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AnalTherapyXXX Full Siterip as of June 2024
70 Videos | 80 GB

Welcome to Anal Therapy XXX! The hottest place for anal sex role-play fantasies on the internet.

Anal Therapy - Charlotte Sins & Ivy Ireland

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Charlotte Sins & Ivy Ireland - A Teachable Moment
Released: February 21, 2026

You can’t fuck your step sister like this.. I mean it’s bad enough you’re having sex with each other, but you’re going to get her pregnant. I’m your step mom, it’s my job to protect you guys from your dumb decisions.. If you have to have sex, just do anal. It’s much safer that way. Don’t worry about that, I’ll show you exactly how to do it…

Anal Therapy - Maddie Wren

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Maddie Wren - The Bookworm
Released: February 9, 2026

I’m not a nerd. Yeah I study a lot and care about my future. That doesn’t mean I don’t know how to have fun.. I’m definitely way more experienced than my little step brother…

Anal Therapy - Summer Col

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Summer Col - How to Share
Released: January 20, 2026

I think you rubbed your boner on me last night.. I don’t care if you didn’t do it on purpose. You’re my step brother, it’s inappropriate. If we’re going to share a bed, you need to behave yourself….

Anal Therapy - Chanel Camryn

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Chanel Camryn - Step Sister Gooning
Released: December 31, 2025

Why can’t we do more this time? I want to feel my step brother inside of me.. I know, we can’t use my pussy. I don’t want get pregnant.. But I have another idea…

Anal Therapy - Ivy Ireland

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Ivy Ireland - The Dom
Released: December 21, 2025

I don’t think you’re actually sick.. I think you just don’t want to go to school today… Okay fine. Just don’t bother your step mom while she’s working. I started a new job from home. I have to make very important business calls, so don’t go anywhere near my bedroom until I’m done. Understood? Good…

Anal Therapy - Lucy Mochi

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UPDATED Lucy Mochi - Mom's Not Home
Released: November 17, 2025

I thought we could hang out tonight. I just want to make my step dad feel better.. I know mom has been stressing you out. And she’s out of town for a few days. But it’s okay, maybe tomorrow night…

Anal Therapy XXX - Indica Marie

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Indica Marie - Goth Girl's Rules
Released: September 12, 2025

I’m in charge around here you little worm, don’t forget I’m your big step sister. My laundry better be done when I get back.. But don’t wait up for me. I’ll be out late partying, and making lots of money. Hot girl stuff you wouldn’t understand…

Anal Therapy - Nicole Nichols

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Nicole Nichols - Butt Stuff By The Beach
Released: August 25, 2025

Yeah the beach is cool, but idk these guys down here are kinda wild. I met this one hot guy that seemed cool but… You’re my step dad, I probably shouldn’t tell you what he said. Well, he said he wanted to fuck my ass. Do girls really do that? He was the second guy on this trip who told me that.. There’s just no way I could do something like that…

Anal Therapy XXX - Lola Valentine

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Lola Valentine - Believe It Or Not
Released: July 29, 2025

I’m not digging in my butt, shut up… Maybe I was touching it a little.. I just don’t think a wiener could fit in there, you now. Well, I have some friends that say they like doing anal. But think they’re lying. You’re my big step brother, you would can tell me. Do you think my butthole is too tiny to do anal?…

Anal Therapy - Elise London

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Elise London - The Professional
Released: July 9, 2025

It is my business. Your girlfriend is like a daughter to me. And you need to stay away from her butthole, you horny creature. I’m your step mom, you better listen to me. Younger girls are sometimes not experienced enough for anal sex…

Anal Therapy XXX - Rayne Carter

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Rayne Carter - The Audition
Released: June 20, 2025

That’s none of your business. Go get a job if you want to make money. Just because I’m your big step sister doesn’t mean I have to put you on.. Okay, if you really want to know, I’ve been making videos. No, not like that. Look, it’s not something you could do. You don’t have the right equipment…

