Facials are fun

So I’ve had the worst luck with electronics lately.  For the last two weeks, I’ve been without a computer.  But it finally got in, yay!

And there’s a lot to be happy about.

In two weeks, I’ll get to see Southern again.  It’s been a couple of years since I’ve seen him, so I’m looking forward to that.

And, for those of you who check out Jessie’s blog (and all of you really should), you may have noticed a fun little game I played with him, where he had to send a text to Kazander, asking him to cum in his mouth.

Fun stuff, it really is.

So he sent the message, and a few days later, Kazander and I pulled up to the house.

I was beaming from the moment we walked through the door.

Jessica was dressed in her gorgeous corset, backless panties, stockings, heels, her hair and makeup done.  She looked sexy as hell.

Her face looked so pretty, I just had to stick a penis in it.

And Kazander is quite the Top, as it turns out.  When we’d talk about how we wanted the evening to go, I often had to remind him that we could push Jessie, we could have all sorts of fun fucking with him, but we had to exercise some restraint, as well.

We had to toe the line between intense and too intense, but we couldn’t violently shove him into the deep end with no warning.

“Dear, if we break our toy, we won’t be able to play with her anymore.”

You know, balance.

But as I’ve said before, I’d much rather have to hold him back than try to pull enthusiasm out of someone who’s just not feeling it.  The fact that he’s sort of taken this and run with it is a million kinds of freakin’ awesome.

And he has the benefit of having been my sub for 7 years now, so he knows me, he knows the kinds of mindfucks I like, and he knows the general flow of how I like having sessions go.  His biggest kink is humiliation, so he’s very experienced in the field of receiving it.  Since he’s got the switchy tendencies, he can take what he finds hot when he’s in the submissive headspace and turn it around when we’re with Jessie.

So now I have someone to help me utterly humiliate and degrade my sissy.  Which is a huge, massive bonus for me.

We sat down on the couch, and I had Jessie get on all fours at our feet.  Only a moment later, Kazander’s cock was in her mouth.

I was determined to make it last longer than last time, though.  I wanted to really savor the experience.  I wanted to draw it out a bit, and let all three of us enjoy it.

Well, let two of us enjoy it, anyway.

That morning, and the previous night, I’d had Kazander cum.  Normally, I enjoy keeping him chaste and denied, so he doesn’t last very long when I do let him cum.

Last time, that (combined with Jessica’s exceptional cock-sucking skills) resulted in him cumming too quickly.  I made sure to prepare so that didn’t happen this time.

It was so hot watching Jessie suck Kazander’s cock, watching her head bob up and down as she deepthroated him.  She’s definitely been practicing.

After a moment, I knelt down on the floor next to her and reached behind her, rubbing her clit.  Her p-spot has always been so sensitive, and I wanted to see if rubbing it would have an effect on her cock-sucking.

You know, for science.

She started squirming, arching her back, pushing her ass out against my hand, very literally humping my hand while she sucked his cock.

I grinned and looked up to Kazander when I heard a soft moan come from her.  “Does this make a difference?” I asked him.

“Oh yeah,” he replied.  “Whatever you’re doing, she likes it.”

My hypothesis was confirmed.  Gotta love science.

It was so hot watching her, squirming and writhing and moaning, her moans muffled by Kazander’s cock.

One of the things Kazander had suggested earlier was giving Jessie a facial, and cumming on her face, instead of in her mouth.  I was intrigued by the idea, but didn’t really think much of it.  We’d already settled on making Jessie swallow his load.  I didn’t see a reason to change the plan.

But when Kazander told me he was getting close, I suddenly changed my mind.

“Stop,” I told her.  “Lie down on your back.  He’s going to cum on your face.”

So she did, obediently lying underneath Kazander, her head between his legs, her eyes closed, while Kazander jerked off onto her face.

And she looked so pretty with his cum all over her face.  But then again, she’s a sissy, it’s pretty common knowledge that they always look good drenched in real men’s cum.

She wasn’t done, though.  Before she could move, I reached down and rubbed it all over her face, then put a cum-covered finger against her lips.

“Open,” I said.

Reluctantly, she obeyed, and I pushed my finger into her mouth.

“Suck it clean, that’s a good girl.”

Kazander went to get himself cleaned up, and I had Jessie sit at my feet, rubbing Kazander’s cum all over her face and making her suck it off my fingers.

The awesome thing was after a few seconds, that reluctance disappeared, and she leaned against me, enthusiastically sucking and licking my fingers clean.

Like a good little cumslut.

And honestly, that was my favorite part of the whole thing.  Just the way she completely embraced that sissy mindset, the way she eagerly sucked the cum off my fingers, it was just so damn fucking hot.

My precious sissy whore.

