Letter From Chicago free porn video

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LETTER FROM CHICAGO

Dear Shoeblossom:

My name’s Noelle. I was just reading ?LETTER FROM BOSTON??That dopey rich boy Franz the Fool wrote you about how I was his Candy Striper, when he was in the hospital in four cast traction?and how I teased his cock and balls, and beat the crap out of him?and made him suck off my gay cousin! God, it brings it all back!

Truth be told, I was only on the Candy Striper volunteer bit because I had to do three hundred hours of volunteer work as punishment for selling crack jumbo red-top vials at St. Floriana’s, where I was a sophomore. Shortly after I broke off with that idiot Franz, I stole his car (didn’t tell you that part did he) and drove to Illinois, first to waitress in Skokie, and then moving to Chicago?

My first chastity slave when I got to Chicago was a Certified Financial Planner called Voltaggio DePinero. He was a strange fellow, and needed a lot of strictness, apparently. I put him in a glass chastity tube that didn’t allow him to masturbate or even urinate?and he had to buzz me with a beeper when it was time to go to the bathroom.

I was very entertained by Voltaggio, because I was working as a hot dog stand attendant in front of his big-ass office, and he’d buzz and buzz, and I’d take my time putting mustard and chili on various wieners, and then I’d lock up and slowly walk up to his office, taking the stairs as I gotta keep my ass small with exercise. When I’d see Voltaggio, he’d be jumping up and down in his office, and sometimes he’d be peeing out the side of the glass tube, ruining his expensive Armani pants.

?You sure you need to pee, sucker?? I’d say, as I stood in front of him in my little hot dog apron, which covered my meager bikini top and short shorts. I’d make poor Voltaggio drop to his friggin’ knees, begging for the key, so he could run into his private john and pee?and there was almost always an accident.

Then I’d lock his hands behind his back, take off his pants and shorts and toy with his dick for forty-five minutes or so, until he was ready to let me wheedle a tip out of him?and then of course I’d lock him back up again, and go back to the hot dog stand. He begged me to give up selling hot dogs, but it was such a great way to get a tan, you know?

I eventually split from the Italian and found a sub hubbie?and life has gotten even better! I turned poor Voltie over to  Caligula Simms, who owned my hot dog truck, and his sexy Negro daughters, Calcutta, Caledonia and Chinchilla?and now Chinchilla is Mrs. DePinero, and they all live with the poor bastard, keeping him in line!

And I married Elgin Pincus, a sweet and pliant attorney. My roommate had gotten in trouble over a bankruptcy thing, and Elgin handled it free of charge. and I, who of course sold my ass now and then, waved my boobs at him and said I’d make it up to him with a blowjob or something?and Elgin instead stripped naked and took a coiled cat o’ nine tails out of his briefcase and handed it to me! It’s been progressing from there?

My husband Elgin is a big fan of your Letters—he is also a pitiful chastity faggot! Well, not really a natural fag. He has no interest in men, but he has been trained towards servicing them for some time. I met Elgin through his sister, Indigo?Indi and Elgin were raised in a female dominated family, and Elgin’s mom put him in a CB-3000 when he was in high school, and gave the key to Indi!

It was up to Indigo, a shapely minx with a thatch of curly blue-black hair, to get her brother into shape. She started by whipping his bare ass in their playhouse in the back yard when he wouldn’t play doctor ?right?, and then she continued on to developing training regimens and rewards to get Elgin to work towards  the privilege of jerking his dick.

Putting her older brother in diapers, giving him baths, and shaving and massaging his cock and balls without relief was part of Indi’s regimen, and then making him do nasty shit?such as sucking off his teammates on the basketball and hockey junior varsities?Elgin was known by the other student-athletes at the Chicago Lab School as ?The Encouraging Mouth!?

In the sports that Elgin didn’t actually play in, such as football, baseball and wrestling, Indi, after a few vicious canings, convinced Elgin to go through depilation treatments and then he became a cheerleader! El is, although a good athlete, a somewhat slight boy, and with a little makeup and a poofy wig glued to his head so it wouldn’t fall off during the cheers, became the perfect pompom girl. Indi was the coach of the drill team of cheerleaders, and she’d do other private drills at home, urging the naked (except for wig and pomp pomes)Elgin with her hazel cane?he was quite graceful by the time he graduated from high school!

