πŸ“š how it was Part 7 of 7
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GAY SEX STORIES

How It Was

How It Was

by Versatileman
19 min read
4.94 (2000 views)
gaygroupbisexualroughanal
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This is a follow up to "How it Was" Ch.1-6 so it might make a bit more sense if you read those ones first, as it makes references to characters and situations in the earlier chapters. I think you can stroke to it without that information, but I recommend reading at least Ch. 6 for clarity.

This story is pure fiction written to explore sexual fantasies without the moral and ethical constraints of real life. It purposefully ignores real world consequences of unprotected sex with multiple random partners. In your non-fiction life, you should obviously take suitable precautions and treat people with respect.

CW: This story contains some depictions of rough sex.

If you are not legal age to read erotic fiction, please leave now and do not continue reading. For everyone else, I hope that you enjoy it and have fun. Constructive feedback is welcome.

All materials presented herein copyright the author.

***

I was vibrating with anticipation as Mr. Walters led me down the stone path to the gate, behind which I could hear murmurs of animated conversation, laughter, and music. He opened it with a smile and revealed a huge yard, with a perfectly manicured lawn, a wide stone patio surrounding a kidney shaped pool, and terraced cedar decks stepping up to huge glass doors leading into the house. The patio overlooked a meadow of wildflowers that sloped down to the river about a half mile away. The last rays of the sunset lit up the entire scene in vibrant pinks and oranges.

Mr. Walters nudged me, directing my gaze towards some equally interesting scenery. There was a group of people beside the pool, dressed casually, drinking and talking. A tall blond woman moved nimbly around the group with a tray of drinks and hors d'oeuvres.

They were mostly men dressed in tight shirts and pants. I recognized the host, Ron Wilkins and the deputy, who was already trading an empty highball glass for a refill, leering at the server and running his hand over her ass. There were also a few guys from school, like Wesley Freeman from the track team, Sam Mitchell who was Mr. Walters's top biology student, and Brendon Green, a varsity linebacker who had graduated a few years ago. Standing beside Mr. Robinson, who wore a tight blue polo shirt and snug white slacks, was Chuck Wallace, the gorgeous star of every drama production and the president of student council.

A sly grin crossed Mr. Robinson's lips as I approached the group, and I could feel my cock strain against my jeans at the thought of all this luscious man-flesh. I realized that Mr. Robinson had an entire harem of young dudes that he had ensnared in his seductive web, and I thought of Craig and the hints he had dropped during our confrontation. I was definitely not the only one the vice principal was feeding his cock to.

As I joined them, I noticed Craig wasn't in the group yet, but there were a few others I also recognized. Mr. Walters slid up beside Ms. Jones, the school secretary who stood to the left of Mr. Robinson. Her blouse was cut so that the deep cleft between her perfectly tanned breasts was on prominent display. Mr. Walters's hand draped over her shoulder, and he winked at me as he gave her tits a little jiggle. She laughed and glanced at me with a knowing smile.

Standing shyly between our host and Wesley Freeman was the student-teacher, Ms. Dixon. She was in a dark red halter top that set off her shoulder length black hair and grey-green eyes which were staring longingly at Ms. Jones. It occurred to me that maybe Mr. Robinson wasn't the only one in the main office on the prowl for young playmates.

On the other side of the group, between Brendan Green and the deputy, was Lisa Northrop, her long red hair pulled into twin ponytails, wearing a tight white t-shirt and extremely short cut-offs. She was on the cheerleading squad, and I had heard quite a few stories about her after-game activities but had always figured they were mostly lies. Seeing her now, in this company, made me re-estimate these rumors. If half of them were true, she might be as cock hungry as I was.

Lisa met my gaze and waggled her eyebrows, then pulled Brendon towards the pool, stripping off her shirt and shorts to reveal a skimpy white bikini. He followed eagerly, yanking his shirt over his head to reveal a thick torso tapering into his Bermuda shorts. The sight of his dark brown skin and rippling back muscles made my breath catch. They were laughing and pushing each other as they splashed into the pool, and I found myself following, my jeans and t-shirt in a crumpled pile on the deck as I adjusted my hard cock in my Speedos.

The evening's activities had left me with an aching, leaking erection, and I enjoyed Brendan's assessing looks as I slowly moved down the steps into the surprisingly warm water. They continued their horseplay for a few minutes, then the three of us started batting around an inflatable beach ball. Lisa and I began to play "monkey in the middle" with Brendan, tossing the ball over his head and just out of his reach. The game only lasted about a minute or so before Brendan dove beneath the water and swam towards Lisa.