Anal Therapy XXX - Paris Lincoln

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Paris Lincoln - Nostalgia
Released: June 1, 2025

Anal pornography is no laughing matter.. Because I don’t want my step son to turn into some butthole obsessed sex pervert. I get it, when I was younger I loved anal sex too. But thankfully I met your father and left all that foolishness behind. Don’t let me catch you watching it again…

Anal Therapy XXX - Penelope Woods

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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…

Anal Therapy XXX - Abbie Sykes

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Abbie Sykes - Step Daughters Request
Released: April 27, 2025

Dad you can teach me. I know you’re an anal sex pervert.. Because I hear you with mom, and I’ve seen the porn you watch… I’m your step daughter, it’s your job to teach me new things…

Anal Therapy XXX - Violet Ray

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Violet Ray - Hard Work Pays Off
Released: June 23, 2024

Dad leave me alone, I’ll get a job soon. I’m your step daughter. I really shouldn’t have to work right now anyway. And I’ve only been back home for a month. I’ll find something soon, just get off my case…

Anal Therapy XXX - Cami Strella

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Cami Strella - Butt Stuff 101
Released: May 25, 2024

Anal porn is gross. You’re a weird little gooner. You’ve never done anal with a real girl… Really? I think you’re lying.. Even if that’s true there’s no way I could do butt stuff. You couldn’t even fit a finger in my butt, there’s no way…

Anal Therapy XXX - Britt Blair & Theodora Day

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Britt Blair & Theodora Day - Welcome To Miami
Released: April 22, 2024

Don’t act all surprised. How do you think we afforded this trip? We just make content together. It’s fun and we’re really good at it. You’re our step brother, you should be supportive… It just sucks the guy we were supposed to film with had to cancel. We were supposed to film our first anal threesome…

Anal Therapy XXX - Crystal Rush

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Crystal Rush - The Surprise
Released: April 15, 2024

It’s time to wake up.. You’re right, I’m horny again. But I want to try something new today… I’m not going to tell you, I’m going to show you. It’ll be a surprise…

Anal Therapy XXX - Sasha Pearl

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Sasha Pearl - Secret Desire
Released: March 31, 2024

Maybe it was good you didn’t come to the girl’s lunch, some of my friends were telling crazy stories. One of my girlfriends has a new boyfriend who she said is fucking her ass every day. Can you believe that!? Sorry I shouldn’t be talking to my step son about stuff like this.. It just made me start missing my college days. I used to love doing anal…

Anal Therapy XXX - Amari Anne

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Amari Anne - The Perfect Size
Released: March 10, 2024

A big step sister knows her brother has been secretly watching her with her boyfriend. She decides she might be able to put his dick to good use if he can keep a secret…

Anal Therapy XXX - Willow Ryder

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Willow Ryder - Family Competition
Released: February 10, 2024

You’re lying. You don’t actually do stuff like that. You’re a little nerd. Anal? Rimming? I don’t believe you. You’re my little step sister, there’s no way you’re as experienced as me…

Anal Therapy XXX - Lolly Dames

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Lolly Dames - Edgelord
Released: January 28, 2024

It’s actually called edging. Why do you care? Go hang out with my sister and leave me alone… Oh really? You can’t make me cum. Is that a bet? Okay I’ll take it…

Anal Therapy XXX - Renee Rose

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Renee Rose - Let Me Help
Released: January 15, 2024

Let me help you do it.. Why not? You let me watch you. So let me help you jerk off. I know you’re scared to put it in my pussy because you don’t want me to get pregnant. But what if we used another hole?…

Anal Therapy XXX - Willow Ryder

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Willow Ryder - Worlds Best Step Daughter
Released: December 31, 2023

Daddy, I just want to make you fell better. Mom shouldn’t be treating you like this. I just want to be a good step daughter, that’s all. What could I do to make you happy? You can tell me. I promise I can keep a secret…

Anal Therapy XXX - Kendra Heart

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Kendra Heart - Anal Lesson
Released: December 21, 2023

