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I am starting to update my store here so please be patient while I refresh my page! I'm excited to make my return to AP Clips! I love self-degradation, taboo scenarios, immersive roleplay, and masochism!
onlymadisynwood . com
chaturbate.com/madisynwood

137 Videos Show All

Your Best Friend's Little Sister video from

Your Best Friend's Little Sister [slow burn, lots of talking,, virtual sex] [FIRST SEXUAL ACTION 15 MINUTES IN] You are my older brother's best friend. So we've known each other for years but nothings ever happened between us of course. my brother told you to never make a move on me... But tonight you've just gotten back from a long 18 month work assignment. It's your welcome home party, i tease you and we chat at the beginning, about you coming back and I asked if you met any girls while you were gone... And then I mention I will be staying there at my step-brothers that night and not at my boyfriend's because we're on and off. But because you just got back you were going to stay here too... It's after the party, everyone's gone. We're in the guest bedroom. And we end up talking about my boyfriend, I ask you to sit on the bed and shut my door I don't want to be overheard. I start talking about it slowly, hesitantly... the spark is dying, he doesn't want m enough. I try to avoid saying that "we aren't having sex" without saying IT. I lightly flirt with you, asking you if you're going to get a 2 bed apartment, I sit closer, joke that you can crash in here, and I start leaning forward (inching closer) as I talk about when I was younger maybe I had a crush on you and the other boys.. but I definitely wouldn't now. Then i kiss you. But you pull back (15 MINUTES IN). You tell me to stop but I start getting naked. I show you my body. You just don't want to get in trouble. You want to stay true to your friend who told you not to touch me. But You can't hold out forever. Not with me showing off my holes. I sit and grind in your lap before fingering. Dirty talking as well. I'm so pent up and it seems you are too. I get in prone and move my ass on your cock while you fuck me. I cum hard and then get on top and ride out your creampie. I've been wanting to be filled so bad. I want to leave my boyfriend for you, a real man who will fuck and fill me.

^$10.00 Add to Cart

FATHER FIGURE video from

FATHER FIGURE [slow burn beginning; flirting; slow buildup; taboo sorta] we are actors on a tv show where we play DAD and DAUGHTER. But we've known each other for years, it's like I'm one of your own... we are like famil...we spend so much time together. There's an intro scene where we are about to shoot the last scene of the season and some setup of the video. Then, We are celebrating the end of a season and I'm in your trailer after the party. It starts innocent, then gets sexually tense slowly but surely, it's late and we're alone. I love you but sometimes I love you a little different. Like a step-DAUGHTER. But one that really wants to fuck you. [first kiss 12 MINUTES IN] Then we get passionate fast. We use taboo terms for one another. We do a few positions [all virtual sex]. We take it all out on each other all this pent up passion for each other. we cum together and i beg you fill me.

^$10.00 Add to Cart

GF Wins You Back - Two Ways video from

GF Wins You Back - Two Ways [PART 4 OF 5] THIS VID IS LIKE 2 VIDEOS IN 1! Your new girlfriend is a bit fanatical. Obsessed. Over-the-top cute. and, annoying! You are Pookie, you are her one and only. I find you were cheating on me, but I won't confront you. Not like other girls. I have two options... play it nice or play it rough. The angel and the devil on my shoulder. In the first clip I am sooo sweet, I draw you back in. I am the good sweet angel. I use my feet and my mouth on you before you fuck me missionary and creampie me. In the next alternate ending, I am intense. I am rough. I spank myself, gag myself, I'm kinky. I draw you back in with the rough excitement of kinky sex. I ride you hard with body writing until you creampie me again. In the very end, it's the same. You're mine and only mine. forever.

