Butt She Already Had An A [Collage Student] [Professor] [Anal]

This has been weighing on my mind for a while, and I figured that I might as well talk about it here. So this is going to be about the first time that one of my students offered me sex in exchange for a better grade. I probably should have prefaced  this by saying that I am a college professor and my student was a junior at the time. She was taking a keystone class so that probably played into why she was up for it, worried that her future was at risk. I did tell her before we started that her grades were already really high, like there was no way that she couldn’t check. The grades are posted online and I update weekly. Other than my class, she did ask for tutoring in her other classes, but she was already doing well on her own there too. The lady was in the top ten in the class if I remember correctly, just on merit alone. Also, I should mention that I am definitely not a looker, cause when students guess my age, they are usually guessing 5 to 10 years above my actual age. So I look old, am overweight, and baldness has long crept in. Anyway, she approached me within the first two weeks of school starting, catching me right before I entered my office for office hours. In hindsight, she probably didn’t want our conversation recorded. Names changed for the safety of me and the student of course.

“Hey professor,” she called out to me. I was walking to my office and I noticed Britney waiting for me in the hallway. She was wearing a sweater, a skirt, and a pair of thin framed glasses. She had her backpack on the ground beside her, and she was looking around nervously. “Can I talk to you for a moment?”

“Sure, give me a moment to open up my office ok?” I was approaching the door with my keys when she grabbed my hands gently and made me stop.

“If it’s ok, can we please just talk out here. I won’t be long, I promise.” She was still holding onto my arm and was looking at me worriedly. 

“Uh, ok, what’s wrong?” At that point in my life, I had no idea about the sharp turn our relationship was going to take, so I had no idea what to expect.

“I really, really need an A in this class.”

Raising an eyebrow, “Don’t you all? If you do the work and study you should be fine. If you need help we can set you up with a tu -”

“That’s not what I mean sir.” She took a deep breath. “What I mean is that I really need an A in your class.” 

“Well, you already have one of the highest grades in my cla -” I started up again before I was interrupted.

“Is there a way to guarantee a way to get an A?” She was looking more nervous now.

“Ok, what is this about?”

She sighed after I asked this question, swallowing hard, she looked up at me to stare into my eyes. “I want to know if I can trade sex for a better grade.”

This was the exact moment that I knew that things were getting a little out of hand. “What, what is this about? You don’t need to do that for help.” This was the first time that a student had ever asked to do this type of thing with me, and I defaulted to the standard college certified answer. “So no, and I would prefer if you didn’t speak of this to anyone else.” I tried to pull my hand away, but she pulled back, and I didn’t want to hurt the girl.

“Please, just hear me out, just give me 5 minutes.” 

Sighing, I had decided to hear her out. “Fine, explain yourself.” Not going to lie, I was somewhat interested in her offer already. I had no girlfriend at the time, and it had been a while for me as well. Britney was also quite a looker, with long black hair, a toned body due to being on the school's track and field team, and a light tan, probably from being out in the sun for so long.

Britney continued. “I would like to make sure that I have a good grade in your class, and maybe get some help in my other classes as well.” The girl was obviously nervous, and this was probably the first time that she had ever asked a question like that.

“Ok, say that I did take your offer,” I looked around to see if there was anyone around us, and to see if there were any cameras pointed at us. I know that there was a camera in my room, but that was pointed above my desk. No way it could pick up what was going on right now.

She hesitated for a moment, surprise on her face that she might actually be getting what she wanted. “I want to make sure that I have an A in your class, if I need any help I can come to you at any time for you to tutor me, and I want help getting approved for scholarships.” Her face was getting redder the more that she talked. To be honest, I still find that very cute, and was actually getting a bit more turned on over time. “In exchange, you get to use my ass when you ask for it, uh, within reason.”

“So, anal only?” I asked, wanting to make sure. I wasn’t against it to be honest, since anal is one of my fetishes.

“I, I can use my mouth too if you want. You just can’t use my, … pussy, sir.” (Author here, in the future, this did not remain true for long.”

I gave a long pause at the time, not sure if this was a joke or not. Deciding to take a leap of faith, I decided to pop another question.

“How can I know that this is true or not,” a bit of my reasoning came back for just a moment. “You can’t be serious right?”

“I promise, I am telling you the truth,” she swung her arms back and forth at this, swinging my arm with it. I pulled my hand back at this, and she let go.

“Prove it.” I can’t believe that I said that at this time.

“Like, right now?” Her voice went up a pitch, the fear of getting caught, and the nervousness of being found out taking over her.

“Yes, right now.” I was far too aroused at the time to think clearly.

“O-ok sir. One moment.” She kicked her backpack to the ground in front of me before kneeling down on top of it. Her hands reached out to my belt, fiddling with it, unsure how to take it off properly. My pants fell down, and then she took off my johns. The cold A/Ced air took me back to my senses for a moment, and I worried if we were about to get caught. Looking around, I checked to make sure that nobody was watching us. The hallway remained empty while I felt a hand wrap around one side of my cock hesitantly, and Britney started to rub one side of her face across my cock, dragging the side of her tongue across my cock. She was slow but methodical, trying her best at something that she obviously wasn’t used to.  Taking her time, she kept dragging her tongue across my shaft in the same place while holding one side with one hand. Worrying that she was taking too long and not getting enough pleasure, I started to teach her how to suck cock better.

