The Journey From Chastity To Cuckold free porn video

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The journey from simple male chastity to cuckold chastity is an interesting one. It isn’t necessarily a natural progression to being a chastity cuck – the man who seeks to be placed in chastity isn’t by any means always fantasizing about his wife cuckolding him.

However it’s often a slower journey from being kept in chastity…to adding the extra dimension of cuckolding into the mix. Being cuckolded by your woman, dovetails nicely with being denied sex by her. In fact most would argue that it instills an extra thrilling aspect to the concept!

Your women isn’t simply just denying you orgasms…she is actively giving other men orgasms, while you remain denied! How deliciously thrilling is that. As your cock remains locked away in its little cage, your woman is out there unzipping another mans trousers and freeing his big penis to stroke and no doubt have sex with.

This is the added dimension that leads from plain old male chastity to chastity and cuckolding – a combination that can send a man into a painful ecstasy!

A Growing Number Of Men Want To Be Chastity Cuckolds
In fact so many thousands of men desire this cuckolding aspect of this relationship, that there are dedicated cuckold dating sites where you can even find a partner to cuckold you!

So….once a male has adequately adapted to being locked up in a chastity device on a more-or-less permanent basis, his female keyholder has options that were never available to her before…like introducing this concept of cuckold chastity

Achieving this position of authority in their relationship has been no easy task for Her though! Its a been probably a long slow process of slowly turning into a submissive and and breaking his will

Even though deep down he really wants to be locked-up in a chastity device and controlled by a strong and powerful woman, the typical man has been brain-washed by other males in society that he ideally should be the one who is in control…yes it should be him who is in control of the couples orgasms!

His well conditioned ego will rebel against a wife who has resolved to take the reins now and take charge of things, that means when, where and in fact, if he will be allowed to orgasm.

Oh of course he will plead for a release and try to convince his wife that it isn’t actually what he wants. He will possibly moan about being uncomfortable within his device and try to turn the tables on his wife or partner.

Stand Firm Against Your In-Chastity Husband
So only a resolute and firm, tenacious stand by his keyholding partner will keep his demanding at bay and stop his persistent rants of discontent. So if he does truly want to be placed in chastity and denied, then she will call the shots….full stop!

This is the only way a male chastity lifestyle can really work to the satisfaction of all concerned. And initially, it can take considerable time and no little effort on her part to get him to this important stage of acceptance.

But it’s all worth it because once this level of dominance has been achieved , the ladies life can change forever. In fact this is where she can introduce cuckolding into the equation. The slow move to not just a husband in chastity but now she can have a chastity cuckold hubby!

While every woman is different, one of the issues that may be of concern for Her will be the lack of penetrative sex.

After all, his dick is not available anymore. Even if she occasionally allows him out of his male chastity device to enter Her (which she probably shouldn’t), the experience of sexual intercourse will be foreign enough to completely overwhelm him causing a hair-trigger orgasm.

His sexual incompetence will be so disgustingly unsatisfactory to Her that she will eventually find it necessary to resort to a penis-gag/combination dildo so he can fuck her orally or even a strap-on dildo for him to use while still being locked up in his chastity cage.

But what if she desires the real thing?

This is where chastity cuckolding enters the scene.


The Cuckold Chastity Lifestyle Begins
Although being cuckolded by a female Keyholder is a major fantasy for many men, the truth is that most of these men can’t handle the feelings of chastity humiliation, emasculation, degradation, inadequacy and jealousy that comes with it. They feel slightly disgusted that they would even want to watch their woman having sex with another male.

But hey , she now calls the shots and makes the rules now and her needs and desires are all that really matter at this point. If you are locked away in a little cage, then she needs to find someone else help satisfy her desires.

If a couple involved in a male chastity lifestyle has a relationship built on a strong foundation, inherently inequitable as it may be, chastity cuckolding can work and can actually take them to a level of emotional intimacy unattainable in a purely vanilla partnership.

On the flip side of the coin, cuckolding a male in chastity can permanently destroy a marriage that is already on shaky ground. Pursuing a chastity cuckold relationship should be done only after much thought and consideration involving both parties.

What’s Next For The Chastity Cuck
After the decision is made to cuckold Her already chastised male, she can now spread her wings, soar to new heights and show off her feminine power. She has the best of both worlds – a man who is compliant and responsive to her daily needs…and also another man (or men) who she can have sexual intercourse with –

There is nothing quite like chastity cuckolding that will demonstrate Her dominion of dominance while at the same time, remind and reinforce his submission.

