Bound for Extra Credit

Ok, so it's been 3 weeks since the first time I fucked Professor McNally, and those last three weeks have been interesting to say the least.

Firstly, two weeks ago, I went home for Thanksgiving. That wasn't the important part; rather, the important part was that my ex reached out to me with one of those "heyyy, how's ur fall been, when are you home," type texts. Everybody knows that those texts are simply bait to try and see if ur horny or still interested, but like I figured, why not reach back out to her? Anyway, I did reach back out, and we talked for a night, and then she invited me over. It was fun, we fucked (obviously), and I even used some of the tricks that Professor McNally used on me on her. Now, I didn't have the equipment to gag her and handcuff her, but I did use my belt as the handcuffs and her panties as a gag before fucking her asshole, so that was kinda fun.

Anyways, being home was nice and all, and it was pretty eventful, but the thing that was more important to me was the fact that my roommate got a girlfriend. My roommate Ryan is a chill guy, and his new gf is also pretty chill. Oh, and she has a really hot roommate named Olivia, but that doesn't matter. The reason this all matters to me is that they're supposed to be living in a quad, but two of their roommates already dropped out for some reason or another. Therefore, they each have their own room within the quad, meaning Ryan can basically spend as much time with his GF as he wants, and leave me alone to do whatever I want without any questions.

Now, when I was with my ex, I had fun on top, but the entire time I was fucking her, I couldn't help but picture the orgasm I had when Professor McNally fucked my little asshole two weeks earlier. This feeling kept eating at me, even after I got back to campus after Thanksgiving. One night when Ryan was at his GF's, I locked the door, turned on some porn, choked myself using my sweater while trying to finger my asshole. It was fun, stroking my prostate always gave me a good orgasm, but this was the first time I'd ever tied myself up while doing it. I kept picturing my fingers as Professor McNally's engorged dick, the moaning from the girl on the screen as me being fucked, and the shirt around my neck as his hands clasped around me. But the girl wasn't doing enough for me; the orgasm was building, but I knew in that moment that it could have been building more. So for the first time in my life, I watched gay porn, and almost as soon as the video of this tied-up twink started playing, my cum rocketed into the air onto my stomach.

Now I'm not gay, hell, I'm still not even sure how Bi I really am, or if I'm even Bi in the first place. I like women, I know that much, and I've only ever wanted to kiss a woman, I know that much as well. I can't even see myself making out with Professor McNally, despite the fact that I find getting fucked to be arousing, because for some reason I don't think I could ever be romantically attracted to a guy. I could only ever see myself liking a guy physically, and I'm not sure why. However, in that moment, the moment where the cum rocketed onto my stomach as a twink was fucked on my computer screen while I choked and fingered my ass, I knew that I wanted to get fucked again.

The next day was Thursday, and I went to Professor McNally's office hours. As I walked up to his office on campus, a shudder went through my heart. The last time I'd fucked him, it was a quid pro quo. I was getting something, doing what I needed to do in order to get a good grade, so in that way it wasn't strictly gay. But in this case, I was doing this of my own free will, and so if I went through with it, I'd truly be doing something gay. That in of itself felt weird, weird for a relatively straight guy to wrap his head around, but then again, I liked it, I liked getting fucked. Yet none of those thoughts mattered as I walked through the door of his office and asked if he was free to talk.

As soon as I finished speaking, Professor McNally chimed up, "Yeah, Luke, come on in, what's going on, and oh, how was your time at home?"

I closed the door and sat down in front of his desk. "It was good, Professor, nice seeing my family, my friends, and my dog for the first time in a while. Did you get up to anything fun, Professor?"

"Eh, not really, my family is pretty far away, so just getting there to see them takes away from most of the fun of actually being home. However, it was still nice to be home for a while. Anyway, what's going on, Luke? What can I help you with?"

In this moment, I could tell that Professor McNally didn't think anything was amiss and that he certainly couldn't tell that I was hoping to come over to his place for a second time. He probably thought in that moment that I was coming in about the final paper due in a week, which I actually did have a few questions about, but nothing he couldn't answer over a very short email.

