Ch. 3: Getting Even More Complicated

Trigger Warnings- ||[Professor/student relationship], [Ethically Inappropriate]||

Note- All text speech is unedited on purpose to be more realistic.

This is a continuing series. Jake and Hailey first met at Club Element, where they had a wild night together. They unexpectedly met again at the University when they discovered Jake was Hailey's professor.

©2024 PrinDY88 All Rights Reserved; this may not be reproduced without consent.

All stories/scripts are works of fiction unless otherwise stated. All characters are over 18+. This story deals with Adult Content and is not suitable for anyone under the age of 18. This story may not be read by anyone under 18.

Hailey's House 8:00 A.M.:

Hailey awoke with a sense of unease. Today, she had an interview with the university job coordinator. This interview was crucial to her scholarship requirements, as it would determine the best job on campus to help cover her living expenses.

Incoming Text Message

Hailey looks at her phone; it's from Jake Harmon.

Jake and Hailey met a few weeks ago at Club Element in downtown Oodena. They shared a passionate, hot night and went their separate ways, or so they thought ... the next day, they bump into each other at Otonabee University and discover that Jake is Hailey's professor. They exchanged numbers before they knew the truth and have even given in to their temptations a few times for some naughty phone calls and sexting. However, with this interview and Jake's reputation on the line, they have kept things strictly professional over the last week.

Good Morning, Beautiful. I just wanted to wish you good luck today. I know we have had to deny ourselves from being anything more than a professor/student relationship, but I know how important this is to you, and I wish you nothing but the best.

She looks at the message with a warm smile and replies.

Thank you! 😌 It means a lot to me that you remembered. I'm nervous

Hailey sits in bed, her eyes waiting as those little dots appear on her screen, knowing Jake is responding. Her thoughts drifted to the day they bumped into each other in the hallway; Jake was protective when he heard some young frat kid antagonizing and following her through the hall. The moment their eyes met and they saw one another was a connection she could not describe. She had already had sleepless nights and naughty private moments with herself remembering their hookup, and she felt an instant connection to him on that night. The later realization that he was also her professor was heart-shattering. She knows having a romantic/physical relationship with her professor is unethical, but something keeps drawing them together. She doesn't care about the optics, but she understands them. This is why she has been trying to keep things professional, but a few moments like this with these private texts remind her that he still cares about her.

The chime from her phone brings her back to the present.

I know you're nervous; who wouldn't be? but just be yourself. You are so intelligent and well-spoken. Whenever you openly discuss a topic in class, I am captivated by your views and opinions. Hailey, you are going to be fine. I am sorry we cannot ethically pursue whatever our feelings are. I wish things were genuinely different. I wish I could hold you and tell you that you're going to be fine today and kiss your forehead and squeeze you as you leave. ... Shit, sorry ... You'll do fine. Let me know how it goes, okay?

Hailey's heart skips a beat!

Fuck!!!!!! Why can't two consenting adults be allowed to pursue what they feel?

She screams to herself. She knows she's not coming on to him for better grades or preferential treatment, and he is not using his authority as her professor to get sexual favours from her; they met before the power relationship was established! She sighs and shakes the thoughts from her head; there is not much she can do to change the situation.

You are too sweet to me, Jake; I appreciate your comforting words ... I wish ... ugh ... thank you for being here for me. I have to get ready now; I will let you know how it goes.

She puts down her phone and continues to get ready.

Jakes House 8:00 A.M.:

Reading her last message, Jake senses how hard Hailey is trying to respect the optics of their situation. He has been struggling with his feelings and figuring out a loophole to their ethical conundrum. Jake likes Hailey; they are not involved in unethical give-and-take situations. He truly admires her intelligence, her bravery and, of course, her beauty. In the crazy circumstances of how they met and the little he has gotten to know of her personality, he wants to spend more time with her and learn more about her.

He pulls up his schedule for the day with a sigh and a rub of the back of his neck. He realizes all the paperwork he has to get done, and he is frustrated. The University promises to hire a Teaching Assistant for him, but this has yet to happen, and he is falling behind on his important work.