Some chastity cuckolding scenes She may enjoy playing out….

Requiring him to sleep on the floor next to the bed whenever HER lover
spends the night.
Fucking him with a strap-on in front of HER lover while the key to his
chastity device dangles deviously between her tits.
Having him greet Her lover at the door naked and on his knees.
Making him lay out Her sexiest dress, panties, bra and high heels while she
is busy primping for a date.
Sending him out for condoms while she and Her lover make-out on the
couch.
Have Her boyfriend fuck him in the ass, reaffirming who’s the real man
of the house, while she pleasures herself with a vibrator.
Leaving him locked-up in his chastity cage at the bar while she flirts,
kisses and fondles other men on the dance floor.
Dictating a list of household chores for him to do while she is lying on
the bed with Her lover making out and getting ready to fuck.
Requiring him to serve as her ‘fluffer’ in preparation to fucking Her
boyfriend.
Having him dress up in full make-up, lingerie and high heels so he can sexually satisfy Her lover when she’s not in the mood for sex.

Obviously, this will be incredibly fun for Her while equally devastating and humiliating for her chastity cuckold. But then again, she’s only fulfilling his fantasies, ones that he is now seriously questioning.

She however, is not questioning anything at all, other than why she waited so long to include this chastity cuckold element into her female keyholder repertoire.

Male chastity and cuckolding form a symbiotic relationship that work in perfect unison. Together they exquisitely take a man to the deepest depths of submission and servitude.

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My Small Cock GF Trains me to be a Cuckold

After high school I went to college at the Rochester Institute of Technology and earned a bachelor's degree in computing and information services. At the beginning of my junior year there, I met a girl named Alyssa who is my age. She was working on her degree in psychophysiology. I was immediately attracted to that beautiful girl, who just happens to look a little like the actress Scarlett Johansson. And for some inexplicable and happy reason, she was attracted to me as well.Alyssa is five feet...

2 years ago
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Victoria and the ChastityGuard MK III

Victoria and the Chastity-Guard MK IIII had been observing her, and many others, for quite a while. I first noticed her whilst having a drink at the city bar where she had worked for a time. Although short, she was grossly overweight but with a strangely pretty, even attractive, face. But for the fat she would have been extremely attractive. At twenty four years of age she had not had a date for years, and never had a steady relationship beyond that of a high school friendship with a boy who...

1 year ago
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Eporner Cuckold

Eporner comes with a healthy dose of cuckold porn for your horny, porn-wanting eyeballs. A library with over ten thousand videos all dealing with cuckold to some degree. It's certainly enough to keep you entertained for quite a while until you beat your meat into submission. Or finger your pussy until those sweet convulsions consume you. Cuckold comes in a few flavors. It always involves the wife being unfaithful to her husband who probably can't satisfy her anymore. In other situations, he's...

Cuckold Porn Sites
1 year ago
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SpankBang Cuckold

You've probably heard of "cuckold" before. But do you really know what it means? A cuckold can be created in two ways and both of those ways involve someone in the relationship cheating. The first way can be a guy's wife going out and fucking some other guy because at least he gives her dick, you know? The second can be a guy making a move on another dude's wife and fucking her. Some of these situations can be quite obvious and in the face of the person who's being cheated on.The wife doesn't...

Cuckold Porn Sites
1 year ago
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Male Chastity

Janice and Mike are a married couple in their mid forties. Married about twenty years. About ten years ago they started playing with a male chastity device and discovered they were having a lot of fun with it. They have been using it ever since.The device is a stainless steel or plastic tube about three and a half inches long and about an inch and a half in diameter with a forty-five degree bend in the middle of it. A steel ring is attached to the tube. The flaccid penis fits into the tube and...

2 years ago
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Chastity with Ex as Keyholder Part 6

Chastity with Ex as Keyholder Ch. 06bychastity_sissy©My Ex knew me. She knew me better than I knew myself. She knew it had been a deep, disregarded fantasy of mine to be a helpless maid amongst a variety of men and women, all dressed up in pretty outfits demanding drinks and snacks from the maids passing by.She had, without a doubt, put "the guy" in his place. My cock was completely locked away in full metal, and it would require an ER visit to physically remove the device without a key. I...

