Category: Panty Boy Phone Sex

Sissy Training Phone Sex – Luncheon

Sissy Training Phone SexOne of my favorite pansy boys contacted me today for a date. My lovely, evil mind concocted the perfect date, so I told him to put on his favorite intimates, a sexy red dress, and to make sure his bra was properly filled out, and his hair and makeup was done. He met me at the restaurant I requested, meeting each and every one of my requirements with style.

We walked in together, and heads turned immediately. It was a classy establishment, and our dresses were just this side of tasteful. We ate our meal, discussing what his goals were for the rest of the day. Little did he know what was coming.

After the waiter brought the check and he paid for it, I stood from my seat and waited for him to stand from his. Then, right there in the middle of the restaurant, I grabbed his arm and whipped him around to face me. I pushed him to his knees, being the tall fellow that he was, and I pressed his face into my breast. He quickly sprung it free and took it into his mouth like a good little bitch. I whispered for him to free his cock from under that lovely dress and start stroking it for everyone to see. He followed my orders very nicely. What he didn’t expect was for the waiter who had just served us to walk up behind him, get down on his knees, and ram his big dick into my bitch boy’s ass. He squealed into my tit before succumbing to the fucking. It was, indeed, a delicious luncheon date.

Dominatrix phone sex

dominatrix phone sexI’m horny as fuck. Not a single one of my big dick daddies are able to come over. so I got this sissy boy to come over. I’m not letting him fuck me but I he will eat my sweet cunt. I tell him to come into my bedroom. I command him to get naked. I get naked as well and lay on the bed. I shove his face down into my hot sugar fountain. I tell him to fuck my pussy with his tongue. He gets deep inside of my honey hole. It feels so good I cum again. He asks if he can fuck me and I laugh so hard I snort a little. I say sure when you  grow a cock as I snicker. He looks sad. I tell him he better eat my fucking cunt as I shove his face back into my twat. He listens to my commands and eats my cunny better than before. He sticks his fingers into my snatch. I cum and my legs begin to shake. He stops and wipes his mouth. I’m glad that I got to get off. I just wish I could find a big cock to ride.

Sissy Phone Sex with Sexy GFE Shannon

Sissy phone sexLately, I’ve been getting more and more calls from these sissified men who just want to feel pretty and wanted. I will admit, it gives me a bit of a thrill. Most of the guys I’ve had up til recently had been macho men who just wanted arm candy to walk around and make them look good, someone who would look amazing on their cocks. These sissy men have been treating me like a goddess, and it has been amazing. They will come to me and submit gratefully to my ministrations. They let me bathe them from head to toe, dress them in beautiful intimates and stunning dresses. I get to do their makeup, style their hair, and help them on with their stockings and shoes. Then, I get the privilege of walking out with them, seeing mens’ reactions to the beauty we have created. I get the enjoyment of watching cocks get hard over an illusion that my darling lover had an urge to portray. My favorite part, though, has been getting to take my lovers back home with me, and having friends or even strangers come in and have their way with my lovers while I get to get myself off using whatever appendages and methods I want.

Sissy Training Phone Sex with Shannon

Sissy training phone sexMy sissy boy lover came back to call. My problem was that he came dressed down, looking a little frumpy for my tastes in some jeans and a t-shirt. So, I pulled him inside and put him on the floor. On his hands and knees, I undressed him before spanking his tight little ass for showing up so shoddily attired. When I finally had him down to his bare skin and had sufficiently punished him for his lack of good judgment, I pulled out an outfit I had made him leave here in the past. I handed him the box, and ordered him to get dressed right there in front of me.

He pulled the panties on first, tucking his cock gingerly into the thickest part before adjusting the g-string into his ass crack. Then, he put his bra on, filling it out with the little silicone pads I had found for him. At this point, I told him to stop and follow me. When we got to the bathroom, I pulled a razor and my shaving gel out of the cabinet. I forced him to shave, and watched as he did it. I popped his ass every time he missed a spot, and he missed a few.

Once he finished shaving, I brought him back into the living room, and held his dress up for him. He pulled the sexy, slinky little pale blue slip of a dress up his legs and over his hips. The dress hugged every curve of his sweet body, and his hard cock was a bulge pressed against it. When he had finally finished dressing, I brought out the wig I had bought just for him. It was close to his natural medium brown, but with some natural red shot through it. It was a sleek style that would complement his facial structure. I sat him at my vanity, and watched patiently as he put on makeup, receiving approval for each item before using it. He was such a sexy sissy. When he finished, I rewarded him with my pussy on his face.

Mommy’s Sissy Phone Sex

Sissy Phone SexCharlie’s such a good Sissy Phone Sex slut and doing training with mommy is paying off so much.

Daddy and I decided that maybe it was time to let Charlie have her first client since that… more than a little painful experience the last time she was on stage.

