Category: anal

Nikki was surprised by how much she liked earn…

Nikki was surprised by how much she liked earning her “A” from Mr. Crude.

Rachel spread her ass cheeks wide as Mr. Crude…

Rachel spread her ass cheeks wide as Mr. Crude tried to get his cock inside her ass hole.

“Sorry, Rachel, but it doesn’t look like you’re going to earn your ‘A’ today!”

Giving him a stern look, Rachel said, “Just shove it in! I can take a little pain in exchange for an ‘A.’ Don’t worry about it. I’ll be okay.”

He let some saliva drip down over his cock where it came into contact with her ass hole, then started leaning into her. Rachel flinched and uttered a few curse words.

“You okay, Rachel?”

“Yeah. This is actually going pretty much the way I expected, except that you’re being nicer than I thought you’d be. I guess I should be thanking you for not ripping me a new one.”

“So, you were expecting me to be rougher?”

“Yeah, I thought you’d take the attitude of you doing me a huge favor and treating me like a cheap whore. That would’ve been okay, but since you’re being so considerate, well, I have to admit that I like it. You’re really okay, Mr. Crude. I mean, you are doing me a huge favor, but you’re concerned about not splitting me open. I’d give you a big kiss if you’d let me.”

“If I’m able to get my cock all the way into your ass, I’ll pull you up and you can lean back and kiss me. How’s that?”

Rachel immediately pushed back and in went his cock. She gasped, but then laughed and said, “Pull me up and pucker up!”

As he lifted her up and back towards him, the change in position of his cock inside her triggered an orgasm. He felt her ass hole clench around his cock and could feel her pussy fluttering, too. Once the orgasm subsided, she leaned back and kissed him on the mouth.

“This has nothing to do with my grade, but anytime you want to do this again, please tell me! I can’t begin to tell you how it feels with your cock buried in my ass. Besides the fullness and stretch, I feel really close to you now.”

“It’s nice to hear you say that. Let’s see how you feel after you complete the requirements of your ‘A.’ You’ve got a long ways to go to do that.”

“Just keep spitting on your cock and smearing my pussy juice on it. I’ll be okay. I fully expect to be left with a huge, gaping hole when this is over.”

“Don’t forget – you also have to suck my cock clean.”


“Wait! Wait! Mr. Crude, wait a minute!” “Do yo…

“Wait! Wait! Mr. Crude, wait a minute!” 

“Do you want me to pull out, Sam? If you’re not ready to earn your ‘A,’ you can try again another time.”

“No… just let my hole get used to being stretched so much. I’m sure I’ll be fine in a little bit.” She paused a moment, took a deep breath and then said, “It’s feeling better now. I think it’s okay to continue.”

“Look, Sam… if it hurts, you shouldn’t continue. Either we can try again another time, or you could try for a ‘B’ instead.”

“Oh, but I like the hurt. Besides, this will be a reminder to me to study harder.”

“Do you really think you’ll study harder, Sam?’

She giggled and replied, “No, but I’ll definitely signup for another one of your classes in the future! Now, spit on your cock and let’s get this show on the road!”

“Fine, but you can still tell me to stop at any point.”

“Don’t stop until you’re done. Seriously. No mercy.

No safe word.”



Linda, now in her last year, earned her “A” in…

Linda, now in her last year, earned her “A” in every one of the classes she took under Mr. Crude. She turned into a genuine anal slut, and if it was possible to stockpile grades, she’d have enough to extend through to a Phd. and then some.

As he pumped in and out of her ass, she looked up at him and asked, “What am I going to do when I graduate and I’m no longer able to have you fuck me?”

“Have you considered applying for a job here?” he replied.

“Duh! I hadn’t! If I got a job here, or somewhere in town, would you still fuck me?”

“For you, Linda… definitely!”