^$12.00 Add to Cart

Under Your Wife's Control video from

Under Your Wife's Control THE FINALE OF THE CRAZY GF TAKEOVER, except now I'm your wife. [ PART 5 OF 5 ] We have been married for a few months and now I hold all the cards. I'm in control now, there's been a power shift. You answer to me. Of course I'm still your cute young wife, but things have changed. Each day this week we have our little interactions, but you aren't being the perfect husband yet. So on friday before you leave for "guy's night" I tell you that you're not going. You haven't earned it. Maybe once you make it up to me you can go tomorrow. I start by riding your face, making you taste me and show me you're sorry (pov face riding). This is soft femdom, not harsh or humiliating. Then, I ride you because of course I have to be in control of our pleasure. And, because I'm nice and you seem sorry I let you creampie me. See? that wasn't so bad. I know you love me. [ PART 5 OF 5 ]

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Girlfriend Surprise Move-In video from

Girlfriend Surprise Move-In I surprise you by moving in, and I'm already redecorating your apartment when you come in!! [PART 3 OF 5] You are Pookie, I am your one and only. Why are you upset? can't you see this will bring us closer together?? We go back and forth but i know you can't resist me! I suck on you and then stroke you with my feetsies. we belong together pookie! I ride you to convince you, all cowgirl pov until you fill me, no protection needed between us. creampies only for your one and only. so happy we're living together now!

^$9.00 Add to Cart

Meeting Her Family video from

Meeting Her Family PART 2 OF 5 - Your new girlfriend is a bit fanatical. Obsessed. Over-the-top cute. and, annoying! You are Pookie, I am your one and only. I just worked out and surprise! you're meeting my family today! My step-mommy and step-daddy! get ready for dinner... you don't want to??? but we've been together for 3 WHOLE MONTHS. We go to "dinner" and I give you a footjob under the table and OMGG you say "I love you" for the first time. Back at home we fool around, you eat my honey pot and I suck on "mr.wiggles" before we have sex in missionary, my feet in your face with cute little toe rings. You fill me, and get rid of any old condoms you might have, cummies are for inside only.

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Your New Clingy Girlfriend video from

Your New Clingy Girlfriend Your new girlfriend is a bit fanatical. Obsessed. Over-the-top cute. and, annoying! Maybe a bit crazy...[ PART 1 OF 5 ] She calls you Pookie. Her pussy is the honey pot and she wants your cummies!! She gives you a new outfit to wear for your special anniversary and seduces you with her cute toesies. After eating her honey pot, she licks your penis... to her "mr.wiggles" and then gets on top cowgirl pov to ride you. Of course you can cum in her without a condom, you are sooooo close now!! Nothing could go wrong messing around with this girl right...

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Stealing Daddy for Myself video from

Stealing Daddy for Myself [100% VIRTUAL SEX NO PENETRATION SHOWN] we're on a trip together that I invited you on. I heard about you and my friend, did you think she wouldn't tell me? that's messed up you'd fuck my friend... instead of me. I mean we're both the same age and look kinda similar. Why don't you just admit you want ME? You try to resist but I am confident. I show you my body and I see you getting turned on. I don't bother with foreplay and sit on your cock, virtual sex cowgirl and reverse cowgirl. I face you so I can watch your face while you fill me up, of course I'll let you fill me, we're related after all. The closest we could possibly be.

^$7.00 Add to Cart

Coworker Caught Stealing video from

Coworker Caught Stealing i followed you home from work because you saw me doing... NOTHING AT ALL -_- anyways. I slowly seduce you so you don't go running to HR, flirting and making it obvious but not too whore-ish that I will do what it takes to keep you quiet. I flash you again and again before touching myself, then I suck your cock before riding you front and back, begging for your creampie. If you want to feel this pussy again, you'll keep your mouth shut.

^$9.00 Add to Cart

Nonstop Squirting and Sucking video from

Nonstop Squirting and Sucking 15 minutes of sloppy sucking and 45 minutes of squirting! Need a break from the roleplays and ready to get right to the point? I show you what a slut I am! I use a bunch of toys and play with myself a ton!

^$18.00 Add to Cart

Lingerie Salesgirl Sex video from

Lingerie Salesgirl Sex You need help picking something out for someone special and I'm new here but I would love to help you! You come to the back but when I show you some pieces you insist that I TRY THEM ON. I don't know but I guess that's okay, I try on a couple outfits, when you insist that I cum for you, so I rub my pussy until I cum. But now I'm sooo turned on I beg to fuck you! I ride you until you cum inside me (implied), but your cock is still HARD! So I suck you off until you cum again and I swallow it all up. now we better clean up before someone finds us!

