Category: Anal phone sex

Hottest Phone Sex Drains You Dry

hottest phone sexThe hottest phone sex milks you dry. I have been helping some neighborhood boys with their studies. Despite being a slut trophy wife, I am highly educated. Not my fault working parents want me to teach their sons. I have this one student who has problems cumming. He is a handsome lad, but he is partially paralyzed from a football accident. He confided in me as we were discussing human anatomy. I am helping him with biology. A few years ago, I read an article about milking a man’s prostate. The home prostate massage is something women can do for men. According to many doctors, it is healthy because milking a man’s prostate increases blood flow and releases backed up cum. I thought if this boy would let me experiment with his ass, I may be able to give him the biggest cum shot of his life. He was game. He said I was the sexiest woman he had ever met, and he would let me do anything to him, especially if it makes him feel good. I gave him what is called a perineum massage. There is this tiny smooth patch of skin between the balls and ass. If you press your thumb firmly there, it indirectly stimulates the prostate. He began moaning and his cock got hard. I pulled him to the edge of the chair, put some lube on my finger, and slipped my index finger inside his asshole. While my finger slipped in and out of his virgin asshole, I massaged his balls, cock and perineum with the other hand. I spread his ass cheeks and poured some lube right on his tight asshole. I slipped my finger back in about an inch deep. He moaned but not in protest or pain. I moved my finger gently around until I found the little walnut sized prostate. I pushed my finger towards the base of his cock and went back and forth. I jacked his cock as I massaged his prostate. I would go fast, then slow down. I wanted to make him last. I could feel his balls welling up with cum. He told me his cock had never been harder. It did not take long for him to shoot a huge wad of spunk on my face. I felt good that I could relieve some of the pressure. He is going to come over daily for a ball draining.

Just Another Day In Paradise

Kinky phone sexI just came back from a wedding in South Carolina! And I still have sand in my tight pussy!

Normally I am not a fan…love and marriage just complicates everything. But I had so much fun!

Lets’ just say, I am really into cousins And They Were Really In Me!

We let the grown ups have their cake and do their little dance and we grabbed some champagne and headed down to the shore!

We were getting high and drinking some bubbly and were all kinds of fucked up!

My cousin dared me to go skinny dipping…”Is that the best you can do?” Not much of a dare.

“I dare both of you to show me those cocks and start making out with each other!”

They didn’t go for that! But they did whip out those cocks and start fucking me!

One pinned me down and stuck his cock deep in my mouth as the other forced his meat into my tight ass! I pretended to struggle at first…oh the things us girls have to do to get what we want!

I wanted both of their cocks! I wanted both of them fucking me hard at the same time and I wanted it to be My happy ending with my ass and my tight young cunt getting pounded by the family jewels!

I loved having my fuck holes over flowing with cum, pouring out of me like the whore I am!

Who would every give this up to be married!

 

My Brats are Needing Punished : Mistress Phone Sex Mommy

mistress phone sex

“She’s a very kinky girl
The kind you don’t take home to mother
She will never let your spirits down
Once you get her off the street, ow girl”
 
“SUPER FREAK”. Rick James, Street songs Circa 1981
 
Prefect For this kinkster Mistress phone sex mommy! In the back ground playing as I get my teen daughter and sissy ladyboy son ready for our “Date”. We are going To he hosting a biracial black man and a white boy tonight. All eyes will be on my beautiful naughty brats as we amp up the young whore sexuality.   
And as our two handsome and naughty men arrive, I have my daughter and son behind me and they watch as the coke and the money is laid into my slutty and greedy hands. My Daughter Is in charge of undressing while my son attends to party favors with his butt plug and crotchless panties looking so hot! He is the first to suck this white boys cock, But Mommy Wants that BBC out and humiliating our friend. Both of theses P-perverts want to see mommy and daughter action and my little sissy tranny boy on  the receiving end of their cock.  The night is just getting started for the kinkiest mommy and littles to serve up bodies and holes for every demented pleasure! Punishing little holes and making money off my little ones makes this hot phonesex bitch squirt!  Where are my naughty men at tonight? 

