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GAY SEX STORIES

Man of My Dreams

Man of My Dreams

by Jjax95
19 min read
4.82 (5100 views)
old mangayromancemature
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Once all of my chores are done around the farm, I get ready for tonight. My outfit is a long sleeved, pale orange button down under a dark brown sports coat with tan elbow patches. I have my belt with its signature large buckle, holding up a pair of boot cut khakis. On my head goes my best, white cowboy hat. Lastly, I add a white handkerchief to the breast pocket of the coat to match the hat.

At 5:30, I drive downtown with directions Owen gave me and pull up at a free standing, brick building with a sign above the door reading, "The Gentle Man". Owen is already standing outside the door wearing a dark green cashmere sweater over a lighter button down. His pants are dark grey slacks and his shoes are brown loafers. A dark grey, baker boy hat allows only his greying sideburns to spill out from underneath.

I greet him with a hug and a kiss. Inside, there's a small vestibule with a man sitting at a desk, right in front of a floor to ceiling curtain made of a deep red velvet. The receptionist, or maybe he's a host, greets us and asks for a name. Owen gives his and he writes something down in a large book opened in front of him. He gestures to his left with a smile and welcomes us through the curtain. Through it, there is a large hall that looks like it's made for banquets. In the center is a large dance floor of polished wood. On the left is a bar that sits maybe 30 people. Across from the door on the far wall was a stage, and to the right were about twenty large, round tables. It appears to me there's not a single woman, only men. Also, no one looks younger than 50 years-old.

"What is this place? I thought it would be a restaurant."

"It's a membership only club for older, gay men. A coworker of mine who's also gay invited me here last year. His name's Don. I've made so many new friends since, and everyone here has been nothing but welcoming, even though I'm not completely out yet. And, speak of the devil."

Don walks up and introduces himself. "Hey Owen, how's everything?" He's bright and cheerful and gives me a once over glance. "Who's this tall drink of water with you?" He's a shorter man, about the same weight as Owen, but his hair was thick and gray, cut short.

"Couldn't be better, Don. And this tall drink of water is Neil, a very close friend of mine. We've been seeing each other for the last few months."

Don beams at me and shakes my hand with enthusiasm. "Welcome, welcome! Any companion and friend of Owen is always welcome here. Dinner's about to be served. Why don't the two of you come over to my table?"

We do and order drinks. I'm introduced to other regulars, all of whom seem to be partnered. We order food from menus on the table, and later in the evening, after a few rounds of drinks and some lively conversation, the live band starts playing slow songs. A good portion of the men partner up and start dancing. It seems bizarre, but also totally natural, to see men dancing with men. I feel a yearning to join them, but don't know who should ask whom.

Owen reads my mind and asks, "Care to dance, Neil?" Well, that solves that.

I smile and take his hand. "I'd love to."

On the dance floor, once again, I don't know how to approach this. But, once again, Owen comes to the rescue and grabs one of my hands to put it on his waist, then he puts his on my shoulder and we take off, our free hands locked together at our side. I lose myself in his eyes and smile. I've always loved dancing with a partner, holding them close and sharing a deeply intimate moment.

We dance for several songs before I notice that many of the couples are openly kissing as they dance, and I get a bit jealous. I turn back to look at Owen and his lips are there, waiting for mine. Softly, we make out as we dance. I'm getting aroused at the rush from the public display of affection and the feeling Owen's body pressed against mine.

I guess he can feel my arousal against himself, and he must be feeling the same way, because Owen breaks the kiss first and whispers in my ear, "I need you inside of me." With that, we leave promptly after saying our goodbyes.

----

Back at Owen's, he gives me a robe and tells me to make myself comfortable on the couch while he freshens up in the bathroom. I strip down to my boxers, don the robe, and wait. He comes out wearing a pair of dark workout short shorts with a gray t-shirt, tucked in of course. After a minute of him going into the kitchen to make us some drinks, I follow him, eager to get started.

His back is to me when I walk in. Those shorts are hugging his plump rear nicely. The thin fabric wedges slightly between his cheeks, highlighting each one. I don't care about the drinks, I need his warm ass around my dick immediately. Just like this morning, I walk up behind him and wrap my arms around him, pressing my crotch against his ass. I tease his neck with kisses.