“Just to be safe, I think you should fuck me as many times as possible before the end of the year. Uh, you do know you’re the only one who gets to fuck my ass, right? You could be the only one who fucks my pussy and throat, too, if you wanted.”

“And what would I need to do to be your one and only?”

“Instead of seeing me once a week, make it a lot more frequent. Often enough to keep my holes sore… not sore, really, but, you know, feeling well used.”

“I think I can do that, Linda. Let’s see.”

“My pussy hasn’t been used in a long time, so I’m sure it will feel used after just once. But for right now, just keep pounding my ass.”

As Mr. Crude slammed his cock into Mrs. Parson…

As Mr. Crude slammed his cock into Mrs. Parson’s ass, he reminded her that this would have no effect on her daughter’s grade in his class.

“That’s fine with me,” she said. “She’s a big girl – she can look out for herself. Oh, fuckin-A, that’s good!”

“You like this?”

“Oh, hell yes! I even like the way your balls are slapping my pussy.”

“I hope you like the taste of your pussy ‘cause you’re going to have to lick your juice off my balls.”

“Fine with me! I’ll get to them while I’m sucking your cock. Anything else you want me to lick?”

“As a matter of fact, yes, as long as you’re offering.”

“Damn, nothing better than a man who isn’t afraid to ask to have his ass eaten! You should make Ellen lick your ass after you fuck her. You are going to fuck her, aren’t you?”

“Ellen has two options for earning an ‘A’ in my class. Either she can buckle down and learn the material, or she can do what you’re doing now. To be honest about it, I’d like to see her learn the material but also ask me to fuck her and have you join in. Between the two of us, we could really have a good time with her. She could eat your pussy while I’m fucking her from behind. You’d like that, wouldn’t you?”

“I don’t know if she’s ever eaten pussy, but if not, who better to help her learn than her mother, right?”

“Right! Plus, it would give her a chance to thank you for putting up with her all these years.”

“So, uh, are you ever going to cum? My ass is starting to really feel it.”

“Give me a good squeeze and hold it tight. I’ll cum soon.”

Jillian was excited about getting to earn her …

Jillian was excited about getting to earn her “A” from Mr. Crude and dressed in her prettiest lingerie for the occasion. When she undressed in front of him he commented on the fact that she was wearing white.

“Is the color symbolic, like wearing a white bridal gown?” he asked.

Jillian giggled as she answered, “Sort of… I’m an anal virgin, at least with real cocks. I practiced with a dildo, but I think you’ll find that I’m still nice and tight.”

He spread her ass cheeks and took a quick look. “Yes, that should be nice and snug. I’ll be right with you.” He walked to the end of the bed and undressed, spread some silicone lubricant on his cock, crawled onto the bed behind her and then eased his cock into her. “Tell me if you need me to stop.”

“Uh, just go slowly, okay?”

“Sure. Let me know if I go too fast or too deep.”

With about two inches left to go, Jillian asked, “You mean you’re not all the way in yet? I’m really going to earn my ‘A,’ aren’t I?”

“Would you like me to stop?”

“No! Don’t stop! It’s just that your cock is much longer than my dildo… and thicker, too… and I think I like it better!”

“That’s good to hear because even though you’re really snug, this may take longer than you were planning.”

“mmmmm! I hope so! I hope you like it as much as I do. Ooooh, that feels good!”

When it was all over and Jillian’s ass hole was oozing his cum, she lovingly sucked his cock clean. Cradling it in her hands, she looked up at him and said, “I’m probably going to be feeling this tomorrow, but I want you to know how much I appreciate your letting me do this, and I hope the next time you want a snug little ass hole to fuck, you’ll give me a call.”

“Alright… just don’t do anything to stretch it.”

“No, sir! Nothing bigger than my little dildo is going in there until your cock has me again!”

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Haley needed a lot of help in Mr. Crude’s clas…

Haley needed a lot of help in Mr. Crude’s class, and after discussing her options with him, decided to let him fuck her in the ass for a guaranteed “A,” even though she wasn’t thrilled about sucking his cock clean after it was in her ass.

