Deepening the relationship

While waiting for Liam to join me in the living room, I figured I may as well send the latest series of photos to my blackmailer. I smirked as I watched the video of Liam plowing my asshole and hit the send button, imagining the raging face of the bastard seething with envy.

"What are you smiling about?", Liam's voice suddenly resonated as he made his way to the living room's table where I was sat. He was still as gloriously naked as I left him earlier.

"Oh nothing crazy, was just picturing the face of my blackmailer as he watches the video of you fucking my ass that I just sent him", I giggled as Liam took a seat next to me. "By the way, can you put some clothes on, I don't think I'll be able to concentrate if you stay like that!"

"Okay, I'll be right back."

Back to my bedroom he went, just enough time for my blackmailer to reply to the previous pictures. This time, as Liam came back to the living room, he could see the wince on my face as I read the new message. He knew the identity of the sender immediately from my expression.

"What did he say?", he asked as he sat back down next to me.

"If you insist on continuing to fuck, even if you keep your pussy for me as agreed, I'm gonna insist on fucking your ass, regularly, until I can have your pussy", I read out loud for Liam. "So yeah, he wants my ass again... "

"When?", he asked.

"Let me see." I typed up another message, "How long until you are going to insist?"

While waiting for the response, Liam proposed that we started the tutoring session in the meantime.

"Okay, which class should we start on? I want to get caught up as quickly as possible." I stated, surprisingly excited.

"We should probably start with some 100 level courses, you did say you cheated through those, and without the basics, our current stuff won't make sense." For the next five minutes, he quizzed me on stuff from our first-year class. I'd like to say I got all of them correct, but that was far from the case. However, Liam didn't seem too bothered as he corrected my mistakes one by one and explained the stuff I didn't know. That was what he was being paid for officially after all, but it still helped to ease any discomfort I had remaining of showing just how behind I really was.

As he was showing me a diagram of how binary worked, the anticipated message finally came in. I glanced at Liam, and with a nod, he allowed me to check my phone. "Now, send your boy home."

"Oh... he wants my ass... like right now", I informed Liam. I grimaced as I rubbed my backside, "Not sure my ass will be able to handle another fucking tonight, you weren't exactly gentle earlier... "

He thought for a moment. "Send him a picture of us studying and say that I'm your tutor and you'd have to tell me about the bet to send me away now. Say that we're going to be studying till late and you have class early tomorrow morning, maybe he'll understand?"

A few diagrams and explanations later the next response came in. "Fine. Saturday 8 o'clock. Want you naked, blindfolded and handcuffed to your bed, just like last time. Do a video call so I can verify. I want all the handcuff keys visible", his message read.

"Fucking asshole." I seethed. "At least I get two days to prepare myself, and I know what to expect this time." I showed Liam the message. "I wanted to try and deepthroat you some more later, but I'm scared that he really is watching us. He'll be pissed if he learns that I lied to him, so I guess we just have to really study till late tonight", I said with a resigned expression.

"Mind if I read your history with him?", he asked.

"Go for it." I granted, going back to concentrate on a question that Liam had given me to solve. "I was planning on sending you all the nudes anyway."

"Man, this guy is a piece of work. Isn't he? Oh, he just sent another message."

"What did he say...'If I see your new boyfriend hanging around, I go straight to the honor office and have fun getting out of the handcuffs'. Damn it. I wasn't going to try for that yet... wait, did he call you my boyfriend?", I asked.

"Yeah, he did. I mean, I wouldn't mind, but if word gets back to your dad that you're calling your tutor your boyfriend, what would he do?", he wondered.

"Probably give you a raise and try to get you a position at his company when you graduate." I muttered, deep in thought.

Liam chuckled nervously.

"I mean, I trust you and I love getting fucked by you. But I want to get to know you better before we give titles like that", I decided.

"So maybe we should go out to dinner next time you have a night that he isn't demanding your ass?", he asked. "He said he wants you for himself on Saturday, so tomorrow should be fine, right?"

"Did you just ask me on a date?", I laughed.

"Well, yeah", Liam confirmed.

I giggled. "I'd like that."

He smiled and said, "It's a date then, what are you gonna tell him about the last message by the way?"

"Say 'I wouldn't dare'. Then let's get back to this", I decided, motioning to the work.