The scene: The wilds of Massachusetts on a hot summer day.
The characters: Me, my best friend Bram and two redneck types.
It’s a lazy Saturday and Bram is bugging me to go hiking. “Let’s get a move on. It’s a beautiful day for a trek in the Blue Hills Reservation, and you might not know this about me, but being in the the woods makes me especially horny,” which is an odd thing to say since he knows I’m gay but shy about talking about anything sexual. Does this revelation mean he is teasing me again or planning on something happening between us after all these years?
As a straight guy, Bram often brags about his sexual prowess and revels in stories about his staying power in fucking girls. Then there is that flirty, lascivious side of him that makes me wonder in my fantasies what he might want to do with me.
In front of me he is fond of rubbing his crotch and making suggestive comments that tantalize me. A few examples that make me want to drop to my knees: “Petey, I haven’t gotten blown in three weeks; If Stephanie were here right now, I’d make her suck my dick while you watch. I need it sucked really bad, ya know.”
Too bad that in these moments I’m too chickenshit to offer my mouth, out of fear that he’s only teasing me to get a reaction and will turn on me if I make my feelings known.
I make conversation. “I don’t understand why the woods make you horny, Bram. Seems weird.”
“It’s the seclusion, the calmness, breathing in the clean air away from Boston. Up on the trails a guy can do anything he wants without prying eyes. It’s a great place to unwind, take off your clothes, have a beer and beat off.”
And so it unwinds. We hop into my Range Rover and head a few miles outside the city. The site has numerous hiking and bike trails that lead to hidden places as you climb the hills. It’s a sweltering day, so the trails are empty, hikers more likely to be on the many beaches Massachusetts offers.
After a few miles, we come upon an enclave away from the trail. “That’s a perfect spot over there,” Bram says. “Let’s take a break.”
He lays down a large towel, takes a couple of beers out of his backpack and takes off everything but his white Calvin Klein briefs. I admire his 6-1 muscular form, hairy chest, tummy and legs. He has the perfect body.
He’s already showing a hard-on through his Calvins.
I’m a city boy, so the fact that he gets excited just from sitting under a tree in the woods baffles me
“As you can see, I’m aroused,” he says. “I told you what the woods do to me. Strip down yourself. No one’s around.”
I take off my T-shirt and strip to my polka dot boxers. At 5-10, I am three inches shorter than he and have long dark brown hair like a hippy in contrast to his dirty blond Marine cut. We are both 23-year-old gym goers, although he is a bit beefy while I have a tight, toned body.
Doesn’t that feel a lot better?” he blurts out with his usual enthusiasm. He checks out the front of my boxers, which unnerves me, especially since I have always gone to serious lengths to hide my attraction to him.
Bram is far more open and comfortable with sexuality than I’ll ever be. “That looks to be quite a bulge you have there.” he blurts out. “Too bad you wear those ugly shorts. Only old guys wear that shit. Why don’t you buy some fashion briefs and stop hiding your assets?”
I shrug.
“Tell you what,” he says. “I’ve got an extra pair of Calvins. Ditch those baggy monstrosities. He pulls a pair of skimpy red briefs from his backpack and throws them at my face. “I’ve only worn them for a week, so they’re basically clean,” he says.
With them clinging to my nose I can’t help but take in their scent. They are miles from clean. I can smell his sweat, cum and a trace of his piss.
“C’mon, Petey, I want to see you in them, see how they hug your crotch and ass.”
Why a supposedly straight guy is interested in these parts of me, I’ll never understand, but Bram has never fit any mold.
I slide off my boxers and while I am slipping into his briefs, he takes my boxers, crumples them into a ball and heaves them over a large rock near us.
“You won’t be needing these anymore,” he scoffs. “Let’s get a look at you in my sexy underwear.”
“What the hell has gotten into him?” I think as I feel my erection thrust against the cotton fabric. He has flirted with me before, but has never been this brazen. He approaches and grips my crotch, then runs his hand over my ass, squeezing my cheeks, making my jaw drop. This is well beyond flirting.
“I suppose you have no idea how hot you look in those,” he says. I wish we had a mirror. Your butt fills those perfectly and looks spectacular. Have girls ever mentioned how sexy your ass is? What about the gay guys you know? You are seriously making me hornier.”
