
Charlie Monaco
Heel Popping and terrible Smoking cough and she still won't quit!
2/7/25 4:48 PM•10 min•419 MB•mp4•1080p
2/7/25 4:48 PM•10 min•419 MB•mp4•1080pDescriptionArrogant brat cougar will not quit and certainly will not listen to you, addicted and coughing almost continuosly should make her quit, but not this dumb brunette, she would rather cough her lungs up!
A huge wrap gag Custom request for Bondage loving Charlie Monaco HD
2/7/25 2:15 AM•12 min•514 MB•mp4•720p
2/7/25 2:15 AM•12 min•514 MB•mp4•720pPrice$12.99 USDCategoryself bondageRelated CategoriesBondage,Gag Talk,Gagged Women,Mouth Stuffing,TapegaggedKeywordsPanty In Mouth,Mouthstuffing,Huge Wrap Gag,Cleavage,Brinette,Charlie,Monaco,Brunette,MmmpppphhhhPerformersCharlie MonacoDescriptionI could not wait to fulfill this request (and my mouth!) Please let me know your response once you have watched the video! I would love to know what you think!
Here was the request:
Was thinking you do the biggest tape wrap around gag you can handle from under the nose to the chin and perhaps talk about why you like the gag?
Charlie Monaco: A huge wrap gag Custom request she cannot wait to fulfill!
2/6/25 7:20 PM•12 min•865 MB•mp4•1080p
2/6/25 7:20 PM•12 min•865 MB•mp4•1080pPrice$12.99 USDCategorybondageRelated CategoriesGag Talk,Gagged Women,Mouth Stuffing,Self Bondage,TapegaggedKeywordsPanty In Mouth,Mouthstuffing,Huge Wrap Gag,Cleavage,Brinette,Charlie,Monaco,Brunette,MmmpppphhhhPerformersCharlie MonacoDescriptionI could not wait to fulfill this request (and my mouth!) Please let me know your response once you have watched the video! I would love to know what you think!
Here was the request:
Was thinking you do the biggest tape wrap around gag you can handle from under the nose to the chin and perhaps talk about why you like the gag?
Crossdressing Stepsons need to be punished in chastity and humiliated by their Step Mother (short)
2/6/25 4:28 PM•10 min•731 MB•mp4•1080p
2/6/25 4:28 PM•10 min•731 MB•mp4•1080pPrice$12.99 USDCategoryhumiliationRelated CategoriesCrossdresser,Crossdresser Bondage,Femdom Pov,Masturbation Humiliation,Verbal HumiliationKeywordsLoser,Beta,Virgin,Step Mom,Humiliatrix,Step Son,Alpha Server,Pathetic,Laughing,POV,Instruction,Powerless,Sissy,ChastityPerformersCharlie MonacoDescriptionLook at you, loser virgin stepson who loves to crossdress, you may as well dress like a sissy slut, you my as well try and be one as you will never be fucked by a female, VIRGIN!!! And the bondage? My crossdressing bondage embarrasment, lets get you tied more shall we, take away your freedom, your self respect, your dignity. You don't need any of those things, you are a BETA virgin loser!!! We need to teach you a lesson and mock you and laugh at you, this is only the beginning my little beta plaything! The loser short version because you do not deserve the long one!
A huge wrap gag Custom request for Bondage loving Charlie Monaco
2/6/25 4:15 PM•12 min•865 MB•mp4•1080p
2/6/25 4:15 PM•12 min•865 MB•mp4•1080pPrice$12.99 USDCategoryself bondageRelated CategoriesBondage,Gag Talk,Gagged Women,Mouth Stuffing,TapegaggedKeywordsPanty In Mouth,Mouthstuffing,Huge Wrap Gag,Cleavage,Brinette,Charlie,Monaco,Brunette,MmmpppphhhhPerformersCharlie MonacoDescriptionI could not wait to fulfill this request (and my mouth!) Please let me know your response once you have watched the video! I would love to know what you think!
