Tag: Hardcore ass fucking

Too Much Hot Ass Sex Leads to a Prolapsed Asshole

hot ass sexMy sons and all their friends enjoy hot ass sex with a sexy MILF. Although football season has concluded, my boys still hang out with their teammates, especially on Friday nights. Well, on a Friday night this sexy MILF gets high and seduces all the young boy she can find. But I never need to go far. My home always seems full of young boys down to fuck. And last night appeared no different.

I came back from scoring cocaine with my ass. So, I wore a butt plug to ensure my prolapsed ass stayed in place. My asshole sees more action than an anal porn star. So, it often just falls right out of my ass. However, my boys love it. They like to play a game where they try to push it back in with their cocks.

And last night I enjoyed some hardcore ass fucking with my son’s and their friends who wanted to play that same game. I gave them a sexy little striptease, and I showed off my hot ass with my new pretty butt plug. And those boys went wild watching me. When I took out the butt plug, my ass fell out. And the boys looked at each other with this wide-eyed wonderment like they never saw something so hot.

Men Destroy My Asshole, But Teen Boys Fix My Prolapse

All those boys wanted to push it back into my ass. And I let them. Boy, did I let them. That might be the secret to keeping a prolapse inside where it belongs. A teenage gangbang. Young boys do not yet sport monster cocks. So, they do not inflict any further damage to my asshole. And they can plug up my prolapse with their young teenage dicks and with the intense orgasms they experience. I think one nut from a teenage boy puts my prolapse back in place with the sheer jet force of the explosion.

Those boys gang banged me for hours last night. Constantly amazed that this sexy MILF could handle so much cock. If only these boys and my sons knew what I do for coke, they would know what they do to me is nothing in comparison. I think a boy gangbang might be just what my ass needed to repair itself. I’m sort of an anal phone sex super whore. Men prolapse my ass with their big black cocks or wine bottles. However, young boys repair the damage. It works for me. And it clearly works for my sons’ teenage friends.

Submissive Phone Sex Mommy Blair Fucks for Cocaine

submissive phone sexI am a submissive phone sex mommy. But I am not always just submissive with my sons. Sometimes mommy gets herself in trouble with other people so she can get some coke money. Marcus, my usual dealer, went out of town. Although he hooked me up with a decent size bag of cocaine before he left, I went through it quickly. It’s amazing how high I get and how well I can still function. But without cocaine, I barely function at all.

So, I told my sons mommy needed to get her medicine and I left the house. Now I thought at worst maybe I would endure some rough sex. However, the dealer had something else in mind for us. He did not show any desire to fuck me. But he clearly seemed like the type of guy to enjoy extreme bondage phone sex sessions.

He dangled a big bag of cocaine in front of me and told me to do as I’m told if I want the cocaine. So, I took a deep breath and let him tie me up with my legs suspended in the air and spread in such a way that it would be easy for someone to dislocate my leg or hip.

I told myself I could survive this. Because it’s amazing, I’m still alive. Some days I think I just might have nine lives. While tied up, this man took pictures of me. But he did more than that. He whipped me with a flogger, leaving welts all over my body.

Being a Submissive Whore is How I Earn My Coke

And he did not show any desire to fuck me in a traditional sense. However, he did not mind using a wine bottle to sodomize my ass. Good thing I can take a lot of big black cock in my ass and a few boy cocks at the same time too. That served me well when this guy rammed the bottle in my ass.

I quickly learned to lower my threshold of pain. He wanted me to act like I enjoyed it all for the camera. But I don’t think he realized who he tied up. I’m a fucking super whore. So, I just played my part and acted like less of a pain slut than normal so I could collect my coke and go back and fuck my sons properly. My boys of course noticed the marks on my body, but I think they felt too horny to treat me gently. They waited hours for me to return to take care of them. So of course, they pounced on me the moment I walked in the front door.

Like vultures descending on a wounded rabbit they swarmed in, and each took a hole. My oldest boy fucked my ass while his brother fucked my pussy. And they turned me into a mommy whore sandwich. Mommy phone sex sluts appear to be like those old Timex watches. We take a licking, but we keep on ticking. This mommy knows how to handle herself. And I might just have the highest pain threshold of anybody in this world.

