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Sunday
Monday
Tuesday
Wednesday
Thursday
Friday
Saturday
Sunday January 31
 
Monday January 1
01
Welcome Home Feet Treat And Flexing

Dressed my best and pacing the house waiting for you to get home, these peep toe sandals are SO sexy but not practical for waiting around. You finally show up, and I'm a little peeved about this whole thing... I don't think it's fair that you didn't even call to warn me. But you can make it all up to me by giving my sweet little feet a rub? Hmm? It'd be a punishment, right? We're not going out, we'll stay in tonight and call some delivery, and I'll punish you the way you deserve. Go ahead, apologies for keeping me waiting, and kiss these sweet wrinkled soles. You're gonna work overtime on these feet! I've got you wrapped around my little toe and I see those eyes flicking from feet to biceps. I worse this top specifically so you can eyeball my muscled arms... and those strappy sandals so you can see my perfect dark purple pedicure. You're going to be so sorry, you nod your head with my foot in your mouth. My feet and flexing biceps have you SO hard and horny, and I'm going to give you full permission jerk off and cum hard, just for me!
Welcome Home Feet Treat And Flexing

Ballet Slipper Bondage 3

Part 3 of the Ballet Slipper Bondage Chronicles where Madalynn finds her ankles and arms tied behind her back, she tries to get up and struggling around a bit to no avail. Eventually she has a white ballgag in between those pretty lips and struggles while a connecting rope  puts her into a hogtie on the floor. She gag talk and rolls around for your viewing pleasure!
Ballet Slipper Bondage 3

Tuesday January 2
02
Wednesday January 3
03
Silky Soles For You To Worship

Ass and feet, two soft silky soles all for you to worship. Pine over the lines of my legs and wrinkles of my soles. Two soft soles, just for you! Barefeet and legs so you can feel every inch of my silky skin. Enjoy the whole view, of ass and perfect little feet. Just a peaceful meeting between us, allowing you to become more and more addicted to every wrinkle. These feet are just for you… My good foot slut. Enjoy the view of my scrunched soles cradling my ass and encouraging you fall even deeper for me, let me reprogram you into the most foot obsessed dutiful foot perv I’ve ever met!
Silky Soles For You To Worship

Thursday January 4
04
Friday January 5
05
Bound And Gagged With The Sitters Socks

(Custom Video: uses name “Tyler”) How are excited are we for a night all alone together? Your babysitter brought overnight supplies. Thick wool socks. Knitted thick scarf I reach into my bag and show you the coiled ropes I brought to tie you up. Your ankled, your legs your wrists Why did I bring so many socks? We’re going to see what keeps you quiet. My massive array of socks in all lengths and thicknesses. First I tie your hands behind your back, testing to make sure that it’s tight. Wiggle around for me and show me how tightly restrained you are. Put your feet on my lap so I can tie your ankles together in more tight rope bondage. Above the knees to keep you even more restrained. Look how many socks we have! You still have too much freedom and you’re getting too excited about the socks so I am going to have to hogtie you. I’m going to put your ankles between your shoulder blades to stop you moving any more in your excitement. You are completely bound and caught. You look so good in a hogtie! Now we need to figure out how to gag you! I show off a selection of socks and test the different gags on you to see what muffles you the best. I demonstrate the way different sock gags look on me and experiment with gag talk. The cleave gag with short classic white gym socks is gorgeous, but my voice and talking is not muffled enough. Thick wool thigh high socks in a thick tied gag that fills my mouth and stays tight. We need to stuff your mouth before tying a sock cleave gag. And then I will rest the wool socks on my feet on you. We will pack your mouth with a collection of socks. Watch me demonstrate the mouth stuffing and wrapping wool socks around over it. My voice is muffled and my gag talk is incomprehensible. Now we will stuff your mouth with socks and tie my socks to keep your mouth packed while you’re hogtied. Your gag will be layered while your body is bound that is how we will spend the rest of our evening. This is why I am your favorite babysitter!
Bound And Gagged With The Sitters Socks

