UPDATED Penelope Woods Mega Collection
189 Videos | 355 GB
Penelope Woods (born August 4, 1999) is a pornstar from Texas, United States. Her measurements are 34B-27-36.
Penelope Woods - Penelope Masters The Cock
Released: March 27, 2026
Penelope Woods is looking extra sexy while wearing a skimpy black bikini that leaves very little to the imagination. Donny Sins' imagination is also running wild at the sight of her bright lipstick, which makes her mouth look so fuckable. Luckily, it doesn't take long before Penelope opens wide in invitation!
Penelope Woods - My Stepsis Loves Anal!
Raven Lane - Stepsis Needs Me To Oil Her Up Before Going out
Raven Lane - Taken Fantasy CNC Tied Up and Anal
Sarah Harlowe - Hot Realtor Does Anything To Make The Sale
Sasha Tatcha - Fucked My Stepsisters Bestfriend and Now She Wants Some
Violet Grey - Stepsister Hears Me Fucking The Night Before And Gets Horny
Charli O - Big Tits Stepsister Needs To Borrow My Car But She Has To Pay!
Released: 2025
Penelope Woods - Penelope’s Sexual Urges Get Out of Hand: Can PervTherapy Help?
Released: March 2, 2026
Since Penelope broke her arm, Mike, her stepbrother, has been super attentive to her. He has been doing everything she asks for, but one thing… This prompts a big argument between them, pushing their parents to send them to therapy. Dr. Fitzwell quickly gets to the bottom of things - it seems the step-siblings have some pent-up sexual tension between them. Determined to make his patients feel better, Peter pulls up a dildo and starts playing with it, rubbing it slowly on Penelope’s pussy while Mike watches. Suddenly, Mike comes out of his shock and understands that the only way to patch things up with his stepsister is to fuck her right on the therapist’s couch. For good measure, Dr. Fitzwell better join, too...
Penelope Woods - Director's Fun
Released: February 24, 2026
Penelope Woods fell into Mr. Director’s lap ready to fuck, complete with smooth Latin skin, thick black hair, perfect natural tits, and a pussy so smooth and neat it looked like a sex doll. She stroked Mr. Director’s cock with such force he had to slow her down to keep him from cumming early. They chatted about her slutty escapades and how she likes to hump guy’s legs. Then she started demonstrating her sloppy head. Her spit poured down his cock. She climbed on top and rubbed her smooth pussy against his cock until it slid inside. He tasted her soaking pussy then slid his cock back in and pounded her. He flipped her over and buried his dick deep in her little hole while squeezing her plump ass. She rode his cock while he pounded her from below. She told him she wanted him to cum inside her. She had a breeding kink. He delivered.
Penelope Woods - Penelope Woods Needs to be Indulged
Released: February 16, 2026
This Penthouse scene opens up with Penelope Woods commanding attention in a bold exposé, posing seductively in an itty-bitty orange bikini poolside and teasing in a light blue lacey lingerie paired with black thigh-highs and heels. With every glance and move, she knows just how to keep your eyes locked on her until she finally reveals every bit of her luscious Latina curves. Now aroused with needs to be fulfilled, Ace Hardz arrives ready to indulge the sexy señorita with his dark manhood.
Penelope Woods - My Bratty Roommate: Let Me Breed You, and I'll Cover Rent for Nine Months
Released: February 14, 2026
My roommate was all over me about rent, but I have more important things to spend my money on, like clothes! He's so fucking annoying! But one day, after bothering me for so long, he made me the best offer. If I let him breed me, he'd cover my half of the rent for nine months. That's a lot! I don't mind having his seed inside me. In fact, I prefer fucking raw, and I think I would look hot pregnant. Why not? If my rent is covered, I'll let him finish inside of me...
Penelope Woods - Backside Serenade
Released: February 6, 2026
Penelope Woods gets her asshole fucked and creampied!
Penelope Woods - Case No. 8004870 - The Ballerina Thief vs Four Cocks
Released: January 31, 2026
My dancing career means everything to me, but ballet shoes are expensive! When I decided to steal them, I didn't imagine four security guards would gangbang up on me. They were loss prevention officers in training — looking to learn about the cavity search procedure, or so they say… They took off my tights, my leotard, and my tutu to make sure I wasn't hiding anything else inside my body. I couldn't let one mistake ruin my career. I'm a ballerina, and I was going to do anything to keep being one. If giving four blowjobs is what it took to convince them to let this slide, I was ready. I was going to let all of them fuck me in that office all they wanted, and I was going to suck all of their cocks dry, but I was not going to jail.
UPDATED Penelope Woods - All About Penelope
Released: January 7, 2026
Penelope, Codey, and I all come together for what I knew would be a super fun shoot. Codey and I indulge in her body with our hands and our mouths all over her. We take turns fucking Penelope in a bunch of different positions on the bed and give her multiple orgasms. She gets on her knees and sucks both of our cocks at the same time. After more orgasms, we finish while I fuck her in missionary until I cum inside of her and Codey cums in her mouth at the same time.
Penelope Woods & Rissa May - All Natural Anal Loving Besties Share Lucky Cock
Released: December 26, 2025
Rissa May and Penelope Woods are real life best friends and roommates who love to play together. These kinky brunette babes have no holes off limits and love to have their asses pounded deep in this perfect threesome. Penelopes juicy Latina ass and Rissa’s perfect natural tits are the ultimate visual to go along with the sounds of moaning and skin slapping as they both can’t get enough dick up their asses. They take their time teasing and sucking before pulling out their buttplugs and getting their holes pounded. And they love to milk out every drop of cum with Rissas big tits for a tittyfuck cum countdown!!
Penelope Woods - Deep In The Woods
Released: January 2, 2026
Penelope Woods gets soaked in oil before getting enjoys some cock!
UPDATED Penelope Woods - Better Than My Boyfriend
Released: December 27, 2025
Penelope’s boyfriend can’t fulfill her sexual desires so she enlists the help of Boswell and his BBC!
