Tag Archives: Sissy gallery

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A feminine sissy body

What’s sexier than a sissy slut?

Last time I was with Sounder, I noticed something while he was lying on his back, on his pink sissy bed, wearing his pretty lingerie.

He really is looking more and more feminine now that he’s been taking the birth control for awhile. His body looks softer, rounder, with more pronounced curves.

I can already see his tits under his clothes even when he’s wearing his boy costume. And it was so awesome when I realized that his boobs had gotten that big. We were out, having a couple of drinks after work, and he was wearing his normal professional work clothing.

At one point, he stretched in the chair, and I could plainly see the outline of his breasts under his shirt.

It was unbelievably hot.

Of course, that was a while ago, and his body has only gotten more feminine since then.

The most recent things I’ve noticed are his waist and hips. He really is developing a fucking sexy hourglass figure.  I love that I can see that subtle curve in his waist now.  And the longer he’s on the pills, the more pronounced those curves will become.

I mean, look at this picture.  If you didn’t know that this is a biological male, you’d totally look at this and assume it’s a pussy under those panties.

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My sissy is getting closer and closer to permanently crossing that line between masculine and feminine.  She’s getting closer and closer to becoming more girl than boy.

I’m so excited to see how his body continues to change.  Aren’t you excited to see how his body continues to change?

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Purple!

So I had to buy a new strap-on after my toy bag was stolen, and settled on a new harness and purple dildo.

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This purple dildo

And as it happens, Sounder bought some new lingerie to surprise me with. Which was purple.

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Isn’t she sexy?

So we’re color-coordinated, isn’t that fun?

And holy shit, my sissy looks amazing with things inside of her.  It makes me want to put even more things inside of her.  Bigger things.

Like my fist.

Yeah, that would be hot as hell.  Let’s make that happen.

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Sissy porn stash

It’s been a busy couple of months, but no matter what else is going on, I always make time to enjoy just how sexy and photogenic my sissy is.  And luckily for me, I have my very own personal sissy porn stash.

The last couple of months have been a bit wonky as far as both of our schedules go, but usually, if I’m not there with him on Sissy Sundays, Sounder makes time during the day to take pictures for me.

And they’re beautifully edited, so delightfully slutty, and unbelievably hot.

The pictures I take of him are pretty fun to look at, too.  I’m never ever going to not enjoy seeing him with something inside him.

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Case in point

I mean, just look at that gorgeous, perky ass.  It just begs to be filled.

My favorite, though, is the stuff I can’t share here.  Particularly the videos I’ve taken of him.

Like the first time he came while straddling me, riding my cock.  That’ a fun video to watch.  Or the most recent one, of him on all fours in that sexy lingerie, fucking himself on the dildo, arching his back and pushing against me, wanting it deeper inside him.

The holidays have messed with my ability to fuck that sexy, slutty, eager ass of his.  But it happens, real life tends to get in the way of kinky fun occasionally.

And at least I have some amazing porn to look at until I can throw him down onto the bed, push his legs back, and ram my cock into him over and over again.

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A good, thorough fucking

It had been awhile since I’d been able to give Sounder a real fucking.  We were both eager for that to change.

And from the very first moment I bent him over the island in his kitchen, and slid a finger in him, he was every bit the eager anal whore you’d expect a sissy to be.  Pushing back against me, humping himself on my hand, wanting to be filled up, it was really hot.

I always love watching him squirm.

It was especially hot once I got him in the bedroom and started putting toys in him.  I will never get tired of watching him fuck himself on whatever’s in him.

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I can’t wait to take a picture like this, but with a real cock inside him, instead of a toy.

At first, he was so tight.  It had been too long since I’ve really had my way with his pussy, so I was gentle.  I started small and gradually worked my way up in size.  Because I’m so totally nice like that.

All I know is that he’s going to make a man very happy when I put a real cock inside him.  And how awesome are backless panties?  The more he wears them, the more I love them.  So sexy, so convenient.

I don’t even have to undress him, all I have to do is bend him over.

When I finally switched to my strap-on, the look on his face as I filled him up was priceless.  It had been awhile since he’d had anything that big in him.

I turned him onto his back, pushed his knees up, exposing that tight, pink ass, and rammed my cock in.

