Category: Erotic roleplaying

Being a cougar

best phone sex genessaI had never even considered the idea of dating a man younger than myself. I thought all those old cougars looked so silly walking around with their eye candy. Everybody knew it was a money thing. The young men just wanted the woman’s money is what I always thought. Then I met you at the coffee shop. We struck up a conversation and sat at that table for hours. You seemed genuinely interested in the things I had to say and listened intently to every word. When you asked me to dinner, my heart raced. This handsome man, who had to be at least 10 years younger than me was asking me out! You exuded a sensuality and sexiness that drew me in. I accepted immediately, not caring what the rest of the jealous old biddies had to say. Dinner and dancing were so much fun! I haven’t danced in many years, but I stay in shape by going to Zumba and Yoga at the gym, so I had no trouble keeping up. One thing led to another. I was so hot for you. I didn’t want to appear too eager but when you took me home, I invited you in for a nightcap. I am so glad you took me up on my offer. As we relaxed on the couch with our drinks, you lean in for a kiss. It was such a sweet kiss but ignited flames of desire that had been smoldering. In no time at all both of our clothes were lying in heaps on the floor. We are exploring every nook and cranny of each others body. I am fascinated by the tightness in your your chest and stomach. You use your mouth to trace a line from my mouth to my cunt. Once your tongue hits my pussy lips and delve between them, I gush cunt juice all over your face. You just keep right on going until you have me begging you to stop. At the same time I have moved down your body to an incredible looking too. Once I take that fat head into my mouth, I have you moaning like crazy. It isn’t long before I am ready to have you in my pussy. When you enter me, it is exquisite. The pleasure is incredible. You move trance-like until your body releases that sweet man-seed into my waiting cunt. The heat from your cum sends me over the top and we cum together, breathless, exhausted, yet already looking for the next time.
Hopefully it is sooner, rather than later. I would love to let you use this tight ass in any way you see fit.

Feast of Fabulous Wild Men Day: A MILF Phone Sex SLut’s Favorite Holiday

milf phone sex farahDo you know what MILF phone sex sluts do on January 12? They celebrate Feast of Fabulous Wild Men Day. Sounds like I made that day up doesn’t? It is an actual day designed to take in the beauty of hunky men. It’s a day fit for a mature whore like me. So how does a horny old broad celebrate this day? By inviting over a band of hot young studs. Guys have been ogling young girls for centuries. It is about time that women have a day that they can get buck wild with men half their age.

I’m a sexy MILF anyway, so honestly, every day is Feast of Fabulous Wild Men day at my place. Since divorcing my last husband, I have often preferred the company of younger men. Today is really no different than any other day in my life. Well, maybe different in the aspect that I entertained 10 of the best built and nicely hung men I know, instead of one or two at a time like usual. It was like a beauty pageant for men in my living room. Chiseled abs, rugged good looks, nice hard working cocks, asses you could bounce a quarter off of, and each one dedicated to my pleasure. Fingers, tongues and cocks adored my pussy and ass all morning. That is one of the reasons I love younger men. They will spend hours between a woman’s legs. They have time on their hands and are eager to please. Men my age are slaves to their jobs. Men half my age are slaves to my pussy.

I spent the morning masturbating to eye candy, getting waited on hand and foot and having my hot pussy worshiped by young studs. Indeed, Feast of Fabulous Wild Men Day is a hot MILF’s favorite holiday.

