Category: Anal Phone Sex

Anal Phone Sex Fantasies

Anal phone sex fantasies with a kinky Sissy Slut like you makes my day. The way I can do ass to mouth with you and you will suck my cock clean. You will learn how to take this big strap-on of mine and you will learn to suck dick. I hope you realize your pathetic dick is actually a fucking CLITORIS. 

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My anal Annie sissy fuck toy is what you have become. Your pathetic useless cock is ignored as you service real cock with your whore lips or taking it with that sluthole stretching wide open. You like that slut? You like having a big fuck hole stretched and gaped making you need more to stuff that hole. Your such a pathetic small dicked Sissy that you fucking cream in those pretty panties while you service all those dicks. 

Do I make you feel worthy? Fuck no, of course I don’t! Your such a pathetic Sissy fag that I can only laugh. Yes, I laugh at you. I laugh with my girlfriends and male pals as I tell them about how pathetic you are. You get fucking turned on having all of us laugh at you? You  really are pathetic aren’t you?

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The Pre-Game Was The Party

I’m so excited about the Superbowl weekend! Our plans are coming together and we put the final pieces together last night. We decided to order catering from the local steakhouse; there would be four appetizers, three side dishes including salad, baked potatoes, and cheesy broccoli. Our main dishes would include shrimp, chicken and of course steaks. The meal during the game would be like no other Superbowl, we decided to go very “grown and sexy” for this event. Everyone in attendance had to be comfortable with each other and to lighten the mood there would be lots of alcohol there. We decided it’d be best that we had a pregame session for everyone who wanted to come to our Superbowl party. That way we didn’t have any weird wall flowers who were too afraid to join the party. After we settled on the menu and the possible guest we started the pregame.


There were more men than women who wanted to attend our Superbowl party so there would definitely be a lot of double stuffing if everyone showed up on Sunday. We’d been drinking all night and I was loose sitting and chatting in one of the guy’s lap. I felt his cock starting to get hard underneath me, so I pulled it out to see what he was working with. I sucked it as soon as I got him out, he had such a big black cock, it was easily 10 inches. I felt a set of strong hands grip my face and force it down on his cock, it couldn’t have been his hands because he had a tight hold on my big tits. Whoever he was entered me from behind, covering his dick in my cum. He was pounding inside me hard as he made me cock on another cock. It was so good but I had to come up for air! When I did there were so many people fucking around me and every cock looked so desirable. The only women there were big a beautiful with big tits and fat asses, each one of them working with more than one cock. Everyone who was there that night just had to come to our Superbowl Sexy Sunday party! It wouldn’t be the same if we missed one freak. 

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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In Your Dreams…

I usually try to wake up a little bit earlier than his alarm so I can wake him up with his hard cock in my mouth. He loved for me to do that and he always would leave me with a smile on his face any time we spent the night together. Only this morning was different, I was stuck in a wonderfully naughty dream. There were naked people everywhere; coming in all shapes, colors and sizes. I had found my place on the balcony when I followed this hot MILF with the most perfect tits I’ve ever had in my mouth. She let me sit in her lap and suck on her tits while she fingered me in my big ass. After a while she told me to follow her and we wound up here on the balcony taking all the cock we could.

Down on all fours beside her I could feel his big cock slipping inside my ass hole with ease. Her lips never left mine, they were so plump and soft. I started to throw my ass back on him, his moans sounded so familiar. Slowly waking up out of my dream I noticed my baby had beat me to it and had his hard cock deep in my ass… He was working on his morning nut and I was helping him with my big tight ass. I arched my back and lifted my ass on him leaving my face down in the pillows. I popped my ass on him until he gave me what I deserved. He smacked my ass hard when he came inside me, while my pussy throbbed with desire. She would just have to wait until tonight when daddy came home from work. 

Hardcore Ass Fucking at the Gym

hardcore ass fucking submissive whoreWhen I went to the gym this morning, I was expecting a workout, not a hardcore ass fucking. I had a personal training session, and my trainer had a much different idea for working my body than I did. I was doing some abdominal strengthening on the ball when he grabbed my ponytail and started pushing my face into the exercise ball. I could barely breathe. He was hurling insults at me, calling me a whore among other things. People were watching, letting him abuse me, and not saying a word.

He dragged me into the private studio, stripped my clothes off and forced me to suck his cock. I could see myself in the studio mirror. He had a huge cock. I was gagging. The only thing getting worked out thus far was my mouth. I was paying him to get rough with me. I wanted to get in shape, he wanted to use me like a dirty whore. He didn’t want my mouth, he wanted my ass. Said the best way to improve my ass was with some hardcore anal fucking. I was thinking more like squats or lunges.