Tranny Phone Sex is Enhanced with Two Sexy Shemales at Once

tranny phone sexTranny phone sex feels better with a plus one. And this weekend, Louise became my plus one. She came to visit me this weekend in Florida. And I introduced her to my sugar daddy. Louise and I go way back. In fact, we live close to each other. I knew Louise before she became a sexy shemale. She called me up this weekend and said she needed to get out of town. A recent bad breakup. We all go through them. And one of the best ways to get over someone is to get under someone new.

I met Walter a few weeks ago by chance. An older man and a widow escaping the brutal cold of Buffalo, New York. I’ve been fucking his ass daily. This threesome seemed like fate. Walter asked if I knew any other special girls like me who would want to join us. And I thought about Louise. However, before I could call her, she called me. So, Walter got his wish. He enjoyed two shemale domination porn stars this weekend.

Not only did we both fuck Walter, but we fooled around together too. It seemed to be the aphrodisiac that Walter needed to overcome his nerves. Watching Louise suck my big tranny cock served as foreplay. And it worked a lot better than a Viagra. Walter and I only met a few weeks ago and he confessed that a shemale never fucked him until he met me. So understandably, he felt nervous about two trannies fucking him.

Only Thing Better Than My Sexy Tranny Cock is Two Sexy Tranny Cocks

For Walter, watching Louise bob up and down on my cock proved to be the right incentive. Add in a few glasses of wine and he became putty in our hands. I like Walter so we did not destroy him. And we used plenty of lube. But between Louise and I we do possess about 18 inches of cock meat. But it turns out that’s what he wanted. So, most of the weekend Walter enjoyed a cock in his mouth and a cock in his back door pussy.

Louise and I enjoyed ourselves too. We got to play together, and we got to give Walter alternating hot ass sex. Louise escaped for a few days. And I got to see my bestie and enjoy a tight ass with her. I don’t know always share a man with a fellow sexy shemale, but when I do, I love it. And I especially love it with Louise.

shemale domination porn

Smoking Fetish Phone Sex Hypnotizes Men Just Like My Tranny Cock

smoking fetish phone sexAs a sexy tranny, I cater to smoking fetish phone sex calls too. I rarely smoke. So don’t worry, I don’t sound like a two pack a day smoker. But I never mind a cigarette or a joint when I’m drinking or after sex. I can make an entire pack last a whole month.

Last night at a new club, I met a man with a smoking fetish. In hindsight, when he asked me for a cigarette, I should have guessed that he wanted to feel me out for the fetish. Apparently, he liked my dominatrix look. I wore a red latex cat suit with black stilettos. I left the house looking like a bad ass. And this little submissive boy got more than he bargained for when I gave him a cigarette. He fell to his knees, put his hands around my waist, and begged me to take him home.

At this point, I knew he did not realize my panty surprise. Most men do not look at me, even in a latex cat suit, and assume I’m a shemale domination porn star. But Alvin found out once we came back to my condo that I sported a big tranny cock. Once I got naked, I lit up a cigarette to make him putty in my hands. I knew he could not resist me regardless of my cock. So, I blew some smoke rings in his face, rendering him powerless against me.

I Can Hypnotize Men with My Cock and Cigarettes

I instructed him to worship my hard cock while I continued to puff on that cigarette. Although I did need to instruct him on how to suck my big cock, he picked it up quickly. And he seemed like a natural. I continued to blow smoke in his face as his head bobbed up and down my thick rod. What a good little slave.

Normally, I control bitch boys with my sexy cock. However, I controlled this guy with my cigarettes. Perfect. Apparently, my cigarette worked like a hypnotist’s object. Because I held him in a trance. I took advantage of his hypnotic state and flipped him over on all fours for some hot ass sex. My cock needed a nice tight warm hole. And that’s what it got. I busted a huge nut in his tight ass. Then I made him suck my dick clean.

