Guided masturbation phone sex

Naked fantasy boy does air humping – Ms. Mandy guided masturbation phone sex 1-877-732-6360

By Ms. Mandy July 9, 2025 Addicted to Mandy, guided masturbation phone sex, masturbation guidance, public humiliation 5 Comments

New to my blog, but not new to me, my delicious stroker boy… I will call him ….Fantasy boy running around the house naked for me.  A kinky boy for me,
told me that when he was younger he would run around late at night in the dark,
naked, he wanted an older woman to catch him. He could see in her window too,
and he would jerk off while he watched her in her window.  He was the lawn boy. Awww nice! He
would fantasize about her making him come in her house and jerk off for her.Maybe a little masturbation guidance?

Fantasy boy wanted to do anything she commanded him to do. He likes to
pleasure a woman’s ass hole with his tongue, and gifted it is (so he tells Ms. Mandy).  He used to
always think about him being caught, he would only wear socks, being
embarrassed. (this is why he likes humiliation phone sex with Me!)  She had great legs, he would watch her paint her toenails. Too bad
he did not get caught so he could have lived out this fantasy. She might have known.
He loved to cum outside the window. Fantasy boy is going to send me a new picture for my web site, the one he
sent for my panty page has his rather large cock, poking out of his panties, and
it is way too big for my page, NO nudies.

He has fantasized about me
telling him to do dirty things in front of other girls, and expose himself.
Making him put on white socks, and nothing else, and bend over so I can look up
his ass hole, spread your cheeks, make him do dirty things he is such a slut.
Take my finger and slide it in his ass, two fingers, squeeze balls with other
hand, he tied cock and balls for me, he has sent me pics of that, it is very
pretty!  Telling me how hard I make his dick, spread your legs far apart, and
expose yourself to me and my girlfriends, he tries to cover up but can’t.

I want Fantasy boy to jerk off us in front of all of us. Pump it, Be a good
boy!  He wants to be a good dirty boy. I am going to put a butt plug up his ass.
They will see what a pervert that he is, he wants to give a good jerk off show
to make everyone proud of him. Pump that cock, put on a good show, we are all
watching! Thrust your hips out, fuck the air, likes a butt plug in while he
jerks off!  Does this qualify for public humiliation?
Wants to see my sexy legs and feet. Kissing my feet, do dirty things for
me, his balls are so full, and tight, I will inspect balls for tightness, bounce
on that butt plug, I will plug him up, Tied up, plugged up, and we are taking
pictures, to send to everyone. Sexy legs all over his face. He loves to stroke
MY cock for me, I love him jerking off for me.  My dirty perverted, naughty,
jerk off boy!  Very very naughty. Touch yourself dirty boy.

Putting a leash around his cock, Caught him outside my window, come outside
and put a leash around his cock, and bring him inside by the leash, cock is
dripping, lick it up, lick up the precum, in front of all my friends they will
know he is a pervert. Jerk off for us, and lick, jerk and lick.. Squirt it out
after asking for permission to squirt.

Owned by Mistress Mandy for financial ruin phone sex 1-877-732-6360

By Ms. Mandy June 23, 2025 Addicted to Mandy, cum eating, cum eating instructions 4 Comments

Owned by Mistress Mandy is totally and painfully addicted to “moi”.  I own and control him and although he may not like to admit it.  There is NO turning back.  I would say he calls for guided masturbation phone sex, but really wants to be fucked over because he is a little dick loser. I like to watch him on cam and laugh at “MY” useless cock.  A recent session with my loser in the UK, commonly referred to as owned by Mistress Mandy, Pay Piggie, and other assorted names.  He is a loser with a little dick.

Dear Mistress Mandy:here is an account of our last session the session started with Mistress ordering me to slap her cock as punishment.I was then told to stroke Mistress Mandys cock and within seconds the pre cum was flowing,  i was swiftly commanded to scoop all the fluid up with my dildo. then Mistress Mandy egged me on to suck and clean it all up. as i licked it up Mistress was laughing at me and call me a cock sucking whore.Mistress Mandy got me to repeat after her that i was a cock sucking eating whore. every time Mistress humiliates me her cock twitches and when Mistress laughs well what can i say the cock is jumping all over the place.then Mistress Mandy ordered me to stroke her cock to the edge and made me beg to eat my own cum to show my obedience. Mistress Mandy told me to cum and lick it all up but not to shallow it. Mistress Mandy wanted me to savor the flavor. Mistress Mandy laughed at me and called me her cum dumpster Mistress Mandy ordered me to pay taxes for being a pay piggy loser with a little clitty and then she sent me on my way a little poorer with the taste of cum in my mouth. thank you Mistress Mandy p.s Mistress Mandy i will do anything to keep this between us.
Be sure to check out Owned by Mistress Mandy’s many sessions by clicking on the domination phone sex link here.
xoxo’s Mistress Mandy