Here was the request:
Was thinking you do the biggest tape wrap around gag you can handle from under the nose to the chin and perhaps talk about why you like the gag?
- 2/6/25 2:24 AM•9 min•349 MB•mp4•720p
2/6/25 2:24 AM•9 min•349 MB•mp4•720pPrice$11.99 USDCategorybondage maleRelated CategoriesBondage,Immobility Fetish,Mask Fetish,POV,StrugglingKeywordsHumiliatrix,Charlie Monaco,Tight,Brunette,Tape,Roleplay,Fetish,Taboo,Extreme Bondage,Pvc Tape,Gag Talk,Mmmppphhhh,CapturedPerformersCharlie MonacoDescriptionSmug masked villain Monaco is enjoying every second of this capture, enjoying a phonecall to her partner in crime, she retails all of the details of how they got you bound and gagged tight with tape and rope and that cleave gag although Charlie is not a fan of cleaves and thinks it is better to get those sweaty gym worn dirty socks and shove them BOTH in your mouth before wrapping tape TIGHT around that mouth of yours. She ends the phonecall as she would much rather have fun with you, getting some rope and trussing you up tighter as you mmmppphhh inaudibly at her. Happy with her work Monaco decides to blindfold you with yet more tape and calls ger buddy for a quick recap at Starbucks while they leave you to mmmppphhhg and struggle in that tight extreme tape bondage and rope, mouthstuffed wrap gag with a tape blindfold, now that is hardcore and she loves every minute! Enjoy being left alone captive!
- 2/5/25 1:23 PM•9 min•349 MB•mp4•720p
2/5/25 1:23 PM•9 min•349 MB•mp4•720pPrice$9.99 USDCategorybondageRelated CategoriesBondage Male,Immobility Fetish,Mask Fetish,POV,StrugglingKeywordsHumiliatrix,Charlie Monaco,Tight,Brunette,Tape,Roleplay,Fetish,Taboo,Extreme Bondage,Pvc Tape,Gag Talk,Mmmppphhhh,CapturedPerformersCharlie MonacoDescriptionSmug masked villain Monaco is enjoying every second of this capture, enjoying a phonecall to her partner in crime, she retails all of the details of how they got you bound and gagged tight with tape and rope and that cleave gag although Charlie is not a fan of cleaves and thinks it is better to get those sweaty gym worn dirty socks and shove them BOTH in your mouth before wrapping tape TIGHT around that mouth of yours. She ends the phonecall as she would much rather have fun with you, getting some rope and trussing you up tighter as you mmmppphhh inaudibly at her. Happy with her work Monaco decides to blindfold you with yet more tape and calls ger buddy for a quick recap at Starbucks while they leave you to mmmppphhhg and struggle in that tight extreme tape bondage and rope, mouthstuffed wrap gag with a tape blindfold, now that is hardcore and she loves every minute! Enjoy being left alone captive!
Drama teacher takes advantage of her students being late! HD version
2/5/25 8:16 AM•8 min•335 MB•mp4•720p
2/5/25 8:16 AM•8 min•335 MB•mp4•720pDescriptionNo one here? This drama teacher can aleays make use of some 'alone time' we all know what happens when weak women and their fingers are left unattended! Coughing and spluttering in a plume of smoke this drama teacger had better hide the evudence before anyone finds out!