How do I respond to his newfound appreciation of my body? Usually, his focus is entirely on his own muscles, biceps, crotch and good looks. I like this attention I’m getting.
He leans over me, grabs my hand and says, “I want you to feel something.” He pulls my hand onto the front of his Calvins. I can feel his hard shaft pulsate. I decide to go with the flow.
“Damn it, Bram. That thing is gigh-normous. I guess you’re a grower. No wonder you are always bragging about it.”
“Yeah, it is,” he says, matter of factly. Now pull down my undies and take a good look. I don’t think you’ve ever seen me hard.”
I feel excited about being ordered around by him.
After years of fantasizing, I have lost my inhibitions and embrace the reality that something sexual is about to happen between us. I tug at the sides of his Calvins till they hit his ankles and right in my face pops a beautifully shaped, fat seven-incher, with meaty mushroom head slapping against his tummy. He has a thicket of dark blond pubic hair circling his tool and hairy balls that climb up to an enticing treasure trail.
In for a penny, in for a pound, as they say, I surprise myself and wrap my hand around his dick and stroke it before he even asks me to.
He seems surprised by how quickly I have gotten into this, how bold I am behaving. “That feels so hot,” he says. “But my dick needs your saliva on it to make it feel even better.”
When I spit into my hand and get ready to continue jerking him off, he stops me cold. “No, I don’t want the spit in your hand; I want the spit in your mouth wetting my dick. Make a lot of spit and wrap your lips around my cock — now.”
My legs shake as he pushes my shoulders downward and my knees hit the ground.
Bram grabs the back of my head and pushes it toward his crotch. Do what I tell you and your fantasy about me will come true.”
He isn’t wrong.
“Ya know, I’m aware that your eyes are glued to the fly of my Levi’s. It’s almost like you’re waiting for me to unzip and expose myself. I’ve never mentioned it because I didn’t want to freak you out that I know how much you salivate over my crotch. That means you have a johnson for me. Here’s your chance. Now get your mouth on it. I need a blowjob really bad.”
What self-respecting gay guy could resist? This is a scene I have dreamed about for years and I’m not going to overthink it. I take his mushroom cap in my mouth and savor the taste. Since it has been tucked in his tight briefs on this hot summer day, his whole crotch is sweaty. His cock is fragrant and tastes like precum. I can smell dried cum on the tip. He has brought out the pervert in me.
“Whaddyathink? Is it everything you’ve fantasized about when you jerk off to me every night?”
His bragging isn’t turning me off. Quite the contrary.
“Well, Petey, how wonderful does my dick taste? Describe it.”
I take my mouth off it temporarily. “It tastes wonderful, Bram. Delicious. And it’s so girthy, it fills my mouth completely. I wish we had done this years ago.”
“I wasn’t sure you were ready until recently,” he replies. I’ve known that you like men for a long time and I wanted you to suck me off, but I also didn’t know how you would react if I told you that. You’ve always been shy about sex and secretive. Until now anyway.” And he lets out a laugh.
I take in what he has to say and agree with him, even if I can’t say anything with my mouth full. I swallow his dick from the root to the cap, surprised that I can handle all of his meat. His precum tastes sweet and I wonder what it would be like to feel him unload in my mouth. I’ve never tasted cum before, even my own, but I want to taste his.
Suddenly, he pushes me off his dick and backs away. “Petey, I’m shocked at how good a cocksucker you are and I’m wondering where you learned how to do it so well. You little slut, have you been holding out on me? How many guys have you sucked before me.” His pride seems injured. “I was hoping to be your first, but that obviously isn’t happening. I say nothing, deciding to keep my secrets to myself.
“All right, Petey, it’s time for the main event.”
“It is?” I say, already missing his dick in my mouth. “And what’s the main event?” Before I can finish the question, he orders me to lie down on my stomach on the towel.
“You know what the main event is,” he snaps. “It’s the consequence you have to face for wiggling your ass at me over the years.”
I am well aware of teasing him during my bolder moments and have enjoyed the stares he has given me, but I’m not sure if I want what he wants today. I’ve never taken a dick up my ass and while I’ve fantasized about it, I’m worried about how much it will hurt.
