Chastity Training – Locked and Loaded Cocks

By Leave a Comment

Whether you’ve been locked up for a long time, or whether you’ve just toyed with the notion, chastity training can be incredibly powerful.  It’s actually one of my favorite types of play.  Not only because it’s such fun to have all that control, but because of the mental metamorphosis that takes place within the lockee.

Today one of my callers contacted me prior to a brief business trip.  This particular gentleman is not able to be locked up 24/7, though he does have longer periods of caged time interspersed with times when it is not feasible.  When he mailed me, he asked if he could call, and would I be interested in watching him on cam as he locked up for the trip.

The answer, of course, was a resounding YES!

I love when men go on cam for me, and I also really like the dynamic that has played out with this individual.  When we first began exchanging emails, chastity was something that he was not overly interested in.  However, as time went by, and I dangled the concept in front of him mentally, he began to warm to the idea.

Before you knew it, this chronic masturbator had purchased the CB-6000 that I had selected for  him, and we were scheduling a session to lock him up for the first time.  The flood of adrenaline that went through me when his numbered lock snapped into place made me soooooooooo incredibly wet!

He took to Submission chastity like a duck to water, and what I had initially thought might be a 2 week trial period grew to encompass the 2 month window of opportunity that we had.  I had so much fun teasing him during that time, and  seeing my cock swell and leak when it was taken out for playtime, then returned to it’s cage.

We spent part of today talking about his personal journey and how someone who had at first dismissed the idea of chastity training had come not only to embrace it, but to seek out the pockets of it that he could fit into the reality of his life.

As we explore ourselves and our kinks, we can end up in places we never would have imagined.  Which is part of what makes it such delicious fun, don’t you think?

 

Filed Under: Chastity Tagged With: ,

Are you ready to play?
Dial 855 933 7473 (855-9DESIRE) for phone sex with Miss S
See Sessions for rates and other info
Adults Only

Having Fun with Small Penis Humiliation

By 1 Comment

I really, really enjoy getting to fuck with guys who have little dicks.  Note that I did not say I enjoy fucking them.  That simply is not going to happen!  Much to my delight, I get several of these calls per day, and they help keep a smile on my face and a song in my heart.

Do You Have a Small Penis?

As with most things in life, for some men, it is a matter of perspective.  If you’ve got a 7 inch cock, when you are in the locker room at the gym, it’s not as if you have to hang your head in shame.  You are actually at the upper end of the average range.  That is, until that 9 inch guy walks in.  Somehow, that can make 2 inches seem like a very long distance.

Some of You Don’t Have to Ask if You Have a Small Penis – You Know You Do!

I’ve been sent countless pictures from the nub guys.  I only wish that I could post them, as I would start a poll so we could vote on Mr. SPH of 2011.  Alas, I cannot.  But I can describe one of them for you.

One man…and I use the word loosely…took pictures of his wee-wee next to a tube of his wife’s Clinque lipstick.  I’m sure she’d be thrilled to know that.  This was not a deluxe size tube of lipstick, or anything of that nature.  Just the normal size, with the lipstick extended, made his wang look like a wrinkled dwarf in comparison.

Another humiliation whore is unable to properly measure.  He started off telling me he was 4 inches erect.  It was necessary for me to put a pin in the balloon of his ego, and make him re-measure.  After we’d done it with a ruler, I made him measure his length in Vienna Sausages.  He is exactly 1.5 Vienna Sausages long.  I have an entire support group scenario for him, but that is a post for another time.

If you are reading this, and you know that you are inadequate, the challenge is hereby laid down.  Go buy a can of Vienna Sausages in the Original variety…and no, you are not allowed to use the jelled coating as lube…and leave me a comment telling me how many sausages long that you are.

