Guided masturbation phone sex

Sissy phone sex – Chazzy – Mistress Mandy 1-877-732-6360

By Ms. Mandy August 5, 2025 Addicted to Mandy, cock sucking, guided masturbation, Panties, sissy training, small penis humiliation 3 Comments

Sissy phone sex with Mistress Mandy.  Chazzy is my latest creation. I own and control Chazzy. Formerly a man, I have turned her into a girl.  I had her burn her men’s underwear, she is now to wear only women’s lingerie, panties in particular.  I like her in panties, and when I dress her up, I have her repeat
over and over, “I am a girl, I am a girl!”  She has a high sissy voice, and it gets higher as I make her say it over and over.

Chazzy has been trying to be a boy, But I have made him sure he is a girl, but he is thinking about naked boys.  He has shaved all his hair off, at my command, and he did. He thinks about boys after he shaves. Then he painted his toenails, and then he wonders, and thinks he is a girl instead.His tiny dick just sticks in his panties, I told him to tuck it, it’s only 5 measly inches. He is a girl with a little clitty, little tiny clitty, all shaved.  I am making Chazzy say he is a girl. I am brain washing Chazzy. She is saying it over and over. A sissy girl, with a sissy voice. Making me laugh. She thinks she is a faggot.  Chazzy is addicted to Ms. Mandy.

Going to Macy’s to get a makeover in girl clothes, she is going to get a hard on in her skirt. Then once made up, she will go to the gym dressed up as a girl, and suck cock. Now she is sucking her own cock. Cock sucker!  Chazzy is a cock sucker and a girl.
xoxo’s Mistress Mandy
"sissy phone sex"

MARATHON MAN in my Masturbatorium Room | Ms Mandy for guided masturbation phone sex – 1-877-732-6360

By Ms. Mandy August 5, 2025 guided masturbation
JOI

Call Ms. Mandy Guided Masturbation, Fetish and Domination phone sex sessions at: 1-877-732-6360

Hi Stroker Boys, along with guided masturbation phone sex, I been having loads of fun at “Casa de Stroka”, (my home in Princeton where I live with my cuckolded husband).
AND,  my Stroker Boy “MARATHON MAN” has been at it again, stroking away, and teaching all the wannabee strokers how to masturbate for days on end.

I do adore my Masturbatorium Room.  Marathon Man, (who will be referred to as MM) stands on a platform, once up there, the learn-a-bee stroker boys, assume their various positions.  I have had a number of improvements in my Masturbatorium Room, over the past summer.  Some of my strokers are contractors and had volunteered to do all the fix-its, that were necessary to make me happy.  Of course you all know that making Ms. Mandy HAPPY is the number one reason you all exist. Some of the improvements include, MIRRORING the entire room. Different benches, this is for various forms of humiliation never thought of before by ANYONE, other than creative Ms. Mandy of course!

Aside from the benches and mirrors, there is a shelving installed where sex toys, and lubes are at hand, depending on what stroker lessons are needed that day.

I will keep you posted on some of the antics that have been taking place, since the improved Masturbatorium has evolved.

Meanwhile in honor of Marathon Man’s talent in showing stroker boys, how to manage “NOT CUMMING” (because after all) I do enjoy Orgasm Denial phone sex as you all must already know.  After all you do not deserve to cum or have pleasure.  That is reserved only for ME, Ms., or Mistress to you, Ms. Mandy!

MM’s first assignment was to teach stroker boys, various uses of pantyhose, girdles and condoms. This is of course a ritual that MM developed over the years.  Other sessions will be starting this fall, be sure to sign up!

