Category: Prostate Phone Sex

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.

Mature Phone Sex Babes Can Help You Cum One Way or Another

mature phone sexYoung men flock to mature phone sex babes like me. And the reason is twofold. One, they know we have experience that young girls lack. And two, they know we have patience to teach them new things. The younger generation lacks patience. And that’s because they grew up in an instant world. They can instantly buy something online. They can look up any information without going to a library. Young men know mature women are not from that generation. So, we can take the time to teach them how to be better lovers.

I’ve always been all about big black cock. But as I’ve matured, I’ve developed an affinity for young boys. Teenagers and college boys alike lack skill in the bedroom. And somebody needs to teach them. So why not me. My young black neighbor knows all about my skills. My boy toy started bragging about me to some of his friends.

And this white friend of his showed up at my place yesterday, asking for some help. So, I invited him and heard him out. He told me he’s never fucked because he gets nervous. Because he lacks skill, he loses his erection. That usually happens to men much older than him, the losing the erection part I mean. He told me he gets stage fright. And I have heard men tell me that before.

Sometimes Men Need Extra Help to Get Hard

But I can get the biggest cum shot out of any cock. And that’s just what I did. This boy possessed a decent size cock for a young white male. But I knew I could make it bigger. I make even big cocks bigger. It’s my mature oral skills. And my patience. Sometimes you need to suck a cock for longer than a minute to get it fully hard. Other times you need to slip a finger up that back door and find that G spot to get a cock fully erect.

My skills never disappoint. I took his 6-inch limp cock and turned it into 8 inches. For a high school boy still growing, I think he’ll be a heart breaker one day. Of course, he might be bisexual and just need something in his ass to cum also. But I think he just suffers from nerves. When a young guy shows a girl his cock for the first time, it can be nerve-racking. You never know how she will respond. But I but I understand a young boy’s stage fright. And I do my best to give them confidence.

I did get a huge nut from that boy. And I did it with a combination of my patience, my oral skills and a little bit of prostate phone sex to help him along. Don’t knock it until you try it, boys. Sometimes you just need a finger in the ass to get your cock the hardest so you can blow your biggest load ever.

GFE Phone Sex Babes Sometimes Have Big Cocks

gfe phone sexGFE phone sex babes don’t all have pussies. In fact, some of us have huge cocks. It’s pride month and I’ve been attending some pride events. Believe it or not, the pride festival in town becomes a great hook up spot. Straight men looking for some trans cock or men on the down low always go to these events as an ally. But they want to pick up some cock.

And I’m OK with that. If you’re willing to fuck a girl like me, you’re an ally whether you wear pride colors or not. Tommy flat out asked me if I was a trans woman because he couldn’t tell. Men always think they can tell a trans person, but they can’t. All these anti-trans people end up going after genetic women who just look masculine. And they never go after the feminine looking babes because they don’t think we could have a big cock between our legs or any cock between our legs.

Tommy seemed nervous. So, I invited him back to my place after the parade. And he told me he wanted a shemale domination porn star to fuck him. Pop his anal cherry. Although he does use various dildos for his back door, he’s never had the real thing before. Well, there’s a first time for everything, I told him. I pulled out my sexy tranny 10-inch cock, and I thought he might pass out. Not only did he not feel sure about my trans status, but he also seemed completely shocked that that such a feminine woman would sport such a big cock.

Only a Big Tranny Cock Can Find Your G Spot

Once he got over his amazement, he started to worship my cock. He went to the pride festival to pick up a trans woman. And he got one with a big fucking cock. Although he felt uncertain if he could take it in his ass, I assured him with enough lubrication and patience anything will fit anywhere. It’s the truth.

My cock fucks many virgin assholes. I can fuck a man gently. Or I can fuck him rough like he wants. Either way I work it in slowly initially, so I don’t destroy his asshole. A tight asshole seems like a rare commodity these days. And it’s something I’m always looking forward to discovering.

