Miami's Southern Charmer

Miami, Florida is among one of the most interesting cities in the US, teeming with life and excitement. For Jamie Michaels, he certainly has a good grasp for life in Miami and he reaps the rewards. At age 25, he is originally from Dalton, Georgia. He grew up with his parents, along with his three older brothers. After saving a good amount of money, Jamie decided to move to an apartment in Miami as it was once his favorite vacation spot. He works as a freelance landscaper for homes and office buildings which is what he has been doing for six months in his new city, and business is booming.

When it comes to his personal time, he is shown to be a bit of a cocky guy who never wants to keep his pants on. Jamie has his “I don't give a fuck” personality about him; whether settling issues with hand-to-hand fist fights, or when between the sheets...with practically anyone who has a pulse. A lover and a fighter at best. Between living in Georgia and Florida, he's been in bar fights, arrested for assault, and even once vandalized the car of an elderly woman for calling him a homophobic slur when he was caught getting a blowjob from another guy. Jamie is not gay, but openly bisexual, which is one of the perks of just “not giving a fuck”. He has goals to one day settle down and have a family, but for now, it's all about getting his dick wet. He is a red head with a goatee, has blue eyes and is almost six feet tall, weighing 170lbs., and is in swimmers-build shape. He is gifted with 8.5 inches uncut... certainly a reason to be cocky.

When it comes to sex, specifically with girls, Jamie tends to have a strong need to always use a rubber. This stems from a past experience of being with a girl who once accused him of getting her pregnant, which turned out to be a lie. With guys, however, he feels that he can really let-loose. He can bang all the willing bottoms as he wish, and not worry about a “little Jamie” popping in the oven. It's just his views, anyway. Even though he loves hot nasty sex, he's not really a dirty talker. He's more of a sweet talker. This is why he was so sought after while living in Dalton. Aside from sex, he enjoys being an exhibitionist. This is not something he can do while in public while at a busy city like Miami, but if he were to move again, he hopes to be in a more secluded area with plenty of walkway in the woods, wearing only his favorite shoes and cap. For now, Jamie loves it in Miami, and walking around in his apartment fully nude and with a boner 90% of the time is something he would just have to settle with. He wont, however, deprive himself of some freedom while he's outside engaging in his usual activity with work and chilling out with friends. No matter what he wears, he'll go full commando with no underwear. When having erections in public, it's always... “Oh well. It is what is is. Come get some.”

Given what has been mentioned about Jaime so far, he loves sex, and will take whatever opportunity he can get to satisfy himself. One of his favorite encounters happens to be at a bar that had just opened up and is walking distance from where he lives. This took place late in the evening on a Saturday night. It was a Hispanic-owned bar, and he took to checking out the bartender. His name was Juan, and no one needed a genuine gaydar to know that he's gay, with his pink rainbow shirt, booty shorts, and flamboyant personality. Juan was very cute, which was a definite plus for Jamie.

Jamie decided to stay after-hours, since he was aware that Juan was at the bar all by himself. Juan had already set the automated metal shutters to cover the windows and the doors as the bar was now closed and was tempted to let Jaime know it was time for him to leave. Jamie, however, had a game plan and purchased the most expensive drink in the bar, and because of this, Juan continued to let him stay a little longer. Juan felt slightly uncomfortable by Jamie's presence as the latter continued to stare at him from a distance.

“You here by yourself?” Jaime asks

"Uh.. y-yeah” Juan answers nervously as he wipes off the other tables.

“You alright?” Jaime asks “You sound nervous”

“I'm fine” Juan responds. “It's um, past midnight, and... I really have to close things up.”

“Alright, then” Jamie responds “guess I'll get goin'.”

Next, Jamie “accidentally” spilled one of his drinks on the floor. Somewhat agitated, Juan grabbed another rag that was sitting on the bar counter and proceeded to kneel in front of the table Jamie was occupying to clean up the spill. Hoping for that exact moment, Jamie stood up and whipped out his dick in front of Juan, surprising the bartender. Jamie's dick was already rock-hard and was in range of only a few inches from Jamie's face.

“Should I still leave?” Jamie asks sarcastically.

