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PHOTOS AND VIDEOS AS OF WEDNESDAY FEBRUARY 19, 2020: 527 GALLERIES 12,630 IMAGES 1155 VIDEOS
GALLERIES:
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501 - 520521 - 540

VIDEO  DOMINA JENNA ROTTEN POV HANDJOB LESSON - BONUS BLOWJOB SWALLOWING

GALLERY: 312 / DATE: 13 Jul, 15 / IMAGES: 49 / VIDEOS: 1

You can tell a lot about a woman from her attitude when it comes to male genitals and pleasure. Some dominant women genuinely dislike dicks, but Domina Jenna Rotten LOVES playing with cocks and it shows.

An orgasm isn't your "right" in a scene, but it can be a powerful motivational tool when used properly. Pain, pleasure, denial, release: these sensations blur when you are in bondage beneath the hands of a powerful and beautiful woman that can play your body like a musical instrument.

"In the same way that you are curious about women's breasts and pussies, I have a healthy curiosity for men's dicks... I always make sure to engage both the cock and the balls at the same time." she adds, while teaching penis stretching techniques that you can experiment with at home.

Mistress Jenna loves to have her way with you and guides us through a lesson on how to stroke, tease and torment a hard submissive's cock in this POV video with a hung demonstration model for a touch of cuckold voyeuristic teasing and advanced handjob techniques.

Her cum-hungry side shows when she decides to swallow her slave's load in a finishing blowjob instead of making him shoot his load all over his stomach.
Yummy! A blowjob from a femdom is a rare and special treat!

VIDEO  SMALL PENIS HUMILIATION POV AT THE POWER EXCHANGE IN LAS VEGAS

GALLERY: 323 / DATE: 10 Jul, 15 / IMAGES: 9 / VIDEOS: 1

I agreed to go on a date with you because your online profile said that you had an EXTRA LARGE cock.

Now that we have arrived at the sex club, you've suddenly become shy. I think it is because you don't want me to find out your dirty LITTLE secret...

It looks like you're less of a man then I thought. Maybe you really belong in panties?

In fact, nice little dicks like yours fit perfectly into chastity belts.

I abhor liars. From now on, your only use to me will be for your tongue.

. . .

Filmed on location at the Power Exchange in Las Vegas, Nevada. Special thanks to the club for allowing me to dress down my slave in public like this for a fun SPH and POV movie that was also very real and very intense.

Our off-camera scene went on all night and involved a dozen other kinksters for a big group punishment!

VIDEO  BASEMENT GIMP PART 2 FOOT FETISH CHASTITY RUBBER BONDAGE

GALLERY: 324 / DATE: 6 Jul, 15 / IMAGES: 16 / VIDEOS: 2

Bondage isn't always about getting your dick played with. Sometimes chastity can be the cruelest form of femdom control especially when tease and denial are added!

I am showing my slave who is boss by keeping him bound severely in the basement with a baby monitor so that I can have fun with my friends. He writhed on the floor in strict rubber bondage for hours, not knowing when (or if) I would return.

Somewhere in the middle of incredible cbt pain and insane chastity-fueled heights of lusts, my slave still makes bad puns like "terrible tootsies" to describe my feet as they torment his locked cock in this heavy bondage foot fetish chastity film.

"I'm leaking like a boat!!!" he screams, but it still won't get him unlocked. I am a cruel keyholder. To reduce his chatter, I add a heavy rubber inflatable hood. I cannot tell if the jokes are an effort to keep sane despite the torture or if they are a sign that he is truly losing his mind with lust.

If he is able to orgasm without having the chastity cage removed, then I will allow him some measure of pleasure. If not, the torment will continue and he will NEVER get unlocked.

One way or another, at least I am entertained!

VIDEO  BASEMENT RUBBER GIMP - CHASTITY FACESITTING FEMDOM

GALLERY: 315 / DATE: 29 Jun, 15 / IMAGES: 27 / VIDEOS: 2

It has been 6 months since this slave has experienced an orgasm or release from chastity. I am driving him insane with lust.

Each time that I allow him to experience sexual pleasure, I have included my feet as part of the stimulation. Through repetition I am training him to share my foot fetish. I am remaking his mind in my image.

