Humiliate and Conquer - The Blog of Cruel Mistress Vol.3 - Page 166

**vewver** · 10-13-2025, 03:04 PM

Maitresse Madeline and Garrett Nova (19 year old male gigolo prostate milked for the very first time by Maitresse Madeline)

Description: Maitresse Madeline's friends refer her to an adorable 19 year old male prostitute from an escorting agency in San Francisco. How many women could the little lady-killer, Garett Nova, have been with? Who cares, he is too cute not to want to seduce and give the Divine Bitch treatment to! He's bent over Madeline's knee and spanked since his mother obviously never did, he's made to learn how to lick Madeline's pussy to climax then gets strap-on ass fucked hard for the first time and has his prostate milked until he looses his man filth uncontrollably!

Genre: Strapon, Anal, HandJobs, Humilation, Fetish, BDSM, Femdom, Bondage
Cast: Maitresse Madeline and Garrett Nova

FileExtension: mp4
FileSize: 633.5 MB
Duration: 00:57:48
Resolution: 960x540

Download from Fileboom >>>
Maitresse_(19_for_the_very_first_time_by_Maitresse _Madeline_(SD).mp4
###

**vewver** · 10-13-2025, 08:37 PM

Maitresse Madeline and John Jammen - Milking Raw Multiple Orgasms

Description: John Jammen's one lucky piece of man meat. It's not often Maitresse Madeline plucks slave meat off the street for shits and giggles but when she does, the little bitch knows he's one LUCKY MOTHER FUCKER! John's goofy fucking smile is wiped from his face with hard face slapping, CBT, flogging, and humiliation. Maitresse wants to play so she slaps a thick, clear cock extending sheath over his hard craving dickstick and let's him slide it in her wet pussy. With the sheath on it's not like he can feel her pussy anyway! But, get this, this horny mother fucker still blows his load in the sheath while deep inside Maitresse. Just being close to her is enough to make him lose it. How dare him! So, Maitresse makes it the goal of her day to milk as much filthy sperm out of his boiling balls until he's completely raw and begging for her to stop. The stimulation is to much! This will teach him to NEVER lose his load without permission again!

Genre: Torture, BDSM, Bondage, Strapon, Femdom

FileExtension: wmv
FileSize: 634.1 MB
Duration: 00:52:53
Resolution: 1280x720

Download from Fileboom >>>
Jul_28,_2010_-_Maitresse_Madeline_and_John_Jammen_(HD).wmv
###

**vewver** · 10-14-2025, 02:11 AM

Maitresse Madeline and Will - Erotic Humiliation

Description: 1. Feminization (also known as sisification) is used to describe the practice in female dominance of switching the gender role of a male submissive. This emasculation may be coupled with punishments such as spanking or caning to gain cooperation and heighten submission of submissive male.
If I haven't already pushed your buttons then this one is going to take you over the edge. This shoot is a total departure from anything you've ever seen. Imagine with me for a moment if I challenged your manhood in such a way that your ego was slowly peeled away and all that was left was a memory of what used to be and in place was a perfect little sissy slut ready to serve anyone and everybody on a whim. I skillfully and erotically do this to Will, a rough and tough guy from New Jersey. He walks in as Will and leaves as Ginger. In between what transpires is a humiliating yet arousing transformation into the world of feminization and sissification filled with OTK spanking in panties, silky sensual stockings, erotic humiliation, messy cummy panties, heavy strap-on ass pounding and one man's journey in true devotion willing to please his domme in ANYTHING and I mean ANYTHING she desires.

Genre: Strapon, Femdom, BDSM, Bondage

FileExtension: wmv
FileSize: 621.4 MB
Duration: 00:51:51
Resolution: 1280x720

Download from Fileboom >>>
2011-08-10_Maitresse_Madeline_and_Will_-_Erotic_Humiliation_(HD).wmv
###

**vewver** · 10-14-2025, 07:44 AM

Miss Ruby Marks - Caned For Her Pleasure

Description: My submissive is displayed on the pommel and submits to a caning for My pleasure, not for punishment. I am dressed in elegant evening wear and sip My drink as he gasps in pain it only increases My pleasure, making Me cane him harder. A sensual seduction with My cane.