As a further treat, I will post below some ramblings, MM has sent me, you can see his exciting enthusiasm for the art of Masturbation.  Which is what I hope you all LIVE for!  Masturbation is a privilege, not a right!
Xo’s Mistress Mandy
___________________________________

"sissy phone sex"

Feminization and transformation and sissy phone sex with Ms. Mandy at: 1-877-732-6360

Here is a rather recent one,

he says… I truly enjoy your original erotic sissy stories, Michelle stories — all 34 of them!! I found them to be fascinating & so very smoking & sizzling HOT. I had a constant battle keeping Junior (the name for MM’s penis) calm as I read them. He Junior) wanted to cum so very bad, but I denied him time after time in honoring the vow I made with you. As my Owner, i need your permission to cum, & you are the only woman I cum for. You most definitely wove some great tales. You had to devote a big part of your life to authoring so many tales. I continue to be amazed at your creativity & writing ability (talent). What a gifted author you are. I like your suggestion about talking about new things & ideas for me/us. As my Owner, i always want to do & be what you want me to do & want me to be. Seems you enjoy transforming straight men into other areas to please you. They show so much devotion to you during their transformation. My pleasure is to always pleasure YOU, & to amuse you whenever I can. I agree that it will be exciting for us to talk about new ideas & things You can cum up with for me. I stroke the rest of today, tonight, & tomorrow. You will of course, decide in Our/our session, whether i cum tonight, or defer for a day or two. I’ll will naturally agree to anything you’d like me to do. After all, YOU own me — i’m happy that you are my owner. I am a lucky stroker boy!

As I was saying your “sissy Michelle” stories. They are sizzling hot hot hot!! i mentioned in a previous text today, i’ve been naughty since Wednesday evening, so YOUR COCK is beside himself, & is on the very edge of exploding. Only 1 too many strokes & he’s gone. I have to be very careful, & show great restraint so i don’t have an “accident”. I’d never be able to afford your assessed cum tax. I won’t allow Junior to cum, i have 2 days of stroking left plus, i made a vow with you, my Owner, that I won’t cum without asking for, & receiving your permission. I intend to keep that vow. I came so close to taking Junior over the edge as I read each Michelle story, that I had to stop stroking over & over again. I even feared that a hands-free orgasm might occur. (I DO ENJOY RUINING ORGASM’s AS Some of you LUCKIES may know) You are such a gifted writer. I so know but that all the Michelle stories are true of course! They are HOT!   I’m sure by now that you know what i’ve been doing all day. I’m Ms Mandy’s very naughty #1 Stroker Boy.”

——————————————————————————

He also commented about this:

“I just read your post about Midwest Stroker Boy / Panty Boy. While i don’t begin to qualify as a panty worshiper like Midwest Boy does, i’d be thrilled & honored to be considered to be one of your Panty Boys ….. in addition to being your #1 Stroker Boy ever — a position I’ve earned over 60 years of stroking. No man in America comes close to stroking as much as i do. I might be the most prolific stroker in the entire world as well, but it would be difficult to confirm that. I wear panties every day as you’ve directed, & panties are always included in my Marathon Masturbation play. Plz let me know what you need me to do to be considered as one of your panty boys. I love panties …. I’ll understand if I don’t measure up to your requirements to be a panty boyI want to be one of your boys in as many ways i can qualify for: ▪︎ pantyhose boy?? ▪︎ condom boy? ▪︎ cum boy?….

Keep posted for more or MM’s contributions to masturbation research and serving Ms. Mandy’s every whim.

To be continued….

 

Cuckold Woodsman is in Chastity for another month. Orgasm denial phone sex with Mandy 1-877-732-6360

By Ms. Mandy August 4, 2025 Addicted to Mandy, Cuckold experiences, guided masturbation phone sex, Woodsman No Comments

If you have been following along, and enjoy orgasm denial phone sex, you will remember that Woodsman’s Ex-wife had moved her young lover into Woodsman’s house. However the young guy moved out of state, with his dad, he was a young kid, off to Arizona.  Now his ex has met a new guy.  She met him in a tavern, she said he is cute, he and Woodsman work in same place. He is 26 years old, and Woodsman’s ex wife is 39. She wanted to pretend she and Woodsman got in a fight so she could pick him up. Which she did and then she came home at 5am.  Woodsman accepts this, and knows that he is not getting any pussy from her ever again.

