“But…Sir…” I gasped, devastated that he would leave me like this.
He ignored me, grabbing a towel from the bedside table to wipe himself off. He gently cleaned me up before tossing it into the hamper. Then he turned my face to his and kissed me soundly.
“Good night, Tate. Sweet dreams.”
He turned onto his side, away from me. I lay there breathing heavily for awhile. Nothing I said or did would change his mind. I knew that. He’d not undone my wrists, so I had to stay in this position for the rest of the night, my dick aching for release, my heart crying for some affection. I really thought he’d get me off and I almost wanted to cry. I pulled, frustrated, against the ropes, just to do something. I heard James chuckle.
“Go to sleep, Tate,” he said in a tired voice.
§ § §
I dreamed of hot horny men taking turns fucking me. So many men came in my ass I lost count and I felt their combined spunk dripping down my thighs, soaking my skin. When one of them grabbed my dick and jerked it roughly, I climaxed with a yell, shaking and spurting everywhere…
I woke up breathing hard and feeling really good. After a couple of moments I knew why. My dick still throbbed with the aftershocks of orgasm, and I could feel the coolness of the wet jizz on my belly.
Fuck! Fuck, fuck, fuck!
The lingering euphoria faded quickly as I realized my predicament. I pulled against my bindings as if there was a way to get loose. I turned my head only to see James sleeping soundly beside me.
I am so dead.
I let my body relax, trying to return to the place of peace I’d known upon waking, and wondering what I’d gotten myself in for. James would not be pleased when he woke up and saw what had occurred. What would the punishment be for this? I spent the next twenty minutes imaging all kinds of scenarios. When I heard movement beside me, I closed my eyes, not wanting to see his disappointment.
I felt him get out of bed and heard him turn on the lamp. He yawned, then there was silence. I wondered what he was doing, so I opened one eye to see.
He stood there, staring at my flaccid dick and smeared belly with an amused look on his face. “Oh dear,” he said.
I blushed. “I'm so sorry, Sir.”
“Sometimes I forget how young you still are, Tate.”
I nodded, so humiliated and embarrassed.
“You know I'll have to punish you for this.”
He untied my wrists and told me to shower then meet him upstairs. “We'll let Sebastian sleep a little longer.”
§ § §
Up in the sunny loft, he strapped me over the spanking bench and paddled my ass for about fifteen minutes, showing me how disappointed he’d been. Then he tied me to the cross and flogged me for another fifteen. When he’d done he made me crawl on the floor and kiss his feet, promising that it wouldn’t happen again.
To ensure that it wouldn’t, he locked me into chastity for the rest of the day. Possibly for the rest of the weekend, but I didn’t want to think about that.
§ § §
Afterwards, he woke Sebastian and had us make him breakfast, then feed ourselves, before giving us a list of purchases and sending us on an embarrassing and humiliating errand. It seemed that James needed some personal items for our weekend and, rather than getting them himself, he would make us do the dirty work. It was all part of the submissive experience, and I can’t say that part of me didn’t feel a delightful little thrill when I perused the items on the list. My ass and back were sore from my punishment but it only served to remind me that James owned me for the entire weekend. The steel cage on my dick helped with that too.
Sebastian didn’t own a car, so we used mine. Our first stop was the big Shoppers Drug Mart at Bank and Walkley. This was where the humiliation came in. The items we had to find and purchase here were four Fleet enema kits, two boxes of ribbed and studded condoms (size extra large), and two large