Penelope Woods - PENELOPE WOODS Gaping Anal Submission
Released: December 7, 2025
Gorgeous porn babe Penelope Woods wears slinky lingerie, staring seductively while showing off her long, shiny legs and fit frame. Her bright lipstick glistens as she licks and kisses the mirror, smacking her plump booty. Top stud Rob Piper drags her to the couch by the leash attached to her choker. Submissive, kneeling Penelope awaits his every command. She bends over and moans as Rob stuffs his big Black cock into her butthole. Penelope pries apart her round cheeks to fit every inch of his BBC inside.
Penelope Woods - Penelope Woods, a plumber who gets wet...
Released: December 4, 2025
The beautiful Latina Penelope Woods is the hotel's maintenance technician. Today she received a report of a problem with the shower in room 69, where she found a Black man in the shower in a somewhat embarrassing situation. She resolved it by acting naturally, getting herself completely wet and verifying that the shower was working perfectly. Both she and the guest celebrated this in style.
Penelope Woods & Rissa May - Happy 18th Birthday! You Can Finally Join Us - You'll Love Anal Sex As Much As Your Stepsis
Released: December 3, 2025
I couldn't wait to be 18. Everyone kept telling me how much fun I would have at that age, but I didn't believe it until my stepdad and stepsister got me my birthday gift. Now that I'm a woman, I'm old enough to be a part of their little secret. Apparently, they've been hooking up for a long time, and now, I was finally able to join them. I didn't know if I was going to like fucking, but the second my stepsister took my top off, and my stepdad put his fingers inside my tight pussy, I knew I was about to have the best birthday ever. They even got me a butt plug! I've never had anything inside my ass, but my stepdaddy knows better, so if he thinks I'll love it, I'm sure I will. Besides, I want to get my butthole ready for his dick. I've heard anal sex is the best gift someone can get.
Penelope Woods & Giselle Amore - We Have A BUSINESS To Run Here!
Released: November 27, 2025
Penelope Woods is working at her office when her business partner Giselle Amore comes in, fresh from a business trip. But to Penelope's shock, it turns out that Giselle is naked underneath her coat! Giselle explains that the prospective clients she met with on the trip talked about their nudist lifestyle, and she decided to become a nudist too.
Penelope Woods - Showgirl Experience
Released: November 21, 2025
Sexy showgirl stripper gives her client the VIP experience!
Penelope Woods - Hotel Room Service Assistant Penelope Woods Takes A BBC Pussy Pounding
Released: October 26, 2025
Hotel employee Penelope Woods has been called to room 250 to fix the shower. When there's no answer, she lets herself in, only to find hunky guest Goldey stepping out of the bathroom with nothing on but a towel. They quickly realise the service call was a prank from Goldey's ex wife, but as Penelope checks the shower just to be sure, a burst of water leaves her blouse soaked and Goldey's divorce papers drenched. Flustered, she tries to clean up the mess and comes up with the perfect solution to the chaos that she has caused. This awkward accident turns into undeniable chemistry as Penelope strokes and sucks on Goldey's cock. They move into the bedroom where Penelope strips off and gets fucked in numerous positions, finishing off with a steamy 69 and messy facial!
Another mix of selected scenes from OnlyFans, ManyVids or other creator platforms released recently.
Another mix of selected scenes from OnlyFans, ManyVids or other creator platforms released recently.
Another mix of selected scenes from OnlyFans, ManyVids or other creator platforms released recently.
Another mix of selected scenes from OnlyFans, ManyVids or other creator platforms released recently.
Angel Gostosa & Penelope Woods - Brat Tamer Files: War of the Stepsisters (Angel vs Penelope)
Released: September 27, 2025
As the school principal, I won't stand for any rumors about my school. When I found out that one of my students was spreading gossip about her classmates on social media, I gave her two options: she could either get expelled or join my brat-taming program. When she consented to all treatments, I explained a new technique I had just learned to teach people how to behave. When I groped her tits and took off her shorts, she was supposed to be contemplating her actions, but she seemed to enjoy it instead.
Penelope Woods - Begging for Cocks
Released: September 9, 2025
Penelope Woods needs some dick and she’s come to the right place. She gets five dicks to stuff all her tight holes. She starts off in stocks, begging for cocks. She gets spit roasted as the guys line up to fuck her face and pussy one at a time until she’s ready to take all of their dicks. Penelope gets on her knees and services all five guy’s dicks. After that, her tits are tied up in rope bondage and she gets her pussy and ass stretched out with five big cocks in a slippery and glistening fuck-fest. She gets double-penetrated airtight and pounded hard until all of the guys cover her face with cum.
Penelope Woods - Backdoor Thrills With Latina Anal Slut Penelope Woods
Released: April 30, 2025
Sultry Latina bombshell Penelope Woods is craving anal attention and isn’t shy about it. She begins by seductively teasing the camera on the balcony, flaunting her irresistible curves before heading inside to reveal a butt plug already nestled in her perfect ass. After a sensual solo session, she sets her sights on Zac Wild, who's buried in work—until Penelope's sexy lingerie and cheeky surprise grab his full attention. The heat builds as she bends over the desk, taking Zac's cock while the plug stays in, until he pulls it out and she eagerly puts it in her mouth. The anal action intensifies on the table, then moves to the bedroom for even more hardcore anal in multiple positions. Zac ends the scene by blasting Penelope’s gorgeous face with a cumshot she won’t forget.
Penelope Woods - PENELOPE WOODS Dick/Dildo DP & Gaping
Released: August 23, 2025
Dark-haired, darling diva Penelope Woods wears a skimpy top and tight booty shorts, perfectly accentuating her natural breasts and plump booty. The young porn model strips off her top and spits on her perky tits, teasing through a stylish intro sequence. She whips out a dildo to warm up her asshole, squatting to stuff it into her rectum. Top stud Zac Wild arrives, immediately fucking Penelope's throat. She continues riding a large dildo through the opening blowjob, drooling and crudely choking as Zac's boner slams her esophagus!
Penelope Woods - After some anal with her stepbrother, Penelope Woods swallows a creampie
Released: August 20, 2025
Penelope Woods is a Latina sex addict making her debut on Private, explaining who she is and what she likes most. Watch her giving a deepthroat blowjob (one of her specialities) and enjoying anal sex until she gets a nice creampie.
Juniper Ren, Evie Christian & Penelope Woods - Do They Want a Pussy to Lick or a Cock to Ride? Ranma Can Do It All!