Group Sex with Strangers for Be Kind to Humankind Week

group sexI heard on a podcast that it was Be Kind to Humankind week soon and nothing is kinder than group sex, right? I needed to pay forward some good deeds. I have been fortunate during this health crisis. I was still able to work and still able to fuck. Talking to so many men on the phone, I quickly learned that many men were not as fortunate as me. Some men were not getting fucked and even some had lost their jobs. New York City was sort of ground zero for awhile with so many cases. I know lots of folks were out of jobs. I decided to find some men who were unemployed or furloughed during this pandemic and give them the gift of group sex with this sexy milf. I mean who does not want to bang a sexy mature woman still in her sexual prime, right? I went to this blue-collar bar I frequented before the pandemic. It was always a good place to pick up some working-class cock. The bars have a curfew of 10 pm, and they must adhere to social distancing regulations, but I knew there would be some out of work guys drowning their sorrows. The first thing I did was buy every guy in the place a round of drinks. I paid all their tabs and found about 6 men who wanted to come home with me for some kinky group fun. There was a surprise waiting for them at my place. My teen daughter who wanted to pay forward some kindness too. If she were not with me to help drain those cocks dry it would have been more of a gang bang than a group thing. Those men were the happiest they have been since March they told me. They got to drink for free and they got to fuck for free too. I did not want their money. I do not need their money. I just wanted to do something selfless. Well, maybe it was not completely selfless. My daughter and I got fucked better than we could have imagined. I got a couple dicks in me at once, and that has not happened since before the pandemic. Group sex has always been something I enjoy. I felt good about myself afterwards. I felt good too. Some down on their luck blue collar workers get laid. My stepsons came home early, saw me being a whore and joined in on the fun. I extended the kindness to them too because charity begins at home they say.

group sex

Your Mommy Whore Has No Limits Phone Sex

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My neighbor came over to play with the littles. The pleasures of being a no limits phone sex mommy whore I suppose. He always wants to play with my sweet girls and I do not blame him at all. Those succulent ripe bodies and smooth pink cunnys are to die for. I never thought that my own freaky fetish as P-mommy would be so celebrated and make so many men hard. I do love eating little pussy and brown eyes but I thought that women like me didn’t exist. I have many lovers in and out of our trailer. I started to notice how they looked at my girls wearing only panties. I knew that I had a gold mine on my hands. And that’s when I had the idea to have another girl. Yep, I made my son a little ladyboy t-girl. I still use his cock to my pleasure and his ass to some of the chester the molesters. But my neighbor he just likes to fuck me and eat my girls pussys and ass. I even slip a little finger up to rub his prostate as he is slurping cunny. I really do enjoy being a nasty party p-mommy, everyday all day. And mommy knows how to keep your p-cock secrets all to her self! 

Suck My Thick Girl Cock

Kinky Phone SexStop fucking talking, and open your mouth you dirty boy. You came here expecting to fuck pretty Raina until you filled her sweet little pussy with your creamy cum. You were tongue fucking my mouth, and playing with my perky tits. Pinch my nipple again, that’s right. And then, I untucked my huge horse cock as I dropped my little skirt, and your eyes almost fell out of your head. You see it! My shemale cock!
Yes, I’m a thick ten inches of rock hard girl cock, and I’m ready to rail you all night long. So open that mouth, and stick out your tongue. Say “ah” for Madame Raina. Now kiss it, good. Lick it, that’s right. Open wide, it’s going inside. Suck it like a Popsicle, baby. Oh yeah, that feels so good. Swallow all ten inches of my tranny cock, take it all. Enjoy it. This fat schlong is going in your tight little asshole next…

Kinky Pays The Bills For Mommy

kinky phone sexKinky phone sex and a kinky life in general helps pay the bills and keep my brats bellies full. I knew early in life that I was not going to be normal. My daddy molested and force fucked me and my sisters our whole young life. Hell it was him who gave me my first line and my first anal tear. Back then I sacrificed myself to keep his cock and fist away from my younger sisters. That in turn made me a whore for one and for two a pain slut. I even have a party room where I work as a slave for pay. I love leather and bondage and I find some freaky P-men who recognize a C-section scar and a woman with a past. I get targeted and I enjoy it. I try not to tell my secrets and make damn sure they are what they say they are. But when the coke comes out and my ass is being spread with a three times too big butt plug, confessions roll out of my mommy whore mouth. Men who need a teen tease, a boy ass and even little girl phone sex understand how a p-man recognizes a P-mommy. And they get to be brutal with me too? Fucking mommy slut jackpot! My cunt stays wet knowing what a bad mom I am!