Chastity can enhance certain mind control techniques. The man laying at my feet twitching and crying is also quite successful outside of the dungeon. This is a private sanctuary of debasement, where we meet for his chastity "check ups."

I am pleased with the way that his new Mature Metal chastity cage makes cleaning less of a chore without sacrificing security.

To drive home the points of intrigue within his chastity device, I enjoy subjecting my slave to a sexy leg show in my ultra sheer nylons.

The slightest bit of physical or mental stimulation takes him right to the edge because it has been SIX MONTHS since his last unlocking. I am a cruel keyholder when my rules are not maintained and this submissive is being severely punished with ONE FULL YEAR in chastity.

Kept under lock and key by three extraordinarily sadistic women, his lust is never permitted to diminish for any reason.

Severe, prolonged bondage has emphasized his helplessness, now it is time for some FACESITTING and pussy smothering to make sure he hasn't forgotten about MY PLEASURE.

Keep doing those tongue push-ups at home, readers. If your KEYHOLDER is not happy, then YOU will not be happy!!!

VIDEO  MADAME TRIXIE BEATS HER SHOE SLAVE - SADISTIC FEMDOM THREESOME

GALLERY: 319 / DATE: 23 Jun, 15 / IMAGES: 36 / VIDEOS: 4

Madame Trixie and Rae have a unique relationship based on give and take. Madame delivers the pain and Rae takes it. Enjoy this glimpse into their frequent "beatdown sessions."

Rae is being punished for her Madame's pleasure, not for any specific transgressions. Fortunately, she is a heavy masochist and Madame Trixie is a natural born sadist. They met through a mutually compatible love of pain.

I love the moment when Rae's moans of mingled pain and pleasure sharpen into cries of distress. The hiccup of pain when a particularly cruel or well-aimed strike hits home is music to a sadist's ear.

No part of Rae's body is safe from us.
Madame Trixie relentlessly pushes her slave's boundaries with well-practiced accuracy and insight into the way bodies respond to sensation.

Rae owes Madame Trixie a 1,000 word essay about why she must be submissive to all women, part of her transition into full-time womanhood. Soon she will be ready for reassignment surgery!

Late homework must be punished with a shock from Madame's cattle prod!

We move on to ball busting when the cattle prod makes us feel lazy. Sometimes it is nice to break a sweat while beating a submissive, much better then a gym!

We finish her off with disinfectant, spraying her down with alcohol. The spirits reignite burning pain in every tiny cut and injury, one last kiss of agony... for her own good!

VIDEO  HANDY SISSY CONSTRUCTION PROJECT WITH MADAME TRIXIE AND ALICE

GALLERY: 320 / DATE: 16 Jun, 15 / IMAGES: 12 / VIDEOS: 2

Handy Sissy Worker Inspection & Humiliation


We had an INCREDIBLE night at the Mystique femdom party at the Citadel in San Francisco. Mystique is a quarterly play party that always has a big turnout for a lot of fun.

The party was so much fun that Sissy Bobbie's balls are STILL BRUISED from the gleeful beating that Madame Trixie delivered. We swing by her apartment the morning after to assist her with a special "handyman" project... building a rack for her enormous collection of high heel shoes!

Madame Trixie is a true shoe fetishist with over 300 pairs of extremely high heeled shoes. Her rule is "nothing under 4 inches."

My chastity sissy gets into trouble because her tags are showing on both her panties and petticoats. So many beautiful photos are ruined by tags that it an arguing point among models and photographers. We cut off the tags and give a stern warning...
If Bobbie shows up to a shoot and her tags are showing again, the next time she will have to EAT them!

I think it is extra erotic when a crossdresser's masculine skills can come in handy while they are dressed in a pretty sissy maid uniform. Maximum contrast of genders and juxtaposition of different roles can be confusing but also deeply arousing... sometimes it can even be healing.

I enjoy showcasing real sissies doing real WORK - good submissives should always strive to be useful as well as attractive! She crawls on the ground to measure every corner.

This is a fun glimpse into the eclectic apartment of an artistic femdom as well as a great behind the scenes moment between lifestyle kinksters.

... ps, yes that is a hallucinogenic alien in the background. #mugwump #nakedlunch #easteregg

VIDEO  SISSY TABITHA STRAP-ON AUDITION - FEMDOM ANAL PEGGING BONDAGE

GALLERY: 269 / DATE: 19 May, 15 / IMAGES: 25 / VIDEOS: 2

Tabitha is a crossdresser that is finally ready to take her kinks to the next level!

