You and Gwayra have a biweekly agreement. However, for this week's meeting, she called you far earlier than usual. One of her many maids guided you to her private chambers. Gwayra was lying on one of the large beds, wearing a thin silk dressing gown.
"Ahhh, my good friend," Gwayra purred, looking up at you with her green cat-eyes. "So kind of you to come in such short notice!"
She stood up and stepped toward you. Gwayra kissed your cheek, her hand stroking along your chest. Her hand slid over your body, slipping down to grope your crotch. She pressed her ample breasts against you as she grasped your erection, giving it a squeeze. It was clear she wanted to fuck.
"I hope you're feeling well, m'lady," you gasped, leaning forward and letting her feel you up.
"Of course I am, my dear friend! Just as good as always, if not better." Gwayra purred, her eyes flicking upwards. "But you... looks like you're having some issues... Money issues, I heard."
You sighed, you had hoped Gwayra would never know of your money troubles. However, people like Gwayra had a way of keeping check on those type of things, and she certainly seemed to take an interest in what was going on in your life.
"Ah, yes," You chuckled, averting your eyes from her gaze. "You know, the usual..."
"The usual?" She giggled coyly.
"Yeah, the usual... It's been tough to keep up, but I've managed to keep myself afloat so far." You lied. "Just trying to scrape by and pay all my student loan debt."
Gwayra gave you a wicked smile.
"Oh, my sweet Jack, you don't need to lie to me." Gwayra chuckled. "I heard you owe a lot of money, and to a lot of dangerous people. I just hope it was worth the risk."
You clenched your teeth tight.
"You know about that?!" You asked angrily.
"Well, it's easy for me to find out things like that, my dear boy." Gwayra giggled softly, stroking your cheek.
You slump your shoulders, defeated. Gwayra smirked, pulling you into her embrace.
"Don't bother that pretty face of yours with the small things, Jack, let me take care of it all for you." She cooed, kissing you softly on the neck.
"Oh, but-" You tried to protest.
"No buts, my dear boy," she giggled, pressing her breasts against you. "No need to worry yourself, I'll help you and pay all your debts... But not for free." Gwayra smiled, and gave your crotch another squeeze.
"What do you mean?" You whimpered as Gwayra caressed you.
"I want you do to something for me. Do something to me, actually." She purred in your ear, nibbling the lobe. "Something special. And if you do this special thing, you won't have to worry about those debts of yours anymore!"
"H-Hold on," You uttered. "What exactly is it you're asking me to do?"
"It's something I've always wanted, Jack," She murmured into your ear. "Ever since I've seen of your beautiful cock, I've dreamed about having it inside my ear."
The desire and lust you were feeling completely evaporated at once, replaced by a deep confusion.
"What? What you're talking about?" You asked, puzzled.
"It's very simple. I want you to shove that fat cock up my ear as far as you can go, and fuck it silly." Gwayra giggled.
Your mouth dropped open in shock.
"W-Well, uh," You stammered awkwardly. "But why though?"
"Just go along with it, please," She purred softly, running her fingers through your black hair. "I'll pay all your debts if you do it to me. Please just fuck my ear."
"But why-" You tried to question Gwayra.
"Because humans are nothing but a bunch of prudes, and I'm a kinky bitch, darling." Gwayra sighed, giving your crotch yet another squeeze. "Now, don't waste my time with silly objections, and just do what I'm demanding if you really want my help after all!"
"U-Um... alright..." You breathed. "I-I'll try my best."