Indi actually made poor Elgin take her fist in his mouth and she’d shove it down his throat to mimic having to deep-throat another horny teenage boy?and she got him used to the taste of semen.

?You just had to get him used to cum.? Indi told me with pleasure. ?Mom didn’t let El go out much at night, but when I came home from making it in the back of some loser’s Audi, I’d hop my cum filled pussy on Elgin’s face, and he’d clean me out, lickety split (so to speak) It really worked out well!?

Indi explained to me that the best time to work on a young man’s chastity development is in mid adolescence, when sex is all he thinks about?pheromones, testosterone, and lots of girls! And Indi could get her girlfriends to tease and tickle poor Elgin as he struggled with the nasty plastic chastity device lurking in his jeans!

Indi loved shaking her gorgeous, curly hair out, lining her lips with frosty cherry gloss and putting on a little camisole top?tying Elgin naked onto a hassock and rubbing her fingers all over his penis until it was about to typhoon! She’d gotten plenty of progress teasing her dad and her uncles, and that was always a good way to get spending money out of them, as well as other things.

Indi also told me about using a long heavy black metal flashlight, probing poor El’s asshole, shoving it into his rectum, making poor Elgin scream and moan as the metal light, all sixteen inches of it went in and out of his sphincter!

And Elgin and I have a similar situation, methinks. I use my retired cop uncle’s nightstick instead of a flashlight, but with Elgin bent over and crying, I can get the little wooden ?Dictator? to do considerable damage where the sun don’t shine! I’m thinking of using a crowbar or a lug wrench next!

Suspending Elgin’s wrists from the ceiling of our garage on a Saturday night, I shake my breasts in his face?it’s depressing for him, because of course I’m not going to let him kiss them—that’s for boyfriends. I found a discarded fan belt last year that I like to use on his stomach and his buttocks as he sways about, lifting his legs up to protect his balls.

?What’s wrong, faggot? I ask with a full lipped smile, ?Are you afraid I’m going to cut off your nut sack?or just slap it around?? If Elgin forgets himself for a minute, I step right in and kick him viciously in the scrotum, and he howls with grief. Sound like a screeching girl sometimes, it’s kind of sad. I often rub a bit of Icy Hot on his penis and balls too, just to see what his reaction will be.

What else is fun is to tie a bit of clothesline around his cock and balls, and step back and pull him towards me, as he is swinging from the ceiling?I pull him closer with my right hand and bring the fan belt down hard on his penis and nuts with my left, and of course there’s more screaming and misery. I like to crack, scramble and sunny-side up his eggs before I’m done!

But Elgin is a hard core submissive, and his dick keeps swelling to erection. He really does get off when I mistreat him. Usually after about an hour or so in the garage, I let him limp back in the house, and then he tenderly goes down on me as I lie back and scream with animal pleasure.

Sometimes, after that, I let Elgin jerk off on a pair of my Capezios, or let him rub his nuts and penis against the wall and have a squirt that way. I’m not always cruel!

Elgin certainly is a loving husband, and understanding in a thousand ways. He’s a little older than I am, and not interested in going out partying and nightclubbing, which of course has been a huge part of my life since about seventh grade. When I’m out in my little shiny slut outfits, flirting with college boys, Elgin is usually at home, locked in chastity of course, usually reading Greek History or working on one of his jigsaw puzzles.

When I come in a night, he looks at me longingly, and I let him undress me and give me a full body massage?he loves to run his hands over my curves!  And then he worships my labia like it’s going out of style, if you know what I mean!

Poor Elgin’s cock is very crushed in his chastity device, and I am amazed, continually that he doesn’t complain at all. When I give him permission to cover my full breasts with kisses and to lick my stomach and then worship my sexy inner thighs, I can tell he’s in a bit of pain. After all, he hasn’t cum in some time, and his poor penis is helplessly getting over swollen with extensive back loads of cum!

Now and then when I come home from the clubs, I’m in a bad mood. Some guy may have rejected me, or behaved like a jerk. I obviously need to vent, and then again Elgin is incredibly patient and understanding.

Elgin sets out the implements in the bedroom, strips off his nerdy sweater-vest and the rest of his ugly clothes?and lays down on the bed quite patiently, waiting as I put on the tweezer nipple clamps, lock his hands behind his back and his ankles together, and push a pillow under his crotch to make his buttocks an enticing target!