He tosses his phone on the bed as he gets up, stretches with a groan, and heads into the bathroom to get ready for the day ahead.

University of Otonabee's Student Advisement Centre: 11:00 A.M.

On-Campus Job Recruiter's Office

"Thanks for coming in today, Hailey." The recruiter says as she welcomes Hailey into her office.

Hailey responds with professional pleasantries.

The recruiter continues, "I have looked over your resume and academic record, and I am very impressed with your level of professionalism. Not many people come through here with these qualities. I know you're older than most of the first years here. Do you find that is an issue when dealing with your peers?"

"Thank you for recognizing my professionalism. I certainly do not believe I am superior or better than my peers because of my age; I may not be able to relate to many of them. I prefer interacting and conversing with adults who have had the same experience as me. Still, I can get along and be a productive professional with anyone, no matter their age," Hailey replies.

"I can certainly understand what you mean. I don't think working in the student centre would be a good fit; you're more driven than just a small coffee shop job or food counter." The recruiter says as she pauses to look through some files on her computer.

"You know we have had this request sitting for a while. This position usually goes to graduate-level students, but it might be worth a try; how would you feel about being a Teacher's Assistant?

Hailey smiles and reacts excitedly but remains professional. "Wow, yes, that sounds great. I have extensive research experience and enjoy working with professionals. I will gladly accept if you think we could make this happen." She responds.

"Okay, well, let's just see here. I can set up an appointment for you to meet the professor and the department chair two days from now at 4:00 P.M. Does that work for you?" the recruiter asks.

"Yes, absolutely! I'll put a reminder in my phone now. Thank you so much for this opportunity." Hailey replies.

"Okay, I will email you all the details once everything has been confirmed, including information on where the meeting will occur." the recruiter stands as she shakes Hailey's hand.

"Oh, one last thing, do you know which professor or department I will be interviewing with?" Hailey asks on her way out the door.

"No, I don't have that information here, but I know it's under the Humanities cluster, which, as you know, could be anything from History to the Independent Studies departments." The recruiter responds.

"Okay, that's not a problem. Thank you once again," Hailey says as she leaves the interview.

Hailey makes her way outside, smiling ear to ear. She takes a breath of the warm air and enjoys the last of the summer sun on her face.

Later That Night 6:30 P.M.

Hailey sends a message off to Jake

Jake, can we meet at that off-campus bar and grill for a quick dinner? what was it called again ... oh ya, Fire and Ice, right? I have so much to tell you.

Jake receives the Message and Responds

J: Miss Winters, are you asking your professor on a date?

H: LOL 😘 If only I could! No, I was thinking we 'accidentally meet there.' I have so much to tell you about my interview, plus I'd like us to try at least to be friendly in public.

J: I would love to 'meet you by accident.' Just try not to spill a drink on me this time, okay? 😜 shall we say 7??

H: Perfect, I'll 'meet' you there! 😊

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Hailey puts her phone down and runs to her closet,

I want to look sexy but comfortable; what should I go with?

she says to herself. She picks out her hip-hugging distorted black jeans and a classy deep V-neck tee that shows off her cleavage perfectly; she even adds a lovely silver necklace that sits perfectly between her breasts so that Jake can get a perfect look. She throws on some quick, subtle makeup, puts her hair into a wispy half-up, half-down look, and proceeds to Fire and Ice to 'accidentally meet' Jake.

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Jake knows he shouldn't be meeting with Hailey off campus, but he can't resist the urge to see her, even if it is just on friendly terms. He changes into a sleek white cotton tee with a brown leather jacket, slips on his comfy but still lovely jeans, a spritz of cologne and heads out into the night to Fire and Ice.

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Fire & Ice 7:00 P.M.:

Hailey arrived at the bar early, so the 'accidental' part would be more believable to onlookers. She is sitting at the bar when Jake walks into the restaurant. They make brief eye contact, and he grabs a table for himself.

A few moments later, Hailey approaches his table from the bar and puts on an act for anyone listening.

"Professor Harmon? I didn't think professors came to his place. What a pleasure to see you outside of class," she smirks at him.

Jake chuckles. "Well, you may not be aware, miss ... Winters, right? But professors sometimes need to eat, have a nice drink, and leave their offices occasionally."