He sprang out of the water with his bulging arms around her thighs, lifting her up over his head, and then dunking her into the water. She came up sputtering and he backed her against the edge of the pool. One of her breasts had slipped free of her bikini and the large pink areole and nipple rubbed against his ribs. I could see that his right hand was moving below the water and she got a far away look in her eyes, bracing herself against his wide shoulders.

Lisa's white bikini bottom floated to the water's surface, and she began rocking back and forth on his hand, moans escaping her pouty pink lips. He lifted her easily and deposited her on the pool deck, his muscled frame dwarfing hers, her pale skin glowing against his dark complexion. She lay there with her legs open, a faint wisp of red hair dark above her vulva. She reached own and rubbed herself as Brendan moved between her thighs, planting his face directly on her pussy.

I realized I was staring, wishing it was me laying on the deck with this big linebacker between my legs, slightly jealous of Lisa's feminine wiles. I moved closer, fascinated by the two of them. I could smell her arousal and see Brendan's tongue working her thick lips. My hip bumped against Brendan's thigh, and I drew in a shaky breath at the feel of the muscles rippling there.

He pushed two fingers into her and began chewing at the top of her slit, I tentatively ran my hand over his back and around his abdomen. He hooked his ankle around my calf and pulled me closer. My hands roamed over his chest, his nipples, then slid down to his waist, grasping the erection tenting his baggy shorts. I rubbed him through the fabric while he ate Lisa, causing him to moan into her. She sat up on her elbows and looked down at me with bright eyes as I reached into his shorts and gripped him, stroking his shaft lightly.

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Floating in the lapping water, I wrapped my legs around his tree-trunk thigh, holding myself there and freeing both of my hands to work his cock and balls. Lisa's legs were over his shoulders, and I rested my face against her soft left calf. She felt and smelled pleasant, comfortable. I wasn't exactly attracted to her, but I did feel a sudden sense of camaraderie as we worked this big stud together.

A figure loomed over us, the deputy suddenly standing behind Lisa. He dropped his pants and tugged out his floppy cock, rubbing it over Lisa's red hair and lightly freckled forehead. She leaned back and took it expertly between her lips. The deputy shrugged off his jeans and underwear, his hairy thighs forming brackets around Lisa's pretty face. He looked at me and smirked, wrapping her hair in his fists, then began jamming himself down her throat. She made a gargling, lustful grunt and started to buck urgently against Brendan's face. When her climax eventually subsided, his lips and chin were soaked with her juices.

I felt a pang of jealousy as Brendan pushed himself fluidly out of the water and left my embrace, but I had a perfect view of his round ass, hanging balls and jutting cock as he positioned himself over Lisa. The deputy chuckled out loud as Brendan slid into her and I let out a whimper of disappointment.

The two big men filled her, made her look like a toy, banged her carelessly for their own pleasure. She was mewling and twisting on their cocks, her bikini top hanging off her neck as her breasts wobbled with their hammering movements. I caught her glance, and even though her mouth was stuffed with the deputy's fat dick, her drooling lips stretched grotesquely around his girth, her blue eyes smiled at me. She looked powerful and in control, knowing that it was her body and skill and willing submission that drove these two to the edge. I wished again that I was in her place.

I was agonizingly hard and badly wanted release. I reached into my Speedos and gave myself a tight squeeze, ready to jerk off watching Lisa take these plunging pricks.

Mesmerized by the veiny tube of flesh sliding in and out of Lisa's full lips, I happened to glance through the deputy's wideset legs and noticed Mr. Robinson opening the sliding doors of the house. He turned slightly and glanced over his shoulder, looking directly at me. He gestured for me to follow, and I immediately scrambled out of the pool, Lisa and Brendan and the deputy suddenly forgotten.

I was dimly aware that the other guests were gathering around the poolside spectacle, some of them jacking their hard cocks, some pairing up and peeling off clothing, but I only had eyes for Mr. Robinson and what I hoped was the fucking I had been desperate for all night.

The glass doors slid open silently and I stood dripping on the hardwood floor, scanning the dim living room with its sleek leather couches and teak coffee table. Nobody was visible, but light emanated from a doorway across the room, so I padded across the soft wool area rugs, searching for cock.

