My Secret Santa's Secret Baby

He held ear close as I trembled against him, his strong arm around me holding em upright, his hand still stroking my tingling pussy as I came down. It seemed odd but from what I could tell, while the stimulation in my pussy helped take the edge of the pain from the nipple clamps, the sensation from the cramps helped to intensify the feeling in my pussy and therefore also my orgasm. He clearly knew a lot more about the female anatomy than I did.

“Are you still okay?” he asked.

“Yes, master,” I whispered, unsure where that exact term had come from.

“Good,” he said with a warm smile, “because I would like more dessert.”

Before I could ask what he means, Simon had me sitting down, clamped nipples and all, on the edge of the fine table, near the plate holding the rest of my piece of pie. Under his gentle guidance, he lay me back across the table, my heels pressing down on the edge. Taking up the seat I’d been in, he eased my legs apart. Stroking my inner thigh, Simon reach over with his other hand, taking up a handful of still warm pie and smeared it on my pussy. I hummed at the lovely feeling, not thinking at all about what the sugar might do to my pussy.

Cleaning off his hand, so he could hold both my thighs at once, Simon dug in, so to speak, licking every last smear of sweet blue from my girlhood. It was both the funniest and most exciting thing I’d done up to that point. My body trembling with sweet pleasure.

Before I really knew what was happening, Simon had me off the table and was cradling me on his lap. Gently removing the nipple clips and putting them back in the box. Leaving the box on the table, along with everything else, Simon scooped me up into his arms and carried me up to his bedroom.

My heart was pounding with each step up to the second level. Was it actually going to happen? Was this beautiful, gentle, classy man going to take my virginity? I gulped audibly when I saw the bed, it all becoming very real.

To my surprise he put me down on my side. I wondered if he might try fucking me in the ass. Something I was up for if he wanted to but wasn’t how I quite imagined it going. I heard a drawer open and something taken out of it. A condom? A vibrator? A butt plug? Nope. I wouldn’t know what it was for a while but what I did know was my man had a plan.

The first strike was wonderfully gentle. An upward stroke with his hand slightly cupped, feeling more like a quick grope. He focused his attentions on my left ass cheek, it being all he had access to. I had the feeling he would have put me on my belly but didn’t want to aggravate my already throbbing nipples. Again knowing what was good for me better than I did.

The strikes got harsher from there. Alternating between brutal to slightly less so, my master pausing every so often to stretch out my asshole, which makes me moan with pleasure it feels so damn good.

Eventually, he eased me onto my front, giving the same treatment to my other cheek, rising similar moans of pleasure and pain from me, to the point it was hard to tell the difference.

“Did you like it?” he asked, stroking my reddened ass.

“Yes, master.”

“Good. I’m sorry I didn’t ask. I needed to be sure.”

“Sure of what, Master?” I asked.

“That you could take real pain. The clamps a hard spanking. This is still pretty light but about as hard as I go as well. I want you to be my pet but had to make sure you could take it first.”

“I can, master,” I assured him, “anything you want, I’m yours.”

“Good to know,” he said, giving my ass a gentle squeeze, making me moan as opposed to blush.

It would still be awhile before I complete got over my hang-up about my ass, but Simon was certainly helping me along the way.

He’d gotten lotion from the drawer. A really nice, cool formulation that felt like heaven on my spanked ass. I could feel my whole body relax, and he stroked it on. Making me hum with contentment. My eyelids starting to feel very heavy indeed.Chapter Eighteen - SimonThere was a warm weight beside me. It was an odd sensation but not in an unpleasant way. I couldn’t temper the last time I woke up beside someone. Certainly never a pet. The closest any of them ever got was sleeping on a mat beside the bed. Yet, there she was, snuggled in under the sheets, so close I could feel her.

We were spooning, Skye in the front which really was the only practical way for us to do it. I stroked my hand over her belly, just to make sure it was all real. Such a circumstance far too wonderful for me to quite believe. At least not right away. Skye hummed, roused by the contact and turned in my embrace, wrapping her arms around me.