^$8.00 Add to Cart

Creampied by Coach to Make Cheer Captain video from

Creampied by Coach to Make Cheer Captain Part 4!!! FINALE!! ITS THE COACH! I'M FINALLY GOING TO GET CHEER CAPTAIN! But this requires the most manipulation and seduction. This is the most slow burn of them all. I've honed my craft as a whore now. I've been spying on coach to get intel on his girlfriend. I slowly wear him down about him as I tease and push him, flashing my panties, then my tits, then my pussy, then fingering myself, until he finally gives in. I ride the coach's cock in reverse cowgirl esque before taking it missionary / legs up. I get his creampie and put my panties back on so they're soaked with cum, perfect for practice right after this. I convince him how I will help this team, just like I will help his relationship by fucking him. I get everything I want, finally. --- series description --- Welcome to the life of a fiercely ambitious college cheerleader, perpetually stuck in second place in competitions, academics, and life, who’s determined to claim the top spot in everything. She pushes the boundaries of seduction, corrupting each of 4 men into cheating and creampieing her, even though its unprotected and risky. She becomes obsessed with every man's release inside her, manipulating desires and risking everything to seize pleasure, power, and victory.

^$10.00 Add to Cart

Cheer Slut's Rich Cock video from

Cheer Slut's Rich Cock Part 3!! I was representing our program at a charity / benefit event where I run into you at the rooftop bar. You and your wife run some big company, and you start confiding in me. I recognize what i can do, I can be there for you: a rich, wealthy man who's wife doesn't care for him. [[ FIRST 5 MINUTES OUTSIDE OUTDOORS ON A BALCONY WATCH PREVIEW ]] We're laying on the bed and I seal the deal - some type of I give you something, you help me out with college sort of deal, wink wink. No need for your wife to know. I stroke your cock with my feet and tell you how you will have to fuck me raw and creampie me, you must. I talk about how you much you've needed a tighter pussy like mine, how much you want to fill me. I'm determined to take it raw. We fuck prone for a while before i ride your cum out. The next morning you left a goodbye note... and I charge room service to your card. --- --- series description --- Welcome to the life of a fiercely ambitious college cheerleader, perpetually stuck in second place in competitions, academics, and life, who’s determined to claim the top spot in everything. She pushes the boundaries of seduction, corrupting each of 4 men into cheating and creampieing her, even though its unprotected and risky. She becomes obsessed with every man's release inside her, manipulating desires and risking everything to seize pleasure, power, and victory.

^$9.00 Add to Cart

Railed By the Quarterback video from

Railed By the Quarterback Part 2 of Cheerleader Confessions: Quarterback. I'm walking to cheer practice and I "coincidentally" see you in your car about to go to football practice (they're at the same time). I chat you up and slip in a few digs about your sorority princess gf. I realize I forgot my top for practice!! I ask you to take me back to my dorm super fast to get it. (first 5 minutes in my car) When we're there you come up with me. I flash you and continue seducing you until I've appealed enough to your alpha male ego to fuck me. I tell you to use me and get on my knees. I can cheer hard for you,, and I can get fucked hard for you. I lay on my side and fuck you. then we fuck missionary until you creampie me, i can't wait for it to drip out onto the field.

^$8.00 Add to Cart

Cheerleader Raises Her Grade video from

Cheerleader Raises Her Grade Part 1 of the cheerleader's quest for everything. She comes to her math professor's house. Flirts a little and sees his wife is gone. Claiming she's sweaty after practice she takes her panties off in his living room and invites herself into his bedroom. They make a deal that she'll fuck him for a better grade. She's very forward about it and takes his cock out, sucks it, takes it in missionary, rides it reverse and fowards before begging to be filled, claiming it's "safe". During sex she talks about cheating, creampies, how shes better than his wife, shes a slut cheerleader, and how bad she wants her A. After filling her, she mentions she's not actually on birth control.... --- series description --- Welcome to the life of a fiercely ambitious college cheerleader, perpetually stuck in second place in competitions, academics, and life, who’s determined to claim the top spot in everything. She pushes the boundaries of seduction, corrupting each of 4 men into cheating and creampieing her, even though its unprotected and risky. She becomes obsessed with every man's release inside her, manipulating desires and risking everything to seize pleasure, power, and victory.