Well I don’t think “edging” or whatever you call it, in your room all day is the best use of your time.. Would you listen to your step mom for once please?.. No, I don’t come in here to watch you do it. That’s crazy… And anyway you’re always watching these anal sex videos, you know girls don’t really do that in real life…

Anal Therapy XXX - Willow Ryder

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Willow Ryder - Learning Curve
Released: November 22, 2023

I’m not talking with my little sister about this stuff. Are you crazy? I’m your big step brother, ask one of your friends or something.. Wait he did what? Really?.. Well yeah I know some stuff about it.. I guess I can give you some advice as long as you promise not to tell anybody…

Anal Therapy XXX - Kitana Montana

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Kitana Montana - The Assistant
Released: November 11, 2023

I don’t mind helping you. As long as you’re sure we won’t get in trouble.. You’re my big step sister, I trust you. It’s just your job. I’m just filming you put stuff in your butt. I just hope the you like the video…

Anal Therapy XXX - Miss Brat

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Miss Brat - Nympho
Released: November 2, 2023

Your thick latina step sister needs to be satisfied constantly. She needs more and more but thankfully you’re a good brother who’s up for the job…

Anal Therapy - Arabella Rose

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Arabella Rose - Natural Desires
Released: October 11, 2023

Dad, can I ask you something? It’s about my boyfriend… Well, actually about some things… That I want to try. I just wonder if I’m weird for wanting to try it.. I know I’m your step daughter, but I know you always tell me exactly what you think…

Anal Therapy XXX - Crystal Rush

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Crystal Rush - How To Have Fun
Released: September 20, 2023

A free spirited step mom has been having a lot of fun while her husband is out of town. She explains to her concerned son that he doesn’t need to worry about her, and only needs to worry about having more fun…

Anal Therapy XXX - Athena Anderson

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Athena Anderson - Mom’s Best Friend Likes to Party
Released: September 7, 2023

Your mom asked me to check up on you while she’s away.. I’m surprised it’s so clean in here. You didn’t have any parties yet? Have any girls over? Really? You’re a good looking young guy, you should be having fun.. Maybe you just need someone more experienced to show you how…

Anal Therapy XXX - Isabel Moon

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Isabel Moon - Girlfriend Playtime
Released: August 30, 2023

A sweet goth teen girlfriend wants to take a nap with her boyfriend, but first needs to have all her holes played with...

Anal Therapy XXX - Allie Adams

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Allie Adams - Works Every Time
Released: August 22, 2023

That’s definitely not a question you should ask your step sister.. But most of the guys I’ve been with cum pretty fast… It’s weird that it takes you that long to finish with your girlfriend. I bet I know a way that would make you cum a lot faster….

Anal Therapy XXX - Santana Ayo

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Santana Ayo - Simple Solution
Released: August 15, 2023

I love playing with you. But you have to stop cumming inside me. I’m your big step sister. It’s just too risky.. What do you mean there’s a another way to do it?…

Anal Therapy - Crystal Rush

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Crystal Rush - Going Pro
Released: August 10, 2023

Relax, I’m not here to get you in more trouble for watching porn. Your mom told me all about your anal porn addiction. But I don’t think it’s bad, I think it’s a good thing. And I think you’re just the guy I need to help me out…

Anal Therapy - Jane Wilde

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Jane Wilde - Family Gooning
Released: August 1, 2023

Daddy, you know I’m your jerk off assistant. You’re not allowed to goon without your step daughter.. I just wish I could help you more… Why can’t you use one of my other holes?

Anal Therapy XXX - Stella Barey

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Stella Barey - Deep Stretch
Released: July 25, 2023

Just come to the gym with me. You can work out with my personal trainer Brad. He’s the best.. You’re just going to stay in your room all day watching anal porn? You know it’s fake right? Normal girls can’t actually do that stuff…

Anal Therapy - Stella Barey

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Stella Barey - Deep Stretch
Released: July 25, 2023

Just come to the gym with me. You can work out with my personal trainer Brad. He’s the best.. You’re just going to stay in your room all day watching anal porn? You know it’s fake right? Normal girls can’t actually do that stuff…

Anal Therapy XXX - Renee Rose & Stella Barey

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Renee Rose & Stella Barey - The Teacher
Released: July 20, 2023

Okay I lied, she’s my little step sister. It’s not weird. We already share everything else. And she wants to learn. You already said you’d help. She wants to try anal and be like her big sister...