When Woodsman asked this guy at work, if anything happened, the guy lied to his face, Woodsman knew that his ex wife, had already been with him about 3x’s.  POOR WOODSMAN, what a loser he is.  He accepts the fact that she is doing this, and the guys at work, now all laugh at Woodsman. The guys at work, did not know that Woodsman and his ex were like this. But now they all know.   This guy does not think that Woodsman even knows…that he is sleeping with his wife. Maybe the new guy is just dumb!
Woodsman’s cock cage comes off July 1st. Ex wife, told Woodsman she would have sex with him, if Ms. Mandy agrees.  She said he could wear a condom and he could do it for one minute. I told Woodsman that I would l let him have sex with his ex Only if he sends me a tribute!  Woodsman is on a budget, he can send me a tribute. He got all happy and said that he would, because my birthday is coming up July 15th.  Now he says that she will be disappointed, that I am letting him have a minute of sex with her, He got all cocky! So…..
Woodsman’s blew !   I changed my mind. No Sex For the Woodsman!   No Woody for the Woodsman. I think he needs to put the cock cage right back on, right after she takes it off.  Maybe another month would be a good lesson! Now he is sorry. He had his chance!  No cumming for you, probably ever!   He is not allowed to cum, even it if comes off!  He says he is Sorry!  Oh my goodness, that is so pathetic. You and your little clitty, don’t get to cum, for Me, or your ex! Ever!   LOSER!  He is resigned to the fact that he is not going to.
Now he is getting another month of Chastity!  So we are adding another month to his chastity training. He got cocky, and I changed my mind, I was going to accept a birthday tribute, but he got cocky so I changed my mind no cumming for you Woodsman.  He says he misses pussy. Oh well, what can I say?
So, cuckold Woodsman is still the bitch houseboy!  He gives his ex lots of oral, and massages. I did come up with an idea. I think Prostate milkings are in order.  She needs to put a dildo up his butt, massage the prostate slowly ouze out. The semen will drip out, no Orgasm for you, Woodsman!  I need a complete report about this, on your knees, cock cage on! And get your milking for medicinal purposes only. Three times a week, after you give your Ex, oral sex!
I asked Woodsman where his ex wife was while we were speaking and he said that they are away right now at a get away, having hot sex. Wow, Woodsman this new young guy must be hung like a horse! He must have a big cock!  Woodsman is home and locked up in a cock cage.  He wondered if I had any good ideas, I think that maybe we should move the new guy into the house, so that the Ex will be smiling all the time. Isn’t that a good idea?

Panty boy phone sex with Ms. Mandy 1-877-732-6360

By Ms. Mandy August 4, 2025 cross dressing, Cross dressing phone sex, domination, guided masturbation, sissy training, small penis humiliation No Comments

I do enjoy panty boy phone sex and guided masturbation phone sex. One is about my love of sissies and feminization and one is about controlling “MY” cock! Do you like one or the other you can tell me, it can be our little secret. Luv muffin is one of my dirty perverts who loves my twisted filthy humiliation phone sex calls. Apparently there is no telling what dirty kinky fantasy I might arrive at. He is a kinky slut and loves to be degraded and made to play with his tiny little cock, he suffers my small penis humiliation. He certainly could never satisfy a girl because he is a little dick loser. SPH for you loser! He is back on my Wall of Shame. That is where you can wear your panties for Ms. Mandy, and show off your panty’s to all my readers and me of course. I do enjoy a stroker boy in panty’s, as you all know.

Luv muffin is so funny. He moans and squirms and plays with his tiny cock. Some times I watch him on cam. He has lots of sexual interests, so I can pick a lot of different fantasies and surprise him with those. I like to have him dress up in panties and be my slut. I took him outside and had him stand in his driveway and play with his tiny cock, until I was able to gather a crowd. Then everyone pointed and laughed at him because he is so small, he blushed, and I insisted that he jerk off for everyone one. They were clapping, and yelling, loser, loser, loser. That made his tiny clit hard, and I spanked it with a riding crop for fun!

Loser! I own and control your weenie.