^$9.00 Add to Cart

Cheerleader Confessions video from

Cheerleader Confessions ***INTRO PART TO MY NEW CHEERLEADER DIARIES*** First 5 minutes you see me coming up with a plan as I get ready for a game, I'm thinking to myself about how I'm going to fuck my professors, the quarterback, some man with money, and eventually the coach. The rest is a compilation of sexting images and short videos I'm sending to these men, this video is the "curtain pulled back" from the rest of the series, the POV you don't see unless you're me. --- Welcome to the life of a fiercely ambitious college cheerleader, perpetually stuck in second place in competitions, academics, and life, who’s determined to claim the top spot in everything. She pushes the boundaries of seduction, corrupting each of 4 men into cheating and creampieing her, even though its unprotected and risky. She becomes obsessed with every man's release inside her, manipulating desires and risking everything to seize pleasure, power, and victory.

^$7.00 Add to Cart

Riding My Biggest Toy video from

Riding My Biggest Toy I ride with my ass facing you in two positions, reverse cowgirl and a "side ride", kind of like spooning riding. I'm obsessed with the feeling of my biggest toy, stretching me, wrecking me, ruining this pussy. I ride my biggest dildo and cum a couple times from the feeling of it stretching me out so well. I keep my ass oily and twerk my ass all over my thick dildo. This is a bad dragon medium mystic dildo, for those wondering.

^$7.00 Add to Cart

Caught Rubbing My Pussy video from

Caught Rubbing My Pussy I'm playing with myself, watching porn and riding my fingers, rubbing and grinding on them, after about 4 minutes as I'm about to cum I see you. But it's too late - I can't stop myself - so you watch me cum as I'm embarrassed and mortified. it's implied that you're my roommate. You're super hard even though I'm embarassed so even though I'm feeling a bit shy, I take it out for you. I suck you off and you cum in my mouth (implied). I start riding you, all shyness gone now, from behind and then cowgirl and we cum together as you fill me once again. I guess I'm glad you walked in on me after all.

^$8.00 Add to Cart

Your Worst Student video from

Your Worst Student I'm a freshman, only 18, and you're my professor. I'm failing your class and come to your office hours to discuss it. But I've heard that you have a weakness for dumb sluts, and I know how to get my A. I talk very dirty and slutty about myself: dumb, stupid, idiot, bimbo, whore, slut, bitch. I ride you (virtual sex) and sit right in front of you and degrade myself for 5 straight minutes until you cover my face. I'm going to go from your worst student to your best student!

^$8.00 Add to Cart

Neighbor Squirts in Your GF's Clothes PART 2 video from

Neighbor Squirts in Your GF's Clothes PART 2 [all solo female no interaction with a pov, technically voyeur all the way] this video picks up right when part 1 ends; I'm running back into my apartment, an armload of your girlfriends stolen clothes and leggings soaked in squirt. I throw them all down. Cheer tryouts are coming up in an hour buttt... i'm still horny. I strip off the wet outfit and finger and rub my pussy until I squirt. Then I quickly get dressed in a new outfit and go off to tryouts. In the next scene I'm re-entering my bedroom.... I got rejected. My cheer bestie calls me, two girls already got injured on the team and I hope she's about to say they need a replacement but nope. they might be looking for a massage therapist though and physical therapist. I lie. hard. I will take anything to be on the college cheer team. I start trying on outfits for my masseuse audition tomorrow - still your girlfriends outfits i stole - when you CALL ME. I decide to go back over to your apartment with your keys and snoop some more. I look for more normal clothes, she has none. But i do find some bikinis. I try some of those on and steal those too - along with her DIARY. I read it at home and confirm she's cheating on you. I start touching myself again and this time put back on the yoga pants outfit and squirt through the leggings, so hard I soak my comforter underneath me.