I had planned on just helping Tabitha learn to be more feminine with a sissy makeover, but once I discover we share a love for heavy bondage, the hood goes on and the intensity increases! She enjoys the bondage so much that I can tell she is smiling even through the thick black leather.

I examine her and get to know her, negotiating and asking questions throughout the process of putting her into bondage. I relish the process of getting to know someone through bdsm. People become much more authentic when given a chance to escape their daily societal roles.

When I discover her PA piercing, I realize Sissy Tabitha is NOT as vanilla as I thought! Time to bend her over for some anal probing!

I open up her ass with my fingers at first but escalate to toys and my smallest strap-on. Once she is taking my little cock deeply without hesitation or resistance, it is time to upgrade.

Tabitha's slutty side gradually emerges in this lifestyle bdsm movie. Under my encouragement she takes bigger and bigger strap-on dicks. I believe it is very important to fuck a submissive with a dick that is BIGGER then their own real one.

When my biggest cock seems like more then she can handle, I flip her over onto her back so that I can "distract" her by stroking her cock.

If she can take my whole dildo, then I will permit her to enjoy a forced orgasm.

Will it fit?
Or is this going to turn into tease and denial as well as humiliation play???


VIDEO  BONUS VIDEO - NEWBIE INITIATION CFNM NECTAR DRINKING

GALLERY: 290 / DATE: 15 May, 15 / IMAGES: 18 / VIDEOS: 3

Our submissive pleased us with his mouth so much on our high heeled boots and on our breasts that we decide to allow him to stroke himself off and enjoy a well-earned orgasm... but only if he cums while drinking our golden nectar!

I put on a tease and denial show masturbating in front of him at the edge of the bathtub until he is close to the edge. He jerks his cock off as best he can, with enthusiasm in spite of the bondage.

I smother his face with my dripping pussy for a grand finale as he drinks right from the source. Better keep up with the gushing flow if you want to squirt your load!

Open wide!!!

VIDEO  NEWBIE INITIATION - ROCKED BY DOUBLE LATEX DOMME THREESOME

GALLERY: 289 / DATE: 11 May, 15 / IMAGES: 33 / VIDEOS: 2

Virgins are like a box of chocolates, you never know what you are going to get!

In this case, our studly young submissive man has been with women before but is brand new to bdsm. He has never served a dominant woman and this is also his first threesome. What a day!

The only thing harder than serving a truly dominant woman is serving TWO dominant women at once.

He raced across state lines to answer our distress call when a model fell ill before a scheduled shoot during our kink-filled romp through Las Vegas. We want to prove that redheads have more fun!

We initiate him with spanking and flogging before he is permitted to enjoy more exotic pleasures. He manages to smile and flirt his way through the painful hazing. For once, a newbie lives up to online bravado!

I enjoy testing his mouth on my bright red patent leather fetish boots. We take turns using his mouth for our pleasure, beginning with our shoes as practice.

When his oral skills prove entertaining and attentive, we eventually allow him to worship our breasts. The bisexual double breast worship in this scene is one of my favorite fetish moments of all time. Yummy!

VIDEO  INTRODUCING MISTRESS TONI - UNDER HER BOOTS - FEMDOM THREESOME

GALLERY: 285 / DATE: 29 Apr, 15 / IMAGES: 27 / VIDEOS: 1

Introducing Mistress Toni in "UNDER HER BOOTS"...

I promised her a treat during our Las Vegas vacation... Mistress Toni wants to put my slave deep into subspace using her beautiful leather stiletto boots.

Not all submissives are created equally. This one is reliable, punctual and sexy. He has also endured hard labor digging ditches for my latest art project. Only real slaves serve with no promise of reward... which is why he is so fun to pass around! He is all dressed up and polished to a glossy shine in his best skin-tight rubber.

Both of my costars shine in this boot fetishist's dream come true. We force him to worship her boots and I can't tell which of them enjoys it more. He licks and sucks worships every inch of her boots while she encourages him with moans and humiliating taunts.

While my slave worships Toni's boots, I add rope bondage. Once he is immobilized then we can really begin to drive him wild with our sexy shoes!

