RELATED TAG: first time blowjob
A First Time For Dennis
By: Sophie Browne (TheOriginalMissTakes@gmail.com)A First Time For Dennis
At every school it seems that there is always one shy kid in the class who just doesn’t seem to fit in with the crowd. Often that ch** would be smaller than the others, or younger or perhaps new to the neighbourhood. In my freshman year in college, that guy was Dennis. Short and slight, with freckles and oversized glasses, Dennis could easily be mistaken for a high school sophmore.
Dennis was pretty good at blending into the background.
I don’t think he said more than three words the entire first semester, so I was surprised to see him at Jason’s birthday party when I showed up with my friend Marie. The music blared and couples danced beneath strings of cheap ornamental garden lights which hung helter skelter above the backyard patio. I found myself standing next to Dennis near a table of snacks and began to chat with him. Nothing special, just how’s it going, how are your courses, that kind of thing. A few minutes later, one of the guys from the football team asked me to dance. Tall, strong and drop dead gorgeous, of course I would. We linked our fingers together and moved to the middle of the impromtu dance floor. A slow song came on. Perfect.
We wrapped our arms around each other and swayed to the music. As I laid my head against his broad shoulder, I felt his hands slide slowly down my back, lower, until they rested comfortably around my ass. I didn’t stop him. He whispered in my ear that he had some smoke so off we went to his car.
With a nice buzz going, football player and I slipped into the laundry room, to get to know each other better. A short time later a movement at the door caught my eye. There was Dennis, peering into the semi-darkness, mesmerized at the sight of me on my knees while the football player pumped his cock in and out of my mouth. Knowing he’d been seen, Dennis quietly slipped away, perhaps afraid that I would say something and football player, not taking kindly to being watched, would pound him into jelly.
Football player and I returned to the party shortly thereafter. I grabbed a Pepsi from an ice filled cooler sitting on the ground and went off to search for Marie. In there, I was told by a girl I knew from my dorm. I entered the kitchen and was immediately offered a beer. No Marie.
Upstairs, I was told by a guy that I knew from my english class. Up the thickly carpeted stairs I went. A girl I’d seen at school but didn’t really know came out of the bathroom. She smiled and went downstairs. Softly played hard rock music and mumbled voices could be heard from down the hall. I entered what turned out to be Jason’s bedroom. There I found Marie. She was naked, lying flat on her back, feet planted wide apart, being fucked by some guy I didn’t know. There were two other guys watching them from the foot of the bed, obviously waiting for their turn. A third brushed past me, slopping beer on my foot from the open can he held in his hand. The boys looked at me hopefully. No thanks, I said to myself, I’m out of here. Giving head to a cute guy from the team was one thing, giving it up in a drunken gangbang was quite another.
Without saying good-bye to anyone, I slipped out the side entrance and stepped into the night. As I reached the sidewalk, I noticed a solitary figure up ahead. It was Dennis. Wait up, I called. He turned to see who had called out and I soon caught up with him. I asked him if he would mind walking me home, which he was more than happy to do. We talked about school and I was surprised to learn that he was in three of my classes. I was only aware of him in two but as I said, Dennis was adept at being inconspicuous. All the way home I could see Dennis stealing glances at me. I couldn’t help but wonder what he was thinking about me.
As we approached the dorm, I mentioned to him that I was having trouble with math. Naturally Dennis turned out to be a mathematics wizard. As we stood in front of my house, I asked him if he would help me with my homework. He didn’t need much convincing and we agreed to meet the next afternoon at 4. Then I kissed him on the cheek and ran across the grass to the front door. I waved to him before disappearing inside. God only knows what he dreamed about that night but I don’t imagine it was math. first time masturbating stories
At 4 pm exactly, Dennis rang the doorbell.
His face reddened when he saw me at the door dressed in a skin tight white miniskirt that barely covered my crotch and midriff revealing matching tank top. I invited him in and hung up his jacket. C’mon, I told him and quickly led him down the hall to my room. I could sense his eyes feasting on my behind as he followed me down the corridor. We went into my room. Dennis stood at the doorway, not quite sure of where to sit. I grabbed my math textbook from the top of my dresser and belly flopped onto my bed. As I innocently flipped pages looking for our latest assignment I was keenly aware that Dennis was staring at my long bare legs. My skirt barely covered my bottom and whenever I moved my legs he would catch a glimpse of my white cotton panties. When I asked him a question pertaining to a formula that was troubling me, he stammered something completely incomprehensible.
I rolled onto my side to face him. I told him to come over and explain it to me. Don’t worry, I added, I won’t bite. His chuckled reply was strained with tension. He wasn’t so sure about that.
We poured over math equations for another ten minutes or so before I told him I needed to take a break. I rolled onto my back and stretched my arms over my head. This caused both my top to ride higher and Dennis’s eyes to widen. I smiled at him innocently then sat up cross legged on the bed. I asked him if he’d had a good time at the party. Yeah, he replied mechanically, it was fun.
I then asked if he’d had fun watching me in the laundry room. Dennis didn’t say anything for a long time, he just clumsily stared at the floor before saying that he didn’t intend to spy on me. He went on to say that he was looking for the bathroom when he heard noises coming from the laundry room. He never expected to see what he saw. I assured him that I wasn’t upset. My fingers toyed with some loose strands of my hair. You didn’t answer my question, I pressed on, did you like what you saw?