"Uhhh yeah, Professor," I stuttered as I spoke, my thoughts and conflicting emotions over my own sexuality taking over for a second. I stared at the floor and then gathered my strength to talk, "So... uhhhhh... I was wondering what you uhhh, what you may be up to, shit that's not the right phrasing... I was wondering if you were free tomorrow night, Professor."

As I spoke, I looked at his expression, which slowly changed from engaged Professor to that of a confused older man, to a devious smile that only a man who knew he was about to fuck a teenager could have.

"Yeah, Luke, I should be free tomorrow evening." He said, smirking and staring straight into my soul as he spoke. "But before you come over, would you mind stopping by my office tomorrow afternoon, let's say around 3ish? I have one or two things I want to give you before you arrive."

"Sure, Professor, I'll see you then," I responded, sheepishly and embarrassed with myself, blushing as I did so. "Is there anything else you need me to do at this time... Sir?" I threw in the sir for good measure. I don't know why I did it, I just did because it felt like the right thing to say in that moment.

"No, Luke, that should be all for now. Have a good rest of your day, and I'll see you tomorrow."

"Thank you, sir," I said before grabbing my things and walking out of his office. 'Holy shit,' I thought, 'it's gonna happen again, I'm about to get my asshole fucked again. I'm about to get bred again. Shit, why am I doing this?'

I didn't know, I genuinely didn't know why I was doing what I was doing, but I was committed at this point. I got back to my room later and saw Ryan, who was packing a small suitcase. He told me he was going to his girlfriend's dorm for that night and was gonna stay for the whole weekend, which basically meant he wouldn't be asking where I was gonna be Friday night since we wouldn't be seeing each other. That made my job, my job of keeping my little relationship with Professor McNally under the radar, easier, I thought.

That night, when Ryan left, I thought more about what was going to happen tomorrow, what could happen, or what was in store for me. Was Professor McNally gonna do the exact same thing as he did to me last time, or was he going to switch it up? Where would he cum, would he tie me up, if so, what would he tie me to, which things in his basement would he use on me, what did it mean to "get punished?" All those thoughts and more swirled in my brain as I tried to fall asleep. I resolved not to jack off or watch porn that night. I didn't want to ruin the orgasm I hoped to have tomorrow. And it was that future orgasm I thought about as I drifted off to sleep.

The next morning went by quickly. I went to class, hit the gym, and got a late lunch with my friends, all while trying not to think about my plans for the evening. I got invited to a party with some of my friends, it was a pre-rush event being held by one of the frats (we do a spring rush at my school), and my boy knew the social chair from his High School. Thankfully, the party was Saturday, so I could actually go, but none of that was important at that very moment.

3:00pm came around, and I went over to Professor McNally's office. As I approached, I was wondering what he might have for me. Would it be a buttplug again, or a razor, or another costume, or maybe all of the above? I knocked on his door, anxious with anticipation. "Come in." I heard from the other side, as I slowly opened the door and crept in.

"Hey Luke, what can I do for you?" Professor McNally said with his usual kindness and professional demeanor. I looked around, and as I did, my eyes immediately noticed another person in his office, another student, a girl from my class, was sitting in the same chair I sat in yesterday. My heart skipped a beat. I stuttered, trying to adlib a response.

"Uhhhh, so I'm here about that box of ummmm... box of textbooks you mentioned in class." It was the best I could think of, panicking in that moment, praying I didn't get outed right then and there.

"Oh yeah, of course, I have them right here." I looked towards Professor McNally as he reached under his desk and picked up a brown, taped cardboard box, like the one you'd get from FedEx or Amazon. "Here you go, Luke, hope you enjoy!"

Phew, I thought, that was easy, not getting outed today. "Thanks so much, Professor," I responded as I grabbed the box and headed out the door.

"Oh, and make sure to read closely." Professor McNally quipped right as I turned my back. I turned back around to face him.

"Uhhhh, will do, Professor, have a great rest of your day." He was sort of chuckling, as if what he'd said was just some funny, innocent inside joke that the girl sitting in his chair wouldn't understand. But I knew full well what he meant. If I didn't read closely, I'd find out what it meant to be punished.