Released: July 11, 2025
I'm so obsessed with Ranma! I know he would love me too if he gave me a chance, so I'll do anything to convince him to be with me. How could I not? Have you seen his eyes or the size of his dick? He never protested whenever I rubbed my hand on his crotch, so I knew I tempted him, and I could jerk off that cock all day. One day, right when I was about to let him fuck me, Akane caught us! She dragged him to the shower, got him wet, and Ranma turned into a woman the second the first drop touched him!
Vixi Rafi, Isabella Jules, Odessa, Violet Voss, Lucy Foxxx, Selina Imai, Ellie Nova, Madison Wilde, Fiona Frost, Penelope Woods, Blake Blossom, Leah Gotti & Penny Barber - Compilation: Perfect Bodies
Released: July 9, 2025
Whether she’s petite and perky or busty with hips to die for, these beautiful creatures have one thing in common: they’re all horny as fuck. This incredible compilation has some of the hottest women in the world begging for dick and even some pussy too! Redheads, brunettes and blondes, MILFS and Teens, but above all, desperately horny sluts. Don’t miss this ball-draining compilation, featuring Ellie Nova, Blake Blossom, Shay Sights, Leah Gotti, Madison Wilde, Penny Barber, Lucy Foxx, and more!
Nicole Doshi & Penelope Woods - Threesome With Nicole And Penelope
Released: May 28, 2025
In this video I get spoiled with the incredible Nicole Doshi and Penelope Woods together. They have playful and sensual energy and I can't get enough of either of them. The three of us touch and kiss each other and take turns going down on each other. I fuck each of them while the other sits on their face. I include a hitachi and help give them both orgasms. There's POV shots during some of the blowjob and while they ride my cock. They take turns each rimming me and giving me a blowjob. The video ends with Nicole licking my balls while Penelope rides me until I cum inside of her. Then they both lick up my cum.
Penelope Woods - The Camera
Released: May 17, 2025
A big brother discovers his little step sister has been using his camera to take nudes. After further investigation he realizes he can help her experiment further…
Another mix of selected scenes from OnlyFans, AnalVids or other creator platforms released recently.
Penny Barber, Samantha Reigns, Penelope Woods, River Lynn, Shay Sights, Tommy King, Sonny Mckinley, Emma Rosie, Mochi Mona, Sophia Sterling, Kelly Caprice, Bad Bella, Charlotte Mae, Daisy Pheonix, Delilah Dagger, Clemence Audiard & Arina Shy - They’re Horny, They’re Pervy, and They’re in Control
Released: April 20, 2025
Knowing what you want is hot, and having the power to get it is even hotter. Whether it is a horny principal, a security guard who can promise to get anyone out of trouble, a therapist who can’t keep their eyes away from their client’s tits, or a masseur who wants to massage every inch of their client’s body, if they’re pervy enough, we all need them. There’s nothing better for a submissive teen or a hot milf than a horny power figure who is desperate to take care of their bodies, fucking them until everyone can hear their moans and teaching them how wild and dirty fantasies can get.
Penelope Woods - A Blaze Of Glory
Released: April 18, 2025
We've got another “double debut” for you this week, as both new stud Darren Blaze and lovely little Latina Penelope Woods are each making their 1st See HIM Fuck appearances in this week's interracial ass-eating extravaganza of an update! Full-length porn Director Johnny Robins gets things going by interviewing HIM, followed by the 32-year-old disrobing from his powder-blue suit with some assistance from Penelope Woods, who just had to plunk that big girthy prick into her mouth for a few.
Penelope Woods - Penelope Woods' Sizzling Surprise
Released: April 5, 2025
College cutie Penelope Woods is tired of her stuffy dorm mates, so she sneaks into Lucky Fate’s room, hiding in his closet to give him a surprise he won’t forget. When he opens the door, the sultry brunette steps out with a playful smirk, purring that she’s bored and craving excitement. To his luck, she wants to experience it with him. What starts as an innocent tease quickly turns into an afternoon of pure, uninhibited passion. Watch their sizzling encounter unfold at www.penthousegold.com.
Freya von Doom, Valentina Nappi, Kiki Daire, Penelope Woods, Willow Ryder, Chanel Camryn, Athena Heart, Madison Wilde & Luna Luxe - Sloppy Blowbangs Compilation
Released: February 16, 2025
What’s up TeamSkeet fans? This year will be so mindblowing that we’re starting it off with a bang! Get it? Blowing? Bang? Welcome to our sloppiest, dirtiest, and hottest blowbang compilation where the sexiest and horniest babes show us that one cock is not enough when you can have them all. So sit back, get your dick out, and start stroking, because they won’t stop until they’ve milked every single cock in the world dry with their naughty little mouths!
Penelope Woods - Pounding Penelope Woods Ass
Released: February 7, 2025
Penelope Woods is the perfect all natural Latina fuck doll and she is ready to get her ass cheeks spread open. This anal loving brunette slut enjoys her pussy being pumped with cock but what really gets her off the most is when her asshole is filled. Enjoy Penelope as she sucks, fucks and gets her back door pounded. For a girl like her who loves dick in her ass, its only right that the night is capped off with an anal creampie!!
DP.Masters.9.XXX.DVDRip.x264-CiCXXX
Cast: Alex Grey, Brianna Arson, Penelope Woods, Vicki Chase
2025 AVN Best Multi-Partner Movie
Anal.Savages.10.XXX.DVDRip.x264-CiCXXX
Cast: Chanel Camryn, Hime Marie, Little Dragon, Penelope Woods, Vanna Bardot
2025 AVN Best Anal Movie
Cast: Emma Rosie, Jill Taylor, Penelope Woods, Tessa Thomas
Flashy director Pat Myne present four of the hottest young anal queens in "Teen Wet Asses 7"! Teenage butts get lubed up in shimmering oil and opened up to big-cock anal poundings that only the most adventurous sluts can enjoy. Starring slim Emma Rose, glamorous Penelope Woods, curvy cutie Jill Taylor, and the tempting Tessa Thomas in an all-anal, all-teen showdown.
