Guided masturbation phone sex

Sally Ann ~Sissy Maid for Mandy~

By Ms. Mandy November 18, 2007 cock control, sissy training, Teasing and Denial No Comments
I do enjoy sissy maid’s. Very British, and I love all things Brit!  Today I had Sally Ann dressed in pink, panties and all. Little high heels, could hear them clicking on the wooden floor, as she cleaned and dusted as per my instructions, when it was not done to my liking, I would spank her sissy ass.

She did the tables, got spanked over the edge of the sofa, cleaned the kitchen, she was wearing a very starched white apron for me as well!

Sally Ann has a sore butt tonight! But a clean house,,, btw.. she came all over my toes, and cleaned it up, can you imagine, she wanted to lick me. That is too funny, I said NO WAY!  Sally Ann you may cum on my toes!

“Little Sissy – New caller for some humiliation

By Ms. Mandy November 17, 2007 Cucky Boyfriend, Feminization phone sex, guided masturbation phone sex, podcasts No Comments
Sissy training in Pa. I have a new sissy on board. Or should I say a wannabee sissy. This sissy does not have a name yet, we will call It, “little Sissy”, I was going to call it, little sissy in Pa, but I have a few callers in Pa, that I write about, and I do not want to confuse you all further.

Little sissy sent me the following email, these are things, he/it is dreaming of becoming. We are going to work on training. As of right now, he has no toys, or panties, so it is purely fantasy we will have to see how it goes now, won’t we?

Here is the list I was sent – BELOW IS WRITTEN BY LITTLE SISSY….

I want to marry, worship and adore and be a total slave to the right t-girl.

1.Putting my knees over my head and jerking myself off all over my face.

2.Putting my knees over my head and pissing in my mouth and all over my face.

3.Being called a little sissy boy and many other derogatory terms and having to admit that that is what I am.
Little note here, sissy’s are not called boys – sissy girl perhaps

4.Having moan like a little sissy schoolgirl being touched for the first time anytime I am allowed to cum.

5. Having you refer to my dick as a tiny little useless piece of s* that from now on will be my “sissy clit”.
 Not my type of humiliation do not use the s word

6.Having you refer to my asshole as my tight little sissy c*.
*please note, I am not fond of the derogatory female C word, do not expect me to use it or condone it*

7.Making me finger my sissy c* while I moan like a bitch.

8.Making me suck on a dildo like a porn star – slurping and making love to it with my mouth.

9.Making me confess how much I want to be humiliated by a transsexual.  How much I want to make love to her                balls, cock, and asshole with my mouth.

10.Making me have my tiny little shaved sissy clit tied up and throbbing all of the time as a show  of  complete  respect to you

11. Having you share this information with other women and trannys, having them call me and email me just to laugh at me and verbally degrade me.

All of the above was written by Little Sissy…

NEW CUCKOLD HUSBAND CONFESSES… to Mandy

By Ms. Mandy November 13, 2007 Cuckold experiences, Little Dick Losers No Comments
I have an amusing new cuckold calling me, “TinyPP” He is so funny, He started telling me that he had a bet with his wife, if her new boyfriend was not a better lover then he was, he was going to have to wear panties every day of the month. If she was not more satisfied, she would have to suck is cock everyday for a month.  What he did not know, was his wife’s friend at work, Heather, had already been with this big black man, and he had a fantastic cock, that all the girls at work wanted. So this cuckold guy, was tricked!  The wife’s fantasy would come true, her cuckold husband was to wear panties now every day of the week, and at work under his slacks. There would be no cock sucking going on in his bedroom, that was for sure. When I talked to TinyPP, he told me he had on a pair of yellow sissy panties, and that when he gets home from work he has to cook, clean, and do all the chores for his pretty wife. She sometimes makes him strip and put on panties, at her command, if he is not wearing any.