"So I'm guessing you want to skip the drinks then, cowboy?"

"Oh yes. All I want is you."

His laugh now is more like a giggle and he says, "You can have whatever you want, darling." He pushes his butt back against me, grinding it on my erection.

I untuck his shirt and take it off, then return my hands to his front to caress his pecs and gently pinch his nipples. Right there in front of the kitchen counter, I pull his shorts down to his ankles and drop to my knees to bury my face between his round cheeks, searching for that sweet, pink hole. I find it and eat it with gusto, from his taint to the top of his crack. He leans over the counter and pushes his ass into my eager mouth.

Once he's nice and wet from my saliva, I push in one of my fingers, curling and twisting it, knuckle deep. Then, another finger, causing him to whine. I can't take it. I need to get inside of him. I need to feel him around my dick so I stand and shed my robe and boxers, then step up behind him and wedge myself between his cheeks. He starts rocking his ass up and down, causing my dick to slide up and down along its length while I kiss his neck and jack him off with one hand.

I whisper in his ear, "You ready for it baby?"

In his own whisper he says, "Yes, baby, make me yours. Fuck me deep, please." He tilts his ass up to me more and I grab my dick and line it up before slowly sinking it in, all the way.

"Uuuuuuuhhhh," is his only response as he rests his chest on the counter. Then I grab his hips, pull out almost all the way, before sinking it back in. I give him all I have as I pound him.

The slapping sounds are louder from this angle and I stare down at his large ass. It's such a beautiful sight. It ripples from the force of my thrusts, and I marvel at the contrast my darker dick makes sliding in and out from between the smooth, milky flesh. When I get close, I pull Owen off of the counter and wrap my arms around the front of his torso, holding him tightly to me while I change the angle of my thrusts upward into his warm, wet ass. I breed him deeply, and he cums all over the counter, just as I cum in him. We clean up and make out, still nude, in the kitchen before retiring to the couch for a movie marathon and those drinks that we'd left unfinished.

----

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Fall is in full swing. It's been a couple weeks since I've seen Owen, though we call each other every day now. The harvest is keeping me busy, but it's just as well. We still haven't made things official, though I sorely want to. On the rare days I can get away from the farm, we meet at The Gentle Man for dinner and dancing, then head back to either his or my house and make love throughout the night before falling asleep in each other's arms.

After the harvest is done, on an early winter evening, we sit together on my worn, rustic couch in my living room when Owen says, "I think we should take a vacation. Things are less busy with you, and I have plenty of PTO to burn through."

"You know," I say, grabbing his hand. "I've been thinking about a vacation too. Where would you want to go?"

"Hmm, since it's winter, maybe down in a more tropical spot? Have you ever been to the Keys?"

"Once on a fishing charter with my brother when we were much younger, but I'd love to go again."

"Then it's settled," he says, pulling out his phone. It takes a while for him to find what he's looking for. "Looks like we can get a week at a small resort for the week of Christmas and New Years. Do you think your family would mind you skipping Christmas one year?"

A sinking feeling in my gut hits me, but I say, "I'll call and see."

Owen books it. He says we can cancel if the news doesn't go well. I call my daughters later that week.

"Hey little ladies," I say when we connect on FaceTime. I ask how they are before jumping right to the meat and potatoes of the conversation. "So do you two remember the man I was telling you about that I met?" They do. "Well, I wasn't being entirely truthful about the nature of our relationship. We've actually been dating for the past several months." Their mouths are open in shock, and I can see why. I'm a grizzled, but still well groomed, traditional, southern man. Or at least that's how I present, and here I am telling them I'm dating another man. I know it's completely out of the blue, but I couldn't think of any other way to tell them. Better to just put it out there and let the pieces fall where they may. I continue, "And, we want to take out first vacation together over the Christmas holidays." Silence. "Is that okay?"

My oldest speaks first, with my youngest still shocked and apparently at a loss for words. "Daddy, while I can say that I'm shocked by the sudden revelation, I'm still happy you're finally finding happiness again. You've had us so worried over the last few years." I can tell she's holding back tears. "And yes, it's more than okay with if you miss Christmas with us this year. We just want you to be happy." My youngest snaps out of her daze and gives her support well.