Freya von Doom, Khloe Kapri, Jessie Rogers, Jane Wilde, Laura Bentley, Chloe Temple, Dee Williams, Sera Ryder, Madi Collins, Penelope Woods, Shay Sights, Nicole Aria, Chanel Camryn, Gigi Dior, Krystal Sparks, Skyler Storm, Angel Windell & Evie Christian - Award Reel - Our 2024 Nominations
Released: January 19, 2025
TeamSkeet fans! This Selects update is a special showcase of some of the moments that brought us nominations in 2024. We’re no stranger to creating award-winning content year after year, but it’s thanks to you that we are considered for such awesome accolades. These are some of our defining moments of the year, and we can only hope to keep pushing more and more, creating even better porn! Let us know your favorite 2024 moments in the comments!
Penelope Woods - Penelope Woods Takes Triple BBC Action In An Intense DP
Released: January 9, 2025
Hot Latina Penelope Woods starts by teasing the camera on a balcony overlooking the valley, flaunting her stunning body. She makes her way into the living room, where she finds three men, each with big black cocks. Penelope absolutely loves BBC. The three men drop their pants, eagerly awaiting her hot mouth to deep-throat their cocks. She expertly trades off, sucking each cock one by one. They move to the couch, where Penelope experiences big black cock penetration in her pussy and mouth, enjoying sex in various positions as the men take turns pleasuring her.
Penelope Woods - Penelope Woods interviews as a sexy fairy
Released: November 15, 2024
Penelope Woods comes in to interview as a sexy fairy for Mr Johnson's new adult club with an enchanted forest theme. This incredible brunette is eager to please and earn this job and quickly starts showing her magical skills- She swallows a cock whole, buries her tongue into a man ass and then slides that cock deep into her pussy and ass. For her magical nectar she swallows down a bubbly anal creampie straight from her ass.
Penelope Woods - Penelope Woods Enjoys A Sensual Facial And Creampie
Released: September 14, 2024
Penelope Woods graces the set with her naughty presence in her white bikini and fishnet pantyhose. This black-haired hottie with small tits and a round ass is up for broadening her horizons by taking in two dicks at once. Penelope delivers a sensual blowjob and handjob to the studs' throbbing rods like the cock-hungry slut that she is. After ripping her nylons, one of the horny guys fucks the beauty's shaved pussy while the other lets her suck his erection in doggystyle, missionary, and reverse cowgirl. Following that, she enjoys a double vaginal pounding in reverse cowgirl and cowgirl before getting anal-fucked in doggystyle and reverse cowgirl. Penelope flips over to pump one cock until he cums on her face while letting the other man shoot his load inside her.
Penelope Woods - Pouty Girl Uses Stepdad to Get Over Her Ex
Released: November 6, 2024
Penelope is getting over a recent breakup. Lucky for her, Mike, her sweet stepdad, is being really nice about it, treating her like a true queen to help her get over her crummy ex. However, her feelings toward her stepfather suddenly start to mix up. She’s always had a crush on him, but now that she’s feeling raw over her breakup, she sees him in a new light. She also resents her mom for neglecting her and her stepdad so her motivations have now changed: she’ll do whatever it takes to seduce him. Mike is surprised by Penelope’s sudden change. She now becomes aggressively sexual around him, showcasing her body to make Mike hers. The sweet stepdad tries to resist, but the lack of sex and her stepdaughter’s sassy attitude awaken his deepest and darkest desires. The girl sees this as a hint to make her move, helping her stepdad get a boner while rubbing her young pussy. As soon as he realizes what he’s done, he tries to establish boundaries, but now that he has opened the door, Penelope won’t stop until she gets stuffed by her stepdad.
Penelope Woods - Dicked-Down At The Dinner Party
Released: October 24, 2024
A husband, Ken Feels, springs a last-minute dinner party on his wife, Penelope Woods. He arrives home with his coworkers (John Strong, Jack Vegas, Scotty P, Donny Sins, Ryan Driller) and, although Penelope is polite to the coworkers, she is pissed off at Ken. During the dinner party, she gets back at her husband by fooling around with various coworkers under the dinner table, who all try to keep from getting caught. Eventually, Ken catches her but she tells him off for his inconsiderate behavior and insists on a gangbang. If Ken wants to make it up to his wife, now's his chance!
Penelope Woods - She Loves Getting Fucked up the Ass
Released: October 4, 2024
Penelope loves being a slut, it doesn’t really matter who she’s being a slut for, but the adrenaline of being one excites her to no end. She loves fucking strangers and teasing everybody, and that includes her stepbrother, Elias. She keeps sending him pics of her gorgeous ass and he keeps telling her to stop because she might get him in trouble with his girlfriend. She doesn’t care and she keeps doing it, even walking around the house with her perky little tits out for him to see.
Keira Croft, Sera Ryder, Penelope Woods, Athena Heart, Amber Summer, Mochi Mona & Madison Wilde - Hot Gangbangs
Released: September 11, 2024
What’s up, TeamSkeet fans? Let’s get into this Selects update! When you consider what’s one of the most all-out things you can do in a porno, gangbang should definitely be something that comes to mind immediately. Seeing one chick take tons of cock like a fuck toy, sucking on dicks left and right and likely getting covered in a downpour of cum - that sounds pretty intense! We’ve done many gangbang scenes over the years, though you have to treat them like rare treasure. Gangbangs are special, so you can’t overdo them. We knew for this Selects update, we wanted to put together a compilation showcasing some of our best and hottest gangbang moments. Your favorite stars, like Mochi Mona, Penelope Woods, Sera Ryder, and more, all have their pussies pushed to the limits when multiple dudes fill them up, taking turns getting their dicks wet. These women are the best of the best in the bedroom, and this compilation is a testament to that. Check out this wild fucking compilation, and when you’re done here, see the full scenes to get the entire story!
Joey White, Penelope Woods, Scarlett Hampton, Gia Dibella, Aubree Valentine, Callie Black, Emma Rosie, Athena Fleurs & Amy Quinn - Up The Ass Stepsis
Released: August 28, 2024
We’ve got a raunchy new Selects, so let’s get nasty and jump into the mix! We love girls who love anal, and over the years, we’ve captured some truly magnificent up-the-ass scenes. The girls who take cock up the ass best of all are the horny stepsisters who want a piece of their stepbro’s cock. This compilation showcases some of our favorite moments of the hottest stepsisters letting their brothers pound their backdoors. When having their mouth and pussy used isn’t enough, or they have to find a loophole to retain their virginities, these girls have to take it up the butt. Of course, the guys are happy to make their stepsister’s anal wishes come true. The babes in this compilation are true pros and take cock like it’s nobody’s business. If you’re a fan of anal scenes, you’ve hit the jackpot. When you’re done here, go back and watch the full scenes to get the stories in their entirety.
