“To answer your question,” he said, voice rougher now, “Yes. If you ask and I grant it, I would want to watch. I want to see you touch yourself, hear the noises you make in pleasure, knowing I'm the one who allowed you that release. And I want you to thank me after you cum.”
My cock throbbed insistently in my tight jeans, his words igniting a fierce need within me. I shifted in my seat, trying to find comfort, but there was no disguising my arousal. A hot flushcrept up my neck as I realized just how affected I was by the idea of Shepherd watching me.
His gaze flicked to my lap, a knowing smirk tugging at his mouth. “It seems this discussion has had quite an effect on you, boy,” he observed, his voice a low rumble that sent shivers down my spine.
I swallowed hard. “Y-yes, Sir,” I managed, my voice a hoarse rasp.
Shepherd leaned forward, eyes glinting with predatory light. “I want you to surrender any sex toys you own. They will be kept in my possession, used as rewards for exemplary service.”
My breath caught, and my mind conjured images of Shepherd wielding my toys to drive me to madness with pleasure. The thought made my cock jump.
“Yes, Sir.”
I squirmed as his heated gaze raked over me. The power he held, the control he demanded, terrified and thrilled me in equal measure.
“Good boy,” he praised. “Now, let's move on to the last section—protocol and etiquette.”
I nodded, trying to focus despite the throbbing between my legs. Shepherd scrolled to the final part of the contract, his expression serious.
“When we are alone, at The Playground, or around Gavin, you will address me as Sir at all times unless told otherwise. In public or around others, you may use my name. Speak respectfully and refrain from crude language. If I take you to The Playground, you’re not to address anyone without my permission.”
I bit my lip, the strictness of the protocol sending a shiver through me. “I understand, Sir.”
“You will keep your eyes lowered unless instructed to make eye contact. When not fulfilling your duties, you will kneel on my right side, hands on your thighs, palms up. Ask for permissionbefore touching me. If required to stand, do so with feet shoulder-width apart, hands clasped behind your back. Now, show me how you’d kneel for me.”
I hurried to get on my knees on the hard floor.
Shepherd studied me with a frown, then went to open a trunk in the living room. When he returned, he held a riding crop. My cock jumped excitedly.
Shepherd approached, the crop at his side. I lowered my eyes, heart pounding as he loomed over me. The crop dangled, and I tensed, half-expecting the sting of leather. But when the touch came, it was gentle. He used the folded end to tilt my chin up, forcing me to meet his eyes.
“Good boy,” he said, voice sharper. “But your posture needs adjustment.”
He trailed the crop down my throat, over my collarbone, circling each nipple before continuing lower. I shivered. He tapped my abdomen.
“Tighten these muscles,” he instructed. “Roll your shoulders back, chest out, chin up.”
I corrected my posture immediately. The crop slid to my right shoulder, applying pressure to adjust my angle. A vertebra in my back popped, and I almost groaned at how good it felt.
“Good boy,” he praised, and I preened at the approval in his tone. “Now spread your knees wider until you feel a slight stretch.”
I shifted my knees apart until I felt the burn. I blushed, realizing I would be presenting my half-hard cock if naked.
Shepherd hummed approvingly, trailing the crop up my inner thigh. My breath hitched, but I didn’t dare move.
“Lay your arms on your thighs, palms up,” he continued, using the crop to lift my arms into position. “Align your wrists with your knees. Keep those palms open and relaxed.”
I followed his instructions, feeling utterly exposed, my most vulnerable parts on display. A hot flush crept up my neck, but I kept my gaze locked on Shepherd.
“Chin up,” he murmured, tapping the crop under my jaw. “Eyes on me, boy. You will maintain this position until I give you permission to move. Understood?”
“Yes, Sir,” I breathed, trying to rein in my ragged breathing.
His eyes flashed with approval and something darker. He circled me with slow steps, letting the crop trail over my shoulders and back. Each touch sent shivers through me, my skin tingling with anticipation. “In the future, I expect you to assume this position without instruction.”
“Yes, Sir.”
“I have some pillows for you to kneel on. For now, you can return to the table. You’ve done well.”