Juan's expression went from uncomfortable to excited as he saw Jamie's huge cock in front of him, and decided to lick the tip of the latter's dick... much to Jamie's enjoyment. Juan was completely on his knees, and four minutes in, Juan had repeatedly deep-throat Jamie's dick, swallowing all 8.5 inches. “Holy shit!” Jamie shouted. What turned on Jamie even more was Juan's smile, as the latter licked around the edges of his dick down to Jamie's low hanging balls. Jaime took charge by standing Juan up. Juan was taller of the two at 6'4. Never-the-less, Jaime helped Juan remove both his shirt and shorts, with Jamie removing his tank-top and long shorts, wearing only his shoes and usual cap. The two kissed, and Jamie pulled Juan closer to feel his ass cheeks while also placing his dick in between Juan's legs, humping repeatedly. This caused streams of pre-cum to leak out of Jaime's cock. Juan would then disengage from this position, and proceeded to lay on his back on one of the nearby tables. As Juan positioned himself to be fucked missionary by raising his legs, Jamie would follow by resting both of Juan's legs on his chest and shoulder. Jamie slowly penetrated Juan, who was good and tight, and adjusted to thrusting in and out of Juan. Juan gave off whimpering and moans as he looked at Jamie with a pouting look of ecstasy. Jamie at this point, opened Juan well enough to thrust at a faster pace.

“Can't get any better than this!” Jamie says as he continues to fuck Juan “This is what I was waiting for; staying a little longer so I can tap this boy pussy. Say it to me, baby. Tell me how much you like that dick inside side your tight pussy.”

“I love having having that big dick inside my tight boy pussy!” Juan responds as he continues to moan.

“That's right, baby”, Jamie responds “and how tight it is! Oh, my!”

Switching his position, Juan moved to doggy-style, and Jamie continued to fuck Juan's ass. As they continued, Jamie pulled Juan back closer to him so he can passionately kiss him once more. After several minutes of anal, Jamie could not hold his orgasm any longer and announced he was going to cum. Juan quickly got on his knees and Jamie started stroking his dick to cum on Juan's face. Huge amounts of cum spewed from Jamie's cock, coating Juan's face. Jamie would then proceed to wipe off at least some of the jizz on Juan's face, and proceeded to kiss to wrap up their encounter... or so it seemed they were done. “That was amazing!” Juan says excitedly as he bent down to grab his clothing. “There's a restroom in the back area. Wanna get cleaned up before leaving?” Jamie, still hard, decided to put his cock inside Juan's hole as the latter was bending down, causing Jamie to gasp. “Lead the way, buddy” Jamie says, and the two head towards the mentioned bathroom area with Jamie's dick still inside Juan.

A week after, Jamie received the usual request for his service in landscaping, this time for a man who happens to have just purchased a new house. After going over what needs to be done; costs, contracts, online deposits, etc., Jaime made a 20 minute drive and arrived in a suburban neighborhood, admiring the beautiful homes as he was near his client's house. Upon arriving at his client's residence Jamie greeted the client himself at the door, with a few of his landscaping materials at hand. The client's name is Arnold McPherson.

“Welcome! So glad you're here” said Arnold cheerfully as he shook hands with Jamie. Arnold was a handsome man himself... gorgeous in fact. At 30 years of age, Arnold was 5'8 and a muscular 185lbs., with short brunette hair and hazel green eyes, and wears eye glasses. He was also wearing a pair of tight navy blue slacks with a beige-colored short-sleeve button shirt. As the two proceeded to the backyard which is the main area for the needed trimming, Jamie stared at Arnold's ass on the way... and it was huge. Jaime, being an assman himself, smiled and practically salivated from witnessing the size of Arnold's butt. As for the backyard of the house, it was a nice yard with a swimming pool and complete privacy was assured thanks to the yard's 13 foot stone-wall barricade surrounded by a body of tall trees. After getting acquainted with his work setting, Jamie grabbed his equipment from his truck. So began the hours long process of tidying up the yard. It was still early in the morning when Jamie started, and as the time progressed into the afternoon, it got hotter as usual. Jamie decided to remove his shirt as he was sweating, and Arnold was gracious enough to bring out an ice box container with bottles of water, coke, and fanta orange.

“Thanks, Mr. McPherson” Jamie says

“No Problem” Arnold responds “Everything's looking great! You're very good at this.”

“Well,” says Jamie, “not to toot my own horn, but.... I'm good at a lot of things.”

“Hmm” Arnold responds in an interested tone “Well, I'm gonna freshen up, it might take about 20 minutes. After that, let me know if you need anything else you need.”

“Yes, sir” Jamie responds.

As Jamie continued with his work, he manage to catch Arnold staring at him from his bedroom window. Not only was Arnold staring, but he was feeling his crotch. Jamie noticed this, but of course it was only for a second as Arnold backed away from his window. Jamie was not naïve, and he could read the writing on the wall when it comes to moments like these. Without a moment's hesitation, Jamie decided to strip down, removing his pants. He was now in his preferred attire; wearing only a pair of sneakers and a baseball cap. After stripping naked, Jamie immediately got hard and muttered to himself, “Come on down soon. I got somethin' for ya.” Arnold, in his bathrobe, returned exactly 20 minutes later to check up on Jamie's progress, and before he even opened glass sliding doors that leads to the yard, the sight of Jamie's naked body with his huge wang swinging around naturally surprised him, but immediately got him hot and bothered. “Whoa!” he said to himself.