 

 

Real life cuckold phone sex with Cucky M** | Mistress Mandy 1-877-732-6360

By Ms. Mandy June 17, 2025 Addicted to Mandy, cuckold phone sex, domination, guided masturbation, Guided Masturbation phone sex, guided masturbation phone sex, sissy training, small penis humiliation

Hi you cuckold losers out there.  Do you have a little dick and are driven to find some big cock to satisfy your wife or girlfriend, knowing that you can’t. I can help you with getting this all going, as I have helped Cucky M and others, attain their biggest sexual fantasy / desire.   You need my guidance, I can help you get your wife interested in doing this!  It took Vinnie a long time, but finally after years of talking to me, and me guiding him, his dream of being a humiliated degrade cuck has happened.  Don’t you wish you were him?  Don’t you want me to help you?
You need start doing sessions with me, and I can get on the right road to depravity, and also get big dick in your wife or girlfriend’s pussy. I – Mistress Mandy do enjoy cuckold phone sex.

 

And many of you already are aware I live the lifestyle as well.  Here is what has been happening at Cucky M’s house, an update on some hot and juicy real life cuckolding with my cuck M**
He has turned into a lifestyle cuck, like my hubby, OLC and also now Tyrone, how fun!  Below is a recap of what he has been up to. He is super grateful to me, for helping him to make it happen, If you had asked him in the beginning, he would have told you, Lisa his wife would never acquiesce  Hope you all enjoy!

 

So cucky M**, I am so happy your wife is getting fucked by a real man now, and you can be there.  You got me crazy wet when you called and told me that, I could hear her in the background, moaning and screaming like the slut she has turned into.  Don’t you wish you could make her react like that when you attempt to have sex with her, you poor thing!
Is he coming over tonight? Does Vinnie come over every night now?

I remember when this was only a fantasy, Now it is REAL LIFE for lucky cucky you!  Cucky M*!!

"guided masturbation phone sex", "cross dressing", "humiliation"

CUCKOLD PHONE SEX

Thank you for sharing all of your cuckold experiences, with me Cuck Boy!  Do tell what has been happening ?

Below are some of the things, Cucky M** has shared with me.  Vinnie is the big STUD and Lisa is Cucky M’s Wife!
******

He says: “So, Vinnie fucked Lisa for a fourth time before they feel asleep, I ended up on the couch. He fucked her hard in the morning again while I cooked breakfast and then served them breakfast in bed.  I thanked Vinnie for fucking and satisfying my wife, when he left a couple hours later.
*****
The Cucky M wrote: (and here are some texts I got on separate occasions, HOW HOT IS THIS!!   🙂

-VInnie is spanking my wife Lisa now, and I took a video near the door, I  can’t really see, but can hear tried to attach the file but size was to big.

-Vinnie is spending the night. I am sleeping on the couch. He is about to fuck Lisa again for round 3.

-Being cuckolded right now, Vinnie came over and took Lisa to our bedroom and is fucking her now. I am outside the locked door.
*****
Then Cucky M** emailed me.

Hi Ms. Mandy

Thank you for talking to me and I am so glad you find this hot. Vinnie immediately stripped her naked as soon as she got through the door and fucked her till the sun came up. They slept a few hours and fucked again when they woke. She made him and his roommate breakfast (Cucky M’s Wife was sleeping over her big cocked lover’s apt. he he has a roomie)  and Lisa, was teased by VInnie’s roommate for being so loud and keeping him up all night. I found out later today that Lisa wore only Vinnie’s t shirt and just a thong while making them breakfast per Vinnie’s request. His roommate teased  Vinnie the he was right and my wife has a great ass.  I was a little taken back by that.

(I hate to inform Cucky M** but it sounds like there is going to be a threesome there, not including him!)

