Anal Jesse

Anal Jesse – Step-Daddy Roleplay – Just the Tip Please – Anal Only HD 1080p

Step-Mom said it’s not allowed for me to have sex. But Step-Daddy was so horny and he explained that if it is just the tip AND in my ass then it doesn’t count as real sex. I don’t know, I just want to be a good girl. I like to let him play because I love my Step-Daddy and I want him happy.

00:00 – 01:15 Short conversation to set up the scene. I agree to just the tip because Step-Daddy says it doesn’t count as real sex.

01:15 – 08:00 Anal in missionary position on the arm of the sofa. It’s a really good camera angle and you can see everything. I just don’t believe it is only the tip so I check many times and we discuss exactly how far the tip is and how much of the cock is allowed into my ass without being sex.

08:00 – 12:15 Change to doggy positon and I feel like he is fucking me deeply, but he promises it is just my imagination. Step-Daddy seems to really like it and I love him so much. I just want to be a good girl every day. I don’t want him to be sad.

12:15 – 19:00 Doggy anal but now with the camera down below looking up so you can see the action really clearly. He is pounding my asshole balls deep, but every time I ask he tells me not to worry, it is only just the tip. Step-Daddy would never lie to me.

19:00 – 19:58 Step-Daddy cums SO MUCH deep in my ass. That was not part of the deal! He pulls out leaving me dripping cum everywhere. Well, he was right, I do feel happier now!

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Anal Jesse – Step-Daddy Roleplay – Anal for Pocket Money HD 1080p

I really want to go out with my friends, but I don’t have any money! I thought maybe Step-Daddy would help me but he is being stubborn. So I had an idea and proposed a deal to him. I had to trick him, but once I started he agreed!

00:00 – 00:40 Some small dialogue to set the scene up.

00:40 – 03:40 BJ on the sofa showing off my sexy tight pants.

03:40 – 08:00 I tell Step-Daddy that if he gives me $50 he can fuck my ass and cum on me. He agrees and fucks me missionary position with me on the arm of the sofa.

08:00 – 08:40 He cums all over my tight pants and stomach. I know $50 won’t be enough and I ask him for another $50 if I can make him cum a second time. He agrees and I quickly drop to my knees and take his still hard cock into my mouth.

08:40 – 11:00 I know just how to suck it to make Step-Daddy cum and it doesn’t take me long.

11:00 – 11:34 He cums all over my tits and chest. WOW! It is so much. I think I need to change before I go outside. But at least I have plenty of spending money for the weekend.

Thank you!

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Anal Jesse – Late for School – Anal Schoolgirl and Step-Daddy Roleplay HD 1080p

I really enjoy making the movies with some creativity! I hope you guys enjoy them too. Schoolgirl and Step-Daddy Roleplay, Anal only!

00:00 – 01:30 The intro. Jesse wakes up and does her morning routine, shower, makeup, and getting dressed for school. She gives Step-Daddy a kiss goodbye and tries to walk past him.

01:30 – 05:00 Step-Daddy grabs Jesse and explains he is horny and needs relief. Jesse, already late for school, begs for him to stop and let her go but he isn’t listening. The first position is standing anal with leg up filmed from below in the kitchen with Jesse complaining loudly that she is late. Step-Daddy isn’t finished yet and ignoring her protests drags Jesse into the bedroom.

05:00 – 10:15 Missionary anal at the edge of the bed filmed from the side offering a very clear view and good lighting. Jesse’s face is visible the whole time and she continues complaining her teacher will be angry and punish her if she is late again. Her tight asshole grips Step-Daddy’s cock as he deeply fucks her.

10:15 – 14:30 Sideways(?) anal, with her face visible Jesse twists her body and pulls her knees up to present her asshole for Step-Daddy’s use. As her asshole relaxs and starts to gape there are a few shots from the camera below showing inside.

14:30 – 20:00 Doggy anal building in intensity to a deep anal creampie. Step-Daddy quickly inserts a large butt plug before any cum can drip out. Jesse will go through her school day with her ass filled with cum. She is sent away and walks slowly to the door rubbing her sore butthole (camera low looking up).

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Anal Jesse – Step-Daddy help I’m stuck Anal Only DDLG HD 1080p

I think the “Help stepbro, I’m stuck!” videos are hilarious! This is my take on the concept. I was doing laundry and became stuck in the machine! I call out for Step-Daddy to help me, and he knows just what to do. He had the lube ready but he went straight for my ass! I don’t understand how this can help! Lots of deep hard anal until he cums all over my back and walks away leaving me still stuck!

00:00 – 01:30 I get stuck and call for help. Lots of short, cute dialog. Step-Daddy is annoyed that I’m stuck AGAIN, but he comes to help with the lube.
01:30 – 04:20 Anal while I am helplessly stuck inside the washing machine. Step-Daddy must have gotten distracted by my little butt hole because he didn’t help me at all! Doggy style with the camera behind and low showing a good view of the action.
04:20 – 12:00 The camera angle is changed to above and looking down. Step-Daddy gets rougher and rougher with me. He pounds my little butt mercilessly.
12:00 – 12:50 Step-Daddy cums on my back and walks away leaving me stuck.

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Anal Jesse – Step-Daddy, I Feel Sick, 4x Cumshots Swallowed, ATM, Anal Only HD 1080p

This is my biggest project yet! 46 minutes, 12 positions, Four cumshots, all ass to mouth, and all swallowed. It’s my first time swallowing cum ever! Over 5 hours of raw footage, it took a week to complete. I really hope you guys enjoy!