My eyes water with sudden emotion. My girls had been grown for a long time now, but in this minute, I remember them as my little babies, cuddled up to their daddy on the couch. "Thank you, my angels."

----

In the weeks leading up to the trip, my girls meet up with me at a clothing store and help pick out a new, warmer wardrobe with mostly colorful, short sleeved button downs and equally colorful shorts. The swim trunks I pick out myself, as a little surprise for Owen. They're much shorter and snugger than any swim trunks I've bought before, but it shows off my toned butt and leaves little to the imagination in the front, if you take my meaning.

Our departure day comes quickly, and I almost back out when Owen says we'll be flying. "It may seem kind of silly," I tell him one evening. "But I'm terrified of heights."

He's actually shocked, "Really? Have you ever flown before?"

"No, I drove on all of our vacations."

"Oh darling, everything's going to be okay, planes are much safer than cars, you know."

So here we are in the airport terminal, my heart pounding, and I'm nervously pacing waiting on the boarding call. I can hear Owen's comforting words, but they just aren't registering. It feels like my heart is going to hammer out of my chest when we board, and I almost pass out feeling the speed of the plane taking off. Needless to say, the flight is uneventful and we land safely, though my hands never stop gripping the armrests.

We arrive at the hotel, check in, and go up to our room which is on the top floor. Owen booked a suite, so there's a small kitchen and living room, with a separate bedroom and ensuite bathroom. We have a balcony overlooking the bright, blue water. After unpacking and changing to a more tropical attire, we get a cab to the center of town to explore, and of course dine at a local seafood restaurant. Homemade ice cream and a walk along the beach follow.

Back at the hotel, and after we wash up after the walk, Owen mentions he booked a few excursions for us to go on. Tomorrow, Monday, is a beach and swimming day, then the day after is an Everglades tour, the day after that is a shark fishing charter. That's the one I'm most excited about. Thursday is a rest day, and the next day is a tour of the reefs with a diving company, and then Saturday, our last full day, is another rest day. We're scheduled to leave Sunday morning. Tired from all of the anxiety and excitement of the day, I tell Owen I want to go to bed early. He stays up a bit longer to unpack and I fall asleep almost as soon as my head hits the pillow.

----

The next morning, I wake to the sound of our balcony door closing. Owen's sitting shirtless and barefoot on the balcony drinking coffee. There's a second cup on the small table between the chairs.

"Goodmorning, sleepy head. I ordered some coffees from room service, I was just about to wake you up."

"Mmm, coffee sounds amazing, thank you. I heard the door closing."

There's a slight coolness to the air this early in the morning, so we just sit on the balcony for a while, sipping our coffee and just enjoying the rising sun and each other's company. It's a bit too chilly to swim yet, so we wait until noon to go down to the beach. Not wanting to fill up on a heavy lunch, we just snack on some complementary fruit the resort left us after the coffee. We change into our swim trunks and I almost throw Owen on the bed and make love to him right here and now when I see his swimsuit.

He has on a pair royal blue swim trunks so short, they're less than an inch or two of fabric away from being able to be called a speedo. It's so much more provocative than my own and I can't stop staring at the way it perfectly cups his manhood, and I can clearly see his cut dickhead through the tight fabric. His pale, larger, hairy belly hanging over it a bit is icing on the cake.

"Y-you look great! Sexy as hell."

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He smiles wide and says, "You haven't seen anything yet." He turns around and strikes a pose with a wide stance, hands on his hips, butt poked slightly out a bit. I think my jaw hits the floor. The fabric is so thin and tight, it leaves nothing to the imagination, both plump cheeks have been lifted and pushed together, but each is still clearly defined.

"I, uh, um..."

He laughs and says, "Stop drooling all over the carpet, they might charge us a cleaning fee, you big perv. But, I'm really enjoying the image your trunks are providing." He actually reaches forward and lightly tickles my clearly outlined bulge.

We lotion up before heading down, Owen getting my back, and me his. But, he teases me a bit. When I'm applying it to his shoulders, he pushes his ass against my crotch and jiggles it. My dick tingles and starts waking up.

I say, "Hey now, I thought we were going swimming, unless you want me to pull those shorty shorts down and plug you right here. You better behave or you might not be leaving this room."

Laughing, he replies, "I'm so very sorry for the tease, darling, I just can't help myself sometimes," but he does it again.