Sitter Sets You Straight

You... How could you set up a prank like that at the mailbox and ruin my favorite blouse?! You're so bad! It took me weeks to save up for that blouse and now it's ruined, because of you! I should just quit, leave! Let you deal with some mean old lady instead of me. Your hot, young sitter. You know what, I have an idea. You're not going to tell anyone about this, you don't want to get in trouble, but you need to pay. I'm going to spank you; Yeah, you heard me. I'm going to spank you. Not with my hand but with my crisp white KEDS. Those rubber bottoms slapping your cheeks over and over so you can think about how you shouldn't mess with ME anymore... 
Sitter Sets You Straight

Saturday January 6
06
More Bondage Than They Bargained For

Madalynn recently divorced her husband and decided to surprise her and her girlfriend, Rachel, with a kinky night out with a bondage expert! Madalynn hired him from online, just to try something new and spicy after being in a long boring relationship. Rachel seems a little unsure when the man decides to start to tie her first, but Madalynn is very supportive that this is perfectly normal and should be fun! Once Madalynn is tied and both women have their ankles bound, the mood starts to shift and things go south in a hurry. Both women are gagged and put on the ground to be hogtied! Left to struggle in their short dresses, that start to ride up showing their pantyhose and up their skirts, this is not how Madalynn thought she was going to celebrate her new life as a free woman.
More Bondage Than They Bargained For

Hot Neighbor Shares And Milks You With Her Friend

Madalynn is sitting on the bed with a couple rolls of duct tape waiting for Claire to arrive and tell her all about the good news and the business opportunity she has planned. Claire is intrigued by Madalynn's vagueness but gets all of the hints wrong, not wanting to thoroughly disappoint Claire that their night out depends on a little good luck Madalynn drops the bomb that there is a naked man tied in the closer. Not sure whether to believe her or not, Madalynn cuts straight to the chase and hands Claire a roll of duct tape and encourages her to come see. When Madalynn opens the closet door, Claire is shocked and amused there is indeed a naked man waiting for them. Madalynn goes on to explain that it is her neighbor and she found out that he's got a bit of fetish for duct tape. Both women pull the roll of tape and make that signature duct tape sound watching the poor submissive captive struggle and throb. Madalynn finds he's a little too aroused, and decides to put on noise cancelling headphones and tells Claire to tape blindfold him. The two have their fun, teasing and taunting him, flicking his erect penis. Madalynn then goes on to explain that this body right here, is what is going to be responsible for making them rich. That there is a underground market for cum, and that they're going to milk every last valuable drop of cum out of this guy and cash in on it. Madalynn explains the goal is to get more men, invest in machinery so they don't have to do things the "old fashioned way" and how it'll be the PERFECT cum farm operation. Madalynn tells Claire she's going to go change and asks if she wouldn't mind doing the job of gently stroking the sensory deprived submissive. When Madalynn comes back in a new outfit, she takes the headphones and the blind fold off and once the senses are overloaded, the submissive can't contain himself and blows his load all over to the surprise of both women; This may not have gone according to plan, but there is always next time and more men they can tease and milk!
Hot Neighbor Shares And Milks You With Her Friend

Sunday January 7
07
Come Crawling Back For More

Quick, while it's just you, me and my pantyhose. Let's spend a little bit of time together but you have to let me guide you, let me aid you into an eager to satisfy climax. These curves, these positions; My body knows just how to get your attention. And you'll come crawling back for more in no time, once you get an idea of how sweet I can be.
Come Crawling Back For More

Monday January 8
08
Submissive Husband Eats Cum Off Of My Dirty Feet

It’s time for your training hubby dearest! Time to leash you up and pull you in close to service my dirt little feet. But this time, oh yes, this time there is a SURPRISE! You’re going to start by kissing, licking and worshipping every inch, and every wrinkle of these soles. Tell me what a privilege it is to be my husband, on his knees, worshipping his goddess wife. Give me your ALL! Submit! Now that you’ve done such a good job and I’ve humiliated you appropriately, it’s time to remind you of all of the condoms I made you cum in earlier… Yeah? You remember? Well, now I’m going to tease you with the deed of cleaning that cum off of my feet. Just flip them over and pour them on my toes and soles? Well here you go slutty husband, eat your harvested cum off of my dirty wrinkled feet NOW. And when you’re done lapping up every single drop, you’ll thank me for the opportunity to service your divine wife!
Submissive Husband Eats Cum Off Of My Dirty Feet

