Mistress Pushes My Boundaries

Mistress sat on the bed, completely naked before me and ordered me to strip. The look in her eyes told me she had something big in mind for me. I did as commanded, both excited and a little scared. Mistress loves me, and because of this, she insists on pushing my boundaries.

I trust her. She may push, but doesn't go too far. She dances right on the line between discomfort and abuse of power, but she would never hurt me, so I take deep breaths to calm my heart rate while I obey her command to strip.

Once done, I stood before her, ready for her commands. I loved to obey her. The rewards always far outweighed the fear and discomfort. She smiled at me, and put her hand over my heart. I closed my eyes and sighed. She's touching me. My heart calmed, but my cock twitched.

She's touching me...

Her hand roamed across my chest, her fingers brushing against my skin, causing me to tremble with pleasure. Her fingernails dug into my skin as she raked them down, catching my nipple and shooting hot pleasure straight to my cock. I wasn't just twitching at this point, I was fully hard.

Mistress' hand went down to my cock, her hand once again soft and teasing. Her finger circled the head of my cock, barely touching it, but causing me to moan loudly. Her finger ran down my shaft as her eyes locked with mine. Her hand gripped my shaft and squeezed. My eyes began to close from the pleasure, but the sting of her crop that I never saw in her other hand made me open my eyes again.

"Don't close your eyes. Look at me." She doesn't yell, she doesn't have to. Her voice commands my attention at any volume.

"Yes, Mistress." I say between breaths. My eyes are open, looking into hers and waiting for her commands. I enjoyed several more minutes of her sweet torture, and then I felt her mood shift. It was time to get serious.

"Yes, Mistress?" I asked, excitement and trepidation both warring with each other, vying to be the dominant emotion. She leaned in and kissed my lips, and then kissed her way to my ear, and then she whispered her instructions:

"I am going to lie back onto the bed, you are going to kneel between my legs, and you are going to pleasure yourself. I will be watching the entire time. The lights stay on. You may use the iPad for inspiration and distraction if you need to."

I swallowed hard. So there it is. Her command is not totally unexpected. This is something we have been working on slowly for quite some time. Before my Mistress came into my life, I was always made to feel ashamed and embarrassed whenever I did this and was found out. The guilt and the feelings of selfishness have always been overwhelming, and getting used to having someone rejoice in my own pleasure is something wonderful, but hard to get used to.

We have worked on this, but always in the dark, and always with her pretending not to see, even though I know she was looking. The last time was several weeks ago, and ended wonderfully with her gleefully hopping in at the last moment to swallow my cum. But now the lights are on, and she will be staring directly at me.

Mistress loves me, and she will not make me feel ashamed. I repeat this in my head several times as I take deep breaths. My Mistress assumes her position and patiently waits for me to obey. I look into her eyes once more, and I know there's no backing out of this.

I climb onto the bed and kneel between her legs. I look around for the iPad and see that she had already set it up on the headboard in the perfect position for me to see it. There's even a cup of cool water sitting beside the iPad. She thinks of everything.

I turn the iPad on and surf the web to my porn of choice. I queue the video, but lean in to give my Mistress a kiss before starting. Her lips are reassuring and full of love. I am as ready as I can possibly be.

One more deep breath, and then I hit the play button to start my video. I watch the bodies before me, doing those things that make me hard again. I reach down and grab my cock in my hand, but avoid looking at my Mistress.

I begin stroking myself, slowly at first, as my confidence is still not quite there. But soon, I become less aware of my surroundings, and more aware of the video and how my body feels. Mistress remains quiet so as not to break the spell I've worked around myself.

I stroke harder, faster. My knees begin to ache a bit and I become aware of needing more support. So I lean forward just enough to use my other hand to brace myself on the headboard. I felt the head of my cock brush up against something soft, and heard the tiniest gasp come from Mistress.

I look down to see her face, flushed and happy. She is entirely turned on by watching me, and the soft thing my cock was brushing up against was the opening to her sweet pussy.

Now I understand why she wanted me between her knees. She knew this would happen, and she loves it. Watching me has turned her on, and just the slightest touch from me has caused her to have a small orgasm.

I am thrilled beyond belief. To see with my own eyes that she not only will not shame me for pleasuring myself, but takes such ultimate pleasure in watching me that she has become so thoroughly aroused, has finally broken through the mental and emotional barriers that I've been fighting with for so long.

I was so grateful to Mistress for this lesson, that I wasn't about to let her down. I scooted even further forward on the bed and slid my cock so slightly between her pussy lips and continued my stroking. Alternated between teasing her clit and her tight hole. Her scent filled my nostrils and excited me even more. I wasn't going to last long.

I stroked harder and faster, watching her face as she, too, came closer to orgasm. My cock was barely between her hot pussy lips, but it became slippery with her juices. The added sensation put me over the edge and, without warning, I shot my load all over her hot cunt.

I nearly collapsed on top of her from the orgasm's intensity leaving me utterly weak. But she push me back up with her hand, and very seriously told me "You are not done yet. You've made a mess, now clean it up."

I may have been tired, but I was not about to disappoint my Mistress now. I quickly repositioned myself so that my face was between her thighs, and began licking her pussy clean. Every drop I spilled on her, I lapped up eagerly, listening for her moans as I went along.

I've always loved eating her pussy, but tonight it tasted more like pure heaven than ever before. She was so close to orgasm that she was constantly gushing. I could feel my face becoming wetter than ever.

I brought my hand up between her thighs and teased her hole while I sucked her clit. She thrust her hips into my face in encouragement. I stuck one, then a second finger inside her.

I knew what she loved, and I didn't hesitate to give it to her. I turned my fingers up, shoved them in deep, and began a slow "come here" motion. I didn't need much movement, as she was so tight and responded better to the feeling of being filled than being pounded. My fingers and tongue worked in unison to bring her to orgasm.

And then finally, there it was. She gushed in my mouth. Eagerly, I sucked as much of it down as I possibly could before she had had too much and pushed my face away, her breathing ragged and her body glowing. I couldn't love her more than I did at that moment.

I gently extracted myself from between her legs, took a drink from the cup of water she so thoughtfully provided, and then offered it to her. She drank as I laid down beside her.

"Thank you, Mistress." I whispered.

"No, thank you!" she replied.

We cuddled and fell asleep in each other's arms. I slept more peacefully than I have in a long time that night. Mistress loves to push my boundaries, but she does so in a way that awakens my gratitude.