122437 – Halloween Sex with Sissy Pumpkin

It’s HALLOWEEN and I know all my little sluts are looking forward to dressing up. Today I want to show you what happens to slutty little sissies, and I’ve found the perfect stand in for little slut holes like you. Watch as I turn this halloween pumpkin into a little sissy and use my huge BBC strap on to fuck it, just like I’m going to fuck you.
Halloween Sex with Sissy Pumpkin
Go to Store “Mistress Harley The Techdomme”

121287 – Cum for COCK

You’re such a porn junkie, I know you love looking at hot girls like me, but I know more and more often you have been looking at sissy porn and gay porn. I think it’s funny to turn losers like you into little faggot homos, so I’m going to turn you on with my hot body, and then I’m going to make you admit how much you want to see cock, how turned on you are by big juicy dick. I’m going to train you to be gay and make you CUM for COCK.
Cum for COCK
Go to Store “Mistress Harley The Techdomme”

121116 – Beautiful Sissy

Today I will feminize you. I will make a sissy out of you, and I have already bought new sexy pink dess for you. Look at this, there are stockings,bra and panties,high heels.But you will shave your legs and your body first .You will be a beautiful sissy. And of course you will wear high heels. And you will have to learn how to walk in them. I put make up on your face.Turn around,you look so feminine!
Beautiful Sissy
Go to Store “Goddess Nika”

118795 – Piss and jerk-off – SD

The real lower slaves of all are those who are into everything that normal people leave in their toilets. In my seductive mode I turn my abulic servants into swallowing slaves and piss on that sissy, for that the dirty casanova can suck all of the golden champaign. Carmen Fire is on it, too, and watches the dirty spectacle, until that sissy jerks off…
Piss and jerk-off - SD
Go to Store “Mistress BlackDiamoond”

118793 – His slave ass gets maltreated – SD

At last the slave’s biggest dream will come true… Mistress Blackdiamoond adds one finger after the other to stretch his little asshole, while the slave is bound to a gyn stool like a little sissy. Miss Amy joins her friend and pushes her black glove hand deeper and deeper into his rectum until her whole hand finds its place! But that loser-asshole is as tight as a never-fucked-bitch. That means that this proud owner of a tiny worm-dick needs a lot more training and insertions to make his asshole ready for getting fucked harder!
His slave ass gets maltreated - SD
Go to Store “Mistress BlackDiamoond”

119227 – I orderd my Sissy to suck a cock – SD

This is extreme humiliation! I order my sissy to blow a real man’s dick! The slave with the big dick is tied to the St. Andrew’s cross and he is prepared to have his cock sucked off the sissy properly. For the sissy it is first time to blow a cock! Ohhh … what happens then at the end, I must bring the whip to use and this without mercy
I orderd my Sissy to suck a cock - SD
Go to Store “Mistress BlackDiamoond”

118791 – His slave ass gets maltreated

At last the slave’s biggest dream will come true… Mistress Blackdiamoond adds one finger after the other to stretch his little asshole, while the slave is bound to a gyn stool like a little sissy. Miss Amy joins her friend and pushes her black glove hand deeper and deeper into his rectum until her whole hand finds its place! But that loser-asshole is as tight as a never-fucked-bitch. That means that this proud owner of a tiny worm-dick needs a lot more training and insertions to make his asshole ready for getting fucked harder!
His slave ass gets maltreated
Go to Store “Mistress BlackDiamoond”

119147 – MISTRESS GAIA – TESTING OUR SISSY BITCH – HD

I’m with my friend in the dungeon, and we have a slave that’s going to be tested. He will be used to give both of us some pleasure, while at the same time we need to see how much discipline he has. As he crawls into position, I order him to kneel with his thighs apart. He’s not quite sure what to expect, but it won’t be long before we have him squealing. As we take up our positions, with my friend behind him and me looking down from the front. His dangling cock and balls are going to be a nice target. AS I caress his cock with my stiletto shoes, my friend gives him a swift kick in the balls from brhind. I so love to hear that clacking sound as her foot finds it’s target, and our slut lets out a loud painful sounding yelp. We continue to kick his balls from the front and rear, he can’t escape and eventually rolls over with excrutiating pain. We tell him this is just the beginning for him, we get him on his back and trample on him. I also stramp on his ankles to hold his legs apart, while my friend gives his balls a good kicking. We get him back on his knees and tell him to keep his legs apart. Both mistresses continue to kick the fuck out of his balls, until he eventually rolls over in exaustion. We stamp on him and give him a good slapping, before pulling him squealing off the floor by the cock and returning him to his cage…
MISTRESS GAIA - TESTING OUR SISSY BITCH - HD
Go to Store “Mistress Gaia”

