Chapter 1 – The Beginning
A few people have asked me via chat whether Cindy is my first sub. It got me to thinking about when and where I started. I figured it would be fun to share my humble beginnings. Keep in mind: It took time to develop so this story will be soft on dominance, but worth the read anyway.
Setting the stage: I was 19 and about halfway through the fall semester of my second year. A few of my friends and I managed to score an on-campus apartment that housed four. We had two bedrooms, each with twin bunk beds, a communal kitchen, decent sized living room, and a shared private bathroom. Three of us were friendly, but our fourth friend transferred before the beginning of the semester, so the fourth was a foreign exchange student who pretty much was never there. My bunk mate was Evan: Tall, about 6-foot, lanky, blond hair, blue eyes and played on the basketball team. He sucked and didn’t last the year, but as of this point, was practicing or in games daily. The third roommate was Josh: He was just under six feet, dark hair, muscular in a country farm boy way, with a big, black beard. He was generally quiet and matter of the fact, but out of the two, I got along with him better.
I’m hanging in my room on a random fall day, sitting on the bottom bunk reading through homework. I hear the door to the apartment open seconds before the bedroom door creaks: In walks Samantha (Sam or Sammy for short): Samantha was short, just barely above five-foot, dirty blonde hair she claimed was natural, huge tits, ample ass, and all around chubby, but still very pretty in her own right.
“Oh, hey Sam, Evan’s at practice still.”
“Hey Jake, I know. I was bored” she smiled as she plopped at the edge of my bed, pushing my leg out of the way as she did. For the record, this was not common for her to do, although she did practically live in our apartment. Most nights, despite them trying to be quiet, I could hear them above me, shifting and enjoying themselves. I know they never had sex while I was in the room, but guarantee she sucked him off, stroked him, and he fingered her. It’s not that hard to tell what’s going on, especially when I hear Even grunt in his girlie high pitched squeal seconds before she gets down and heads to the bathroom.
I was dating someone from the school I had met the previous semester. While fun and enjoyable, Jen was holding out for marriage, so the most we did was practice our oral techniques on each other. She refused to spend the night in case I couldn’t control myself. I spent quite a few nights feeling jealous of Evan, knowing he was getting laid all the time.
“You’re over here so much, I should charge you and put it towards my tuition,” I joked.
Sam laughed and looked me straight in the eye: “I think we could come to an arrangement” she said quietly, placing her hand on my thigh as she did. This conversation was not going the way I ever imagined it would, but my body betrayed me, my cock instantly rising against my jeans. “Ha, funny. You know I was just kidding. You’re welcome anytime” I responded back, trying my best to unsuccessfully think of anything but Sam.
As she slowly moved her hand towards my crotch, I was frozen, afraid to move or say anything. “I wasn’t,” she said, quieter now. “Evan told me about Jen and how she is holding out for marriage. Maybe I can help you out.” I wasn’t used to this type of forwardness, so I was still stunned and didn’t know what to do as Sam reached out and started to expertly unzip my pants.
“What about Evan?” I stupidly ask, likely ruining any chances I have. Sam just kept going, grabbing my cock and springing it loose from my boxers. With her hand on my throbbing dick, she looked up, licked her lips, and smirked mischievously. “His loss. I’m horny all the time and he’s barely around. He’s too busy playing with the guys and their ball to satisfy me.”
With that, the conversation was clearly over, Sam engulfing the head of my cock with her warm, wet lips before slowly taking me into her mouth, her tongue exploring every ridge of my skin. Instinct kicked in and I reached my hand out, tangling it in her silky blonde hair. I arched my head back and closed my eyes as she continued her slow exploration. After several minutes, I felt the cool breeze against my skin as she pulled away. I opened my eyes, wondering if guilt had set in.
“Jake, maybe you should take your jeans off and get more comfortable?” she suggested. As I removed my jeans and boxers, I had her lock the door. None of the roommates were supposed to be back for at least an hour, but it never hurts to be careful. Before long, I was back on the bed, legs dangling over the edge, with Sam kneeling between them. This time, I watched as her head continued to bob up and down three-quarters of my cock. My first thought was how much warmer, softer, and better feeling her mouth was than Jen’s. And she could take much more: Jen was lucky to get past the tip most nights.
Sam continued to quicken her pace as she looked up at me, watching me watching her. She had her hand on the base of my cock so she could hold me, but at the same time, was massaging my balls with her thumb. I could feel my abs tightening as I started closer towards a much-needed release. “Holy fuck Sam, I’m gonna cum” I cried out, louder than I had planned. She just sucked faster and harder, adding her hand to the mix as she stroked the base of my cock.