Tuesday January 9
09
Wednesday January 10
10
Pick My Pair Of Pretty Shoes

Trying to figure out which pair of shoes to wear with my outfit tonight… Time for a little shoe show and tell. 3 Different pair to see which looks the best. My soft little feet will find a home in one of those pair; We have taupe leather heels, black shiny patent sky high stilettos and a clear pair of heels that let you see every detail or my feet, the color of my pedicure and you can watch with anticipation to see if my feet fog up the material with a little bit of sweat. I know how much you love my feet and that sort of experience. First, the taupe leather heels. Slide my foot and admire the toe cleavage, the high arching my foot has to do. MMM! Next, the black shiny patent heels, Classics. Cannot go wrong with a pair of sky high heels like these. Nothing better, in my opinion but I still have the clear set to try on. But, I can’t take them off yet, I want to TEASE you and dangle my heel for your pleasure, scrunching my wrinkled soles and teasing you with my feet until I decide to put on the clear heels. How are you feeling about the clear heels, hmm? Being about see my pedicure, the way my arch doesn’t even touch the shoe and you get the FULL view?  So what is it? Taupe, Black or Clear? Which one and just how much do you love and adore all the different ways I can pose my perfect feet to grab your attention and turn you on!
Pick My Pair Of Pretty Shoes

Thursday January 11
11
Friday January 12
12
Tan Pantyhose Feet Make Your Balls And Wallet Empty

Men are so weak… So weak indeed for women, for legs, for feet and weak for tan pantyhose! You’re so easy to control, especially when that high heel is gently popped off and you can see me dangle the sky high heel and catch a glimpse of my wrinkled pantyhose soles. The combination has you mad, tingling and horny! There’s only thing to do is to let me take full control. Dangle the shoe faster, make you sweat and worry when it’ll drop. You need to touch yourself now, you need to jerk off to my dangling shoe and pantyhose foot. POP POP POP! When will it drop? You need to stroke but you’re not allowed until you see my toes flex behind the nylon. You’re so excited to jerk it and I’m savoring every second the shoe stays on! Frustrating you… I’ll drop the shoe and make you a deal! I want you to jerk your cock while you worship my tan nylon feet, I want you to immerse yourself in my pantyhose legs, and the sound of the nylon rubbing on itself. Be a weak and pathetic jerkaholic for my tan control top pantyhose. You’ve got to keep going until cum shoots out of your cock, however, if you cum to my perfect pantyhose feet there’s a cumtax. For each orgasm this video induces I want you to send more! I realize all budget aren’t the same, but the fact remains that you need to jerk, cum AND pay. Every single time.
Tan Pantyhose Feet Make Your Balls And Wallet Empty

Saturday January 13
13
Tied And Wiggling In White

Perfect white lingerie, garters with white stockings and sexy silver strappy high heels, Madalynn is resting on her couch and begins to run her bound hands all over her body and wiggle intimately. Eventually she stirs and slides off the couch to the floor and continuous to wiggle and struggle against her ropes in a sensual way that keeps you entranced and yearning for more.
Tied And Wiggling In White

Sunday January 14
14
Satin And Stockings JOI

Home after a long, hard days work and I just want to unwind and slide into my stockings and garter while I'm wearing my red satin bra and panties, and my satin blouse. Nothing makes me feel sexier and powerful than satin and stockings. I'm feeling so sexy, I begin to tease and talk dirty to you; Encouraging you to not be afraid of me and my sexual prowess. I lean in, caress my body and tell you just how to manipulate your member. You eagerly begin and watching you jerk while I guide you to a cum countdown is just what BOTH of us needed after a stressful day.
Satin And Stockings JOI