“You're going to need to hurry this up. Open your mouth and move your hand.” She complied and put her lips on the tip of my dick, already expecting what was to come. They didn’t pull back as I put my head on her head and started to hold her in place as I slowly thrusted forward. Each movement brought more and more of my shaft into her mouth till she was able to take about half of it into her mouth. It seemed like that was the best that I was going to get at the time, so I moved both hands to the side of her mouth and started to do shallow thrust into it, enjoying her tongue as she tried to please the bottom part of my penis. Her tongue needed some work, but practice would help her improve over time. Not wanting to cum unceremoniously in her mouth, I ordered her to stand up. 

“Now turn around, and lift up your skirt a bit.” She nervously got up and positioned herself with her arms across the wall and legs spread. She used one of her hands to lift up her skirt, which revealed her cotton panties underneath. 

Sighing, “Are you sure that you want to go through with this, there is no going back after this.”

“Yes sir, I am sure, but can you do one thing for me?”

“What is it Britney?”

“Can you please use my ass?”

“We already discussed this, we were going to do that already. Can I pull your panties down?” I put a hand on the waistband of her underwear, slipping my fingers underneath, tickling her a bit.

“Sure thing professor, do what you want.” Her voice had started to sound lighter, like she felt more ready to move forward. 

Taking her invitation, I pulled her panties down and found a small butt plug, with a shiny red base. I have seen something like this before, and I actually had a training kit at home just in case. Using a finger, I traced my finger around the base, which made her jolt. 

“Sorry about that,” I said, moving my finger back. “First time?”

“Yes, please be gentle.” 

“Ok,” thus I started to move a finger around the little piece of plastic. She twitched at first, but once she started to calm down, I slipped my finger behind the base and slowly started to pull it out, till a small little plug barely an inch long came out. Obviously one of the smallest possible plugs that she could buy, but at least there was some lube there. 

“Do you have any more lube?” I asked as I started to play with her rim, making her squirm as I spread her just a little bit. 

“Yeah, it’s in my bag.” Digging around a bit, I found a tiny bottle of Lube, barely big enough to be the size of a hand sanitizer bottle. I dumped part of its content into my hand and started to play with her butt in earnest after rubbing my hands together. This got a groan out of her. She was surprisingly sensitive down there, and the more that I poked around, the more she relaxed, letting me spread her ass more. Finally, when it was opening up about an inch, I started to prepare her insides by squirting the last of the lube in there.

“Cold!” She clenched her leg, closing the gap a bit.

“Just relax girl, I’ll take care of the rest. Just listen to what I tell you to do, ok?”

After a short pause, “OK.”

“That’s my girl.” I gave her a light slap on the ass, which didn’t leave a mark, but made her hop up a bit. Finally satisfied with my work, I got behind her, cock out, and rubbed my shaft up against the crack of her ass, lubing up one side of it as I jacked, getting fluid all around my shaft. I tapped her puckered star with the tip of my cock, startingly her, but she relaxed again, and slightly pushed back against me. 

“Ready?” I asked, giving her a final chance to get away.

With a small nod, “Yes sir.” 

“Good, here I go.” Putting the tip against her starfish, I started the process of getting inside of my student’s ass. Letting her ring relax as I prodded forward. “Let me know if you need me to stop.” She nodded her head and kept looking back at me, waiting to see what I would do. Feeling more comfortable now, I started to slowly ease my way into her ass, inch by inch. She didn’t complain, only giving a few moans as I got deeper inside of her. Her ass was incredibly tight, and I felt like I could cum at any moment. Putting my hands over hers, I started to slowly thrust in and out of her, keeping a slow and steady pace.

“You know sir,” she started, “Ha, you can go a little faster.”

“Gotten used to me already,” I chuckled.

“Something like that.” Trusting her, I began to pick up the pace, her anus being more easily manageable now, letting me go in and out of her at a reasonable pace. Her ring was still clenching super tightly though, and I was already fast approaching my own orgasm. Graphing lower, I started to play with her pussy and clit.

“Hey!” she yelped in surprise. “I thought that I said anal only!” I stopped playing with her lower lips and covered her mouth with that hand, making her taste her own juices. 

“Quite, you're going to get us caught,” I said roughly, leaning in closer to her ear so I could quietly shout it in her ear. “We’re almost done for now, so let’s hurry.” I could feel her teeth up against my hand, ready to bite down at a moment’s notice. The pain never came as I felt her slowly nod her head, and with that, I was now fingerings Britney with her own spit while fucking her in the ass. My climax was soon approaching, but Britney actually came first, getting the floor beside my door wet with her cum. I wasn’t too far behind though, shooting a load worth waiting for into her ass. Her anal ring tightened around my shaft again as I continued to thrust into the girl, milking me quite well for a nocive. Once I was done unloading myself into the girl, I stepped back a bit, letting my cock hang loose and wiped it down with my hands a bit. Before putting my pants back on, I took the butt plug and put it back into her ass, preventing it from dripping.

“Uhhhh.” She moaned as I put the plug back into her. “What are you -”

“Sorry about that, but I think we are done here for now. You probably have other places to be soon and so do I. We can continue this another time, but you also have my full report and the grade that you want.” My breath had caught up to me at this point, and the post-nut clarity was clearing the fog in my head. “If you need something, let me know. And vice versa ok?”

Britney started pulling up her panties and tried to stand up straight before slouching over. She rubbed her rear in discomfort but didn’t complain. She nodded her head and started to walk away. As she was about to turn the corner, I called out to her.

“Have a nice day Britney, I will be seeing you soon.”

She paused for a moment before turning around half way and saying, “See you later Professor Nguyen, I will call you when I need help.” And with that, our relationship started.