Category: Guided masturbation

Cuckolding Phone Sex Is One Way For My Greatest Pleasure

Ever get that naughty itch and wish to enjoy some Cuckolding phone sex fantasies? Well, I sure love those. I’m Rita, a young, naughty mommy and wife. And I sure do love to cheat!
So, one thing I rarely hit on. And that is that yes, I do have a husband. But we lead a very open relationship.
In fact, I am so fucking unfaithful to him that it’s hot. It’s true that my hubby is a true cuckold.
Furthermore, he gets off on watching me spread my legs for other men. Consequently, our marriage thrives on my infidelity.
Whenever I bring a new lover home, my husband sits in the corner. Therefore, he strokes himself while I get pounded properly.
Additionally, there’s something intoxicating about riding a stranger’s cock while making eye contact with my spouse. It’s that sheer depravity of it. And it makes my pussy drip. Moreover, I’ve lost count of how many men I’ve fucked since we started this arrangement.
Ultimately, being a cheating wife isn’t a burden—it’s my favorite hobby. And my cuckold husband wouldn’t have it any other way.
Now, to add to this naughty kink. Sometimes I have my hot little girls join in. And daddy really loves to see them all learn to be mama’s clean- up girls. Yes, even my ladyboy.

Cuckolding Phone Sex is the Ultimate Thrill

So, last week I had a new neighbor come by. Of course, I did invite him over. So, this guy is an absolute stud that I have been flirting with.
Now, he knows full well I am married and I sure let him know that it’s absolutely fine if we fuck. But there is one condition. That is that my husband gets to watch.
Obviously, Ted, my neighbor was completely down with it. After all we do live in a very polyamorous area so he has no qualms.
Therefore, the moment came when I finally got a chance with that cock. And boy was it all that I hoped for! More to come on this story!
Cuckolding Phone Sex

Mutual Masturbation Phone Sex Lets Us Both Cum

mutual masturbation phone sexMutual masturbation phone sex is a game we both can play. Perhaps you could call it a job perk. I can work naked. And I can play with my pussy on the job. A caller last night asked me what would make me cum. And sadly, almost no caller ever asks me that. Either they assume I’m not masturbating with them, or they just don’t care. They paid for a service, and they want to focus on their pleasure. And I get that. I can rub one out after the call.

However, sometimes I get a man who derives his pleasure from my pleasure. Those are the type of men I prefer in my life. Because men like that eat pussy and focus on your pleasure too. No woman wants a selfish lover. Most women do not want it in their professional or personal lives. And this is one of the reasons why I’m almost exclusively a married man lover. They want to give back. And they enjoy making me cum.

But I do understand that when I’m working my phone sex line that the men who pay for my services don’t always think of my orgasm too. But when a guy calls for mutual masturbation, I get excited because I know the guy wants to make me orgasm too. And I know men assume all women fake it but that’s not the case with me. I am highly orgasmic. Plus, I can cum repeatedly. Women hold the advantage of being multi orgasmic.

If I Can Cum With You, I Will Remember You Better

My caller told me just how to pleasure myself. I used one of my dildos and imagined his cock penetrating me. Plus, he instructed me on how to rub tiny circles on my hard clit while I plunged that dildo deep inside of my wet pussy. His voice sounded sexy to me. A deep mature voice. Reminded me of the older men I messed around with as a high school girl. Perhaps my heart will always belong to older men because of those early experiences in my youth.

But older men seem more vested in my orgasms. Younger men, single men, seem more hedonistic when it comes to that sort of thing. They cum, roll over and go to sleep. And that leaves me high and dry. But my caller would not let himself orgasm until he made me cum three times. And one of those orgasms I came twice on the same orgasm. That’s because I came rubbing my clit and my sex toy found my G spot giving me a hot squirting pussy. Truly double pleasure.

After my third mind blowing orgasm, my caller came too. And that made me feel special. Plus, drained. Good thing it was my last call of the evening because after those three orgasms, I felt ready to fall asleep. Just too bad I didn’t have anybody’s arms to fall asleep in. You don’t have to care if I orgasm or not. I will still provide a quality phone bone experience. However, if you want to make me cum too, you will become my favorite caller.

