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Lessons Learned

Summary:

[THIS WORK IS ALREADY COMPLETE, NEW CHAPTERS WILL BE POSTED EVERY DAY]

Shane Hollander is a junior at McGill University, he is smart, he has friends, he had a loving family and everything a young man could ever dream of. Except Shane Hollander is a virgin and he is sick of that, so his friend Rose takes matters into her own hands and indirectly introduces him to Ilya Rozanov, a student that was transfered from Russia and is currently in danger of failing his English exam.

Now clearly, exchanging English knowledge for sex experience sounds like a good deal, right?

Notes:

This took me a couple of months to get done, and most of the reason it did are my three amazing friends/WAGs/comadres who read each chapter as I wrote and provided their feedback, ideas and much more to make this fic what it is today. So my most sincere THANK YOU, GIRLS! You are part of the reason writing has become fun again. <3

To everyone else, I hope you enjoy it! Feel free to leave your comments, thought and prayers below lmao.
Apologies for any wrong Russian sentences.

Chapter 1: Prologue: A Lesson in Sexology

Chapter Text

"This is so embarrassing." Shane sighed, his face buried in the palm of his hands as he sat on Rose's bed.

The two of them had just returned from a small party that ended in a game of 'never have I ever', Shane's least favorite, in which he ended up not having a single sip of the cheap beer because his sex life was non-existent. At the very least he would be safe from being hungover the next day.

"Look, there is nothing wrong with being a virgin." Rose offered, sitting next to her friend and putting a hand on his shoulder to try to offer some comfort.

"It kinda does when you're a junior in college and have done nothing crazy, or memorable in the past few years or so." Shane shrugged, knowing that he was the only one to blame for that.

Shane was on his third year at McGill University, studying hard to earn his degree in Kinesiology and Physical Education. During his first year he was too concerned about adapting into college life, trying to find a decent place to live in Montreal, and studying until he was exhausted because there was no way he was going to have a single mediocre grade.

He managed to find a small apartment close enough to the campus, he put out an ad looking for roommates and met his now good friends Hayden and JJ. The two were classic stereotypical jocks, but they were nice enough and didn't throw a fit when they found out Shane was gay.

On his second year, he met Rose at a party JJ dragged him to, back then he still wasn't out, so JJ was trying to set the two of them up, but after a couple of dates and a very nerve-wrecking kiss, Rose figured him out in a way Shane himself still hadn't. "I'm an art student, Shane… I can tell when guys are into dick." She had joked after asking Shane if he had ever been interested in men.

They became instant friends after that, she was the one who gave him the courage to finally come out to his family and friends, and he had never been more at peace once he no longer had to worry about keeping his sexuality to himself.

That same year, Rose had managed to convince him to go on a date with her friend Miles. It was fine, Miles was kind and funny, and a phenomenal kisser. But Shane always cut him off before things got too steamy. He wasn't sure why, maybe he was nervous, or he was scare of performing badly, and eventually what they had died down and Shane focused completely on his studies.

But now he was twenty-one, more than halfway through his degree, and he had never touched a dick other than his own. And it was his own damn fault.

"Okay, is this another self pity party or are you finally going to do something about it?" Rose asked, it wasn't the first time they had a conversation like this, but Shane always brushed everything off the next day and resumed his sexless routine as normal.

"What could I possibly do about it? My only friends are either girls or straight guys, and I don't trust shit like Tinder or Grindr." Shane realized he was willing to finally get himself out there, just to say he at least sucked a cock while in college, but he didn't want to end up with some creep he met through a shady app.

"Don't worry, I got you." Rosa grinned and Shane looked up at her in confusion.

 

He understood what she meant when he recieved a text a few days later.

 

 

contact name: Rose Landry ⭐️

 

received:

shane

received:

shane

received:

SHANE

received:

told ya i got you

sent:

What does that mean??

received:

sent:

Okay... wow

sent:

Who is that?

received:

remember that hot girl from Cliff's party? the one i made out with

sent:

The Russian one?

received:

YES! this is her friend from Russia, he just got transferred here for his junior year, he needs help to pass an english exam

sent:

Okay… why are you telling me this??

received:

because you're smart! offer to tutor him and let him fuck you in return 😏

sent:

Rose Landry, are you out of your fucking mind?!?!?!

received:

maybe… but it's a good idea!

received:

Svetlana said he's bi

received:

AND HE'S HOT

received:

LOOK AT HIM!!!

received:

sent:

Oh… I mean, he is handsome

sent:

Gosh those veins

received:

see?? it's a win win situation

sent:

Still, I'm not gonna just approach him like

sent:

Hey wanna fuck me and I'll help you with english in return?

sent:

That's just insane

received:

don't worry, Sveta is already asking if he's interested

sent:

WHAT?!?!?

 

 


 

 

contact name: Светлана💕

 

received:

sent:

smash

received:

cute, right??

sent:

cute is understatement

sent:

i want to swallow him

received:

you might have the chance

sent:

what do u mean?

received:

he's Rose's friend, his name is Shane

sent:

the Rose you never shut up about??

received:

shush, yes

received:

and he's a bit of a nerd according to her

received:

could help you with your english thing

sent:

alexa play hot for teacher 😋

sent:

wait

sent:

offer too good to be true

sent:

what is wrong with him??

received:

nothing, you would just need to teach him something in return

sent:

👀👀👀

received:

he's a bit of a blushing virgin and wants sex experience

sent:

okay i'm dead

sent:

i get to pass english AND have sex with him

sent:

where is downside?

received:

just thread lightly

received:

he's not experienced, might be a little skittish

sent:

i got this

sent:

you have his number??

received:

i'll ask rose

sent:

fuck

sent:

i love you

sent:

you will be my best woman when we get married

 

 

Ilya kept going back to the picture that Svetlana had sent him, Shane wasn't just cute, he was hot as fuck. He desperately wanted to see him naked, to kiss every inch of his face and body, to hear how pretty he sounded when he moaned. But he had to keep reminding himself he was a virgin and probably wouldn't know what he was doing, which was the whole purpose of this arrangement. Either way, Ilya would gladly teach him.

It was no surprise to him that he was flunking English. When he got offered the opportunity to transfer from his University in Russia to McGill for his senior year, he was quick to accept, especially since Svetlana also went there. And living in Canada had its perks, like being able to date men without risking getting jailed or killed.

He wasn't exactly closeted, in Russia he had messed around with some other gay or bi men — obviously, in secret. But Svetlana knew about his sexuality and now that he was no longer in the motherland, he also didn't make an effort to hide it. He mostly just kept it out of social media in case his brother decided to snoop on his personal life.

Ilya was getting a degree in History, he had studied a lot of Russian and Slavic history back home, but now he was being flooded with English left and right. His English wasn't too bad, he had been talking constantly to Sveta since she moved to Canada over a decade ago, so he had plenty of practice, but speaking was one thing, grammatical structures and advanced texts he had to read were another. He needed all the help he could get.

And he was very excited for that help to come from Shane.