Lisa asked me,  if I jerked off and I said I did. She commented that I am turning out to be such a good cuckold. And she said how perfect Vinnie’s 8 inches is, and how many times she cums and orgasms. She told me Vinnie can fuck her whenever he likes from now on, and that I’m a cuckold.

(I also feel that Lisa is not going to have sex with her husband any more. She seems to go to Vinnie’s all the time, and only has sex with his big dick!)

Cucky M** says: “I believe there are plans for Lisa, Vinnie and his roommate are going to go to the next Jets home game together.  I’m a little nervous . .”  (I knew this would happen !!!)-Ms. Mandy I  I am so glad it turned you on. Vinnie went to the Jets/Giants game and is stopping over shortly  to fuck my wife for a little while.
I did edge myself that entire time,  thinking about my wife’s pleasure with that big cock.
***
Cucky M**  I  want to buy LISA New lingerie so Vinnie can have some hot sex with her in it!

Sounds super hot to me!  Call me and I will use you, degrade you and teach you the ropes.  Your little dick does not belong in your wife’s pussy, it belongs in your hand (or fingers) talking to me, about turning you into a cuck!  Small penis humiliation phone sex!
xo’s Ms. Mandy"guided masturbation phone sex"

Rim job maureen back and a bigger humiliation slut then ever | Call Ms. Mandy for phone sex 1-877-732-6360

By Ms. Mandy June 12, 2025 cock control, cock sucking, guided masturbation phone sex, sissy No Comments

Rim job maureen has returned to give me a good laugh and some cock control.  Ms. Mandy loves and needs to be entertained by her whores and sissies. Rim job is a sissy faggot cock sucker and she went on a business trip and I had given her an assignment to go to an adult book
store.   Rim job told me that  she went in and looked around at some  magazines, and actually was looking for some  sissy magazines.  Rim job said there was a
guy and girl working there,  the girl came over and asked if she could help him,
maureen asked where the booths are.  Apparently rim job looked at the booths but she did not have
the nerve to go in one. If I was there I would have forced her.  The girl that worked there, I was told,  seemed to have some fun with rim job. Rim job told me that he was wearing a
bra and the clerk, was helping him, and that she rubbed his back.I guess she was able to tell he was wearing a bra?

I was delighted when Rim job called me for a session wearing a pink bra and panties,
she had new toys that I told her to buy,  one was a 3 inch butt plug that is black, another a – 7 inch dildo to use on a strap on,
perfect for maureen – the salesgirl told rim job that it would be perfect for his Mistress to use on him, when she was  ready,
so that she would not have to dirty her own. I think a butt plug that apparently did not work out well, it was soft?
Rim job was also wearing  cock sucker red lipstick, that is my favorite color lipstick for you cock suckers out there, I told rim job to get some tinkerbell pink as well.  I am going to give
maureen  cock sucking lessons.  I have on a strap on, and give rim job some
sucking lessons.
There also was an adult movie theater at the adult book store, these places are great, aren’t they? So rim job told me she  got naked.  I really did not believe this, it is hard for me to tell when someone really does this stuff.  But, what a
slut, she had on shorts and a tee shirt, stripped in the movie theater and  she jerked off at right there.  She said, that there were guys there, and also a regular couple playing, she was naked and jerked off, thinking of what would happen if she got
caught.  He fantasized that if he did get caught, he would have to tell them that he would do anything if they would let him go.  Basically, they do catch him, and she gets her wish…goes back to the office, and is forced her to suck cocks. Forced to suck cock, every day, they have his
drivers license. They take her at both ends, using her like a cheap whore. She gets royally fucked.

She is into humiliation phone sex, for sure! Made her cum on a dildo and lick it off, she said it
tastes terrible.
just found an email from rim job…

“Hello Mistress Mandy last night I went to victoria secrets and pick up the
bra and panties in blue with pink flowers design in the front and matching bra.
. And the clerk picked out a light blue baby doll teddies.  She let me try them on
in the dressing room and she did look at me wearing the bra and panties first
and then the baby doll she laughed her ass off of me and said that I do follow
instruction well.  and I did ask her if she knew were a adult book store  was
locate but she knew of none .  I keep looking …  Rim Job Maureen”
Wait until our next session!
xoxo’s Mistress Mandy

Guided masturbation phone sex – Mandy’s husband – Mistress Mandy 1-877-732-6360

By Ms. Mandy May 24, 2025 Addicted to Mandy, cuckold phone sex, domination, guided masturbation, sissy training, small penis humiliation 1 Comment

