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

I get home really late. My parents have never set a curfew because I rarely have ever gone out, but I know I’m later than anything reasonable. I try to quietly enter and make my way to my room without disturbing anyone, but mom is soon behind me in her nightgown. 

“I was so worried,” she says. “What happened?” I tell her that Grant and I fell asleep on the sofa at his house watching movies and that I came home as soon as I woke up. She says she should have my friends’ addresses and phone numbers in case of an emergency and leaves it there. 

As I lie down exhausted, I wonder about the evening. I had such fun with Grant, but what a scary ending. My shoulder and head hurt from where I hit myself after being flung across the room by Reggie. 

I sleep late and then partake in a family Thanksgiving tradition. Mom, my sister and I head to the mall for after-Thanksgiving shopping, my nephew in tow. We are out until almost time for me to work at Taco Casa. Mom says dad can pick me up when I get off if no one can give me a ride. 

I’m about mid-way through my shift when Grant walks in and sheepishly approaches the counter. He asks if we can talk for a minute. We’re slow right then so I ask Linda, who is managing, if I can take a break. She says sure. Grant and I sit down at a booth at the far end of the restaurant. 

“I’m so sorry about last night, Matt,” Grant starts. “I can’t believe Reggie burst in like he did. Can you forgive me?” I tell him that he has nothing to apologize for, that it was Reggie who was out of control. 

“I feel responsible, and I hate that you were caught in the middle,” Grant says. “I got you something to say I’m sorry.” 

He hands me a small box from Larson & Wheeler, the big country-western clothing store in town. It’s a braided leather men’s wrist bracelet with decorative silver bands interspersed around it. 

I love it. I look at Grant and say, “I so want to kiss you. Thank you so much, but you didn’t have to do this.” I squeeze his knee under the table and put the bracelet on my wrist. 

“If you’re still up for it, Sebastian called me this morning and told me that you and I shouldn’t make plans for Sunday night,” Grant says. “Sebastian said it’s Andrew’s turn for payback.” 

I walk him out to his car and say I’ll see him then. 

It’s a revolving door of my sex life at Taco Casa that night because an hour later, Shawn shows up. 

“I’d like to order a beef burrito with extra sauce,” he tells me while winking at me. I reply, “I don’t think we have what you’re looking for on the menu tonight…. I’m here until close.”

“I was just joking,” Shawn says. “But there was something I wanted to ask… Our second date! I was thinking we could get pizza and go to a movie tomorrow. How about that new movie, The Terminator?” 

I agree, and Shawn leaves with a Coke and a couple tacos. 

What am I going to do? I’ve gone from never having dated anyone or ever having sex to juggling two very cute guys. I wish Sebastian were managing tonight so I could talk to him.

Shawn picks me up the next evening. We manage an escape just as dad tries to restart his “Night in Brisbane” story. Mom chases after me to the car and hands me some extra money and tells me to have fun. 

Shawn drives to the end of my street and pulls over. He locks lips with me and tells me how great it is to see me again. “You excited for tonight, Matt?” he asks. Before I can answer, he gropes my hardening dick and adds, “I guess you are excited.” I give him a long kiss. 

We go to Pizza Palace, the local pizzeria that I love. We order a large pepperoni and sausage and some Cokes and grab a round booth at the rear of the restaurant. It’s almost enclosed so we can hold hands under the table without anyone seeing us. 

I squeeze his hand and ask if he had any thoughts for afterwards. Shawn replies, “I don’t know. Why can’t we risk the hangout by the river? Couldn’t we walk far enough away that we aren’t near anyone else?” 

After we finish our pizza, we head to the movie-plex next to the mall. There are long lines as the city is crowded again with people looking for post-Thanksgiving entertainment. We take a pair of seats in the back row. The theater is packed in front of us but we are alone in our row except for a guy seated in the very last seat far away from us.

Shawn lays our coats in the seat next to him and goes to buy us some popcorn and drinks. I’ve  raised the arm rest, and when he gets back, we slide our legs to where our knees are touching. After we finish the popcorn, Shawn take his coat and throws it across our laps. 

We hold hands for a while under his coat until Shawn releases my hand and begins rubbing my dick through my jeans. He then unzips my pants and pulls my cock out. 

“Shawn!” I exclaim in a whispered voice. 

“Shhh,” he replies. 

He starts jerking me off. I’ve lost any concentration on what Arnold Schwarzenegger is doing on screen and am glancing around to see if anyone is looking.

I muffle my grunts as I fire into Shawn’s hand. He manages to catch most of my cum in his palm. As he licks my load out of his hand, I give him a dirty look. “What?” he asks. “Did you want some? I would have shared.”