Myra Moans, Molly Little, Sweet Sophia, Theodora Day, Mina Luxx, JC Wilds, Roxie Sinner, Maya Woulfe, Penelope Woods, Keira Croft, Melody Marks, Natalie Brooks & Freya von Doom - Best of Daughter Swap
Released: August 28, 2024
You know we love all of our series, but Daughter Swap holds a special place in our hearts as one of the kinkiest and most fun series we have in our catalog. You pervs love all the insane and taboo moments in Daughter Swap, too, so we knew we had to put together a compilation showing off some of the hottest and best Daughter Swap moments. Over the years, we’ve captured tons of wild moments and have gotten extremely weird with this series at times. No stepdad should be fucking around with their daughters the way they do in Daughter Swap, but they just can’t help themselves when they see how horny these chicks are. The sweet teens in this series love having their pussies stretched out in group sex sessions, and it’s only made better by the fact that you get to watch. In this compilation, you’ll see some of the very best Daughter Swap moments and some of our favorite scenes we’ve ever made. Don’t miss out on this wicked awesome compilation of daughters getting absolutely railed! When you’re done here, go and check out the full scenes so you can get the entire story!
Penelope Woods - Stunning Porn Star Penelope Woods Creampied by Tad Pole
Released: August 27, 2024
Stunning Porn Star Penelope Woods gets her pussy eaten by Tad Pole then fucked hardcore and creampied. She rides that cock and the reverse cowgirl POV view shows off her perfect ass. Enjoy :)
Amber Summer & Penelope Woods - Stepsister Catfish
Released: August 12, 2024
My mischievous stepsister Amber Summer deceives me into thinking she is someone else I am chatting on the internet. She knows I am into girls now, and for her to shut up, she gives me my first girl on girl session.
Penelope Woods & Breezy Bri - Freeused Freeloader
Released: August 10, 2024
Tyler is pissed at Penelope. She’s not contributing to rent, eating all the food in the house, and taking advantage of him and his stepsister Bri. She might be Bri’s best friend, but she can’t live them out like this, so he decides to talk to Bri about it. He is thinking of kicking her out, something Bri just can’t allow, but she agrees with her stepbrother that Penelope is kinda lazy and things need to change around the house.
Penelope Woods & Hime Marie - 2 on 1 Anal Time with Penelope and Hime
Released: August 4, 2024
Penelope Woods and Hime Marie are here to show how two girls have more fun when anal is involved! They can’t get enough of each other’s sexy vibe as they Undress and lick each other, naughty spots getting prepped and ready for their ass fucking party. There’s a huge dick to share between the two of them and they certainly make the most of it! Sucking on dick and balls, taking turns and taking deep hard strokes, right up their perky asses!
Alex Grey, Leah Gotti, Penelope Woods - Lesson Learned
Released: July 22, 2024
Putting Penelope Woods in her place after she accused one of her girl friends fuck her boyfriend. She learned her lesson in a rough and kinky way care of her naughty and adventurous girls. She enjoyed the process eventually, even I would! From all the kissing, touching, pussy licking, spanking and tribbing,...
EARLY LEAK Penelope Woods - Anal Fuck, Pussy Squirt
Released: July 26, 2024
Sweet, dark-haired Penelope Woods teases in a bright green bikini with a choker and clear heels. The young, natural-bodied sex freak strips and spreads her holes, eagerly showing off her perky tits and freshly shaved slit. She crams a dildo up her ass while talking dirty to the camera, encouraging viewers to jack off. Hot anal masturbation warms her up for super-hung Vince Karter. The top stud spanks Penelope's plump rump while fucking her butthole. She takes a fuck ride with his big cock reaming her pussy. Penelope slobbers while giving a nasty, ass-to-mouth blowjob, loudly declaring, 'I can taste my asshole on that cock!' Intense, all-holes action delivers hard-choking fellatio, rectal gaping and dick/dildo double penetration! Vince fingers Penelope's pussy to a squirting orgasm! He blasts a hot load over her fluffy, pink lips. Following the creamy cum facial, Penelope spreads her worn out holes.
Penelope Woods, Raven Lane & Skyler Storm - Lesbian Sorority 02
Released: July 8, 2024
My revenge went sideways when the girl I used for revenge turned out to be nice and fun as I am. So we kept the friendship and continued the venture. We looked for a pledge and we thought Skyler Storm looked pretty hot and perfect for our taste.
Raven Lane & Penelope Woods - Penelope & Raven Love Their Asses Fucked
Released: July 9, 2024
Penelope and Raven Lane are two absolutely stunning hardcore anal lovers! Bringing these two together brings out the best in them both as they let loose in this riveting anal affair! There’s plenty of ass-to-mouth action and gorgeous gaping ass holes to enjoy. Balls get sucked and butts get fucked with these babes taking the lead!
Hime Marie & Penelope Woods - Double Trouble Anal Hime Marie And Penelope Woods
Released: June 23, 2024
Penelope Woods and Hime Marie arrive at Jules' home, where they find him blindfolded sitting in a chair. Excitement builds as they realize what lies ahead. Jules takes control of the situation, guiding both women through their shared experience. They begin by taking turns sucking his cock, building towards the main event. Jules penetrates each woman in turn, first with anal sex, bringing them both immense pleasure. Their bodies become entwined as they reach their peak together. The girls Jerk Jules off until he cums. Penelope and Hime swap Jules' semen amongst themselves.
Penelope Woods & Raven Lane - Lesbian Sorority
Released: June 19, 2024
Getting back to the overweening fraternity guy I met in my class by scoring at her hot girlfriend Raven Lane. He's right! His girlfriend is undeniably gorgeous and I am here to show that there are more fun things to do than his swag boyfriend. It looks like she liked how I swirl my tongue around her...
