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Letter from Masochista

Part 1

LETTER FROM MASOCHISTA


Dear Shoeblossom: Sleeping can be tough these days…I have dreams, and my penis attempts an erection sometimes around four in the morning, and of course its locked up in a TINY chastity tube, which can be quite painful.


Think of it, before I came to Masochista, I had a little aerobics instructor girlfriend who would suck my dick all night long…and before I sold my invention and retired to Masochista, I had affairs going on with my secretary, my two typists, and every other little bitch in the company, and now I cant even get a hard-on!


I awaken to Miss Cayuga pouring cold, stinging water on my face. Oh it stinks. I cant move my wrists. “Cayoh, come on.” I open my eyes to theoh God, yellow liquid coming into my eyes, the bitch is PEEING on me.


“Wake up, Evarts, you asshole.” She is standing over me over my head on the couch, pulling up her adorable little miniskirt and peeing onto my sleeping face!


Fourteen months Ive lived in Masochista, and the girls always find a new way to awaken me, damn it. Last week Desdemona and Keri Anne were looking after me, and they attached electro plugs to my testicles, which zapped me awake at seven a.m. I was sleeping at Keri Annes feet, and I shouted for her to wake up, but then she pressed a snooze button, and fifteen minutes later the zappers went off again!


“Cmon, Evarts, you lazy slob, get out of the damn bed. You white males make me ill.” Cayuga, a beautiful Puerto Rican, smiles impishly. “Or I can ride your face a little bit. I could use a little morning stimulation!” She is so cute and she presses her pussy lips together right over my face and my cock attempts once again to harden in the tube.


But of course I just feel an incredible crush as the penis inflates and is squeezed against the tight, unrelenting steel tube. I last came about a month ago, and wow, do things build up back there.


Cay waves her lovely big breasts, encased in one of those revolting punk rock concert T-shirts over my head, and Id love to grab them but my hands are tied, literally, thats how I sleep!


Looking out of the window, and across the street, Brunsvold DeFauw, a foreign import-export magnate vacationing here in Masochista is leaving his house, naked except for his chastity belt.


Brunsvold must have done something to annoy his Trainer to be put on a clothing restriction. This means, of course that all the ladies of Masochista will mistreat Brunsvold as he goes down the street; its a female dominated town, after all.


Its literally apartheid! Look at Brunsvold go. He just ran into young Miss Morgana, who was licking a strawberry ice cream in front of the house next door. She is nominally supervising her charge, an aging banker who is doing some weeding in the front yard, but yup, she has a little time to give Brunsvold shit, too.


I cant hear what shes saying to Brunsvold, but hes shaking his head and sweating, and now Morgana has just grabbed him by his right nipple and twisted it, and Brunsvold is dropping to his knees.


Damn! Shes using her handcuffs from her utility belt, which rivals Batmans, to lock Brunsvolds hands behind his back and now shes unlocking his chastity belt. The women all have Master keys to the chastity belts, everybodys, but theyre careful not to let anyone orgasm until the Mayor gives out the orgasm dates (everyone has a separate one, and the women have the lists)


God, watch Morgana stroking Brunsvelds cock, hes getting harder and harder…and shes running her pink nails up and down it, and she looks so cute in her halter top and Daisy Duke shorts…almost as cute as Cayuga.


Morgie really has an expertise in tickling Brunsvolds dick until it is seriously swelling….she opens her shirt a little bit, laughing as he drools dangerously near her cleavage. Poor thing, hell never get to kiss her breasts. Thats a big treat for trainers. Cayuga when shes in a good mood lets me lick the underside of her glorious tits, but never, never gives me  a nipple!


Brunsvold looks so ridiculous, hes old and fat and this girl is making him look absolutely ridiculous. His hands are bound behind his back and he keeps going up and down on his stubby little knees as she rubs and stimulates his hardening cock.


Brunsvold comes to Masochista every other month, when hes not busy with his business, and hes a great neighbor as he usually is in the bungalow right across the street from mine.


Brunsvold told me in heavily accented English that living here has been really good for his heart and his liver, as men are not permitted alcohol, cigarettes or too much salt. But hes bitching about not being able to cum, and Morgana has taken her hand away and shes kicking him in the balls!  A girl down the street is clapping (I have a great view from my window)


Its like when we were kidsbefore the lawsuits and psychology, if you got punished by the neighbor, a spanking, your mom would spank you also when you got home. This is what its like in Masochista. Morgana is trying to emphasize to Brunsvold that he shouldnt upset his trainer… and hes learning his lesson!


She has now locked poor Brunny back in chastity, and sent him on his way!


But Brunsvold isnt really humiliated…not REALLY.


Titus Hahn, the mayor of Masochista founded our peculiar little hamlet with the understanding that men would no longer be ashamed of having a submissive nature, at least within the city limits. (Though of course the poor bastards could be put through shame and humiliation over any other situation!)