Spanking, CBT, boot worship and trampling in a hot Ebony femdom interracial threesome!

VIDEO  DOMINA JENNA ROTTEN DISCIPLINES HER SLAVE - CORPORAL PUNISHMENT

GALLERY: 293 / DATE: 20 Apr, 15 / IMAGES: 27 / VIDEOS: 1

Jenna Enjoys Corporal Punishment:

Domina Jenna Rotten has a house slave that requires severe, real life punishment for his infractions.

He needs discipline! Her feisty redhead side comes out as they bargain over the fate of his ass and how many lashes he will have to take in order to "learn his lesson."

Before our filming began, he verbally incriminated herself. From now on, he is reduced to silent answers and gesturing from within the bondage thanks to a silver roll of duck tape. I consider that a bit merciful, since his mouth gets him in trouble so often.

Mistress Jenna restrains him across the wooden spanking horse with leather cuffs and black rope bondage but we expect him to take his punishment stoically, instead of begging and whining, since it is WELL DESERVED.

Alternating with flirtation and humiliation, Mistress Jenna Rotten delivers sadistic lashes across his ass and back leaving huge marks and welts to help him remember the punishment for days to come.

This kind of heavy corporal punishment is for real, not just for pleasure... unless you are an extreme masochist!

 


VIDEO  POV DIRTY TALKING STRAP-ON SEDUCTION - ONE ON ONE WITH MISTRESS ALICE

GALLERY: 303 / DATE: 7 Apr, 15 / IMAGES: 15 / VIDEOS: 1

This is an ode the man across the dungeon who couldn't stop staring at us at a bdsm party.

He wasn't rude or vulgar but we could feel intense longing in his gaze. I could feel the heat of his desire from across the room.

I hope you're wearing panties, because I'm going to fuck you like you've got a pussy."

"Maybe the secret is that you just wanna be my little bitch. Do you think you can handle it? I think that once you've had even just the head of this Mistress' cock in your ass-pussy, then you aren't going to be able to control yourself anymore. You're going to be ADDICTED TO COCK."

"I can see the fear in your eyes, because you know you're going to like it..."

Enjoy this POV fantasy scene.

VIDEO  BIRTHDAY DOUBLE PENETRATION PEGGING - MISTRESS JENNA CROSSDRESSING THREESOME

GALLERY: 286 / DATE: 30 Mar, 15 / IMAGES: 63 / VIDEOS: 2

It is Didi's birthday and we've organized a very special party for her. I invite my friend Jenna over for some sensual strap-on fucking in this intimate and intense threesome full of multi orgasmic pegging!

If you like sexy, curvy, punk girls covered in tattoos, you are going to love Domina Jenna Rotten!

We seduce the birthday sissy into submission by brushing her luxurious long hair up into cute, slutty pigtails. Once the "handles" are attached, we entice her to suck our big, hard femdom dicks deeper and deeper for advanced gag-reflex training.

She locks great with a cock in her mouth, especially when it is a sexy woman's cock! She also makes great noises while she has orgasms while stuffed from both ends!

Though she identifies as gender fluid, all the strap-on dicks inspires her feminine side more and more while Domina Jenna and I initiate her into deeper sexual mysteries. While we stimulate her g-spot she is able to have intense female-style orgasms without ejaculation. That means she can keep coming and coming and coming while we take turns playing with her, tagging in and out.

Since there are two of us and two big cocks to satisfy, it is clearly time for her to experience DOUBLE PENETRATION. She better not let Mistress Jenna's cock get dry while I fuck her sissy hole!

Didi is "all about the D" in this pegging movie and Jenna can't resist playfully humiliating her as we work her up to climax after climax in this hot, fun and authentic birthday pegging. Jenna's sexual skills really shine as we work our slave up to losing control again and again.

By the end of this film, our little sissy girl is ready to pull a train! She passed our test will have to fuck every woman in the dungeon at our next party!

VIDEO  BOTTLE PARTY - FEMDOM DRUNK INTOXICATION BONDAGE - WHISKEY HUMILIATION

GALLERY: 307 / DATE: 23 Mar, 15 / IMAGES: 35 / VIDEOS: 3

How do you truly punish a submissive who enjoys kinky, painful and humiliating female domination?