00:00 – 03:00 I’m playing on my phone on the sofa and Step-Daddy says I look sick. He orders me onto his lap for a temperature check. I’m really reluctant and unsure about this but I trust Step-Daddy. Using his finger to lube my ass, then the thermometer, he decides we must use the ‘bigger thermometer’. He orders me on to the stool.
03:00 – 07:00 His ‘bigger thermometer’ is actually his cock and he inserts it while I sit present myself on the stool.
07:00 – 11:00 Step-Daddy said that to get a good temperature it’s important to get deeper and tells me to lay down on the floor. More anal in prone position.
11:00 – 13:00 Step-Daddy says I need my medicine and straight from my ass to my mouth. It’s so yucky!! I don’t like this medicine at all. But Step-Daddy says I need it so I eat everything. (first cumshot)
13:00 – 17:00 Step-Daddy thinks I need more medicine and I am a good submissive step-daughter, so I need to lay down on the sofa. He lays down with me and fucks my ass while spooning.
17:00 – 21:30 Ass to mouth AGAIN, Step-Daddy keeps saying I need more medicine. Deep throat with me lying on my belly and head lifted up, him standing. Cum in mouth and swallow. (second cumshot)
21:30 – 27:30 Step-Daddy says after the medicine we need to check the temperature again. Switch so he is sitting on the sofa and I climb on top for cowgirl anal. I’m starting to think that Step-Daddy is a little crazy. My doctor never did anything like this before! But he says it is a special medicine and it’s best to take it regularly.
27:30 – 29:00 I turn to sideways cowgirl position. It really hurts my legs, but Step-Daddy says we need to go check deeper.
29:00 – 32:00 Now I turn again for reverse cowgirl with legs together and to the side.
32:00 – 35:00 Ass to mouth again! I think Step-Daddy really likes this. He pushes hard on the back of my head to make sure it goes all the way down my throat. He gives me another dose of medicine to swallow. Cum in mouth and swallow. (third cumshot)
35:00 – 40:00 Step-Daddy is relentless. My butt is really hurting now, but he says that is good for me. When I tell him it hurts he just fucks me harder! Standing anal position.
40:00 – 45:00 He pushes me to the floor kneeling against the sofa. I’m begging for him to stop, I don’t want any more medicine!
45:00 – 46:00 My final dose of medicine for today, but Step-Daddy says I will need to keep taking the medicine every day or I could get sick again. At first I thought it was really yucky, but now I’m starting to enjoy it and I love how happy it makes Step-Daddy to take care of me. Thank you Step-Daddy! Cum in mouth and swallow. (fourth cumshot)

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Anal Jesse – Daddy, I’m scared DDLG Anal Only HD 1080p

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There was a big thunderstorm and I was SO scared! I asked Daddy to hold through the night. Daddy was really annoyed that I woke him up, but eventually he helped me. Sometimes the only thing that helps me relax is lots of anal. Two cumshots!

00:00 – 02:00 Lots of cute dialogue. Terrified of the thunderstorm I asked Daddy if I can stay in his bed and he reluctantly agreed. I brought my favorite pink teddy bear.
02:00 – 05:00 BJ. I don’t know why Daddy’s cock is so hard, I thought he was tired. I know the only way I can calm down when I’m scared is with anal.
05:00 – 12:00 Doggystyle anal on the edge of the bed. Lots of Daddy talk as I beg him to fuck me harder so I forget about the scary storm. He cums on my back, but it isn’t enough. I tell that I will only calm down if he fucks me again and harder.
12:00 – 18:00 Missionary anal on the edge of the bed. I hold my teddy bear tightly. Daddy has been so stressed lately, I want to help him relax so we can both have a good night. I beg him to fuck me as hard as he can.

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Anal Jesse – Daddy, I Want To Go Shopping Anal Only HD 1080p

I want to go shopping, but don’t have any pocket money. I cuddle up to Daddy, trying to be cute, and beg him to help me. He said I have to help him first! DDLG, sloppy BJ, lots of anal.

00:00 – 01:00 Dialogue and setting the scene
01:00 – 04:00 BJ, with Daddy sitting on the sofa
04:00 – 07:30 Sloppy BJ, Daddy standing and me on my knees, ending with pushing him back to sitting on the sofa again and me taking off my panties
07:30 – 10:00 Cowgirl anal on the sofa with me facing the camera. (Unfortunately my face was not in the frame)
10:00 – 10:30 I spin around for some cowgirl anal facing away from the camera and then hop off
10:30 – 11:30 “Daddy, I want more” Another short BJ seated on the sofa again.
11:30 – 15:00 Cowgirl anal on the sofa facing away from the camera, my feet on the sofa for long deep strokes.
15:00 – 21:00 Doggy anal on the sofa, I’m so relaxed I can gape for you!
21:00 – 26:00 Missionary anal on the sofa ending with huge cumshot all over my stomach and legs. I lick my finger and play a little before blowing kisses and saying goodbye.

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Anal Jesse – Step-Daddy Roleplay – Caught Being Naughty HD 1080p

Step-Daddy came home from work early and caught taking naughty selfies! First he spanked me, but then he still said he was going to throw away my phone! I begged him to try another way. There must be something else we can do.

00:00 – 04:00 The buildup, including the spanking.

04:00 – 06:30 BJ with some deepthroat. I can tell the spanking excited Step-Daddy because he is rock hard!

06:30 – 16:00 Missionary anal on the sofa with my legs pulled back and a great camera angle. I was crying too loudly so Step-Daddy took off my sock and stuffed it in my mouth.

16:00 – 24:00 Doggy anal on the sofa, you can see my face the whole time. Great camera angle again and gaping.

24:00 – 27:00 Doggy anal, but with a top down camera angle from high up.

27:00 – 31:17 Doggy anal from underneath looking up. Sometimes anal makes me feel so good I get overwhelmed. Step-Daddy fucks me super hard and leaves me a gaping mess. He walks away leaving me panting and trying to catch my breath.

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