Category: Erotic roleplaying

I took him for everything

best phone sexThis guy was a total dick to me but I could tell that he wanted me bad so I sucked it up at little at first. I let him think that he could do anything he wanted to me until we were finally alone and then I let him have it. He was a little bitch with a tiny dick and I made sure to take many pictures of his tiny little peepee and told him that if he was ever disrespectful to me again that I would make sure to show everyone in his life what kind of pitiful dick he had. He was crying by that point, begging me to not publish it but he had me so mad that I posted a shot of his cock on my twitter and asked everyone to guess who it was. I made him pay me to take it down and now he is my little bitch because he knows that at any moment I could out him to the world.

Small dick humiliation with Gwen

small dick humiliationHello baby, Guess what it is time for some small dick humiliation. I have a hot roleplay just for you!

See, I have already seen how small you are. I workout at the same gym you do. I know your muscles over compensate for something! I met you in the locker room for a little fun. I rip off your towel and have a good laugh at your teeny small dick size. I was right, little small dick, great body! What a waste! I have a couple of guy friends who are just perfect to introduce you too. I line you up and measure your dick size so I can compare how little it is!  Look That hot dog weenie is getting hard. It makes me laugh and I tell you that the smallest cock out of the bunch is still bigger than you and he’s still soft! 

This is when I have you hold each of their cocks while we do indeed measure  them, and make you tell your very hot mistress each how good they feel in your hands. Now it’s time for you to get on your knees as I  hold them and make you kiss and suck the heads. Imagine a hot beauty making you suck dick for her. It’s because she knows you are jealous and need to worship them. They get hard and I feed you cocks and cover your pathetic face with them.

You should be jealous of how big they are and how small your hard dick is for me and those huge dicks! Suck and kiss those huge cock heads, lick the sides and hold them in your mouth. Jack off your small dick as you become my cock sucker! Don’t worry baby it is just some Phone sex therapy! You get to cum this time! 

You Don’t Have To Buy Me Dinner

Best phone sexI know it is time for me to get back in the game and lord knows I really need a nice fat one filling my soft wet pussy!

So I went online and found my “transition guy”…you know, the one you just ride like jack hammer until you get your mojo back!

I want to make sure that I am just slutty enough to be fuckable so I found the sexiest dress! It is tight on the top, showing off my perky tits and loose on the bottom for easy access.

Paired with a sweet set of silk thigh high stockings and some fuck me pumps, I am ready to go!

Hot sexy womanHe was a complete gentleman, opened doors, pulled out my chair, complimented my outfit and gave me a nice kiss on the cheek when he dropped me off!

What the hell! Is there some thing wrong with me!

Don’t get me wrong, this guy was as vanilla as they come, but still, I was craving…No! I was NeEdInG a hard cock slammed inside my tight pussy!If I go one more day, I think I can be declared a virgin again!

Isn’t there a man out there who can just pound my aching pussy until I squirt all over his balls?

You don’t even have to buy me dinner!

I just want to feel something hard filling up my fuck hole that doesn’t require batteries!

 

 

 

MILF Phone Sex Never Want for Cock

milf phone sexMilf phone sex sluts never want for cock. The truth is that men are attracted to older women, even men who are the same age respect a woman with experience. Mature women are seasoned. You do not have to teach us anything. In fact, we can likely teach you a few things. Mature women are confident. No leaving the lights off. No fucking in full make-up. No caring about our hair getting messed up. Mature women do things that make younger women squeamish like swallow cum, take cock in the ass and share you with friends. I was never as open with my sexuality when I was younger as I am now. Part of that openness comes with age. Some of it comes with knowledge. Knowledge that a woman’s sexual pleasure matters. Knowledge that it is not wise to limit yourself sexually. Now, this sexy babe is enjoying sex more at 50 than she ever did in her 20s. Of course, most of my lovers are in their 20s. I have been playing around on Cougar Life since quarantine started. I never needed a dating site to hook me up with younger men, but without being on campus and not going to the gym, it has been challenging. Drew is who I hooked up with last night. He had skill for his age, so I asked who taught him. He lost his virginity in high school to his best friend’s mom. He was wet behind the ears still and she took the time to teach him how to eat pussy and have some lasting potential. I have this philosophy about younger men. If they are good in bed beyond their years, they had an older woman as their first lover. But do not fret men, it is never too late to learn new tricks with a mature phone sex woman.

Erotic Roleplaying & Sensual Blowjobs

Nothing is hotter for a Romantic weekend getaway than some erotic roleplaying fun. These role plays always start off with a very erotic teasing and sensual blowjobs. Nothing more romantic than sipping wine at a little fire with a sexy lover. Making out under the Fall sky full of stars and getting tipsy on wine. The soft stroking along my thigh with your fingers as you lean in to kiss me. I am really feeling the wine and giggle a little as I seductively dribble a little on my exposed fleshy part of my breast in my push-up bra under my soft fuzzy low cut sweater. You lean to lick it up and move your big hands under my sweater and beneath my bra. Fondling and licking at my breast as I gasp and spread my legs. You take that as an invitation and slide down and start kissing up my thighs. My sheer white panties can’t inhibit the sensual wetness and smell of my pussy nectar. I am so fucking turned on as your tongue slips between my lips and you start exploring my wet cunt. I moan and gasp a little as you have me so fucking on edge. Flicking your tongue on my clit and a finger slides between my moist lips. I can’t help myself from exploding my hot cunt juices all over your mouth. You come up and kiss me as I work your hard dick from your pants. You standing over me now as I take your length in my mouth and slowly sliding my plump glossy lips up and down that shaft. Licking and teasing the head a few moments I move to stroke and suck as You arch and put your hands on my head. I take all of you semen in my mouth and swallow every drop.

