Coming Out: An after-school job leads to a sexual awakening

I slept late Sunday exhausted from Saturday’s events at the restaurant, then I did some homework and had dinner with the family. I was off that night, but scheduled for Monday. I’m dreading it as Chris was listed as manager. After school Monday, I go home to change to my Taco Casa uniform. Mom says Brian called to say there is an emergency staff meeting and that I must be there early. 

When I’m walking to the back door of the restaurant, Chris is coming out. He slams into my shoulder and says, “Get out of my way, faggot.” I wonder where he’s going. 

Everyone is crammed in the rear of the store for the meeting. It’s standing room only. 

Brian says he called the meeting to let everyone know that Stephanie suspended Chris for a week and ordered him to undergo retraining, starting at the other store on Main. 

In the meantime, he says he and Margery, a woman about my mom’s age who is his assistant manager on the day shift, will split Chris’ schedule this week. After that, he says the Main store has agreed to provide someone to fill in. He says it will be Sebastian. 

I perk up … as do all of the girls. 

Tracy raises her hand, and Brian calls on her. “Are there any rules on dating managers?” she asks. Brian says it’s frowned on. Sue then raises her hand and asks, “What about casually making out with managers?” Brian: “Same answer, Sue.”

Amber leans over to Tracy and Sue and begins whispering. They are right in front of me so I can hear. “Do you know what they say about Sebastian at Cleveland High? Burrito grande!” The other two laugh and nod. 

Tracy says, “Chris is attractive, but he is so nasty. The other day, he walked out of the office while I was clocking out and smacked my butt hard with a paddle several times. This is the 1980s, not the 1950s! We shouldn’t have to put up with that.” 

Sue reminds them of how Chris once groped her breasts in the freezer. “Sebastian is so sweet. He’s the anti-Chris,” she adds. 

Amber interjects, “Don’t you remember what happened to me? On my first day, Chris told me my bra didn’t meet corporate standards and that I had to take it off and leave it with him. I swear there was cum in it when he gave it back to me at the end of the shift.”

Wow. I realize I’m not alone in Chris’ extensive torment. I thought they only had to deal with his derisive comments. He is such a jackass.

Tracy sees that I’m behind them and turns to me. “Matt, are you upset about Chris? You seem to become pals lately. You’re always in the office with him.” 

It’s another eye-opening statement. I assumed Chris was so obvious in his treatment of me that everyone knew the details. I respond, “I wouldn’t be there if I had a choice. He’s an ass to some guys, too. I hope he doesn’t come back.”

Margery takes the manager’s position for the evening. It’s a routine night.

Well, until 7:30 when Reggie walks in with five other football players from Roosevelt. The guys with Reggie are massive blocks of human beings, much larger than he is. 

Remember Reggie? He’s the black football player that Chris pimped me out to a couple weeks ago — the guy with the monster 9-inch cock, the guy I lost my virgin ass to, the guy I promised a favor to if he used lube to fuck me.

I’m on the first cash register, and they walk up to me with Reggie in the lead. I preemptively tell Reggie that Chris isn’t here tonight. He shrugs and says he doesn’t care about Chris and that they are hungry. They place a huge order. Margery calls everyone up front to help push it out quickly. 

As his teammates chow down, Reggie returns to me at the register. “You still owe me,” he says.

I shudder. “Reggie, I’m not getting fucked by the six of you. No way!” 

He laughs. 

“Hold that thought. That’s the second option. Here’s your first one. My baby brother is turning 16. You can be part of my birthday present. Which do you want? Those guys and me? Or my brother and me? You won’t walk for month if you choose the guys over there.”

“Reggie, no!” I say. 

He replies, “You choose. Otherwise, the answer is sitting over there.”

I look over at them. Reggie is big, but some of them are twice his size. 

“I hope I don’t have to sing Happy Birthday,” I say. 

Reggie smiles. “Nah. No singing. Meet me here tomorrow at 7.”