Genre: Corporal Bdsm, Nylon Clothing, Femdom, CFNM, Caning
Country: USA
Cast: Miss Ruby Marks

FileExtension: mp4
FileSize: 507.2 MB
Duration: 00:19:51
Resolution: 1920x1080

Download from Fileboom >>>
Miss_Ruby_Marks_-_Caned_For_Her_Pleasure_(Full_HD).mp4
###

**vewver** · 10-14-2025, 01:18 PM

Mistress Bella Bathory - Repentance: Bella Bathory And Tony Orlando

Description: Tony Orlando has sinned mightily and he's about to be very, very sorry. Goddess from hell, Bella Bathory smacks his ass with her belt, then switches to hard flogging. Paddles and slappers are next as Tony writhes in pain. Once he's warmed up and takes the situation seriously, Goddess Bella makes Tony write down his sins, which include fornicating behind a dumpster, and in a church. This calls for purification with candle wax and rubbing in the painful liquid with the pages on which he wrote his confession. Bella finishes up by smacking Tony's now sore and aching parts with a cross paddle. Next, Tony finds himself bound to a spanking bench and caned and flogged anew. Finally, Goddess Bella violates all his holes with religious-themed dildos, and finishes up by infusing him with a saintly spirit via heavy pegging.

Genre: Strapon, Wax, Stockings, CBT, Caning, Dildo, BDSM, Bondage, Pegging, Femdom, Flogging, Anal
Cast: Tony Orlando, Mistress Bella Bathory

FileExtension: mp4
FileSize: 3.74 GB
Duration: 00:52:35
Resolution: 1920x1080

Download from Fileboom >>>
Mistress_Bella_Bathory_-_Repentance_Bella_Bathory_And_Tony_Orlando_(Full_H D).mp4
###

**vewver** · 10-14-2025, 06:51 PM

Mistress Bella Bathory - Repentance: Bella Bathory And Tony Orlando

Description: Tony Orlando has sinned mightily and he's about to be very, very sorry. Goddess from hell, Bella Bathory smacks his ass with her belt, then switches to hard flogging. Paddles and slappers are next as Tony writhes in pain. Once he's warmed up and takes the situation seriously, Goddess Bella makes Tony write down his sins, which include fornicating behind a dumpster, and in a church. This calls for purification with candle wax and rubbing in the painful liquid with the pages on which he wrote his confession. Bella finishes up by smacking Tony's now sore and aching parts with a cross paddle. Next, Tony finds himself bound to a spanking bench and caned and flogged anew. Finally, Goddess Bella violates all his holes with religious-themed dildos, and finishes up by infusing him with a saintly spirit via heavy pegging.

Genre: Caning, BDSM, Anal, CBT, Bondage, Wax, Strapon, Femdom, Pegging, Flogging, Dildo, Stockings
Cast: Tony Orlando, Mistress Bella Bathory

FileExtension: mp4
FileSize: 1.9 GB
Duration: 00:52:35
Resolution: 1280x720

Download from Fileboom >>>
Mistress_Bella_Bathory_-_Repentance_Bella_Bathory_And_Tony_Orlando_(HD).mp 4
###

**vewver** · 10-15-2025, 12:25 AM

Mistress Bella Bathory - The Offering: Bella Bathory And Inkfit

Description: Inkfit offers himself to Mistress Bathory. She makes him worship her long legs and she teases his cock with her pussy and asshole. She tells him to jerk his cock and she rubs her pussy while she watches. She beats his ass with a leather flogger and then fucks his ass with her strap-on until he blows his load.