The vice principal stood in the kitchen, his back to me. I could see Chuck's perfect face looking up at him, leaning coyly against the kitchen island. Mr. Robinson leaned in and kissed him hard on the mouth, their arms entwined. I padded closer and watched Chuck's hand move up Mr. Robinson's chest while in turn the vice principal slipped his hands down Chuck's pants.

Chuck rested his head on the older man's shoulder and let out a low moan of pleasure. One hand kneaded Chuck's ass, the other stroked his cock as Mr. Robinson began to work his magic on the handsome young man. Biting my lower lip, I tentatively reached between them and cupped Mr. Robinson's bulge. He grunted his approval and put his hand on my shoulder, the familiar downward pressure telling me what to do.

I dropped to my knees and unbuckled his belt, my mouth molding itself to the tenting white fabric of his briefs. His hand brushed the back of my head as he worked Chuck's cock. I reached under the waistband and extracted his warm, semi-erect penis. Holding it firmly, I slid the leaking head between my lips, swirling my tongue around the glans and further down the rapidly inflating shaft.

Mr. Robinson had worked Chuck's cock free, spitting in his hand and jacking the young actor while pushing himself more eagerly into my mouth. The vice principal put his hands on Chuck's shoulder, urging him to turn around. The young man moaned the same way Lisa had, and quickly complied.

I strained to keep Mr. Robinson's tool firmly on my tongue while I turned slightly to watch him yank Chuck's slacks down over his hips. My breath caught when his perfectly round, lightly tanned globes bounced into view. I could see what Mr. Robinson liked about Chuck. Besides his handsome, almost pretty, face, his ass looked custom built to get fucked - nicely toned, yet soft enough to give way beneath the older man's clutching fingers.

Chuck leaned forward, pushing his buns back against my face, urgently trying to mount himself on Mr. Robinson's rod. The vice principal's familiar chuckle sounded as he rubbed his hand into the cleft of Chuck's ass. He pulled his cock out of my mouth and turned me slightly, pushing my face into Chuck's crack. I guessed what he wanted me to do.

Shifting around to squat directly behind him, I gripped Chuck's butt and dragged my tongue from his balls up to his perfectly bare, tight, pink hole. Another girlish moan escaped his lips as I fluttered over his pucker. I began to eat his ass in earnest, dragging and pushing my tongue around and into his hole, squeezing and kneading his cheeks, coating him with my saliva.

Now he was squirming with anticipation, and I took the opportunity to slip my index finger up his asshole. His cock and balls flexed against my chin as I worked my way deeper. I took the head of his cock into my mouth and slid a second finger into him, slowly sawing them back and forth. Chuck was shaking, his nicely formed thighs quivering as I fingered him.

Mr. Robinson's hand was in my hair, and he pulled me back, shoving his now rampant erection deep into my mouth. The gargling sounds from my throat mixed with Chuck's higher pitched distress as my fingers pulled free of him. He didn't have long to wait before he got what he wanted though.

Mr. Robinson yanked his cock out of my mouth, a long string of slobber trailing from my lips to his knob. He took a second to line himself up then smoothly buried his raging meat in Chuck's winking hole. The vice principal was not being gentle with his new charge, the slap of his balls echoing in the tiled kitchen as he bottomed out with each urgent pump.

I knelt on the hard floor, mouth open, drool dangling from my chin, watching the object of my recently awakened lust screwing the daylights out of yet another barely legal conquest. I realized that I didn't really care. Mr. Robinson had been my first, but in the intervening days I had had lots of other encounters and no special attachment to the vice principal. He obviously had even less attachment to me. I thought about the party and all the people there. Some were guests, others were favors. I was a favor; I was fresh meat.

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In front of me, Mr. Robinson grappled with Chuck, his arms wrapped around the actor's shoulders and neck, his hips rebounding off bouncing cheeks. Chuck pushed back against the vice principal, leaning forward over the kitchen counter, his cock and balls shaking with each pummeling thrust. I slid closer to them, squirmed between and through their legs until I was under Chuck's dangling member.

His cock was perfectly proportioned, just like the rest of him, semi-erect and leaking from his foreskin. It was just long enough to curve slightly downward in this state, and I lifted it to my mouth, dragging the head across my bottom lip. I smiled as Chuck's whimper echoed in the kitchen above rhythmic slapping flesh and Mr. Robinson's low grunts.