Penelope Woods - Latina neighbor Penelope Woods has a special welcome gift for her new neighbor
Released: June 18, 2024
Penelope Woods notices she has a new neighbor so she stops by to drop off her special meatloaf as a welcoming gift. Penelope notices that her new neighbor is kind of attractive though and Penelope's husband hasn't given her dick in a while so she sure is horny. So Penelope makes her move and has her new neighbor take her to pound town. After all, what are neighbors for?
My.Stepdaddy.Is.My.Sugar.Daddy.3.XXX.720p.WEBRip.MP4-VSEX
Cast: Liz Jordan, Minxx Marley, Penelope Woods, Rory Knox
Devious Daughters Drain Their Step Daddy's Balls And Bank Accounts! Devious step daughters drain their step daddy's balls and bank accounts! Penelope Woods is up to no good, but her step daddy will always save the day because she is an excellent lay! When Liz Jordan's step dad said "I'll co-sign that car loan if you ride this dick", she said "Buckle your seat belt! It's On!". Rory Knox wouldn't let her mom's new man fuck her tight pink box until he dropped some major cash on her sweet ass! Minxx Marley swipes her stepfather's cock like an ATM card! Like mother like daughter!
Penelope Woods & Skyler Storm - Birthday Threesome
Released: May 26, 2024
Penelope just turned 18 and only wants one thing for her birthday: a chance with Skyler, her recently engaged friend. Desperate to get her, she fakes a whole birthday party and only invites her and Vince, her fiancé. When Vince leaves them alone, Penelope confesses to Skyler that she’s had a crush on her for the longest time and kisses her. This leaves Skyler all confused and things turn awkward. Yet suddenly, she comes up with a solution: She will let Penelope eat her pussy if she agrees to let Skyler’s fiancé fuck and cum inside of her. With nothing to lose, Penelope sits on Vince’s cock in exchange for tasting her friend’s sweet pussy.
Carmen Valentina, Kendra Cole & Penelope Woods - Slumber Party Affair 02
Released: May 6, 2024
BFFs Kendra Cole and Penelope Woods had a little misunderstanding while in threesome with Penelope's mom. Penelope very much liked Kendra's idea of asking for her forgiveness, it was sweet yet filthy awesome.
Penelope Woods - Banging Penelope Woods In Front Of Her Hubby!
Released: May 11, 2024
So Penelope Woods was doing her weekly discipline to her cuck husband. As she does enjoy this, she decided to change it up a bit and have her friend Slim Poke come in and bang her out while her husband watches. She called Slim in and started sucking his cock and spitting the drool into her cuck husbands mouth. He was all about that. Then she had Slim bend her over and bang her out as her husband watched closely. Penelope had one orgasm after the other while riding Slims dick. Then when Penelope was getting railed on her back she asked Slim to bust a nut inside her so her cuck husband can clean it out. Her husband was all about it as Slim filled her up with his man goo.
Penelope Woods - Penelope Woods Gets Spit Roasted And Split Open In Her Very First DP
Released: April 16, 2024
Penelope meets Jules and Zac at Jules' house. Jules and Zac begin by taking turns pleasuring Penelope orally and manually. The tension builds as they move closer to the main event - double penetration. Jules and Zac take turns entering Penelope from behind while she lies on her back. Their movements become more intense, each man trying to outdo the other in pleasure. In an explosion of passion, Jules and Zac both enter Penelope simultaneously, driving her over the edge with unparalleled intensity. She screams in ecstasy as they continue to bring her to new heights of pleasure.
Liv Revamped & Penelope Woods - Tastes Like Candy: Liv Revamped and Penelope Woods
Released: May 1, 2024
Super-hot Penelope Woods makes her debut on Kink.com with this very sexy Everything Butt update. Partnered up with another hottie, Liv Revamped, things get hot fast, so fasten your seatbelts, turn on your fans, and be ready for some seriously sensual, steamy girl on girl anal action. Penelope and Liv are fed-up secretaries at a corporate company. To get back at their boss, these horny sluts sneak into his office and fuck each other on his desk. He’ll never know! Penelope has a little case filled with a variety of butt-toys. She pulls out a glass butt plug and gets started on Liv’s tight ass. She slides it in her tight hole to warm her up and then going from ass-to-mouth licks it clean. To return the favor, Liv tears open Penelope’s black stockings and licks her asshole to get her all lubed up and then stuffs the pretty pink butt-plug up her hungry ass and makes her cum good...
Carmen Valentina, Kendra Cole & Penelope Woods - Slumber Party Threesome 01
Released: April 19, 2024
Penelope Woods woke up and saw that her friend Kendra Cole, who came for a slumber party wasn't in bed. She snooped around the house to try and find her, eventually ending up in her stepmom's room. Carmen Valentina panicked when she saw Penelope at the door, as she was in the middle of an amazing oral...
Penelope Woods - Parental Guardian Angel
Released: April 9, 2024
A delivery man, Daniel (Ken Feels), arrives at the home of a teen, Carrie (Penelope Woods), with a package. As Daniel gives Carrie the package, he hears a man sounding aggressive inside. Daniel becomes concerned, but Carrie nervously closes the door on him.
Penelope Woods - Case No. 7906292 - We Need Backup
Released: April 5, 2024
Penelope is shopping at the mall with her stepdad Mike when they both get detained by rookie officer Elias Cash. Confused, Mike threatens Elias and inquires about what happened to Penelope when the young security guard goes looking for his supervisor. It seems that Penelope really wanted a speaker but Mike didn’t want to buy it, so she decided to steal instead. Suddenly, there are three offices in the room: Elias, Jack, and Ken.
Deep.Tushy.Massage.7.XXX.720p.WEBRip.MP4-VSEX
Cast: Brookie Blair, Electra Rayne, Nia Nacci, Penelope Woods
Pervy Massage Therapists Can't Resist Their Bootyfull Clients!
Nia Nacci is a sexy Nubian princess that came in to get the kinks out of her neck, but ended up having multiple orgasms! Penelope Woods is a sexy blonde with a bubble butt that that gave her masseuse a very special tip! Electra Rayne was so impressed by the quality of her massage, she ate her therapist's ass and let him go to town on her tight little snatch! Brookie Blair is a frugal blonde who didn't want to pay for her massage, so sucked and fucked her masseuse instead!