After Kazander left, I let Jessie come up and sit next to me on the couch, and rubbed her clit some more.  She came again and again, with Kazander’s cum drying on her face, and the taste of it in her mouth.

There was a funny moment, though.  We all know she can’t cum like a man anymore, she doesn’t even squirt.

Every time she came, she looked down to Tammi Lynn, tucked away in her panties.

“Are you checking to see if you squirted?” I asked after the third-ish time.

“Hoping I had,” she answered.

“Hoping you’d squirted?  Why?”

“Because then at least there’d be something to get the taste out of my mouth.”

“Oh, you mean the taste of another man’s cum?  Was that what you meant?”

“How’d you guess?”

And naturally, I found that just wildly entertaining.

My sissy bitch was hoping she could cum like a man, so that I would feed it to her, to get the taste of Kazander’s cum out of her mouth.

That’s where her mind went.  That’s the solution she came up with for how to get the taste out of her mouth — using her own cum to do it.

I mean, how awesome is that?

My precious sissy is growing up.

A fun conversation

I do love when other people help me come up with ways to humiliate Sounder.

As it turns out, Kazander is pretty good at coming up with awesome ways to humiliate Sounder.

We were talking about him over the weekend, discussing things like how good he is at giving head and how cute he squirms when he’s being fucked.  I lamented the fact that no one other than me has seen just how cute Sounder squirms, and Kazander shrugged, saying, “Let’s change that.”

You know, that is just a capital idea.

But you know what would be more fun?  If Sounder is the one to ask Kazander to fuck him.

That would be so much more fun.

Except that’s not enough.

I want Sounder to be the one to initiate that conversation.  So I gave him Kazander’s number and told him that, in order for me to play with him again, he has to text Kazander and ask him to come with me, and put his cock inside Sounder.

Naturally, Sounder isn’t particularly thrilled about this fun little game of mine.  Being fucked by a man is going to be rough just on its own.  Having to be the one to ask for it to happen, to ask the man to fuck him, to take his virginity, is just icing on the cake.

It’ll be such a fun conversation.

Isn’t this an awesome game?

After-work quickie

Alex clenched his jaw as he drove home from work. It had been a frustrating day, and he wanted to be able to relax and get his mind off of it.

He turned the corner, onto his street, and his heart plummeted to his toes and skipped a beat when he saw his Owner’s car parked outside his house.

All thoughts of work were instantly far from his mind.

He knew what this was, he’d known it was coming, and he knew what would be expected of him.  Forcing his body to obey him, he pulled into the garage as his Owner got out of her car.

As expected, the passenger side door opened as well.  A strange man got out, and together, the two of them walked into the garage.

“Hello, slut,” his Owner said cheerfully.  His face flamed at the pet name, at her using it within earshot of someone else.  She was showing restraint, she always did when there were others around, but he knew her well enough to read the giddiness in her eyes.

“Hello, Mistress,” he replied quietly.  Her being giddy usually meant difficult and degrading things for him.

She approached him and hugged him tightly, and he could feel the excitement radiating off of her.

“My friend wants to use your mouth.  Let’s go inside.”

The casual, matter-of-fact way she said it was jarring in and of itself.  She could’ve been talking about what she had for lunch.

“I ate a club sandwich, and you’re going to eat a stranger’s cum.”

His heart was racing as he led the way into the house.  He was acutely aware of the unfamiliar presence behind him, walking beside his Owner, as they walked toward the door.

He fumbled with the keys.

“Having trouble, little girl?” she asked playfully, her hand on his lower back, sliding down and groping his ass.  “A little distracted?”

Somehow, he managed to get his door unlocked, and the three of them went inside.

He’d barely closed and locked the door before she was behind him, pushing him against it.  Quickly, she unfastened his pants and slid them down, exposing the women’s panties underneath.

“See?” she asked the man with her.  “I told you he wears them every day.  He’s such an obedient bitch.”

“His ass looks damn sexy,” the man replied.

“Doesn’t it?  It’s so perky.  Feel it.”

Alex lowered his head, his face hot with embarrassment, as he felt unfamiliar hands on him, roaming across his body, sliding underneath his panties, dipping between his legs.

But then, his Owner grabbed him by the arm and turned him around.

“Get on your knees, slut,” she ordered.

Wordlessly, he knelt down, cringing as he heard the unmistakable sound of a pants zipper.  He kept his eyes down, not wanting to look at what was in front of him.

He should’ve known better.  “Look at it,” his Owner said, lifting his head up.  “Look at what’s going in your mouth.”

Reluctantly, he forced his eyes up, his stomach tying itself in knots when he saw the hard, dripping cock only inches from his face.

He felt his Owner’s lips on his ear as she crouched behind him, firmly holding his wrists behind his back.