Genre: Stockings, Pegging, BDSM, Cumshot, Flogging, Strapon, Foot Licking, Ball Gag, Vibrator, Anal, Dildo, Femdom, Bondage, Masturbation
Cast: Inkfit, Mistress Bella Bathory

FileExtension: mp4
FileSize: 2.64 GB
Duration: 00:37:14
Resolution: 1920x1080

Download from Fileboom >>>
Mistress_Bella_Bathory_-_The_Offering_Bella_Bathory_And_Inkfit_(Full_HD).m p4
###

**vewver** · 10-15-2025, 05:58 AM

Mistress Nikki Whiplash (Ballbusting Chastity Release)

Description: Nikki's slave has only been locked in chastity for a week, and he's already whining that he wants to be released. Cruel Nikki decides to oblige, but not to make him cum... Instead she's going to give him plenty of ballbusting pain to take his mind off the chastity, before she locks his cock and swollen balls back up again!

Genre: Chastity, BDSM, High Heels, Femdom, Pain, Kicking, Dungeon, Latex, Squeezing, Humiliation, Ballbusting
Country: UK
Cast: Mistress Nikki Whiplash

FileExtension: mp4
FileSize: 326.6 MB
Duration: 00:14:35
Resolution: 1920x1080

Download from Fileboom >>>
Mistress_Nikki_Whiplash_(Full_HD).mp4
###

**vewver** · 10-15-2025, 11:36 AM

Mistress Nikki Whiplash (Sadistic Squeezing For His Big Juicy Balls)

Description: Nikki has nadman locked in a prison cell with his vulnerable balls poking through the cell bars. They're in the perfect position for some evil ballsqueezing in Nikki's vice-like grip! Nikki grabs hold of the big juicy testicles and doesn't stop squeezing them for the full duration of this clip, delighting in the pain she can inflict on a man so simply and easily!

Genre: Ballbusting, Squeezing, Femdom, High Heels, Pain, Humiliation, BDSM, Dungeon
Country: UK
Cast: Mistress Nikki Whiplash

FileExtension: mp4
FileSize: 384 MB
Duration: 00:17:09
Resolution: 1920x1080

Download from Fileboom >>>
Mistress_Nikki_Whiplash_(Full_HD).mp4
###

**vewver** · 10-15-2025, 07:25 PM

Mistress Nikki Whiplash (Sadistic Suspended Ballbusting)

Description: Nikki takes great sadistic pleasure in fucking up Nadman's balls, which are hanging completely helplessly down from above her. Nadman can't move an inch, suspended upside down in a tight bondage bag, with only his vulnerable genitals exposed, ready for vicious Nikki to play with. In spite of his predicament, Nadman is turned on by being in such a position, completely at Nikki's mercy. And she's not in a merciful mood!

Genre: Humiliation, Punching, Pain, Femdom, BDSM, Kicking, Latex, High Heels, Ballbusting, Squeezing, Dungeon
Country: UK
Cast: Mistress Nikki Whiplash

FileExtension: mp4
FileSize: 368.6 MB
Duration: 00:16:27
Resolution: 1920x1080

Download from Fileboom >>>
Mistress_Nikki_Whiplash_(Full_HD).mp4
###

10-13-2025, 03:04 PM	#1651
vewver V.I.P Join Date: Aug 2015 Posts: 223,658 Thanks: 0 Thanked 78 Times in 78 Posts	Maitresse Madeline and Garrett Nova (19 year old male gigolo prostate milked for the very first time by Maitresse Madeline) Description: Maitresse Madeline's friends refer her to an adorable 19 year old male prostitute from an escorting agency in San Francisco. How many women could the little lady-killer, Garett Nova, have been with? Who cares, he is too cute not to want to seduce and give the Divine Bitch treatment to! He's bent over Madeline's knee and spanked since his mother obviously never did, he's made to learn how to lick Madeline's pussy to climax then gets strap-on ass fucked hard for the first time and has his prostate milked until he looses his man filth uncontrollably! Genre: Strapon, Anal, HandJobs, Humilation, Fetish, BDSM, Femdom, Bondage Cast: Maitresse Madeline and Garrett Nova FileExtension: mp4 FileSize: 633.5 MB Duration: 00:57:48 Resolution: 960x540 Download from Fileboom >>> Maitresse_(19_for_the_very_first_time_by_Maitresse _Madeline_(SD).mp4 ### __________________ ********SEE ALL MY THREADS HERE********