Anal Therapy XXX - Kendra Heart

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Kendra Heart - Plan A
Released: July 13, 2023

I’ve had enough of this. This is what? The fourth, fifth time? You have to stop cumming inside all these girls. I’m your step mom, it is my responsibility. We’re going to figure something out. You’re going to start using condoms, or… Actually.. I might know something that might actually work for you…

Anal Therapy XXX - Cc Doll & Lolly Dames

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Cc Doll & Lolly Dames - Opportunity
Released: July 5, 2023

Why should I help you? You guys are mean to me all the time. I’m not just a human dildo, I’m your step brother… Okay well, alright I’ll help you practice. But I’m not sure how long I can last…

Anal Therapy - Khloe Kapri

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Khloe Kapri - Trust Me
Released: June 20, 2023

You don’t have to worry babe.. I can teach you. I’m your girlfriend, I love you.. It’s okay you’re not as experienced as me.. Is it okay if we try a few new things that I like?…

Anal Therapy - Stella Barey

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Stella Barey - Ready
Released: June 15, 2023

I’m sorry I totally forgot.. I can get ready fast. Sorry, it’s messy, and I left my toys out… Yeah I’ve just been practicing. Of coarse doing anal is my job but I’m trying to get ready for this shoot with a guy who’s really big. My toys aren’t helping much, I need something a little bigger…

Anal Therapy - Cc Doll & Lolly Dames

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Cc Doll & Lolly Dames - Relationship Advice
Released: June 8, 2023

We need to talk. Why are you not willing to experiment with your girlfriend? You know she’s going to break up with you. As your step mom I can’t allow you to ruin this relationship. She wants to try anal. There’s nothing to be scared of.. Don’t worry, I’ll stay here and help both of you…

Anal Therapy XXX - Aubrey Babcock

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Aubrey Babcock - Weekend Alone
Released: May 31, 2023

What are we doing this weekend? I’m excited to just be able to hang out with my step dad without mom around… Why? I don’t know I just think it would be fun to get to know each other better.. You know, now that you’re my new dad…

Anal Therapy XXX - Stella Barey

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Stella Barey - Private Pictures
Released: May 19, 2023

You should go for a walk on the beach.. No, I want to stay here. I’m just saying it might be fun for you, maybe you could hit on some girls or something… Like without your step sister being there… Can you just leave the room please? Because, I need to take some pictures.. That’s none of your business…

Anal Therapy XXX - Harper Madison

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Harper Madison - A Girlfriends Touch
Released: May 12, 2023

I’m sorry you had a bad day at work, let me make it better.. I can give you a massage… I’m your girlfriend, it’s my job to make you feel good. We can even use your favorite hole, I think it might be my favorite now too…

Anal Therapy XXX - Aubrey Babcock

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Aubrey Babcock - How To Stay A Virgin
Released: April 28, 2023

I love jerking off with my big step brother. I don’t want to do it alone anymore. I just wish we could try more… But I have to stay a virgin.. I think there’s something my friend told me about that we could try…

Anal Therapy - Cc Doll

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Cc Doll - Goth Girl Anal Practice
Released: April 19, 2023

Daddy can you please help me?.. Sorry this is embarrassing, but I got my plug stuck in my butt… I’m trying to stretch my butt for a video I’m supposed to make next week.. Thanks step dad, I know this is probably really weird for you… I probably need a lot more practice…

Anal Therapy XXX - Serena Santos

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Serena Santos - Free Sample
Released: April 7, 2023

