It was late and I was bored with the television, so I turned to the Internet for something to occupy my mind. I knew that I should be upstairs asleep by now because I had to get up for work in a few short hours, but I was still jazzed up from drinking cup after cup of Coca-Cola. It was after midnight already and I wasn't even the slightest bit tired. The T.V. remote slipped through my fingers then I clicked and surfed my way across the World Wide Wasteland, forsaking one cathode ray nipple for another.
Mindlessly reading some baseball story or something on some sports blog or another, I blinked once, then twice, at one of those annoying Internet pop-up windows that inevitably invade our computer screens. A link to some seedy online pornographer, one of a literally endless parade of lurid pop-up ads selling cybersex in one flavor or another, in this case a petite brunette in black latex gloves and shiny thigh boots – beckoning to me from the screen as her fist clenched a leather riding crop in a threatening yet seductive pose. Pert breasts glistening with hard, pink nipples arching up ever so slightly, she pointed directly towards her cleanly shaved pussy, as if to demand oral service from some unseen slave. I closed the pop-up window and went back to reading, but the sexually graphic image had already triggered a stimulus response deep within the limbic system of my brain. I soon lost all interest in baseball.
I was horny now, so I closed my web browser and opened a folder containing my favorite dirty pictures -- digital photographs of Wendy in varying states of undress and in various erotic or suggestive poses. On a particularly care-free evening a few years back, she actually allowed me take some nude photos of her. I still enjoy looking at these pictures when I'm awake alone at night. Soon I was viewing them in a slideshow, idly rubbing the bulge in my Levis and drinking in the glowing images of her with my eyes. Eventually my erection grew uncomfortable so I pulled my waistband down to my thighs. My aching hard-on sprung free and I wrapped my fingers around it, stroking slowly, softly. She enticed me from the screen as I continued, my breaths coming faster and deeper now. I imagined the feel and taste of her body as I went on, a little bit faster, a little bit harder. Gentle waves of tension coursed through my body and I focused on the screen, just barely moaning as I went on, losing myself in the sensations and images. As my pace quickened I felt the tension begin to build; the room began to blur as my arousal took over and I felt my eyes rolling back in my head. Almost subconsciously, I began lifting up my hips in a subtle thrusting motion, breathing more heavily, feeling almost like I was in a trance. Just then I heard the unmistakable sound of someone clearing their throat. I froze instantly – and turned to see Wendy standing there in her bathrobe and pajamas. I sat speechless with my cock still throbbing in my fist while she stood there in the doorway with her hand on her hip, a curious smile curling up the edges of her lips. She gazed down at my naked midsection, then tilted her head slightly, looking me directly in the eye.
"So, is this what you do every night while I'm asleep?" Her eyes were already locked onto mine and I suddenly felt helpless and ashamed. My erection began to wilt in my hand. I squirmed uncomfortably in my chair as her eyes wandered back down my body. I began to cover myself. "Oh, no you don't!" she stepped forward quickly, "don't stop now, I want to see you jerk off!" She grinned as I sat, frozen. I felt embarrassed, being caught red handed like this. She spoke again as I hesitated, her voice taking on a slightly harsher tone. "I told you to jerk off, now get to it. Rub it up and down until you squirt!" She casually stepped towards me. "Now, do it!"
I exhaled slightly, leaning back in my chair. "Umm, okay" I whispered, reeling in embarrassment. I started stroking again, just as she ordered. Slowly I moved my hand back and forth, sliding my fingers along the length of my cock. I was hoping that she would join in, but she just stood there watching me. I felt totally insecure, like I was on display.
"That's it, jerk off for me." She moved even closer, next to where I sat, a curious swagger building in her voice. "I wanna see how you do it." This was totally unlike her, to act so crudely sexual, and especially to be so blatantly demanding about it. Why was she suddenly behaving this way? I was too stunned to ask or say anything about it – I just kept on stroking my cock.
"Take off the rest of your clothes." I quickly complied, pulling my shirt over my head and sliding my jeans all the way off – but I couldn't help feeling a bit uneasy, being completely nude while she stood there fully clothed. She continued to let her eyes wander over my body, finally stopping again to look me in the eye. "Play with yourself so I can watch -- I want to see you make yourself cum." I was still nervous, performing for her like this, but I kept on going. My cock began to stiffen as I awkwardly masturbated for her entertainment.
She seemed to be enjoying my discomfort, taunting me as she leaned to whisper in my ear. "I'll bet you'd like to put that thing of yours into my hot little pussy, wouldn't you?" My pulse quickened as she spoke and I impulsively started moving my hand faster. I tilted my head back and saw her standing next to me, lips slightly parted. Her eyes fixed upon my crotch, staring intently as I jerked off. I couldn't help but notice the top two buttons of her pajamas were unbuttoned. "Yes, that's it..." She rested her elbow on the back of my chair, turning me slightly to the left as she continued to taunt and tease me. "That's it, jerk it faster. I'll bet you like jerking off for me, don't you?" Her unbuttoned pajamas hung open as she leaned over beside me, affording me a delicious view of her small, perfect breasts.
"Yes." I whispered meekly, watching her perky little tits bounce softly in the rhythm of my strokes. The shock of my embarrassment began to slowly fade as I jerked off, savoring the sight of her smooth, supple orbs and exquisite, rosy nipples. "I like to jerk off for you." I felt ashamed and excited at the same time. She seductively licked two of her fingers, then started wetting my nipples with her saliva. It tickled slightly but the sensation was mostly pleasurable. She brushed them with her fingertips, pinching slightly. My nipples quickly responded to her touch, sticking out like two tiny points.
"Tell me." Her voice sounded rougher, deeper. "Tell me how much you like to jerk off for me."
"I like to jerk off for you." I repeated, pumping my fist on my now throbbing shaft as she tickled and toyed with my nipples. Tides of lust swept over me; I felt humiliated yet exhilarated as I surrendered my shame, and myself, to her. "I want to jerk off for you and cum for you."
"You keep jerking it, but don't you dare cum yet." She pinched one nipple between her thumb and forefinger to make her point, squeezing as she looked me in the eye. "You don't cum until I tell you to."
"OWW!" I winced, crying out at the unexpected jolt of pain. She immediately softened her grip, smoothly caressing my nipple as she kneaded it between her fingers. "Okay, I won't cum." I felt like I was out of breath as I continued masturbating. "Not until you tell me to." Her fingers felt silky, soothing my nipples as she worked them over. She really seemed to enjoy playing with them. Looking down her pajama shirt again, I noticed that her own nipples were hard now. I watched as they softly grazed against the fabric of her shirt.