 

Filed Under: Erotic Humiliation Tagged With:

Are you ready to play?
Dial 855 933 7473 (855-9DESIRE) for phone sex with Miss S
See Sessions for rates and other info
Adults Only

My Sissy Goes on an Adventure – Her First Public Outing

By Leave a Comment

For starters, I’ll say that in my mind, the term “sissy” when applied to this caller, really doesn’t fit.  I define the terms this way:

Sissy = Obvious guy in over-the-top, frilly clothing, making no attempts at passing

Feminized = May still obviously be a guy, but the intent is being passable, and becoming as much like a woman as they can

Your mileage may very; those are simply my definitions.  However, since the caller in question uses the term sissy to refer to herself, that is what I’ll use as well.

At any rate, my sissy was going on a business trip, and wanted me to plan some adventures for her.  She and I have a pretty in-depth caller/Mistress relationship, so it was fun to plan her itinerary.

Miss Thing, who we’ll call Sissy X, had never been out in public before.  Also, even though I had sent her scores of you tube makeup guru videos, she was still in need of some hands-on makeup application training.  So I decided that we’d combine a trip to the mall with a trip to MAC.  (For those of you who aren’t following along, I’m speaking of this MAC, not this MAC)

I called ahead, and found out that this particular MAC was one that had private, one-on-one lessons with makeup artists who had been pre-qualified to do them.  The artist would do half of Sissy X’s face, then Sissy X would have to do the other half.   I thought that sounded like a great way to out herself a little, as well as a chance to get some expert application advice.  So she was instructed to call in and book the appointment.

Sissy X is a true slut, I know that the whore in her had visions of twitching her ass down the middle of the mall, in a micro mini, fishnets, and platform shoes.  I dissuaded her from that notion by letting her know that our fantasies don’t always play out in reality, and that a first time outing in a mall setting was probably best suited to something casual that would allow for ease in changing rooms and allow her to blend into her surroundings.  We ended up going with some nicely-cut khaki slacks, a pretty print blouse that buttoned up the front, and heels that did not scream “stripper”.

But before Sissy X got to the mall, she made a scheduled stop to pick up some titties.  I had hoped that she could get some beautiful forms, but the store that I was sending her to had those by custom order only. Since I was feeling impatient, and as this was a rare opportunity for her to get away, we ended up going with bra inserts.  Never one to go small when she can go big, Sissy X ended up getting 42D tits.  She picked up a new wig while she was there also.

So not only did she have a pretty new blouse to go to the mall in, she had new boobies to fill it out.  Her first stop was MAC, and the makeup artist did a phenomenal job.  Sissy sent me pics after, and if I didn’t know it was her, I would have not realized it without really looking hard.  She also got quite the haul, picking up about $500 in product while she was there.

Then it was off to the races at Victoria’s Secret.  It was loud in there, and I had trouble hearing lots of what was said.  But I did have the fun of hearing her tell the sales girl that she was shopping for herself, and asking about what size she needed.

Sissy X had business to attend to, but managed to squeeze in a trip to Fredrick’s of Hollywood to pick up a corset and some assorted other goodies.  I was on the phone with her at the time, and it pleased me that the sales people all seemed to take her in stride.

Her last night on travel, we had a session where I watched her on cam.  She showed me all her pretty things as we talked, and then I let her take her clitty out of it’s chastity cage.  She had not been allowed free play or orgasm for 7 weeks, so I decided it was time to celebrate by letting her release.  And what a release it was!  Sissy X embraces my philosophy that a good girl does not leave a mess, and she eagerly cleaned up every drop.

I let her have freedom to play with it that night, then told her she needed to pack her clit away when she packed her bags for the return trip home.  It was a great adventure, and I’m sure not the last that we’ll have.

Filed Under: Chastity, Cum Eating, Feminization Tagged With: , , , ,

Are you ready to play?
Dial 855 933 7473 (855-9DESIRE) for phone sex with Miss S
See Sessions for rates and other info
Adults Only

The Pendulum of Suffering and Pleasure

By 6 Comments

I got a direct message on twitter asking me about my chosen name, Suffer My Desire.  They asked if I was a brutal, whip wielding dominatrix.