118765 – Sissy bitch fiercely humiliated – SD

Our new toy, our ladyboy, gets humiliated the hardest way. Forget everything you’ve ever seen before, this one will be really mean and dirty for the sissy. Carmen Fire and I, your Mistress Blackdiamoond ordered the boy to put on girly dresses, and then he will have to clean up the toilet with the muzzletrainer. Afterwards our drag queen has to clean up the toilet with his naked tongue, and his highlight will be the moist tongue of Lady Carmen Fire. That’s an absolute dream to every slave!
Sissy bitch fiercely humiliated - SD
Go to Store “Mistress BlackDiamoond”

119123 – Chaste Sissy – SD

Our little Sissy drops on the ground of horniness. What a little bitch. Because of that Lady Chanel and I need to apply the chastity belt to her. As our little maidservant she must hold the ashtray for us while we smoking a cigarette and relaxing. After that the little bitch needs to model for us. We photograph her in sexy poses while she offers herself for the camera. As a reward the little Sissy Bitch is allowed to kiss our high heels and at the end she is allowed to jerk her little cock and lick the cum off for a last time because then she needs to stay chaste for a long time!
Chaste Sissy - SD
Go to Store “Mistress BlackDiamoond”

118703 – Sissy advancement check-up

Today I’m going to check the advancement of my little sissy. First I will start with finding out how good she can blow the strap-on. Therefore I will order her to go down right between my legs… and I have to say that she does a really good job sucking my rubber dick! But what’s about a real dick!? I will test this too regardless what my sissy thinks about it… Yes, she has to suck a real cock right now!!
Sissy advancement check-up
Go to Store “Mistress BlackDiamoond”

118698 – Sissy advancement check-up – SD

Today I’m going to check the advancement of my little sissy. First I will start with finding out how good she can blow the strap-on. Therefore I will order her to go down right between my legs… and I have to say that she does a really good job sucking my rubber dick! But what’s about a real dick!? I will test this too regardless what my sissy thinks about it… Yes, she has to suck a real cock right now!!
Sissy advancement check-up - SD
Go to Store “Mistress BlackDiamoond”

120759 – Exciting Sissy Training Part 4 (ita sub eng)

EXCITING SISSY TRAININGNext week I invited to dinner my very dear friend, who’s just arrived from Australia. To welcome him I’ve decided to offer him the ass of that slut of my sissy, for this reason I decided to educate her and to break her, so her ass will be cosiest as possible. Today the whore had the order to get dressed beautifully, so she passed the morning choosing her dress from the closet and supplementing her outfit with the details she knows I like. If she will be pretty enough to excite me, finally I will fuck her, perhaps. In this clip I fuck my sissy in a very rough way, preparing her ass and breaking it with my big black strapon, then I fuck her mouth hardly to teach her how to suck with the troath.
Exciting Sissy Training Part 4 (ita sub eng)
Go to Store “THIARA PRODUCTION”

120757 – Exciting Sissy Training Part 3 (ita sub eng)

Next week I’m going to invite to dinner my very dear friend, who’s just arrived from Australia. To welcome him I’ve decided to offer him the ass of that slut of my sissy, for this reason I decided to educate her and to break her, so her ass will be cosiest as possible. Today the whore had the order to get dressed beautifully, so she passed the morning choosing her dress from the closet and supplementing her outfit with the details she knows I like. If she will be pretty enough to excite me, finally I will fuck her, perhaps. In this clip I penetrate the sissy with a surgical speculum, I enlarge her ass more and more to prepare it to be as comfortable as possible.
Exciting Sissy Training Part 3 (ita sub eng)
Go to Store “THIARA PRODUCTION”