I enjoy guided masturbation phone sex sessions, that encompasses a wide range of fetishes in Mistress Mandy’s world.  Mandy’s husband is addicted to ME!  I own and control him, and I give him daily email guidance and he must obey me or suffer the consequences.  He is a cuckold husband, and of course that is of interest to me.  I like to train Mandy’s husband, he has to suffer at my wicked hands.  Domination is something I am very fond of, and he does whatever I request.

here is one example:

Dear Mandy’s Husband:
I want you on your knees, next to your wife as she sleeps, I sent you a sexy photo of my pussy, I want you to take the photo I sent you, stare at it, and think of me and jerk off, when you are ready to cum I want you to shoot your load all over your wife’s face, you can lick the cum off her face, if she wakes up, I don’t have any idea what you will tell her, should you put your dick away fast, before you lick her? I  own you and control you.
Mistress Mandy
his response:

Dear Mistress,

Thank you for your orders. Once I received your email I did exactly what you told me to do. Once I saw your sexy pussy, and got your email, I immediately dropped  to my knees  beside the bed where my beautiful wife was sleeping. I used my iPad to enlarge the picture that you sent and I stared at your pussy.  I zoomed in on your most beautiful and most private part. I thought about how wonderful it would be if you were really laying before me while I jerked off. I thought about you being so pleased with my obedience that you told me to put your cock in your pussy. When I did you told me how good it felt and how much I pleased you. You told me exactly what to do. Fast or slow, hard or gentle, you commanded me and I did exactly as you ordered. I was able to maintain my erection until you gave me permission to cum which was well after you had orgasmed twice. It makes me very happy to please you this way. Thank you Mistress for allowing me to please you. Then I came all over my wife’s face, I pulled my pajama bottoms up quickly and then proceeded to lick the cum off my wife’s face, it is a good thing she had a few glasses of wine before she fell asleep, luckily she did not wake up. Thank you for letting me serve you.
Your Devoted Servant
"guided masturbation phone sex", "sph", "phone humiliation"

Patio stroker for small penis humiliation phone sex | Mistress Mandy 1-877-732-6360

By Ms. Mandy May 23, 2025 Addicted to Mandy, domination, guided masturbation, humiliation phone sex, small penis humiliation No Comments

Humiliation phone sex with Mistress Mandy!  Patio Stroker boy has been calling me for more small penis humiliation phone sex.  He has a tiny cock, and as you may know, I have been known to publicly humiliate him.  I take him out and have him masturbate on the road where he lives. Did I happen to mention how small his cock is?  I am making him keep it shaved for Me, and that only makes it look smaller, if that is possible. It looks so small in the picture.  I am having him take more pictures that I send to all my girlfriends, and we all have a good chuckle when we look at his cock, and remark on it’s lack of size.

He has instructions to send me a photo of his tiny cock next to a ruler, so I can see exactly how small it is.  He is forced to endure the degrading humiliation that I inflict upon him.

Update:  Patio stroker indeed sent me the pictures he was instructed to supply. One with panties on, One with his little dick showing, panties underneath his tiny balls, and one measuring his tiny penis with a ruler.  I must say, he does have a tiny cock.

We proceeded to do extensive teasing and denial, he is not allowed to cum. His cock is too small to cum, so no cumming for him!  I took control of him, his wife and his friend, they all serviced cocks and licked asses for me.  I own and control him, and he IS addicted to Ms. Mandy

"guided masturbation phone sex", "humiliation phone sex"

New sissy jillian for feminization phone sex with Ms. Mandy 1-877-732-6360

By Ms. Mandy May 22, 2025 cock sucking, Panties, sissy No Comments

Sissy jillian is new to sissy ism..  I am training her now,  Jillian told
me that she loves panties. and you all know I love panties too.   He was wearing
pink panties when he called, and told me that he has many panty fantasies .  He
likes to rub his cock with his panties.  I took control, as you all know I do
love a sissy in panties.I had him get a rubber band out as a cock ring and had him get on his knees
to serve me, we used a brush handle and I gave him a mini sucking lesson, to get
those lips ready for my strap on.  I took off my panties, and put them under his
nose, and made him suck my strap on.  He loved it, he is such a sissy,  I named
him Jillian, as I love to name  my sissies.
I will be doing more sissy training with jillian, and have her get some
toys and train for me.  She sucked the dildo, and then I had her masturbate in
my panties and cum in them and eat up the cum.
A wonderful first time training session with a New Sissy.