He seemed impressed that as he sucked my cock clean, I grew hard again quickly. I informed that bitch boy that we were not done yet. I am not a one and done kind of woman. Literally, I will fuck you all night. And with a cigarette in one hand and my cock in the other hand, that’s exactly what I did. I fucked that little bitch boy all night long. I hypnotized him with my smoke and my big fucking cock.

Strap-on Phone Sex Dana Finally Gets To Shove It Up His Ass

Strap-on Phone Sex

Listen to me, Billy, because I’m only going to say this once before I make you regret every second of your pathetic hesitation. Strap-on Phone Sex is the only reason I’m even giving you the time of day, and frankly, I’m bored of watching you squirm without my direct intervention. 

You’ve been begging for this for weeks, whimpering like a lost dog, and now that I’ve finally buckled the leather tight against my hips, you look like you’re about to faint. Good. I want you terrified, because today, you aren’t the man you pretend to be in the real world; today, you are just my favorite little bitch, and I am going to use you until you’re completely broken.

I’ve always been the one in control, the one who can make a man’s pulse skyrocket just by narrowing my eyes, and you are no exception. It’s so potent to see the way your eyes fixate on the weight of the silicone I’m wearing just for your benefit. You want to feel what it’s like to be truly dominated, to have your dignity stripped away while I shove this toy deep into your shivering body.

 Don’t you dare look away from me while I prep you for the invasion. I want you to feel every inch of my aggression as I command you to present yourself to me, ready to take exactly what I’ve decided you’re going to receive. The clicking of the harness is the only sound in the room, and it’s a sound that should haunt your dreams, Billy. 

You’re so hooked on the idea of being my submissive plaything that you’ve forgotten how to breathe. I’m going to push you onto your face and remind you that your only purpose is to satisfy my need for total authority. As I slide the dildo into your tight, unprepared ass, I want to hear you sob. I want to hear that high-pitched whine that lets me know you’ve finally accepted your role as my bitch. 

There is no gentleness here, only the raw, hard reality of my power over your flesh. You’re going to stay right there, pinned under my shadow, while I work you over until you can’t remember your own name. I love the way you gasp when I hit that spot, the way your body betrays your attempt at being “strong.” 

You aren’t strong; you are mine, and I am going to keep shoving it home until you are sodden with sweat and shame. This isn’t a fucking game “BILLY”. This is a lesson in who holds the leash. Now, stay still and take it like the good little slut you are, or I’ll make sure you can’t sit down for a week.

Strap-On Phone Sex The Best Way To Pay Rent

Strap-On Phone Sex is what I had in mind. So, I marched toward my landlord’s office, the leather of my tight dress creaking with each step. Three months behind on rent, with two little girls and a ladyboy counting on me, meant I had no choice but to play dirty today.
The door swung open before I could knock, revealing Mr. Landers, tall and smug. Dressed in his expensive suit and condescending smile. He’d been eyeing my ass since day one. Obviously, he thought himself too good to help a single mother. Today would be different.
“Rita,” he drawled, leaning against his desk. “Here to beg again?”
I smirked, reaching into my purse. “No, Carl. Here to collect.”
His eyes widened as I pulled out the massive black strap-on dildo, buckling it around my waist with deliberate slowness. His confidence wavered, replaced by sudden uncertainty as I sauntered closer.
“You can’t be serious,” he stammered.
“Oh, I’m deadly serious,” I purred, unzipping his pants with practiced fingers. “Consider this payment in advance.”
He protested weakly as I pushed him over the desk, his expensive suit bunching around his thighs. I spat on my gloved hand, rubbing it against his tight hole before pressing the tip of the strap-on against him.
“Relax, sweetheart,” I cooed as he tensed. “You’re going to enjoy this more than I will.”

