Category: Shemale Phone Sex

Shemale Phone Sex with Carla and Avery: Double Panty Surprise

Shemale phone sex is a perfect Sunday Funday activity.  My fellow hot tranny friend, Avery, and I have a Sunday tradition. We go down to the Jerome Bettis Grill, which is near Heinz Stadium in our cute Steelers apparel and cruise for men. Not gay men either. Avery and I enjoy  providing a double panty surprise to a handsome young, unsuspecting man. We consider ourselves hot chicks; we never go back to my loft empty handed. You see men go crazy over the idea of a threesome. Two chicks are better than one. And two chicks with dicks, well that’s just heaven.

Today we met Emilio, a young stud in town for business.  He had tried to score tickets to the Steelers opening game today, but was unsuccessful. Avery told him he could still score today and his eyes got big, and a bulge appeared in his pants that made him shift. He didn’t miss her innuendo. I suggested we get some beer and go back to my loft and watch the game on my big screen TV and get more comfortable. We get back to the loft and Avery and I start making out. Emilio was fixated on watching us, so we gave him a hot show. We stripped down to just our panties. Both of us practice the tuck under so there is an element of surprise for the guy. We were kissing and caressing each others breasts. I even poured some Yuengling  over Avery’s tits and lapped it up. I invited Emilio over to take a taste. His cock was out and in his hand.  Wow, what a nice cock it was too. Big, thick, juicy. Was gonna feel awesome in our asses and mouths.

We helped him out of his clothes; got him down to his under wear like us for a hot  little selfie. We had the game on in every room, so we wouldn’t miss it while fucking and sucking our way through Sunday Funday. Avery did the honors of helping Emilio out of his underwear and guiding his cock in my mouth. She pressed her tits against his back and kissed him as I worked every inch of his beautiful hard dick in my mouth. I used my hands to twist up and down his shaft as my mouth was on the head of his cock. I could tell my tongue ring was driving him crazy. I flattened my tongue under the ridge of his cock and slid a finger up his ass. I glanced up and could see Avery’s panty surprise peeking up through the top of her panties. She was  not able to contain her excitement as well as I could.  Emilio did not resist my finger up his ass. In fact, he made him shoot a thick load of cum in my mouth. I had him watch as Avery and I snowballed his yummy spunk. We spit that cum back and forth in our mouths until it was a nice hard little ball of cum. Emilio was hard again.

We were now in front of Emilio, with our panty surprises not really surprises anymore as we were both rock hard. He looked at us both for a moment and I swore he might get angry, but quite the opposite. He told us, “Damn you ladies just got finer.” Guess he was happy to know we were packing heat. It was Avery’s turn to give him head.  It was so hot watching her suck his cock.  So hot, I went around and started to fuck his ass. I was popping his anal cherry so I used lube and worked a few fingers in his ass first. The sensation of my fingers in his ass made him explode cum all over Avery’s hot face, which of course I licked up for her. We are both cum whores.  Emilio was begging for one of us to fuck his ass. So, I did the honors. I slid my throbbing member in his tight ass while he sucked Avey’s cock.  Didn’t take long for us to cum and cum hard. My bed had a huge wet stain. We hung out for a bit afterwards and watched more football, but it was a damn hot afternoon. The Steelers won, Avery and I both got to cum hard more than once, and Emilio tried and liked the double panty surprise.

Dressing Room Diva

The first time I caught him I was mad as hell. Then I went home and was thinking about it and how I could feel his eyes on me. How I caught him out of the corner of my eye, staring at me in the dressing room. My cock was hard and standing straight up, demanding to be seen from under the tight and shiny , jet black mini skirt I was trying on. I was shopping for an evening that was paid for. The gentleman wanted to be dominated and this dress was perfect. With thigh high 8 inch black books and my riding crop.
I could see his body jerking and I knew he was pumping his cock while he watched me pumping mine in the dressing room while I was thinking about the entire out fit and the night to cum.
Now I shop here frequently, always making sure he is working on the sales floor and always finding the most risque clothes to try on while we jerk off together. ‘
If he only knew that I know he is watching! Maybe one day I will give him a wink and invite him to join me in front of the dressing room mirror.