He looks damn good with something in him, by the way.

I don’t think it was a full minute before he came.  And then came again.  And again.

We’ll definitely have to work on his stamina.  He starts getting exhausted and raw after about ten orgasms.  He’ll have way more than that when he’s fucked by half a dozen men.

Eventually, though, I had mercy on him, and decided to play with my clothespins, instead.  You know, because I’m nice like that.

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Super nice

He really is so adorable when he’s in pain.  And the best part about clothespins is that they hurt more coming off than they do going on.  Makes it easy to drag out the pain, really savor those reactions.

And he’s got a new hypnosis recording to listen to every day.  I’m going to brainwash him into a mindless sissy fucktoy.  He’s going to dream about being gangbanged, he’s going to crave men’s cocks in him.

Eventually, it will even seep into his everyday life.  He’ll be at work and see a hot guy, and an image of that guy bending him over his desk and fucking him will flash through his mind.  He’ll imagine what that man’s cock will taste like.  What it’ll feel like to have it throb in his mouth as it shoots down his throat.

Just a quick flash.  But they’ll start happening more and more, until that’s the norm, until he doesn’t remember what it feels like not to picture men fucking him.  He’ll forget what it feels like not to crave a man’s dick inside him.

It’s going to be so much fun, it really is.

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Let’s play a game

I love the things Sounder’s depraved sissy mind comes up with.

He had a dream last week, that he shared with me.  In it, I give him the ability to help decide what I will do to him next time I see him.  I do this by telling him to find me a hot sissy caption each morning.  Each picture is assigned a number of points, and if he meets certain thresholds, he’s able to avoid certain unpleasant things.

Which is a fucking awesome idea, m’kay.  Like seriously.

So of course, this week, I wanted to do it. We started on Monday, and I’m going to see him on Sunday.  He sends me one picture each morning, and each picture is given a score between 1 and 5.

To avoid figging, he must earn 5 points.

10 to avoid ass to mouth.

15 to avoid Kazander Topping him for the entire evening.

20 to avoid being spitroasted.

25 to avoid begging Kazander to fuck him.

And 30 to avoid begging Kazander to be allowed to suck his cock.

The first two pictures he sent me were good, with one earning 3 and the other earning 4.  On Wednesday, the one he sent was really hot, and earned him 5 points.

On Thursday, he went with a different tactic.  Instead of looking for a picture online, he took one of the photos he’d taken for me, and added his own caption to it.

It was beyond hot.  I absolutely loved it.  And I wasn’t expecting it at all.  I broke my own rule, but the reaction he got out of me deserved something extra.  I gave him 6 points.

And that put him up to 18.

That picture shows his face, so it won’t be posted here, but the one he sent this morning is perfectly fine.

And amazing.

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I took the photo last Sunday.  He edited it and wrote the caption, and gave it to me today.

Definitely worth 5 points.  Which puts him up to 23.  And he’s still got two more days, and only needs 7 more points.

Next time we play this game, I’ll have to make it harder.  But isn’t my sissy so creative?

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Jesse’s back!

So I don’t know if you guys know this, but there’s this adorably hot sissy I own.  Like, a million kinds of sexiness.

And for the past few months, he’s been dealing with some stuff that make typing about impossible.  So his blog hasn’t been active.  Which is fine, I told him not to worry about it.  It’s not like the blog is going anywhere.

And as it turns out, there are some really cool things he can post that don’t require a lot of typing.

Like sexy pictures that show off his sexiness.

Because I’m just a teensy bit of a fangirl of his sexy, slutty photos. Just a little bit.

And my darling slut is just so accommodating, sending me these amazing, hot, sexy, slutty pictures.  It’s my own personal sissy porn stash.

But you know, it’s selfish of me, keeping a bitch this hot all to myself.  The world should be able to see how unbelievably hot he is.  I should share him with the world.

So I very subtly suggested the possibility of posting them on his blog.  His very own sissy gallery, for the masses to appreciate.

And he, being the sweet, obedient whore that he is, quickly complied, posting three very hot sissy pictures on his blog.

I highly recommend checking them out.  You can find his blog, Sounds Like Jesse, in the sidebar (or down at the bottom if you’re reading this from a phone), or you can click here to see his newest post.