Ramble Tales: The Jogger and the Stranger

In the real world, Central Park is known for iconic sites like Bethesda Terrace, Belvedere Castle and Bow Bridge. But, in the gay world, there is one location that is well known above all else and that is The Ramble. 

No one knows exactly when The Ramble became the hook-up spot for many gay men, but it became well known by the 1970’s and 80s due to its easy access yet secluded nature. It’s like a small bit of woodland in the center of New York City.

There have been many tales about the Ramble, and in this tale a sexually frustrated baker takes a jog and meets a construction worker when he deviates from routine…

New York City Present Day

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Jason Roberts, loved to jog, and so every other day he would take a jog through Central Park. At 37, with a robust hairy chest and stomach Jason knew he’d never be a GQ model, but he kept himself fit as best he could. Well as one could when you own a bakery. It was a gorgeous spring day when Jason began his jog. The shadows of the pre-war apartment buildings that line Central Park West stretched out east towards the park while a breeze from the west helped give the park a feel of a late winter chill. For despite the blooming of spring that had begun in earnest a few weeks ago it was still late April, and the temperature could swing at any time.

Jason hurried through his routine jog. He’d enter on the west side on 90th street join the bridle path for about a mile south before turning east to Bethesda Terrace. Passing the terrace and the throng of tourists, Jason would head back up north along the East Drive before rejoining the Bridle Path near the reservoir and heading west back to the west side and out at 90th Street.

For years Jason did this route without much deviation. However, this jog was one of those exceptions.

The Ramble is a strange place. Plenty of (mostly straight) people pass through without a thought. But for queer people, especially gay men, the Ramble often calls those who need release. Jason would deny it if you asked him if he needed help in the bedroom, and he would reply he was busy running the bakery. A bakery him and Adam once dreamed up when they met years ago in college. Both men, dreamers planned the bakery down to the type of lights they would use. Of course, it was a silly dream neither of them couldn’t even bake! Instead, they pocketed the idea while their careers took off in their late 20s, Jason a teacher and Adam an architect. Then they turned 30 and the idea of Bakery didn’t seem so bad, so they made a pact that at 35 they’d quite their jobs and open the bakery.

At 32, Adam got cancer so the two decided to push up the idea. The bakery was a much-needed distraction, and the impossible dream was within reach except the cancer returned and Adam died at 34.

Jason, in the throes of grief, decided to go through with the idea in Adam’s memory. On what would’ve been Adam’s 35th birthday, the Adams’ Apple Pie Shop and Bakery opened to rave reviews and good press. Tucked in the corner is a picture of the two in happier times. Lost in that original dream perhaps.

Flash forward to the present and The Ramble perhaps sensing the suppressed loneliness of Jason sends a slight breeze to the south. The feeling of the breeze distracts the man that it drives him into a group of bird watchers. Jason avoids them but in doing so he goes left instead of right and while still in the zone Jason is drawn into The Ramble.

Upon entering the wooded space Jason decided, to his surprise, to slow down. It had been a long time since he’d walked through The Ramble. Like many parts of the city, Jason and Adam had explored The Ramble together and yet they passed through without leaving their mark unlike so many gay men before. Jason always wanted to try it, but Adam was more cautious. Jason suggested it many times, but Adam declined saying that it was too dangerous, and he didn’t want to get caught. Yet for Jason that was the thrill of it. The idea of horny men just looking for a simple and quick fling and the possibility of being watched was a bit of a turn on. He'd never done it in The Ramble and thought it would be a something to brag about to their fellow gay friends.

At first, that thought was in the back of Jason’s mind when he decided to cut through The Ramble and rejoin the Bridle Path and complete the run. The slowing down allowed Jason to ruminate further on the fact that he and Adam didn’t get the chance when a voice broke him out of his train thought.

“Nice Ass White Boy” a voice said.

Jason looked around and saw a Black man who was 6’4, skin the complexion of espresso with an impressive set of dreadlocks atop his head. He wore what was a light jacket that was frayed at the edges, a paint-stained t-shirt, dark wash jeans and finally a pair of construction boots. He looked up and down Jason’s 5’11 frame and liked what he saw. To Jason’s surprise, the feeling was mutual.

“Thanks,” Jason Replied. A part of Jason wanted to head back out and continue jogging and yet he was drawn to this stranger. He moves closer.