I’m a mess Tuesday at school. I’m in the library after school ends with Sebastian and two girls working on a joint project for our government class. Sebastian asks if I heard the news about him coming to my store. I’m distracted about the upcoming night and give a muted response. He asks if I’m OK. I shrug and tell him it’s nothing. 

I stop by home and lie to my parents that I’ve been called in to work. I’m waiting outside Taco Casa when Reggie pulls up. He tells me we’re going to the apartment of a cousin who is at work. 

Reggie is in jeans with a red-and-yellow tank top — the colors of the Roosevelt Bison. His chest stretches the top. His biceps are bulging. As he drives, he grabs my hand and holds it atop his crotch. His cock is pushing upward in the jeans. 

“I’m sure you remember this,” he says. I massage it through his pants and feel it growing in response. 

We walk into the apartment. His brother, D’Wayne, is sitting on the sofa, playing video games and having a beer. He is wearing only a pair of large basketball shorts. 

“Little D!” Reggie shouts. “Your birthday gift is here. Remember the fag I told you about from the night of the Smithfield game? He has one tight pussy and a good mouth. You should have seen Grant face-fuck him!”

“Awesome, bro,” D’Wayne says finishing a game of Pitfall. “You’re the best.”

“Join me in a birthday toast to Little D,” Reggie says. He takes a bottle of tequila and pours the equivalent of three shots into a glass and hands it to me. He then sits out shots for himself and D’Wayne. 

A buzz rushes over me as I take a sip. As I’ve admitted, I’ve been pretty sheltered. Not only haven’t I dated anyone, I haven’t gone to high school parties. I’ve had one beer that my dad allowed me to try and I’ve had those little thimbles of wine you’re given at church. And with that, we tend to go only on Easter and Christmas. 

“Chug it,” Reggie says. I down the rest. 

D’Wayne stands up and drops his shorts. While Reggie wears his hair in short dreads, D’Wayne sports a close buzz with a flaming D carved into one side. He has a smooth body except for the curly pubes above his cock. He is lanky but in shape. Like Reggie, he’s athletic, currently a sophomore on the junior varsity football team.

He sits back on the sofa and spreads his legs open. His cock is hard and pointed straight out. He’s probably 7 inches, and I wonder how much it will grow by the time he is Reggie’s age. Could it be even bigger than Reggie’s by then? 

“D’Wayne thinks the girls are cheating him on blowjobs so you need to show him your stuff,” Reggie says. 

Reggie pushes me to kneel between D’Wayne’s legs. My head is spinning from the tequila as I grip the young cock and take the first licks across its surface.

D’Wayne lets out a moan as I swirl my tongue over his head. I then run my tongue up his shaft repeatedly like its a popsicle.  Reggie grabs a beer and takes a seat in a nearby recliner. 

I lick D’Wayne nuts and the hairless inside of his thighs. I allow my hands to explore his legs and abs. He moans again, grabs my hair and tells me to suck his dick. 

I wrap my lips around the cock, lube it with my spit and begin up and down motions. D’Wayne grips me and pushes down while thrusting up. I’m making loud slobbering sounds as he bucks his cock into my mouth. 

“Damn, Reg, damn!” D’Wayne shouts. “This is a hot mouth.”

He pulls out and orders me to sit against the sofa on the floor. He straddles me, his long dark brown cock aimed at my lips. I open my mouth, he leans forward, grips the back of the sofa and begins fucking my face. Seriously fucking it. The back of my head is pushed into the cushion of the sofa.  I take hold of his thighs to steady myself, but am reflexively gagging on the deep inward thrusts. 

D’Wayne settles into a steady pace of brutalizing my mouth and eventually lets out a loud scream. He launches a massive shot of cum down my throat. More fires across my face and over my head onto the sofa. He pushes his cock back into my mouth, and I lick it clean. 

“Look, Reg,” D’Wayne says. “I creamed all over the bitch. Where do I get a girl to be a cum dump like this?”

Reggie sits down his beer. “Damn, Little D. You shot already? Take a breather and reload. It’s Reggie Time.”