One favorite of mine is the birch. A birch is a bundle of thick thorny twigs and cracks with real pleasure as I lash it across Elgin’s narrow ass?It’s given me real arm swinging!

Then I have what’s called a Liquid Cane?it’s eighteen inches of solid neoprene rubber, and long and sharp looking?I love it ?This?asshole?at the Enclave club grabbed my tits and told me I was meat!? I screamed one night as I lashed the Liquid Cane against poor Elgin’s butt, and then I spun El over, and unlocked his dick and whipped that too, as a representative of evil men everywhere!

I have a cute thing called a Cowpoke, bound leather with about fifty tails coming out of it. It’s shorter than a whip, but has made Elgin scream so loudly that he almost fell off the bed, trying, while bound to inch away from the stinging lashes!

And then I have a seven foot bullwhip, and a twisted cane driving whip which is made from four splits of cane, and then covered with quite painful and effective nickel plated mounts?.After I’ve worked Elgin over with these, I turn his weeping little body over and I’m feeling more generous.

Unlocking Elgin’s chastity device, I sometimes strip down and plop my pussy on his raging cock?but just the tip, you understand. Very, very lightly, I run the tip up and down over his purple glans, getting him quite excited, before I climb off again and just begin breezily rubbing and tickling his little wee-wee.

I love just tracing my forefinger up and over Elgin’s stuttering glans, running it down the sensitive underside of his dick..whaddya call that? The frenulum? Sometimes we have conversations about various household matters as I do this, and he of course is quite distracted.

I love to rub my hands over my clothed breasts. I’m usually still wearing my hottie clubwear at this point, and my cleavage is in plain appearance. Elgin’s glasses begin to steam over and I generally take them off and wipe them so he can behold my hottitude more clearly if you know what I mean.

Then I like to play with his full ball sack?by this time it is rather huge?after months and months of prolonged chastity. There’s a lesson there somewhere, eh Shoeblossom? Eventually I lock poor Elgin back up again and get him to make me a late night supper?all feeling better!

When I bring a lover home, it’s much tougher. Especially when Elgin has to watch us make it. Sometimes if the guy seems like he’d freak easily, I order Elgin into the closet, other times he kneels naked as we go for it.

I do not allow Elgin to kiss my breasts, except on holidays and birthdays, and he gets terribly depressed when whoever I bring home begins worshipping my cleavage, and then ripping off my bra and kissing and biting my breasts?but life is full of adversity, isn’t it?

It took me a long time and a number of whippings to get Elgin to participate when I had a guy who didn’t mind it. I like ordering Elgin to like, suck a guy’s balls while I suck his dick, or suck the balls while the guy fucks me.

At first I would tell Elgin that he could jerk off, a rare privilege after he serviced one of my boyfriends, but then of course I wanted him to do it for the joy of the service. Not because he was going to get some sort of bullshit reward. I mean, how fair is that?

I have one boyfriend, who is a former close buddy of Elgin’s named Jimbo. It was of great interest to Jimbo to discover that not only would Elgin no longer be able to watch football with him or throw darts, bowl or play pool?but also that I wanted Jimbo to assist with Elgin’s training!

?Please, Noelle darling? El begged me.?Jimbo and I have been friends for years. We took the Illinois Bar Exam together?don’t do this to me.?

?Look, if you want to just have a normal marriage where I suck your dick and treat you like a regular husband, that’s fine. You can play with my tits, and I’ll be faithful? I raged, ?But if you want me to be your dominant wife, then you’d better do as I tell you, Elgin.?

But in the end, Elgin actually got quite excited by being forced to be humiliated and pushed around by his former best buddy. The first time Jimbo took Elgin over his knee and pulled down his pants, whipping him with my thick wooden paddle, at first there was some jokes between them??Don’t enjoy this too much, Jimbo? and that kind of thing?

But by the end of the evening, Elgin was naked, cowering before ?Master James? and kissing his feet, licking the grime from between Jimbo’s toes. He was watching respectfully as I fucked Jimbo’s brains out, and then he was licking my juices and Jimbo’s sperm off Jimbo’s dick and out of my pussy. Jimbo called him the ?bidet.?