xoxox’s Ms. Mandy

Cum Eater in Wi – phone sex instructions – Mistress Mandy 1-877-732-6360

By Ms. Mandy May 21, 2025 Addicted to Mandy, cum eating instructions, domination, guided masturbation 1 Comment

Cum eating phone sex instructions!  I am making great strides with my cum eater. He calls Ms. Mandy and has me humiliate him on the phone. I have him confess over and over again, that he will eat his cum.  When he first started calling me, I needed to coax him to eat his cum.  He told me that he would not do it. I insisted that I could indeed get him to eat his cum.

My how things have changed.  Now after many sessions he is addicted to Ms. Mandy, he calls me because he likes to eat his cum.  I get many guys with the fantasy of eating their cum.  Cum makes the world go round doesn’t it?  I can certainly get you started on a cum eating journey.  I will dominate you, use you for my amusement.  You eating your cum, is one of many kinks, I enjoy having you do to amuse me.  Cum Eater in Wi, is addicted to Ms. Mandy.

He did not start out eating his cum, he told me he called around and no girl was able to make him do it.  Well guess what? Not the case with me!  I will have you on a regular cum eating schedule.

Get your dick out and be ready for me to OWN you!  That cum, belongs in your mouth!

xoxo’s Ms. Mandy

"chastity", "orgasm denial", "cum eating phone sex"

Orgasm Denial Phone Sex 1-877-732-6360

 

Sissy training and tributes for Ms. Mandy – 1-877-732-6360

By Ms. Mandy May 21, 2025 guided masturbation phone sex, Little Dick Losers, sissy No Comments

I have a new sissy slut!  She sent me the sexiest pair of panties which I received yesterday.  I put them on and had my real man boyfriend have some fun with me in them!   I have been training her, she is amazing!  She has new panties, and no longer wears mens underwear.  That is because I told her not to!  She responds to my commands.  I had her singing, dancing, tap dancing and repeating many fascinating things that I was brainwashing her with last night.

Going to get panties this weekend. Needs plenty of panties for training. Naked and little weenie is throbing, Practicing sissy voice, little clitty is very hard. Came once since our last last and did not eat it’s cum, told her that she has to eat it every time, or I won’t let her cum. Having her lick my butt. Will be wearing panties every day. Once she buys them, sitting down to pee. Practice with dildo 5 minutes of sucking dildo every night.

Must eat cum each time
Wear panties every day
Practice sissy voice
Suck dildo 5 minutes each day
Sitting down to pee
Buy a lipstick.
Little clitty is very very hard. Pump it for Ms. Mandy, Made her cum and then made her eat it!.
She loves my orders and instructions..
She called girlfriend of mine for more phone sex humiliation , seeing as she is a sissy with a little dick !xoxox’s Ms. Mandy

Cum eating instructions with Ms. Mandy 1-877-732-6360

By Ms. Mandy May 21, 2025 cuckold, cum eating, cum eating instructions, domination, guided masturbation, guided masturbation phone sex, Guided Masturbation phone sex, sissy training No Comments

Tonight we are going to talk about cum eating. Would you like some cum eating instructions? Would you like a cum eating instruction? Confess, would you?
I know a lot of you stroker boy’s are cum curious, and because of this, you are in luck. I am going to give you some instruction to eat your own cum. This will require training. Male cum training. I will have you tell me what you have been fantasizing about. You will let me know if you are a sissy cockwhore, or just a slut wanting to eat cum.

I like to think of my husband, as a sissy husband who has a cum eating fetish. It is super hot, and turns Ms. Mandy on!

Call me tonight for your cum eating instructions!
xoxo’s Ms. Mandy!

And check out my sites, guided masturbation phone sex site, has new humiliation section, that if you would like to be written about on it, contact me, and my cuckold wifes site, you know how I love this!
I like to talk about cuckold fantasies, cuckold lifestyle, orgasm denial, cock sucking, cross dressing, fluffer boys, chronic masturbation, financial domination, money slaves, chastity, cock control, orgasm delay, orgasm denial, cum eating, bi sexual, cock and ball torture, taboo role play fantasies, domination, and am open to any fantasy you like to indulge in during phone sex.