“Open your mouth, little girl,” she murmured.  “He’s going to fuck it.  And when he cums, you will not swallow until I say you can.”

His body almost seemed to act on its own, obeying her command as the cock was pushed into his mouth.

The man wasn’t gentle.  But then, Alex hadn’t expected him to be.  He held Alex’s head with both hands, thrusting deep and hard into his mouth.  Even when Alex gagged, he didn’t stop.  And his Owner kept a tight grip on his hands, keeping him from struggling.

Thankfully, the man didn’t last long.  His thrusts became more frenzied, his grunts more animalistic, until he plunged his cock into Alex’s mouth, as deep as it would go, moaning as his cock pumped Alex’s mouth full of cum.

Alex wanted nothing more than to be allowed to swallow, but obediently waited, hoping she’d be merciful and wouldn’t make him wait long.

“How does it taste?” she asked.  She moved closer, whispering into his ear, only loud enough for him to hear.  “You’re a cum dumpster,” she told him, the softness and gentleness of her tone a stark contrast to the words she said.  “Nothing but a pair of holes for real men to fuck.  Get used to the taste of cum, little girl.  This is the first of many.”

Her hands roamed across his chest, pulling him back against her.  “Swallow,” she commanded.

Relieved, he obeyed her, shutting his eyes tight as he forced his body to comply.

“That’s my girl,” she whispered approvingly.  She held him against her a moment longer, her arms wrapped around him, then suddenly released him and pushed him hard.  He fell forward, onto his hands and knees, as she rose to her feet.

“Come on, let’s go,” she said to her companion.

And they left, without another word to him.

Past the point of no return

You have come here
In pursuit of your deepest urge
In pursuit of that wish which till now has been silent…
Silent…

I have brought you
That our passions may fuse and merge
In your mind you’ve already succumbed to me
Dropped all defenses, completely succumbed to me
Now you are here with me, no second thoughts
You’ve decided…
Decided…

Past the point of no return
No backward glances
The games we’ve played till now are at an end
Past all thought of if or when
No use resisting
Abandon thought and let the dream descend
What raging fire shall flood the soul?
What rich desire unlocks its door?
What sweet seduction lies before us
Past the point of no return
The final threshold?
What warm, unspoken secrets will we learn
Beyond the point of no return?

M’kay, so my geek was showing there for a second.  But there’s not a whole hell of a lot out there more fitting right now.  Andrew Lloyd Webber knows his shit.

Tonight was fun.  Like, seriously fun.  Like, a million different kinds of fun.

Like, whoa.

So there’s this adorable sissy I own.  And earlier this week, I’d decided that he was going to take a big step forward today.

He was going to suck cock.  No big deal, there.  He’s done it before.  But this time, he was going to finish, and swallow.

Not a huge difference, right?

Heh, heh…

Poor Sounder.  It was a rough week for him.  Yesterday and today were the worst, of course.  I really turned up the fear factor, and gave him quite a bit to think about.

Oh!  And on… Thursday, I think?  While he was at work, he asked, “Did you ship something to me?”

“No, why?”

“I got a delivery notification.  I’m not expecting anything.”

Well, cool.  I didn’t think anything else of it, until later that night, when I asked what had been delivered.

His response was, “Yeah, God or whoever’s in charge definitely likes you more than me.”

I laughed.  “Why do you say that?  What was in the box?”

“Lingerie I ordered 6 months ago, and it never showed up.”

Ooooh, really?

I was intrigued.  Particularly when he was hopeful that it wouldn’t fit.

But, because the entire Universe works tirelessly to accommodate me, I received a text a few minutes later, after he’d tried it on.

“Of course it fits.”

“Is it pretty?”

He didn’t answer with words, but his answer was more than enough.

2017-05-07_23.27.53

Holy shit.

Like, ho-ly shit.

Um, yeah, it’s fucking pretty.

So yay!  He had amazing new lingerie to wear while he swallows cum.  And damn, that is some fucking hot lingerie.

I was even more excited.  I couldn’t wait for Sunday to get here.

So today, Kazander and I pulled up to Sounder’s house and knocked on the door.  He let us in, and I think my whole face lit up when I saw him, dressed up, his hair and makeup done, wearing one of my very favorite pairs of his panties, a pair with no back.

Actually, there’s a picture of him wearing that pair on his blog, along with some other incredibly sexy pictures.  And of course, I have it right here.

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I love these panties on him.  So pretty.

Dude, he was just so damn hot.  I didn’t wait, I barely dropped my purse and my bag on the floor before putting my hands on him, pushing him against the door and groping him.

I turned to Kazander.  “I love these panties on her.  They make her ass look so perky, don’t they?”

“Yeah, they do.  She’s fucking hot.”