The first time Jimbo fucked poor Elgin in the ass, I think it really broke Elgin emotionally. Elgin is fairly masculine in a lot of ways, he can box and all that kind of thing?and he can actually kick Jimbo’s ass in a fight?but now that he is ordered to obey Master James, it’s all different, and I got Elgin to suck Jimbo’s dick until it was quite hard, and then turn around and take it with  nice big ramming, in his tender anus.

Sometimes I go to black bars, and bring home horny, African American bucks, and then I tell them they  have to whip poor Elgin’s ass for me. This produces quite a bit of mirth in most black men, who feel, of course that they are terribly oppressed.

They are amazed when Elgin comes out in full makeup, with his balls locked in a wooden Humbler behind his legs, and I go after him with the cane. It’s improbable and amazing that a white man, Lord of Creation and all that, would take that kind of treatment!

The other thing of interest is that Elgin’s son from his first marriage has come to visit us. He is called Bunny, the little preppie asshole, and reminds me of that idiot Franz. Bunny is in his mid-teens, and I have now locked HIM in chastity, and I whip his bare ass and twist his nipples violently when his grades are not up to par.

It really brings back the memories, when I have Bunny tied down and I’m rubbing his dick with Vaseline as I wave my tight sweatered honeys at him. Bunny gets so frustrated. I love to coax an orgasm right to the tip, and get him so he’s so thrilled that he’s about to lose his sixteen year old mind, and then I punch him in the balls and go in the next room, listening to Bunny’s wails.

I grant Bunny rare orgasms if he does something that is not in his nature, such as learning to knit a sweater for me?I began him on finger-knitting, and then we moved to the needles. As I kept him naked during the lesson, I could poke his balls when he seemed to be falling behind! Isn’t that hilarious?

I also give Bunny, otherwise Elgin Thaddeus Pincus IV, access to Stepmommy’s body, Not that he gets to fuck me, but all the kissing he wants?and he loves it, and rarely goes home to his permissive mother. It’s much more interesting at my place, though next year, when his Aunt Indigo and I train him to suck off his teammates at the Lab School, his attitude may change, right?

Best, Noelle.

Dear Noelle,

I am glad that the MidWest is also as interesting diversity and leather wise as the rest of the country.  Elgin and Elgin Junior are going to learn what the world is really about?through their gorgeous domme, and why not?

Best, Shoeblossom

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2 years ago
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Chicago

CHICAGO.TXT - by Cindy V. femdom, TV, humiliation I had my first experience with a professional role play mistress this week. I was in Chicago on business, opened the weekly newspaper "The Reader" for the adult services section, and chose one of the advertisements. The price was $125 per hour or $225 for two hours, and the location was a fifteen minute cab ride from downtown, in a third floor private apartment above a retail business. A gorgeous late twenties woman named Mistress Rae met...

2 years ago
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Meeting in Chicago

You and I have had the most incredible online friendship I can ever imagine. With miles between us, it is quite apparent we will never meet. Much to my surprise, one day you e-mailed me that you are coming to Chicago to some convention in July. We both were very excited about you being 90 minutes away and the possibility of meeting. The date finally arrives. You arrive first in the morning and get settled in your hotel before attending meetings that afternoon. We meet at the restaurant in your...

Straight Sex
3 years ago
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The hotel room in Chicago

Ana and I were staying at that Chicago hotel for a couple days.I had a conference to attend and had invited my sweet wife to join me. Ana had been in Chicago before and she loved that windy city.On the second night during dinner at the lobby, we had met a perfect stranger and I had invited him to join us at our table.A while later, I went to the rest room and, when I came back, I found this man sitting closer to my sensual wife.I noticed his hand was below the tablecloth and I guessed he was...

4 years ago
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Encounter in Chicago

It started off in a restaurant where I had gone for a drink after a long business meeting in Chicago. I had noticed her when I first walked in the door, but hadn't thought much about her until my friends had left and I was left sitting at the bar alone. I caught a glimpse of her in the mirror, and I thought that she was watching me. I turned to get a better look at her and much to my amazement, instead of cloyingly looking away, she made and held eye contact, inviting me over to her table. I...

3 years ago
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Letter of Intent

It all started as a joke. A few laughs with some colleagues about the ethics of being blindfolded and bound as part of the sexual act. I couldn’t see the point of it, but some of my work colleagues disagreed with me to the point of getting red in the face.Then letters started arriving at my house. I couldn’t make out who the first one was from or what it was about, so I opened it. It was hand-written in a lovely curly script. It was short and to the point. The content could have been directed...

