Category: Mature phone sex

Sissy Maid Training all night long

sissy maid trainingI never knew about sissy maid training until I met my husband. He’s much older than me and his cock is so small. Good thing his bank account is nice and fat.
He swept me off my feet with his charm. I couldn’t wait to feel his cock inside of me. When the time finally came and I slipped my hand into his pants, I was horrified. I smiled awkwardly and he burst into tears. That’s when he revealed his secret. He was looking for a wife like me because he needed sissy maid training and he knew I was just the woman for the job.
He bought me piles of sexy lingerie and spa treatments. Then he sent me out at night looking for the biggest cocks I could find.
My masculine businessman spouse turned into a cum craving slut!! He loved watching me get fucked. He could barely wait until you left so he could lap up the creamy leftovers and jerk his tiny weewee onto my big tits. As for me, I am loving it. I feel like the luckiest woman alive. I can barely wait until tonight when I go out searching again. Are you a cucky slut, too, who needs some training or are you the oversize cock that I’m searching for?

Sissy Humiliation

sissy humiliationSissy humiliation Sunday? It is becoming a real thing with me. I think because yesterday was Mother’s Day, more guys than usual were getting sissified. Did you ever wear your mommy’s panties? One of the many things sissies have in common is a love for panties. On a psychological level, I think sissies know that their package is too small for boxers. The other thing sissies have in common is a small package. Did you try on someone’s panties when you were a little boy? The silk or satin, even cotton, feels good against a little nub. I bet if you tried on panties when you were younger, you popped a little chubby. Panty boys know that the closest they will likely get to pussy is wearing panties. With a little nub and a feminine demeanor, the best a panty boy can hope for is being a sissy. Women like me don’t give men with clits the time of day unless they pay us or we need a good laugh. Sissies do serve a purpose, however. Besides the small dick humiliation, they make great maids and pay piggies. One of the things I love most about being a sissy trainer is the fact that a sissy is so pathetic she will pay to be denied and shamed. Off the phone, I have a few sissies who pay me to clean my house. They also tribute me. I look at all money I receive from sissies as an annoyance fee. I need to be compensated for my time spent with losers. I am a hot MILF who can fuck anyone she wants, so time I spend with guys I wouldn’t fuck for a million dollars is time away from real men. On or off the phone, if you are a sissy in need of training be prepared to compensate me for my time. And, be prepared to do as you are told.

Teaching the neighborhood teens

Naughty neighbor phone sex

I put the word out in my neighborhood to all the boys out there that on Saturday night I would be having a lesson on how to please a woman. I didn’t think many would come. I think boys tend to be pretty shy at that age and wanting sex or being verbal about wanting sex can be intimidating. So I was shocked when nearly every boy in the neighborhood showed up.

I had about 20 boys eyes on me waiting to see what would happen. I had a chair in the middle of the room and they were all basically sitting in front of it waiting. I took my place in the middle of the room and slid my robe off. I wasn’t wearing a bra so my tits were the first sight and there was an audible moan from the “audience.” I smiled to myself and thought they will all jizz their pants when I take my panties off. Lots of eyes got very wide as I slowly moved them down my legs, bending over so they couldn’t quite see. Once I stood up, I’m almost positive half of them came. I sat down on the chair, put my legs over each arm so my legs were spread wide and started my lessons…
Until next time…when the lesson is in full swing.

Mother’s Day MILF

Milf phone sexI know today is Mother’s Day and you’re probably looking to have some naughty fun with a sexy mommy. Well, I may not be a mom quite yet, but I would love to treat you like my little bitch boy, you just have to make sure that you listen to me and abide by all of my rules that I set for you. You need to be my submissive, naughty son and treat me like the sexy mommy that you have always dreamed of having! I mean come on, just take a look at me and all of my goodness! I know that your mouth waters from just looking at my pictures, imagine how much better it will be when you let me boss you around as your MILF of a mommy! Put my big titties in your mouth and suck on them like a good boy, I love nursing you like a good mommy should for their little boy! It’s my special day today and I need you to electrify my body! Show me how much you love me, respect me and care for me by catering to me from head to toe! I’m bratty, i’m spoiled and I deserve it! My pussy is too pretty, it needs to be licked all day long! I am your dream come true and any man would be lucky to be my horny son! You’re addicted and you can’t get enough! I love being hott!

Happy MILF Phone Sex Day

milf phone sexHappy MILF Phone sex Day!!! Who wouldn’t want a step mom like me? My non-spawn knows his dad married a hot young piece. I strut my shit in tiny bikinis, the shortest shorts, and of course, these fine tits busting out of my shirt. All designer, of course. I’m no cheap piece of fuck meat. Everything comes with a price, especially a hot box like mine.

I have to admit I liked the attention of the young ones when step brat brought them home to gaze upon my tittilicious charms. I made sure to lose my bikini top at least once in the pool. I even caught him and his friends with a pair of my panties once, sniffing them. I made sure all three of them left to school the next day wearing a pair. He admitted later that he kinda liked it. I bet you would, too.

I love my life as a MILF. I ooze pheromones that draw men like bees to flowers. I like a male who knows his place and keeps me licked clean from hole to hole. An obedient little lap doggie who is so grateful that he showers me with money and gifts. One who doesn’t mind if I get a little extra cum on the side. Some might call me slutty, but I just call myself spontaneous.

Let me show you the joys of having a rich bitch MILF to satisfy you. A mature woman has never tasted so damn good. Leave that gutter trash alone and go for the gold, lover.  