Before long, Tommy bent over the couch, and I gave him his first hardcore ass fucking. His first anal sex experience with a real-life cock. A sexy she-cock. I told him there was no shame in anal sex because the male G spot is in the ass. Why would it exist if it wasn’t meant to be played with? And even though the male G spot is in the ass, I firmly believe it exists deep inside where only something long can reach it for a reason. And that reason might be a sexy big tranny cock.

Men get yourself enlightened. And get yourself a sexy tranny cock in your tight asshole. In most cases your fingers alone won’t reach that spot. You need my help to reach it. If anybody can find your pleasure zone, it’s a shemale with a big cock.

Roleplay Phone Sex Lets Us Play Doctor So I Can Milk Your Prostate

roleplay phone sexRoleplay phone sex excites me because I get to be somebody else. Sometimes I even get to be somebody smart like a doctor. I know a lot of people enjoy playing doctor. Sometimes men in the VIP room want to play doctor. Usually, they want a round of show me yours and I’ll show you mine. But occasionally, I get an older guy in the VIP room who struggles to orgasm. And men like that need the bend over and cough type of doctor roleplay.

It’s a dirty job, but somebody needs to do it. And if they pay me right, I will milk a man’s prostate the way a doctor would. Many men experience erectile dysfunction with age. Unfortunately, I do believe it’s a sad part of the aging process. Just like women’s libidos tend to decrease with age.

So, when Charlie came into the club, I couldn’t tell by looking at him that he struggled with orgasms. But he picked me for the VIP room I think because of my age. Maybe he thought the younger girls wouldn’t know how to deliver prostate phone sex. Or he thought they might laugh at him.

But not me. I only laugh at men who come at me with big dick energy but sport a pinky dick. Charlie seemed like a nice man. He sat on the chair as I gave him a lap dance, and he had this rejected look on his face. So, I stopped dancing, pulled a chair in front of him and asked him what was on his mind. And he confessed that he’s tried many things and he cannot get his cock erect again.

Some Men Need Some Extra Help and TLC Cumming

 He feels horny, but his dick just will not cooperate. Viagra barely gives him a hard cock. He thought a lap dance might help. But I suggested something different. And he agreed to try it. So sitting on the edge of the chair, I pulled his pants down, and then I took his boxers down to his ankles. I had him switch positions on the chair, so he faced away from me. Then I instructed him to push his ass over the edge of the seat so I could reach his butt hole. I lubed up my finger and worked it in his old asshole.

Charlie started moaning loudly and I could see his arm jerking up and down his cock. Apparently, I found the right spot to give him the erection he desperately sought. I just wanted to get the biggest cum shot from his backed up old balls. And I wanted to make him feel good. At the end of the day, I’m a GFE provider who likes to take care of men one way or another.

He tipped me very well for cleaning out his pipes. I gave him two prostate orgasms, a blow job orgasm and a fourth load he shot on my tits. To say that Charlie was backed up feels like an understatement. He gave me four massive loads of cum. Plus a few grand for playing doctor with him. My pleasure. Somebody’s got to do the dirty work. And when it’s a nice older man like Charlie, I never mind milking a man’s prostate.

Prostate Phone Sex is Something a Sexy Tranny Delivers Best

prostate phone sexI’m uniquely qualified for prostate phone sex. And that’s because I have a prostate of my own. I can milk myself anytime I want. Men call me daily to fuck their ass. And that’s a form of prostate milking. If you ask me, it might be the best form of prostate milking. Why settle for a sex toy, your finger or even a garden vegetable when you can have a cock cleaning your pipes.

But some men need a little extra TLC. They don’t cum as easily as they once did. And I get it. Between the stress of life and medical conditions, plus age, older men just need a little extra help orgasming.  And that’s usually where I come in. Men find it less gay if the cock that cleans their pipes is attached to a feminine looking creature like me. But I don’t judge. I help. I help men enjoy the most intense orgasms.