Titus was owner of several houses of pain, dungeons and the like in cities across the country, and his wife, Mistress Penelope, is a retired dominatrix.


Titus was able to recruit, through Penelope lots of women who knew theyd be well paid to be dommes in the Masochista project, by its wealthy residents!


Titus bought a rather large bit of land in an area of California, near Gualala, where its fairly warm and he set things up, spreading the word, and the slave boys came!


Youd never actually know that Titus is in charge of our village, as the youngest girl trainer, boobies jiggling in her camisole will be whipping Tituss bare butt in the front yard of his mansion.


Youd think such a rich and well-placed submissive would be tougher than other slaves, after all Titus has been in the biz a while, but he screams and cries, and when Penelope or one of the other evil bitches puts him in a humiliating outfit, such as a bonnet and diapers, or a frilly pink dress, you should see how Titus cries and wails in protest!


Although Titus keeps the records of who is allowed to have an orgasm when, his wife Penelope has HIS orgasms restricted.


Penelope is a nasty old bitch. She has bleached blonde hair that she keeps piled in buns over her head, but shes about fifty-plus, and I wonder sometimes if those oversize tits of hers stand up as well in her snug PVC bustiers as they do when shes naked. Of course Ive never seen Penelope naked…


She thinks its funny to carry darts in her purse and throw them at a naked slave boys nipples, or tie a little rope around a guys balls and attach them to her horses saddle before she takes it for a canter!


I have to say, though Penelope is not one of my ideal women to be considered a babe, shes often tied me down and given me long teases, and she really knows what a guys dick feels like…to the guy.


Penelope loves to stroke the sensitive underside of my cock and make me scream and yell…when she gets me all het up, she orders me to bark like a dog or squeal like a pig, and by George, I do it!


I swore Id never suck penises, and Penelope has gotten me so excited that I will suck off another slave boy for the chance to orgasm myself…though she always takes her hand away, Penelope does, and makes me kneel on jacks and beat off with my left hand when its my turn to orgasm, no matter how many dicks Ive sucked for her!


But Penelope is equally as evil to so many other men, that I cant complain that much…


And when Penelope walks through town, men get really nervous, as she is temperamental, to the point that she can get dangerous. It possibly could be because shes going through the Change, but by now youd think she was through that, right?


Penelope is very much like the Prussian dictator, Frederick William, who would beat a soldier upon inspection if he didnt look perfect. She walks through town with a short dog-whip, and often will see a resident and order him to strip and then shell just thrash him until he screams!


“You people make me sick” Penelope told me once, as she squeezed my balls in the Masochista town square. “Rich slave-pigs who think theyre just big shit…youre not in Kansas anymore, Dorothy!”


As a paying resident in Masochista, you can choose your trainers, and I understand many people ask Penelope to work with them. There are a few submissive women here, one of them is called Gwyneth, and Ive seen Penelope putting the poor girl through her paces.


Penelope really seems to get joy out of whipping Gwyneths chubby buttocks (Gwyn is pretty, but what you call a Big Beautiful Woman) and once or twice I have gone to what they call the “Display Clubs” in Masochista on a Saturday night and seen Gwyneth having her breasts tortured by Penelope, who also enjoys kicking poor Gwyneth in the cunt.


But, as Gwyneth told me once over lunch “Being forced to walk naked in a town full of clothed people, to be caned and whipped by Penelope blows all my tension. Im not focused on my horrible chain of travel agencies, and whether theyre losing money to the Internet, or worried about Mom in the nursing home…Im just a nasty little slave piglet, you know what I mean, Evarts?”


Penelope has a way of flogging that leaves red streaks all over a submissives body, to the point that they look as if theyre about to collapse…certainly Titus has a few scars on him, when Ive seen him in the altogether!


Masochista has made Titus a multimillionaire, and he is thinking of putting similar towns in other states. It is remarkable how many submissive men have means to pay for this sort of lifestyle…its done me a world of good!


And now Cayuga has slapped me gently, interrupting my reverie, and bringing me back to the present. “Goddamit, Evarts, cant you focus on me? What are you doing getting in everybodys business for?”


Blessedly, Cayuga unties me and I get up…now my dick is really, really hurting in the tube. She gives me a tender kiss on the mouthCay is more affectionate than some of the girls here.


Of course her tenderness, being kissed by those full lips gets me twice as horny and miserable, but I do love her a lot! “Whats wrong, baby” Cay asks me sympathetically. “Are you too horny?”


“I-I just need a cold shower, Cay. Dont worry about it.” Cay  grins at me, and tucks in her Lady Gaga T-shirt, and her nipples protrude against the thin material. My dick feels like its going to strangle in the tight little tube.