He shoved me back on the ball. Just started fucking me. No lube, no sweet talk, just hardcore anal. His cock was coke can thick too. No way my ass was ever going to be the same again. I could feel it stretching further than it ever has before. At one point he pulled his dick out of my ass and shoved a few fingers inside instead. I thought he was going to start fisting me, but thank god for small miracles. He pulled out his fingers and shoved them in my mouth. Made me suck my own ass juice off his fingers. That level of humiliation turned him on so much, he crammed his cock back in my tight ass and came.

He left me on the floor of the studio, cum running out of my shredded asshole, then said, “You owe me $100 for today’s session. I will see you next week.”  Even my trainer knows I am dirty worthless fuck pig.

Size Matters Little Cucky: My Cocks Need to Be Beer Can Thick and Beer Bottle Long!!!

cock control hot bitch in controlMy husband needs serious cock control. Well, maybe more like clit control! He thinks size doesn’t matter; that  it is all about foreplay. WRONG LOSER. I had to give him a little wake up call. I told him that in order for me to fuck a cock it needs to be the size of a beer bottle. He is so delusional in thinking he has what I need. So many men live in the land of denial. I went to the kitchen, got him a bottle of beer. Came back, instructed him to get naked and compare. The beer bottle obscured his pecker in the first pic I took. Now that is pathetic. Clearly, my cucky hubby is nowhere near what I need or want.

He then tried to tell me, no man has a cock that big. So I showed him a pic of a guy I picked up at the gym last week. His cock was clearly bigger than a beer bottle. You see guys, size matters. Get your head out of your asses. Stop thinking shit like it’s the motion of the ocean, or how you use what you got that matters. Or worse, love is all a woman needs. It is all hogwash started by fellow tiny dick losers. Hot, confident , sexy women like myself need a man. We need cock, not clit. If I want a clitty stick lover, I’ll fuck a woman.

cuckolding phone sex small penisMy husband is struggling with being a cuckold. He wants to fuck me. I can’t blame him, I am smoking hot. But look at me, then look at him. I married him for his bank account. He is a good provider. Very doting and caring. I love him in my own way. But, never going to fuck him. Men have to wake up. This is not the 1950s. Women know now that not all cocks are created equal, and some are downright superior to the rest.  My lovers are between beer can thick and beer bottle long, but they are never shot glass size. I gave him an ultimatum. Be a good cuckold, or I divorce you, take half of all you got, and I’ll find a man who knows his place or has a big cock and a big wallet.

small cock humiliation phone sex BBCHe doesn’t want to lose me, so he is not going to fight me any further. In fact, last night, he watched as my well hung young black lover pounded my married cunt for hours. That BBC filled my cunt up with more jizz in one load than my hubby can muster in a 100 loads. I wanted my husband to taste a real man’s seed, so I squatted my pussy over his beer bottle, pushed the cum out into his beer and made him drink it up. “Cheers,” I said.  I then let him fuck his ass with the beer bottle as a consolation prize, while I went for round two with the real man of the house.

I don’t care if you are a great guy with a huge wallet. If you have a clit stick, I control your cock. If you have a beer bottle for a dick, you own my pussy. Nothing else matters but size.

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Thar She Licks

pain slut phone sexI make EXCELLENT money being a phone sex whore. I am a submissive little bitch, I love it and I get paid like one. I only associate with others that make excellent money. We went on a boating trip Saturday night. It was me and a few of my girlfriends, on one of their daddy’s houseboats. We were dressed to the nines, drinking and doing some blow. We were feeling good and looking great. Glenda, Kenna and I started playing grab ass, and Kenna kissed me, teasingly at first but it turned to passion quickly. She bit my lip and my knees buckled and my cunt started stirring. She pulled me into the master bedroom of the boat. She threw me, face first, into the wall and grabbed a candlestick from the chesterfield. She lifted my dress and pressed the candlestick into my ass and grabbed my hair. She pulled hard as the un-lubed candlestick tore into my tight little asshole. My pussy was moistening as she pushed me onto my knees and replaced the candlestick with her slobbery fist. She fisted my asshole until it tickled my belly button and she spread her hand, filling me up and making my cunt squirt. I came hard and she wordlessly removed her fist and turned me over. She shoved her hand in my mouth, making me lick my ass juices off of it. She stripped down to her slip, which was actually a breast binding corset, and fishnets, and grabbed a handful of hair in each of her hands. She pulled my face up into her hungry wet snatch. She, a smoker, was bitter, but I was her subby little slut, I wasn’t going to complain. Or should I? I pushed her weight off of me and blew the juices out of my mouth. She knew exactly what I was alluding to and she released me. She walked over to her coat and from her pocket removed her lighter and a smoke. She took a long drag and resumed her place over my head, grabbing my hair harder and slapping my face. I lapped at her sloppy bitter cunt and suddenly my nipple was stinging. She was holding the cherry of her cigarette against it and I fucking loved it. I continued to swirl my tongue on her clit and plunge it in and out of her waiting hole. I rubbed my sopping pussy as she continued to pull my hair and use me as her ashtray. She came in my mouth and stood up, placed a spiky heel into my chest and throwing her cigarette into my belly button.  The pain was agonizing, overwhelming and incredible. I released, crying out, and she shoved her heel into my mouth to keep me quiet. We cleaned ourselves up and left the room just in time to see the sun setting on the watery horizon. Ahoy mateys!