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The perfect man

best phone sex claudiaI was out the other night having drinks and saw the perfect man standing across the room. He had auburn hair, tattoos on his arms and a body to make even a goddess take notice. He was very eager to come home with me. My sissy husband was there waiting when I came in with one of the sexiest men I had ever brought home. We all 3 went to the bedroom. I told my little bitch husband to sit in the chair in the corner and watch me get fucked by this beautiful man and that if he was good he could swallow his cum. This man was an adonnis naked. Pale and a few more tattoos. I got on my knees took his balls in my hand and his cock in my mouth. He got hard so fast and was so fucking big. Even a goddess like myself gets surprised from time to time. I began sucking taking him all in. He grabbed the back of my head and started fucking my mouth. He then told me to put my ass up in the air he wanted to fuck my tight pussy then my tight ass. My perfect little sissy cuckhold bitch husband just watched as he slid into my pussy balls deep in one hard thrust. I yelled out “YES” He started slow and I pleaded for him to fuck me faster and harder. He did… I looked at my pathetic husband and through my moaning I told him this is how a real man fucks a woman properly. He was fucking me like he owned me. Little did he know! He pulled out of my tight pussy, it made me feel empty. Without warning his huge cock was sliding into my ass, it was wonderful. I asked my husband if he wanted his ass fucked like that. His reply was please. I told him that was too bad this was my cock tonight. Finally I knew my sexy stranger was going to cum and I told him go to that man over there and let him finish you off and swallow every bit of your cum. Without hesitation he did. My bitch husband took that cock in his mouth like a pro and started sucking like his life depended on it. It didn’t take long and our sexy stranger blew a huge load down his throat and my husband took every bit and loved it. My sissy husband even said “Thank you goddess Claudia”

Cougar

best phone sex gloriaI am the phone sex cougar of your dreams. I am mature and experienced and will have you on your knees in a second flat. I may be mature but still built like a brick shit house. I take care of myself and have the bank account to do it. I love being a cougar and making you young bucks do exactly what I say. I want to watch you stroke that cock in front of me and get it hard. Then I’m going to put it in my mouth and get it glistening wet and taste that pre cum. I will be touching myself getting wetter and wetter until I’m ready for you to slide your huge cock into my tight pussy. I promise I will feel like silk and I will make you cum so hard inside of me. Call me and have the best cougar phone sex ever!!

Best Phone Sex w/ Delicious Felecity

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You must be looking for the best phone sex fuck, and you found it. I’m your slut of the night and a goddess at cuckolding my men. I get off knowing your just getting rock hard as I take other cock. I like young strangers and I love gangbangs.

My cunt is always open to getting filled with jizz. I will tease a pathetic fuck like you about your small dick as I am fucked by bigger cocks. I will go on about how fucking awesome it feels to get get stuffed by such big hard cocks. You will come close and watch me get fucked. Your mouth will be ready to clean that big hard penis as it slips out of me. Slurp every drop of cum off of it and then work on my cunt.

Say Hello To The Black Widow

best phone sex renee“Get down on your knees, NOW!”
As I raise my whip I see the whites of your eyes. You feel the sting on your flesh as the sound of my voice meets your ears.
“Did I say you could look at me? Roll over on your back you insolent fool.”
I raise the whip high in the air and bring it down with perfect accuracy to meet the tip of your throbbing dick. Instead of going soft from the sting you get harder. Your nipples are responding to the feel of the leather whip being run across your skin, up your abdomen and to your mouth.
“Lick it like you would my pussy. If I should decide to give you the pleasure that is.”
Sticking your tongue out, you obey, longing for the feel of the sting again.
I walk around you and crush your dick and balls with my highly polished black stiletto boots. You know the spiked heel will soon enter your pee hole and shove so far down in your cock that the pain will make you moan with pleasure.
You know that the Black Widow kills her mate after she uses him for her pleasure.
You long for what ever it is I have to dish out and you will beg me for more before the night is done.
Submit to your Mistress.

She Dreams Of Sissy Maid Stories

sissy maid storiesEach year we all take a wonderful vacation and everyone’s favorite Sissy helps make that come to fruition. She begs and pleads all year long for humiliation and shame just like she deserves and we all give her what she wants and then some. Being fairly new here I have yet to dish out any humiliation of my own, however, I have heard that it is Sissy’s fantasy to accompany us on vacation one year and be our Sissy maid. She longs to wait on us hand and foot, cooking and cleaning in her pretty pink maid uniform. She longs for the Sissy maid stories that she will come away with and be able to share with…with….with…come to think of it, there isn’t anyone she would be able to share these stories with because she hides the fact that she is a sissy from everyone but us and we will all know all about every Sissy maid story she will have to tell. That is almost as sad as the life she leads as a fake man in a court room surrounded by real men who would laugh at her and ridicule her if they ever found out the truth. Maybe one day our head bitch in charge, Levi will do the honors of introducing me to Sissy. Until then Sissy, let your pantie wearing flag fly high! Maybe some day you will get what you wish for….