Hailey returns his laugh and comments while looking him up and down. "I suppose that is true, sir (she says sir a little more sexually than she should). Would you mind some company? I've never been here before, and I'm starving. Could you help suggest something from the menu? ... Oh wait, is this not allowed? Sorry, you are my teacher.!"

Jake gives her a naughty look, saying, "It's fine; it's not like you're coming on to me. (they both laugh) Please, join me."

Hailey sits, and they drop the act.

Jake can't help but check Hailey out; she looks so sexy with her hair half-up and half-down and those jeans snugging every inch of her hips and ass. She smells incredible, as always. He has to shift in his seat and drink from his ice water to remember they are not alone. As she sits down, he is drawn immediately to her breasts, following her necklace down in between her tits (he doesn't want to be THAT) guy, but he is just so captivated.

Hailey notices Jake following the necklace with his eyes resting exactly where she wanted to draw his attention; she smirks and casually brings out her phone

Like what you see, professor?

she sends the flirty text to him, anticipating and excited to see how he's going to play this.

Jake is brought back to reality with his phone vibrating in his pants; he picks it up and looks at the message, softly growling as he looks up into Hailey's eyes, which fill with flirtation and mischievousness.

You did that on purpose, didn't you, you naughty naughty girl! now tell me -with your voice, lol what happened today.

Just before he hits send on the message, he motions for Hailey to come closer to his face; as she does, he quickly looks around for looky-loos and whispers in her ear with his hungriest voice - "You're such a naughty girl, I am going to have to teach you to not be such a cock tease." he sends the message after they pull away.

Hailey feels an instant warmth between her legs with Jake's feral voice in her ear as her phone vibrates; she looks down to read the message, bites her lip at the sexy banter, but looks into his eyes and nods in agreement.

A server comes by shortly after and takes their orders. Jake opted for a locally caught smoked salmon dish with seasonal vegetables and his classic Dark and Stormy cocktail. With Jake's suggestion, Hailey tries the house specialty, satay beef lettuce wraps, alongside a Dark and Stormy for herself.

While they wait for their meals to arrive, she asks him if he's gotten any updates from the University on when he might hear about getting a TA for the semester. He sighs in frustration, finally letting off some steam: "No, I haven't heard anything. They say there's a shortage of graduate-level students this year. I don't care about that; I want someone competent to engage in research and do basic administrative work. I don't see why that has to be a graduate-level student; I am sure some undergrads fit that description, but between you and me - I think the department head is feeling threatened by me and someone younger being smarter or more modern thinking than he is."

Hailey reaches under the table to put her hand on his knee in reassurance. Jake smiles at her warmly when she does.

She has to move her hand away quickly as their server arrives with their food and drinks.

As she takes her first bite of food, she senses Jake watching her. The steak's flavours, the fresh, crisp vegetables and the Thai peanut sauce make her feel all comfy. She lightly moans at how good the food tastes.

"Easy girl, I know it's good ... I don't know if it's orgasm good." Jake chuckles and drops his voice for only her to hear.

A few moments later, he asks, "So, tell me, how did your interview go?"

"I was afraid that she would suggest I work in the food court or something like that; I did enough of that type of work in high school," Hailey says.

Jake chuckles. "I think you'd look cute in an apron. ... but I understand the need for something more professional, so did she line you up with anything?"

Hailey is unsure how to answer; she doesn't want to upset him that she is being lined up with a TA position when he has been waiting so long. Her worried expression must appear because Jake notices and says, "Is everything okay?"

Hailey sighed and said, "Well, I feel strange saying this, considering how long you've been waiting, but they offered me an interview as a TA in the Humanities cluster." She smiles apprehensively.

Jake grins with delight. "That's fantastic; I'm so happy for you. I think you would make a great TA."

"Are you sure you're okay with this? I would hate to be assigned to another professor while you wait," she responds nervously.

"Of course, it's okay; you deserve a position worth your brilliant mind. My issue is the establishment not giving me what they promised ... (dropping his voice again) and not letting me pursue a relationship with you." He replies with sincerity and flirtation.

