Category: Shemale Phone Sex

Surprise

When I opened the door and saw her big green eyes with the flecks of yellow and that big smile I felt that familiar tingle building in my groin.
In an instant we were in each others arms our tongues dancing around each other. Our hard nipple pressing against each other. Our bodies pressed hard together.
Moving in unison, kissing, groping, ripping each others clothes off we were lost in the moment.
Finally naked we took a minute to enjoy the site of our naked bodies before grabbing each other again. Our bulbous heads rubbing against each other, precum covering our shafts while we ground into each other with desire.
Kissing and grinding until our heavy balls spewed cum all over each others stomach.
Laying together in our silent embrace, words are not needed. It won’t be long and we will be savoring each others bodies again. What a wonderful surprise to have her just show up at my door unannounced, unexpected and uninhibited.

My Condition is Your Fetish

My condition is a little more of a fetish, but I know for most this is all they fantasize about. As you can see, I’m the perfect package. Beautiful face, and hair, nice soft titties, fuckable ass and a hard cock and balls just like you. Sure, I don’t have a dripping wet pussy, but I do have that even tighter ass for you to fuck as hard as you want. Most men love to act like they don’t want much to do with my cock, but you are not fooling me at all. That’s why first chance I get I am switching it up on you. Sometimes you guys accept it and take my hard cock in your ass like it’s what you have been craving, others will retract in attempt of acting like this isn’t what you really wanted. But I know that my cock is your secret fetish and I know you want me to fuck your equally tight asshole. You’ve been fucked by ginormous strap ons before, but you’ve clearly never had a nice warm cock fill you up before. You think you’re hard now? Wait till you feel my cum pumping into you just like you did to me earlier. And we can go back and forth too, that’s the beauty of it. Your cock pounding my ass, then mine dominating yours. Isn’t it clear that Daddy taught me well? He always loved my condition more than anyone and that’s why this young tranny cock is ready to be whatever you want tonight if you’re ready to reveal your fetish.

Random Enounter with an Ex: Tranny Surprise

Right out of school, before I decided to transform myself into the beautiful goddess I am today, I tried just being a gay man. I had a secret boyfriend. Not because I was ashamed or embarrassed but because he was too concerned with what others thought. You know the type. School jock, most popular boy in school… Would tarnish his all American image if folks knew he liked to get fucked in the ass. I have always embraced my sexuality so that relationship didn’t last long. Being Tom’s dirty little secret actually gave me the impetus I needed to transform myself. I was a girl trapped in a man’s body anyway. Look at me? Nothing manly about me, well expect for my hard cock!

I have not seen or thought about Tom in years until I spotted him today at the mall while I was holiday shopping. “I wonder if he would recognize me now,” I thought? I approached him. Blank look when I said we went to school together. He had no clue I use to fuck his ass in the back of his Dad’s Ranger. He agreed to lunch with me. I noticed a ring on his finger and thought his poor wife is probably clueless he likes to have big cock rammed up his asshole.

After a couple hours of chit chat and catching up, I invited him to my place. He was more than willing. He thought I was some girl from school he just couldn’t remember because I use to be a wallflower. I mean I have changed quite a bit since those school days! He was about to remember me though. As soon as we were in the elevator going up to my loft we started kissing. I have this special tongue trick that always drove him wild. At that moment he knew we had kissed before, but still no idea who I was! Once we entered my loft, I went right down on my knees and sucked his cock. He was having trouble containing himself. I have mad cocksucking skills and they have only improved over the years.

I slid a finger up his ass and started to pleasure his prostate, which any guys loves if they just relax enough to let their partner do it. I had him right on the edge of cumming when he begged to fuck me. This was going to be epic, I told myself. When he ripped off all my clothes and saw my throbbing ten inch cock, he knew exactly who I was and fell to his knees like the cocksucking faggot he was so many years ago. Once a cocksucker, always a cocksucker. He was too into the heat of the moment to say much else but, “Fuck my ass.” Which, I gladly did. His ass was just as tight as it was when we were in school. Just this time we got to fuck in a bed.  I deposited the largest load of spunk I have left in a man’s ass in a long time. I think the thrill of surprising him with my transformation made me extra horny.