Exhibitionist Phone Sex with Tranny Carla

I am spending the holiday weekend at a high end resort with a friend. It is gorgeous outside and that always makes me horny. Plus, there is this conservative couple in the room next to us and the guy keeps looking at me. I can’t tell if he is coveting me or if he knows my secret. But his wife apparently has a stick up her ass as she called me a tramp the other day because she thought my dress was too short. I think she is just jealous. So, I decided to go sit on the patio, in clear view of them and stroke my hard cock. I love being an exhibitionist anyway. Feels so good to have a warm summer breeze rushing over your cock and tits as you stroke your dick somewhat publicly. I had his attention definitely. He couldn’t take his eyes off my large member. In fact, he whipped his out too and we stroked our cocks together. He was an older man, but damn he had a fine dick. I don’t think he had ever seen a special girl as he had big fish eyes of wonderment as he watched me stroke. As I got closer to coming, I got close to the divider between our rooms and sat on the ledge. Before I could shoot my load on my handsome neighbor, he was over down on my shaft swallowing my cock and balls. He shot his load in his hand as I shot a load down the back of his throat. Oh my that was hot and unexpected. He slipped me his business card and said, “Our secret but let’s do it again soon.” You better believe we will. I can’t wait to pop his anal cherry. I think he is gonna be my next sugar daddy.

Phone Sex Fetish Mistress Mika

It’s Labor Day Weekend boys. I have a sweet tooth for some hot white twink ass. I know you are looking for someone to submit too tonight. Why not show this beautiful black shemale what you are made of. How nasty can you be? What kinky taboo fantasies get your dick hard? Am I your phone sex fetish? Does my big black dick make you hot? What about if I stroke my cock while you suck my balls and work your tongue up and down from my taint to my asshole. I like to get nasty. No cute shit over here. Show me that kinky side of you. The side where you get my cock sloppy wet and let me stick in your fuck hole. That’s not all, I want you to take my dick out and suck your ass juices off of it.. Now shove it back in and let me breed you. Let me wrap my strong hands around your throat and fuck you senseless until I shoot my hot load in your cunt hole. I love a cum slut, a nasty cocksucking fag that isn’t afraid of my gooey cum oozing out of that manhole. Is eating cum your phone sex fetish? Well whatever it is… bring that ass over here twink and let me beat you in while we explore your fantasies together. 

Rim Job Phone Sex with Shemale Carla: The Tongue Piercing Surprise

Right after a lovely patron bought me my kick ass tits, I got my tongue pierced. I had read a story in Penthouse Forum about a traditional woman getting hers pierced for the pleasure of her husband’s anal region. I am a very anal special girl. I love giving and receiving it up the ass and I love rim jobs.  I love tonguing that pretty little pink shebang. And with a tongue piercing, that little pink shebang puckers up and pulsates with pleasure. Right after I got it pierced, I picked up this hot young stud at the gym and brought him home.  I drew us a bubble bath because the cardinal rule of a hot rim job is a squeaky clean rosebud. You want that ass fresh out of the shower for your maximum enjoyment! Especially if you are like me, and can spend hour with your face buried in an ass.

Now, this fellow was not gay, but he knew I was special and seemed turned on. I told him I was about to blow his mind and his wad. I got down on my knees and began to worship that pretty cock. Long licks up and down the shaft, licking the balls too, making sure the ball of my tongue ring traced every throbbing vein and went right along that pee hole. He was shaking from the sensation. Shaking  in a good way. That tongue ring traced every ounce of tasty flesh on his cock. And since I was already between his legs, I slowly licked my way to his back door. I held his ass checks in my hand, alternating between squeezes and tugs to part his crack. I had provided a fellatio smorgasbord and he was about to experience an anal sensation like none before.

As I placed that tongue ring on his perineum and ran it back and forth in a steady tongue lashing extravaganza along his happy trail, I had one hand jacking his dick and the other hand slipping a finger into his ass. He was moaning loudly, and palming my head as to go faster and deeper. I worked my tongue stud all over his taint, sending shivers all over his body. Then without warning, I slipped my finger out of his ass, and put my tongue in. I tongue fucked his backdoor with that stud ring flicking his anus ever so sensually. A matter of minutes and he shot a huge thick load of spunk all over the place. The biggest trajectory of cum I had ever seen. Like a volcano erupting. I have to thank my little tongue piercing for putting my companion over the edge.

I gave him some down time while he worked on returning the favor. By the time he got my cock good and hard, his dick was ready to explode again. He put it up my ass and fucked my ass better than I bet he ever fucked a pussy. I swear by my tongue piercing to give a guy a prostate party he will never forget. Every ass I have licked and tongued, squirms and begs for more.  I promise you a good rim job gives you unconditional adoration, regardless if you are packing a panty surprise. So, who needs their ass licked today?