And I just have to go on a quick tangent.  Because, while Kazander and I aren’t really “there” sexually with each other, he has become a really kind of amazing partner when it comes to Topping others.

I mean, he’s inexperienced as fuck, of course.  He struggles to find that balance between pushing limits and crossing lines.  As we were talking about how we wanted the night to go, I had to hold him back more than once, and remind him that if we break our toy, we won’t be able to play with her anymore.

But it’s awesome, it really is.  It’s so much better to have to hold someone back than it would be to try and encourage someone who just isn’t into it.

So I was excited, and turned on by how Dominant Kazander was through the whole thing, and how easily he fell into that role.  The two of us, sharing and using Sounder together, is pretty damn amazing, actually.

And Sounder really is such a fun toy to play with.  He was so nervous.  I’d been fucking with his head for days, and I wasn’t gentle.

I wasn’t gentle today, either.  I had him bend over the arm of the couch, his ass exposed and waiting.  Of course we were going to put things in it.

But I was nice, I went with something small (instead of the largest toy I have, which Kazander had wanted to use).  Kazander stood next to me as I eased the vibe into Sounder.

And once it was in, I asked Kazander if we wanted to do the honors.  He said, “Of course,” and took the vibe, fucking Sounder with it.

I stepped to Sounder’s side, putting one hand on the back of his neck and the other on the small of his back, really driving home the fact that it wasn’t my hand fucking him.

Poor Sounder, he was so tense, trying so hard not to enjoy Kazander fucking him.  And for a few minutes, he succeeded.  But then, Kazander and I could hear his soft, occasional moans.

It was so much fun, it was so hot watching Kazander fucking him with the vibe, and watching Sounder enjoy it.

Kazander wanted to fuck him with more than the vibe, though.  He tried pretty hard to convince me to let him fuck Sounder right then and there.  And for half a second, I considered it.

But no, that’s the next step.  I wanted Sounder to taste cum for the first time.  I wanted him to actively make Kazander cum, feel him shoot his load, and consciously swallow it.

Being fucked will, in many ways, be harder for him to handle than sucking cock, but there’s a level of passivity there.  All he’ll have to do is bend over and stay still.  Hell, I could tie him down, even, and take away his choice in the matter.

The end result would still be the same, no matter which hole we used.  Sounder would have a man shoot his load into him.  He’d officially be my sissy cumdumpster.

But with a blowjob, he has to be the one to do it.  He has to make himself my sissy cumdumpster.  He has to make the conscious decision to obey me, to do this thing he really doesn’t want to do, to make me happy.

Sure I could tie him down and let men use him.  And I will.

But not the first time.  Not tonight.  Tonight was going to be all him.

We went upstairs, and I happily showed Kazander the beautiful, pink, lacy sissy bed that Sounder sleeps in.  And then Kazander sat down on that bed, took off his pants, and waited expectantly while I told Sounder to get on his knees.

I pushed Sounder forward, holding Kazander’s half-hard cock and sliding it into Sounder’s warm, wet mouth.  I didn’t even have to push hard, or tell Sounder to open his mouth, like I have in the past.  Sucking cock is starting to come easier to him, I think.

He’s a very good cocksucker.  Kazander didn’t last long.  He came, his cock throbbing as he shot his load into Sounder’s mouth.

And Sounder, the obedient, darling slut, didn’t spill a drop.  I watched him, Kazander’s cock still in his mouth, forcing himself to swallow.  The look on his face was just absolutely precious.

Afterward, Kazander put on his clothes and went out for a cigarette, while I stayed there with Sounder, him on all fours on the floor.

“You’re a cumdumpster now,” I told him, my hand between his legs, rubbing his p-spot.  “And you’re going to cum with the taste of his cum still in your mouth.”

He didn’t take long, either.  I let him up, told him he could change, and that I’d meet him downstairs.  Kazander was ready to leave (we’d taken separate cars because he wanted to get home quickly).

But before he left, I asked him what he thought of Sounder’s mouth.

“It was great.  She’s a talented cocksucker.”

And it was funny.  I said, “You know what we should’ve done?  I should’ve had you cum yesterday.  Or this morning.  So you’d last longer.”

He nodded.  “I was thinking the same thing,” he agreed.  “Oh well, now we know for next time.”

I grinned.  “Thinking about next time already?”

He shrugged.  “I’m never going to turn down a blowjob from a hot slut.”

He left, and Sounder came downstairs, and he and I settled on the couch to watch a movie.  I sat there, my arm around him and my hand around his neck, and he started pushing forward against my hand, wanting me to choke him harder.

At one point, he even took my hand, pressing it harder against his throat.

And for the record, it really doesn’t take much to make me go from normal to turned-the-fuck-on.  Like, not much at all.  Sometimes, all it takes is a hand on mine, and an unspoken request to be handled more roughly.