“We could have been caught,” I whisper sternly as I tuck my dick back into my pants. Shawn winks and adds, “No one saw us. Settle down. It was fun.”

As the credits roll, we get up to leave and I say I need to use the restroom. Shawn says he’ll meet me in the lobby. 

I’m peeing at a urinal when the guy from the end of our row walks in. He’s a big guy and wearing a black Stetson cowboy hat, polished boots, tight-fitting Levi jeans, and a leather jacket lined in lamb’s wool. 

“You don’t see that every day,” he announces. 

I finish peeing, zip up and turn to him. “Huh? What?” I ask. 

“A guy jerking another guy off in a crowded theater. You don’t see that often in Grand Valley,” he says. 

I snarl at him, “I don’t know what you’re talking about? Are you some sort of pervert?”

The guy shakes his head. “I’m trying to give you some friendly advice. That was a big risk you guys took.”

I continue to deny. 

The guy says, “Kid, there is cum on your pants that you might want to do something about.” He walks over to one of the sinks, wets a handkerchief and hands it to me. “You’re a feisty gaybie. I’m speaking from experience.”

OK. I guess I’m slow on the uptake, but I’ve never run into another gay guy. I’m think he must be around my sister’s age who is 10 years older than me. He’s probably 6’2’’ and 210 pounds. He has a heavy stubble-scruff on his face that is well groomed. 

I wipe the cum stain off the crotch of my jeans and return his handkerchief. “Great, now it looks like I peed my pants,” I say. 

The guy responds, “Better that than the other. It will dry soon enough. I’m Jake by the way.” 

“Matt,” I reply as we shake hands. “Were we that obvious?” 

“Yeah,” Jake says as we walk toward the lobby and Shawn. “You moan louder than you think and his pumping your dick under the coat was obvious and noisy. You need to watch yourself. Next time, it might someone less friendly who notices.”

After introductions and me explaining what Jake told me, Shawn asks if Jake knows anywhere he and I can go to make out. He asks about a remote end of the river embankment.

Jake says the river is risky. He adds, “I was supposed to meet a friend tonight, but he didn’t show. I booked a motel room for him and me. The three of us could have some fun together.” 

Shawn looks at him and says, “Don’t you think you’re rather old for us? You could be my father. You do know that we are both in high school, right? I’m 16 and Matt’s 17.”

Jake says, “I’m not old enough to be your father unless I got someone pregnant at your age. I’m 31. There aren’t any good options for a gay person at your age to hang out and fool around in Grand Valley other than your own home. I can probably get you in The Depot. Let’s go have a beer and then if you’re interested in my offer, we’ll go from there.”

I remind Jake that the drinking age in the state is 19. “Yeah, but you can still go in if you’re underage and I’m pretty sure Roy will serve you anyway.”

Shawn and I discuss Jake’s suggestion and agree to join him. 

We follow Jake to the gritty industrial area of Grand Valley near the rail yard. We turn down a side street where we see a small bar with a neon sign in the front window saying “DEP T.” The “O” is burned out. It’s located between a used car lot and a pawn shop. 

Jake is driving a huge, high-end Ford truck with Gardner Ranch written on the sides. He gets out and tosses Shawn a sweat-stained “State Rodeo” ball cap, saying it may age him some. “This is about as friendly as things get in Grand Valley for us,” he says. 

It’s dark and smoky inside. I notice a couple small groups of guys from Jake’s age up to my dad’s age. Off to the side at a high top table are two middle-age women sitting together who could be linebackers for Grant and Reggie’s football team. There is a pool table in back along with a small dance floor next to a juke box. The juke box is playing country music. No one is dancing. 

“Jake, welcome back to town,” an old burly bartender says as we walk in. “Frank not joining you? I see you decided to rob the cradle instead.” 

Jake introduces us to Roy. He’s both the bartender and the owner. “Frank was supposed to come but didn’t show,” Jake tells Roy. “Something must have come up at his ranch. I ran into these two jerking off at the movie theater. Can I get three Buds?”

“If they’re old enough to drink, then I’m Dolly Parton,” Roy says. “I don’t think a razor has ever touched State Rodeo’s baby face. Ain’t even any peach fuzz there. But don’t worry… I’ll get you the beer. Just don’t cause any trouble. Bringing them here is like throwing raw meat to a pack of wolves.”

Roy serves us the beers and gives us a bowl of salty nuts. But then he stares at me. 

“What’s your name, son?” he asks. I say Matt, but he asks for my last name and I say Matt Wynn. He stares at me more and asks my dad’s name. I’m getting nervous with the questions, but I say Allen. He shakes his head and asks if my dad had any brothers. I tell him Uncle Bill died five years ago. 