Phone Sex Therapy with Sissy Michael

phone sex therapy

I just had an interesting phone sex therapy session with Sissy Michael. I really need to figure out what makes her tick so I can find a sissy of my own. Michael is sweet and so sensual in that pink frilliness. She is not ashamed of who she is. I really try to understand why she feels that being a New Year’s permanent punishment pansy is the way to go or why she deserves public ridicule and perpetual teasing & sissy shame. Being a therapist, I feel that she has the right to express herself as she sees fit. If dressing like a faggot bunny and parading in public makes her feel better, then do it!!!
So, is Michael an attention whore or a sweet sissy crying out for help? Does the humiliation turn her on? Does that cock get hard in those lace panties or is it the feeling she gets when people see her and whisper that gives her pleasure? Is pink Sissy Michael cumming in those panties as she begs and pleads for humiliation and has to even PAY for it. Is being a cash piggy like a form of stimulation?
I’ve got to know, Michael. Does your cock quiver when you pay out the money for ridicule and humiliation? I mean, does that little weenie weep in your panties when mean girls make fun of your pretty clothes? Poor, poor Michael. Keep skipping and flouncing and tell them all to kiss your ass. Just be yourself.

Your loving therapist,
Rebecca

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I’m a BAD Girl

Ass fetish (2)

I said I was going to be a good girl this year, I said I was going to let my ass not get fucked anymore… but it’s not even a week into the new year and I’ve already broken my resolution. I’ve already managed to be a very bad girl. Just the other day I wasn’t able to resist it. He told me he had read my blogs and saw that I was a naughty girl, saw how I liked to have my ass stretched out and pounded. I couldn’t deny it… It was true. I loved the feeling of my ass getting fucked. The pressure, the feel of that cock going way past my belly button and the way it makes me feel like an absolute whore. How can I say no to that? He knew I couldn’t in fact, he told me I had no choice. He forced me on my knees in front of him, I tried to scream and protest but I am too tiny, and he was too strong. As soon as I opened my mouth his cock was in there, fucking my throat. He held the back of my head and pushed it down more telling me to choke on it like the slut I am. I could feel myself getting wet but I knew he wanted me to resist him. He wanted me to cry. And so I did, as he flipped me over and spread my ass cheeks. As he push the head of his cock into my tight little ass. As he slammed it deep and fucked me like a whore… I cried and begged him not to, but he wouldn’t stop until he  came.

Blowing my Resolution!!!

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It’s January 5th and I already blew my New Year’s Resolution. I had no plans to fuck up so soon but when he walked into my office, I was overcome with this need. His thick juicy muscles and that package in those Wranglers was irresistable. I asked him why he needed my services. I was floored to find that he was a nice guy who was mistreated by girls looking for a “bad boy.” I smiled, figuring he must have a miniscule cock. Surely, he could not be that nice without some sort of flaw.
We had a long session and I was confused. I was finding a genuine nice guy. I asked him about his sex life and if it was satisfying. He turned red, looking at the floor. “I like to wear panties.” he whispered. “Show me? ” I asked. He wiggled out of his tight jeans, revealing a large swollen cock, leaking pre-cum through a pair of silky panties. I couldn’t resist. I reached out to touch him, pulling the damp panties back to reveal 9 inches of meaty goodness. I slid to the floor and took him into my mouth. “Please touch my ass.” he whimpered. I slid my slender finger into his backdoor pussy and he moaned like a girl. By the end of our session I was reaming his puckers with my personal vibrator as he blew cum into my mouth. What I had discovered was a full blown sissy. As he lapped at my wet pussy, I realized that I had blown my Resolution.
“Don’t get your Sugar where you get your Bread n Butter.” My own Daddy’s advice thrown to the wind for a piece of fine sissy cock. Oh, well, fuck it. Sometimes a girl just wants a good time and I sure found mine. I’ve signed him up for the next 6 months to help him become the “girl” that he wants to be. Stay tune for more “Panty Boy Tales.” Or is that Tails?