Single Stall

 

So everything on the outside of me looks like a beautiful woman.  I have long dark hair, hazel brown eyes, dark olive complexion, perfect perky tits and an ass that just won’t quit.  When I got set up on a blind date as a favor for a good friend I wanted her to make sure she didn’t tell him I have a twelve inch penis in between my legs because I definitely didn’t want to go home with this guy.  He had just moved to the area, didn’t know anyone. he was a new transfer on the police force where my friend worked, he has a typical name, Bob, not my type at all.
He takes me to a mid-priced nice restaurant and we sat in one of those half round booths.  I ordered wine, he ordered scotch and proceeded to tell me about his divorce.  That’s the best way to start off the date.  Hearing about the ex.  But as he told me that he had caught his much younger pretty wife fooling around with the pool boy, it started to peak my interest.  He said he used to “run around the pool and do maintenance in those banana hammock speedo type things,” just what turns me on too.  He told me the only reason his wife hired him was because he was really well built, tall, dark, handsome and apparently had just moved from Italy and couldn’t find a job.  Why can’t I find a pool man like that?
When the waiter comes to take our dinner order, Bob touches my leg and he can obviously feel my arousal.  He asked the waiter to give us another minute to look at the menu.  What could I say at that point?  He had a look on his face that told me he was stunned but not disgusted.  He asked “Is that seriously what I think it is?”  All I could do was shake my head yes.  “You mean, you look like this and you have one of those?”  Again, shaking my head yes.  He says to me, “Please don’t tell your friend, it was nice of her to set us up like this and everything but women (as he nods back and forth) really aren’t my thing.  But since I’m a cop I gotta play the part.”  I was shocked, my girlfriend had actually set me up with someone who I might actually be able to have some fun with.  The man wears a uniform, carries a gun and keeps handcuffs on him at all times.  Plus he thinks I’m beautiful and wants my cock.  I told him, “I’m going to excuse myself to the men’s room and in two minutes you come find me.”  He looked at me like I was crazy, but I meant it. When he finally showed up to the men’s room I asked him if he trusted me.  He questioningly said yes and I locked the door behind him and grabbed his cuffs faster than he realized what I was doing.  “Turn around and face the urinal,” I told him, he looked at me like he didn’t understand, “TURN AROUND AND FACE THE FUCKING URINAL!” and he did what he was told and I handcuffed him to the urinal pipe.  I then undid his belt and pulled his pants and underwear down to his feet.  “You gotta be shitin’ me,” he said but in a tone that excited him, and me.  I grabbed his cock with one hand and stroked it slowly and lightly up and down and took my other hand to tickle his balls and finger his taint.  “Lean over just slightly, I wanna see that ass,” and he did as he was told.  I knelt down so I could lick his ass, and he moaned so loud I thought someone would come see what was going on in there.  I was so hard, I was stroking my own cock, my nipples were rigid, my skin was crawling, and all I could think about was jamming my cock in him.  So I did, I slammed it up inside of his ass, head, shaft, all the way down to my balls.  And he squealed like a girl, so I did it again and again, going faster and harder, reaching around him to play with his cock because he was handcuffed.  I could tell we were both about to shoot our loads.  I couldn’t wait, this was so hot.  So I went harder and faster yet, and after just a few more pumps I could feel his knees start to buckle because he had cum and I was just behind him, shooting my cum into his ass.  He didn’t seem to mind.
We put our clothes back on, went back to our table and had a very lovely dinner.

Tranny Phone Sex with Carla:The Good Samaritan

So yesterday I was on my way to meet some friends and my jeep broke down. I started walking as it was wicked hot outside. I was in jeans and a skimpy top and heels. Thankfully, I didn’t have to go far before a handsome stranger pulled over and offered to help. Rugged good looks. Made my dick hard in my jeans. Well, I was not about to turn down an offer of help from a hot stranger. I got in the front seat, introduced myself and said thank you profusely. He said, “No problem. What kind of man would I be if I left a pretty girl like you on the side of the road.” Not sure what came over me, usually I get to know a person a bit better before I jump their bones. Maybe it was the heat? Maybe it was his chivalry? Maybe it was the huge bulge I could see in his trousers.