“I have a better idea, Im going to get you to do jumping jacks, Evarts. This will take your mind off your dick, which is where its on too often” Leading me into the living room, I wince in horror as Cay picks up a long hazel switch and lashes my bare hip. Im nude, of course…


WHACK WHACK WHACK Cayuga slashes both sides of my fat flabby body and I begin doing jumping jacks. “Thats right, Evarts, you pathetic asshole, up and down make them count, boy!” She goes around back and gives me a few in the rear and I am almost crying, the switching is vicious, but hey…my erection is gone!


After Cayuga leaves me shaking and crouched on the living room floor from the exercise “whipping”, the door opens, and Elexyona, a honey blonde with boobs almost falling out of a button down shirt tied just above her waist, walks in.


“Hey Cay!” The two girls hug. “Time for my shift with Dirtbag here, bet he needs a shower.” Cayuga nods, laughing and walks out the door.


Elexyona takes her key and unlocks my chastity device. “Were going to wash you up, and Im not going to cuff you, but if you try to touch your little worm there, Evarts, Ill kick you where it counts, let me tell you!”


“Yes Miss Elexyona.” I say, cowed. I keep my hands by my sides as Elexyona takes her shirt and shorts off, revealing a pink bikini, and then follow her in the bathroom. Elexyona knows how to walk ahead of a man, let me tell you, she undulates her hips, and “accidentally” brushes my dick with her full buttocks several times.


My cock and balls are so engorged from the long time theyve been without relief that its really hard not to touch myself, but Elexyona is a woman of her word.


We step into the oversized shower, and Elexyona turns on the nozzle, and warm water falls on us both, but Elexyona is careful not to let her hair get wet, as it is in a really hot little style.


First Elexyona washes my shoulders, and my chest, and then lovingly brings her hands down around my hips, driving me crazy as she casually keeps her hands away from my crotch until the last minute.


I am instructed to continue to keep my hands by my sides. The first week I was in Masochista, I hesitantly touched one of my bathers breasts, and she took me downtown, stark naked and horsewhipped me in the town square. Ive learned to keep my hands to myself unless given permission!


Elexyona continues to wash my inner thighs, at this point I am standing directly under the shower and she is squatted down, rubbing and stroking my loins with her soft little hands. Elexyona isnt more than twenty-one, and full of energy. She has a massage certificate, I understand, and is a very valued citizen-trainer here in Masochista.


Finally, Elexyona begins soaping and stroking my cock and balls. Now I have to stand very still, though of course I am staring down into that damned hot pink bikini cleavage. She looks up at me and grins, and my dick resembles an MX Missile.


Elexyona rubs and strokes my poor dick and my thighs start shaking, and my tongue feels huge in my mouth. I am trying so hard to keep my hands by my sides, but I am going fucking crazy here!


“Are you feeling like youre about to cum, Evarts?” Elexyona asks sympathetically. She looks up at me and jiggles her boobs. “You know I will be quite upset with you if you have an accident.”


I nod my head. She stands up. “Open your mouth, and eat this soap. Itll take your mind off of my little cleansing work, okay?” Uugh.


Of course its laundry soap, the most bitter kind, and I spent the next ten minutes eating the entire bar, swallowing it down, and trying to keep from gagging. When I was a kid, I wrote FUCK on my hand, and the teacher made me lick a bar of Ivory soap, and I thought that was hell, but this is much worse.


And by the time Ive swallowed the whole disgusting thing; my erection is more rampant than it was before!  And then my legs begin to tremble. So Elexyona takes me out of the tub and turns me over the toilet, instructing me to grab the sides of the commode.


“My daddy always said a razor strop will clean up a dirty mind” She is giggling, and the hot pink bikini top is wetly clinging to her nipples. Fifty times the razor strop lands on my poor defenseless buttocks, and I burst into tears, and yes, my dick grows small once more.


Then Elexyona shoves me back in the shower and makes it REALLY cold, and pokes me to keep me from scrambling out of the bathroom. Finally I am shivering and she kicks me out of the bathroom, grinning. I notice that along with her hot pink bikini she is wearing high heels, and she looks so beautiful!


When we come back into the living room, Elexyona towels herself off, and leaves me to just stand there.


Again the door opens, and its Addison, who has a very short carrot top, and small but delicate boobs. She is wearing a Lycra outfit, and laughs as she sees my condition. “Lex, youre wanted at the Teehan cottage, Ill take over with Evarts here…wheres his chastity belt?”


After Elexyona leaves, Addie leads me into the bedroom and ties my wrists to the bedposts. “Before you go out to enjoy the day, Evarts, youre going to learn from me to stop having these unauthorized erections!” Of course she is stroking my cock as she tells me this.


Addie strokes my dick, tickling the underside with her long French nails, and then she steps back and picks up a whippy cane WHACK! Right across my poor little wee-wee.