So, it goes, that this guy at work, was  set up, because other girls had loved being with him.  That might be because his member is 12″, and TinyPP is only 6″. Oh well… can’t win them all can you?
Not only is this guy well endowed, but he made TinyPP beg him, to fuck his wife.  This big towering stud said…”show me what competition is like” as  they undressed..  he said, “dude you sure you want me to fuck her, you are going to lose your bet”.  Laughing, the fun began..  His wife was so excited, she held her hubby’s hand as the new guy, slid his huge dick into her once tight pussy. She immediately had an orgasm, almost before  he put it in,all the while she was staring into her hubby’s eyes..  After they started to play, her wife started to scream with enjoyment and TinyPP had never seen or heard her like this, when they had been together. Watching all this made TinyPP cum right away…

Afterward, TinyPP found out about bet..that it had been arranged, and that he had stood no chance of winning. Heather at the office the next day, proceeded to hand TinyPP bag with a pair of  little pink VS panties. Heather knew in advance that TinyPP was going to lose, in fact the whole office knew, and they were all secretly laughing at him, behind his back.
His wife said “you lost the bet..go put those panties on…. Tiny PP put on pink panties in front of his wife and her lover, as they watched. This only made TinyPP harder, and after her new lover left, his wife decided he could Jerk Off for her. But the catch was, INTO A CUP… can you believe that?  And it turns out that lover boy, took his wife’s panties home as a souvenir.

To further enforce the bet, his wife had Heather the girl from work, go with them on the weekend  buy the 30 pairs panties he would now be wearing. His wife made him thank her for coming along. The ladies had fun shopping for the panties, at the humiliation of her husband’s, expense. Heather had a blast too, watching TinyPP squirm while they bought the panties.
This cuckold hubby is cock jealous now, because his wife comes so much better, he actually feels bad that he has not found a cock before for her, she can’t wait till the weekend,  to arrange a get together, From now on TinyPP will wear panties, and when guy comes in door…his little dick will be poking thru.. his wife is going to shave TinyPP all over for this…
So what does TinyPP  like more?, Wearing panties or watching his pretty wife get drilled? BTW,, he has to wear a little pad, when he does cum  he has to wear that cumpad all day in his Panties!  Yuk!

Online Cucky Hubby Spoils Mandy

By Ms. Mandy November 13, 2007 Guided Masturbation phone sex, Online Cucky Hubby No Comments

It was a steamy hot night, my Online Cucky Hubby whispered in my ear that he was horny. “Sweetheart,” I said, tonight is your lucky night, my beautiful big real man boyfriend is coming over to please me and to play with me. “Oh,” he replied, smiling and secretly happy, that he most likely would be seeing his beautiful wife, satisfied by her real man boyfriend.  He was always inwardly getting more excited at the possible thought of getting her real man boyfriend ready for her.

Her Online Cucky Hubby, knew that she liked him to fluff up her big stud man. Taking that cock and getting it ready for her, always made his “little” dick hard. She would giggle when she would tell him, that the RMB was coming over, she would gaze down at his pants, to see if there would be a “little” bulge.  There always was, and this pleased her, because she liked it when she could excite her Online Cucky Hubby.

Tonight was not different from other nights, Mandy’s boyfriend came over, and of course he was as big and powerful as ever. Her Online Cucky Hubby, answered the door, and in he came, all 6’4″ of him, Cucky Hubby, looked at him, and knew the night would be a hot one.  He told the RMB to sit, and he would get everyone drinks.
Mandy wasted no time, in going over and sitting next to her sexy man. They started to kiss, and her Online Cucky Hubby brought over the drinks, staring at the two of them as they went at it.  His cock started to twitch, and he knew pretty soon, the festivities would begin.  He could hardly wait…

Her RMB scooped Mandy up, and carried her into the bedroom, Cucky Hubby followed behind, very excited, as her RMB placed her on the bed. “Honey,” Mandy said, looking at her hubby, please pull my panties down, for my RMB, Cucky Hubby, came over and obiediently pulled her black lace VS thong panties down, “now go over to my RMB, and do your thing…” she said.

Her On Line Cucky Hubby, was growing more excited with each moment, he went over to her RMB… and now the fun was to begin…

Slave in SD serves me – nipple torture, cbt, spanking…plus an orgasm

By Ms. Mandy November 12, 2007 Guided Masturbation phone sex, Masturbating, SlaveCSD No Comments

My Slave in SD and I had a session recently, We had not talked in a while, 2 weeks to be exact, he shaved his cock and balls for me.