“Yep, that’s it,” Roy says. “I was having trouble placing why you looked familiar. I’m getting old and couldn’t remember. I see him in you. Bill Wynn. We called him Billy. He was a regular. Good-looking fella when he was younger.” 

I say that I didn’t know him well. My dad would take me by Uncle Bill’s rather rundown apartment by the stockyards to say hi a couple times a year, usually around holidays. One of the few things I knew about him was that he never married. I ask Roy if he’s saying my uncle was gay. 

“Yep,” Roy says. “Billy was a real sweet guy. Everyone here loved him.” 

Roy goes over to a wall where a bunch of faded dollar bills are tacked up. He pulls one down and hands it to me. Across George Washington’s face, the dollar is signed in black marker: “Billy.”

Roy adds, “When I opened some 20 years ago, all the customers that first month gave me a signed dollar bill to hang as good luck. Take your uncle’s. Seems right to give it to you.”

I’m astounded at this piece of family history. Jake, Shawn and I take our drinks and sit at a high top. I go to the juke box and play Rick Springfield’s Jessie’s Girl. I had gone to the library and looked up Australian artists, and he was on the list. Shawn smiles at me for my choice and gives me a hug as I sit down. 

Jake has hung up his coat and hat. He has wavy brown hair. He’s wearing a black country-western dress shirt with the first couple buttons undone showing off a hairy chest. We learn that Jake manages a family ranch two hours east of Grand Valley near the small community of Chestnut Hill. It’s really an intersection with a diner, gas station and post office.

As we drink the beer, Jake tells us more about why he came up to me at the theater. He says police have arrested gays in Grand Valley on all sorts of charges over the years. He also says a couple friends have been beaten up badly just for looking at someone the wrong way. 

Needless to say, Shawn and I are now in fear for our lives. Jake, though, says, “Look, you can’t run around scared all the time either. All I’m saying is you need to know your surroundings and be careful. OK?”

He finishes his beer and excuses himself to go to the bathroom. A couple older guys walk slowly by our table while Jake’s gone. They look Shawn and me up and down as if they are undressing us with their eyes. We shift uncomfortably and do our best to ignore them. 

“Jake’s actually pretty hot,” Shawn says. “What do you think? It could be our only chance to do anything with each other tonight.”

“Yeah,” I reply. “It’s too soon for another sleepover in my room. I’d rather just be with you, but I’m game.” I frown when I look at my watch and see that it’s 10. I tell Shawn that I can probably get away with telling mom that I’m crashing at Shawn’s. He says he will tell his sponsors the opposite. 

Jake returns and asks if we want another round. I say, “No. We’re ready to leave.” 

He looks disappointed. I then add, “And go to your hotel room. We both need to call home when we get there. We’ll need to do some creative lying.”

“Let’s go,” Jake says. For the first time, I notice his package. A massive piece of meat is clearly bulging from the left side of his jean crotch. 

We follow him to the Holiday Inn near the interstate interchange. His room is in the rear on the second floor. Shawn and I call home. We each take some grief for the late request, but both families say OK. 

Jake has poured himself a glass of whiskey and is sitting in a chair. “Why don’t you undress each other,” he says. 

Shawn and I exchange smiles and begin making out in front of Jake. As we caress and kiss, we begin peeling clothes off of each. We put on a hot show for Jake. When we get down to our briefs, Jake tells us to stop and face him.

Shawn and I stand side by side with erections tenting out of our white briefs. Jake approaches me first and runs his hands down my smooth chest. He grips the waistband of my underwear and tugs so they fall to the floor. While slowly stroking my dick, he leans in and kisses me. The feel of his facial hair is new to me and tingles against my skin. He moves in front of Shawn and repeats what he did with me. 

Jake steps back and looks at the two of us naked. He takes my nuts in his left hand and Shawn’s in his right and begins fondling them. “Damn, you are two hot colts.”

He lets go of our balls and moves behind us, where he first runs his fingers between Shawn’s butt cheeks and then between mine. Each time, he uses his forefinger to press against our holes. 

“Wow, super tight and smooth,” he says. “I can’t wait to get inside. I want you to undress me now.”

He sits down on the bed while Shawn and I pull off his boots and socks. Shawn and I massage and kiss the foot we’re holding. “Oh, fuck!” Jake says. 

He stands and tells Shawn to remove his shirt and me his pants. I kneel, undo his jeans and pull them to the floor, revealing muscular, hairy legs. I gasp at my better view of the monster that’s in his briefs. I reach up to touch it, but Jake tells me that I need to wait. 