They sit and talk for a while and order another round of drinks. They ask ice-breaker-type questions, both trying to learn a little more about who each other is.

Suddenly, Hailey starts rubbing her foot up his leg and grabs her phone to send him a flirty/naughty text message

I know we are in public, but I want to get out of here. Where can we go 😽?

She gives him a sultry wink as his phone buzzes.

Jake looks at Hailey with pure hunger in his eyes. Maybe it's the cocktails or the fact that he hasn't been able to stop thinking about touching her again, but as he glances at his phone and reads her message, all he can think about is taking her home and exploring every inch of her body; losing all his inhibitions. He looks up from his phone and stares at her, letting her know he thinks the same thing.

He pays the check and sends her a message

I'll leave first; you can follow a few minutes later ... meet me behind the bar, and I know the perfect place we can go.

As he gets up from the table to leave, he puts the act from earlier back on: "It was a pleasure talking with you tonight, Hailey; enjoy the rest of your night, and I'll see you in class next week."

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Outside Fire & Ice in a Secluded Area: 9:00 P.M.

A few minutes later, behind the bar, Hailey joins him. He quickly checks that they are alone and grabs her by the waist, takes her neck in his hand and pulls her towards his face to kiss her in a slow, passionate embrace.

"Mmm! Fuck!" He moans as they pull apart, their lips still inches from each other. "I have been wanting to do that all night." He says softly.

Hailey bites her lower lip as her eyes darken, looking into Jake's equally lustful eyes. She wraps her leg around his waist, and he instinctively lifts and holds her against the wall. He groans as his cock rests against her pussy; he can feel her warmth through her jeans; she stretches her back and neck, which exposes it perfectly for Jake to suck and kiss. Hailey lets out a breathy moan as his lips and tongue send shivers all over her body. She grinds into him, her breath heavy. "Touch me," she whispers.

Hearing her desire and begging for his touch turns on that passionate switch in his brain. He cups her face with one hand, pressing his forehead against hers, their eyes magnetically connected, their lips inches from one another. He swallows and releases a husky sigh and says, "Does my needy girl want her professor to touch her aching clit?"

His passionate but feral actions make Hailey weak. She squeezes his waist with her legs, trying to get him closer. She groans into him and says, "Yes, Professor, touch my wet pussy; I can't get the feel of your hands on my body out of my head."

Jake kisses her with a raw passion and sucks on her bottom lip as his hand slides up her shirt teasing her sides and groping one of her firm breasts, and she releases a breathy moan. His desire aching inside him, he doesn't waste any time and slowly lets her legs fall; she gets her footing and spreads her legs. "Good Girl, I can't get over how needy and eager you are for my touch; it's so hot." Hailey melts; she loves his passionate control.

One strong hand in her hair, keeping their foreheads and eyes pressed together, never breaking eye contact; as his other hand moves from her chest down to her waist, he wraps it around and squeezes her ass. He moves his hand around and slowly unbuttons her jeans, pulling her pants down just enough to get his hand in between her legs. "FUCK! (he groans) Are you not wearing panties? ... You're such a naughty, desperate girl! (he says as he kisses her deeply) now, here are the rules, sweetheart: your eyes must never leave mine; you can close them or roll them back if you need to, but I want to watch your face as you enjoy my touch. If you need to moan loudly, kiss me; if you need me to stop, tell me. Do you understand?" He can see the lust in her eyes; she nods and says, "I understand, sir."

Jake kisses that tender spot between her ear and neck and whispers, "Good Girl." He expertly spreads her legs a little wider with his leg as his fingers spread her outer labia and strokes a finger up and down her slit feeling her inner lips part and her wet juices start flowing over his finger. Hailey starts grinding her hips against Jake's hand. Jake moans as he watches Hailey's eyes darken with desire as she grinds her hip into his hand. He can feel her pulse throb as he touches her clit, all the while getting so turned on by how her body reacts to his touch. She's doing such a good job trying to be quiet and not arouse any attention from anyone who may be on the sidewalk outside the bar; he can see her angst and need in her eyes, the way her breaths are heavy with pure lust and pleasure makes his cock throb.