Gear up for the Fourth Of July

Cuckold phone sex

I am gearing up for one of my favorite times of year… 4th of July. I love the 4th, festive and fireworks, parties and cookouts. This year I decided to turn it up a notch. So I had these pictures taken and I am having some flyers made for some sex clubs in the area. I want to have a huge 4th of July gangbang. I haven’t decided all the details but I know I want to be the center for every guy’s cock that shows up. Food, dips, chips and dicks! I’m even thinking to make it an outdoor tent event. With barrels of ice and beverages, a few grills and a center “stage” area where I will get fucked and fucked and fucked. I don’t think it’s too farfetched of an idea. The best part is, that my sissy hubby can have a perfect view of me getting slammed by multiple cocks, making me cum like he cannot. What if a hundred guys turn up! Should make for one of the best 4th of July holidays I’ve had. Oh and I think sissy hubby will wear a tiny red, white and blue thong the whole time, he’ll look like a pretty little sissy.

Exhibitionist sex

Mature Phone Sex Blowjobs: Size Matters

mature phone sexMature phone sex women give the best head. Did you know that? If you call a young girl for a virtual blowjob, chances are she just makes sucking sounds and moans oh baby oh baby a few times. I have been sucking cock for over two decades, longer than many coeds or hot teen sluts have been breathing. When a guy calls me for head, however, I ask the appropriate questions. The most important being how big is the dick I’m sucking?  Of course, the phone call turns drastically different depending on the answer. I am only sucking a cock that is 7 inches or bigger. Real or virtual, a blowjob from this sexy milf is a privilege, not a right, so only the gifted get head. What do the not gifted receive? Small dick humiliation. If you want head from me with less than 7 inches, you are shit out of luck. You get humiliated and perhaps cuckolded too. This is a pay service. I do understand that, however, I’m clearly a size queen. I am clearly a dominant woman. If you call me without having done your homework, I will not take pity on you Loser. I have not sucked a small cock since Bill Clinton fucked his intern with a stogie. Mature sexy women enjoy a certain freedom that young girls do not. That is the freedom of selection. I don’t need a man’s approval. I am never worried that maybe there won’t be a better man to come along. I know that I can be choosey because men with big dicks enjoy a confident, sexy lady; especially one who can handle a big dick better than a coed. Real men want enthusiasm for their big dicks and they want a chick who can swallow a thick long cock and take a load of cum. I will take your call if you are bigger that 7 inches or smaller than 7 inches. Just know that if smaller, you don’t get great blowjobs.

Being watched is my favorite

Best phone sex I was just laying pool side yesterday and I couldn’t keep my fingers out of my dripping wet pussy. I was just so fucking horny and I couldn’t wait. As I was laying on a chair I undid my top and moved my bikini bottoms to the side, I started rubbing my clit getting myself ready for my fingers. I felt like someone was watching me but that turned me on more so I shoved 2 fingers in my pussy and started finger fucking myself faster and faster. My moan grew louder as I started fingering my tight little asshole with the other hand. I glanced over my right shoulder to see my neighbor looking the through the fence jerking his cock staring at me. I didn’t mind I kept going till I squirted all over myself and I seen my neighbor blow his load all over his hands watching me lick my pussy juices off my fingers. I will say this was a successful pool day.

We need to be alone tonight

best phone sexWe need to be alone tonight, you and I, we need to explore each others bodies and take our time for once! I’m tired of rushing and just having quick meaningless sex, I want the real deal and I want it now! We’ll have a nice romantic dinner with a few glasses of wine to loosen up and relax, then we can take things upstairs. We’ll undress each other and you’ll get down between my legs and lick this juicy wet pussy of mine. Get me wet baby, make me cum all over your face before you pound this pussy hard as fuck! I want a good pounding baby, I need it! I’m hornier than I’ve ever been before just thinking about it! Come give me what I need!

Sissy Humiliation with Our Site Sissy

sissy humiliationSissy humiliation is one of my favorites things to do as a phone sex woman. This company sees a lot of sissies too. No sissy is as pathetic as Sissy Michael, however. She is the personal sissy of our fearless leader, Mistress Levi. One of the many perks of this company, however, is the chance to shame Sissy Michael ourselves. I have quite the sissy fan base, but our site Sissy makes them all look butch in comparison.

sissy maid storiesSissy Michael or as I like to call her, Sissy Fairy Fag, even has her own website so anyone can call and shame her. If you enjoy sissy maid stories, I have plenty to share with you. Sissy Fairy Fag dress up like a princess, maid, pig, bunny and a baby, depending on her orders and mood. She has quite the sissy wardrobe. She goes out in public without shame completing humiliating tasks like buying panties and getting her nails done, even shopping for diapers. They might be humiliating to a real man, but to a pathetic pansy, they are embraced with glee.

best phone sexI have spoken with Sissy Fairy Fag on more than one occasion. She sings little sissy songs and relishes in telling her long history of sissydom. Sissy Fairy Fag deserves shame. First, she is pathetic. Not just for wearing feminine clothing and prancing about in public, but because she has a tiny little clitty stick. I could share photos of her shrimp dick with you, but you cannot unsee it. She frequently poops her panties too. Disgusting, I know. Not like she can’t get to a bathroom. She likes being teased for being a poopy pansy. Hard to believe, right?

sissy maid trainingThe best phone sex is not always pleasant, but it is enjoyable for the sissy. I love teasing and laughing at Sissy Fairy Fag. I also enjoy making her tell me all the humiliating things she has done in her life as a sissy. If you are a sissy, entertain me. I bet no matter how pathetic you are, you still aren’t as pathetic as Sissy Michael!

tease and denial