Sometimes men call me for phone sex because they just need help cumming. They don’t want to roleplay. And they don’t want to pretend that they don’t know about my sexy tranny cock. They just want help masturbating. And I enjoy guided and mutual masturbation. I can stroke my cock while guiding some poor backed up old man on how to properly drain his balls

A Sexy Shemale is in a Unique Position to Drain Your Balls

I walked Leo through it all. The poor man is experiencing lots of loneliness, as well as medical issues, both of which affect his ability to enjoy intense orgasms. Leo does not own any sex toys. However, I can get creative. I’ve instructed men to fuck their asses with curling irons, ears of corn, beer bottles, and even garden vegetables. Leo did have a cucumber and Vaseline and that’s all he needed. Well, he needed my guidance too.

He listened to my directions. And my soothing voice helped relax him enough to work that cucumber into his tight asshole. Other than a doctor’s finger, nothing has ever entered his asshole. But desperate times call for desperate measures. And this poor man can’t remember the last time he had orgasm, but he speculates he came about five years ago. Some days I can’t go five minutes without masturbating. But Leo tries to masturbate. However, he seems like one of those men who needs a little extra help.

And me and that cucumber gave him all the help he needed. He ended up, enjoying the biggest cum shot of his life with a cucumber up his ass and me directing him every step of the way. He told me he shot a massive load on his chest. And I heard him orgasm. I suspect everybody in my building heard him orgasm. It sounded that loud. But he needed it. And I was happy to help him. There are many ways to orgasm. Let me help you enjoy a massive ball draining too with some creative masturbation too.

Prostate Phone Sex is Not Fun, But Very Necessary to Older Men

prostate phone sexAnything can happen in a strip club, including prostate phone sex. Even though I rarely take the stage anymore because I’m in charge of the girls, I still take requests for the VIP room. This sweet old guy came into the club to celebrate his 75th birthday. According to the owner of the club Ross first visited the strip club over 30 years ago, when the club opened. And he used to spend a lot of money. Then he got married and stopped coming into the club.

My boss told me he lost his wife last year and he seems lonely. I felt kind of honored that out of all the girls in the club, he picked me for the VIP room. Perhaps because I’m the oldest woman in the club. When we entered the room, I put on some 70s music and started dancing to a Donna Summer song. He seemed to love my music selection. But as I started twerking my ass in his face, he told me I didn’t need to take my clothes off.

Some Men Come into the Club Just to Talk

I get some phone sex calls where men just want to talk. No roleplay. Sometimes not even sexual talk. And I can switch gears easily. So, I grabbed a chair and sat in front of him. And I asked him some questions about his life. Sweet, lonely, old man. I encouraged him to tell me about his wife and his eyes just lit up.

He wanted to brag about her. I could tell that, even though this was his second wife, it appeared to be true love. When he told me he had not enjoyed an orgasm in a decade because of his wife’s illness, I never wanted to suck a cock so badly. But he didn’t want to cheat on her memory. It was all I could do to hold back the tears.

So, I explained prostate milking to him. And that it’s more medical than sexual. Plus, I don’t think anybody would consider prostate milking cheating. I asked him to just think of it as medically necessary to relieve some tension in his body. He clearly needed it. It took some convincing, but I got him to understand that backed up balls cannot be good for a man’s health. So, I lubed my finger up and slipped it into his asshole.

The Best Things in Life are Free

I told him the orgasm will feel more satisfying if I stroke his cock too. And he just laid back and let me. But it didn’t take long. I could feel the tension mounting quickly. I expected a volcanic eruption. And likely he would give me the biggest cum shot of his life. I called that one. His old dick shot off like a fire hydrant. He sprayed my face and my tits with chunky backed up cum.

But I don’t milk every old guy’s prostate. It’s not something I enjoy necessarily. But it is something that feels necessary to many men. And the sweet old guy needed an orgasm more than anybody I’ve met recently. Plus, he seemed so sweet and romantic that I wanted to help him. I almost felt bad when he tipped me $1000. I need money like everybody. But some things in life seem priceless. Like giving a sweet old man, a much-needed prostate milking.