Yes, was his embarrassed response.
I looked at him, with a shy smile, and asked, would you like me to suck your cock too, as casually as if I’d asked him to pass the salt. Dennis blurted out okay.
Cool, I replied. In one fluid motion I drew my tank top over my head, carelessly tossing it to the floor. Dennis stared open mouthed at my pert teenage breasts as they stood proudly before him. I edged towards him until our faces were a scant inches apart. Our eyes met as I brushed my lips across his in a soft kiss. I reached for his hand and placed it on my breast.
That’s nice, I murmurred as he softly stroked and pressed my tit flesh.
My tongue darted between his lips and entered the warm wet cavity of his mouth. That feels so good, I gasped, it makes me feel like a woman. Dennis was pleased when my nipples began to stiffen beneath his touch. With fingers delicately entwined in his hair, I drew his face to my chest, an exaggerated gasp of pleasure as he sucked an erect bud into his mouth.
Dennis suckled at my breast like a new born ch**. I carefully stroked his hair and rained tiny kisses on his ear. It was apparent to me that Dennis had never gone this far with a girl before and wasn’t about to miss this opportunity to experience tits firsthand. Eventually I was able to ease away and gently push him onto his back. Nimble fingers slipped the brass button of his jeans through the loop. The rasp of his zipper roared throughout the room.
It was a struggle to yank his jeans off as Dennis tried to help, which made the task all that much harder. Finally free, it was easy for me to peel his tidy white briefs off, leaving him naked from the waist down, save for his white sport socks. His cock was already stiff and stood tall when released. It wasn’t very big but that would make it easier for me to deep throat him. With my hand firmly wrapped around his shaft, I settled between his open thighs.
I gently blew a stream of warm air over the head of his cock, causing it to twitch. My trademark maneuver amongst the boys in the know back home. Tell me if you like this, I told him, know the answer well in advance. My tongue traced the length of his cock, following the thick blue vein that runs from the balls to the bulbous purple crown. I dabbed at the spongy head with the tip of my tongue, flicking at his peehole, teasing him, taunting him, making him wait until he couldn’t stand another second of this torture before engulfing him in my mouth, clamping my lips over the base of his cock, sliding along it’s entire length before plunging down to take him deep in my throat again.
He moaned in satisfaction as I slowly pumped my face against his groin. Occasionally I would drag my teeth along his shaft causing him to gasp out. I knew he wasn’t going to last long.
I took him deep in my throat… and held him there. I looked up at him, his face contorted in pleasure and anticipation. I knew for sure now that this was his first time and I decided that I wanted it to be special, to be perfect. With one hard final suck, his soaking wet cock slipped from between my lips.
Dennis reacted with dismay. Don’t stop now, he begged, PLEASE! I put my finger to my lip to shush him, then slowly crept to the edge of the bed.
I stood beside him and shimmied my tight little skirt over my hips before letting it drop to the floor. Dennis stared in wonderment. I took his hand and placed it on the satin smooth skin of my thigh. Dennis was a fast learner and quickly cupped the wispy material of my crotch.
Rub it, I implored him. Dennis immediately rubbed against my pussy like Aladdin summoning the Genie. I showed him how to do it. Slowly and gently. I guided his finger tip along my slit. Soon the dampness of my womanhood was evident to his touch.
first time girl stories
Take them off, I instructed. Instantly, the tiny white garment fell to the floor. I stood before him, as naked as the day I was born. Dennis stared at the thin patch of crinkly hair that surrounded the puffy lips of my love nest.I lay beside him on my bed. I brought my knees up and parted them, exposing my womanly charms to his gaze and touch. Put your finger inside me now, I urged him. His finger corkscrewed between my cunt lips, too hard at first and I shuddered in pain. Guiding his hand with my own, he quickly got the hang of it. I taught him how to massage my clit. It was great.
His ministrations and my feelings of power over him took me over the edge. The stacatto gasping that signals my orgasm was lost on Dennis as was, I soon saw, his erection.
Crawling across the bed, I held his prick in my hand then quickly took him back into my mouth. It didn’t take long before he was hard again. I straddled his waist, my eyes locked on his. With a shy smile etched across my face, I reached under my crotch and took hold of his straining cock. I stroked his length to keep him hard before gently placing his engorged knob between the pouting petals of my cunt. Slowly, deliberately, I sank lower towards him.
As contact was made, his hands reached for and found my boobs.
I love the feel of a hard cock as it forces my pussy lips apart. With only the tip of his cock wedged inside my slit I told him don’t cum inside me, okay? Without waiting for an answer, I eased my pussy down onto and around his cock. Dennis was inside a vagina for the very first time.
Once completely impaled, I held him there, crushing our crotches together. I waited a good 10 seconds before slowly easing upward, then down again. Up once more then slowly sinking all the way down, grinding against his pubic bone. I soon had an easy rhythm. With glassy eyes he began to groan.
Ohhh Goddd he squawked, his breath ragged, and I knew what was happening. Quickly lifting myself off, his cock twitched, then shot out a stream of sticky white goo onto his stomach. I immediately grabbed his dick as it waved in the air and captured him in my mouth. With lips clamped tight, I pumped furiously up and down on his shaft. He gasped out as gobs of spunk filled my mouth until there was no more.
As Dennis lay prone on my bed, I saw that his penis was still erect. I reached for my handbag, saying, this time we’ll use a condom.