Of course he is still closeted.  He trolls the adult bookstores and public parks late at night for some occasional cock, much like a vampire trolls for blood, to keep his cravings under control. He suggested I be his weekly secret and I told him to step out of the closet its almost 2015. I won’t be his dirty little secret, but I will be yours. Are you on the down low? Trolling for random gay encounters? Thinking of cock as you fuck your wife? Blaming stress and high blood pressure on your lack of a hard on with chicks? If yes to any of those questions, then you need me. Consider me your sex therapist. I can satisfy your cock cravings while saving your bogus relationship!

Tranny Locker Room Lolita

I go to the gym several times a week. This small little local gym I belong to understands I am a special girl and they allow me to use the girls’ locker room. Even though I have a dick, I identify more with my female side. Today, however, I was feeling particularly masculine after a workout. I decided to shower with the boys. It was crowded too. I walked right in, dropped my towel and hopped in the group shower. All eyes were on me. Just the reaction I was hoping for. In fact you could say I got a rise out of a few of the guys. None of the guys in that locker room seemed to realize that I was a chick with a dick. They knew now.

My cock was rock hard. I love attention. I was not the only one hard. I felt like a Locker Room Lolita. I got on my knees and sucked off 5 guys. I deep throated each one of their cocks. Balls deep I believe is what it is called. I swallowed every load of cum that was shot down my throat too. Steam was all around me, I was wet from the shower water and I had a mouth full of yummy spunk.  I was all set to call it a day and clean myself up when a super well hung guy stepped out of the bathroom. He was like, “Not so soon pretty lady. I want my turn.” He came up to me, pushed me down on his anaconda and skull fucked me until my eyes almost popped out of my socket. He shot one of the largest loads of jizz I have ever swallowed.

I was a little cum dump tranny in that locker room today and I loved it. I might have to shower in the boys room more often.

Two Cocks are Better than One: Tranny Phone Sex with Carla and Diamond

I remember the first time I met Diamond.  It was at her holiday office party a few years ago. I was her asshole boss’s date. He was a total prick to his employees, this I knew, but he had a big wallet and spoiled me with designer shoes, jewelry, spa days and trips. He knew I was a special girl, but no one else did. I was his dirty little secret. He considered himself a straight man with a reputation to uphold that would have been tarnished if it was discovered he loved having a 10 inch cock up his ass.

Well at this party, I saw Diamond and I just knew she was special like me. Pretty thing. In fact some folks at the party thought we were sisters. I was flattered. I wondered if he knew she was packing meat in her panties too.  I followed Diamond into the ladies room and told her I knew her secret. She asked how I could I know, and I whipped my cock out. Her eyes got big. I was the first special girl she had ever met. We got to talking. Turns out my date, her boss, found out her secret and fired her earlier that day. He told her she could come to the party if she said nothing to anyone. Essentially he was going to give her a severance package to just go away quietly.

Well seeing how I had been fucking his ass and sucking his cock for months now, I found his decision just a tad hypercritical. I told Diamond I was going to get her job back for her.  We walked back out together holding hands and watched him squirm. I whispered in his ear, “Hypocrite. Hire her back, give her a raise, or everyone will know you are a fudge packer.” He looked mortified. I texted him a few pics of us. One of me fisting his ass, another of him sucking my cock with cum all over his face, so he knew I had evidence against him. Some may call it blackmail, I prefer to think of it as social justice. I am proud to be a chick with a dick. No amount of pampering would let me ignore his hypocrisy.  I hate a closet fag.

I never saw him again after that, but Diamond is one of my best friends now. We have gotten into all sorts of mischief together, including blackmailing other closet fags. In fact, she the best kind of friend. We can shop together, pick up men together and fuck each other. Last week we threw our own holiday party to celebrate our 3 year anniversary. We got to drinking, then making out, then we both had hard cocks to contend with! I had mistletoe hanging from my throbbing rod, and of course Diamond kissed my balls and my cock. Her presence gets me hard. Next thing you know I am riding her pretty cock and she is cumming all over my tits. 

Now Diamond and I fuck each other all the time. How can we not, look at us? But, we love sharing cock together too. Especially unsuspecting cock. You know two cocks are always better than one. Don’t worry, your dirty little secret will be safe with us, well maybe!

Sissy play time with pony boy!

I had an absolute hell of a time with a sexy man who thought that he was a big manly man. Turns out he just needed a real big dick lady to dress him up and make him my bitch. I loved every minute of it, and so did he. He makes my little pony look like shit.  He is the my little pony who cums when he is told.