I walked back to my dorm, frantically and excitedly opening the box as soon as I walked in. Inside the box was a similar array of items. There was shaving cream and a razor, an enema kit, the same rose gold buttplug, and what appeared to be a schoolgirl outfit. 'Weird that a teacher would be owning a schoolgirl outfit,' I thought. But hey, I was an 18-year-old kid, his student, and he was fucking me, so maybe it was not so weird in hindsight. Anyways, at the bottom was a handwritten note with a set of directions. I read them, and they said the following.

"Thanks for stopping by earlier, Luke. I loved having you over the first time and breeding your little boypussy as I turned you into my little naughty teenage cumslut. I'm going to do something similar to you again tonight, so follow these directions, and I won't need to punish you. You're going to shave your entire body and use an enema just as you did last time. I know you don't have a private bathroom, but the showers should offer enough privacy to do this, even in a communal bathroom. Next, before you come over, you're going to insert this plug and put on this little slutty outfit. You're allowed to wear something over this outfit when you walk over here, a jacket and sweatpants if you need, but I do not want to see you in them. You'll come around to my back door, and if you're wearing anything above your outfit, you'll take it off, fold it, and place it on the porch before ringing my doorbell. Any deviations from these instructions, and I'll punish you severely. See you tonight at 6:00pm sharp, babygirl."

'Shit, I thought, ok let's do this.' It was a little after 3:30, and the walk to his place was about 20 minutes, so I had time. First, I got undressed, but the shaving kit in my shower bag, and walked to take a shower. I hopped in, made sure no one could see through the shower curtain, and I got to shaving. With the shower blasting me, it took a little longer than the first time to shave every inch of my body, probably between 30-40 minutes. But I got all of it done before cleaning the rest of my body thoroughly and heading back to my dorm. Next, I inserted the water for my enema, before shoving the buttplug in my ass so I could have enough time to dry and make it to a toilet. I had no lube, as once again Professor McNally didn't provide me with any, so instead I spit on it and forced it in. It was uncomfortable, the same as last time, but at least I knew what to expect. In my PJs, I rushed back to the bathroom, pulling the plug out before expelling all the water from my ass. At this point, it was about 4:20, and I was clean, so I went back to my dorm, put the plug back in, and spent the next hour milling about in my pajamas, pacing the floor anxiously as I tried to picture what was about to happen. Then I checked my watch; it was 5:20. I needed to get ready. I put on the bra and panties Professor McNally provided before slipping on the skirt, and the cute button-up top that was wayyyy too small for me. Lastly, I threw on a skijacket, some sweatpants, and some boots to hide my femboy outfit from the world before heading out the door.

The walk was smooth. I was worried that someone would somehow find out what I was doing, but those fears were practically unfounded. The walk took a little under 20 minutes as I walked quickly, nerves driving me to up my pace every so often. As I did so, the plug wiggled around in my rectum, driving me ever faster. I saw his house, and checked my phone. It was 5:54, I was a few minutes early, so I headed around to his back gate and took off my boots, my sweatpants, and my jacket in that order before checking my phone again. It was 5:58.

The next two minutes were agonizing; it was freezing, absolutely freezing, being that it was early December. But I didn't want to ring the bell early; it had to be at 6:00pm or else I was worried that I might be punished. I twitched and paced around the back porch, knowing that I looked like a little slut. If anyone came out here and saw me, I was completely fucked. I checked my phone again, 5:59. I paced some more, the buttplug still moving in my ass. I wanted it out so badly, I wanted him to tear and out and replace it with his dick. I was picturing it going in and out of my asshole, ripping it up and stroking my prostate as it did so. I checked my phone again, 6:00. As soon as I saw that, I rushed to the doorbell, ringing it with nervous anticipation.

As soon as I did, Professor McNally opened the door, almost as if he'd been doing the same thing as me. He looked me up and down, admiring me with the same smirk that he had on his face yesterday in his office. "Looks like someone followed my directions, come on in, babygirl, I know you're anxious to come and see me."

I looked sheepishly down at the porch as he spoke before quickly bouncing off my feet and following him inside. He then grabbed my clothes from off the floor of the porch before closing the door behind us as I turned to face him.

"Thank you for coming over tonight, babygirl. I've been thinking a lot about you these past three weeks. Now I was wondering, what have you been thinking about me? I'm assuming you enjoyed your extra credit activity, did you not?"