There simply is no easy answer to that question, because at times, I most certainly can be.  I glory in dishing out hardcore BDSM, and in my fantasy life, I would get to shoot for Divine Bitches, abusing and fucking men, in an incredible environment.

But that is one aspect of me.  There’s another that likes to feminize men, another that likes to cuckold them, another that likes to be worshiped, another that likes to form relationships, another that likes to nurture, etc, etc.

Just like a full cut diamond, I have many, many facets.  As do each of us.  The totality of me is not defined by a name or any of those facets in an isolated state.   So as much as I like to plunge a submissive down the icy depths of physical pain, I equally enjoy picking out new shoes for a cross dresser.

I think that suffering is something that is generally linked to our desires.  Rather than type out a lengthy manifesto on the why of that, I’ll just give the nickle version…everything in life has a price.  To pay that price usually requires some form of suffering, though it may not be martyrdom type of suffering.

It can be the type of suffering which simply means that you feel something very keenly.  And that, class, is what I want from you…I want you to feel.  It can be joy, pain, arousal, reverence…any combination of those things, or something entirely different.  But I want you to quiver with the passion of feeling, and I want you to feel alive again, reborn through the fog of complacency.

I want you to experience pleasure, then I want the pendulum to swing, and I want you to suffer.

For me.

 

Filed Under: Random Musings from Miss S Tagged With: , , ,

Are you ready to play?
Dial 855 933 7473 (855-9DESIRE) for phone sex with Miss S
See Sessions for rates and other info
Adults Only

A Fledgling’s Journey into Submission

By 2 Comments

His hair was the first thing that caught my eye.  I tend to like men with hair that is either long, or military short.  His is about shoulder length, and something in the line of his form captivated me as he lifted it off his neck and turned to talk to the older man on his left.

He’s young…looks to be mid 20’s at the most.  He is far too skinny to be called slender, and a good gale force wind would send him reeling.  But still, there is something that draws my sun-glass shielded eyes to him again and again between plays.  He sits 4 rows in front of me, and slightly to my right during home games for my local college.  When his hair is pulled back and up in a ponytail, he is almost a cross between Joakim Noah and Ashton Kutcher.

I want to do perverse things to him.  And he is the inspiration for this fantasy.

~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~

He can hardly believe it, but he simply does not dare look up.  It would be such a simple thing…to just lift his gaze in defiance.  But he can’t.  The mere thought of defying her makes it hard to swallow.  So he remains with head bowed,  wrists crossed behind his back, knees pressing into stone, silently wondering what she would do next.

He didn’t have long to wait for an answer, as her low voice broke the silence.

“What’s the matter, boy?  Not quite what you had in mind?”

At her amused tone, crimson flags of color climb upward on his face.  When she had approached him at half time and silently handed him a folded up piece of paper with a street address and a time, he thought he had done a better job of scoring than the team on the field.  But this…this wasn’t at all what he had bargained on.

Sure, he’d seen setups like this as he surfed porn on the net.  Now and again, he had even stopped and studied them, wondering how men got themselves into situations where a woman was in control.  He was sure something like that could never happen to him…and yet…it had.

She’d played him like an instrument from the moment that he arrived at her house.  Step by step she had lured him, and his pulse had raced, and his cock had stiffened, thinking that any moment…after just this one more thing…surely she would bed him.  But she was a latex clad master puppeteer, and he didn’t stand a chance against her.  Which is how he found himself nude and kneeling in front of her in a room in the basement of her home that was filled with things he was nearly afraid to imagine the intended use of.

Wordless, he shook his head back and forth.  Her soft laughter spilled out into the space between them like bubbles rushing to the top of a glass of champagne.

She squatted in front of him, balancing precariously on platform boots.  Her gloved hand reached out, and tilted his chin upward.  His heart raced in his chest as midnight pools locked his gaze, and her fingers slid over his jugular vein.  With her left hand, she held up a long skinny rod with a triangle of leather on the end of it.

“This,poppet, is a riding crop,” she said, with her eyes never leaving his.  “It is one of many things you’ll come to crave.”  Her fingers slid down his chest, across the flat plane of his stomach, then grazed the head of his cock.  It swelled to life in response.