It’s as if he can read my mind. “I know what you’re thinking — that I’m too big, that you might not be able to take it all and it’ll hurt too much and blah-blah-blah. Not to worry. I brought lube to help ease me inside you. Once you get used to my thickness, I know you’ll want my dick in you all the time.”
Bram pulls down my briefs and throws them against a nearby tree.
He takes his backpack and places it under my pelvis. “This will raise your ass where it needs to be.” When I feel his tongue on my crack, I lurch forward, unused to the sensation. It feels as if I’m being tickled to death. He grabs my hips and pushes me back into place. His tongue targets my hole.
“It’s amazing how hairy you are back there,” he says, which makes me wonder how straight he really is. I mean, what straight guy is delighted by hairy asses? For sure, none of his many girlfriends has any hair on hers, and I doubt they’d let him go near there anyway, girls being girls.
“I’m scratching my head because you’re smooth everywhere else,” he says. “Some day I’m going to use my clippers on you, then shave your butt smooth with a straight razor just to show you that I own your ass.”
I very much want him to own that part of me and the rest of me, too. And I want the feeling of his tongue in my ass to last forever.
“Your hole feels like a furnace,” he says. But rimming you serves a higher purpose. I’m getting you ready for bigger and better things.”
Suddenly, I feel anxious. “Bram, can you just use your tongue on me today? Maybe try your dick some other time? I don’t think I’m ready.”
He ignores my suggestion. “Your hole is so moist and sweaty, I don’t even need lube, but I brought some anyway because I knew you’d be a pussy and get cold feet. Just relax; you are going to get fucked right here, right now.”
He reaches into his backpack and pulls out a jar of Elbow Grease. I wonder why a straight guy has a very gay brand of lube in his possession. I suppose I should just accept that Bram is full of surprises.
He continues to lick my butt and when I’m wet with his saliva, he slides one finger inside.
It’s a strange sensation I’m feeling. I’m not sure about it. Although it doesn’t hurt that much, it feels like an intrusion. He inserts another finger and moves both of them deep inside me, then out again, then back in. I’m not sure I love it, but I don’t hate it either.
“Now doesn’t that feel awesome?” he asks, in a self-serving declaration. “I am going to take your ass and I promise you will love it.” I want badly to believe his prediction.
Bram grabs my hand and makes me reach backward and grab his dick, which has swelled to enormous proportions.
“I don’t know about this, Bram, you are so fucking huge.”
“I know.”
He places the head against my hole, now lathered with Elbow Grease, and begins to push it in. His mushroom cap is disproportionately bigger than the shaft, which is not likely to smooth entry.
“Relax, breathe — push out like you’re on the toilet.” he orders me. “There’s no turning back now.”
“Go slow,” I say.
In three seconds, Bram’s fatty is halfway inside and my ass is burning. I could tell him to stop, but it would be useless.
“Attaboy,” he says in a soothing voice. “We’re almost there. Can’t believe how you are handling my meat.” As if I have a choice. He has his arm around my neck and is hugging my torso.
After a few minutes, something wonderful and unexpected happens. The pain lessens, having succumbed to this marvelous feeling as waves of pleasure course through my lower body, even my toes.
I thank Bram for being gentle, even though he hasn’t been, and he harrumphs, then plunges the rest of his dick inside me in one quick motion.
“Petey, your ass was meant to take my dick. Full disclosure: My cock has made some of my frat buddies scream with pleasure, but this is so much hotter. They weren’t as hairy as you and definitely weren’t as tight.”
After a few minutes of deep penetration, my hole starts to feel sore and I’m less comfortable. “It hurts, Bram. Could we take a breather?”
I should have known the answer. “Not a chance.” he snaps “You feel too good. You need to visualize my big dick moving in and out of your ass. That image will excite you and ease the pain. Think about how proud you will feel, how lucky you are to get my amazing cock.”
Bram can be a bit obnoxious with his ego-stroking, but that comes along with a very attractive package. My personality is so much the opposite.
Just then we hear noise from a truck rumbling through the dirt path nearby. We hear the sound of footsteps snapping twigs on the ground. Before we have a chance to disengage, two burly guys are on top of us.
(To be continued)
To get in touch with the author, send them an email.