“I see you got way more comfortable” Arnold says as he enters his newly trimmed yard.

“I hope that's alright” Jamie responds.

“Most definitely” Arnold says.

Jamie, of course, a take charge kind of guy, wanted to waste no time in any more pleasantries and approached Arnold and removed his bathrobe. Arnold became hard by 7 inches and the two began making out next to the pool. Using one of Arnold's custom-made lounge chairs next to the pool, Jamie sat down and told Arnold to turn around.

“Damn! Look at that ass!” Jamie reacts “Bring it closer.”

As Jamie was gifted with a huge dick, Arnold was gifted with a round muscular ass. Jamie prepared to give it a good rim, and he took a moment to spread Arnold's ass cheeks and found it to be smooth and pink. Then came the 69 treatment for both of them; Jamie eating out Arnold's ass, while Arnold sucked off Jamie's eight and half incher. Jamie's face was completely buried into Arnold's ass. Jamie became almost relentless in his rim-job, and it was driving Arnold crazy; moaning and gasping repeatedly. Arnold would then proceed to ride Jamie's hard cock. Arnold proved to be a good bottom, taking Jamie's cock without much trouble, while Jamie made sure that Arnold stayed hard by stroking the latter's dick. They moved into Jamie's favorite position, doggy-style, as Arnold was on all fours on the pool chair. Jamie continued to pound away, with Arnold moaning loudly. Jamie enjoyed watching Arnold's ass bouncing repeatedly on his dick. The two were drenched in sweat, but neither one didn't seem to care as they continued to fuck. Jamie's nut was close, and asked Arnold where he wants it. Arnold insisted that Jamie does not pull out, thus wanted to get cream-pied. Jamie placed both his hands on Arnold's shoulders and his moan and gasps intensified. Giving Arnold what he wants, Jamie came right up Arnold's ass and upon pulling out, wads of cum dripped out of the latter.

“Mmm-hmm” says Jamie “Fuckin good ass.”

“Good dick” Arnold responds. “And this yard... fantastic! Let me know if you need any recommendations. You're right, there are a lot of things you're good at.”

“That's kind of ya,” Jamie responds “but that won't be necessary. Business is going great, and besides, I want to make sure I always have spare time for beautiful people like you.”
After getting dressed, Jamie gathered his equipment and drove back home, but not before giving his “client” one more kiss for good measure.

The following Friday evening, Jamie returned to Juan's bar to hang out with friends. Juan himself was there, being the usual guy for closing the bar. It was almost closing time and Jamie, his friends, and Juan was were having some drinks and laughs and Jamie was the big flirt out of the bunch. There was also a group of three there who witnessed the commotion that took place among Jamie and his friends. Jamie could here one of them say “Go ahead, Tim! I dare you!”. At first, Jamie thought nothing of it, until one of them decided to say, in a coughing tone, a homophobic name while looking at Jamie. Jamie took offense to this and decided to confront the other group.

“You got something to say, boy?!” Jamie asks angrily.

“Whoa! Calm down man!” says one of the members of the group.

“Well, you want start somethin'” Jamie responds “calling me that name under your breath. At least have at least some fuckin balls and say it louder! Go ahead!”

Jamie had to be restrained by his friends, and told him it was best to just leave, which Jamie reluctantly agreed. Unknown to Jamie, however, his identification had fell on the floor of the bar, not too far away from where the table of the rude group of three were sitting. He would not realize this until the following night.

The following Saturday evening, Jamie decided to chill and have some beer while watching television. There was a knock at the door. Jamie had put on a pair of his gym sweatpants to greet whoever was at the door. Looking through the door's peephole, to his outrage, the same guy who called him the homophobic slur from last night was there. Jamie quickly opened the door.

“What the fuck, man!” Jamie shouted.

“Easy, easy!” says the visitor “I'm just here to drop to drop off this.”

“My ID?!” Jamie reacts.

“Yeah,” said the visitor “you dropped it after, um... you know.”

“Huh.” Jamie reacts.

“I'm really, really sorry about last night” says the visitor “My friends dared me.”

“You're friends are assholes” Jamie responds.

“They can be” says the visitor “but they've been really good to me since I moved here a month ago to attend the University of Miami. They're also my roommates and whenever there are times when I'm in any kind of trouble, they would always make sure I'm looked after. But again, I just wanted say sorry.”

“Apology accepted” Jamie says “Name's Jamie. What's your name?”

“Tim” the visitor responds.

Suddenly, the sounds of thunder echoed outside, accompanied by the sudden sounds of heavy rain.
“Oh, shit!” Tim reacts.

“Oh, my” Jamie says “looks like it's going to be a rough ride home.”