120658 – Exciting Sissy Training Part 2 (ita sub eng)

Next week I’m going to invite for dinner my very dear friend, who’s just arrived from Australia. To welcome him I’ve decided to offer him the ass of that slut of my sissy, for this reason I decided to educate her and to break her, so her ass will be cosiest as possible. Today the whore had the order to get dressed beautifully, so she passed the morning choosing her dress from the closet and supplementing her outfit with the details she knows I like. If she will be pretty enough to excite me, finally I will fuck her, perhaps. In this clip the sissy is in the position, she’s waiting patiently for being penetrate and she is anxious to donate herself, while I humiliate and denigrate her
Exciting Sissy Training Part 2 (ita sub eng)
Go to Store “THIARA PRODUCTION”

120655 – Exciting sissy training (ita sub eng)

Next week I invited to dinner my very dear friend, who’s just arrived from Australia. To welcome him I’ve decided to offer him the ass of that slut of my sissy, for this reason I decided to educate her and to break her, so her ass will be cosiest as possible. Today the whore had the order to get dressed beautifully, so she passed the morning choosing her dress from the closet and supplementing her outfit with the details she knows I like. If she will be pretty enough to excite me, finally I will fuck her, perhaps. In this clip you can see how she’s excited and how she masturbates listening the sound of my voice, while I value and judge her outfit
Exciting sissy training (ita sub eng)
Go to Store “THIARA PRODUCTION”

119255 – MISTRESS GAIA – SORE NIPPLES

This sissy slave would like to service me and is annoying me sending tens of messages and calling me at all times. He definitively needs a lesson. I told him to come to my dungeon for an evaluation but, instead, I?m going to torture him on his most sensitive area: his nipples. I start with a couple of clamps that I merciless pull with a short chain, then I squeeze them with medical pliers. The pain is unbearable but as soon as he tries to say something, I stop him putting a plier on his tongue. Back to his nipples, is now time for the micidiali crocodile clamps. I?m sure he will think twice before bothering me again.
MISTRESS GAIA - SORE NIPPLES
Go to Store “Mistress Gaia”

119207 – MISTRESS GAIA – MASTER RETURNS – HD

This sissy slave of Master David is still on training. Nevertheless, this doesn’t justify his bad behavior. He often talks back to his Master, shows arrogance and disrespect. Master David asked for Mistress Gaia’s advise. Mistress Gaia inquiries about the pain threshold of the slave. Master David says it?s very low, as you can expect from a sissy. Mistress Gaia proposes then to administer a good whipping; there is nothing better than a series of painful lashes to break a slave and turn him into a humble and obedient sissy. The slave is stripped naked and tied spread-eagle in the center of the room. His hairless body is fully exposed, front and back, together with his tiny cock. Mistress Gaia takes a horse whip, Master David a riding crop and the punishment begins. It doesn?t take long before the slave starts squealing like a little pig. Mistress Gaia and Master David increase the intensity of the strokes and now the slave is crying loud. Master David insists on the slave?s nipples, that he knows are very sensitive. The slave is now begging for mercy and promises to be a good slave, but in vain: the punishment must go on till the end. Next time he will think twice before talking back to his Master…
MISTRESS GAIA - MASTER RETURNS - HD
Go to Store “Mistress Gaia”

119104 – Sissy Hair makeover

I am so bored of my sissy’s hairstyle. He looks like a man with slutty titties. I want to make her look more girly. So I decided to to give my sissy a new hair makeover. First of all I have to to get rid of all the pathetic hair on my sissy’s head, so that my sexy girly hair wig fits on his head perfectly. It excites me further when the sissy begs not to trim his beautiful hair. But I don’t care at all for his crocodile tears. All I want is my sissy to look more girly and more slutty. After all the trimming, the girly hair wig fits perfectly on my sissy slave’s head. Now my sissy looks more slutty and I love the new makeover.
Sissy Hair makeover
Go to Store “Lady Karame’s Kingdom”