"Yessir, I did, I really enjoyed getting extra credit for your course, sir. You're a really good teacher, and I was wondering if maybe you could teach me some more tonight?" As I spoke, I realized something: I was nervous, but I wasn't stuttering as I did in his office, or as I usually do when I present something. In that moment, I wasn't sure why. Maybe it was the lack of an audience or something, or maybe it was me becoming more accepting of my desires, but either way, I'm pretty sure Professor McNally liked what I was saying.

"Absolutely, of course, I can teach you more tonight. And when we're done with this activity, and if you are a good girl tonight, then maybe you can agree to TA for me in the spring."

Oh shit, a TA gig. I mean, a TA for a writing course as a Freshman is a pretty hard job to get, and I knew it would look incredible on any Law School application. "Of Course, Sir, I would love that," I responded, nearly jumping with glee at the opportunity.

"Alright, perfect, so for our first lesson, follow me and then get on your knees." Professor McNally walked from the back door towards the dining room as I followed him in. Then he sat at the table in front of his computer as I kneeled next to him. "Get under the table, babygirl," his orders sharply hit my ear.

'Alright, here we go,' I thought to myself as I scooted under the table, knowing that I needed to prove myself in that moment. However, I also knew that I'd only ever gotten facefucked while handcuffed before, I had no clue how to give a proper blowjob, and how to actually suck dick without having my face demolished. I mean, I'd gotten plenty of head from my ex, and one or two bjs from other hookups, so I had material to work from, but it was still gonna be a change of pace. I got under the table and peered up through his croch at Professor McNally's face. 

"What would you like me to do, sir?" I said, hoping to sound as submissive as possible.

"Take off my pants, babygirl," he said with the confidence and assurance of an experienced man. I slipped off his belt, the buttplug wiggling as I labored to do so. Then I slid down his pants, his underwear coming off at the same time. His dick was already rock solid, all 7.5 inches that had been in my teenage asshole some 3 weeks earlier.

"Would you like me to suck it, sir?" I said, still looking up at him submissively.

"I want you to be a good little girl and give me a good long blowjob. You're gonna be an expert by the end of the evening."

"Yessir," I responded before immediately getting to work. I wrapped my right hand around his cock, gathering saliva in my mouth as I did so before slathering it all onto my left hand. I then used my left hand to lubricate his dick, as I put my tongue towards his massive tip. Finally, I started sucking, stroking his dick with both my hands as I slowly lowered my head down his shaft. I bobbed my head up and down, stroking as I did so. It was odd, having all the control, and it was also nerve-racking. I didn't want to make a mistake and be punished, or especially make a mistake and not get a job as his TA. So I paid attention, periodically looking up to Professor McNally, trying to gauge a reaction.

Each time I looked up, dick in my mouth, I saw the same thing. Professor McNally is looking towards his computer, typing away at work. It was like he wasn't even paying attention to me, something which I was worried might be my fault. So I upped the pace, bobbing my head up and down even faster, using my tongue and fingertips to stroke his tip, as I knew that was something that would always make my dick go crazy whenever my ex did it to me. I'm pretty sure the fingers around the tip did something, as every time I stroked his tip while licking it, Professor McNally squirmed in his chair just a little.

I kept at it for about 10 minutes, praying he'd cum in my mouth or order me to stop so I could finally feel his dick in my asshole. In that moment, just as I was thinking, I heard him stop typing, before feeling his gaze turn to his hands and me come towards my head. Right after he did this, and as soon as I reached halfway down to the bottom of his shaft, he grabbed my head and shoved it down to the base of his massive cock.

"There there, keep it there, I was just finishing some work, don't fucking choke on it, you little slut."

I gagged, and I gagged, squirming all around by his feet, trying not to throw up. Tears once again began to stream down my face. 15 seconds passed, then 20, then 25. I swirled my tongue around his dick, and then cried out, hoping anything would get him to let me breathe, but his dick muffled any cries that I made.

Finally, 30 seconds, and he let go. My head sputtered off his cock, saliva and tears dripping off my chin towards my bra and skirt.

"Very good, you're getting better at this, you little slut. Now get up and follow me, we're going downstairs."