“I don't drive” says Timothy “I walked all the way here.”

“You walked?” asks Jamie “how far you had to walk here?”

“20 minutes” Tim responds.

“Tell you what,” says Jamie “you can chill her for a bit, and once the rain settles down, you should be good to go.”

“Thanks” Tim responds in gratitude.

As the rainstorm continued, Jamie and Tim talked and got to know each other. Tim is originally from Denver, Colorado, and moved to Miami to study business and is in his sophomore year. Despite his teenage appearance, Tim had actually just turned 21. To give the usual physical description, he has long brunette hair with brown eyes. He's 5'6 and weighs 140lbs.

An hour's time had passed and so did the storm.

“Well, it stopped” Jamie says as he reviews the skies from his window.

“Guess, I'll get going before it starts up again.” Tim says.

Tim made his way to the door and Jamie followed him so that he could lock up behind him. As Tim was about to leave, he suddenly stopped. 

“One more thing” Tim says.

“What?” asks Jamie. 

Tim turned around and kissed Jamie on the lips, shocking the latter. Tim would then thank Jamie and proceed to exit. But Jamie would pull Tim by the hand and towards him. “Get the fuck back here” Jamie says to Tim as he kisses him.

The pair would continue to make out as they made their way to the living room table. Jamie would then pull down Tim's pants to his ankle, and on this occasion, decided to get on his knees to suck on Tim's cock. Tim gave off pleasuring moans as Jamie continued to work on him. Tim's dick grew to an impressive 7.5 inches with a 5 inch girth and what was just as interesting, was that Tim had low hanging balls. Jamie would then have Tim turn around. Tim  bent over on the table, and in addition to having an impressive dick, Tim had a round nice bubble butt; granted it was not as big as Arnold McPherson's ass, but still a hot ass never-the-less. Jamie, still on is knees, would then give Tim his usual rim-job while also fingering him. Tim's ass was smooth on the outside but slightly hairy as well as pink on the inside. “Oh my, god!” Tim uttered as Jamie continued to finger him. “Let's get you in the bed”, Jamie says.

Tim had sat on the edge of Jamie's bed and removed his remaining clothing. His eyes lit up upon seeing Jamie's famous 8.5 inch boner. Jamie decided to lay in the middle of the bed to see what Tim could do, and the latter certainly did not disappoint. Tim gave Jamie a nice blowjob. Repeatedly lick on the shaft as well as taking in as much as he could down his throat. Tim would proceed climb on top on Jamie to for more kissing, this time, kissing Jamie on the neck sensually. “Oh, fuck!” Jamie reacts, loving every second of it. Next, Jamie had Tim lay stomach first in the middle of the bed. Jamie climbed on top of Tim, teasing the latter's hole with the tip of his dick followed by drippings of pre-cum. Tim could not take the teasing anymore, and decided to reach behind him and grab Jamie's dick, placing the pre-cum covered cock inside his anus, and Jamie would follow by plunging his cock even deeper on the first hump. Tim whimpered and moan into the pillow, and Jamie started thrusting slow while inside him to start of gently, after a few minutes, Tim gave Jamie the approval to hump him faster which Jamie was more than happy to oblige. After fucking Tim on his stomach for about seven minutes, things switched up when Tim wanted to ride Jamie's cock. Jamie laid on his back, holding is dick up, and as Tim was positioning himself into a reverse cowgirl, Jamie would stop him and go to say “Hold on. Turn around. Wanna see that pretty face while you're fuckin' that dick.” Tim mounted on Jamie's cock in a regular cowgirl position with both knees placed on the bed. As Tim bounced on the latter's dick, Jamie grabbed him by the hips to properly guide Tim's motion. Both guys moaned, and despite the apartments air conditioning, the smell of sweat and sex was apparent for both of them. Jamie was ready to cum, and like Juan from the bar, had Tim on his knees to give him a good facial coating. Tim would follow by sucking on Jamie's spent cock, and this allowed him to spew streams of cum. The two would finish their activity with a kiss, and instead of going home, Jamie asked Tim to stay the night, which Tim was more than willing to do.

A month later, Jamie and Tim grew more fond of each other to the point where the latter had moved in with Jamie at his apartment. They became roommates as well as friends with benefits, and not really as boyfriends. Jamie loves this new arrangement, as Tim was also an exhibitionist and always wants to walk around the house butt-naked with a boner. To add the icing on the cake for Jamie, Tim is also bisexual, and just as adventurous when it comes to sex.... or perhaps even more so, since Tim is versatile and Jamie is strictly a top. Jamie and Tim would go on to be “partners in crime” when it came to sex, not only fooling around with each other, but developed a taste for threesomes, whether with a girl or guy.

Yep, Miami has certainly been good to Jamie.