I love my first time sissy in training pony boy. He was so much fun. I dressed him up and made him swallow My foot long cock all the way down to my balls. I sprinkled glitter all over his head while he licked my balls, and we turned on the rainbow  lights in the living room so I could watch my cum run down his face the feeling was wonderful.

I enjoyed my time having fun with my sissy in training. I am always looking for a sissy to play with. I f you would love to play with me, and let me take you to new levels of pleasure, or even help you be my nice sissy sex boy toy for a day. i will be here waiting to hear from you.

Virgin Phone Sex: The Tranny and the Teen Snowed In

A few winters ago, I went on a solo skiing trip. Hit a major snow storm. My car got stuck in the snow and I had to walk quite a bit to get to the cabin area.  Before I got there, I found a cute young girl who was making a snowman. She was clearly a snow bunny. She was frolicking in the snow naked. The cold wet snow she claimed felt good between her butt cheeks, and invigorated her cunnie. I thought she was crazy. I was freezing my balls off. She didn’t yet know I had balls, and it was so cold I was beginning to wonder if I still had them. She double dog dared me to take my clothes off and make snow angels with her. Well, I never refuse a dare. No matter how cold I am.

When she saw my cock she could not help but get all wide eyed. Apparently she had never seen a chick with a dick, didn’t even know we really existed. I played in the snow with her for a bit, then I told her we needed to find a warm place. Her cabin was close, so we went there. The snow continued to fall, stranding us inside for several days. My preference is hard cock, but I have been known to play with pussy. And, this sweet barely legal girl had a sweet tight muff on her. I started a fire in the fireplace and between her legs.

I’m best known as cocksucker extraordinaire, but that weekend I was a supreme snatch licker. I made that girl squirt for the first time with my talented tongue. I also taught her how to be a better cock sucker. She was a natural, just needed some pointers like licking  that backdoor pussy. Turns out she was a virgin. I was her first BJ. She had given a handjob before, but was saving herself for marriage. My naked snow bunny was a virgin? Whoa. Didn’t know virgins existed still. Because I was not all man, she felt like she could fuck me and still be a virgin. I was not going to argue with her about a technicality. I slid my hard cock in her tight cunt.  For a moment, I understood what dirty old men were thinking. Something so tight on your cock feels amazing. Her cunt was tighter than any virgin ass I had ever fucked.

I came so hard in her virgin cunt. Biggest load I had shot in a long time.  She was convinced she couldn’t get pregnant by me, but I still got swimmers, so I can knock a chick up. We fucked for days until the snow let up and her family returned from where they were stranded. They never knew  I was not all female nor that I had popped their baby girl’s cherry. They thanked me for taking care of their angel. They never knew I was a naughty tranny. We washed the bear skin rug to hide the evidence.  Not a snow day goes by now that I don’t want to frolic in the cold wet snow. And I get hard thinking of the sweet tight young cherry I popped and wonder if I am a mother.

Dominatrix Phone Sex with Carla: Be Thankful for Cock in Your Holes

I want to wish all the horny men out there a Happy Thanksgiving tranny style. You see this is one of my favorite holidays because I get to do a lot of stuffing.  I get to stuff my big cock into pretty mouths and tight asses; and fill them with my special gravy. The best part is when a guy thinks he is going to be stuffing a pretty pink pussy and  he gets stuffed instead. But the reality is that many guys, you included if you are reading this, want to be stuffed and not just for the holiday. So many guys are bi curious, and afraid for myriad reasons to actually be with another guy. I am the best of both worlds. I have a nice beautiful cock to stuff mouths and asses with, but soft boobs and a smoking body to hold and kiss. I promise you, once you taste my gravy, pussy juice will never measure up.

I picked up just such a guy today as I was holiday food shopping. He acted like he didn’t know I had a special package in my panties. And once he saw it, rather felt it, he tried to resist. But as soon as I stuffed his mouth with my cock, he got weak in the knees. He polished my knob like a Hoover vacuum cleaner and tried to convince me I was his first cock. If that was the truth, then he had been thinking about sucking cock since he could walk. I gave him a huge load of gravy. Of course he was thankful for it. I even let him drink a special holiday sauce mixture of my cock gravy and piss.

Of course I had to stuff his ass too. I mean really, it is not Thanksgiving without something being stuffed inside an ass, right? My new fuck slave is such a dirty bird. He begged me to jizz in his ass, which I would have done with or with his pleading. Tight ass too. Not sure how long it will stay tight since I love stuffing asses, especially over the holidays. Of course when you are fucking a virgin ass, you always run the risk of a little extra gravy on your dick than planned, but we should be thankful for the food before us. That is why I made my fuck slave clean off all that extra gravy from my dick. He needs to be thankful I’m fucking him so good anyway.