2 years ago
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Chastity with Ex as Keyholder Part 4

bychastity_sissy©Kneeling before my Ex exactly one week after she had discovered my chastity device and taken the key, along with several compromising photos on her phone, I was ready to do anything she asked.I know she had said all those things about keeping me locked up for a month with no orgasms, but I told myself this was only a temporary deal and she'd soon get bored and move on to something else.If you end up in this scenario, be warned that the skin under your scrotum will likely be...

2 years ago
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Chastity with Ex as Keyholder Part 2

Chastity with Ex as Keyholder Ch. 02bychastity_sissy©From what I could remember the following morning, I had definitely done something stupid. My memory became fuzzy after she had left. Just as she had predicted, I surfed the web and looked at my saved cache of porn. Unable to get off on it, I drank more and stayed up later than usual until everything became a blur and I woke up on the couch, still dressed in the corset and nylons.Good thing I had the day off.Work! How could I deal with wearing...

3 years ago
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Ginger Duck In Chastity

GINGER DUCK IN CHASTITY by Throne I sat on a kitchen chair, shifting my feet anxiously. My wife Desiree looked at me with barely restrained impatience, like she was dealing with a difficult child. Yet her green eyes held a hint of mischief. Those pale lips suggested the beginnings of a smile. I sat there trying to appear capable of reasoning with her, but that's not easy when you're dressed in a yellow top with a ruffled front and capped sleeves, and you're naked from the waist...

2 years ago
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Captain Creame Chastity Slave

Captain's Journal: February 19, 2004 Things are exciting! I have been getting friendly with this girl at work, Pamela, and taking her out to lunch, and sometimes we've taken the afternoon off work to go to the movies. Today Pam and I just went to the park and held hands and talked about our lives, and at the end of the lunch hour, she kissed me lightly on the lips. But just as she was going to kiss me again, I heard the roar of a motorcycle, and I pulled away, looking around wildly, but it...

3 years ago
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Male Chastity for the over 60s and ED corre

Male Chastity for the over 60’s.It’s interesting that all you read on Male Chastity seems to be for those in the years just after they have married and sex is getting a little dull for them so they want to spice it up a bit.My husband and I are not young he is 68 and I am 63, we have been married for some 21 years having met late in life compared to many. We have had a wonderful sex life until a couple of years ago when Ron developed Erectile Dysfunction. He had the tests, was psychoanalysed...

2 years ago
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The Bag wife takes BDSM and chastity to a whole

The Bag – chastity BDSMIt all really started in March this year. I arrived home from work to find my wife extremely upset and angry, unusual, as she is normally even-tempered and easy going. It turns out that she had found my bag, just an old kit bag, but inside were all my dirty little secrets. I had thought our love life, when it was happening was really good but extremely vanilla, but with the fact that my wife worked away regularly combined with practicing natural birth control, sometimes...

2 years ago
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Cuckold

It all began over twenty years ago when I met Lizabeth, the girl who became my wife.I had no idea what Mother Nature's plan was for me in those early years. I did realize that I was different than the other boys and felt that I never could quite fit in.During all of my school years I was a shy, naive boy who never participated in any school activities; never went to any of the school dances and never dated any of the girls even though I so much wanted them.I would only look and watch them from...

3 years ago
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Chastity Ch 03

King Garbin held his arm out straight through the bars, his fist clenched. Then his fingers straightened, and Kinlee’s eyes widened. Dangling from a long, golden chain that glinted in the flickering torchlight, was a delicately formed, intricate key. It swayed, and her wide blue eyes followed the tantalizing movement as her mind calculated all the possibilities. ‘Why?’ she asked breathlessly. ‘I don’t see how you will beget heirs locked in the dungeon.’ ‘Ooohh, you have a one purpose...

2 years ago
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Chastity Ch 02

Kinlee woke with a glorious smile, her arms slowly stretching. Snuggling deeper beneath the blankets, her mind drifted. Suddenly, she sat up in the enormous bed, one hand holding the sheet to her bare breasts. Her mane tumbled in disarray around her shoulders in a golden halo. Rising panic flooded her. He couldn’t have. He wouldn’t have. Kinlee forced herself to breathe. She felt both clammy and flushed altogether. She didn’t know if she wanted to scream or cry. Or kill Draven. Perhaps all...

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