“You come here often,” the stranger asks.

“No, made a detour,” Jason answered. “You?”

“When the mood strikes.” The stranger coyly responded.

“It’s a nice day for a walk.” Jason said, trying to make small talk.

“Yes, but I’m thinking a bit beyond a walk,” the stranger implied.  

Jason felt his dick twitch. He hadn’t felt that in a while he noticed. The last time that happened he needed an electrician to look at his oven. The man was gruff said very little was a few years older the Jason and yet he was aroused by the man’s take-charge and matter of fact nature. Long before he met Adam, Jason always had a fantasy of hooking up with someone like the man in front of him. Blue collar, gruff and rough-hewed, one who took charge when called to. To be used and manhandled by a piece of trade like this man had Jason mesmerized. For years, Jason thought that this fantasy would never happen he told himself that a bed was the best way for him to find pleasure. After all him and Adam played house for years well, perhaps too well and finally perhaps it wasn’t too late for Jason to try something new.

The stranger walked past him, and Jason turned back to watch him disappear behind a bend. Jason followed at a decent space between them. The stranger would look back ever few seconds to see if Jason was following, which he like a dog following its owner.

This went on until the stranger found a part of The Ramble he clearly had gone to before and disappeared into the bush. Jason followed and a few seconds after climbing inside the wood, he came to a clearing where the stranger had already released his cock out of his jeans and began to stroke his cock. It was a solid 8 inches and thick as a cable on the biggest crane in Manhattan. The stranger gave the same air confidence that drew Jason the moment the stranger commented on his ass. Like the electrician, the strangers cool and controlled demeanor only turned Jason on more.  He leaned on a tree with an expression that belied only a hint of the seduction that pulled Jason to him like a spider to his web.

The cock loomed lout of the strangers’ pants as an invitation to be played with. To which Jason was mesmerized by its girth and length. Adam was sorter but what he lacked in size he made up in performance. Jason wasn’t used to a cock this big in a very long time. However, that made him desire this elongated piece of muscle even more. For this was Jason giving into his most basic of desires something he couldn’t help but be nervous about. After all these years the opportunity finally presented itself and he hoped that it would live up to his expectations.    

Shaking off the last inhibitions he had left, Jason came within a hair’s breadth of the man before leaning in with a lustful kiss. It was as if 3 years of sexual lust burst from dormancy. The two embraced while Jason fumbled to loosen the drawstring of his shorts so this Ebony god could feel upon his manhood. Now rock hard and matching him in thickness but slightly shorter at 7.5 inches. The two kissed whilst jerking each other off stroke for stroke while their tongues battled for supremacy between their lips. Jason won and his reward was a grunt from the stranger and then Jason felt himself being pushed down to the man’s cock. With his passion now fueled by pure lust, Jason’s mouth swallowed the man’s member with almost zero difficulty. The cock tasted so good inside Jason’s mouth as he wrapped his tongue around this dark and thick shaft. It was also a dick that didn’t have a passive owner. Soon the stranger was thrusting his hips in order to face fuck Jason causing him to gag for the first time. Jason relaxed his muscles and proceeded to have his cheek feel the abuse until he heard a grunt from the stranger and soon cum came flooding into Jason’s mouth.

Jason choked and sputtered at first but managed to keep most of the cum from spewing out of his mouth. With great effort he swallowed enough cum to make room for a second burst of sour nectar of creation. The man bought Jason up for a kiss and saliva and cum swapped inside their mouths until the stranger decided to return the favor and released Jason’s jogging shorts.

The stranger was really turned on by the musky smell from Jason’s recent jog and he proceeded to go to town on Jason’s dick sucking as if his life depended on it. He also began to squeeze the Jason’s plump ass. The first thing that attracted the stranger to him. That and his love of musky smells that drove him wild. Despite having already spent a load he knew he could easily give this man another load, if he wanted to and Jason, who was in pure heat at this point, showed no signs of letting up.

“Oh fuck,” Jason moaned. “You’re so damn good. Take my cock.”  