Monday January 15
15
Boss's Double Slouch Socks

*Custom Clip, uses specific name* Thank you for joining me today; We need to have a little talk about your performance. Numbers are down, quality of work has tanked and we need to get to the bottom of it, ASAP. I've done my part and figured out what may be the issue. Ever since I put my boots away to sport high heels, productivity has fell short. Oh, yes I've noticed you staring and sneaking glances as I passed by in my knee high boots. I wondered if it had anything to do with the boots themselves, but then I realized it was the SOCKS in the boots. You just LOVE sneaking peeks of those thick, fluffy socks don't you? Is that it? You're a slut for your boss's slouch socks, aren't you! Well, if that's all it takes to get you back on pace, let me just unzip these boots and show you the double whammy! Two pair of slouch socks for your workplace encouragement, two pair because one of them? You're going to take with you to use at your cubicle. You're going to smell them when you start feeling a crash begin, you're going to take them home and jerk off to them before you come in in the morning, right? But first, before I dismiss you, you're going to get off to them right NOW!
Boss's Double Slouch Socks

Tuesday January 16
16
Wednesday January 17
17
Dr Rayes Pantyhose Jerk Off Orders

The doctor is in and ready to help you today… Why are you here and why did you choose me as your provider? Did your wife or partner send you, or are you here to learn how to control yourself better under a doctor’s direction when pantyhose are involved. Let me break it down for you, what we do here, That we provide an experience for every human that walks in through these doors. That you can enjoy a fresh pair of pantyhose feet right out of a pair of well-worn high heels and enjoy it. Enjoy the sight of well-toned legs encased in nylons. But what I can do for you is show you how to please yourself, with or without a partner, when pantyhose are involved. Take a pair of pantyhose if you brought some or you can borrow a pair of mine, and put them over your hand and smell them nice and slow; In through the nose and out through the mouth 3 times total. How do you feel now? Hard? Perfect! Now, you can take out your cock and tease your cock with your pantyhose covered hand, and use the other foot of the pantyhose to smell. Nice and gentle, slowly touch yourself. Do you need me to demonstrate for you? Here, watch how I manipulate this very realistic dildo with the pantyhose. If you need lube, go ahead and apply some unless you have enough precum, lets progress to the next step… Your cock inside the nylon with the lubricated hands. You’re getting so hard and stretching the nylon over yourself. Follow Doctor Raye’s guidance as she instructs you how to stroke, breathe and lets you upclose and personal and encourages you to schedule your next appointment upfront once you clean yourself up and get dressed.
Dr Rayes Pantyhose Jerk Off Orders

Thursday January 18
18
Friday January 19
19
Ill Show You Whats In The Bag

The alternative version of "You finally made me cum!" https://madalynnraye.com/access/scenes/You-Finally-Made-Me-Cum_vids.html?buy=1
Ill Show You Whats In The Bag

Saturday January 20
20
Puppet Master Plays With Madalynn

I snoop in with my cuffs ready to steal the plans and arrest the "Puppet Master"! The most illusive criminal I've had to face. As I'm about to open a filing cabinet at his secret lair I turn to find him... Once I threaten him with the handcuffs though my body goes all noodly! I can't control my limbs and right then and there I understand why this devil is called The PuppetMaster! My limbs dance and soon my mouth is sealed shut with a wave of his hand. All I can do is mutter and mumble, directed to the floor I remove my high heels and am made to flex and stretch my sweet soles for the puppet masters amusement. Feet flexed back, pointed forward, repeat! He has TOTAL control of my poor body! After he's had his fun with me like this, I'm then made to make out with him! EW! I can't do anything about it though and my lips pucker, my tongue slides into his mouth and all I can do is verbally protest as his magic is too damn strong to resist. My hands are brought up and slapped onto my chest and fingers unbutton each of my blouse buttons, jerkily and with haste. Not done with me yet, the skirt is removed too and I'm pushed to the floor by his magic. He allows me to speak again, but clasps my hands behind my head and pulls out his throbbing cock and I am made to give him a footjob! After that his magic pushes me face down on the ground and I so desperately try to fight this but I'm stuck and made into a VERY uncomfortable bondage position. Legs spread wide, ankles tied to the couch with my ass in the air and elbows on the ground. I have a ridiculous gag on now too! How will I ever get out of this?! Or will I forever be the Puppet Master's favorite puppet??
Puppet Master Plays With Madalynn