Rough and Dirty

Hot phonesexSometimes a girl needs something a little rough and dirty!

That is why I love my trips to down south!

A girl can always find a good old country boy in the southern states!

Ya know that saying they have about us girls…a guy wants a lady in the streets but a freak in the streets….Same is true for us. We want a guy that treats us like a lady in the streets. But in the sheets…..I want it hard and I want it rough!

And I found just the man for the job!

I found me a good old country boy that knows how to take control.

Just the idea of him pulling my hair and fucking my mouth gets my pussy wet and makes my clit twitch!

Even the splinters I get in my ass from him fucking me against the side of the barn give me a certain kind of pleasure!

But all that is just a warm up!Kinky phone sex

He knows that I am a dirty little slut and I need to be plowed until I can no longer stand!

There is a saddle bench there that has my name all over it and the night always ends with my tight little body strapped to it with my ass in the air!

Anyone that walks in can fuck any and every hole they want. Some times I am lucky enough to have a cock in every hole I got!

If it is a good night, I get pounded until I pass out. The next morning I wake up completely covered in dried cum and loads still running out of my stretched cunt and torn ass.

Some ladies need a trip to a spa and a glass of wine to unwind but give me a Makers Mark and a country gang bang and I am good, well, for at least a couple nights!

Sissy Slave Training With My Shemale Cock

Sissy Phone SexI’m always on the hunt for more sissy slaves to train. They come in, all smiles and sunshine. Why? Because Madame Raina is truly a sight to see. I have perfect tits, beautiful cock sucking lips, and a killer body. These little boys think they’re going to have it easy.
That is, until I introduce them to my huge shemale cock. Their eyes always go so wide, and they shiver at the anticipation; they know they’ll be on their knees sucking my huge girl dick. I’ll face fuck every one of them, and make them prove their worth.
When I’m bored of that, they can massage and lick my big girl balls until I’m just tired of their groveling. I force them to bend over, and they take my entire tranny prick in their pussies. They used to have assholes, until I made them gaping, cock hungry fuck holes. Now these sissy bitches have ass-pussies that are exclusively for my use.
I’m not sensual and sweet. I’m big, and mean, and I will train each and every slutty sissy that comes my way to be my personal fuck toy. They’ll keep my shemale cock throbbing and rock hard, they’ll keep my nails painted, my hair done, my skin moisturized, and my balls empty. There’s nothing they won’t do for me, because I give them kisses and treat those sissy femboys right.
You know why you’re here, so what are you waiting for? Pick up the phone, and start the greatest thing that’s ever happened to you; me.

Phone Perverts Paradise

The Back Door Club

Cheap phone sex

My dad would spank my tight ass if he new what I did! But that would be the least that has been done to my poor little shit hole this week!
Spring break is not that far a way and this slut plans to have fun! But fun cost money so I got myself a little temp job working at a strip club!
Of course I am Barely legal but I knew I could make a crap load of money so I was willing to do whatever it took to get in!
The club owner wanted to test me I guess…so how much I could handle. So he is sitting on his desk in front of me and he just pulls his chubby limp cock out!
I knew what I had to do to get this job and so I just looked up and smiled sweetly and batted my little eyes. Then I stood up and slowly slid my panties down and then bent right over his desk!
The name of this place is called the Back Door Club. A simple throat fucking wasn’t going to get me what I wanted.
I reached back and pulled my tight young cheeks apart so he could see what a pretty little rosebud hole I had.
I sucked my finger to get it nice and wet and then slipped it deep inside! MMM! I love my ass being fucked and just that little finger was enough to get me wet!
He wasted no time in accepting my invitation and slid his fat head past my rim! He kept pushing deeper and deeper until his entire 9 inches of throbbing meet was stretching my ass! He waited for a minute, just feeling how tight it was…feeling my fuck hole pull him in and squeeze his fat cock. Then he fucked me! He fucked me so hard! He pounded his meat inside my shit hole over and over until he unloaded his thick wad so deep I swear I could taste it!
I was blowing fuck farts all the way home but it was so worth it!
Besides, don’t I look so fuckable in this uniform?