Category: Shemale Phone Sex

Small cock humiliation phone sex is all yours

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You’ve been embarrassed all your life by having a tiny cock. You’ve been scared of joining sports teams for fear of taking showers with other boys and having them mock you for it. The women you’ve been with have all been kind to you, but they end up leaving, and deep down, you know it’s because you have such a tiny little pecker.

No one is mean enough to say so to your face, however. They’re all kind and understanding. But you know what they’re thinking. You almost wish they would just come out and say it.

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And you wonder, you’ve always wondered, what it would be like to have a real cock. A man’s cock. Not just a paltry six inches, but something massive and sturdy. Twelve inches, at least, and girth to match.

And if you can’t have it for yourself, you wonder what it would be like to see one, to be with one. To touch that gigantic cock, to stroke it, to see how your two hands don’t even grasp the whole length of it. You want to know how it tastes, licking the precum that starts to drip from the tip. You want to feel that whole huge shaft filling your mouth, pushing its way down your throat.

Finally, you want to feel that full, throbbing, strong twelve inches sliding its way into your ass. Gently, at first, then shoving itself all the way home, the cock plunging itself until it’s fully buried deep in your man-cunt. You want to be ridden, fucked like the little faggot you are, feeling what a real cock is truly like.

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Baby, I’m the woman for you. I have perfect tits, a shapely ass, long legs, and a huge cock that will put yours to shame. They always say it takes a woman to do a man’s job, and I know just how to do the fucking here. I will tell you, plain and simple, just how tiny your dick is. You will beg to touch mine. If you’re good, I will allow it, and if you’re a really good boy, I will let you taste it.

Would you like to do more? That’s possible, too. And depending on how good you are, I may even do things to you.

Let’s Take A Test Drive

shemale phone sex zettaI have known her for years. Not bad looking, wonderful personality, great sense of humor, very smart and also very gay. She has never dated a boy that I know of. Never kissed a man that I know of. She has always known that she likes women and has never been ashamed to admit it or hidden it in any way. It is one of the things that I admire the most in her.  Just as I have always accepted her for who she is, she has done the same for me. So when I started transgender surgery and I was so scared she was always supportive and by my side. I couldn’t ask for a better friend. The other day when she was over for a girls night of dinner and a movie, I had no clue that it would turn out like it did. After the movie she looked at me very seriously and said that she would like to try fucking a dick. She said that real men disgust her and the idea of sleeping with a body covered in hair was not something she could even stomach. My heart sunk, I knew what was coming next and was not sure how to handle it. Sure enough she asked me if I would be willing. Her reasoning was that I was a beautiful woman, soft and sensitive, but since I still had a dick and she knew I used it frequently, why not try it with me. I have always found her attractive in so many ways that my dick had a mind of it’s own and even though my mind was screaming “NO!”  My cock was rock hard and very visible. She asked me to teach her how to suck cock, how to handle it like a girl would. In the end she liked it more then she thought she would and I liked it more then I care to admit I did. I guess I will have to wait to see what happens next.

Tranny Phone Sex: Sex Shop Sex with Carla

tranny phone sex hot shemaleI hate winter. I especially hate blizzards. I need to be fucked or fuck on a daily basis. So when 3 feet of snow comes down on my city, it cuts off my access to cock. Day 8 of no cock. I felt ballistic. So, I decided to go to the sex shop around the corner from me. I needed some dildos if I wasn’t going to get any dick. I put on a snow bunny outfit, and trekked around the corner for some makeshift cock. When I arrived, the store was dead. Guess the blizzard has been bad for business.  The clerk was excited to see someone. He was cute too. I explained my predicament. He showed me to the sex toy room. In fact, he suggested I try out any I wanted before I bought them.

I gave him a little show. I selected an array of dildos, all big too. And right there on the storeroom floor, I began fucking my ass to see which ones felt the best. After 8 days of empty ass syndrome, anything would have felt good in there. But, I found a few that that got me off well. I was so lost in fucking my ass, that I failed to notice the young clerk furiously jacking his cock as he watched me. Here I was fucking toys, when I could have a young hard cock. I looked at him and said, “Stop jacking, start fucking.” He ran over to me and slid his cock right up my greedy ass. He admitted he was straight, never fucked a shemale before. In fact, he thought I was all woman when I walked into his shop.

He fucked me good despite never having mounted an ass before. He even reached around  to stroke my throbbing cock too. I shot such a big load, I covered a wall of DVDS in cum. It had been a long time since I came. I really need something up my ass to drain my balls completely. He shot an equally large amount of jizz up my ass. I bought a butt plug too. I wanted to keep his cum inside me for awhile. I bought 6 dildos and a but plug. Blizzard supplies. Fuck milk and bread, I just need ass toys.

The little clerk told me to come back tomorrow if I needed fucked again. Until this snow melts, and I can get to dick and dick can get to me, I will be getting some sex shop sex.