First we put on nipple clamps, using rubberbands, 10 spanks with the belt, then smacked balls for me. then smacked cock 10 times,

Who owns that cock?  Mistress Mandy does….
He is a good slave for me.

High heel shoes. Showed me a few in the collection, and had him put on the black stillettos, had him spank himself with the white sandal for a long time!  Ass was nice and red.

Then some lotion…on his cock and balls and hand, pulling on nipples.. put clothespins on his balls

I own and control my SD Slave, clamps off nipples, and clothespins on nipples. The clothepins were making a while colored patterned, while he was stroking for me and  the pins were flying, and he took the rubber band off his dick, pump that huge cock… took clothespins off balls, and he continued to pump hard…and came for me.

WIMPY CAME FINALLY – Little dick losers do get to cum!

By Ms. Mandy November 12, 2007 Little Dick Losers, Teasing and Denial, Wimpy No Comments
Wimpy… I am so happy to hear from Wimpy, he is such a loser, and makes me laugh and keeps me amused… Recently his wife Laura and I decided that he could cum, he has been in chastity for months…7 months, w/o cumming she has been giving him prostate milkings. So, she has turned his coming over to me. Here is an example of some Humiliating Prostate Milking.. As recently as last week, Laura had her girlfriendss put on rubber gloves, milk Wimpy’s pathetic prostate, and let it dribble onto a plate, they would make him lick it up and all laugh at thim while they are saying humiliating comments…Wimpy has never has had sex with Laura, even though they have been married 2 years, She has gotten herself another man to her pregnant, and he is now her new steady boyfriend.  She is 6 months preg. so sex is difficult, she blows him and makes poor, useless, little dick pathetic Wimpy  watch…  And you guessed it, she then gives Wimpy creampies. YUK,  She Calls him her personal cum dumpster..Anyhow, we had months to go.. but, I took over, made Wimpy cum for me, with a long guided masturbation session.. it was so much fun, humiliating him, and making him beg to cum.

There is no cumming all week for Wimpy, he now has to wait till I say he can cum again!   Right Wimpy!  I had him put on his CB3000, this way there is no cheating..
He should be very thankful, considering he has not cum since April 13. he has forgotton how to be a man, and was even crying during our session.

Stay tuned for my next post about Wimpy!


this is an old post, to give you more background.. you can click on Wimpy on the category list on the left there are some of my old posts about him and Laura there..

Wimpy just called me, and told me about his wife. She took him to the hotel with her, and her boyfriend, to help her register for a room, so she could be pleasured by a real man. His wife is not interested in listening to him beg anymore for wanting to cum. His wife wants him to send me the key to the chastity device because she is tired of hearing him beg. She wants to have me hold the key for 6 months. I could help her train her loser husband. If he can’t cum, she can train him, her way. Oh she has some very nasty training for him, which I won’t mention here. YUK!  He is such a loser YUK!  He sent me lots of pictures of his little dick, you all can email for the pictures, so you get the full view…he is so small and PATHETIC!!  I suggest the LORIS for his useless cock, so it will be metal and form fitting. His little dick will grow to 2 inches, filling up the CB, I actually thought his dick was too small for the CB – but he assured me, he can’t cum in it. He gets really frustrated. His wife and her girlfriends are going to witness, Wimpy’s clean up duties tomorrow. They are all having sex, and they are all going to have Wimpy, lick and clean them, he is SO PATHETIC…they are all going to inspect him, as he cleans them up…giggles**.  I will be holding the key, and I am going to throw it into a box, with other keys…how will I know what key to send him back. I am so confused!  THIS IS FUN!  He is whining right now, as we speak. His wife is so into humilation – she wants him to buy her and her BF, a VACATION.  She will have Wimpy be a slave to her girlfriends while she is gone. She might make him into a faggot too. When she comes home. I think he is crying now. Wife is never going to have sex with him, he has never had sex with him since they were married. His dickie is so small it won’t fit inside of her. Oh My……he wanted to know if people email me for his pictures of his — you know what – which is Soooo small, would they post comments on my blog? I don’t know, if they will, we shall see. I think mostly girls will read this and laugh. I already sent his pics so other girls…and they think it is too funny. Cause they know what a little loser he really is. mmm…

Dildo Sucking – Teenie Weenie Tony is at it again…

By Ms. Mandy November 12, 2007 Little Dick Losers, Teenie Weenie Tony 2 Comments
Below you will find a session with some dildo sucking that I started with Teenie Weenie Tony… to be continued.. but it is funny – Teenie Weenie is Such a LOSER!