My hand went between his legs, rubbing his p-spot again.  He spread his legs, leaning back against me, squirming and moaning as I rubbed him to an orgasm.  And then another.  I didn’t stop, I didn’t give him time to rest, I just kept going.

With my other hand, I fondled his breasts, but when I finally pinched his nipple, and heard him gasp, “Yes, please yes,” I intensified everything.  Combining the pleasure and pain, it didn’t take long for him to cum again, pushing hard against me and crying out, still writhing uncontrollably.

I’d never seen him that turned on before.  The way he moved was different, his voice was different, his mannerisms were different.  And it made him bolder.  At one point, he slid off the couch, kneeling at my feet.

“May I?” he asked.

“Of course.”

He bent down, kissing my feet while I ran my fingers up and down his back.  But, while I certainly enjoyed that, I wasn’t done making him cum, and pulled him back up on the couch with me.

I actually lost track of how many times he came.  It was definitely more than five, and it might have been more than ten.  And holy hell, they were intense.  It was so damn hot to watch. His back arched, practically screaming, clinging to me, his legs thrashing as the sensations overwhelmed him.

And I still wasn’t done.  I got off the couch, lying him down flat as I sat beside him, still rubbing his p-spot with one hand, the other around his neck, and now I could choke him even harder.

He came again, one last time, arching his back so high, I was worried he might hurt himself.  But he didn’t, he lied limp on the couch, panting and gasping, still squirming just a little.

“Are you alright?” I asked, grinning.

“I don’t know… I can’t handle it.”

I laughed.  “That’s a good thing.”

I got up to wash my hands.  After a moment, he managed to pull himself to his feet.  I walked up to him, and he wrapped his arms around me.

“That… That was… Just mind-blowing,” he murmured.  “Earth-shattering.”

“I can see that.  Was it enough to make up for earlier?”

“That part actually wasn’t as hard as I thought it would be.”

“Well good, see?  You’re a true born sissy.  It all just comes naturally to you.”

Any other time, he, being that perfect mix of sweet and sarcastic, would’ve had a sarcastic answer to that.  But this time, he barely managed a half-muttered “uh, huh,” before pulling me close again and resting his head on my shoulder.

But he seemed really unsteady on his feet.  “Come on, let’s sit back down.”

We sat back down, I pulled him close and put my arm around him, and he rested his head on my shoulder.  And really, in less than two minutes, I realized he’d fallen asleep.  The poor thing, so worn out, so overwhelmed.

I sat back, resting my head against his, letting him rest while I watched the end of the movie.  Then, I woke him up, and he walked me out.

I think he’ll sleep well tonight.

And when he wakes up in the morning, in his sissy bed, he’ll remember exactly what it felt like to kneel at the edge of it, obediently swallowing cum.  And he’ll know that there’s no coming back from that.  For the rest of his life, he will never not be a sissy cum dumpster.

Past the point of no return
No going back now
Our passion play has now at last begun
Past all thought of right or wrong
One final question
How long should we two wait before we’re one?
When will the blood begin to race
The sleeping bud bursts into bloom?
When will the flames at last consume us?

Past the point of no return
The final threshold
The bridge is crossed, so stand and watch it burn
We’ve passed the point of no return

Being sick

Isn’t enough to keep an eager cockwhore from being an eager cockwhore.  As I found out the other night.

I’ve been fighting the biggest bitch of a cold that last couple of weeks.  I haven’t felt up to playing at all.

But it had been too long since I’d seen my sissy, and Sounder has been suffering from the same cold.  After a couple of weeks of trying to stay as far from other people as possible, the idea of spending time with him, cuddling, enjoying each other in all our sickly glory, sounded amazing.

I didn’t even bring my toy bag with me.  Neither of us were up for a session.  But watching TV on the couch with a glass of wine was absolutely within the realm of our capabilities.  And for once, I didn’t have to worry about quarantining myself from all human contact.

I got to his house, walked in, and gave him a hug.  He was dressed in boy mode, but when I reached around, I felt the bra band across his back.

Which made me immediately smile.  Even sick, he still thinks of me.

He poured my wine, gave me my Christmas gifts (which became the inspiration for my new absolute favorite insult, “four-day-old tampon slime.” God, I fucking love this chick), and we sat down to watch a show we both love.

I wrapped my arm around him and pulled him close, running my other hand across his chest.  It seems like only a moment passed before my fingers went, almost of their own accord, to the buttons on his shirt.  Once they were undone, I couldn’t help but grope him under his bra (I mean, I’m sick, infirm, and weak.  Of course I couldn’t resist such an attractive temptation), teasing his nipples to little buds, then pinching and twisting them until the pain made him wince.

The way he moves…. you guys have no idea how hot it is, the way he moves.