I give a playfully stern, "Now, now. Behave young man, or there'll be consequences."

"Ooooo, you promise?" We can't keep up the charade and both break into fits of laughter.

We go down to the beach and find a relatively secluded spot. The nearest people on each side of us being more than fifty yards or so away, and there were a sparse forest of palms on either side of our site. We use complementary chairs. Most of the day is spent swimming, walking along the smooth sand searching for shells, and even sharing a few kisses when no one was looking. We get back to the hotel about an hour before sunset.

As soon as we get inside, feeling brave, I gently grab Owen and spin him around, pressing him against the wall, and lean in and say into his ear, "I told you there'd be consequences for the teasing." My lips are a hair's breadth from his ear, and there is a wide smile on my face.

"Please Mr. Officer, I didn't do anything, I swear. I'm innocent I tell you!"

"That's what they all say." I'm really getting into the role-playing now. He's good at this. "I think 30 smacks on the rear will teach you a lesson."

"Oh, mercy, please!"

I give him 15 smacks on the left cheek, then 15 more on the right. He whines softly with each. I whisper in his ear again. "You learn your lesson yet?"

"No!" He grinds and jiggles his ass against my rising erection.

I shake my head and say, "They never learn." I give him 30 more smacks, a little more forcefully, but still not enough to cause intense pain. "How about now?" And in reply, he grinds against me again. "Damn. Well, now it looks like the only other option is jail. Come this way."

I lead him to the bedroom and "throw" him on the bed. He lands with exaggeration on his belly, right leg bent and out to the side. He's poking his ass up a little too. I stand at the foot of the bed, ruefully shaking my head.

"Now that you're in your cell, I think a cavity search is needed. This could've all been avoided if you'd just been a good boy."

"I am a good boy, I promise!" He's pushing that plump rear up even more, his low back arched a bit.

I crawl up the bed to him and peel his shorts off, then taking a cheek in each hand and spread him open, revealing the sweet prize between. My head drops and my tongue snakes out as I eat his ass like I'm starving. Next, I plunge my fingers inside and twist and curl them every which way, pulling out and pushing them back in the whole time. He grinds his dick against the mattress, fucking himself on my fingers.

"Hmmm, nothing here. I think it's time to search your front. Flip over for me." He does and I fake alarm at his hard dick. "You have a weapon! I need to secure it!" In seconds, his dick is in my mouth and I'm taking a good three quarters of it. I'm improving. Up and down I bob while I fondle his large, smooth balls.

I slide up to lock my lips with his, my elbows behind his knees as I press them to his shoulders. I pull back and look into his eyes as I say, "Will you be a good boy, now?"

"Oh yes, whatever you want. I'll be the best boy." His face is flush with pleasure as he looks back at me.

"Then I have a surprise for you," I say with a devious grin.

I let his legs fall then switch positions until I'm straddling him. His dick is already lubed from my saliva. I wet my fingers and reach around to my asshole to lube it up before lining him up and sitting all the way down, my ass resting in the soft nest of his pubes. I damn near scream at the painful intrusion, but after a few seconds, it disappears and it actually feels really good. Who would have ever thought I'd be letting another man inside me?

Once I'm nice and relaxed, I lift up my ass up and sit back down, and again, and again, until I'm fully riding him. Every time I bottom myself out on his dick, a shock of sharp, intense pleasure pulses through me and into my dick.

"Yea baby!" He says, grabbing onto my hips. "Ride 'em cowboy! You're gonna break this horse in nice and good." I'm caught up in the moment so I grab my cowboy hat off of the bedside table and wave it in the air while Owen meets me with his own thrusts. A few minutes in and he says he's going to cum. I pick up the pace, rocking my hips, and so does he, pushing himself deeper into me. He groans loudly and his body spasms as his dick somehow gets harder and the warmth of his semen gushes into me. After he's spent, I lean down and kiss him tenderly, letting him pop out of my ass.

We get up carefully to not stain the sheets with the product of our love making and I run the shower. I invite him in and we clean up, helping each other and groping each other under the hot spray. The close proximity, our nudity, and the charge we're both feeling overtakes us and we end up making out under the spray. I love the feel of the suds on his body, making it slick, as I explore every curve with my hands.

"Turn around for me baby," I say.

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