10-13-2025, 08:37 PM	#1652
vewver V.I.P Join Date: Aug 2015 Posts: 223,658 Thanks: 0 Thanked 78 Times in 78 Posts	Maitresse Madeline and John Jammen - Milking Raw Multiple Orgasms Description: John Jammen's one lucky piece of man meat. It's not often Maitresse Madeline plucks slave meat off the street for shits and giggles but when she does, the little bitch knows he's one LUCKY MOTHER FUCKER! John's goofy fucking smile is wiped from his face with hard face slapping, CBT, flogging, and humiliation. Maitresse wants to play so she slaps a thick, clear cock extending sheath over his hard craving dickstick and let's him slide it in her wet pussy. With the sheath on it's not like he can feel her pussy anyway! But, get this, this horny mother fucker still blows his load in the sheath while deep inside Maitresse. Just being close to her is enough to make him lose it. How dare him! So, Maitresse makes it the goal of her day to milk as much filthy sperm out of his boiling balls until he's completely raw and begging for her to stop. The stimulation is to much! This will teach him to NEVER lose his load without permission again! Genre: Torture, BDSM, Bondage, Strapon, Femdom FileExtension: wmv FileSize: 634.1 MB Duration: 00:52:53 Resolution: 1280x720 Download from Fileboom >>> Jul_28,_2010_-_Maitresse_Madeline_and_John_Jammen_(HD).wmv ### __________________ ********SEE ALL MY THREADS HERE********

10-14-2025, 02:11 AM	#1653
vewver V.I.P Join Date: Aug 2015 Posts: 223,658 Thanks: 0 Thanked 78 Times in 78 Posts	Maitresse Madeline and Will - Erotic Humiliation Description: 1. Feminization (also known as sisification) is used to describe the practice in female dominance of switching the gender role of a male submissive. This emasculation may be coupled with punishments such as spanking or caning to gain cooperation and heighten submission of submissive male. If I haven't already pushed your buttons then this one is going to take you over the edge. This shoot is a total departure from anything you've ever seen. Imagine with me for a moment if I challenged your manhood in such a way that your ego was slowly peeled away and all that was left was a memory of what used to be and in place was a perfect little sissy slut ready to serve anyone and everybody on a whim. I skillfully and erotically do this to Will, a rough and tough guy from New Jersey. He walks in as Will and leaves as Ginger. In between what transpires is a humiliating yet arousing transformation into the world of feminization and sissification filled with OTK spanking in panties, silky sensual stockings, erotic humiliation, messy cummy panties, heavy strap-on ass pounding and one man's journey in true devotion willing to please his domme in ANYTHING and I mean ANYTHING she desires. Genre: Strapon, Femdom, BDSM, Bondage FileExtension: wmv FileSize: 621.4 MB Duration: 00:51:51 Resolution: 1280x720 Download from Fileboom >>> 2011-08-10_Maitresse_Madeline_and_Will_-_Erotic_Humiliation_(HD).wmv ### __________________ ********SEE ALL MY THREADS HERE********