Be sure to visit Mistress Mandy’s Wall of Shame

xoxo’s Mistress Mandy

 

T BOYS PLIGHT

By Ms. Mandy August 3, 2025 Guided Masturbation phone sex, guided masturbation phone sex, masturbation information, Phone Sex, phonesex, T BOY, Teasing and Denial No Comments

I have been having some on going guided masturbation phone sex training sessions with T BOY, for those of you who do not know…these are some comments by T BOY about our training – I am posting in order…I think it’s so hot about his secretary be sure to read  to the end…

Oh sweet Mistress, you have taken me to the edge of desire and held me by my ankles over the abyss of pleasure. Today at the office I slipped into the men’s room at around 10:30am. I had been holding out but couldn’t stand it any more. I think my assistant could sense something was keeping me agitated. Perhaps it was the sweat on my forehead or the bulge in my pants that could easily be seen tenting out the summer wool fabric. A small wet spot was already visible from the leaking precum. I locked the stall door and hung up my suit jacket, unzipped my fly and slipped my hard cock out to breath freely. Holding my throbbing flesh in my hand I stroked gently as I leaned against the stall door for support. I thought of all of our hot encounters and wished you were in the stall with me to watch me stroke. I wished I had brought the pair of panties you sent me into the stall, but I had forgotten them in my briefcase where I always keep them. I stroked and stroked edging again and again, riding the wave of pleasure as I teetered on the very point of cumming. Drips of precum fell onto the cold tile floor creating a slippery little puddle I would have to lick up later. I hate to waste it. When I couldn’t stand it anymore, I stopped and got dressed and splashed cold water on my face. As I walked back to my office, I saw my assistant give me a knowing little smile. I think she could even smell the hormones and musk of my precum drying on my cock and boxers.

Mandy says…”Very well written comment, and thank you for letting me have all the wonderful, delicious details about your experience of masturbating at work, and thinking of me. I love knowing you have your dick in your hand, and stroke and think about me in the morning at work. I am not sure I am going to let you cum, without some serious begging”

Mistress Mandy my love…you have found a way to take me to new highs. I imagined you watching me stroke to the edge over and over. I imagined your smile as you saw the sweat on my forehead. I imagined your giggle as you saw me squirm from the lack of satisfaction. My cock is so engorged and sensitive, that every movement has me quivering from pleasure. I think my assistant could tell that my cock was in a semi-erect state all day. I saw her looking at it bulge in my pants all day. Would you let her relieve my frustration if she offered?

Mandy’s Answer….”I just read your comment, about cumming, and having your secretary help you out at work. That is too precious for words, I guess what I might consider, is, if she will get down on her knees, and watch you masturbate to my picture, and then, have her open her mouth and you can cum in her mouth and all over her face, but yelling, MANDY… as you shoot. Don’t forget to have my picture there.”

After a long training session from you Mistress, my balls are the size of oranges and my cock is in a constant state of arousal. Every movement rubs my swollen cock head against my leg as protrudes out of my boxers and hangs down my pants leg. I know my assistant saw it again today. I knew I needed to break the ice and see what she might think so I placed your picture on my desk top and rubbed my cock to get it even fatter and creating a tent in my suit pants. I then called her into my office. As she came around the desk I could see she noticed my cock and the picture of you on my desk. She let out a gasp and then a kind of low purr. She said she could see why my cock was standing at attention with such a hot girl friend. I told her that you were my Mistress and you controlled my cock. That I could only stroke when you told me to and only cum when you gave me permission. She giggled and looked me straight in the eyes and said; “You ARE a naughty boy!” I told her what you asked me to do with her and she giggled again, took her long manicured nails and ran them up the underside of my swollen cock and said; “If you want that, you are going to have to pay me more.” She smiled and walked slowly out of my office making sure I saw her ass swaying through her tight skirt. I am about ready to explode and I have a meeting with the boss in 10 minutes. Down boy…down…

"sissy phone sex"

Tiny Cock Humiliation with new stroker boy in MD, SPH phonesex with Mandy 1-877-732-6360

By Ms. Mandy August 3, 2025 Guided Masturbation phone sex, guided masturbation phone sex, Little Dick Losers, Phone Sex No Comments