Mutual Masturbation Phone Sex Helps Us Both Cum

mutual masturbation phone sex Mutual masturbation phone sex is something we can all enjoy. I love my job. Think about it. I get paid and make men cum and I get paid to make myself cum with your help. Over the years of doing this, I learned some skills. Like jack off instructions and guided masterbation techniques. And I do possess some other skills too. I talked to a lot of older men, so I’ve learned some prostate milking techniques too.

And I love helping men orgasm. But I especially enjoy helping old men who can’t cum or they feel so backed up they don’t even know where to start. And it breaks my heart knowing that there are so many men out there married and backed up. Jeff reached out to me on our instant messenger first.

He asked me if I was any good with guided masturbation. After doing this for a decade, I felt confident saying yes.  So, he told me that when his wife became a mother, she completely neglected him. It’s been 12 years since she touched his dick. She’s suddenly found religion and masturbation is a sin now.

So, she told my poor Jeff he couldn’t jack off either. She found religion, not her husband. He should jack off as much as he wants. She doesn’t have to partake. If masturbation was a sin, why do we have two hands? Why do we have sex toys and more importantly why are their phone babes like me to encourage you to jack off?

Most Men Need a Little Help Jacking Off

 I’m not sure where her thinking comes from, but it’s fucked up if you ask me. I understand being tired. I hold two jobs. And I always work. But if I found myself in a relationship, I could still at least give him a blow job or a hand job. And trust me, ladies, that’s really all it takes sometimes to please your man.

I suggested Jeff get a larger block of time because when you go that long without an orgasm, it requires more than one cum to drain your balls. He kept adding more time. Which in the phone bone world rarely happens. Most guys cum and hang up on you. I will never understand that. Were you born in a barn. At least say thank you. But unlike the typical guy that calls me, Jeff needed to keep on cumming until those balls seemed completely dry.

So, I suggested prostate phone sex. And he felt game. Now since his wife went all religious, she got rid of all her sex toys. But I can improvise. You would be surprised to know the things a man can use on his ass. So, I suggested some things for Jeff and helped him find lube because he could not find any actual lube.

That fourth orgasm officially drained him. And that’s what I wanted. I made him promise to jack off daily for me. Fuck his wife. She’s not blowing him. So, she can’t stand in the way of him masturbating.  I will ever get married for this reason. I never want to be the woman who never wants to give a hand job or a blow job or spread her legs for her man.

Guided Masturbation Calls Get Wild When I Party

guided masturbationSometimes, guided masturbation calls get wild. As a submissive woman and a party girl sometimes, I get fucked up. And I honestly do what my callers want. When I’m high, I become even more submissive. But medical professionals do say that alcohol and drugs bring out your natural personality. So, I guess I truly am a submissive whore.

My stepson got me this sex machine a few years ago for my birthday. Nobody knows he got it for me because that might be harder to explain to my husband. Although my husband does know about me and our boys, he does not know a lot of the things that I’ve done for my stepson like live streaming violent sex shows. I keep the sex toy under the bed in my office where I work. My husband never comes into this room.

So, my last caller of the night wanted a forced intoxication phone sex call. I’m not a big drinker. Although I do a lot of cocaine and I can probably out snort Pablo Escobar, two drinks and I belong to anyone. So, when he asked me if I owned a sex toy, I bragged about my sex machine. My drunk ass should’ve just been like oh I have some vibrators and a few butt plugs. But no. I told him about the sex machine from hell.

When I Party, I Spill All the Tea

And he wanted me to fire it up. He instructed me how to masturbate using this contraption at warp speed. This thing fucked me so fast smoke came out of my twat. He wanted me to use it on both my pussy and ass. So, I did. However, he wanted me to clean up my sex machine with my mouth. And that thing started skull fucking me. I turned into a blubbering mess. So, I felt like a rabid dog, drooling all over the place.

I woke up sore as fuck this morning with a major hangover. And I could barely get up to take care of my boys before school. But I managed somehow to give them blowjobs before school. Plus, this drugs phone sex mommy did a few lines to deal with my hangover. And now I’m ready to serve horny man all day. I have plenty of cock, lots of sex toys and I am eager to please.