I’m now not only buzzed from the tequila, but discombobulated from the face-fucking. I wipe the cum from my face and swallow it.

Reggie pulls me up and leads me to the bedroom. He’s undresses and tells me to do the same. As I do so, I take a chance to look once again at his taunt football-player build and huge, thick cock. It was the first cock I ever had in me, and I wonder how I managed.

Reggie has D’Wayne bring him some lube. He greases his cock as it grows to a full hard-on. 

“You should have heard the squeal when I popped this cherry,” he says to his brother. He reaches over and gives my hard cock a couple pumps. “He’s really horny from drinking your load, bro.”   

He bends me over the end of the bed, smacking my ass. His cock pushes between my cheeks until the head touches the entrance to my asshole. 

“D’Wayne’s hasn’t made it past getting a blowjob. So, I’m going to show him the proper way to fuck a bitch. Dude, you have such a fine ass to use. Do you remember what I said last time? Don’t fight me.”

Reggie grabs my hips and pushes himself slowly in. I’m trying to relax my ass muscles like before, but I still let out a loud cry as he penetrates me. Fuck, his cock is so large. My ass aches over the intrusion, my sphincter pulled wide apart.

When he has half his cock buried in me, he begins fucking. The headboard is pounding against the adjacent wall. Reggie loves steady, deep thrusts. I grip the sheets on the bed and bury my mouth in them to muffle my moans. The moans would be loud and constant as the super-size dick pulls and pushes its way through the tight confines of my ass. 

My ass muscles begin to adjust to to the massive intrusion as much as they can. My prostate is getting hammered. And, my butt is filled with a mix of pleasure and pain with each thrust. Every minute or so, he takes his right hand and smacks my ass cheek hard.

“Damn, you’re so tight!” Reggie shouts. “I love your ass.”

Reggie stops fucking for a second so he can grab my arms and pull them behind my back. He locks my wrists together and grips my shoulder with his other hand. He plants one foot at the bed beside me and leans in. 

He begins pounding my ass again. I adjust to the different angle and different force, which has changed the location and sensations flowing through me. “Oh, fuck!” I scream.

“Yeah! Take this big cock!” I manage only a series of grunts in response. 

He lets go of my shoulder and puts his leg back down. For the next several minutes, my face and body slide over the sheets with each thrust because he still has my wrists locked together.

Reggie pauses again and tells me to move up the bed and get on my back. He applies some more lube to his cock and orders me to lift up my legs. He leans over me so my legs are around his waist, and then he pushes his dick back inside me. 

I look up at him and take several long deep breaths. 

“You like Reg’s big black cock, don’t you?” Reggie says. 

“You’re so huge,” I manage to say. “Oh, God…”

His dreads sway back and forth with his fucking. He has a determined look, but also a look of enjoyment. I rub my hands over his powerful arms and shoulders. Sweat is running down his body. He looks so hot above me fucking me. I run my fingers over one of his hairy pits and taste the sweat. 

The headboard is steadily thumping against the wall. The mattress springs are squeaking with his powerful thrusts into me. 

My eyes roll back in my head at the sensations filling me. I rub his chest and back. I moan and cry out his name. I tighten my sphincter around his cock and begin thrusting my own hips in time with his thrusts.

He stops and moves my legs so they are resting on his shoulders. He returns to fucking me, but now it feels as if his cock is going deeper and deeper into me. I’m taking short, quick breaths as I pant and moan at the same time. You can hear the “slurp” of his dick pounding my widened hole.

Reggie looks down at me and says, “Tell me who owns your ass.”

“You own my ass, Reggie. You own it. Fuck me. Fuck my ass,” I yell. 

“That’s right. I’m going to breed your ass. I’m going to fill you with my sperm.”

“Please, Reggie. Please, I want your load,” I say. I squeeze my hole again tightly around the cock to maximize the feel from his fucking. 

Reggie picks up speed. He soon shouts, “I’m cumming!” as he plunges forward. I watch him let out a long moan as the warmth of his cum fills my ass. His cock pulses with each release.  