Do you need some Thanksgiving stuffing? I’m happy to fill you up with my special gravy sauce. If you are new to the shemale thing and get scared, don’t worry, I won’t let you back out. I know your darkest desires. And trust me, once you have been stuffed with my cock, you will be very very thankful you met me.

 

Let Me Be Your First Cock

I consider myself a woman, but I still have some male instincts I guess. I love the outdoors. Hiking, white river rafting, camping, cross country skiing… And the Fall is the best season to enjoy the outdoors. Last weekend, I decided to go camping. The intent was to go solo, do some hiking in the day time and at night, in my tent, listen to nature, relax and maybe even read a book or two. Masturbate under the stars.

My alone time changed when I caught the fancy of a rugged park ranger.  He wore one of those sexy Smokey the Bear hats like Pharrell does in that cute Happy video. He was worried about a pretty girl camping in the woods all by herself. So sweet and old fashioned. He came by my tent the first night to check on me. Of course I invited him in for drinks. I had a couple bottles of wine with me.

I am a sucker for a gentleman, and he was a sucker for a pretty face. As soon as he kissed me, he pitched his own tent in his pants. I love getting guys hard. Especially unsuspecting ones. Very rarely do any leave once they discover my pleasant present. My sexy ranger was no different. After I sucked his hard cock, he went down to eat my pussy, saw my throbbing cock instead, and said, “Well, how do I know unless I try.” He went right down on my cock and as a newbie, swallowed all ten inches until my balls were against his chin.

I let him fuck my ass. It was his first time with a cock. He fucked me good too. Shot a big load of jizz in my ass. Better than starting a fire to stay warm. I’ll take hot cum up my ass any day over a fire. He came back every night I was in that tent too. The last night he let me take his ass for the first time.  It was tight. I love a tight ass. A virgin ass is even better. Once a straight man has my cock in his ass, he doesn’t look at pussy the same way again.

Let me be your first cock!

Fall Is Time For Hunting

The leaves are changing colors and dropping from the trees. Animals are foraging for food and preparing to hunker down for the winter. Hunters are dressed in camouflage with their manly guns, hunting for meat like cave men.
It is a very primitive time of year. And very erotic in a way.
Some friends of mine that enjoy the sport of hunting invited me on a hunting trip last week. Laughing hysterically I told them I don’t know how to shoot a gun nor could I ever kill a living creature.
They told me not to worry I could sit at the hunting cabin, enjoy the peace and quiet of the woods, as long as I made sure they had dinner when they got home from the hunt.
After thinking about it I agreed, and I am glad I did!
I spent my days reading, listening to the radio and sitting out side in the open jerking my cock that seemed to stay hard more then normal out there in nature.
It was fun making sure the manly men were fed and taken care of in the evenings. And I liked sitting around the fire with them listening to the stories of the day and drinking beer.
On the very last day of our trip, one of them came in early and there I was, eyes closed sitting outside, cock in hand beating my meat hard and fast.
I felt someone looking at me but I was to far gone to stop, look or care.
When I finally blew my load and opened my eyes there he was with his dick in his hand.
He came to me and told me that he had never had the guts to approach me and that inviting me was his idea. He knew this was his last chance to come to me and tell me what he had always wanted.
I took him by the hand and led him inside. By the cabin fire I kissed him gently working my way down to his throbbing cock. Taking it into my mouth and working my magic, my dick got hard again as his body responded.
I sat back and asked him what he wanted to experience. I told him not to speak it to just lead me and I would follow.
Tentatively he put his mouth on my dick. I knew he had never sucked a dick before. But he mimicked what I did to him and he was fabulous.
He looked at me and asked if it would be OK if he stopped before I came. He wanted to feel me inside him and he wanted to be inside me.
I was delighted and took him gently, licking his tight virgin ass before stroking him as I eased in. He responded by rocking back against me and moaning. His desire brought me to orgasm quickly and before I knew it he was inside me fucking me with all the passion he had pent up.
He came deep inside me and kissed me hard, thanking me.
We laid on the blanket in each others arms for a while before cleaning each other up and cooking dinner together.
I guess my hunter bagged a deer on this trip. Just not a four legged one, a three legged one.