New Stroker Boy, gave me a good giggle today. Showed up on cam with his, little chicklette, started out small, and really did not get a lot bigger. He said it was 5″ but looked smaller.  He stroked it, but really I could never be with a guy with a little dick. As you all know my boyfriend is 9″. He got pretty hard and came though. I told him he should masturbate for my girlfriends, and we could look at his little dick while he stroked, or better yet, stand in the window!  He had a cute chicklette… for a guy with a small cock!

xoxo’s Mandy

Piggy loser confesses and begs for humiliation! Call Ms. Mandy for humiliation phone sex at 1-877-732-6360

By Ms. Mandy August 2, 2025 Addicted to Mandy No Comments
As you all know, I own and control Piggie Loser, he is such a loser, I have actually seen him use a vacuum cleaner on his dick!
One thing about him vacuuming his dick is this, it is tiny to begin with.  What if…  the vacuum just sucked it off!  How awful would that be?  Piggy please be careful!  You make me laugh so hard.

Piggy sent me some great work out tapes last year or the year before.  I love them, I have been using them recently to get in shape for the summer.  Hip hop abs!  Yay they are great.  There is the cutest instructor on the dvd. All you sissies should try it.  I can see you in in your pink panties, doing these ab exercises!  You know, Piggy also sent me a pretty black push up bra has a pink ribbon on it, makes my tits look fabulous!

Last night, Piggy begged me for humiliation, let me show you some of the things he said….

Loser: i cannot lie…i get so ashamed by the thoughts i have, the things i said, but i am addicted, and i can never stop this…i am very weak now, Miss, i would tell you anything… i need a woman like you to control me, one i can commit to, even though i am  addicted to humiliation   ..Miss, the only sexuality i seem to have now comes from humiliation…real relationships with women don’t mean much to me, since it does not excite me…  so i am looking for a way to be used and humiliated regularly, and i would tell you anything you would want, just to be be humiliated on your blog  …  because confessing my secrets is exciting, too  .. real sex…it doesn’t do it for me
…but being used, and humiliated DOES….my ex girlfriend, she never knew that…and we never had sex, ever…..but when she was away, i would sneak to her panty drawer and even steal some.. her AND her roommate…i’ll do anything to be used and laughed at and exposed by you….and tell you anything, too….there’s a lot i can confess to you Miss….. i even still live with my mom.

more …   i BEG to confide in you (Mandie Parker: confess your first humiliation)  …. wearing an old girlfriend’s panties,  and it was a green thong, she was away at work, and i snuck into her room, and tried them on…as soon as i slipped it on, i was hard…i looked in her closet, and she had these sexy combat boots…so i then dropped to my knees and started licking them, pretending she was wearing them,  while on the floor, i came…. i am a teacher…addicted to panties… no one but you knows this… and while i teach, i am wearing panties….it’s not what they look like, or how they feel…it’s what would happen IF the girls in class found out..  or if a woman like you found out… also I want to be a panty slave….to be controlled that way, …or be exposed a victoria’s secret slave unable to have any real relationships, or even sex… if i went to a prostitute, i would pay her to make me try on panties, while she laughs..

more… and when my ex girlfriend  left me, she forgot an entire box of panties …and i’ve worn them ever since, since 2007
… this is how pathetic it was:  we would plan to have sex and fool around, so she would come over…but i was addicted to humiliation, not sex, so an hour before she would come over, i would get on the internet, and look at sites like yours, and jack off, cumming to the thought of being humiliated…then by the time she came over, i was all empty…no cum left….so she would just give me blow jobs, and i would think about other women humiliating me…. women like YOU, calling me a pig….then, when i would visit her at college, the thought that excited me the MOST while driving down there was her panties…somehow sneaking away and trying them on.

As you can see, piggy loser is addicted to Ms. Mandy and humiliation.  Piggy is such a loser, and piggy is going to tribute Ms. Mandy!