Strap-On Phone Sex Is How I Take Control

With one firm thrust, I breached him completely, watching his face contort with pain that quickly morphed into something else entirely. He moaned as I began to fuck him properly, my hips moving in a steady rhythm while I slapped his ass hard enough to leave marks.
“Tell me how much you love this,” I demanded, grabbing his hair and pulling back hard.
“I-I love it,” he gasped.
“Louder!” I commanded, increasing my pace until the sound of our flesh meeting filled the room.
“I LOVE IT!” he screamed as I pounded him mercilessly.
By the time I finished, he was a quivering mess, promising not only to forgive the rent but to lower it permanently. As I zipped myself back into my dress, he looked at me with newfound respect—and fear.
“Remember this moment when you think about raising my rent again,” I said sweetly, patting his cheek. “You owe me now, Carl. And I always collect what’s mine.”
Strap-on phone sex

My Tranny Porn Pictures Evolved Over Time

tranny porn picturesI went through my old tranny porn pictures last night. I keep them on an old thumb drive. My sugar daddy wanted to see pictures of my transformation. In this picture, I don’t think I’m much older than 22. And I had yet to perfect my make up. I’m so fresh faced. Young and innocent. Still finding my way as a sexy tranny.

Back then I did a lot of nude modeling. More than I do now. In hindsight, I think I thought posing for the camera would build my confidence. Help me with my transition. And it did. Photo shoot after photo shoot I gained more confidence. And I learned more about being feminine. Although I never acted like a macho man, I did not act like a sissy bitch or a wimp either.

My sugar, daddy enjoyed looking through over a decade of my nude modeling pictures. And he noted that my cock appeared to get bigger instead of smaller. I don’t think I necessarily grew any inches over the years. But I do think my confidence made me harder. And that appears to be what makes my cock look bigger now.

No erectile dysfunction from this shemale domination porn star. Looking at my pictures, aroused my new sugar daddy. And made him beg for me to fuck him in the ass. He enjoyed seeing me transform before his eyes. Plus, he appreciates all the hard work I put into looking so passable. Our arrangement seems to be working out well for us both.

I Did Not Always Look This Feminine

I fucked his ass while he bent over the railing of the deck watching the ocean. So, I started fucking his ass in sync with the rolling tides of the water. I find beach living so exciting and beautiful. Although I need to go home occasionally to take care of things, I do think I could live permanently by the ocean somewhere. Maybe not Florida because of the state’s backwards thinking about special girls like me.

Fucking a man while watching the sun go down and the tides roll in became my happy place. And my sugar daddy with every passing day joys hardcore anal sex even more. He begs for me to fuck him harder. And I give men what they want. Well, I give men what they want if I remain in charge and on top. He wanted a hardcore ass fucking because he got so aroused looking at my tranny pictures. That’s why they exist. To make men think and crave my sexy tranny cock. To make men want me to fuck their assholes.

Now I’m a seasoned tranny dominatrix. You can look at my pictures all you want and maybe one day you’ll be lucky enough to meet me so that I can fuck your ass too. But in the meantime, grab your wife’s dildo, or a garden vegetable, give me a call and I’ll make you feel like I’m really fucking your ass too.

Hardcore Ass Fucking Family Fun

Hardcore ass fucking Hardcore ass fucking a young one will make any pervert cum quick, pounding a tight brown eye until you cum deep inside is your ultimate fantasy, it’s good with seasoned asshole but a young innocent butthole getting stretched out really gets your cock rock hard. 

Especially if the young whore is a screamer, her soft voice screaming in agony gets you so fucking hard, just knowing that your fat cock is ripping that tiny hole to shreds gets you off big time. 

Even more if she is a young relative or a kinky neighbor, fucking forbidden pussies gets you off the most, being raised in an incest filled home you can’t get enough of family fucking. 

One of the main reasons you wanted youngins was so you could raise them to be kinky cum dolls for your pleasure only. 

Your freaky wife is into younger pussy as well, you two always get off molesting mini sluts, she gets so wet when you guys play with young pussy together, finger fucking a tight asshole while you’re balls deep in her backdoor made your wife squirt everywhere. 

She really enjoys when you make the teeny sluts clean your cum out of her stretched out cunt, squirting everywhere when the young sluts tongue fuck her fuck tunnel and you watch. 

