There was a big thunderstorm, and I was terrified! I could not stay alone in my bed. I brought my teddy bear and went to Step-Daddy’s room for a hug. I asked Step-Daddy to hold me through the night. Step-Daddy was a little annoyed that I woke him up, but eventually, he helped me. A fun and cute roleplay intro. 
 
Sometimes the only thing that helps me relax is lots of anal. Two cumshots! I felt that his cock was really big and hard, so I wanted to taste it. Wow! It’s delicious. I sucked his cock until he finally agreed to fuck my ass. I had to beg, but I finally got what I wanted. Doggy-style anal helps me forget about the scary storm. He pulls out and cums all over my ass and back. I roll over to missionary and insist he fucks me again right away. This time please fuck my ass harder. Tightly holding my teddy bear and wearing my cute nightie, he fucks my ass with deep strokes. 
 
This time he cums all over my stomach, and I’m finally satisfied. I know he loves me deeply, and I can relax. The rainy season is my favorite because the more often it rains, the more I can run scared to see him at night for a special treat!

Anal Jesse

Step-Daddy roleplay scenario about a scary storm resulting in a blowjob and lots of anal with two cumshots.

Step-Daddy I'm Scared Of The Storm

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 sometimes he is so stubborn! I had an idea and proposed a deal to him. I had to trick him, but once I started, he agreed! I’m too clever and always have fun ideas.
 
I’m wearing shiny tight pants, and I suck his cock on the sofa showing off my sexy tights. I tell Step-Daddy that if he gives me $50 he can fuck my ass and cum on me. Then I can go shopping with my friends. I think it is a fair deal. He agrees and fucks me in the missionary position with me on the arm of the sofa. 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. I know just how to suck it to make Step-Daddy cum, and it doesn't take me long. He cums all over my tits and chest. WOW! It is so much. I think I need to change before I go outside. Now I have plenty of money for the weekend. I love my Step-Daddy.

Making a deal with Step-Daddy to exchange a blowjob and anal sex for some pocket money

Step-Daddy Roleplay - Anal for Pocket Money

Being an air hostess keeps me busy. I’m always traveling, but I love coming home to see my husband! I was so horny and excited to tell him about my adventures with a handsome customer in first class. I want to show him what I did at work today! Kneeling near the sofa, I talk dirty while massaging his growing cock.
 
A very sloppy and enthusiastic blowjob! In between slurps with lots of spit and drool, I tell him about how I sucked a passenger's cock in the airplane bathroom and swallowed his cum. But it's not enough for me, I need MORE! Climbing onto his lap I reveal that I have had my large and heavy steel butt plug in this whole time! Security always just waves us through and I love the risk of being caught. Pulling out the toy I quickly get his cock into my ass where it belongs. 
 
Riding him with long and deep strokes I have a huge orgasm. Flipping my over into the doggy position with him standing behind me he gives me what I need. Deep, hard anal from a big cock, opening my asshole and appreciating the beautiful gape. A few minutes of missionary anal with me balanced on the arm of the sofa before he can't take anymore. Pulling out he blasts cum all over my stomach and walks away leaving me panting. I love my job!

An air hostess returns from her travels and quickly fills her ass with cock

Air Hostess Roleplay - Slutty Asian Anal Reunion

I love being a cheerleader! It is my favorite school activity. But today my coach called me to his office. He was upset about some rumors that I had sex with all the boys on the football team. I beg him not to call my Mom and promise I will make him very happy if he doesn’t get me in trouble.
 
Dropping to my knees to continue begging, his cock accidentally touches my lips. I didn’t mean to do it, but my natural reaction was to put it in my mouth! I never saw a cock so big before. It is much bigger than any of the boys on the football team. I try to put it down my throat, but it is very long. Maybe it will fit inside my ass instead? I kneel on the chair exposing my cute little asshole, and he can’t resist shoving his cock inside. 
 
He fucks me so deeply, I can’t believe it. I stopped to taste his cock because I already learned about ass-to-mouth and it’s my favorite way to make boys cum. Finally, after fucking my little asshole until it is gaped open and relaxed he pulled me down and came in my mouth. I’m a good girl and swallowed every last drop. I don’t want to waste any of it!

Coach has some questions for the new cheerleader that are quickly answered with ass to mouth and cum swallowing

Cheerleader Roleplay - Ass to Mouth and Cum Swallowing

For me, it’s not allowed to have sex before marriage. My family is very strict about that. My boyfriend is frequently horny and loves to suggest different solutions to his problem. During his research, he discovered a way that we can love each other without having “real” sex. I don’t understand, but I know it is something about my butt. He said he will teach me.
 
He begins the lesson by pushing my face down on the bed and playing with my asshole, inserting several fingers. This is allowed, but I remind him to be careful not to touch my pussy. I'm not sure what he is doing, but I want to be a good girl and I trust him. Laying down next to me he raises my leg and slides his big cock into my asshole. It feels amazing!
 
 I've never done anything like this before and I'm a little worried, but I am a submissive girl and will allow anything that isn't "real" sex. Rolling on top of him for reverse cowgirl, I bounce up and down on his long dick. Wow! It feels good for me too! I really love this style and I want to do it every day. He flips me onto my stomach and starts fucking harder and faster until delivering a big creampie. The cum drips out of my asshole and now I am happy knowing I can make him cum.

Religious teen finds a loophole to pleasure through anal sex and vows to remain a vaginal virgin forever

Anal is the only way for Muslim Teen

I really love to be a submissive anal girl! Today I found a really cute submissive outfit. It even has a collar. Today I want to push my limits. I want to see how much I can take. It’s very exciting and the feeling stays long after the sex is finished. My ass will be sore for days after this!
 
I start off giving him a deep blowjob. I want to make him very horny and I try to get the entire cock down my throat. I can almost touch my nose to his stomach. First, he removes the large steel butt plug I have in my ass already. Next, he uses the inflatable butt plug and pumps it up until I can’t take it anymore. Then, he fucks my stretched asshole with his cock and then together with both his cock and the inflatable plug. 
 
After that he uses my long, clear silicone cock to fuck my ass deeply. Then, the toy and his cock together stretch me to the maximum. I flip over to the doggy position and he continues to do whatever he wants with my ass. Using both his cock and the silicone cock together putting them in deeper and fucking me harder and harder until he pulls out to cum all over my asscheeks before walking away leaving me panting. The silicone cock slowly slides out of my stretched asshole with a plop before falling to the floor.

Lots of double anal stretching using both a real cock and different toys before a big cumshot finish

Double Anal for Submissive Asian Fuck Toy

Lately, I have been doing ass-to-mouth every time we have sex. I think I’m getting addicted to it. It is really fun and exciting. I wanted to show off my skills to you and use some coconut oil to make it even more delicious. I think he was really excited too because his cock was super hard the whole time.
 
I was too horny and needed to cum first before we could start LOL! So I rode him in cowgirl anal position until I came several times. That helped me to calm down so we could start. In the doggy position, he oils up my asshole and starts to play. He teases me with just the tip. Putting it in my ass, and then my mouth. Today my ass is so tight and grips his cock very tightly. He starts to go deeper in both my ass and throat and I make sure to clean his cock 100% every time. 
 
Changing to missionary anal I remind him to never touch my pussy and not play with it. It’s a better orgasm from anal only. Finally, the sideways anal position really shows off my sexy butt and he fucks hard and fast before pulling out to cum all over my ass and back.

Tight gripping anal with lots of ass to mouth. This is one of my favorite videos