Next came the button and zipper of his pants, and I reached in, fondling his clit and grinning to find that Tammi Lynn was already wide awake, bursting out of his pretty, lacy panties.

Funny enough, suddenly I found myself feeling quite a bit better.  I rubbed his P-spot, biting his neck and ear, whispering to him about the way it’ll feel when a man first pushes his cock into Sounder’s tight, pink pussy.

“You’ll try not to like it,” I told him as he squirmed and writhed and gasped underneath me.  “You’ll try to keep yourself from loving it.  But it’ll feel so good, having him deep inside you, pounding his cock into you.  You won’t be able to stop yourself, you’re too much of a whore.  You’ll want it.  You’ll push back against him, begging him to go deeper.  Faster.”

I put fingertips of my other hand against his lips.  “And when you feel that second cock push its way into your mouth, all you’ll be able to do is suck it hungrily, wanting it to fill you up just like the other one is filling you up.”

He gasped, parting his lips, and I shoved my fingers in his mouth, forcing them down his throat while I massaged him, while I watched him get closer and closer to the edge.

“You’re going to cum with a cock in each hole,” I whispered.  “You’re going to cum hard and often, and every time you do, it’ll just make you want them deeper inside you.  Come on, show me how much you want that cock in your mouth.  That’s a good girl.  Show me how eagerly you’ll suck it.”

He didn’t disappoint. Writhing on the couch, one hand between his legs and the other fucking his mouth, whimpering and sucking, his hands balled into fists, he came to the thought of being spitroasted by men, his illness, for the moment, forgotten.

I couldn’t help but laugh.  “Being sick isn’t enough to keep such a greedy sissy down,” I said, giving him a moment to recover before rubbing him to another orgasm. Or three.

Sure, we watched TV.  And it felt good, especially as achey and cold as I’ve been, to feel his warm weight against me like that.  It felt especially good to see how easy it is to wake up the slut in him, even when the rest of his body just isn’t feeling it.

My slutty, pathetic, adorable, hungry sissy.

And part 2

For years, forced bi was a hard limit for Kazander.

Then the idea of cuckolding was introduced.  And at first, it was never thought of as something we’d actually do.  It was just something we talked about for fun.  With that in mind, Kazander felt more comfortable getting into the fantasy of it when we were playing.

Humiliation is his biggest kink, so humiliating him by telling him that I’d never let his cock enter me again, that I would find a real man to fuck me, and make him watch, became one of his favorite things.

Eventually that escalated to me humiliating him by telling him I wanted to make him suck cock, and then to humiliating him by telling him that I would make him get fucked by a man, to know what it feels like to be fucked by a real man.

But of course, we both knew that this was just fantasy.  Hard limits and all.  I don’t fuck with those.

But what he didn’t realize at the time was that, by talking about it in the “heat of the moment,” to turn him on, I was actually conditioning him to actually want it.

Now again, this was a hard limit, so I didn’t initiate that.  That was his choice, he was the one who told me he was comfortable with it.  I, being the sweet, innocent, obliging person that I am, took that and ran with it.

As I am occasionally wont to do.

Fast forward…. Oh I dunno… 4-ish years, maybe?

Forced bi became a soft limit.  Something he was willing to do for me, but reluctant as fuck about it.  That’s the way he was the first time Sounder sucked his dick.  He was really almost at a freak-out level leading up to that, and it took every bit of the control and influence I have over him to keep him calm-ish.

But he discovered that night that maybe he didn’t hate it as much as he thought he would.  Oh, he still didn’t like it, that’s for fucking sure, but he realized it wasn’t really worth the anxiety he felt leading up to it, and sure, he’d be willing to do it again.

I’m serious, y’all.  It is exhausting being right all the time.

So good, that’s something I can work with.  And ever since then, I’ve been subtly working on him, training and conditioning him to becoming a man who would not only be eager to have his dick sucked by Sounder, but would take on a Top-ish role with him, and help me humiliate him.

Basic behavioral modification.  Super easy stuff.  Something I learned working with autistic kids, and it works just as well on grown men.  Kazander never even knew I was doing it.

So this time, there would be no reluctance, no hesitation, he would be perfectly willing to grab Sounder by his hair and force his cock into his mouth.  He even had a couple ideas of his own to humiliate him.

And in that respect, he’s actually meaner than I am.  Like, I had to hold him back on a couple things, to ensure we wouldn’t give Sounder a heart attack.

Fast forward to this past weekend.  After spending the first part of the afternoon feminizing Sounder, I was ready for Kazander to arrive and do his part.

Kazander got there, and we spent a few minutes chatting.  I asked him what he thought of Sounder’s appearance, and he said, “Very pretty.  Turn her around, I want to see her ass.”