I put my hand on his thigh, caressed it, gave him a coy look, then straddle him. He did not resist in the slightest. He did seem a little shocked, and said, “this is not necessary.” I know it wasn’t, but fuck,  I was horny, and when I see something I want, I go for it. Know what I mean? He was so sensual too. Wrapped his arms around me, pulled me into him and kissed me. A sorta long passionate Hollywood kiss. Now I was  at full mass. This man was just so hot. A straight guy too. I was about to test that! I suggest we move to the back of his SUV. We pulled over, and hopped in the back. I’m sure passersby knew what we were up too. It was broad day light. I unzipped his pants, and out popped a huge trouser snake eager for my mouth. I had him moaning and writhing on the seat. He was holding my long hair up and thrusting  his rod in my mouth. I really was digging his cock. It was really thick and just pretty looking. And he tasted yummy. He pulled me up to signal he wanted to cum inside me. I felt nervous. Usually when I am hooking up alcohol is involved and I know a horny drunk dude won’t resist much when he sees my special surprise. I tried to tell him. I was stammering and he pulled me up on his lap with his big strong arms and kissed me again. Then whispered in my ear, “I know, I can feel it throbbing in your jeans.”

Well, it was on now. I looked him in the eyes and said, “Fuck my ass now.” He pulled my jeans off, and my thong. He gazed at my body for a bit and said I was beautiful. He spit on his cock and then slide it in my ass. It felt so good. He wasn’t much interested in my cock. At least not yet. I suspect he has never even thought about another man’s dick. But taking my ass felt straight to him. He was sucking on my tits as he fucked my ass. He was getting me so hard. I just stroked myself as he pumped my ass and before long we were both cumming hard. He came what felt like a bucket load of cum. I thought after we came he night feel awkward but he held me in the back of his SUV for awhile and we talked. I was his first special girl. He wouldn’t let me fuck him in the ass, but I got his number, so hopefully next time I can pop his anal cherry. Hopefully, I won’t be his last. He has a cock and way about him that is so hot. More special girls need to experience my good Samaritan.

We cleaned up. Then he took me to Auto Zone. He even purchased my battery for me and installed it. A gentleman and a great fuck. Such a rare combination. I think I need to work on  corrupting more straight men. I saw the tan line on his finger too. That’s right, I just got fucked and rescued by a married man. Even hotter. Have you ever thought about what it would be like to fuck a special girl. I am the best of both worlds.

Peeping Tom

It was a gorgeous day out to sit out in my chaise lounge next to my pool in my back yard that happens to be surrounded by seven foot high hedges, and sun bathe in the nude.  I have what some people call the most beautiful dark olive skin and I want to keep it looking good, like me.  Out of the corner of my eye I spot my new neighbor, I’ve never met him, he keeps to himself.  I realize he’s watching me through the hedges and not only can he see my beautiful perky breasts and perfectly round ass he can see my twelve inch cock.
I demanded he came into my backyard and apologize and explain why he thought it was ok to stare into other’s privacy.  But, when he entered my property I noticed his arousal through his typical khaki colored shorts.  This was amusing to me because there are so many who don’t understand and even few who know.  I asked him “What’s your name and why do you think it’s ok to look at me when the hedge obviously says leave me alone?” he said his name was Tom and the reason he was looking is because he had never seen someone so beautiful, so womanly but still had the major trait he always looked for, a big cock.  Since he was obviously embarrassed he got caught I decided to play a little game with him.  Humiliate him for a while before I sent him away.  I said to him, “You’ve seen me completely naked, it’s only fair you take your clothes off.” And he stared at me for a minute not sure if I was serious or not.  “TAKE YOUR FUCKING CLOTHES OFF!” He took off all of his clothes and kicked them to the side and tried to cover himself but I could see he was fully aroused.  I took my right hand and grabbed his cock and he moaned so loud I thought the other neighbors could hear.  “You like that?  You like having my hand stroke your cock?” “Yes” he replied, “Please do it some more, it feels so good.”  I continued to stroke his cock and with my left hand started to tickle his balls and rub that little spot between the back of the balls and beginning of the asshole, the taint.  I thought he was going to drop to his knees, so I made him.  “Get down on your knees and suck my cock” which he willingly did.  This was making me harder, making my skin crawl my nipples erect, I knew I had to fuck him.  “Kneel down on that chase lounge you found me on, hands and knees like the animal you are.” Then I tied his hands together with his own underwear just to humiliate him a little more.  Then I made sure he watched me lick my finger and I went around him and rubbed his asshole round and round in little circles but never penetrating.  He was going nuts, begging for more.  So I made sure he watch me lick two fingers and I played with his asshole again for a minute, then I put my two fingers into him up to the knuckle without warning him first.  He yelped in pleasure.  I whispered in his ear, “You want me to fuck you with my cock?  You want me to make you cum?” “Please, please,” he said.  “I want your cock inside me so badly, it’s all I thought about since I caught a glance of you through the hedges.
I walked behind him, grabbed his hips and made him wait in anticipation for a minute, then I thrust the entirety of my cock inside of him and he howled in pain and pleasure.  I pulled out and just rubbed the head of my cock in and out for a moment, and then thrust my entire cock inside again and instead of taking it easy like I did the last time, I did it again and again, thrust the whole shaft inside of him.  I reached around to play with his cock a little knowing he couldn’t because I tied his hands.  I pushed through, faster, harder, faster and harder, playing with shaft and tickling his balls.  It only took a minute for both of us to shot our load, his all over the chair and mine inside of him.
I untied him, told him to get dressed and the next time he wanted to get fucked up the ass to ring the doorbell like a regular neighbor.