- 2/4/25 4:03 PM•9 min•602 MB•mp4•1080p
2/4/25 4:03 PM•9 min•602 MB•mp4•1080pPrice$9.99 USDCategorybondageRelated CategoriesBondage Male,Immobility Fetish,Mask Fetish,POV,StrugglingKeywordsHumiliatrix,Charlie Monaco,Tight,Brunette,Tape,Roleplay,Fetish,Taboo,Extreme Bondage,Pvc Tape,Gag Talk,Mmmppphhhh,CapturedPerformersCharlie MonacoDescriptionSmug masked villain Monaco is enjoying every second of this capture, enjoying a phonecall to her partner in crime, she retails all of the details of how they got you bound and gagged tight with tape and rope and that cleave gag although Charlie is not a fan of cleaves and thinks it is better to get those sweaty gym worn dirty socks and shove them BOTH in your mouth before wrapping tape TIGHT around that mouth of yours. She ends the phonecall as she would much rather have fun with you, getting some rope and trussing you up tighter as you mmmppphhh inaudibly at her. Happy with her work Monaco decides to blindfold you with yet more tape and calls ger buddy for a quick recap at Starbucks while they leave you to mmmppphhhg and struggle in that tight extreme tape bondage and rope, mouthstuffed wrap gag with a tape blindfold, now that is hardcore and she loves every minute! Enjoy being left alone captive!
Drama teacher takes advantage of her students being late!
2/4/25 1:20 PM•8 min•562 MB•mp4•1080p
2/4/25 1:20 PM•8 min•562 MB•mp4•1080pDescriptionNo one here? This drama teacher can aleays make use of some 'alone time' we all know what happens when weak women and their fingers are left unattended! Coughing and spluttering in a plume of smoke this drama teacger had better hide the evudence before anyone finds out!
- 2/4/25 9:06 AM•9 min•602 MB•mp4•1080p
2/4/25 9:06 AM•9 min•602 MB•mp4•1080pPrice$11.99 USDCategorybondage maleRelated CategoriesBondage,Immobility Fetish,Mask Fetish,POV,StrugglingKeywordsHumiliatrix,Charlie Monaco,Tight,Brunette,Tape,Roleplay,Fetish,Taboo,Extreme Bondage,Pvc Tape,Gag Talk,Mmmppphhhh,CapturedPerformersCharlie MonacoDescriptionSmug masked villain Monaco is enjoying every second of this capture, enjoying a phonecall to her partner in crime, she retails all of the details of how they got you bound and gagged tight with tape and rope and that cleave gag although Charlie is not a fan of cleaves and thinks it is better to get those sweaty gym worn dirty socks and shove them BOTH in your mouth before wrapping tape TIGHT around that mouth of yours. She ends the phonecall as she would much rather have fun with you, getting some rope and trussing you up tighter as you mmmppphhh inaudibly at her. Happy with her work Monaco decides to blindfold you with yet more tape and calls ger buddy for a quick recap at Starbucks while they leave you to mmmppphhhg and struggle in that tight extreme tape bondage and rope, mouthstuffed wrap gag with a tape blindfold, now that is hardcore and she loves every minute! Enjoy being left alone captive!
Smoking Misstress, Say yes and Obey, got it! I decide what you wear, when you talk, when you cum
1/31/25 4:45 PM•13 min•548 MB•mp4•720p
1/31/25 4:45 PM•13 min•548 MB•mp4•720pPrice$14.99 USDCategorysmokingRelated CategoriesCrossdresser,Crossdresser Bondage,Humiliation,Masturbation Humiliation,Verbal HumiliationKeywordsLoser,Beta,Virgin,Step Mom,Humiliatrix,Step Son,Alpha Server,Pathetic,Laughing,POV,Instruction,Powerless,Sissy,ChastityPerformersCharlie MonacoDescriptionZero. That is how much control you have sissy, I control everything, when you nap, when you eat, what you wear, how much cum you eat, whose cum you eat, your money is MY money, your sissy dick belongs to me, you will never have to make a decision in yoir life, all you do is say Yes Mistress and Obey. Say yes and Obey, got it?!