Shemale Phone Sex Babes Enjoy Being Sugar Babies Too

shemale phone sexShemale phone sex babes love a sugar daddy too. Although I live in Pennsylvania, I’m spending the winter months in Florida. My folks own an Airbnb condo on the beach, so I’m staying here. Warmer weather. And ne guys to meet. Something I did not realize was that Florida appears full of sugar daddies and some of those sugar daddies enjoy a sexy tranny like me.

I met Marcus at a bar a couple of weeks ago. Nothing happened. We chatted for hours and polished off some expensive wine together. I saw the ring on his finger, and I didn’t make any overt moves. He didn’t know I was a tranny at the time. But right before closing time we exchanged phone numbers. He spends the winter in Florida too.

Yes, I wanted to enjoy some hot ass sex with him. But also, it just felt good to talk to somebody. I’m not from here so I don’t know anybody. All my friends live elsewhere. I do like the quiet sometimes, but I like company too.

He called me last night and asked if I wanted to meet for a drink. So, I dolled myself up and went to the sand saloon to meet him. Funny. No wedding band this time. I asked him about that. And that’s when he admitted that he became a widow two years ago and just left ring on. My heart melted a bit for him.

Being a Special Sugar Baby Comes with a Lot of Perks

He told me that he knew about my panty surprise. Apparently, in the past, he saw me on sugar baby sites. Although I have not been on one in over a year, I utilized them regularly in the past. And I guess the thought of a shemale always intrigued him. Then he made me a proposition that I never saw coming. Offered me $10,000 a month to be as Florida girlfriend until he goes back to New York city at the end of April. About the time, I plan to return home too.

Special girls can be GFE Phone sex providers too. I agreed to be his sugar baby with a twist. And last night we enjoyed another fine bottle of wine. But with a lot of ass fucking. Poor guy. And since he became a widow, his balls got very backed up. I placed him in his early 60s. But he could be older or a little bit younger.

I forgot how much I enjoyed being a sugar baby. Not really prostitution and perfectly legal. If a man wants to pay me 10 grand a month to fuck his ass, why wouldn’t I take that offer. I won’t be a kept woman for long. And now I can enjoy a tight ass every day and drink expensive wine and enjoy great company too. Being in a snowbird in Florida just got a lot more interesting.

Anal Phone Sex Mommy Enjoys Two Cocks in Ass Anytime She Wants

anal phone sexThis mommy considers herself an anal phone sex whore. What can I say? I enjoy rough anal sex. As a teenage girl I lost my virginity to my brother. But when that happened I had yet to start my period so I couldn’t get pregnant. But once my period started my mother encouraged my brother to fuck me in the ass instead. It hurt the first time. Hell, it hurt the first few times. But now look at me. I’m a seasoned anal whore.

My boys seemed hesitant to fuck mommy in the ass initially. But now, all I need to do is twerk my ass, and my boys know that mommy needs it in the butt. So, this morning before school, I greeted them as they came down the stairs for breakfast bent over with my ass spread. Sort of the mating call I suppose for hot ass sex.

My boys enjoy fucking mommy in the ass. Sometimes we all laugh about how hesitant they seemed in the beginning. I know Internet porn helped a lot. Big change in the past few years in the type of porn we see. There appears to be a lot more anal sex scenes.

Mommy Loves to Be an Anal Sex Whore to Her Teen Sons

And my boys, like any other horny teenage boy in the world, beat off to porn almost daily. Even though they get the fuck their sexy mommy they still like to beat off. But all guys seem to be like that. I never get jealous of their hands because they always take care of mommy.

So, before school today, mommy enjoyed some hardcore anal sex. My pussy dripped this morning, so I put some of my wet pussy juice on my asshole to serve as lubrication. And then I told my boys fuck mommy with everything you got. I braced myself on the back of the couch and those boys just rammed their dicks in my ass one after another. They took turns. Sort of a form of edging that I taught them. One boy will thrust for a few minutes, and the other boy takes over. And then eventually, I end up with two anal cream pies.

We enjoyed ourselves. Nothing like a hardcore ass fucking to wake mommy up and prepare my boys for school. Just a typical morning of a suburban housewife. Well maybe not typical. But certainly, taboo and fun. Now I’ll talk dirty until they come home from school and can fuck my ass some more.