When the time came for him to do it, she told him that since he was doing her a big favor, he should really ram it into her and fuck her hard. She was surprised when he did just that, but actually enjoyed it.

Before she got up to suck his cock, she told him, “That was pretty intense! I’ve never been fucked like that, but I gotta say, I really liked it. And the way you shoved your cock into my pussy at the end – you showed you really own me.”

He grinned and replied, “Yep! As soon as you suck my cock clean, I will have been in all three of your holes. If you’re a good girl, I’ll be in them often.”

“I certainly hope so, especially if you’re as aggressive every time. I’m a little surprised, but I like the feeling of being used. You could totally own me if you wanted.”

“Something to think about, for sure. Enough talking, though. Time for you to clean my cock.”

“Yes, sir!”

Gina always enjoyed getting fucked anally by M…

Gina always enjoyed getting fucked anally by Mr. Crude, whether it was to earn another “A” in one of his classes or not. This time it was just for pleasure.

As he started pushed his cock into her, she gasped, “Oh! I think your cock is bigger than usual, if that’s even possible.”

He laughed and replied, “Want me to use some more lube?”

Gina grinned and answered, “No. I love it when you spread me open and completely fill my hole.”

“And I love that you love it.”

“I wish you’d do it more often.”

“Really? How often, Gina?”

“In the morning before I have my first class, and at night before I’m getting ready to sleep. And on the weekends, as often as you can.”

“That’s not going to leave much time for my other students to improve their grades.”

“Yeah, I know, but you’ll totally own my ass.”

“Hmmm… think you can get to my office early enough every day?”

“You’d do that?”

“Doing it every morning will be much easier than every night. I mean, I have to be there anyway. And instead of every night before you get ready for bed, either you could stop by my office at the end of the day, or possibly come to my house in the evening. You’ll have to promise not to neglect your other studies, though. Tell ya what… let’s talk about this later. I don’t want to be distracted from what I’m feeling right now.”

When Mr. Crude arrived at Emily’s house to let…

When Mr. Crude arrived at Emily’s house to let her perform her special project for her “A” in his class, she asked if he’d mind if they did it in the backyard. 

“There’s a 99.9% chance that nobody will see us, but the possibility that one of my neighbors will see me getting fucked up the ass or sucking your cock is such a turn-on! Would you let me do my special project in the yard?”

“I’m fine with that,” he replied.

Emily led him through the house and outside into the yard. It was surrounded by trees as well as a fence, so it was extremely unlikely that anyone would catch them. She walked to a table, pulled down her shorts, bent over and spread her ass cheeks slightly.

“I hope you don’t mind,” she said, “I put some silicone lube around the rim and squirted some inside to save time.”

“Not at all. I wish all my students were so prepared.”

After lowering his jeans, he held his cock in position and pushed in slowly.

“Oh, Mr. Crude… you feel sooo good! Keep going! I want to feel your balls pressed against my pussy. Oh, fuck yes!”

Taking long, deep thrusts into her ass, he fucked her long and hard. After a few minutes, he whispered, “I think I see somebody looking over the fence.”

As he said that, Emily clenched her cheeks together. “Oh, fuck!” she remarked. “Really? Where?”

“Just teasing to see what would happen,” he replied.

“I think I came a little.”

“Your pussy is a lot wetter than right before, so, maybe you did.”

“Keep fucking my ass, Mr. Crude. I can’t believe how good it feels.”

“If you really enjoy it, I’ll be happy to fuck you again in the future.”

“I hope so! I’m loving it! I think I’ll even like cleaning your cock after you finish. I already feel so dirty – sucking your cock after it’s been in my ass will just add to it. I love it! Next time, make me do it completely naked.”

“Gladly, Emily. You have a cute little body.”

“Aw, Mr. Crude! Thanks!”