Charlie Monaco in the (step) step-son bribery he tells her 'Do it or I will tell (step) Step-dad' HD
1/31/25 1:54 AM•13 min•455 MB•mp4•720p
1/31/25 1:54 AM•13 min•455 MB•mp4•720pPrice$13.99 USDCategorybondageRelated CategoriesGag Talk,Gagged Women,Older Woman / Younger Man,Struggling,Tape BondageKeywordsStep Mother,Step Mom,Step Son,Brunette,Barefoot,Blackmail,Groping,Tape Bondage,Big Tits,Mouthstuffed,Panties,Wrap Gag,Tape Gag,MmppphhhPerformersCharlie Monaco, Masked Man Aka VillainDescriptionDisgusted at her lazy step sons bedroom this Step-mama is not takong no for an answer. He is full of sarcastic comments and she almostvhas the upper hand until he tells her 'remember last time, you let me tie you up' Damn!! She had hoped he wouldn't remember, her creepy pervert step son blackmails her by saying if she doesnt let him tie her up again he is going to tell on Step Dad, he doesnt care, he doesnt like him anyway!!! Outrage!!! She has no choice but to comply as he puts HER worn panties that he has cum over in her mouth and wraps her mouth with tape and fondles and gropes her as she mmmppphhhssss at him. This step son is out of control!! Then when he has had enough he inties her but makes her unwrap her mouth and pull out those dirty spit soaked panties, looks like he had fun with thay cheeky smile, something tells me i dont believe him when he says that will be the last time he ties step mommy up!
Charlie Monaco in the (step) step-son bribery he tells her 'Do it or I will tell (step) Step-dad'
1/30/25 4:15 PM•13 min•774 MB•mp4•1080p
1/30/25 4:15 PM•13 min•774 MB•mp4•1080pPrice$13.99 USDCategorybondageRelated CategoriesGag Talk,Gagged Women,Older Woman / Younger Man,Struggling,Tape BondageKeywordsStep Mother,Step Mom,Step Son,Brunette,Barefoot,Blackmail,Groping,Tape Bondage,Big Tits,Mouthstuffed,Panties,Wrap Gag,Tape Gag,MmppphhhPerformersCharlie Monaco, Masked Man Aka VillainDescriptionDisgusted at her lazy step sons bedroom this Step-mama is not takong no for an answer. He is full of sarcastic comments and she almostvhas the upper hand until he tells her 'remember last time, you let me tie you up' Damn!! She had hoped he wouldn't remember, her creepy pervert step son blackmails her by saying if she doesnt let him tie her up again he is going to tell on Step Dad, he doesnt care, he doesnt like him anyway!!! Outrage!!! She has no choice but to comply as he puts HER worn panties that he has cum over in her mouth and wraps her mouth with tape and fondles and gropes her as she mmmppphhhssss at him. This step son is out of control!! Then when he has had enough he inties her but makes her unwrap her mouth and pull out those dirty spit soaked panties, looks like he had fun with thay cheeky smile, something tells me i dont believe him when he says that will be the last time he ties step mommy up!
- 1/29/25 5:30 PM•14 min•277 MB•mp4•720p
1/29/25 5:30 PM•14 min•277 MB•mp4•720pPrice$15.99 USDCategoryhumiliationRelated CategoriesCei,Crossdresser,Crossdresser Bondage,Femdom Pov,Verbal HumiliationKeywordsLoser,Beta,Virgin,Step Mom,Humiliatrix,Step Son,Alpha Server,Pathetic,Laughing,POV,Instruction,Powerless,Sissy,ChastityPerformersCharlie MonacoDescriptionLook at you, pathetic bets who is made to crossdress, you may as well dress like a sissy slut, you my as well try and be one as you will never be fucked by a female but you will be repeatedly mouthfucked by alphas and to practice you are going to eat this warm thick alpha cum!! Cum eating crossdresser, thats what you are! Lets get you dressed up more, parade around for me your self respect is gone, your dignity too. You don't need any of those things, you are a BETA loser!!! We need to teach you a lesson and mock you and laugh at you, this is only the beginning my little beta plaything! Mmmm you have alpha cum breath!!! Hahaha!!!