Sunday January 21
21
Satin Panty Cucked Husband

It should be outlawed to have curves like this and look this fucking good at a wedding. I’m so glad I RSVP’d solo and not take you, hubby. Because it would be SO embarrassing to have you on my arm, even if we put distance between us and all you did was fetch drinks. No, no… But guess what I was able to do while I was there? Something extremely naughty, and I got to sit through the ceremony with a wet pussy knowing how bad I’ve been! My purple satin panties soaked. The nylons with no gusset making it all visible. I’m so turned on and I want to cum again. But you’re inadequate and I need orgasm after orgasm. You’re going to let me tease you for the rest of our lives together. You thought marrying younger was a great idea, until you got old and limp, and I’m now in my prime for captivating all men. Take my pantyhose toes in your mouth while I rub my clit. While you get me prepped for my second orgasm, I’ll tell you a little story about who I got to take into the coat closet before the ceremony began. Reliving that story has me SO WET and ready to cum, and because you’re now my darling cuck, I want you to watch as I use my vibrator, and you will smell my satin panty pussy and suck on my nylon toes. You’re never ever getting my pussy again, you fucking cuck of a husband; All you get is the leftovers, and to suck on the panties that I peel off and shove in your mouth!
Satin Panty Cucked Husband

Monday January 22
22
Four Different Gags To Show You

Come hang out with me as I show how I wear 4 different gags, in different fashions. First is a nylon stocking that I demonstrate in 2 different ways. Then I pull out the black leather panel gag that gives me a run for my money, but once it’s on, it is flat and tight against my face accentuating my large blue-gray eyes. Next, we’ll do the 2” panel gag head harness with the beautiful purple ball… You enjoy watching my clip all of the buckles together and getting it into position. I snap a few selfies because it’s just SO sexy to see my face caught behind all of that leather. The gag talk isn’t all that understandable either but you can hear the saliva pooling behind the ball. After that it’s time for my personal favorite, my bright white ballgag and as if that wasn’t enough I add the nylon stocking into the mix for a hooded look that leaves my hair in a fluffy mess when I remove it. I’m so glad we could have so much fun together!
Four Different Gags To Show You

Tuesday January 23
23
Wednesday January 24
24
Dubble Bubble Testing

While out shopping I found a large stick of gum that claimed to be Original Dubble Bubble, so I put it to the test and see just how big and bad I can get this bubbles! Putting it to the test, does it pass? Come watch and find out!
Dubble Bubble Testing

Thursday January 25
25
Friday January 26
26
Cant Hold It Much Longer

Madalynn is sitting on the couch watching TV and she doesn't want to miss her favorite part of the show, but she is shifting uncomfortably due to how bad she has to pee! She can't take it any longer and jumps and runs to the toilet, she drops her panties and you get to hear how long and raging her pee stream is. That sweet relief just feels SO good!
Cant Hold It Much Longer

Saturday January 27
27
Ballet Slipper Bondage 3

Part 3 of the Ballet Slipper Bondage Chronicles where Madalynn finds her ankles and arms tied behind her back, she tries to get up and struggling around a bit to no avail. Eventually she has a white ballgag in between those pretty lips and struggles while a connecting rope  puts her into a hogtie on the floor. She gag talk and rolls around for your viewing pleasure!
Ballet Slipper Bondage 3

Come On Baby, Rub My Pantyhose Feet

After a long trip in my business clothes and heels, I am finally home and SO happy to see you! I tell you all about the troubles of being in high heels while going from terminal to terminal and how tight the muscles in my feet are. They REALLY could use your strong hands to work out all of the tension. I know how much you love my nylon covered feet, how you can see my perfect pedicure through the sheer shiny fabric and you absolutely can't resist. I'm in absolute heaven and start unbuttoning my blouse, I know you're a foot person, but I also know this sort of sight really gets you going! I suggest we take this in the bedroom to finish up, and you eagerly follow!
Come On Baby, Rub My Pantyhose Feet

