Page 46 of Shamefully Trained

Heat rushed through me. I did it, knees sliding wider on the slick surface.

“Better. Now put that pretty bottom out for me.”

My whole body seemed to burn at the phrase. I pushed back as instructed, feeling absurdly exposed even before he touched me in the places I had just presented. I knew what he could see. My pussy, open and wet. The small, punished globe of each cheek. The other place, the place where he had disciplined me with his finger in the café restroom. The memory of that moment brought a new heat to my face.

He made a low, approving sound that went straight through me.

“That’s how a girl offers herself when she’s going to be trained.”

I swallowed. “Trained for what?”

He let his fingers trace once, lightly, over the cleft of my bottom. I jumped.

“For complete obedience. For service as a man’s fuck toy.”

I made a helpless little noise. His fingertip found the tiny place there and rested.

“Hold still,” he said, and took the finger away.

Then I felt it: the thing he must have fetched from the cabinet. Something cool and slick at my rear, not a finger. Smaller at the tip, but unyielding. My heart slammed against my ribs.

“Oh,” I breathed. “Oh, please… no… sir…”

CHAPTER 15

Porter

I had lubed the plug well before I brought it over to the tub. Still, Alex’s adorable little button of an asshole was exceptionally tight, and she had contracted it still further at the first touch of the black silicone.

Alexandra Murphy had the kind of small, hesitant bottom I liked best to train and to fuck, but that sweet backside also represented a definite challenge—though to be sure of a sort I greatly enjoyed. Preparing her anus for my cock would take a little time, but I had no intention of hurrying.

“Easy,” I said, and let the tip rest there without pressing, giving her body time to discover that I would not force her compliance without warning. “No running away from it. This is going to happen to your bottom whether you like it or not, but not in a brutal way. Breathe for me.”

Her back trembled under my left palm. I had laid that hand atop her waist partly to steady her and partly because I wanted the information it gave me. Alex expressed herself there. The small muscles along her spine tightened and released in waves; her breath caught, then lengthened; shame flared through her in one visible shiver and then dissolved into a softer yielding that I felt more than saw.

“Yes, sir,” she whispered, though the yes came out thin and doubtful.

“It’s all right to be afraid.” I stroked once, lightly, down the center of her wet back. “You’re going to open your bottom for training anyway.”

I pushed again with the plug, no more than the smallest increase in pressure. The slick point of the toy dimpled that tiny, resistant ring, and I held it there, refusing to let her push it back. Alex made a little broken sound and tried to rise away from it. I increased the pressure of my hand on her back.

“Stay. This is going to happen to your anus, so make up your mind to take it.”

She obeyed. I felt the obedience before I saw it: the subtle drop in her shoulders, the way her knees widened another inch on the porcelain, the way she pushed her lovely little bottom back despite what I could tell represented her traditional, rational ideas about herself.

“Good girl. Your body’s doing exactly what it should, this first time. You’re resisting because you’ve never felt this kind of thing there before. You’re learning.” I kept my tone calm, almost conversational. “You don’t have to open your anus in some magical way. You only have to stop fighting the idea of submitting to me.”

The words made her clench again. I felt it in the way the plug met renewed resistance and in the way her spine went taut beneath my hand.

“Sir,” she said, voice catching, almost a whine. “It feels… too big. It’s… I feel like it’s going to hurt.”

“Yes.” I took a deep breath through my nose, keeping myself patient and trying to savor the exquisite experience of training her ass for the first time. “It’s definitely going to hurt. And you’re going to accept that pain as a sign of your submission to your sponsor’s pleasure. More important, the discomfort you’re about to feel will not prevent it from feeling good to you later. Breathe in. Hold. Now let it out slowly.”

She obeyed, and I timed the next pressure to the exhale. The little muscle gave a fraction. The narrowest part of the plug slipped inside her.

Alex gasped, then sobbed.

“There,” I murmured. “We’ve begun in earnest. That’s usually the most difficult part, though not the most painful.”