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Neighbor Squirts in Your GF's Clothes video from

Neighbor Squirts in Your GF's Clothes I'm your new neighbor and this is a bit of a slow burn. I come over and we chat and I learn you have a girlfriend but she's always at the gym and not with you. I'm on the college cheerleading team. But I come over a few days later and tell you I got injured so I can't be on the team... so I'm trying out for more clubs/sports BUT I don't have any clothes! Could you girlfriend lend me one??? You reluctantly let me try one of hers on at your apartment but I find her stash of sex toys... why does she even need these if she has you? I start touching myself and then rush home to finish myself off, squirting multiple times in her clothes. You had given me your keys to return the clothes, but instead I come over to borrow another since I soaked the first one. I try on more of them, read her diary and soak another one of her outfits. She doesn't deserve you! I want you secretly, so fucking bad, I squirt in your bed before rushing to try-outs. I want to be a homewrecker so bad

^$12.00 Add to Cart

Neighbor's Wife Needs Breeding video from

Neighbor's Wife Needs Breeding I'm your neighbor. You and your wife seem so happy together, and I'm over to clean your house. I clean houses around the neighborhood for extra cash. But I slowly start to explain how my husband and I are having a problem. We've been trying to get pregnant, and nothings working. The problem is him. So I gently seduce you so you can impregnate me. I dirty talk about how I'm better than your wife. Your dick is hugeeee so it must mean my husband has a tiny dick and I never knew. You are so much bigger, I beg for your creampie... we'll have to keep doing this until I get pregnant ;)

^$7.00 Add to Cart

Falling For Daddy video from

Falling For Daddy MULTI PART TABOO ROLEPLAY - I come in and start putting on my suntan lotion to go tanning, we've gotten close since mom cheated on you and left. You help me after a bit by putting the lotion on my back, I notice that your dick is really big in your pants but I don't say anything, but I'm shocked... A bit later and I'm looking for my sunglasses before I go tan, but accidentally walk in on you stroking your dick with my panties!!!! I'm so confused and embarrassed. I run away and think about it in my room. It was hot but I'm feeling so confused,..... Later that night and i've avoided you all day. I can't stop thinking about your cock daddy. I start touching myself to the thought of you and use my vibrator until I cum (for real)..... Then, [for the last 10ish minutes] I sneak into daddy's bedroom and take out his big hard cock, start sucking on it until he wakes up. I ride him and then we fuck in missionary until he pulls out and cums on my pussy.. We're closer than ever now.

^$11.00 Add to Cart

Cheating Mommy Blackmailed video from

Cheating Mommy Blackmailed DISCLAIMER: anal is with my small glass dildo, watch the teaser. I come home late, your dad is out of town, and you tell me you know "the truth" I play dumb but you blackmail me that if I don't strip you'll tell my husband. So I strip, embarassed. Then you demand that I get on my knees, and you shove your cock down my throat. I gag on it as you roughly use my throat, I beg you to find another way. But then you punish for my cheating further and use my pussy. I wish you would let this go but you don't... you shove your cock in my ass and not even your dad has fucked me anally!!! You cum in my ass despite my protests. It feels good, but it's so wrong.

^$8.00 Add to Cart

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5 Cheating Videos bundle by Madisyn Wood

5 Cheating Videos

First two are a cheating wife sleeping with her husband's boss. First to get him a promotion, the second one just for fun. The second two videos are your ex girlfriend coming back to fuck you even though you have a new girlfriend. And lastly, fucking your best friend's girlfriend where we are both technically cheating. Some of my best videos!

^$38.00 Add to Cart

Value*

^$48.00

*value is $ USD required to purchase all items in this bundle individually

About Me

Joined Dec.11, 2022

I am starting to update my store here so please be patient while I refresh my page! I'm excited to make my return to AP Clips! I love self-degradation, taboo scenarios, immersive roleplay, and masochism!
onlymadisynwood . com
chaturbate.com/madisynwood

Age 24

Height 5'11"

Weight 140 lbs

Bra Size 32B

Body Type About Average

Eye Color Green

Hair Color Brunette

My Stats

Videos 137

Views 7,017

Loves 0

Faved 69

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Simple 5-minute customs start at 50 (10/minute), discounts for longer videos! Let me make your fantasies come true! Most of the videos on my page started out as customs, so I have a lot of experience!

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