait until they were at work and then sneak into her room. I would try on her silk panties and bras and look at how pretty I was in the mirror. I got in trouble one time when she caught me after I took a pair.

shemales chat They were lacy, I loved the feel of my balls through the fabric. How they would push through and I could run my fingers over my teen ball hairs. I took a second silk pair and started to stroke my cock with it. I could just picture mommy wearing then. Stuck a third used pair over my face and sniffed up the smell of her cunt juices. I could smell daddy’s seamen in them from when they had sex. She was pissed when she caught me. Told Dad he needed to punish me. I do not think she had his cock in my ass in mind.

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Lil Boy tranny Dick Avery

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