Hot Phonesex Lets Me Take Care of Lonely, Neglected Cocks

hot phonesexI love hot phonesex. When I entered the phone bone world, I started doing this part-time. Just to supplement my income from the strip club. But now I do this full-time and the strip club is more part-time. I love talking dirty. But I really enjoy taking care of men.

And I really like talking to lonely men. Lonely men come into the club all the time. And they’re not much different from some of my callers. Married men seem taken for granted, and sex starved. Some just need somebody who cares and listens and wants to make their day better.

Perhaps this contributes to my perpetual singleness. I talk to too many men, and I meet them too, who are married, but have not fucked in years or decades. Why get married if you’re not going to fuck your husband?

So, this phone sex babe loves delivering the girlfriend experience. I don’t need a husband when I have my lonely men at the club and on the phone. Last night, I met a lonely widower at the club. Likely 30 years older than me.

But age doesn’t matter to me. Lonely men come in all ages and races. In my head, I called this man Mr. Howell from Gilligan’s Island. I used to love that show when it came on Nick at Night in the 90s. But this man came into the club dressed in an all-white suit before Memorial Day. He did look dapper though.

And he took a shine to me. I did not dance last night. But he wanted me in the VIP room anyway. Poor man became a caregiver to his wife who passed away from cancer. After the lap dance, I gave him a hand job.

I Love Taking Care of Neglected Men on the Phone and in the Club

Honestly, I would’ve fucked him. Such a sweet old man. Believe it or not, a decent cock on him too. Not sure if he took Viagra or not, but I don’t believe I ever felt a cock quite as hard as his. At 68 he still gets boners. But a woman has not touched his cock in 25 years.

And I knew his wife was sick. But she was not sick for 25 years. They got married in the 80s. This sweet old man gave me the biggest cum shot from a hand job I’ve ever experienced. His load shot across the room. And he let out a guttural moan that suggested he needed to bust a nut. I thought he might pass out from exhaustion afterwards. My pussy never touched his dick. The best paid hand job of my life.

For a bit, I wondered if this mirrored those playboy models trying to satisfy Hugh Hefner when he was in his 80s. Although, me Mr. Howell seemed closer to 70, he sported a neglected old dick. But what a sweet man. I would’ve jacked him off for free.

Although in my profession as a phone whore and a stripper, I’ve met my share of assholes, Mr. Howell, I would not include him among them. The sweetest old man. Afterwards, the owner of the club told me that man’s last name. In my town parks and buildings appeared named after his great grandfather. Old school money family.  So, I’ll help him out if he comes to the club again. That’s what I love about my jobs. I get to meet such interesting people and help them feel better.

Shemale Phone Sex Because I Can Milk Your Prostate

shemale phone sexMen need a shemale phone sex star fucking them. Never met a tight ass I would not fuck. This will be my last week in Florida. I decided to go back home earlier since the weather warmed up. But I made a pack with myself that I would fuck a few more assholes before I head home.

Now my sugar daddy just left to go back to New York. And I filled his ass up before he caught his plane. I enjoyed hanging out with him for a few weeks. He paid me handsomely too. Although I do not consider myself an escort, I will be a sugar baby for the right man occasionally. However, I will always be a dominant sugar baby. No amount of money will make me a bottom bitch.

I like being the one to give the hardcore ass fucking. And most men prefer a dominant tranny fucking them. That’s because they want fucked in the ass. They want me to massage their prostate. Think about it. If you want to experience a mind-altering orgasm as a man that requires something in your ass to find your G spot. You’ll never find that spot fucking a pussy unless you’ve also got a cock in your ass. I can thank the Internet for making special girls like me a lot more popular.

Men Always Want a Sexy Shemale Milking Their Prostate

Last night I went to a trans friendly bar here in Florida. I wanted to see what I could find. And I found Michael. He seemed like he might be looking for a girl like me. I took him back to my place and gave him that ass pounding he needed. And he begged for it like a little bitch too. Now this guy seems nothing like my sugar daddy. Some men seem like bottoms to me, but I don’t treat them like bitches. Yet others seem more like bottom beta bitch boys. And that’s what Michael appeared to be. So, he got my dick up his ass with no mercy.

