Tag: 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.

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!

Titty fucking porn

titty fucking porn

So this guy with me doesn’t have the biggest cock but his friend on the other hand is packing a huge meat stick that I would love to tease him about. We all are at my house and I take his big eleven inch cock and I start sucking it. My lips are grasping around it as I jerk him in my mouth and get him nice an swollen.

I put my bare titties out as his friend with the tiny cock watches and tell him that his cock couldn’t titty fuck me how I like. He grows hard watching me guide that big cock in between my tits. I squeeze my tits together around his cock and suck on his delicious cock head.

This is what I want. I want to milk him all over my mouth and tits and have the tiny dicked friend lick it up! That is what a tiny dicked man gets.

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.  

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.

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

Phone Sex Therapy: Are You Gay or a Cuckold?

phone sex therapyPhone sex therapy is one of my specialties. In my professional, non phone sex life, I have counseled young girls and boys about their sexuality. Young boys are curious if they masturbate too much or wonder if they may be gay or bisexual. Young girls want to know how to have an orgasm or if they should let a boy fuck them in the ass instead of the pussy so they won’t get pregnant. The kinds of sexual questions young boys have are not that different from the ones grown men have too. The difference is that grown men have more questions about their sexuality. In the Internet age, men see far more cock than they use too. Not locker room dick either. Guys are visual; therefore, porn is part of their daily routine. Even men in a healthy sexual relationship, jack off a few times a day. They see cocks often 2-3 times bigger than their own dicks. Sometimes, that causes arousal in men. For some it is because they are gay or bisexual just trying to deny it. For others, their arousal stems from picturing their woman with a man with a bigger cock. They start wondering if their woman would receive more sexual pleasure from a man with a bigger dick. They get even harder thinking about that. Either scenario makes a man look for a phone sex therapist. Very few men are comfortable with the fact that they find big cocks arousing. They need me to determine if they are gay or a cuckold. There is a difference that not all men realize. A gay man wants to be with other men all the time sans a woman. A cuckold only wants to be coerced into sucking a cock or getting fucked because his wife wants it. She is there watching, making it happen. A cuckold is essentially a submissive man who may or may not suck cock too! Are you gay or a cuckold? Let me help you find out.

The Oldie and the Tramp

Mature phone sex

This older gentleman that lives down the block from me was shoveling his driveway one day. I felt like that was a bad idea. He might be in great shape but you never know. So I called a buddy of mine quick and got him to get over to the older guys house before he started on the driveway. My friend plowed all the snow off his driveway, finished the sidewalks, shook the guy’s hand and left.

30 minutes later there is knocking at my door, I opened it wearing nothing because…well, it’s my house. The older man was at my door with his hands behind his back. He couldn’t close his mouth and couldn’t stop staring at my pussy. I smiled and asked him if he wanted to come inside. He nodded and then took a bottle of honey from behind his back and handed it to me. I giggle and asked him what it was for. He said “I know what you did for me. That young man told me it was you.” I said “ok, but what is the honey for?” He smiled and said I would like to lick your pussy and make you cum. My eyebrows went up…and he shook his head yes. He took me by the hand, helped me to lie back on the couch and went right to town and wow was he talented. I don’t think I have ever cum that hard from getting my pussy licked. He held me off from cumming many times but would get me right there again and again. He neglected nothing, my pussy my tits, my asshole. He was expertly fingering my pussy while licking, flicking and teasing my sloppy wet cunt. Finally, he let me cum, and it felt like it lasted for a very long time. My pussy was so wet cum poured out of me.

He actually got out his cell phone and asked if he could have a pic to remember me by. I said of course but that he could come back anytime. He took his picture, smiled and said he would text it to me too. What a sweet older gentleman.

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