I laid him on my tongue and let the action of their pounding hips feed his sweet dick into my mouth. It hardened quickly as it glided in and out, each mouthful a bit fuller until he was at the back of my throat with each stroke. I fondled his bare, silky balls, licking and sucking them before returning to his juicy cock. My hands ran up his thighs, gripped his ass, kneading it, spreading it wider for Mr. Robinson.

Even though I wanted to be the one getting drilled, feeling Mr. Robinson control me the way he had in the woods, at that moment I felt like a collaborator, that I was helping the vice principal take what he wanted, and I got a little thrill of power. Chuck's moans were getting louder, and I could taste his fluids spreading over my tongue as I sucked his sweet cock. My head was bouncing off the hardwood counter with each of Mr. Robinson's powerful thrusts, urged on by Chuck's sweet moans of desire.

"You like getting your little boy pussy fucked, don't you faggot?" Mr. Robinson rasped. Chuck squealed and his cock flexed in my mouth, I knew he was close.

"Yes, Daddy!" he replied, his voice strained almost falsetto with desperation, "I love your big hard cock in my dirty fuck hole! I'm your little faggot slut, pound my little boy pussy!" It seemed a little over the top, but then again Chuck was an actor. His flair for the dramatic carried over to his dirty talk.

"I'm going to breed this tight little fuck hole, then pass you to every man here," Mr. Robinson grunted, each thrust bottoming out, slow, deliberate, vicious. Chuck's cock was squirming in my mouth, drooling precum, I could feel his balls contract in my hand.

"No, please Daddy, I'm YOUR good boy," Chuck cried, "don't let them take me!" It sounded like his tears were real, but his cock was a steel rod lodged at the back of my throat. Whatever game they were playing, Chuck seemed to like it a lot.

"I thought you were ready for Broadway, Chuck." Mr. Robinson growled, slipping his cock out of Chuck's asshole with a wet pop. "Don't you want to meet my producer friend? To get a role in the big time you'll have to do as you're told."

"B-but Mr. Robinson, you know I'm not really like this, I agreed to give you what you wanted, but not ... all those guys. I'm not really gay, it's just acting!" I couldn't tell if this was part of their game or not. Chuck was still hard in my mouth, but the conversation seemed like it was 'out of character'.

"I know you thought you were playing with me," Mr. Robinson pushed Chuck's head onto the counter and jabbed back into him with a hard shove of his hips. "That you could shake this hot little ass and get yourself connected, then go back to banging Piper Breeland and pretend that nothing happened." Each thrust went into Chuck's ass hard and came out slow, and he was back to moaning like a girl.

"But you didn't expect to like it so much," Mr. Robinson continued, "I know you're a good actor Chuck, but not that good. Nobody rides cock like you do for pretend. Tonight, I'm turning you out, and I doubt you'll want to go back to Piper, but if you do, I doubt she'll take your faggot ass back."

Chuck sobbed, then exploded in my mouth. Mr. Robinson was five vigorous strokes behind, then pumped his load deep in Chuck's rectum.

I heard a soft grunt to my right and looked over. Craig was framed in the kitchen doorway, wearing nothing but Speedos, his lightly tanned skin taut over his well-defined torso. He was clearly erect with a wet spot on his trunks, but he wore a look of disgusted disbelief and disappointment.

I met his eyes and eased Chuck's deflating cock out of my mouth. Mr. Robinson pulled out with a slosh, and I knew his load was trickling down Chuck's thighs. He turned and walked to the fridge his back to Chuck's muted snuffling. Ice cubes clattered thunderously into a glass.

Craig and I still stared at each other. I felt a little ashamed under his gaze. I was Mr. Robinson's collaborator, but now I wasn't feeling so powerful, I was feeling a bit guilty for my unwitting role in Mr. Robinson's scheme to exploit Chuck's naivete. Craig seemed to see right through me, maybe he was having a similar experience.

"Well Craig," Mr. Robinson said between gulps of water, "are you just going to stand there, or are you going to get over here and suck my cock?" I could see Craig's jaw clench as he fought with his desire to obey and his realization of his expendability. Finally, he turned and disappeared into dark hallway.

"Oh well," Mr. Robinson sighed, "there's always more where that came from." He turned to me and pointed at his hanging member. "Looks like you're up, cocksucker."

I looked at him and tried to stifle my urge to crawl to him. I was still so horny all I wanted was cock. Then I glanced up at Chuck, who was wiping his nose and dabbing at his teary eyes. I got to my feet and followed Craig, hoping to catch him before he left.

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