A/N: Sorry for the delay everyone! Enjoy last week's chapter!
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Aspen turned his head, only to meet Alan's eyes - Eyes that held a warmth that Aspen wasn't expecting.
"I know you're embarrassed," Alan said softly, "I remember what it was like when my dom first bent me over. It doesn't feel that great, but you're going to have to do it eventually."
"But why?"
Alan chuckled. "So I can figure out what buttplug I need to buy so I can fill that hole up."
He said it bluntly, and Aspen's breath hitched.
"Are you going to be a good boy, Aspen? You've done so well so far, don't let this stop you."
The hand that had been cruelly squeezing Aspen's cheek traveled up his back only to rest on the small of his back in a possessive grip.
Aspen turned, closed his eyes, and bent over at the waist.
"That's a very good boy," Alan murmured appreciatively. "Rest your hands on your knees so you don't fall over. I'm going to pull your cheeks apart. Is that alright with you?"
Aspen inhaled sharply. "Green, Master."
Immediately, the hand left his back only to come to rest on his cheeks again and as soon as Aspen had braced his hands on his knees, Alan pulled his cheeks apart. "Atta boy," he said softly. Then the hands let go. "Stay."
"Bent over?" Aspen questioned.
"Yes."
A minute later, he saw Alan's feet in front of him and he looked up.
"How's that?" Alan asked him, and Aspen hesitated. "I like it."
"Good. Now, this," Alan said and opened his hand only to reveal a buttplug, "is going to go inside your ass, and that's the first and last thing we're doing today. Am I still green?"
Aspen took in the toy - it was barely thicker than his knuckle, and the aspect of having Alan call him a 'good boy' again was going to be worth the discomfort he might feel. "Yes, Master."
"You're doing very good, you know that? It makes me very proud."
"Thank you?" Aspen murmured, and before he knew it, Alan had walked around him again.
"I'm going to use some lube. This is cold," he announced, and then Aspen heard a bottle uncap before something cold ran down the crack of his ass. He flinched, squeezing his eyes shut when he felt the presence of the plug join the unwelcoming cold sensation of the lube.
"That's it," Alan said after a moment of soft stinging pain, and lightly ran his hand over Aspen's butt. "You can straighten up now."
Aspen did immediately, glad for the fact that he no longer had to be uncomfortable. He watched Alan throw a small plastic bag into a trash can in the corner, and Aspen could only guess at what else might be in there.
"Are you ready to be honest with me, Aspen?" Alan asked, gesturing over to the bed.
aspen knit his brows. "Uh," he said softly, regarding Alan with a confused look. "Yes?"
Alan sat on the bed and patted the comforter next to him, clearly an invitation for Aspen to sit.
Aspen hesitated a moment before he sat, and the butt plug went a little farther up into him.
"How do you really feel about this, Aspen? Tell me honestly. You can walk away if this isn't what you want."
"I don't want to leave!" Aspen protested immediately. "Really," he added. "I ... I meant when I said I liked it."
"Good. I am going to ask you that question every day, though, because I need you to understand that you don't have to do this just because I asked you to."
Before Aspen could protest again, Alan had reached for his chin with two fingers. "Are you here because you want to be, Aspen?"
"Yes, of course, I am, Master."
Immediately, Alan let go and folded his arms around Aspen in a hug. A kiss landed on Aspen's hairline and he blushed profusely at the affection Alan was giving him.
"Such a good boy, aren't you?"
"I'm trying," Aspen mumbled and leaned his head against Alan's shoulder. "This is nice."
"I'm glad you think so, but we should probably lay you down so you don't start hurting. Go ahead."
As soon as Alan let go of him, Aspen crawled under the blanket on the bed.
Alan shrugged his pants off and joined him. "This is alright?" he asked softly, pulling Aspen close.
"Is it with Spencer?"
"Yes, you needn't worry about that. I'm not planning on doing anything that will upset either of you. You'll need this, believe me."
"Why?"
"Because it's not going to take long for your brain to realize what exactly we just did, and I'm just here to bring you back to the ground. Relax, you're safe here."
"How did you go from doing this in college to wanting to open a club for it?"
Alan messed Aspen's hair up with a light ruffle. "I honestly don't know, but when it was time for Leo to leave, I couldn't really see myself turning back, so I took the role as big for my fraternity. It wasn't a choice I made consciously, but it felt right, and I learned a lot about relationships and people that way. Our society doesn't like sex-positive people - less even than they might like two gay men cuddling - but there's no shame in asking for what you need, and for the most part, this community is a safe space to do so."
"For the most part?"
Aspen could feel Alan's chest moving as his friend exhaled sharply. "There are creeps everywhere, little one," he said softly. "And I don't want them in my club."
Little one. Aspen felt his heart thump away in his chest, and he cuddled closer against Alan's side.
"Let that be my worry," he mumbled. "That's what you're hiring me for."
Alan hummed in response, his hand going back to idly stroking over Aspen's head and messing with his hair. "I'm very glad for that," he said softly.
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Take Me Down The Rabbit Hole (BDSM | 18+)
RomancePrequel to Take Me To Wonderland | Can Be Read As A Standalone Updates every month ➜ 02/23/2025 ____ "I don't know." "I could teach you," Alan said, a grin forming on his face. "And you know I'll pay well." Aspen laughed. "Are you trying to bribe...