Reluctance
2 years ago
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Letter from a Slave Girl

Letter from a Slave Girl Letter from a Slave Girl   One: The Letter October 2006 The Supreme Office of the President,Club Model World  Dear Master President,  I am writing to you to beg for mercy as I don?t think I can endure another night of punishment like I recently suffered at your Club Model Showcase evening. Those men were very sadistic to me and hurt me a lot. Although it was three days ago I am still in agony from all the punishments they inflicted on me. My breasts, bottom and...

1 year ago
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Letter From the GraveChapter 4 partial reconciliations

Another year went by. Three years without Nora — a full year of "life after the letter." My feelings about the letter and its contents were still bad. I missed loving Nora, and I missed missing her the way it should have been. People have different beliefs about reincarnation, about where the soul goes after death and about ghosts. But using this miserable excuse as a reason to ruin my love and my life, well, I just could not understand it. I kept feeling like a cuckold husband whose wife...

4 years ago
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Letter from Augusta

LETTER FROM AUGUSTADear ShoeblossomDeuce, my second son is finally beating me at Ping-Pong. The ball flies over my head! When I was a kid the balls were just white, but now they come in neon orange! Deuce looks relieved, I wonder why. Is it because I have always punished him, taking his pants down and spanking him hard with my paddle when I beat him at table tennis?what a good way to make a good player better, right?But Deuce’s face falls as he sees Mommy walk towards him with a smile, and...

1 year ago
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Letter From Ithaca

LETTER FROM ITHACA ? Dear Shoeblossom, ? I am worried that my BDSM tendencies were created by my Mother, who I still live with. For instance, my butt is still stinging from the other night, when I got home late from work. "Leland, where have you been?"Mother asked me. She is a striking woman, and once won the Cayuga County Joan Collins look-alike contest. ? "Mother, the bus was late...I wish you'd let me get a driver's license." Really. I'm thirty-three years old, Shoeblossom, and Mother won't...

2 years ago
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Letter to My Navy Man

I sat at the table for two, sipping my iced tea. The waiter had refilled my glass three times by the time my Bri arrived--always outrageously late but generally worth the wait."Sorry I'm late, hon" She said loud enough for the entire restaurant to hear. "I was getting a bikini wax and it took longer than I thought."She always could make a stunning entrance. I looked around, but fortunately the place was relatively deserted."Just sit down. I'm starving.""Perhaps I should order oysters. I'm...

Love Stories
3 years ago
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Letter to a Cuckold

Dear Wimp, So you are Mary’s husband, the loser, the wimp, the shrimp-dick that I’ve heard about. Well, I’ve got good news and bad news for you, wimp. The good news is that until last week, Mary had been faithful to you. Faithful for five years of marriage. That’s almost a miracle. That such a drop dead, knock-down gorgeous babe like Mary could have remained faithful to a wimp like you for five minutes is hard to believe. It just shows how religious she really is....

2 years ago
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Letter from a Reality Readjustor

Letter from a Reality Readjustor By Bill Hart There were a few questions and complaints with regard to reality readjustors following my story "Friends are Whatever You Make of Them". Rather then simply write a new explanatory story, I thought I'd share with you instead a letter I received several weeks ago that was the primary inspiration for the above story. I've changed the names, of course, to protect the innocent. That assumes, of course, there are innocent to...

2 years ago
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Letter from Tacoma

LETTER FROM TACOMADear Shoeblossom:When my husband, who is owner and ringmaster of the Epic Circus, comes into our hotel room (We, thankfully, don’t have to live in the circus trailers) I’m ready for him. He lays the whip down, and then it’s my turn??Strip it all off Spats, my love! Now you’ll get a nice thrashing?.it’s MY turn to use the whip!?Sometimes after that I put him through a grueling scene—if the hotel has any sort of eyehook in the ceiling, I’ll lock Spats’s wrists to the hook, and...

3 years ago
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Scenes From an AffairScene 10 2004 Chicago

Marisol promised Phil when he finally found her and they finally got back together in Chicago back in the mid eighties that if she ever became the reason for ending Phil's marriage, she'd leave him forever. With Missy it had been a non-issue. The love flowed equally between the three of them while the relationship lasted. But by the time she affected Phil's second marriage, she was too weak to leave. And yet she did leave. Permanently. Phil met Hannah at a cocktail party just as Marisol...