Sunday January 28
28
These New Heels Will Have You Fucked In No Time

Out with old and in with the brand new. Saying goodbye to my 10yr old pumps and hello to my new sky high, brand new black patent high heels. Even higher than the last pair! A fantasy come true. I describe all of the features of the old shoes and how much nicer the new ones are. But I’ll put the old ones on for one last moment of admiration. One last dangle. An end of an era. The motions of going between the two shoes, dangling them, teasing you with my nude pantyhose foot is just so soothing to you. The sound of my voice, matching the rhythm in which I dangle each heel. You’re so, so very lucky to have me and to be able to savor this opportunity. Look at the difference between how clean the new ones are and how dirty and worn the old pair are. Oh yes! This is what you came for, THIS is what you love! These new heels will have you fucked in no time!
These New Heels Will Have You Fucked In No Time

Monday January 29
29
Buckle Up

You're not going to believe the thoughts I had, while I was supposed to be working but I just couldn't focus and let my mind wander. I was imagining I was stuck in the mud... That I drove my old clunky car down a wet, slick dirt road. In this outfit, yeah, my tight white blouse, even tighter black short skirt, and thigh high leather boots.  So, I take the turn, and accelerate. The back end sways a bit and then the car stops. Stops. Uh oh? What should I do? Lay on the gas and see what happens?  Revving to see if the tires will jump out of the mudhole I'm stuck in?  I can't do anything! My phone has no reception, I tried to gas the vehicle out, but now the only option left is for me to get out of the car....  Join me for this very vivid car peril story!
Buckle Up

I Tied Myself In My Satin Panties And TOMS

Satin pink panties, brand new pink TOMS and some self gagging and bondage time! This is the best way to help me unwind. I love the color coordination and begin to tie my legs; Ankles, Below the Knees and above the knees brings it all together and accentuates my long slim legs beautifully. I then give myself a very tight cleave gag and begin to gag talk to you. I then decide to put the pink bandana over my nose and mouth giving myself a sufficiently gagged look and then handcuff my hands behind my back, wiggling and struggling, eventually losing one of my shoes and showing off my satin panty wedgied butt and wrinkled sole of my foot. I struggle for you a bit more wiggling and whining behind the gag.
I Tied Myself In My Satin Panties And TOMS

Tuesday January 30
30
Wednesday January 31
31
Loan Officer Dominates Your Delinquency

I step into the room apologizing for my tardiness and quipping about how it's not a very good day for financial investors. I crack open my binder and break the bad news. Your loans are overdue and, I've heard enough today. Heard enough men beg for an extension. So what are we going to do about this? How are you going to MAKE ME want to give you an extension and not take everything from you? I know this is scary, and I know you're not used to a woman telling you the cold hard facts, but here's the deal. The solution to your problem is in this bag... It's not money, dubloons or silver... Well, it IS silver, but not currency. So, if you're really begging me, and you're willing to do ANYTHING you'll strip. Yes, right here. Right now. Strip out of your outfit and stand naked before me. I'm going to make sure that we adjust your attitude and get you back on track. I demonstrate a black leather panel gag, but then I pull out the chastity cage. That's right, CHASTITY. You're in such a fucked up financial predicament, and I can do whatever I want, I'm going to confine you in this device as a constant reminder to DO BETTER. And, that' you're all mine! Because really, what are you going to do? Tell your wife? I bet she has no idea what the state of the finances are! You're caught. Trapped. In the palm of my hand. Now I'm sick of hearing you whimper and groan, so here's the gag! Strapped in nice and tight. And, because you're in such a humiliated state, I'm going to slide off my black patent heels and rub my sweet little pantyhose feet all over your face and maybe I'll play with that caged cock of yours a little too? haha!
Loan Officer Dominates Your Delinquency

Thursday January 1
 
Friday January 2
 
Saturday January 3