Cock Control with Devastating It’s Denial of True Release

Cock control is something of a specialty of mine. In fact, as the young hot milf I am with little pageant whores, who am I to miss such an opportunity of power.
So, I catch him staring at their photos again—the ones on the fridge, the school portraits on the mantle. Furthermore, his eyes linger too long on my little girls’ innocent faces, and a cold thrill slides through me.
Obviously, he doesn’t seem to think that I notice it. But I see every twitch, every swallow, every pathetic adjustment he makes in his pants.
So I use it.
First, I pour him another drink, brush my tits against his shoulder as I lean past. “They’re beautiful, aren’t they?” I whisper, nodding toward the picture of my youngest in her pink dress.
Then, his throat bobs, his breath hitches, and I watch the shame and lust war on his face. Ultimately, that’s my leverage—the dirtiest secret he thinks he’s hiding.
Next, we go to the couch, where I sit close enough that my thigh presses his. Meanwhile, I talk about them—their giggles, their sleepovers, and all the little girls that get giggly here. Therefore, I speak of the way they run around in just their panties on hot summer days.

Cock Control, It’s Purely About Control

Obviously, his cock strains against his jeans, and I let my hand drift, hover, tease. Undeniable, he’s shaking, desperate, convinced he’s about to get everything he’s fantasized about.
After that, I lean in, lips brushing his ear. “You want to touch them, don’t you?”  Now his moan is broken, guilty, hungry. So, I smile, slide my palm flat over his bulge, feel the heat and the throb. Meanwhile, He bucks into my hand, and I squeeze, just enough to make him gasp.
But then I stop. Pull back. Ultimately, leave him hard, aching, leaking against his zipper. “Too bad,” I purr, standing up. “Those little girls are mine. And you’ll never get near them.” So, I walk to the door and hold it open. “Get out.”
Shamefully, he stumbles past me, cock still straining, face crimson. Next, I close the door, lock it, and laugh. Now, that’s the game—dangle the filthiest temptation, then yank it away. Of course, He’ll be back. They always come back. And I’ll always leave them emptier than they arrived.
Cock control

Guided Masturbation with Elaina Because I love Hearing You Stroke It!

Guided Masturbation

Guided Masturbation with me is not soft or sweet, it’s all about the control I have over you.

It’s up to me when I decide when you cum.

You will do exactly as I say and stroke your cock exactly as I demand you to do.

You wait for my every spoken word, pausing when I pause and speeding up when I say to.

I want to hear you pant and moan, whimpering into my ear about how well you can follow my instructions.

You will always wait for my permission before you touch yourself somewhere new.

I said you could stroke your cock, not fondle your balls.

I want to hear you beg, beg to stroke faster, because you can’t handle it anymore.

In fact, I want to hear you beg me to let you cum.

Only when I hear desperation will I finally let you erupt. 

 

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Cock Control So You Can Enjoy Better Orgasms is Something a Sexy Tranny Excels At

cock controlMany men I fuck enjoy the way I cock control them. So many men do not fully enjoy their orgasms. They simply cum too quickly. And I know something about this. As a teenage boy, I jacked my cock nonstop. And an early lover in my college days while I transitioned, taught me all about edging my dick to enjoy a better orgasm. Since I learned from him the secret to a fulfilling orgasm, I’ve edged my cock ever since. So, you might consider me an expert in helping you enjoy a little control of your orgasms.

My sugar daddy down here in Florida can be a quick cummer. He needs me to help him. Although I am a top and I can make myself last long fucking a tight ass, sometimes men beat their dick quickly with my cock inside them, and they lose momentum as soon as they cum. So, I like men to last with me, so they don’t try to pull away from my cock before I cum.

Nothing pisses me off more than a man who cums and does not wait for me to cum too. My sugar daddy does not do that. But that’s because he’s extremely submissive and knows my rules. However, that does not mean I do not want him to enjoy prostate phone sex as long as possible. When I’m fucking a tight ass, I’m hitting the man’s G spot. So sometimes you don’t even need to touch the cock and a man’s cumming quickly.

A Sexy Shemale Can Help You Enjoy Better Orgasms

And a prostate orgasm feels like one of the best orgasms you will ever experience in your entire life. But I can still make you cum again while I’m pumping your ass. So, I edge men. I’ll pound their ass hard for a few minutes, then slow it down and then pick it back up again. And sometimes I even pull almost all the way out and just tease the asshole with the head of my dick.