Which, of course, I was delighted to do.  I turned Sounder around and pulled his dress up, exposing his black, lacy panties.  And then of course, I told Sounder to turn back around so Kazander could see the front.

It was an awesome night.  We went into the bedroom, and I pushed Sounder to his knees and stuffed Kazander’s cock in his mouth.  Both Kazander and I humiliated him while he sucked, and I got some lovely pictures and a great video.

And I feel it’s important to point out the fact that Sounder was rock hard and dripping during that.

But as hot as that was (and dude, it was fucking hot), the absolute hottest part of the night actually happened before.

I wanted to sit on the couch.  We all sat down, with Kazander and Sounder on either side of me.

For a moment, Kazander and I just talked about how feminine and pretty Sounder was, and when I mentioned Sounder’s growing breasts, he didn’t hesitate at all in reaching across me to grab one.

Then, Kazander turned to Sounder and said, “I want to see you in something sexy.  Go take off the dress and put on some lingerie.”

Sounder got up and asked me which he should wear (he has a collection of sexy, feminine lingerie).  I told him to surprise us, and he turned to obey.  When he came back, he was wearing a sexy, lacy little number that I love seeing on him.

Which was awesome, because it matched his panties.

I told him I wanted him to lie across Kazander’s and my laps.  We adjusted our position, and then he did as he was told, with his head on Kazander’s side, and his feet on mine.  I pulled his panties down, moved my leg so he couldn’t brace his weight on his knees, and spread his ass, exposing that tight little hole I love abusing.

“Look at her pussy,” I said.

“Looks nice and tight,” Kazander said, grabbing a handful of Sounder’s ass.

“It is,” I replied, getting a finger wet and pushing it inside him.  He gasped and moaned softly as I fingered him.  It was so hot.  “You should feel,” I told Kazander.

The only hesitation in him that night came at that moment, when I told him to put a finger in Sounder.  But all it took was a smile from me and a hand over his, and I guided his finger where I wanted it.

And then Kazander was fingering Sounder’s ass.  And really, once he got it in, the hesitation disappeared again, and he was right back to where I wanted him to be.  We started comparing Sounder’s ass to his girlfriend’s, wondering which would be tighter.  I pulled Sounder’s cock out from under him and started teasing it.

He looked so cute, sprawled across our laps like that, half naked, with his panties around his ankles and a man’s finger inside him. And Kazander was so damn hot, getting into his role with enthusiasm and being every bit as mean and degrading to Sounder as I was.

That was the hottest part of an incredibly hot day, and I cannot wait to do it again.

For sale?

So I received this particular gem about a month ago.

Jen.
Good evening. I’ve been an avid follower of your blog for some time. The dynamics you create with the men who serve you is something I find fascinating.
I am particularly intrigued by the path you’re leading Sounder down, and what you’re doing with him. That dynamic is fascinating, and I enjoy reading about it, and the things you do to him. I understand that he’s never been penetrated by a man. If you don’t mind, I’d like to ask your indulgence while I illustrate a fantasy I thought I’d never have the opportunity to fulfill.
I have always craved power and control over others. That craving, I’m sure, has had quite a lot to do with the level of success I’ve achieved in my life. But there’s something about sexual control that appeals to me on a completely different level. The idea of forcing someone to bend to my will is highly erotic. This idea has morphed over the years into a fantasy involving nonconsensual sex, of overpowering someone or rendering someone completely helpless and having my way with him. I am not homosexual, but for reasons beyond my understanding, this fantasy has always involved forcing myself on a man, rather than a woman.
You’ve said that Sounder has never been penetrated by a man, and is reluctant to make that happen. The post he wrote very clearly illustrates his general mindset, and the way his reluctance and fear drive you to lead him deeper. Being in a position of leadership myself, this is something I can appreciate. So there is something I’d like to propose to you.
I would like the opportunity to purchase his virginity from you, and use him to fulfill my fantasy. I will be staying in town for the rest of the week. There is a specific way I’ve envisioned this, but of course he is your sub and it’s open to negotiation.
I would like having him brought to my room, blindfolded, with his hands tied behind his back, fully clothed. I would like to forcefully remove his clothes, so he would need a second outfit to wear. And of course you’re welcome to be present through the whole thing. I know you value him and want to make sure your property isn’t harmed. To that extent, I also have recent medical records I am willing to show before I touch him, to prove that I am drug and disease free.
Once his clothes have been removed, I will proceed to penetrate him. You’ve said a couple times that he is very strong, so it’s unlikely I will be able to overpower him without him being bound. Hence the reason for having his hands tied behind his back. But that’s not to say I wouldn’t want him to struggle at all. A large part of what draws me to this fantasy is the aspect of penetrating a man against his will. Souder will be welcome to struggle just as he would if this wasn’t a controlled, planned event.
I don’t have much interest in his mouth. If you want him gagged that’s fine, although I would prefer him not to be gagged, and able to say whatever he wishes.
I  a businessman, and I of course would never expect something for nothing. I would be willing to pay you for the use of your sub, and for his virginity. I’m willing to pay $250 for it, up front of course. And after I’ve finished with him, I will leave the room for a time, to allow you to help him recover, and take your time in leaving. I’m unfamiliar with the protocols for aftercare, but understand that it’s important and should not be neglected, particularly after intense sessions like the one I’ve described.
Please respond at your convenience if this is something that interests you. I would like to thank you for your time and consideration, and wish you a pleasant evening.
Regards