Make him drink an ENTIRE BOTTLE OF WHISKEY, in a single sitting, while being humiliated and tortured. Keep the bucket handy in case there is a sudden and unfortunate eruption!

I have a hilariously good time in this forced intoxication scene as I literally reduce my slave to tears as I get him progressively more and more shitfaced on camera.

This is one of the cruelest things I've ever done to a submissive. We had some great plans to go out on the town during our Las Vegas vacation but he showed up late and already tipsy for our date. I have a zero tolerance policy for drunk driving so I am not willing to go ANYWHERE with him while he has a buzz on. Buzzed driving is drunk driving and he needs to be punished!

While he left me waiting, I set up my cameras and concocted a sadistic plan to have our own bottle party.

I help get him started by matching him shot for shot before I start making him do double drinking duty. The more intoxicated he gets, the more his mouth and his dick start to get him into more trouble!

He hasn't earned any body shots this time, but there is a beautiful and well stocked bar that I can climb on top of to make him drink booze off my beautiful high heeled fetish boots!

Enjoy this old fashioned tough love punishment. If the forced intoxication ordeal doesn't teach him a lesson, maybe the hangover will!

Finally! A punishment that this slave doesn't completely enjoy!

VIDEO  MEN ARE DOGS - PET PUNISHMENT - LADY EVADNE AND MISTRESS ALICE

GALLERY: 304 / DATE: 16 Mar, 15 / IMAGES: 38 / VIDEOS: 2

How to Scruff Your Human Puppy

Puppies need to be put in their place within the pack structure or they will misbehave and this particular human puppy is EXTRA troublesome. Humans don't have a "scruff of the neck" that we can grab them by to show our dominance... but we can get him by his BALLS instead!

Giggly blonde Mistress Evadne seems gentle at first but she builds him up with painful rhythmic spanking. We increase the punishment pace with double flogging to redden his back and help him sink into subspace, where he will be more susceptible to our feminine wiles. Once in that vulnerable headspace, he is more willing to submit to his animalistic urges.

By the time we bring out our whips, our pet is soaring on wings of endorphins and can endure a sadistic onslaught with stoic masochistic bravery as long as he remembers to keep breathing long, slow breaths.

Once our puppy is warmed up, Evadne begins dishing out the cock and ball torture. She begins with slaps but soon is relentlessly punishing him with intense ball-busting punches. She shows her true femdom colors while smiling, laughing and beating his balls.

The gag renders him almost soundless except for the slapping of her hands against his balls. She deals out more and more genital agony but the overhead bondage prevents him from buckling under the abuse while a spreader bar prevents him from kicking back.

He cannot scream.
He cannot escape.
He now accepts us as the Alphas of his pack.
This dog is now ready for training.

With our puppy safely confined between us, I set to work with his anal "de-worming" treatment while Evadne finds out if is already neutered or if he needs to be "fixed." Only the best human puppies deserve to remain intact to breed.

Is this pet meant for stud service or just a live of servitude? We set out to see how many tricks this doggie knows and if we can teach him any new ones.

VIDEO  BONUS VIDEO - DENALI THE KINKY HAIRDRESSER HEAD SHAVING

GALLERY: 241 / DATE: 13 Mar, 15 / IMAGES: 6 / VIDEOS: 1

Enjoy this behind the scenes headshaving video with our resident professional hairdresser, Denali Winter!

Servant 7 has no idea what to expect while in service to his mistress at the DomCon LA femdom convention, but being stylish is always important to him. Also, it is easier to wear a sexy wig on top of a smooth head!

Headshaving is especially sensual - we under estimate how many nerve endings there are in our scalp until it is stripped bare. Denali begins shaving his head with clippers as they discuss hair, the eroticism of haircuts and their hopes for the weekend of debauchery!

. . .

We will be back in Los Angeles, California this May for DomCon LA 2015. Say hello if you see our crew there & send me a letter asap if you would like to be one of our models!

VIDEO  HANDCUFF HUMILIATION BONDAGE AND LIFESTYLE CHASTITY INTERVIEW

GALLERY: 282 / DATE: 27 Feb, 15 / IMAGES: 24 / VIDEOS: 1

I love turning the camera around and filming behind the scenes with my crew.

This sub is a good friend and part time videographer who has recently learned to enjoy pain, delving into kinky exploration with his wife.

