Page 38 of Strawberry Cake

He spoiled her with kisses over her quivering thighs, reaching out to the drawer once more. “I also have these,” he said, laying the plugs on the mattress next to her. Why was he suddenly feeling so vulnerable? “I trust you and want to give it a try.”

Hope sat up and grabbed the smallest plug, still brushing through his hair. He’d chosen a set of lengthy ones which increased in width gradually, the tips only the width of a finger. He hoped they would help him stretch easier. “We’ll also need lube.”

Wordlessly, he grabbed the bottle and dropped it onto the bed.

Her fingers shifted to behind his ear, gently scratching him there. “Have you tried them by yourself yet?”

Eyes on the floor, he shook his head.

“I promise to be gentle. But you have to be honest with me and tell me when you don’t want to continue.”

“I will, I promise.”

Hope dropped the plug and tipped his head back with a fingerunder his chin. “You’ll do so well for me.” She brushed a soft kiss over his lips, reaching behind herself for a pillow. “Let’s get you comfortable, baby. Can you take your pants off and put this under your knees?”

As he placed the pillow on the floor, he watched Hope walk to the bathroom and then return with a towel. She settled on her knees behind him, placing a kiss on his bare back and dropping the towel next to her.

“Relax,” she hummed, spoiling him with more kisses. As a distraction, she reached around and fisted his cock. “Can you spread your legs a little for me and sit back on your heels?”

He nodded, reaching down to nudge his legs farther apart and melting into her touch.

“Such a good job.”

His head dropped to the mattress with a groan. Hope’s words alone had him fighting his orgasm, and then he knew that as long as she coached him through with her sweet praises, he could do anything.

She pushed the towel between his knees and reached for the lube. When he noticed her struggling to open it with one hand, he flicked the lid open, hissing when the cool liquid dripped onto his cock. Her fingers slid smoother over his length as she gave him slow, teasing strokes. He loved seeing her fingers running up and down his cock, mesmerised by the sight.

“Do you still want this?” she asked, her breath hot against his spine.

“Yes.”

“I’ll be gentle,” she reassured.

Decan tensed, cold lube drizzling down between his cheeks. “Did you like it?”

“I did,” she hummed, massaging the lube into the skin around his hole. It felt odd for someone to touch him there, but he tried to focus on her gentle strokes over his cock and her words. “He wasn’t very patient and didn’t take his time, so it hurt at first. I thought I would hate it but once the pain of the stretch was gone, I was drowning in how good it felt.”

Hope’s fingers vanished, returning more slick than before. He closed his eyes and relaxed a little more, her fingers massaging the lube into his muscle.

“I won’t let that happen to you,” she promised. “I won’t hurt you, but it might be uncomfortable at first.”

“I’ll take it.”

“Of course you will, baby. I know you’ll do so well.” Another pause and when he turned his head, he saw her adding lube to the smallest plug. Then he felt the tip press against him and couldn’t help but try to wiggle away. “It’s alright,” Hope soothed, pausing her movements.

“I’m sorry.”

“Don’t be, baby. It’s an odd feeling. I hated it at first.”

He let out a long breath and sat back down on his heels. Only then did she try again. This time, he let her in and even though he knew it was just millimetres—likely not even that—it felt too much to take.

“You’re doing great.” Her melodic voice wrapped him in a fuzzy cocoon. Hope’s grip on his cock tightened, her thumb brushing over his sensitive cockhead. “Focus on my hand on your cock. Breathe slowly. In… and out.”

Her lips ghosted over his spine, her hand jerking him faster. She made it so easy to do as he was told. His dick kicked in her hands and her kisses sent sparks down his spine.

“You’re doing it, baby. I’m so proud of you.”

Fuck she was? What for? Then he felt it. She was slowly pumping the tip of the plug in and out of him. A shiver ran down his spine and he quickly focused back on his cock in her hand. The feeling was…odd. He knew the stretch wasn’t much, but it still didn’t feel right. Not that it was painful, just… foreign.