2 years ago
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Letter to a Super Stud

A story of revenge and punishment. Dear Super Stud, You seduced my Caroline too and you did write me a letter explaining what you did together. So thoughtful of you. It is not the first letter you wrote to men you considered as wimps, is it? I hope you will enjoy your time with Caroline today. I saw to it she is well prepared. I put what I thought she should wear on her bed, the thin white semi transparent silk blouse, a short black skirt and a pair of high heels. I am sorry to say, just...

2 years ago
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Letter to a Super Stud

A story of revenge and punishment.Dear Super Stud,You seduced my Caroline too and you did write me a letter explaining what you did together. So thoughtful of you. It is not the first letter you wrote to men you considered as wimps, is it? I hope you will enjoy your time with Caroline today. I saw to it she is well prepared. I put what I thought she should wear on her bed, the thin white semi transparent silk blouse, a short black skirt and a pair of high heels. I am sorry to say; just before...

2 years ago
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Letter from Boston

LETTER FROM BOSTONDear Shoeblossom:I have read with interest your letters from chastity belt couples. I really thought I was an enthusiast, but now I think it may have gone too far. My love affair with chastity and denial began, I think, in adolescence. In the summer after my junior year at Andover, I wrecked Dad’s  BMW  while drunk on the Montauk Highway, near our vacation place, and broke both arms and both legs, and I began getting visits in my hospital room from Noelle, a Candy Striper...

2 years ago
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Scenes From an AffairScene 9 2002 Chicago

The divorce went well all considering. They never stopped loving each other. They never would. But Phil worked too hard creating his law firm, becoming an absentee father. And when Marisol got pregnant again either by Phil or one of her bosses, he spent even more time with her, consoling her after her abortion, her third. He stayed away from his wife and children for nearly a month. When he returned to their marital bed, unlike in his youth when he and Marisol could only see each other one...

1 year ago
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Letter from Ravenswood Bluff

LETTER FROM RAVENSWOOD BLUFFDear Shoeblossom:Brinker stands, a foot precariously on each chair with his hands behind his head, like an arrestee. I shake my auburn hair and wave my double D’s at him, well displayed in the bikini top, blue with sailboats.?All I’m saying, Jessamyn, is that it wouldn’t hurt to ask Shoeblossom. He’s great about answering letters in my magazine, and he’s a professional. He would know how long I’m supposed to be kept in chastity. I’m a healthy guy. I need more—sex,...

3 years ago
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Letter from America

The letter from America1968Martin White and his wife Sarah were lying in bed .It wasn’t late in fact it was hardly dark but they had decided on an early night.Martin had decided to give “Don Quixote” another chance but his heart just wasn’t in it.Martin let the book tumble from his hand as it made a satisfying “clump” on the bedroom carpet ……“Fuck it” said Martin “I’ve seen the movie , why do I bother” ?Martin was typically English if there is...

3 years ago
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Letter of recommendation1

“Um, when do you need this by?” Kevin asked “Well I leave tomorrow, I am really sorry, I sort of forgot...” said Laura. She continued in an apologetic vein for some time. Kevin wasn’t listening; the afternoon sun was right behind her, the golden light making the highlights of her blond hair shimmer. Kevin noticed the sundress was somewhat translucent, the mind filling in details of her stunning body, tricked by light and shadow. “Alright, stop by the house tonight and you can pick it...

2 years ago
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Letter of Recomendation

“You sure you don’t mind writing the letter?” “Not at all. I’m glad to help out Wendy.” I replied to Laura. We work at the same company in different departments. Our paths cross in the hallways, break room and the other usual places. We got to the same happy hours and other events. She’s really terrific looking for a woman ten years older than me. I’ve tried to initiate a little off-work fun, but it’s been a no-go. She won’t date anyone from the same company, even though we sometimes go to the...

4 years ago
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Letter to a Cuckold

Dear Wimp, So you are Mary's husband, the loser, the wimp, the shrimpdick that I've heard about. Well, I've got good news and bad news for you, wimp. The good news is that until last week, Mary had been faithful to you. Faithful for five years of marriage. That's almost a miracle. That such a drop dead, knock-down gorgeous babe like Mary could have remained faithful to a wimp like you for five minutes is hard to believe. It just shows how religious she really is. And to think that a girl...