The stranger continued his oral assault on Jason all the while slowly probing his fingers closer to the baker’s waiting hole. Wanting more access, he lowered Jason’s shorts and underwear, a pair of black trunks, further down Jason’s thick legs. The stranger took his index and middle finger and put it in his mouth to lubricate it and then plunged it into Jason’s velvet pucker. Jason gasped in euphoria as both the hole and pole were now plunging him into ecstasy. Jason racked his head to even past him and Adam’s many trysts and couldn’t find one that compared to this. This was on a different level to just sex on a bed. Jason realized that everything was sharper and more sensitive than it was before he knew it and he realized it was time to release his load.  

“Oh, fuck yes, please take my seed.” Jason begged.

Within seconds Jason released the pent-up load and shuddered as the cum was drained from his body. Jason desperately wanted the encounter to continue so he made a request.

“Please fuck me.” Jason asked. “Do you have condoms?”

The stranger, reached into his knapsack to pull out both condoms and lube. As the man put on the condom, Jason went towards a tree and braced himself while the man added a gob of lube to two of his fingers and put them back into Jason’s hole. Jason grunted as the man played with his hole teasing him something he wasn’t used to but relaxed for a minute to let the man feel inside his sphincter. This only made the desire to be fucked increase tenfold.

“Just do it please, I beg of you,” Jason whined, fully surrendered to the moment.

At that moment, the fingers were removed from inside Jason’s hole and seconds later were replaced with the stranger’s cock burying itself into Jason.

Jason took several deep breaths while the cock began to settle inside his hole, tight from years of almost zero sexual activity. Despite this, Jason was able to adjust and felt the man remove the cock temporarily before re-entering Jason’s pink palace of pleasure. This time the hole offered less resistance and Jason began to relax. The stranger began to slowly thrust inside and got into a rhythm that made Jason moan and repeat the phrase fuck over and over as the stranger picked up the rhythm going a bit faster with each thrust until the stranger settled on a pace that satisfied both men. Despite being the middle of Manhattan, the rest of the world did not exist right now. It was just two men ignoring the outside world for a moment and connecting by the rhythm of the strangers’ thrusts and Jason’s moans that reminded them that sound existed in their own little cocoon.

Now deep in heat, the stranger made verbal grunts and gripped Jason by the waist with one hand and around Jason’s neck with the other. Jason felt the ecstasy of the fuck course through every inch of his body. It felt electric and so alive. It was as if he is re-entering the land of the living and the sex here was both rough yet ritualistic in nature. Jason was on a sexual high he thought only Adam could provide, but instead he was happy that his fantasy of being taken by this blue-collar stud was fighting for the photo finish. Until now, Jason didn’t realize is how much he had wanted this particularly fantasy to come true. And he was getting every second of its worth. The man pounded Jason’s hole with an intensity that even Adam on his best days didn’t match.

“Tell me where you want it,” the stranger asked in between panting.  

“Keep it inside,” Jason replied. “I want to feel you wreck my insides!”

“As you wish.” The stranger said.

The man did a quick series of thrusts before finally with a violent spasm, cum once again flowed out of its 8-inch launcher filling the condom with a generous amount of seed.

Jason, now sweating for the second time, took a few breaths to recover before separating from the man. After the two separated Jason pulled his shorts back up and the man buckled his jeans and picked up his bag. Several minutes of sexual tension that had hung in the air finally begun to dissipate like a spell that had joined the finally broken.

“I’m going to leave first and then you can follow after a few seconds,” the stranger whispered.

“Okay, I can do that” Jason replied.

“Cool, see you around I guess.” The stranger answered back. And with that he disappeared into the bush.

True to Jason’s word he exited shortly afterwards and walked out of The Ramble. He walked home and took a shower, which he played with his sore yet still open hole leading him to cum again for a second time. Jason went to bed, and he fell into the best sleep he had in months. The next morning, he was in a much better mood at work and even one female customer said he looked as if he was glowing. Jason was indeed a changed man. He began to explore The Ramble more meeting all types of guys while fucking and getting fucked that for a few years. He became a regular until he finally found a new partner, ironically enough in The Ramble, and they ‘retired’ from it in order to move on with their lives. Jason credited The Ramble for reinvigorating his sex life, but strangely he never saw the first man, the stranger, ever again.

Note: Glad you all enjoyed it. We will return to the previous story with the characters Jamie, Robbie, Eddie, Daniel and Gino in the next installment. After that series has been concluded The Ramble will continue to be a setting for a few more stand alone stories like this one until I decide on what to write next!

-AJS