Erotic Roleplaying

Fantasy phone sex slut Angela

fantasy phone sexI can’t wait to get on a naughty, fantasy phone sex call later and tell all of the details of what happened today! I got home early from a shopping trip and saw a strange car in my driveway. I figured it was just one of my stepson’s friends and didn’t think much more of it. I walked inside and as soon as I stepped in, I could hear my husband in the bedroom, moaning and begging for a cock in his ass. I knew that he was in there with his boss again. I had already caught my husband on his knees sucking his boss’ cock at our Christmas party last year. I think it’s hot as fuck watching my husband beg for a stiff hard dick in his tight asshole. He’s usually watching my slutty fuck holes get rammed with a dick, so this was a nice treat for me. I sat on his cuck slave chair, next to my bed and rubbed my hot, wet cunnie as his tight asshole took a pounding! It’s been such a hot night already!

 

 

I Love Being a Phone Sex Therapist

phone sex therapistI am a sexy phone sex therapist. I know I am naked on the Internet and I talk dirty for a living, but I am a smart and educated woman. I have a Ph.D. in psychology, and I am a licensed therapist and a professor of psychology. I can work the phones a lot more now that college is online at least for this semester. I am itching to be back in the classroom. I love teaching. I love phone therapy too. The difference is that when I am teaching, I am meeting young men I would actually fuck. When I am on a phone sex therapy call, I am usually talking to losers. I talk to all kinds of men on the phone, but because I am a therapist, most of my callers are cuckolds, sissies and panty wearers. I do not fuck cucks, sissies or panty boys. I need a real man with a big cock. That is why I teach, and I do phone sex. I like to get laid, but I like being a therapist too. I enjoy helping losers get the most out of life and come to terms with their pussy free futures. I do not always give losers what they want to hear, but I help them accept their situation. And when you can accept that you will be denied pussy, shamed for being a tiny dick loser, sissified and forced to watch your woman take a real cock, you will be much happier. It is liberating to accept that you are not worthy of pussy. You can bitch and moan about having a tiny dick. Or you can accept that your dick will not give any woman pleasure and focus on making women happy. Get your happiness through the happiness of others. The best phone sex therapy tells you how it is and does not just tell you what you want to hear.

An Afternoon Fuckboy

fantasy phone sexI saw him across the aisle, pumping gas and looking all hot in those sweatpants and I knew that this was going to be my fuckboy today. I casually walked over to him and made conversation before dropping all subtleness and asking him if he would like to join me at the nearby park for a little fun. Nobody turns down a hot cougar and we were on our way. Being the whore that I am I already had a blanket in the back of my car. I led him to a secluded little opening just covered with trees and laid down the blanket. Nothing was left to my imagination as his cock was looking good in those pants. I smiled as I pulled them down and started having my way with that big beautiful beast. I deep throated him and sucked his balls dry. I then blew him again making that dick stand at full attention. I spread my legs and pointed for him to get busy. I held his head between my legs as I rode his face. I didn’t let him up for air until my pussy juices covered his face. Bet you would like to play with a hot ass cougar, too wouldn’t you?

Pleading With The Devil

Mature phone sexMy world is about to be turned upside down!

I had the best daddy in the world. He took such good care of me and treated me like a princess but his wife is threatening divorce and a scandal like me would destroy him. So I am alone.

Don’t get me wrong, I am not a spoiled brat or anything, it’s just that I am used to having a man with class, a gentleman that knows how to treat some one like me that has sensual desires, erotic needs. and a salacious sexual appetite!

How am I going to find someone else to fill these basic essential needs!Sexy babe

 

 

I need a man to caress my ass while I lay on my stomach after hours of explosive sex, to run his fingers up the inside of my thigh as we sit at the bar fantasizing about a threesome with our sexy waitress, a gentleman to hold my door and then smack my ass after I pass through!

These men are far and few between and know I was so lucky to have mine for so long!

But a girl like me can not live without that.

My sexual needs are the core of my very existence!

Erotic roleplaying

 

 

 

 

 

So I lie on my bed and smell the pillow where his head used to rest, inhaling his scent and getting so wet! I slide my fingers up the soft skin of my inner thigh, just the way he used to.

I feel his warm breath on my neck as if he is still here and my pussy automatically starts to twitch!

I slide my blue tooth vibe in my tight cunt and wait, hoping, he could read my mind and make me cum one last time…aching,,,and then finally pleading with the devil to bring me another man that can make me want to scream his name!

Then the phone rings…has the devil answered my prayers?

I lost a bet

best phone sexI was out playing pool last night with a few friends last night and after a few drinks we started making bets on who would win. We weren’t playing for money more like things we would do yanno? Well long story short I lost and had to strip for the whole bar and masturbate with a huge vibrator in front of everyone… and not just my pussy I had to fuck my ass with that giant red vibrator too. Well I am not the type to wimp out on a bet so I stripped down to my birthday suit and hopped up on the pool table and spread my legs. I cranked it up high and had my pussy dripping wet in no time and once I came I was so fucking horny that I was happy to shove it up my ass too. I came several times and left with a few numbers too I think I’m kinda glad I lost that bet.