The idea was an intriguing one, but I told him no and didn’t give it much thought.

Until yesterday, when it came up in conversation with Sounder.  I told him the gist of what this gentleman had been looking for.

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Well I think it would be fun…

Those of you who were clients of mine in Alabama can definitely understand why that price was so insulting.  I charged $200 for a session.  Just a regular, plain session.  Why would anyone think I’d give up something far more valuable for only fifty dollars more?

I told this man that I wouldn’t even consider something like that for so little, and that I was shocked at his nerve in suggesting it.  Sounder’s virginity for $250?  Are you kidding me?

That’s like asking to buy the Mona Lisa for a few thousand dollars (it’s worth almost 800 million, in case you were wondering… I kinda have a thing for da Vinci).  You’d be laughed out of the country for suggesting something so ridiculous.

And really, Sounder’s virginity is a valuable commodity.  He’s never been penetrated by a man, he doesn’t want to be penetrated by a man, but his desire to please and obey me overrides his reluctance.

I can see how that would give a man with a rape fantasy a unique opportunity to fulfill a fantasy he would not otherwise be able to fulfill.  Sounder is about as close to “unwilling” as you can get without crossing the line into actual nonconsensual sex.  It’s about as close to realism as you can get without breaking any laws or violating any moral code.

I get that.  As a lover of consensual nonconsent, I adore situations where a boy is forced to do things he doesn’t want to do.  I have my own rape fantasies, and my favorite porn videos involve (believable) roleplay rape scenarios.

So I get it.  I understand the appeal.  And, for this gentleman, I can even tell him why he wants to force himself on a man, rather than a woman.

It has nothing to do with your sexuality.  It’s a dominance thing.  It’s an alpha-male thing.  Especially for someone who craves control and power, what more effective display of power is there?

Gay, straight, or in between, it doesn’t matter.  The attraction to this kind of fantasy has nothing to do with sexuality.  It has to do with dominating another man.  It’s the ultimate display of dominance.

I’ve known a couple of straight or straight-ish Doms who owned male slaves.  When I first met a man like that, I didn’t understand it at all.  Why would he own someone he’s not sexually attracted to?  Why, if he’s not gay or bi, would he choose to own men, rather than women?

He explained the dominance, and the way he views D/s.  For him, he would never dream of Dominating a woman.  In fact, he was married to a Domme, and while he was in no way her sub, she more or less ran things.

For him, it was an alpha-male thing.  He explained that there was no greater feeling in the world than forcing himself inside a reluctant man, making that man accept him.  He was brutal with his subs, and regularly fucked them raw, ruthlessly held them and just pounded his cock into their mouths, he often went ass to mouth, he completely and utterly violated them and degraded them.

It was fucking awesome.  And it made me extremely jealous that I don’t have a penis.  Even now, imagining Sounder being brutally violated that way by a man makes me jealous I don’t have one, and can’t do it myself.

Oh, but don’t get me wrong.  Watching him being used like that by another man will be indescribably hot.

So I get it.  I know that attraction, I can relate to that attraction.  I can understand the appeal of a man like Sounder and the unique opportunity he represents.

But $250?  For Sounder’s virginity?  Hell fucking no.

He has never had a man inside him.  Ever.  In his life.

The very first moment that a man pushes the tip of his cock into Sounder’s hole, that will be gone forever.  You’re only a virgin once.  Only one man on the planet is going to be able to take Sounder’s virginity.  And if I’m going to give it to a stranger, it damn sure won’t be for $250.

I have expensive tastes, ladies and gentlemen.  And I have a boy on the other side of the country who misses me.

There’s no way I would sell something as valuable as Sounder’s virginity for that little.  And it is valuable.  Once he loses it, it’s gone forever.  He will never again be able to say that he’s never been fucked by a man.  For the rest of his life.

But I do know that just because something is valuable doesn’t mean that it’s in high demand.  So I’m curious to know what the demand for a reluctant man’s virginity is.  Is that something many men would want?  Is it something they would pay for?

It’s definitely interesting to think about.  Very intriguing.