Michael needed a prostate phone sex exam. I shoved my dick so deep inside his asshole that he squirted all over my floor. And because I could tell he was a bottom bitch boy Michael, I made him lick up his own cum off the floor. And he did it. Not all men will eat their own cum. But I love encouraging it, and sometimes even forcing it. What a great night. I’m going to find another bitch boy just like him tonight too before I return home. Too many asses to fuck, never enough time.

Shemale Phone Sex Getting A Guy To Fuck a Tranny

People ask me how many straight dudes love shemale phone sex surprises to fuck a tranny. Well, I’ve got a few tricks up my sleeve. First of all, I make sure to dress and present myself as femininely as possible. My curves are accentuated by form-fitting clothing that emphasizes my huge tits and round ass. When it comes time for intimacy, I slowly undress in front of them while maintaining eye contact – teasingly revealing more skin each step of the way until finally standing before them completely naked with my big cock hidden beneath folds of flesh.

I then invite him into bed or onto the couch where we can get comfortable together under blankets or sheets if needed so he doesn’t see what lies ahead just yet; this creates an air sexual anticipation between us both! Once settled down snuggle close enough for me to feel his warmth against mine – at which point things start getting hotter…

As our bodies press closer together unintentionally (or maybe intentionally), there’s no denying how aroused we both become from being so close physically like this…and emotionally too since you know deep down inside that something exciting is about happen soon enough once those final layers come off!

With one swift move on your part—whether its pulling back some fabric yourself out curiosity/desire–you find yourself staring straight into eyes wide open shock when they first lay eyes upon not only massive breasts but also their prize catch: A HUGE TRANNY COCK!!! It takes some guys longer than others process such revelations but eventually most succumb either because they were curious all along secret fetishists themselves or simply too turned on by the sight of my big cock to resist. Some guys might try denying it at first, but I reassure them that they’re not gay for wanting a shemale like me; after all, everyone has their preferences and fantasies! And let’s face it – who wouldn’t want an experienced tranny slut like Louise taking control?

Tranny Porn Pictures Serve as Foreplay

Men enjoy looking at tranny porn pictures. For most men looking at naked shemales or talking to one on the phone might be all they can hope for. I meet men occasionally at a bar or a restaurant who do not know about my panty surprise. And when they do discover it, they find it to be a pleasant present. The sugar daddy I met down in Florida while I’m snowbirding from winter, found it to be a pleasant present. And so did the guy I picked up last night.

The funny thing about the guy last night, however, is that he never thought about being with a shemale. He’s not a closeted fan like my sugar daddy or any of my callers. In fact, I think he assumed a sexy tranny and a transvestite are the same thing. Because when he saw my 10-inch tranny cock, he rubbed his eyes and did a triple take. He could not believe what he saw. I had a cock and that my cock appeared much bigger than his cock.

Although I do force men to take my cock in their backdoor pussies when they act a fool, this guy reacted respectfully. Shocked, but nice. He didn’t show his ignorance. Instead, he showed his curiosity. And he asked me a ton of questions. So, I answered his questions, offered him some bourbon and talked him into anal sex. I think the fact that I look so feminine shocked him. Like many men, he assumed he could spot a special girl a mile away. But he didn’t see me coming at all.

Not All Men Guess My Panty Surprise

So, I gave him a proper introduction to a hot ass sex. Showed him my sexy cock and introduced him to anal sex. Made him cum harder than he’s ever cum, according to him. But I hear that a lot. The male G spot can only be found in the ass. Most fingers don’t reach it. You need either a sex toy or a big fucking cock to find it. So, I make men feel better than most women because I can hit the G spot.

And gay men don’t like me. Gay men want men to look like men. My fan base is made up of straight men. She-cock curious men and men like the guy last night who never saw me coming in my sexy black dress and high heels. I popped his back door cherry, and he’s been texting me all day long to get together later tonight. Once you feel a big tranny cock in your ass going back to pussy seems boring. Think you could date a shemale domination porn star.