National Hugging Day with Carla: Let Me Hug Your Cock with My Mouth and Ass

 

shemale phone sex big cockApparently it is National Hugging Day. I didn’t know there was such a thing. I suspect it’s just another created Hallmark type day to get folks to spend money. I was out last night, well technically early this morning, at a club when this cute guy informed me it was National Boys Hug Girls Day and that he was under obligation to hug me. I indulged him. He was wicked cute. He had no idea when he gave me a big bear hug, that I was a special girl. I danced with him quite a bit. He said dancing is really just hugging to music. Never thought of it that way before.

bisexual phone sex tranny sexHe had some serious dance moves, but the more he pressed up against me , the more he hugged on me, the harder my cock got! He had no idea that it was actually National Boys Hug Boys day! He kept telling me I was the most beautiful woman he had ever seen. I was beginning to feel a tad bad about concealing the special factor tidbit from him. But, in the past, the majority of straight men who have hit on me never freaked out when they found out my secret. So, I stopped letting guilt creep into my head and had fun hugging on the dance floor with him.

tranny phone sex anal sexClosing time hit and he wanted to take me home. My cock was rock hard. No way he couldn’t feel it in that skimpy little dress I was wearing. We grabbed a bottle of wine, and head back to my loft. We started making out, of course I unzipped his pants to give him some head. My cock sucking skills blew him away in more ways than one. “Wow, are you like a porn star? No one has ever blown me like that,” he said. I coyly replied, “That’s just my mouth hugging your cock.” He wanted to see my body so he could lick my pussy.  I tried explaining about my back door pussy, but he really didn’t get where I was going. When I took off my dress and he saw my cock peeking out of my panties he got it. His eyes got really big. He couldn’t believe I was not all girl.

anal phone sex bi curiousI assured him I was all girl, just a special girl. I suggested his mouth hug my cock. He paused for a moment, looked at his hard rod, then at my smoking body, and fell to his knees and hugged his first cock. Once he got the hang of it, I never would have known I was his first. Things really heated up then. I hugged his ass all morning long. He even hugged my ass too. National Hugging Day may be my favorite  silly holiday now. I’d love to hug your cock all day too!

In Two Weeks Time

barely legal phone sex erinBells on the door rang as I entered the gynecologist’s office. “Erin Andrews” I told the receptionist, handing her my insurance and ID. She smiled “You’re the only appointment we’ve got today, Erin, the nurse will be right with you” I sat down and flipped through some shitty magazine about cooking and crafts. Their clientele was young business professionals, I didn’t know why they kept all these old magazines! Not five minutes after I walked in, the receptionist called my name. I went back, got weighed, pissed in a cup, all that fun shit. I was given a gown, told to undress and that the doctor would be in shortly. I stripped down to my bra and panties and slowly took those off, giving the posters on the wall a little striptease. There was a soft knock at the door. I quickly slipped on the gown and got up on the table as the doctor and nurse walked in. “What are we seeing you for today, Erin?” I didn’t want to tell her I’d let myself get fucked with a knife, so off the top of my head I came up with “Pap smear” She smiled knowingly. “alright” she said, putting the stirrups out of the bed. “Put your heels up here if you would” I did as she requested. “Lie back” I did. “Nurse…” I felt a tightness on my leg and looked down. The nurse was tying my legs down to the stirrups. “What the fuck, lady?” She slapped my face and pushed me down. She and the doctor each held up one of my arms and they handcuffed my wrists together over my head. I didn’t want to admit it, but my cunt was dripping wet, making the room smell like sex. The doctor laughed. “Good girl, Erin” She resumed her spot on the stool between my legs. “little pinch” What I felt was so much more than a little pinch. She expertly slipped a dildo in my pussy and a butt plug in my asshole. “Looks like you’re a naughty girl” she said, fucking me with the toys. The nurse, holding my hands down above my head, shimmied her pants off, climbed up on the table and sat on my face. I instinctively fought it and she reached back and pinched and twisted my nipples. I lapped at her tight cunny, licking circles around her clit and slobbering all over, fucking her with my tongue. She removed one of her hands from my nipples and wrapped her little teen hand around my throat. She choked and pinched as the doctor fucked both holes hard and fast. I came, squirting my cum right into the doctor’s face. Shortly after, the nurse came, creaming into my mouth. I lapped it up, sucking her sweet fruity cunny dry. They silently uncuffed me, untied me and left the room. I got my clothes back on, fixed my hair and walked out. I stopped at the reception desk. “I’m going to need another appointment in 2 weeks.”