“You see, when you play in my world, you’ll learn of the delicious place where pleasure and pain waltz arm in arm.  It’s a beautiful dance, and one that is very, very addicting.  Of course…”

As she broke off the words, her mouth moved to his neck, nibbling lightly along it as her latex covered hand gripped his shaft.

“…you don’t have to play.  You can leave.  Right now, as a matter of fact.  If you want to, that is.”

And he *did* want to leave.  Or at least part of him did.  But that part seemed insignificant when he felt her teasing touch, and listened to the siren song of her voice.  Mutely, he shook his head again, and as her lips curved into a crescent moon smile, he felt an electric jolt through the head of his cock.

“No?  I rather thought not.”  Her lips traveled along his jawline, and her hand squeezed, causing pre-cum to spill out, then the pressure of her hand was gone, as was the caress of her lips.

“But go you shall.  At least for tonight.  You have 24 hours to decide if you will return.  Should you do so, bring your clothing and other personal effects, as you will not be leaving for some time.”

She rose, then took a few steps away, before returning, and dropping his jeans, tshirt, and shoes in front of him.  The tip of her riding crop found his chin, and as she ran it along the underneath side, his head tilted backward to look up at her.

“24 hours.  Not a minute more.  Understood?”

“Yes, but”, and as he opened his mouth for a flurry of words to pour out, she pressed the leather of the crop against his lips.

“Silence.”

Still trapped in a mist of need and hunger, he slowly nodded his head.

“Excellent.  Dress and see yourself out.”  With that, she turned and walked away from him without a backward glance.  The way she carried herself spoke that she was supremely confident that he would be back the next evening.

As he knelt, watching her, and clutching his clothes to his chest, he knew that she was right

 

 

Filed Under: Erotica, Femdom Tagged With: , , , , ,

Are you ready to play?
Dial 855 933 7473 (855-9DESIRE) for phone sex with Miss S
See Sessions for rates and other info
Adults Only

Exploring My Own Path in the World of Kink

By Leave a Comment

It’s now been several months since I set this up on my server, and thought I would get things going.  However as we all know, life doesn’t always follow the best laid plans of mice and men or of dominant females, for that matter.

Since first putting pen to ink here, metaphorically speaking,  I’ve taken a position as an operator with a company.  I’ve learned many things in my 4+ months with them, and foremost amongst the lessons is that the term phone sex is really a misnomer.  Sure, there are some people that I talk to that are only concerned with the 10, 30, or 300 minutes they are on the line with me.  Once that connection is broken, so is the tie to me.

But for many, that just isn’t true.  They want interaction past the call.  They want to go deep and they’ve chosen me as a guide on their path.  Or at least on this segment of it.  Some simply need to be heard, and feel empathy from another human being.  I have several transgendered and transsexual callers that fall into that category, but it certainly is not exclusive to them.  For in the end, isn’t that what we all want?  A connection…to be heard…and if not totally understood, at least accepted for who we are, with the layers and masks peeled away?

I get that.  I totally do.  It is the largest part of why I do what I do.  People who call me share their utmost private selves…the one that they may not be able to share with another person in the world.  To treat that with anything less than the highest regard is disrespectful.  So that means that when you talk to me, you get someone who is fully engaged and present, with their energy and focus on you.  Not on playing computer games, not on painting her nails or mentally planning her grocery list, but on you.

But I digress.  We were talking about the greatest reason that I enjoy distance domination, were we not?  And that reason would be that taking calls…especially the ones where I am able to really connect deeply with my caller…is just another faucet in the shiny diamond of kink that I enjoy.   Distance doesn’t mean lesser.

It can open the doors to encounters that far more powerful than many face to face ones that I have had.

Filed Under: Random Musings from Miss S Tagged With: , , ,

Are you ready to play?
Dial 855 933 7473 (855-9DESIRE) for phone sex with Miss S
See Sessions for rates and other info
Adults Only

« Previous Page