Penelope Woods - Cooks To Get Creampied
Released: March 6, 2024
Good food is the way to a man's heart. Penelope Woods delightfully prepares a meal for Danny Mountain. The beautiful babysitter has long black hair and wears a light pink tank top with skimpy jean shorts. Finished cooking, Penelope serves the meal to the lucky stud with a sweet and inviting smile. Danny enjoys the food, so the naughty babe gives him another meal after kissing him passionately. Moving over to the living room, he continues to explore the slim sweetheart's body by licking her tits and shaved pussy. The sensual foreplay continues with fingering and blowjob-handjob combo before fucking in cowgirl. They pleasure each other with a 69 and fuck each other in reverse cowgirl, spoon, doggystyle, and missionary. Danny thrusts shallowly as he cums into Penelope's pussy.
Latina cutie Penelope Woods wants as much of her fan's jizz as possible
Released: February 2, 2024
Been watching a lot Penelope Woods videos. Have also been a fan of her cam shows. I'm lucky enough that, after some back and forth, she agreed to meet me at my hotel room. I love all the ways Penelope fucks, from the slow and passionate to the rough and dirty. Tonight, I get to experience Penelope anyway I want. Most importantly, I get to experience Penelope Woods begging for every last drop of my cum.
Penny Barber & Penelope Woods - Mutual Masturbation Experiment
Released: January 27, 2024
Doctor Barber, an unorthodox therapist, records Elias’ and Penelope’s session, two step-siblings who grew apart due to an incident they can hardly talk about. It seems that they were very close when growing up, but one day, Penelope caught Elias jerking off and their relationship got cold ever since. Doctor Barber suggests trying a mutual masturbation experiment to release the tension between them. As Elias rubs his stepsister’s nipples and Penelope feels her stepbrother’s cock, the two forget about their distance and become close again. To ensure this, the therapist joins in and spices things up with a lustful threesome that repairs the damage between the step-siblings.
Penelope Woods - Finish What You Started
Released: January 26, 2024
You buy her all this stuff, you're working all the time & you try so hard but she STILL cheats on you. This is the situation Penelope Woods's husband finds himself in when he comes home to catch his wife riding another man. He drags her to the bathroom for a talk and she admits she's lonely without her husband there and requires some company. Her husband isn't pleased and wants to see her finish what she started with her lover Sly Diggler.
Sheena Ryder & Penelope Woods - Screwged Part 3: Future Holes Filled
Released: January 6, 2024
Screwged (Part 3 of 3): After seeing ghosts of her past and her present, Sheena (Scrooge) must now face her future. The ghost (Dorian), a menacing and dark figure, shows Sheena her bleak future should she carry on with her ruthless and greedy ways. Sheena is transported to her wake, where no one aside from her stepdaughter, Penelope, has come. Sheena is ashamed and heartbroken to see that no one cares for her and that her cold attitude has made her an outcast.
Sona Bella, Sheena Ryder & Slimthick Vic - Screwged Part 1: Drips From The Past
Released: December 22, 2023
Screwged (Part 1 of 3): Sheena is a hard-working milf with no time for holiday cheer. She believes everyone should spend their season spirit chipping away at the workday instead. Her stepdaughter, Penelope, is much kinder and just wants her stepmom to let in some Christmas joy. One night, Sheena is visited by an apparition. Slimthick is the ghost of Sheena’s Christmas past and is there to remind her of her former self. They are sent back in time, where Sheena watches her past self get fucked hard by her former boss, Charles. Sheena remembers how Charles used to fill up her pussy and how thrilling and taboo it all felt. The Ghost of Christmas Past also has a rendezvous with Sheena before sending her back to the present.
Witney Wright, Sheena Ryder & Slimthick Vic - Screwged (VIP Early Access)
Released: December 15, 2023
Scrooge (Sheena Ryder) has never been a fan of the holiday season. Her priority in life is ambition, power, and money. Scrooge’s stepdaughter (Penelope Woods) is far more compassionate and wants to spread love and charity. Scrooge soon faces her flaws through visions representing her past (Slimthick Vic), present (Whitney Wright), and future (Dorian Del Isla). If Scrooge wants to save herself from an irredeemable future, she’ll need to fuck her way through various trials and tribulations. Whether it’s her old boss (Charles Dera) or her stepdaughter’s cruddy boyfriend (Rion King), Scrooge will do whatever it takes. Don’t miss this spectacular Mylf feature!
Aften Opal, Penelope Woods, Aubree Valentine, Chanel Camryn & Crystal Clark - Black Friday
Released: December 9, 2023
More than anything in the world, Chanel loves spending money. Her desire for designer clothes and flashy outfits is unrivaled, but it’s about to land her in big trouble. Recently, Chanel has amassed severe debt, and she needs help to find a way out of it. A sugar daddy seems like the best and most scandalous solution. But even a sugar daddy has limitations, and Chanel will discover that reality firsthand. A risque, action-packed, sex-fueled misadventure awaits this dazzling beauty, and only her cunning and tenacity can see her through until the end. See stars such as Aften Opal, Aubree Valentine, Crystal Clark, Chris Epic, Dorian Del Isla, Penelope Woods, Kyle Mason, Will Pounder, and Will Tile accompany Chanel on her salacious journey!
UPDATED Penelope Woods - Fuck A Fan
Released: December 2, 2023
Jessica gets her needs satisfied when she repeatedly with toys and a big dick.
Sheena Ryder & Penelope Woods - Sheena Makes the Naughty List
Released: December 1, 2023
What’s up, Mylf lovers? It’s time to celebrate your December Mylf of the Month, so let’s jump right into the fun. Sheena Ryder is a milf we all adore, so we couldn’t think of a better babe to take the title for a month of Christmas cheer. Sheena talks about her career and gets us prepped for the new Mylf movie, Screwged, starring porno companions Penelope Woods, Hadley Haze, Chad, Jay Crew, and Brennan St Claire. But before you get to have seasonal fun with a new movie, enjoy Sheena getting fucked hard by Damon.