The room was filled with the sounds of her slurping, wet mouth engulfing my cock repeatedly. Finally, unable to hold off, I erupted, showering the back of her mouth with more come than I thought possible. Never breaking eye contact with me, Sam just continued to swallow and shallowly suck my cock, taking it all. After being sure I was finished, she pulled off, continuing to stroke my cock as she sat back on her heels. “Is that a good first start for payment?” she asked.
I laughed and told her “You can pay me like that anytime!” I had a huge post climax grin and being that I was 19 and horny, was still raging hard as she continued to stroke me, now gazing at my glistening cock head as she did.
“Well, I guess I didn’t do a good enough job seeing as you’re still rock hard” she smiled and then quickly slid her lips back over my cock. This time, she grabbed my balls and began squeezing them, matching timing with her mouth as it slid over and over against my sensitive skin. Her tongue darted against my cock, flicking around before she continued to eagerly suck my cock. As she sucked my cock for a second time, the actuality of my situation hit home: My girlfriend, who was saving herself for marriage, was sitting in a biology study group, my roommate at his basketball practice, his girlfriend on her knees, my cock in her mouth.
Rather than guilt, I felt power: I had this feeling in that moment that Sammy would do anything I’d ask, and I was getting ready to put her to the test (granted – that test was mild compared to where I am today, but I was just starting out!). As I started to think about the possibilities, Sam serving me every afternoon while Evan was off somewhere else, it awakened my desire: I grabbed Sam roughly by the back of the head and started working my hips, thrusting my cock in and out of her mouth. She just moaned and sucked harder.
Not soon after, I grunted, and without any further verbal warning, came again, shooting another steady stream of come into Sammy’s mouth. “Holy shit Jake, that was a lot of come” she remarked after fully swallowing it all. I was amazed at how easily she could just swallow it all. I smirked and responded: “I could get used to this.”
She stayed on her knees for a few minutes, resting on her heels, while she caught her breath. I stared at her chest rising and falling, thinking about how nice it will be when my cock finally gets to slide between them. Satisfied for now, I was no longer hard. Finally, knowing Evan was likely coming back soon, I stood and stuffed myself back into my boxers before putting my jeans back on. “Hey Sam, be here tomorrow afternoon, 2PM. Don’t be late.”
“Yes sir” she jokingly remarked, not realizing the affect those two words had on me! I went back to reading my homework while Sam used Evan’s desk to start her homework. I slid my discman on and got lost in homework. About 45 minutes later, Evan came in, freshly showered after practice. I still didn’t understand why he’d prefer to shower with a bunch of guys versus just walking the five minutes to our room, but oh well, something to make fun of him about. He immediately locked lips with Sam while I took my headphones off to be polite and say hi.
“Hey Jake, she isn’t annoying you too much, is she?” he asked after breaking the kiss. “Nah, she only interrupted me once, all good. How was practice?”
“Good exercise, can’t complain.” Turning to Sam, he remarked “You taste good. What did you have for lunch?” I almost snorted trying to contain my laughter. Sam, like a champ, answered him deadpan and explained her lunch for him.
Josh and Jen both came into the apartment, and we all hit our routine, studying for a few hours before heading out to the school café for dinner. By this time. After, as was normal for us, we all hung out until it was time to part ways. I walked Jen back to her room, which is usually when I assumed Evan and Sammy got it on, returning about twenty minutes later. By the time I got into the room, Evan and Sammy were already on the top bunk. I got ready, hit the lights, and settled in below them. Even now, I marvel at how well those bunks were made: Solid wood foundation, solid wood panels, and somehow, despite the usage, they didn’t budge or break.
About fifteen minutes later, I could hear movement. My cock hardened as I thought about earlier and likely what was happening above me. Based on the sounds, I was guessing Sammy was practicing her techniques on Evan as he tried to stifle his girlie moans (yes, this was a constant joke behind his back). Before long, I saw and heard the bed shifting seconds before I saw Sam’s legs dangle over the bed, looking for the ladder at the end. I watched in the low light of the nightlight as she walked to the bathroom, her top barely containing her 36DD breasts.
Quietly, out of character for me, I joked: “Dude, you need to teach her to swallow so she doesn’t wake me up every time.” Above me, Evan stuttered a bit but failed to respond. I sank into my pillow, smiling knowing Sammy rarely, if ever, swallowed when he finished. Every time it was the same schedule. I slept soundly thinking about all the fun to come. The next morning, I quietly got up, being the early riser, but swear I caught Sam watching me as I tried to contain my morning wood on the way to the bathroom.