Tranny porn pictures making you wet?

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I’m not your every day girl. Outside, in public, I may seem like a perfectly sweet young thing, a girl who does normal girl things and has normal girl desires.

But once you get me behind closed doors, you will find I want much, much more than your average little girl. I am all woman, and then some. I will make you bend down suck my sweet tits before you get a taste of the main course.

And once you see this massive, throbbing, 12 inches of fuck flesh I have waiting for you, I know you will want it. But I don’t just give it away. Oh, no, my mama raised me with manners. If you want a treat, you must ask nicely, and we shall see what collection of treats I might have in store for you.

Would you like a taste of my delicious cock, dear boy? I know you would. All you have to do is ask. And don’t forget the magic word!

Naughty Secretary Phone Sex: Shemale Office Party

Naughty Secretary Phone Sex trannyA fellow tranny friend of mine got me hired on as a temp in her office. Just through the winter months, I am going to be a secretary with her in a busy medical office. Friday, we got stuck at work because a blizzard came through Pittsburgh. It was just us and this account executive that were working overtime. While we were waiting for the plow trucks to come out, we partied with some Fireball Whiskey I had stashed in my desk for just such an emergency. Pretty sure Jim was clueless about our special nature. But he was about to get a double surprise.

We all started making out, and before long, two naughty secretaries were sucking his cock. He has a decent cock too. More than enough for two tranny tongues to devour. We were swallowing his cock, playing with his balls, when my 10 inch cock starting sticking out from my skirt. I unzipped my skirt, and stood in front of him in my sexy lingerie with my hard cock. Trina did the same thing too. Standing before him were two sexy shemale secretaries.  I thought he might be upset that we concealed our identity, but he couldn’t wait to fuck us both. He didn’t want to get fucked sadly, put he pumped his big hard cock into both our asses. When he fucked my pretty tight ass, I sucked Trina’s cock and vice versa. It was so hot. I had cum running out my ass, and my mouth. Not a bad way to spend a Friday afternoon snowed in.

After a couple hours of fucking and sucking, we got word that the main road had been cleared. We decided to keep partying for a bit longer. I loved being a bottom for a change. How would you react if you discovered your sexy secretary had a 10 inch cock?

Give Yourself a Cock for Valentine’s Day

shemale phone sex big dick trannyWanna give yourself a present for Valentine’s Day? How about my pretty cock? I am the best of both worlds. I have nice tits and a pretty face with a killer body. Bet I am hotter than your girlfriend or wife. But, unlike your female companion, I have this nice hard cock. Give yourself my love rocket!  How many times have you found yourself wondering what it would be like to have some dick? Thinking about how good it would feel to bend over and submit to a guy or better yet, a hot shemale? Have you asked your girl to play with your ass? I bet you have trouble sustaining an erection with boring old missionary sex.

I bet if you have dick issues, it is because secretly, you want some cock. You don’t know how to get it, don’t know how to talk to your woman about your bi curious thoughts. Well, I am here for you and your ass. My long hard cock up your ass,  and down your throat is the best gift you can give yourself this Valentine’s Day. While your woman is out with her girlfriends getting her freak on at “Fifty Shades of Grey,” get your freak on with me.  I promise not to tell your girl you love a hot load of jizz up your ass.

What are you waiting for? My hard cock is waiting for you Valentine.

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Happy Ground Hog Day: Let My Cock Cast a Shadow on Your Face!

shemale phone sex pretty trannyI have a Groundhog Day ritual I have been practicing for a few years now. I hate winter. I have too hot of a body to cover up. Don’t you agree? I’m from Pennsylvania, so every year I travel to Punxsutawney for the festivities. I get a hotel overlooking where Phil makes his appearance. The day before official Ground Hog Day, I pick up a guy in the hotel to fuck. I make sure he stays the night with me. I love fucking on balconies in the morning as the sun is rising. Makes it really hot if there is an audience, and the morning of Ground Hog Day, there always is!

You see, if my ten inch cock casts a shadow on the face of the dude I am about to skull fuck, I know Phil will not see his shadow, which means a shorter winter. My cock is big and thick, and should cast a shadow at sunrise over any guy’s face. My cock casts the shadow instead of Phil. It was working until today!  I had a young stud on the balcony this morning sucking my huge cock. The sun was shining even though it was freezing out.  Now I’ve been cold before, but never had shrinkage. I don’t ever get turtle syndrome. My stud was sucking the hell out of my rod too, but no matter how I positioned myself, no cock shadow this year.

tranny phone sex hot assI knew what that meant. Six more weeks of winter. Sure enough Phil saw his shadow since I did not and cinched what I already knew. I gave up on trying to keep winter at bay, and took my stud into my hotel room to fuck in the warmth. We got a steamy shower going, and I fucked his tight ass against the shower wall. Gave him a big load of cum.  If I am going to have to hide my hot ass for six more weeks, I am going to spend winter in bed, fucking. No better way to stay warm than with a hard cock in your ass or mouth. Body heat is the best kind of heat around.