I do what I can to help a man enjoy not only my cock in his tight asshole, but his own cock and his own orgasms too. My sugar daddy and I fucked for hours last night. And it marked the first time that he lasted longer than 20 minutes with me pumping his asshole. He’s been taking notes. Not only did I enjoy the biggest cum shot in his ass, but I think he enjoyed the same thing with his cock too.

When you last longer the cum trajectory seems so much more intense. You cum more. You shoot further. And you feel better drained. So let me help you gain a little control over your cock and your orgasms too. I know how to make you cum harder than any woman.

Mutual Masturbation Phone Sex is a Perk of Working From Home

mutual masturbation phone sexMutual masturbation phone sex I enjoy. I know a lot of men think we don’t play with our pussies because this is a job. And although we cannot get off on every call because we simply do too many in a day that does not mean I don’t play with my pussy on calls. A perk of working from home is masturbation. No other job would let me rub my pussy while working.

When I get a caller who truly cares about my pleasure, I feel like I won the lottery. Unfortunately, a lot of men cum and hang up not giving me a chance to cum with them. But I do enjoy callers who get their pleasure from my pleasure.

Now don’t get me wrong. I’m no hedonist. This sexy BBW believes in mutual pleasure. It’s the main reason I decided to become a phone sex operator. And it’s one of the reasons I prefer married men. I like working from home so I can masturbate and I love fucking married men because they seem so desperate to please a woman. And that works in my advantage.

A Perk of the Job is That I Can Cum With You

Cole married a woman last year. And she stopped fucking him after their first week of marriage. So, he feels trapped. Personally, I think he should divorce her. If a woman closes her legs that quickly after saying I do, she didn’t marry you because she loves you. So, he calls me once or twice a week to beat off. Cole developed a fetish for getting me off. We usually talk for an hour at a time. But he wants me to orgasm three times before I even touch his cock. Personally, if you ask me, his wife does not deserve him.

I broke out my new toy to play with him. He could hear my pussy. And I could hear it. Sloppy wet sounds as I came on my fingers repeatedly from him telling me exactly how he would eat out my wet bald pussy. Seriously, I came so many times. Eventually he let me show off my virtual blowjob skills so he could bust a nut all over me. If you would’ve asked me 10 years ago if men would pay me to cum, I likely would’ve laughed in your face. But here I am taking money for men so we can both orgasm. Best job ever.

Guided Masturbation Calls I Enjoy But I Learned Not to Give My Sons Control of My Sex Machine

guided masturbationI enjoy guided masturbation. You might be surprised at the variety of sex toys I own. From hundreds of dildos and vibrators to butt plugs and anal beads. Hell, I own restraints and nipple clamps too. And recently I bought a sex machine. My sons encouraged the lavish purchase. These things are expensive. But they saw one in a porno and wanted to watch mommy do lines of coke while the machine fucked me.

So that’s what we did Friday night. We tried out my newest purchase. And I let my sons pretend to direct the film. They could instruct me on my position and angle. Even the speed they could control. This new baby of mine comes with a remote control. And this mommy phone sex whore should have known that giving the remote to teenage boys would not be the smart thing to do.

Mommy Gives Her Sons a Show with Her New Sex Machine

But right off the bat they put that thing on turbo speed. My entire body started to convulse. I couldn’t even steady myself enough to snort a line a cocaine. But I got better. I braced myself on the side of the bed and put my face down on my little mirror and snorted that way. No rolled-up dollar bill or straw because I couldn’t steady myself enough for that. At least not at turbo speed. My sons operated the remote control like it belonged to one of those remote electronic cars they played in their younger years.

I tried to tell them I’m not a toy. But I think to them I am a toy. A mommy fuck doll. They would not turn that thing down. Pretty sure there might be skid marks on the inside of my pussy from that warp speed they used. And I’m not sure if I pissed or if the machine gave me a hot squirting pussy because my juice flew out of my pussy drenching my sheets.

But I learned a very valuable lesson. Do not give my sons carte blanche control of my sex machine because they will brutalize my pussy. They will dehydrate me. And they will leave skid marks on the inside of the very pussy that gave them life. But who am I fooling. I like it rough. Cock or sex machine either way I still enjoy a hard fuck.

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.