Shawn has unbuttoned the shirt and is now pulling it off. Jake has a well-defined chest and abs covered in hair. His body hair would be a forest, but he has trimmed it. On his right bicep is a tattoo, which he says is the cattle brand of the family ranch. It’s the same logo from his truck. 

He tells Shawn to kneel next to me and that we should remove his underwear together. We pull them down. Ten inches of solid cock pops up at us. It’s extremely thick and has a huge mushroom head. A thicket of brown pubes crown his crotch except for the base of his cock where I can tell the hair has been shaved back. It makes his dick look even larger. His nut sac also has been shaved. 

He strokes the gargantuan pole for a moment, seeming to be turned on by the angst in both Shawn and my face about what is in store. 

He tells us to get to work. Shawn and I look at each other. I agree to take the cock and him the balls. I lick up the underside of the cock and then circle around the head with my tongue as Shawn kisses and sucks his big nuts. 

Jake tells me to go down on him. I start by mouthing the huge purplish mushroom and the upper part of the shaft. I lube it with my spit. Jake moans and places a hand on the back of my head, pushing me downward. 

I begin bobbing my mouth with my lips loose around the shaft as I feel his hand pushing me farther down. “You can do better than that,” Jake says. 

But I gag, expelling more saliva and he lets up on me. We keep it up — me bobbing up and down with my tongue working away inside, him pushing down until I gag and letting me back up. He’s intent on making me take more and more of him into my mouth, but also is making sure not to be so brutal that sucking him becomes a turn-off.

He tells Shawn and me to switch so I take over sucking his nuts and inner thighs while Shawn attempts to master sucking the large cock. 

“You all are pretty good,” Jake says. “It takes a lot of practice to go farther.”

He tells the two of us to sit side by side on the edge of the bed with our legs spread. He drops to his knees in front of us and announces that we should make out if we want. 

Shawn and I turn and begin kissing each other and rubbing each other’s bodies as Jake sucks on my cock and strokes Shawn’s. He stops every so often to switch who he is sucking and who he is stroking. 

Oh my God, he’s good at sucking. His hand job is amazing too, as he strokes the shaft while rubbing the leaking pre-cum across the head with his thumb.

Shawn and I are really getting into the three-way. We are playing with each other’s nipples and massaging each other’s backs as we kiss and Jake focuses on our dicks. We are both close to cumming when Jake stops. 

He stands up and asks if we are having fun. We both smile, and Shawn asks what he has planned next. He asks if either of us have ever played with toys. We both look at him confused.

“Toys?” I ask. “Not in quite a while. We’re pretty old for that!” 

Jake chuckles. He goes to his overnight bag and pulls out two objects. One is a big black rubber cone that is very wide at the bottom followed by a small handle at the base. The other is a long black rubber object that looks like a veiny dick even larger than Jake’s. 

He tells us that the first is called a butt plug and the second a dildo and that he plans to use them on us. He then takes out a small brown bottle out and says he assumes that we’ve never used poppers. We shake our heads in tandem. 

“It will help you,” he says. “You’ll need it, particularly when I fuck you.”

He asks who wants to go first. Shawn looks at me nervously and mouths “please” so I say that I will go first. Jake tells me to get on top of the bed on all fours and then tells Shawn to rim my ass. Jake sits back in the chair and watches as Shawn spread my cheeks and licks my hole. I moan in delight at the feel of Shawn’s tongue. 

Jake gets up and takes over the rimming. His facial hair tickles as he drills his tongue into me. He then takes some lube and uses it on my hole. 

I hear him squeeze out some more lube and then I hear Shawn gasp. I start to look behind me, but Jake tells me to keep my head forward. Jake leans over the top of me and hold the brown bottle up to one of my nostrils and tells me to sniff deeply. He repeats on the other nostril. 

I’m suddenly light-headed as Jake presses something against my asshole. My hole opens wider and wider without the amount of pain I’d expect. I hear something pop into place. My ass feels as if it has been filled up, while my sphincter has tightened around something much smaller. 

“That’s the butt plug,” Jake says. 

Jake tells Shawn to grab the handle and pull it all the way out of my ass and push it back in. My sphincter reluctantly widens to release the object only then to reluctantly open for a new intrusion. It is so large at the end of the cone that I gasp for breath as Shawn does this to me repeatedly under Jake’s instructions. 

Jakes announces it’s Shawn turn and that I need to stand. “But that thing is still in me,” I say. Jake repeats that I need to stand. As I do, I feel the butt plug shift around inside me, poking and prodding my interior with its tip. I gasp at the feeling. It is lodged in me and stays there as I stand.