3 years ago
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The Trip to Chicago

I'm in the window seat with Mr. McKay sitting next to me. He's showing me the sales and profits of the two stores that I have been working at. He said the other investors are very impressed with me and how I've made business boom. I laughed and said I'm best on my back. The man in front of me turned around and said he'd like to see me on my back and how "good" I really am. I put my hand on his right shoulder and told him, his wife wouldn't like it if he was caught with his pants around his...

4 years ago
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Sex With Horny Girlfriend In Chicago

Hi. I am armaan from chicago (originally from hyderabad) doing my masters. After reading lots of stories for years on iss, its time to submit my own story. I had affairs with a couple of girls during undergrad but that’s not the story that I want to tell you guys. That’s for another day. First let me tell you about me; I am 5’10”, athletic, average build, 7” tool. After coming to us and joining the university, we had orientations where all the students would attend to get basic info about...

2 years ago
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Card PartyChapter 23 Chicago

The plane to Chicago was, naturally, pretty full. Peter and Susan had two seats together on the outside of the wide-body jet. Susan settled next to the window and pulled out a book to read as soon as they were airborne. She wore a soft, light sweat suit with a three-quarter zip closure on the top. Peter was comfortable in chinos and a sport shirt. When the snack service began, Peter looked up from his e-reader to glance at Susan. She had pulled her zipper down to the point where the slopes...

2 years ago
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The Love ExpressChapter 8 Sweet Home Chicago

March 15th, 1995, 6:40 EST; Mile 770; 2 miles east of Garrett, IN Oh dear god, no! George thought as he lay there, his cum all over both of them, How the hell am I going to handle this? “Jill,” he stammered, “I love you, I really do, and I want to do everything with you, like you couldn’t believe, but we can’t do this here.” “Why not?” “With the circumstances involving your minor status,” George tried to explain, “your aunt and uncle, your other uncle, your custody situation. We have to...

2 years ago
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Early 80s ExcitementChapter 10 Sunday at Old Chicago

The day had started out great. It was going to continue to be a good one. Today they were going to Old Chicago. It was the world's only indoor amusement park. And it was right there in his hometown of Bolingbrook Illinois! The village was to decide between a shopping mall or the amusement park. To his delight and every other kid in town, they chose the amusement park. His parents chose Sunday because the crowds were lighter. The day was what you would expect at an amusement park. There were...

4 years ago
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Letter From Mistress Cherie

It's really hard when you spend your life doing things you enjoy with your partner and then, all of a sudden, they are gone. You see, I had lost my wife of many years to a drunk driver. I have gotten over my loss as best as anyone could but I so missed the opportunity to indulge in those enjoyable times we shared. No, I don't mean golfing or going out dancing. My wife and I enjoyed a very kinky life involving leather and BDSM and especially my being a crossdressed sissy in her service....

4 years ago
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Letter From the GraveChapter 3 the aftermath

I went up to my bedroom and sat on the bed. I was dumb founded. Feeling as if someone has kicked me in my stomach, or worse — in my balls. Tears started running down on my cheeks. I felt dizziness enveloping me, as if my soul had left my body and is looking from above. "AAAAAAAAAAAAHHHHHHHH!!!!" I roared like wounded lion. "AAAAAAAAAAAHHHHHHHH!!!!!!" with all the force my lungs could give. I kept roaring until my throat could not pass a sound. I kept roaring until I collapsed. I slid...

2 years ago
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Letter Between Mom and Son

Dear Mason,I haven't called you in a while and I was thinking it'd be sweet to send you a card in the mail. College is going, alright, it's midterms this week so I've been studying real hard.I'm gonna try to come home soon because i miss the family. I actually miss you a lot mom, I think about you a lot. I thought this would be easier to say in a letter than to tell you in person, or on the phone. I know this is really weird but...Mom, I think you're a beuatiful person. I love your round smooth...

1 year ago
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Letter from the Front

( Copyright, Emanon_Pen, 2003. All Rights Reserved. The stories on this website are works of fiction. Any characters resemblance to persons living or dead is purely and entirely coincidental. Any actions taken by the characters or the portrait of such actions never occurred and if they mimic any form of reality, it is purely and entirely coincidental. These stories contain explicit descriptions of sexual activity and may be perceived by some as being pornographic. If you feel that literary...

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