Penelope Woods & Chanel Camryn - Aftermath
Released: November 30, 2023
(Black Friday Part 3 of 3) In the exciting conclusion of the series, Chanel finally has to pay the consequences of her excessive spending. After spending more than fifty thousand dollars shopping, Chris decides it’s time for her to pay for what she’s done. Yet, money is not the answer here: Chanel will have to play out the guys’ most scandalous fantasies with Penelope to get herself out of her sticky situation.
Penelope Woods - Skipping Class
Released: November 9, 2023
Skipping class is usually fueled by the desire to hang out with a friend or just stay at home for whatever reason. For Penelope Woods, she tries to discreetly sneak inside the house, hoping no one will find out about her cutting class for the day. Unfortunately, you’re at home and hear her footsteps coming up the stairs. As you call her, she directly admits skipping class just because she doesn’t feel good. Penelope offers you a deal about giving you sex in exchange for keeping it a secret from her sister.
Penelope Woods - Penelope Woods helps out her friend's brother with his massive morning wood problem.
Released: November 25, 2023
Sexy Latina Penelope Woods walks into her friend's kitchen to find Peter asleep on the bar stools after he had a big party at his parents' house, Penelope tells Peter that his parents are arriving early from their trip and only have 2 hours to clean up, Peter won't be able to clean up everything on his own and asks Penelope to help him out but not before helping him get rid of that big morning wood Peter has under his underwear.
Penelope Woods - Amateur Allure Welcomes Penelope Woods a Shy Retail Associate Sucking Cock, Fucking & Swallowing
Released: July 25, 2023
Amateur Allure introduces Penelope Woods, a 24 yr old retail associate from Riverside, CA standing 5'-4" tall. Penelope has amazing eyes, a big mouth and a booty that gets a lot of attention. She may seem shy, but once she has a cock in her mouth get ready. She works Codey's cock down her throat and makes sure to give his balls pleasure too. Codey then gives her pussy a pounding before shooting a creamy load in her mouth which she swallows down with a smile. Enjoy, Thomas
Aften Opal, Penelope Woods, Aubree Valentine, Chanel Camryn & Crystal Clark - Black Friday
Released: November 4, 2023
More than anything in the world, Chanel loves spending money. Her desire for designer clothes and flashy outfits is unrivaled, but it’s about to land her in big trouble. Recently, Chanel has amassed severe debt, and she needs help to find a way out of it. A sugar daddy seems like the best and most scandalous solution. But even a sugar daddy has limitations, and Chanel will discover that reality firsthand. A risque, action-packed, sex-fueled misadventure awaits this dazzling beauty, and only her cunning and tenacity can see her through until the end. See stars such as Aften Opal, Aubree Valentine, Crystal Clark, Chris Epic, Dorian Del Isla, Penelope Woods, Kyle Mason, Will Pounder, and Will Tile accompany Chanel on her salacious journey!
Penelope Woods - Penelope Woods Loves Anal And Vaginal Pounding
Released: September 20, 2023
Penelope Woods is a naughty starlet who likes having her tight holes stretched. This black-haired lady sits on the bed, looking absolutely charming in her white lingerie and thigh-high socks. She shows off her small tits and round ass, knowing it will arouse the lucky man. The couple talks for a few moments before letting their lust take over. Penelope pleases the stiff cock by delivering a sloppy blowjob, handjob, and ball-sucking. After wetting the throbbing dick with her spit, the naughty babe rides it in reverse cowgirl while she and the man stick a finger each in her asshole. The horny man proceeds to fuck her shaved pussy and juicy asshole in doggystyle, sideways missionary, spooning, and missionary. He continues to pound Penelope until he cums inside her.
Penelope Woods - Halloween Haunt
Released: October 25, 2023
Josh can’t hide his hard on when he sees Penelope in her sexy vampire costume. Instead of leaving for a Halloween party, they get so turned that they never make it out the door.
Penelope Woods - Laundry Day Anal
Released: October 20, 2023
Penelope toys her ass with a butt plug while doing laundry. Her moans of pleasure brings her boyfriend to investigate.
Penelope Woods, Britt Blair & Kallie Taylor - Good Girls Gone Wild
Released: October 11, 2023
Britt, Kallie, and Penelope have always been A-students at school. However, senior year is here, and they want to experiment before going to college because they don’t want to be prudes. Their goody-goody image suddenly changes when the girls post sexy photos of them showing their butts inside the classroom on the first day of school. Mr. Mason, the school’s principal, gives them detention for it and decides to have a serious talk with them about their sudden change. The girls love Mr. Mason, as he used to be their favorite teacher last year, so they confess their desire to experiment before going to college. Trying to save them from bad guys and failing senior year, the principal decides to help his favorite students experiment sexually so they can get it out of their systems and go back to being the sweet school girls they were.
Penelope Woods - Penelope Woods' Deepthroat Proposition
Released: October 9, 2023
After Penelope Woods hears rumors in her dorm that Brad Sterling is good in bed, she decides to find out for herself and pulls the well-hung stud aside at a party to tempt him with a deepthroat offer right then and there. Not one to turn down such a kinky proposition, he unleashes his big dick for the Latina nympho to suck and fuck. After a gagging blowjob, the college babe gets her pussy licked and then pounded hard until he cums on her pretty face and perky small tits on www.penthousegold.com.
Gia Dibella & Penelope Woods - What is Anal Sex?
Released: October 1, 2023
Gia and Penelope are two school friends who come from very conservative and religious households. One day, Penelope shares with her bestie that she saw her step-parents having anal sex and just can’t stop thinking about it. This also sparks Gia’s curiosity, so the two try using a sex toy to explore their assholes together. Unfortunately, Dorian and Ken, their stepdads, are in the next room and come see what’s going on after hearing loud noises. Shocked to discover that their stepdaughters are doing this, the step-fathers use this situation as an opportunity to teach them how to take anal sex seriously…by swapping stepdaughters and teaching them how to do it.
Jenn Cameron & Penelope Woods - Not Without Her Blessing
Released: September 21, 2023
Penelope is happy with her new boyfriend Rion. But, there is just one issue: her nana Jenn hasn’t yet approved him. She is very strict with her granddaughter's boyfriends and Penelope can’t go out with them without her blessing. To evaluate her granddaughter's men, Jenn makes sure each of them is strong enough, loyal, and kinky in bed. Rion is about to be put to the test by the severe and horny milf.