Join me in staying warm for the next six weeks. I’ll give you all the hot loads of warm cum you can handle! Let my massive hard on cast a shadow on your face. Happy Ground Hog Day!

I Got what you NEED

Tranny phone sex MayYou know how some girls have Junk in the trunk? Well.. I am a little different. I got my junk for your trunk! That is right! I got a nice fat nigga cock just waiting to make you my whore! I know what you need! You need to be used like a little slut! You need me to slap you in the face with this cock. You need me to throw you down show you what a fucking slut you are MADE to be. I am going to stretch you out and pound you open! That is right bitch! I am going to GAPE you! I hope you can take it hard and fast for hours cause I plan on teaching you what a fucking cum whore is used for! You are going to love every fucking moment of it! And when I am good and fucking ready, I am going to cum so deep inside you! I want to watch my cum dripping out of you! You will never forget this big fat nigga cock!


Game On Big Boy

tease and denial phone sex zettaI am not much into football but when he approached me with a bet I decided to take it. No matter what the out come of the game I am going to enjoy every minute of this.
Five thousand dollars is on the table. That would put a big dent in my surgery fund.
Here is the deal. He is into tease and denial, edge play, but he can never find anyone that makes it last long enough to satisfy him. So he is coming over for the Super Bowl game. If I can tease him for the entire game and not make him cum he will give me five thousand dollars. I have to be touching him in some fashion the entire game with the exception of half time. If I can make him last all the way through the game, I get the five thousand.
Now for the side bet. He told me to pick a team, if my team wins then he will fuck me when the game is over and if his team wins then I have to do what ever he wants so that he can finally cum after all that teasing. he won’t tell me what that is.
It doesn’t really matter, either way I win for sure!
So it is game time baby, Sunday is the day!
By the way he let me pick first. I know nothing about who is playing so I picked the team with the prettiest helmet. I picked the silver ones with the red white and blue man on the side. I didn’t like the dark green color and the mean looking bird on the other one.
Do you think I might get fucked for all my effort on top of winning the five thousand?

Masochism Fun with Shemale Sadist Carla

shemale domination porn paint slu Are you a masochist? Someone who enjoys pain and humiliation? Well, I am a sadist. Someone who enjoys inflicting pain. I have a pet who is a total pain slut. The first time I picked him up in a bar, I fucked his ass in the bathroom. Not only did my 10 inch cock pound his ass, so did my beer bottle. He had a tight virgin ass, but my cock was not enough to hurt him the way he begged to be hurt. So, I grabbed my beer bottle and shoved it up his ass as I pushed his face in the toilet. He has been my bitch ever since.

I have a BDSM dungeon room in my apartment. This is where I entertain my little masochistic pets. Today’s session was about cock and ball torture. He is a sissy fairy fag and won’t fucking admit it. So, I don’t think he really needs his worthless cock and balls. I am more of man than he is with my big tits and curvaceous body.  I needed to cum, and I never pass up a tight ass. However, before I fucked  him, I decided to whip his cock and balls. I used a penis whip first. Got his pecker bright red, with trickles of blood dripping down. Most fags would be screaming in pain. A masochist begs for more. I was determined to break him. Make him admit it was too much pain. I broke out my horsehair flog. Gave him a 100 lashes. I actually saw tears in his eyes. That got me hard. Once his cock looked like hamburger meat, I threw him over a barrel and pumped my big dick in his ass. I was squeezing his balls simultaneously, digging my long finger nails into his nut sac. Hearing his moans of pain made me shoot a load up his ass.

shemale phone sex analI was so turned on knowing I had abused his dick so well. But he still was not begging for  mercy, but for more pain. I threw him on the floor, put on my stilettos and trampled his dick. I also shoved my heal in his jugular. Now, this got him pleading for mercy. Finally, I found his pain threshold. I was going to let him go, but the sadist in me was not satisfied yet. I tied up his dick, practically cutting off the circulation. I tugged on his pecker as if trying to pull it off while I made him suck dog shit off my heal. Now I was starting to feel satisfied. His cock and balls looked like they had been steamrolled by the time I was done. Never hurt a pet so badly. Never got so turned on either.

shemale domination porn tranny dommeI was all set to let him go, when I decided I needed just a little more satisfaction. I pushed his face into a bowl of my piss, made him drink it up while I stepped on his neck to force him to lap it up. I sent him home battered, bruised and humiliated. And pretty sure in need of medical attention. I love a masochistic sissy, but be prepared for extreme pain and humiliation. I’m not your ordinary tranny. I’m a sadist shemale and you have just met your match.

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