She was a little afraid, not having a real cock in her ass since that night but Daddy and I assured her that she’d be fine.

That this person would be gentle and love her tight little ass and cock.

So, I dressed up my little Charlie. Using a pretty satin pink dress with a sparkly hair bow. I put on a pair of white cotton panties with a matching pink bow on the front and a pair of shiny black mary janes. Before doing a simple and very natural makeup on her. She didn’t need much, she looked so much like her twin sister. Full pink lips, smooth cream colored skin, big blue eyes with long eyelashes, and naturally curly blonde hair.

She was such a sexy little Sissy Phone Sex whore and I could tell she was excited and nervous as her “Date” knocked on the door. I opened it to find our friend, he was a tall man and built like a tower. All muscle, beard, and intimidation.

I had a moment of uncertainty but he was paying us a lot to play with our Charlie so I invited him in. He smiled warmly at our nervous sissy and Carlie said hello with a cute blush and shuffle of her feet.

The man squatted in front of Charlie. “What’s wrong little one? You look scared.”

Charlie blushed brighter and smiled weakly at the man. “It’s… You’re big and…” she looked down shyly at floor, refusing to meet the man’s eyes.

“Well… Why don’t I give you a preview of our night tonight and we’ll see if you’re still scared of going with me?”

Charlie looked at the man surprised. “We can do that?” she looked at me after. “Would it be okay?”

I laughed, “Of course!” I agreed, liking the idea of seeing this man with my little girl.

So the man took Charlie’s hand. Her hand looked so tiny in his and led Charlie to the couch having her kneel on the cushions as he knelt in front of charlie. He lifted her skirt and rubbed his huge hands from Charlie’s little cock to the back. Cupping his ass, finger pressing up and against Charlie’s little asshole.

“Oh…” Charlie breathed, squirming against the man’s hand as he leaned forward. Licking a wet spot along the hardening little cock underneath. His hands moving to pull the panties down to his thighs. Sucking on his middle finger for a moment before returning it to massage against the little asshole. Pushing a finger in as the man takes the entirety of Charlie’s cock and little balls in his mouth. Sucking and licking and making Charlie moan and hump against the man’s face.

It only took a moment for him to cum, but he more than happy to go with the man after that. I can only imagine the amount of fucking that happened that night with my perfect little Sissy Phone Sex slut.

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.

Tranny Slip n Slide

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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!!!

Queen Z

adult phone chat You can feel the excitement in the air. I can barely hear myself think with all the nervous chatter that is going on. It’s wall to wall shemales, perfume, make up and costumes. All of us want to win the title of Queen T-iva. Only the prettiest, most talented, glamorous tranny can hold the crown. I am here to tell you that I want to be the Queen Z.
Walking down the hall, make up done to perfection, hair and nails are flawless, I am looking down at the check list on my phone making sure every thing is in order, I didn’t see him coming.
We ran right into each other.
I recognized him immediately, he was one of the judges.
When our eyes met the look was unmistakable. He reached out and began caressing my nipple making it stand up and pay attention.
I could feel my cock growing between my legs where it was tightly tucked away for competition.
“I bet your cock is as glorious as these tits of yours.” he said with a twinkle in his eye.
He grabbed my hand and placed it on his cock. Judging by the feel of it, he was packing a very impressive package there.
He pulled me into the shadows and pushed me to my knees as he freed his dick for me.
There was no mistaking what he wanted and there was no way that I was going to let this prize piece of meat go with out tasting.
I gave him everything I had, pulled every dick sucking trick I know, and sucked the skin off that tube steak of his until his knees were weak and he was filling my mouth up.
Not one drop of his seed was wasted.
I stood and re-adjusted my throbbing cock.
With a wink he turned and said, “I will see you after the competition my Queen.”
My heart skipped a beat.

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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Trannies Rule. Sissies drool. Get some tranny phone sex.

 

tranny phone sex

Dating a tranny will always be a surprise, like opening a present. Such is tranny phone sex. Cause even if you know I’m a tranny, you have no idea that I have these great tits and 8 inches of meat underneath this skirt. You’re a dirty little faggot who wants to suck this hard tranny phone sex cock and feel me as I introduce you to some hardcore ass fucking. Call it your pussy though. That’s just so much sexier. I like that boy pussy. And I like it all tight and virgin. The way you cry out the first time I push through that sphincter really whets my desire. I am always the top and you are my submissive little cum hole. There are things I do expect though when we meet for tranny phone sex. Shaved balls are a must. And bring a toy for our call. Hearing you impale yourself on a dildo makes me jerk so freaking hard. Don’t be afraid though. I am gentle with cowards and first time callers. For your pleasure we can even do cyber chat through Yahoo. It’ll make that boring meeting at work so much more fun and you can hide that erection under the table. I promise that I’ll have you running to the restroom to jerk off before we are done though!! Take a chance and try a tranny!!

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