Shemale Phone Sex Find

I love hitting thrift stores on the weekends. You never know what you will find. But you always find a great deal. I was in my favorite little thrift store looking around for that one find that would make my day. And then I saw it, way back in the corner. Hidden from plain site. I wasn’t sure what it was but it was copper or brass and had a pressure gauge on the top. I thought it was some type of brewing device, maybe for beer or wine. I had to dig it out of the corner, there were so many things in front of it. The more I dug the harder my heart beat. I couldn’t help being excited. And then I finally had it in my hands and my dick got so fucking hard. There it was a vintage sex toy. A dildo on a rod with a pressure tank that builds up to create the pumping action for a good old fuck. I knew it was old and felt sure it was valuable. The price tag on ti was fie dollars. Really? I knew I would take it home and figure out how it worked and try it tonight. I couldn’t wait to feel it pumping in and out of me and fantasize about how many people this thing had made cum over the years.

Shemale Phone Sex with May

Shemale Phone Sex is what I am all about! I realize how special I am. A big hard black cock and a banging body like mine! I know which guys and gals out there are going to fall to their knees for me! AND love every minute of it! I have found over the years the ones who protest to much; the homophobes who want to prove to EVERYONE how much of a man they are. They are the ones who need it more than ANYONE! Yesterday I was at the club. It was a nice night. When “Big John” walked in. His pants too tight. Gold necklaces hanging way down around his knees and the top 3 buttons on his shirt open. He was hitting on ALL the girls. BAD corny lines.. Like.. You must need an ambulance.. falling from heave like you did.. And “ Do you believe in love at first sight? .. I didn’t until I laid eyes on you” When he sat down with me. He was going on about how he was the best lover in the world. Well I was going to just walk away. But then Maggie walked by. She is a cross dresser. And a handsome little man who makes a MUCH prettier girl. Well Big John looked at Maggie and said fucking fagots. Then started going on and on about how they were going to BURN in hell. That fagots are what is wrong with the whole country. So I told him I really wanted to go to a hotel room! Of course he jumped! I mean…I am out of his league. When we got there he tried to kiss me, but I told him I had a special treat for him. I wanted to tease him. Slowly kiss his whole body. I wanted to tie him and ride him. He was ALL IN! He stripped and jumped on the bed. I tied him down good and tight. And I stripped for him. You should have seen his eyes when he saw my big hard cock. He was like… NO! Don’t touch me with that thing. I had to stroke it and get it nice and hard! I mean…looking at him didn’t do it. I know he had to give himself that Big John name and he wasn’t even BARLEY ADEQUATE! He was tiny. Born to be a fucking bottom! So after I lathered myself up. I just climbed right in between his legs. I pushed my fat cock deep inside him. Ooh He fought me at first. BUT then the more he fought and bounced on my hard cock the more excited he got. I knew it all along. As his cock got harder. As his pleas to stop turned into pleas to don’t stop. I worked him so well. And right before he shot his load.. I mean when he was so fucking crazy he couldn’t stand it.. I pulled out. He was BEGGING me to finish. Begging me to put my cock back in. I told him. Coming with a hard cock buried deep inside you is the best thing you could EVER have, but I wouldn’t want him to be a fucking fagot! I got dressed while he was pleading. Then I loosened one of his arms. He will be able to free himself of the ropes, but not of that desire. Some guys are just made to be fucking fags.