10-14-2025, 07:44 AM	#1654
vewver V.I.P Join Date: Aug 2015 Posts: 223,658 Thanks: 0 Thanked 78 Times in 78 Posts	Miss Ruby Marks - Caned For Her Pleasure Description: My submissive is displayed on the pommel and submits to a caning for My pleasure, not for punishment. I am dressed in elegant evening wear and sip My drink as he gasps in pain it only increases My pleasure, making Me cane him harder. A sensual seduction with My cane. Genre: Corporal Bdsm, Nylon Clothing, Femdom, CFNM, Caning Country: USA Cast: Miss Ruby Marks FileExtension: mp4 FileSize: 507.2 MB Duration: 00:19:51 Resolution: 1920x1080 Download from Fileboom >>> Miss_Ruby_Marks_-_Caned_For_Her_Pleasure_(Full_HD).mp4 ### __________________ ********SEE ALL MY THREADS HERE********

10-14-2025, 01:18 PM	#1655
vewver V.I.P Join Date: Aug 2015 Posts: 223,658 Thanks: 0 Thanked 78 Times in 78 Posts	Mistress Bella Bathory - Repentance: Bella Bathory And Tony Orlando Description: Tony Orlando has sinned mightily and he's about to be very, very sorry. Goddess from hell, Bella Bathory smacks his ass with her belt, then switches to hard flogging. Paddles and slappers are next as Tony writhes in pain. Once he's warmed up and takes the situation seriously, Goddess Bella makes Tony write down his sins, which include fornicating behind a dumpster, and in a church. This calls for purification with candle wax and rubbing in the painful liquid with the pages on which he wrote his confession. Bella finishes up by smacking Tony's now sore and aching parts with a cross paddle. Next, Tony finds himself bound to a spanking bench and caned and flogged anew. Finally, Goddess Bella violates all his holes with religious-themed dildos, and finishes up by infusing him with a saintly spirit via heavy pegging. Genre: Strapon, Wax, Stockings, CBT, Caning, Dildo, BDSM, Bondage, Pegging, Femdom, Flogging, Anal Cast: Tony Orlando, Mistress Bella Bathory FileExtension: mp4 FileSize: 3.74 GB Duration: 00:52:35 Resolution: 1920x1080 Download from Fileboom >>> Mistress_Bella_Bathory_-_Repentance_Bella_Bathory_And_Tony_Orlando_(Full_H D).mp4 ### __________________ ********SEE ALL MY THREADS HERE********

10-14-2025, 06:51 PM	#1656
vewver V.I.P Join Date: Aug 2015 Posts: 223,658 Thanks: 0 Thanked 78 Times in 78 Posts	Mistress Bella Bathory - Repentance: Bella Bathory And Tony Orlando Description: Tony Orlando has sinned mightily and he's about to be very, very sorry. Goddess from hell, Bella Bathory smacks his ass with her belt, then switches to hard flogging. Paddles and slappers are next as Tony writhes in pain. Once he's warmed up and takes the situation seriously, Goddess Bella makes Tony write down his sins, which include fornicating behind a dumpster, and in a church. This calls for purification with candle wax and rubbing in the painful liquid with the pages on which he wrote his confession. Bella finishes up by smacking Tony's now sore and aching parts with a cross paddle. Next, Tony finds himself bound to a spanking bench and caned and flogged anew. Finally, Goddess Bella violates all his holes with religious-themed dildos, and finishes up by infusing him with a saintly spirit via heavy pegging. Genre: Caning, BDSM, Anal, CBT, Bondage, Wax, Strapon, Femdom, Pegging, Flogging, Dildo, Stockings Cast: Tony Orlando, Mistress Bella Bathory FileExtension: mp4 FileSize: 1.9 GB Duration: 00:52:35 Resolution: 1280x720 Download from Fileboom >>> Mistress_Bella_Bathory_-_Repentance_Bella_Bathory_And_Tony_Orlando_(HD).mp 4 ### __________________ ********SEE ALL MY THREADS HERE********

