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Big Ass (247)

I wish this guy wasn’t so annoying, he’s so hot.. This vacation is fun but if I don’t find a guy to fuck soon I might go crazy… Why do you have to be gay? Lol, I’m just saying, it would be so much easier if we could just have sex.. Have you ever tried it? You know, having sex with a girl… 32:37
Similar Interests
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… 33:58
Family Planning
I talked to your girlfriend.. Honey, I’m fine with you having sex… But you shouldn’t pressure her to do anal. She’s not ready yet. I know you really want to try it. But your girlfriend needs to want to try it too.. I don’t know why you’re so obsessed with anal. Have you even done it before?.. 27:52
As Good As It Looks
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… 22:16
Practice at Home
Daddy, don’t worry. I’m going to take care of you. Well, of course this is a dream. The medication has made your subconscious show you your deepest desires. You can now enjoy your step daughter however you would like…. ***Starring Naomi Hughes*** 22:09
The Fever Dream
You’re a nerd. That’s why I’m trying to help you. Come to this party tonight. Let me help you get laid, I can’t let my step sister be a virgin forever.. Oh really? You’ve had sex? There’s no way…. 30:22
Hyperfixation
There has to be a reason she didn’t text you back. You said she really liked you? And you hooked up? How did it go? I’m your big step sister, you can be honest with me. I promise I won’t make fun of you…. ***Starring Cubbi Thompson*** 29:43
How To Get A Text Back
It's called free love. It's not weird. It's just how we do things in our family. We can teach you if you promise to listen and behave yourself.... 26:35
Free Love Family
A step sister tells her big brother a secret about their father and needs his advice.... 27:09
Confessions
Don’t be a little weirdo, I get the bed. You can stay on the couch. Because I’m your big step sister and I paid for this trip. You’re lucky I even let you come. Please don’t be a pain in the ass and ruin my vacation…. ***Starring Kali Roses*** 28:45
Best Vacation Ever
Dad, I told you I didn't even want to come on this trip. Goth girls don't want to go to the beach. The sun is my enemy. It's nice you want to hang out with your step daughter, but we really don't have anything in common. And I'm really busy. I have to make some videos today.... 35:12
Goth Girl Experiments With Step Dad
A little step sister doesn't want to stop sneaking into her big brother's bed to cuddle. What's the harm in that?... 16:47
Secret Good Morning
You'll do fine, I promise.. But if you don't want to do it - you don't have to. Just relax. I'm going to do everything. I'm your big step sister, just trust me. Your dick is already hard. You just hold the camera, and I'll pull it out.. Is that okay?... 24:59
Home Video
Take some pictures of me. Don't think about it too much.. Please, I can't take them myself. No, it's nothing bad.. It's like a modeling thing. Just try it... See, these are perfect. I just need a few more. Doesn't it feel good to help your beg step sister? Lets just keep this between us for now.... 34:56
Photography Lessons
A teen daughter tells her step dad the truth about what mom is doing on family vacation…. 26:31
Truth Telling
Don't tell me what to do, actually don't even talk to me. I'm on vacation. And I'm allowed to talk to my friends.. You're just jealous that I'm going to an awesome party with my cool friends and I'm gonna have sex. It's not my fault my step brother is a big fat loser.. And don't wait up for me, I'll be out all night.... 22:16
The Beach Incident
A thick goth mom has a special request for her step son. The only condition is he has to promise to keep it a secret.... 22:19
Goth Impregnation
You're my step brother, just be honest with me. Why do you think he's not texting me back? Is it because I'm not hot? Then why can't I get a boyfriend? No, I'm being serious. Am I hot? Well, what would you rate me? C'mon, just tell me. I promise I won't tell anyone.... 29:39
Girlfriend Training
I'm moving back in. You should be excited that your big step sister is back.. Well that doesn't matter, mom already said you have to let me stay in your room. I don't know, maybe a month, maybe a few months... You better be nice to me, don't make me have to beat you up.... 34:16
The Roommate
A mother and step son spend the weekend at the beach. Without dad around, they share a few secrets with each other.... 30:15
Beach Getaway
I hate it here. America sucks. I want to go back to the U.K. I don’t know why my dad even married your mom… Give it a chance? Why? I can’t even find a decent guy to go on a date with here. My life is over…. 28:42
Foreign Relations
It's just a few days. You can live without your phone for a little while... It'll be good for us. Just think of this as a little reset. And mom was so happy you decide to come with us. Trust your step sister.. We'll have fun and we might even learn a few new things about ourselves.... 27:27
The Retreat
You just read and study all the time.. Let’s do something fun. It’s the weekend and our parents aren’t home… You need to let me teach you how to loosen up and stop being such a nerd. I’m your big step brother, trust me you’ll like it…. 31:33
Extra Credit
I’m just glad you’re back home. College is dumb anyway, I know you’ll figure things out.. I missed my big step brother. Maybe we can pick up where we left things off.. You know… When we used to watch each other. I think about that a lot. Don’t you miss it?… 29:07
Home Again
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