Mandie Parker: ok
Mandie Parker: what r you wearing
tony : Im wearing a white cotton thong with knee high white socks and im wearing lipstick
Mandie Parker: what color lipstick?
tony : Red Mistress
tony : Im also wearing black heels
Mandie Parker: good you are a good cock sucker
Mandie Parker: do you have a dildo?
tony : Yes Mistress i am
tony : I do
Mandie Parker: i did not know that
Mandie Parker: get it out
tony : Yes Mistress
tony : It was free when i bought one on my porn dvds
Mandie Parker: oh good
Mandie Parker: ok
Mandie Parker: how about taking your clitty out?
tony : Yes Mistress
tony : It’s out the side of my thong
Mandie Parker: ok, take the dildo and suck it
Mandie Parker: i am going to turn you Femme
Mandie Parker: like the forced femme movies you love so  much
Mandie Parker: lol
tony : Oh yes Mistress thank you
tony : Im sucking it for you
tony : Im sucking this cock so good for you Mistress
Mandie Parker: lol
Mandie Parker: you are now
Mandie Parker: guess what? Loser?
Mandie Parker: what will I be calling you?
tony : What?
Mandie Parker: a cock sucker
Mandie Parker: LOL
Mandie Parker: loser
Mandie Parker: LOL
Mandie Parker: LOL
Mandie Parker: LOL
tony: Oh no im a faggy little cock sucker
Mandie Parker: Faggot cock sucker?
Mandie Parker: LOL
Mandie Parker: suck it
Mandie Parker: now tell me how much you like it
tony : Oh i love sucking on this cock for you Mistress
tony : It’s so much bigger than mine
Mandie Parker: any cock is bigger than yours
Mandie Parker: loser
Mandie Parker: LOL
tony : I no i have a micro penis right Mistress
tony : Im a pindick cock sucker
tony : I wear womens panties because my dick is to small to fit mens underwear
Mandie Parker: you do not have a cock at all
Mandie Parker: i should not have used that word
Mandie Parker: you have a girlie clitty
tony : Yes Mistress i have a clit
Mandie Parker: well?
Mandie Parker: tell me what you are doing now
tony : Im sucking this big cock for you Mistress
tony : And touching my clit
tony : It’s so embarrassing knowing that i could never satisfy a women with my tiny clitty
tony : Mistress?
tony : What do you want me to do for you now?
Mandie Parker: I am getting a call..  we will have to pick this up tomorrow night…

Guided Masturbation and NIPPLE PLAY IN PA !

By Ms. Mandy November 11, 2007 nipple play No Comments
My friend in PA, if you check back a bit, you will see that I suggested via a podcast that he play with his Nipples for me, possibly just cum with nipple play only.

We tried a bit of it today, He is so great to tease, I had him teasing his nipples, and then stroking.. He only had one hand to do the Nipple tease, so we were not really able to do this to the full extent. But I do think we had a successful session! 

Slave P ~~Orgasm Denial~~ Sunday might be a good day not to cum~

By Ms. Mandy November 11, 2007 Guided Masturbation phone sex, orgasm denial 2 Comments

Slave P a new wannabe slave of mine, we discussed it, not sure if it will happen, we shall see. He was very delicious and obiedient, I did not let him cum, as you know, I sometimes am into orgasm denial, and he did not cum. However we did have a good long guided masturbation session..

I did suggest that he could stroke this week, no cumming, and then on our next session, I would discuss what we might do.

I am considering ownership, but it does take commitment by both parties. So we shall see.

I think for slave ownership, we need rules, and of course, there is more…