Both of them are switches so they enjoy a very special mutual keyholding method of chastity play. Since it is just a month before a big annual bdsm event in their home town, they are both waiting 25 days until their next orgasm!

He predicts that it will be more difficult for her then for him, given her extreme response to tease-and-denial. Only time will tell.

Enjoy this interview and bondage playtime clip featuring a Bon4 Exobelt and CB6000 as part of my Chastity Fashion Show series.

We saw a striking image of double-handcuff CBT and set out to duplicate the image AliceInBondageLand style.

VIDEO  STRAIT JACKET CHASTITY BONDAGE - FUNNEL GAG BISEXUAL TEASE

GALLERY: 283 / DATE: 24 Feb, 15 / IMAGES: 18 / VIDEOS: 1

How much chastity would it take before your boundaries around bisexuality start to shift?

Would you drink your own semen?

Would you swallow another man's cum in order to earn an orgasm of your own?

Would a a set of authentic institutional restraints and my favorite strait jacket help?

This set of straps came up at a public auction cheaply because they had been declared inhumane by the medical board of Oregon and could no longer be used at the local state-funded asylum.

I restrain my submissive using the entire box of straps on top of the white strait jacket, then tie him down even more securely using layers of rope to eliminate all struggling.

Adding the funnel gag at the end is like putting the cherry on top of a sundae. A few phonecalls and men start arriving to fill up my little cum dumpster's mouth.

If he swallows enough loads he will get to have an orgasm of his own!

VIDEO  KITTY GIRL PUNISHMENT PET PLAY - SPANKING FLOGGING BOOT LICKING

GALLERY: 284 / DATE: 2 Feb, 15 / IMAGES: 25 / VIDEOS: 1

Fancy the Cat Girl is adorable playing with all of my floggers in the dungeon but she soon learns that some are fun and some are MEAN.

It is PUNISHMENT time since she "forgot" to wear panties today. This sends a clear message and I can tell she wants to push things a little naughtier compared to our other lesbian bondage movies together.

Enjoy a delightful view of her pierced clit hood and sexy ass as I spank her for being so slutty, going without panties and trying to seduce groundskeeper while her owner's back was turned. Underneath her innocent kitty girl exterior, there is a NAUGHTY KITTY waiting to come out. She makes the most adorable squeeky noises when I spank her perky, round ass.

Once she is warmed up, I introduce her to my three favorite floggers. One is made with gentle bunny fur and one has a painful leathery bite. The final one is intense but beautiful, a flowered themed cat-o-nine-tails. Now she will have a bright red stinging reminder to be a good kitty every time she sits down.

When we had first met, we focused purely on bondage and the experience of being helplessly restrained. Now that she is beginning to trust me as a pet owner, is the time to train my kitty slave more intensely

We get sexier and begin her oral slavegirl training with licking and worshipping my favorite pair of thigh high fetish boots!

Soon she will be my perfect pet.


VIDEO  INTRODUCING MISTRESS JENNA ROTTEN - SMOKE DREAMS

GALLERY: 292 / DATE: 30 Jan, 15 / IMAGES: 17 / VIDEOS: 2

Introducing Domina Jenna Rotten - Smoke Dreams

Sometimes I meet a woman and I know she is destined for greatness. Mistress Jenna arrived at my Burning Man dungeon smiling with auburn red hair, covered in tattoos and ready to ROCK.

Join my favorite bad girl in the back yard as she takes a smoke break with her handrolled cigarette. She lets you watch he enjoy this usually private moment, enjoying her exhibitionist streak and making knowing eye contact while she smokes.

Enjoy this candid vintage lingerie cleavage peepshow. She doesn't even need to talk in order to completely captivate you. Mistress Jenna shows off her tattooed arms and gets undressed down to her vintage girdle and lace front bra. Her voluptous breasts bounce sensually when she coughs.

She even lets us glimpse her sexy feet during some shoe dangling and dropping.


GALLERIES:
Click to display videos only
Click to display all galleries
001 - 020021 - 040041 - 060061 - 080081 - 100
101 - 120121 - 140141 - 160161 - 180181 - 200
201 - 220221 - 240241 - 260261 - 280281 - 300
301 - 320321 - 340341 - 360361 - 380381 - 400
401 - 420421 - 440441 - 460461 - 480481 - 500
501 - 520521 - 540