Just go on a date with her. She’s really pretty and very nice… Oh this again. You’re not gay.. It’s just a phase. Or maybe it’s not… But how do you know for sure if you don’t try out girls? I’m your step mom, I just want to help you try something new. Maybe you’ll like it…

Anal Therapy XXX - Harper Madison

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Harper Madison - Guidance
Released: March 30, 2023

I’m sure you’re fine. I would just tell Alex to try it… Well, I’m his dad. I really shouldn’t look at my son’s girlfriend’s butthole… Okay, look, I can check it out but I’m sure it’s probably normal. Assholes are usually pretty tight. They just need a little training…

Anal Therapy XXX - Allie Adams

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Allie Adams - Let Me Try
Released: March 17, 2023

You can keep watching it. I’m not mad.. I’m curious, can I watch it with you? I’ve never really watched anal porn before…

Anal Therapy XXX - Stella Barey

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Stella Barey - Curiosity
Released: March 7, 2023

I don’t know anyone else who has as much experience as you.. I really want to try butt stuff and my boyfriend is to scared to try anything with me.. And you’re my boyfriend’s dad, so technically it’s not really cheating if you teach me…

Anal Therapy XXX - Serena Santos

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Serena Santos - The Right Way
Released: March 2, 2023

Girls don’t like anal. At least I didn’t like it.. I tried it once… I shouldn’t even be telling you this stuff, I’m your step sister.. But there’s no way. You’re too thick, that wouldn’t fit in my butt…

Anal Therapy XXX - Kendra Heart

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Kendra Heart - Anal Edging
Released: February 20, 2023

Honey, you’re doing so good. You’ve been lasting longer and longer.. But today I have a surprise for you. We’re going to try something new. Yes, it’s going to be harder to last, but you’ll love it. Just remember what step mom has taught you…

Anal Therapy XXX - Cc Doll

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Cc Doll - Goth Girl Priorities
Released: February 11, 2023

I know it’s a first date but I need to find out if you’d even make a good boyfriend… Yeah of course I’m putting it in my butt first. Anal is my favorite… You’ve never put it in a girl’s butt before?.. Don’t worry I’ll tell you exactly what to do…

Anal Therapy XXX - Stella Barey

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Stella Barey - Vacation Essentials
Released: February 4, 2023

That’s just how I like to have sex. Is that weird? It just feels really good in my butt… You’re my big step brother, don’t make fun of me… Anal is fun. Haven’t you tried it before?.. We’re on vacation, you’re supposed to be having fun…

Anal Therapy XXX - Tiffany Fox

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Tiffany Fox - Anal Training Mom
Released: January 19, 2023

You’re sure you don’t mind? You’re my step son, I know I should ask someone else.. Okay, I’m just afraid of making things weird. But I also want to make your father happy and let him use my ass. He’s just so big… You’re the perfect size to practice on…

Anal Therapy XXX - Demi Diveena

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Demi Diveena - A Successful Experiment
Released: January 11, 2023

I don’t like you watching these videos.. I’m your step mom it is my business… They give you an unrealistic idea about what women like.. Anal sex? Really? You actually think there’s women who like having sex in their butt? Wait, you have? You’re telling me you’ve actually had anal sex with a girl in real life, and she liked it?…

Anal Therapy XXX - Stella

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Stella - Barey Safe Sex
Released: January 5, 2023

I know you cheated… Doesn’t matter, I’ll beat you tomorrow… Yeah there was definitely a lot of hot girls at the beach today… Don’t say that, you’re my step sister… Yeah of course, I’m horny too. That’s why I’m just going to jerk off. But we shouldn’t talk about that stuff… Why do you want to see it? That’s really weird… Okay fine, but only if you show me yours too...