- 1/28/25 4:45 PM•14 min•462 MB•mp4•1080p
1/28/25 4:45 PM•14 min•462 MB•mp4•1080pPrice$15.99 USDCategoryhumiliationRelated CategoriesCei,Crossdresser,Crossdresser Bondage,Femdom Pov,Verbal HumiliationKeywordsLoser,Beta,Virgin,Step Mom,Humiliatrix,Step Son,Alpha Server,Pathetic,Laughing,POV,Instruction,Powerless,Sissy,ChastityPerformersCharlie MonacoDescriptionLook at you, pathetic bets who is made to crossdress, you may as well dress like a sissy slut, you my as well try and be one as you will never be fucked by a female but you will be repeatedly mouthfucked by alphas and to practice you are going to eat this warm thick alpha cum!! Cum eating crossdresser, thats what you are! Lets get you dressed up more, parade around for me your self respect is gone, your dignity too. You don't need any of those things, you are a BETA loser!!! We need to teach you a lesson and mock you and laugh at you, this is only the beginning my little beta plaything! Mmmm you have alpha cum breath!!! Hahaha!!!
- 1/28/25 9:36 AM•9 min•380 MB•mp4•720p
1/28/25 9:36 AM•9 min•380 MB•mp4•720pPrice$10.99 USDCategorysmokingRelated CategoriesBrunette,Classic Smoking,Femdom Pov,Mouth Fetish,POVPerformersCharlie MonacoDescriptionIntrigued by the huge Smoking orders and wondering if they will do it again? Hello Curacao!!
- 1/27/25 4:55 PM•9 min•641 MB•mp4•1080p
1/27/25 4:55 PM•9 min•641 MB•mp4•1080pPrice$10.99 USDCategorysmokingRelated CategoriesBrunette,Classic Smoking,Femdom Pov,Mouth Fetish,POVKeywordsCharlie,POV,Charlie MonacoPerformersCharlie MonacoDescriptionIntrigued by the huge Smoking orders and wondering if they will do it again? Hello Curacao!!
- 1/27/25 3:45 PM•23 min•548 MB•mp4•720p
1/27/25 3:45 PM•23 min•548 MB•mp4•720pPrice$16.99 USDCategorybondageRelated CategoriesGag Talk,Gagged Women,Older Woman / Younger Man,Rope Bondage,StrugglingKeywordsBrunette,Charlie Monaco,Tight,POV,Stepmom,Step Son,Milf Bondage,Humiliation,Mouthstuffed,Cleave,Otm,Roleplay,TapePerformersCharlie Monaco, Katy KoxDescriptionThis is the story of how a few coils of rope transformed my summer of freedom into a bondage nightmare. It was 8 in the morning on June 30. I wasn't due back to my teaching job until the end of August. More importantly, it was the first day of my step-son's 2 month-long, overnight boarding camp. As a single step-mom, it meant that I'd have the entire place to myself all summer. Oh, the peace and quiet!
I was also looking forward to a break from sharing the house with just the two of us. Things were starting to get a bit weird. I caught him staring at me getting undressed after work, he stole a pair of my worn running socks and had them in his bed, and he just seemed to be looking at me differently A Satin Sunday Bondage Surprise for my favourite Nephew
1/27/25 6:04 AM•8 min•217 MB•mp4•720p
1/27/25 6:04 AM•8 min•217 MB•mp4•720pPrice$8.99 USDCategorybondageKeywordsBabysitter,Taboo,Charlie Monaco,Gagged,Cleave Gag,Mmmpppphhhh,Older Woman,Fantasy,Roleplay,Silk Scarf,SatinPerformersCharlie MonacoDescriptionBabysitting my favourite Nephew is about to get even better when we have bondage, cleavegagged adventures together. It has tp be our little secret though, we cannot let anyone know what we do together behind these walls! Shiny pahtyhose and cleave gags, lets have some fun on a Sunday!