Reggie pulls out, grabs a towel, and cleans his dick. “Fuck. That pussy of yours is so tight. I drained both nuts into it.” 

I’m exhausted and my asshole feels stretched and raw. I feel cum running out of it. I’m braced because it’s now D’Wayne’s turn to fuck me. 

D’Wayne is standing next to his brother. Side by side, D’Wayne seems small even though he is tall and well-built for a kid turning 16. He has a small, tight ass. I wish I could fuck it. He is stroking his cock. 

“How do you want to fuck?” Reggie asks. 

“I want to drill him from behind, Reg. I don’t want to look at a fag as I fuck him. That’s sick,” D’Wayne says. 

Reggie tells me to get on all fours. D’Wayne excitedly jumps on the bed. “Damn, bro, I can’t believe I’m going to do this,” he says. 

D’Wayne grabs my ass and thrusts his cock balls-deep into me all at once without any warning, lube or preparation. I let out a loud scream as my sphincter tries to fight the unexpected intrusion. It would have been very painful, but for the lube Reggie used, the large load of cum he deposited in me, and the fact that Reggie’s monster dick stretched me wide.

I fall forward and have barely repositioned myself when D’Wayne begins. 

D’Wayne is nothing like his brother. Reggie likes to fuck aggressively, but he is skilled at it. D’Wayne has no method. Rather, he is wildly attacking my ass with his dick. It’s mayhem.

He has ahold of my hips and is impaling me with his cock using all of his strength. He is literally slamming into me. I swear my ass cheeks will be bruised in the morning from where his pelvis keeps landing with a sharp smack on the inward thrusts. He grunts every time he reaches full depth as if to try to push himself farther into me. 

“Fucking, little faggot! Take it! Take my big dick!” D’Wayne shouts. “Tight little fuck hole. Getting fucked by real men! That’s what a fag pussy is for”

I can see Reg in the mirror of a nearby dresser. He seems equally perplexed about his brother’s methods of fucking. 

The next thrust is particularly strong and knocks me off my hands. D’Wayne repositions. He holds my head against its new home on the mattress. I’m on my knees and my rear is sticking straight up. He is pumping his dick downward into me. 

The old bed isn’t made for what’s happening. It’s creaking loudly as the headboard slams in tandem with D’Wayne’s hard-core thrusting. 

“Oww. Fuck. Oww. Oh my God. Fuck,” I manage to say between grunts and growns and gasps for breath.  

D’Wayne is so rough and irregular that his cock keeps popping out of my ass, only for him to slam forward again and again until it finds its way back to my hole and enters with savage force.  

“Bitch, what are you doing trying to fight off my cock!,” D’Wayne shouts. He grabs a clump of hair and yanks me back up to all fours. 

“Ah… Ah… Ah… Ah… Ah… Ah” is the only sound I can make at the moment. D’Wayne says, “You’re the family fag slut now. Reggie, we should brand our names on his ass so no one else touches him. 

D’Wayne lets go of my hair and grasps my throat in a chokehold. I’m having trouble breathing and am increasingly woozy because of the grip. The violent drilling of my ass continues unabated. 

He finally lets go. I fall forward, gasp for breath and re-steady myself. I’m just shy of being prone on the bed.  

D’Wayne is breathing very hard. I guess he’s close. He lies on top of me and humps his cock into my ass. 

“Take it, you little fag. Oh, yeah!” D’Wayne releases his load inside my ass, merging his cum with his brother’s. 

D’Wayne pulls out, gets up and high-fives his brother as like he’s scored a touchdown. Reggie tells D’Wayne to get cleaned up so they can go grab some dinner. While D’Wayne is in the bathroom, Reggie looks me over. I’m lying on the bed and panting. My hard cock is dribbling pre-cum. 

“You OK?” he asks, with a little concern. “That was insane. Chalk it up to his first time. Get dressed. I’ll drive you back. You’ve been a good sport.”