“We have a long morning ahead of us, Evarts” Addie says. “I am going to teach you to keep your dick limp when I touch it, understand?”


ARE YOU KIDDING?


My name is Mithradates Constantine Evarts, and for obvious reasons, I have gone by my last name only since stepping into my first playground. Uncle Sam paid me a bunch of money for something that makes submarines run more soundly, and Ive been pissy rich since my late twenties, and my main interest has been finding beautiful women and men to sexually dominate me.


One night my favorite dominatrix told me about Maochista, a small town populated by rich male submissives and gorgeous dominants!  “For the price involved, Evarts, most guys can only spend a week there, since its a thousand dollars a day, but you could probably be one of our live-in residents, if you didnt mind giving up your West Village co-op and your Ferrari.”

I took my dommes advice, and went for a week to Masochista, just to see what it was like…within eight days I was sore from the whippings, my anus was dangerously enlarged from various strap-ons and other penises all too real, and it scared me, because I didnt want to be one of those old men who had loose bowels…and of course my penis had been teased beyond recognition.


But I immediately sold everything and moved back! And Ive never regretted it, not even on Orgasm Day, which is always frustrating and humiliating.


Once a week, ten guys who have been kept chaste for thirty to sixty days are forced to kneel in the Masochista Stadium, with everyone cheering. Right hands tied before their backs, they must jerk off with their lefts, and the first three to cum are the only ones! Everyone else is locked up for another thirty days.


This month I didnt make it. I couldnt believe it, after having endured twenty-nine days of teasing and torture, I was kneeling, with my left hand pounding my pud…we got three minutes to cum, and I was beating my meat like there was no ones business. But its a funny thingsometimes the longer youve been denied, the more reluctant your semen is to leave your penis, I dont know why that is!


But there was another guy in my line, Godfrey, who cant seem to cum in less than ten  minutes, and the poor thing hasnt had an orgasm in thirteen months. He was crying as we walked off the field. “Its just not fair, Evarts” Godfrey said, tears rolling down his cheeks. He is an elderly man, and was quite depressed as his twenty year old trainer briskly locked him back in his belt.


“I really thought I was going to make it” Godfrey said earnestly. “This time, I had Ava and Schulyer teasing me and rubbing my penis all morning, and they locked me up right before I was about to have a spurt, but I still cant cum. Its been so long since I had any kind of release, and you know, Ive lived here for eight years…and the last thirteen months, nothing! Actually in the last eight years Ive only had seventeen orgasms.”


Godfrey is quite rich. He was the lead singer for a one hit wonder band, but that one song has kept Godfrey and his bandmates  from having to work since 1978. I suggested that he take a vacation from Masochista, but he is determined to hold out for an orgasm here.


“Its the only thing Ive ever had to work for, Evarts” Godfrey told me. “Drugs, women, music, its all come easy to me. But now Im terribly fixated on cumming here in the stadium, and if Im really lucky it will happen for me.”


I am actually committed to sexual sobriety as well. Last year I flew home for Christmas, and, since I couldnt bring a chastity belt on the plane, I brought  Cayuga with me instead, presenting her to the family as a girlfriend.


While my parents were setting the dinner table, Cay had me in the bathroom, a huge hunk of soap stuffed in my mouth, over her knee as she gave me fifty hard whacks with a hairbrush for insulting my sisters good-for-nothing husband.


While the family was out caroling, Cayuga had me in our bedroom, where she was raping me with a huge plastic dildo, and then when the folks came home, Cay took me downtown in Pittsburgh and hired a couple of male hustlers to fuck my ass and face in a seedy motel room and she took pictures with her digital camera and posted them on the website for Masochista so everyone back home would know we were having a good time!


I was so grateful to Cayuga for keeping me pure that I took her to the local Tiffanys and bought her a tennis bracelet, and that night she let me lick and kiss her full breasts for the first time. “You are such a sweet guy, Evarts, for a pathetic slave pig.”


Of course later she bound me in the closet and went downstairs and seduced my father and fucked him in the bathroom while my mother was decorating Christmas cookies, but I really cant blame the girl for her inclinations.


And then something funny happened. The next day, I asked Cayuga to marry me. I told her that although I loved Masochista, Id like to get back to the real world, and Id love for her to keep me honest, and thrill me with her evil teasing and torturing.


She hasnt responded yet, but we have talked about living in the suburbs, being respectable outside while she pins my nipples to the wall in the basement, or paddles my reddened bottom in the back yard of a nice Pennsylvania suburban village.


I really hope she says yes, but if she doesnt I will return to Masochista and live there for the rest of my days, as long as the money holds out. Its a remarkable way to live!


Thanks,

M.C. Evarts


Dear Evarts,


That sounds like a fascinating lifestyle!  A bit xenophobic, but subcultures are often quite beneficial to the individual.


Best, Shoeblossom


































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