Shawn is told to get on all fours on the floor, while I’m told to get behind him and rim him. I love Shawn’s hairless hole and begin enthusiastically to eat his ass even as the butt plug moves and shifts in my ass, sending out all sorts of sensations. 

Jake suddenly pulls the butt plug out. I yelp and bury my face in Shawn’s ass. Jake pushes it back in, causing me to drill Shawn’s hole with my tongue. Jake keeps this up, making it difficult for me to focus on Shawn’s ass versus the sensations coming from my own.

Jake pushes the butt plug back in one final time, hands me the KY and tells me to lube Shawn’s hole. After I’ve done that, he hands me the big, long dildo. He kneels in front of Shawn and has him take long sniffs from the poppers bottle. He looks at me and tells me to fuck Shawn with the dildo. 

I’m worried if Shawn can take it, but begin to push it in. Shawn cries out, but Jake puts the bottle back under his nose. Shawn’s ass seems to loosen more and I thrust it deep inside him. Jake kneels in front of Shawn and tells him to suck his dick and tells me to start fucking Shawn with the dildo. 

In front, Shawn is working hard on the upper half of Jake’s monster dick and covering it in spit. In back, I’m amazed watching myself use this huge toy on Shawn’s all-but-virgin ass. His hole is open wide from the penetration. Shawn is moaning and has found his pace on sucking Jake’s dick. Jake eventually pulls his dick out of Shawn’s mouth and smacks it across his face. 

He tells both of us to lean over the side of the bed next to each other. 

In one swift movement, he pulls the dildo from Shawn’s ass and tosses it aside, causing Shawn to gasp and moan. He then pulls the butt plug just as quickly out of me. I muffle a scream. He shoves the butt plug into Shawn’s hole. 

“So, do you like toys?” Jake asks. 

I tell him: “It’s pleasure and pain at the same time.” Shawn nods in agreement as he tries to adjust to the feel of the butt plug that is now lodged in him. 

“You ready, Matt?” Jake asks. 

“Ready for what?” I ask. 

“My dick,” Jake says as he gives me a sniff of the poppers. 

Even with that hit, I scream out “Fuck!” as Jake bores into my ass and begins aggressively fucking me. 

Shaw is still bent over the bed next to me, and Jake tells him to put the poppers up to my nose. My ass loosens and the pain fades, replaced by the pleasure of Jake’s dick raking my prostate and ramming deep into me. 

Jake grabs both of my hands and pins them together behind my back as he fucks me deeper than I’ve ever been fucked before. My body is trembling under the relentless assault on my ass even as waves of pleasure flow through me.  

Jake pulls out of me. He yanks the butt plug out of Shawn’s ass and plunges his cock into Shawn. I give Shawn a sniff of the poppers, and he begins moaning at the deep fuck he’s now taking. 

Jake announces that he’s about to cum, pulls out of Shawn and tells both of us to kneel in front of him. We do, and he fires a huge load of cum onto both of our faces. Shawn and I turn to each other and begin licking off the cum and kissing, swapping the cum amongst each other. 

Jake watches us for a moment and then says to lay next to each other on the bed and keep kissing. 

We do so, and he maneuvers between Shawn’s legs and begins sucking his cock. I feel Shawn tense as we kiss and he shoots in Jake’s mouth. Jake switches to me and quickly brings me to organism as Shawn and I keep kissing. 

“Damn,” Jake says. “That was great. Your asses were so fuckable. And that teen cum! Best milk I’ve had in a while.” 

“What we did was intense and crazy,” Shawn says. “And mind-blowing,” I add. 

The three of us take a shower and fall asleep together. Shawn and I wake up before Jake and decide to give him a parting gift. 

Jake awakens to Shawn kissing him and me sucking his cock. I’m enjoying rubbing my hands over his hairy abs and legs as I intensify my blowjob. I work a finger through a forest of hair located between his ass cheeks and press it inside his hole to massage his prostate. As Shawn and he deep-kiss, Jake arches and fills my mouth with warm cum. 

I don’t swallow, but move up to join the two of them and share Jake’s cum with them as we all kiss. “Thanks,” Jake says. “That was an unexpected start to the morning.”

The three of us lie there and chat. 

Shawn and I have lots of questions. It’s like a class in gay sex and gay life. We talk about things we’ve done, and Jake shares other things we should try and also talks about living as gay in middle America. 

I eventually tell Jake that Shawn and I should leave. We dress and all thank each other for the great time. Before we leave, I ask Jake if I could take the butt plug and a bottle of poppers. He smiles and gets them. 

“It’s the least I can do after last night,” he says. “See you guys around.”