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Mandy Malone loves to dress up sissy gurls

Sissy mimi – back for sissy humiliation phone sex with Ms. Mandy 1-877-732-6360

By Ms. Mandy August 2, 2025 Addicted to Mandy, cum eating, guided masturbation phone sex, sissy, sissy training No Comments

Stroker boys and girlie sluts , you need ME, I own and control you!     I do enjoy my sissy humiliation phone sex calls,and have been doing lots of them lately.  Thank you sissies for your gift cards and tributes, makes Ms. Mandy very happy, be sure to visit my wish list or ask for my private lists, for your next gift and tribute to none other then me.   I will use you and make you squirm at my very subtile and kinky control and domination of your sexy ass and mouth. None other then me. I love to play and twist and turn naughty fantasies

Part one… Sissy  Mimi Shaved now completely, has not cum in a month, wears only panties, pee’s sitting down, panties…has 8 pairs now, has panties with matching bra, black high heels, and red lipstick. Has a dildo…  Ms Mandy has been training her… she has been sucking a dildo for 5 minutes a night since that was her assignment.   She tells me that she loves being a girl for me..
I give her an assignment to go buy a new lipstick, and tampons, new panties…
While I train her I have her lie on her  back, and put the big dildo into her pussy, as I use him like a girl… made Sissy Mimi eat a big load with legs over head for me.
Follow up session…..
I sent Mimi out to get a girl.. she met a girl who wanted him to come home with her.. when she saw he had panties on under his slacks she laughed so hard  then Mimi tried to have sex with her, with his little cock .. She told him that she could not feel it.  She laughed at him.. She had him go down on her at least..
NEXT STEP:  Ms. Mandy will be sending sissy mimi  to the glory hole , to get that pussy fucked and to suck real man cock,  have her practice  using that girlie voice!  Begging me for cock! Sissy humiliation phone sex – wear your panties and have Ms. Mandy put you in your place. Become a cross dresser in panties for her.
Clitty dripping pre cum, needs to lick it up…  Cum on her face..I do enjoy cum eating phone sex with sissy sluts,  I own and control sissy mim!xoxo’s Ms. Mandy

JOI Phone sex – $20 dollars for 20 minutes – Ms. Mandy 1-877-732-6360

By Ms. Mandy August 1, 2025 guided masturbation, Guided Masturbation phone sex, guided masturbation phone sex, jerk off phone sex, JOI instruction No Comments

That’s right boys… only $20 dollars for 20 minutes of hot cock stroking fun with me. A guided masturbation phone sex call.
I need to make you cum tonight, I want to GUIDE your Masturbation!

1-877-732-6360 – to reach Mandy

Check out my website, for stories, and pages of humiliation. and lots of other goodies.
I can watch you on cam, post about you in my blog, We can do guided masturbation.
I also have website that tells all about my cuckold lifestyle.

Hope you enjoy!

"guided masturbation phone sex"

Strap on fantasy calls with Ms. Mandy – phone sex at 1-877-732-6360

By Ms. Mandy August 1, 2025 Addicted to Mandy, Guided Masturbation phone sex, sissy training, strap on No Comments

Hey there faggot not only do I do guided masturbation phone sex I do many fetishes and fantasies.  I stay out in the domination fetish area.  I like cock and ball torture, femdom, feminization, humiliation and many others.   Are you ready for some strap on phone sex that will make you my bitch?  Don’t be a shy little sissy.  I can start out gently before I really go to town on your sweet lil bitch hole.  Do you wanna be my little bitch? Sure ya do! First I will get you down on your knees in front of my strap on. Of course I am so fucking hot you can’t help but get a rock hard cock for me. (And a weak as jelly everything else.) Sure you feel a little confused, kneeling before me all turned on with my strap on in your face.  Here’s how it’s gonna go, sissy.  First I am gonna make you suck this big (bigger than yours) black strap on cock. You’re gonna wanna suck this really good.

Here’s two reasons: first you will want it as lubed up as possible before I ram in your tight ass.

Secondly this is your chance to get emotionally prepared for me to fuck you.

If you are scared you might just try to draw out the blow job for as long as you can. That’s okay. While you are down there sucking I am gonna start to fuck your ears with my words while I fuck your dirty mouth with my strap on.  Strap on phone sex with me is like getting busted, it can go easy or it can go down hard. Lol! Your bung-hole will be busted. I know what you need sissy!  I will help you guide it there!

Show your support and Please Vote for me hereVOTE FOR MANDY ! Let me know if you do…