Anal Therapy XXX - Vivianne Desilva

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Vivianne Desilva - Practice At Home
Released: December 23, 2022

Honey, we’ve already talked about this. Step mommy is allowed to help you with her hands and her mouth, but that’s it. Mommy can’t use her pussy. I know you want more practice, but your father just won’t allow it…

Anal Therapy XXX - Willow Ryder

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Willow Ryder - Practice Makes Perfect
Released: December 13, 2022

How can you think porn is bad? You’re literally watching it right now. Well it’s my job and I pay all the bills around here, and I have my first anal shoot tomorrow. I have to practice. Be a good step brother for once and help me out…

Anal Therapy XXX - Crystal Rush

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Crystal Rush - How To Stay Happily Married
Released: December 6, 2022

I heard you with your girlfriend last night. Sweetie you need to be more careful. If your father was home and heard you having sex he would have been very upset.. Oh, you know I don’t mind. She was very loud though… By the sound of it she loves anal sex a lot.. Just as much as I used too…

Anal Therapy XXX - Josie Tucker & Lolly Dames

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Josie Tucker & Lolly Dames - Little Helper
Released: November 28, 2022

You were watching us again, don’t lie. You don’t get a free show just because you’re our little step brother. Subscribe to our profiles just like everyone else if you want to see us play with each other.. Actually hold on a second. I’ve got an idea. You probably won’t be able to last but… Maybe we can actually put you to work and make you useful for once…

Anal Therapy XXX - Misty Klitz

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Misty Klitz - Just Pretend
Released: November 23, 2022

It’s not cheating. I love my boyfriend. And I also love anal. What am I supposed to do? He’s afraid to do anal again. He had a bad experience with his ex girlfriend. That’s where you come in. Be a good little step brother and do this for me. Just think of it as jerking off with my butthole…

Anal Therapy XXX - Hazel Heart & Jade Jones

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Hazel Heart &Jade Jones - Vacation Anal Training
Released: November 15, 2022

Family vacation with your step daughter and her girlfriend get’s very interesting when you accidently discover they want to experiment with anal sex but they need to find a guy...

Anal Therapy XXX - Isabel Moon

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Isabel Moon - Training Day
Released: September 9, 2022

Can I get some privacy?! What does it look like I’m doing? I’m trying to train my ass. For anal sex with my boyfriend.. Well, I didn’t expect for my step dad to be watching me while I do it… Wait a second, there might be an easier way to do this…

Anal Therapy XXX - Mackenzie Mace

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Mackenzie Mace - The Right Size
Released: November 7, 2022

Listen, I need help… I need you to help me with something secret. Your big brother has a massive cock. And he wants to try anal with me. I need someone to practice on first… And I know your cock is just the right size for me…

Anal Therapy XXX - New 2022 Updates # 2

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Stella Barey - Intro To Anal
Kate Dee - Getting Ready
Stella Barey - Anal Required
Crystal Rush - Just Practice
Lolly Dames - Essential Needs
Crystal Rush - Family Tradition
Stella Barey - Similar Interests
Isabel Moon - Open Minded

Anal Therapy - Josie Tucker & Lolly Dames

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Josie Tucker & Lolly Dames - Family Planning
Released: October 16, 2022

No, I’m not mad. I’m just concerned. What if you get your step sister pregnant? What then? Exactly. We can’t have that happen. But don’t worry, step mom has a solution. I can show you how to have sex and be completely safe…

Anal Therapy XXX - New 2022 Updates

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Chanel Brooks - New Management
Hazel Heart - New Things
Jennifer White - As Good As It Looks
Mackenzie Mace - Step Dad Required
Willow Ryder - The Good Girl

I just need some more pointers. I know you don’t like talking about this stuff because I’m your step sister, but who else am I supposed to ask. Managing spicy accounts for girls is your job. And I know you’re really good at it. Please, if you want to be a really good step brother you would help me grow my account. You’d just be helping me make more money, what’s weird about that?...

Anal Therapy XXX - Khloe Kapri

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Khloe Kapri - World’s Best Step Dad
Released: October 3, 2022

Step dad, relax. It’s not even that big. It’s just a butt plug. I don’t get it. When I put things in my pussy, that’s fine with you. But when I do butt stuff you get embarrassed. Just film it. Guy’s love buying anal videos. It’s not like you have to help me put it in or something…