10-15-2025, 12:25 AM	#1657
vewver V.I.P Join Date: Aug 2015 Posts: 223,658 Thanks: 0 Thanked 78 Times in 78 Posts	Mistress Bella Bathory - The Offering: Bella Bathory And Inkfit Description: Inkfit offers himself to Mistress Bathory. She makes him worship her long legs and she teases his cock with her pussy and asshole. She tells him to jerk his cock and she rubs her pussy while she watches. She beats his ass with a leather flogger and then fucks his ass with her strap-on until he blows his load. Genre: Stockings, Pegging, BDSM, Cumshot, Flogging, Strapon, Foot Licking, Ball Gag, Vibrator, Anal, Dildo, Femdom, Bondage, Masturbation Cast: Inkfit, Mistress Bella Bathory FileExtension: mp4 FileSize: 2.64 GB Duration: 00:37:14 Resolution: 1920x1080 Download from Fileboom >>> Mistress_Bella_Bathory_-_The_Offering_Bella_Bathory_And_Inkfit_(Full_HD).m p4 ### __________________ ********SEE ALL MY THREADS HERE********

10-15-2025, 05:58 AM	#1658
vewver V.I.P Join Date: Aug 2015 Posts: 223,658 Thanks: 0 Thanked 78 Times in 78 Posts	Mistress Nikki Whiplash (Ballbusting Chastity Release) Description: Nikki's slave has only been locked in chastity for a week, and he's already whining that he wants to be released. Cruel Nikki decides to oblige, but not to make him cum... Instead she's going to give him plenty of ballbusting pain to take his mind off the chastity, before she locks his cock and swollen balls back up again! Genre: Chastity, BDSM, High Heels, Femdom, Pain, Kicking, Dungeon, Latex, Squeezing, Humiliation, Ballbusting Country: UK Cast: Mistress Nikki Whiplash FileExtension: mp4 FileSize: 326.6 MB Duration: 00:14:35 Resolution: 1920x1080 Download from Fileboom >>> Mistress_Nikki_Whiplash_(Full_HD).mp4 ### __________________ ********SEE ALL MY THREADS HERE********

10-15-2025, 11:36 AM	#1659
vewver V.I.P Join Date: Aug 2015 Posts: 223,658 Thanks: 0 Thanked 78 Times in 78 Posts	Mistress Nikki Whiplash (Sadistic Squeezing For His Big Juicy Balls) Description: Nikki has nadman locked in a prison cell with his vulnerable balls poking through the cell bars. They're in the perfect position for some evil ballsqueezing in Nikki's vice-like grip! Nikki grabs hold of the big juicy testicles and doesn't stop squeezing them for the full duration of this clip, delighting in the pain she can inflict on a man so simply and easily! Genre: Ballbusting, Squeezing, Femdom, High Heels, Pain, Humiliation, BDSM, Dungeon Country: UK Cast: Mistress Nikki Whiplash FileExtension: mp4 FileSize: 384 MB Duration: 00:17:09 Resolution: 1920x1080 Download from Fileboom >>> Mistress_Nikki_Whiplash_(Full_HD).mp4 ### __________________ ********SEE ALL MY THREADS HERE********

10-15-2025, 07:25 PM	#1660
vewver V.I.P Join Date: Aug 2015 Posts: 223,658 Thanks: 0 Thanked 78 Times in 78 Posts	Mistress Nikki Whiplash (Sadistic Suspended Ballbusting) Description: Nikki takes great sadistic pleasure in fucking up Nadman's balls, which are hanging completely helplessly down from above her. Nadman can't move an inch, suspended upside down in a tight bondage bag, with only his vulnerable genitals exposed, ready for vicious Nikki to play with. In spite of his predicament, Nadman is turned on by being in such a position, completely at Nikki's mercy. And she's not in a merciful mood! Genre: Humiliation, Punching, Pain, Femdom, BDSM, Kicking, Latex, High Heels, Ballbusting, Squeezing, Dungeon Country: UK Cast: Mistress Nikki Whiplash FileExtension: mp4 FileSize: 368.6 MB Duration: 00:16:27 Resolution: 1920x1080 Download from Fileboom >>> Mistress_Nikki_Whiplash_(Full_HD).mp4 ### __________________ ********SEE ALL MY THREADS HERE********

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