Her Male Mistress

Author's Note : This story is going to be considerably different from my past ones. So please, let me know what you feel about the plot and characters. Enjoy!

Three Years Ago

Scott paced nervously by the locker row. The 15 year old boy was trembling all over. His entire body shook. He was about to do the most reckless thing in his life, and depending on how it goes, it might be the best day in his life or the very worst.

He waited until his friend Gabby arrived.

Gabby was slightly shorter than him and pudgy. She was quite overweight. Yet he still found himself very attracted to her.

"Hi!" she chirped cheerfully. The two of them have been the best of friends since they were ten.

"Oh, um, hi."

"Is something wrong?" she asked. He shook his head, but she still looked at him with concern. It was clear that something was going on. Something was bothering her best friend, making him very nervous.

"No, it's nothing." He paused before summoning all his courage. "Actually, there is something. Something I have been meaning to tell you."

"What is it?"

Scott took a deep breath. "I'm in love with you," he told her. Her eyes grew wide.

"Are you serious?"

"Of course I am serious!" he blurted out indignantly. "Do you think I would ever joke about something like this, Gabby?"

"Of course not! But why? Why do you love someone like me?" She gazed at him, meeting his eyes with her curious ones as she wondered why he would possibly love her. She was fat and ugly and no one has ever had so much as a crush on her before.

Scott sighed. "Because you are kind, brave and strong. Back when you used to stutter and people used to bully you for it, you didn't let it break you. You kept on working hard to improve yourself. You showed up at school everyday and faced your tormentors. And in the end, you won. You overcame your stutter because you are strong and believe in yourself."

Gabby was deeply touched by his words, and he wasn't even finished yet.

"You also found time to be there for me, despite having to deal with all that crap. You were there for me when people made fun of my braces, and taught me to believe in myself and be happy in spite of it all. You stood by my side when I needed someone and I love you all the more for it. I love you, Gabby."

"I'm so touched, Scott," she whispered. "But I'm sorry. We can't be together. I don't see you that way."

Scott's heart deflated, but he kept a smile on his face anyway. He told her "I understand."

"You're not mad at me?"

"Of course not. It's your right to choose who you want to be with."

Gabby smiled at her friend gratefully. "We can still be friends right."

"Of course."

And the two of them remained good friends over the next several years. Gabby was glad Scott never tried to push or pressure her into a relationship and respected her decision.

Things didn't really remain the same though. They were still friends but Gabby changed.

It was gradual. She started working out and playing baseball. The girl slowly but surely lost her extra pounds and became a fit, muscular athlete. She also had a glow up after she started taking better care of her hygiene and let her hair grow long.

In short, Gabby went from ugly duckling to one of the most beautiful girls in the school.

Many boys started wanting her, but Scott was the only one who saw her innate beauty, the strength and kindness that were there from the start.

Alas, him being the first to notice that she was special didn't help him much.

She started hanging out with the popular crowd after becoming one of them and soon began dating Tyler, a member of the football team.

Scott, meanwhile, remained a miserable nerd.

"You should try asking her out again," his mom suggested.

"Mom, she already said no once and no means no."

"That was ages ago, my boy. People can change their minds."

"She is dating Tyler right now."

"You are much better for her than some dumb jock."

"Just because someone is a jock doesn't mean he is dumb," replied Scott. He flipped a page and continued reading his novel. His mom sighed. She knew how much he loved Gabby.

He got up from the old chair and left the sitting room, heading to his own room.

There, he sat on his bed and looked out his small window, gazing at the trees lining the street outside. He smiled softly.

It hurt being friends with Gabby, knowing he wanted more and she wanted someone else, someone who was already by her side.

God, it really sucked.

But he would be okay. He might not be as strong as she was but he'd always persevere. It was and will always be in his nature.

Scott picked up a picture of his late dad with a rueful smile on his young face.

Losing his father when he was a kid was difficult yet he still managed to carry on and be there for his mom, supporting her and letting her know she wasn't alone in this world.

And Gabby was there for him.

Just thinking of her hurt so he tried not to do it. He thought of other people, other things. Distraction.

Eventually, it started working.

He was still madly in love with the girl but she didn't occupy his mind all the time anymore.

Some days, he even thought he might be able to fall for another girl. But it would take time. A lot of damn time.

He still believed he could do it though. If there is one thing being friends with Gabby taught him, it's that you have to keep believing in yourself, no matter what. It will get you there. It will.

........

Present Time

The alarm clock blared. Gabby moaned. She shifted about, sitting up in her bed and rubbing her weary eyes. The teen was frustrated. She was in the middle of a very good dream, one which involved Tyler.

She smiled at the thought of her hunk of a boyfriend. He was a complete stud : tall, muscular and almost painfully handsome, with blindingly white teeth that he enjoyed flashing every time he smiled. That damn crooked grin of his never failed to get her wet. Just picturing his chiseled face and sculpted body was already turning her on and she touched herself between the legs, giving herself a quick orgasm.

Then she left her bed and took off her top and panties.

Gabby admired herself in the mirror. She worked very hard to earn her figure. Her broad shoulders, powerful arms and toned abs. Not to mention her muscular thighs and thick ass.

Countless hours of weightlifting and other exercises, along with baseball training, and she was one of the hottest girls in school.

She took a quick shower and got dressed, selecting her favourite clothes. The girl had many brand name items of clothing to choose from. Her wealthy parents, both reputable lawyers, bought her everything she could ever ask for.

Once she was fully attired, Gabby walked downstairs to have breakfast with her mom and dad.

"I'm coming home late today," the girl informed them. "Baseball practice."

Her father did not look up from his morning newspaper. Her mother sipped coffee. Gabby sighed. They never took that much interest in her.

Her chauffeur drove her to school.

As she strolled down the corridors, many boys stared at her with lust. Envious girls also stared, wishing they had a figure like hers. Muscular yet still feminine and alluring, enticing boys to admire her and worship the ground she walked on.

Only one boy did not act like an idiot around her.

She soon found Scott putting some books in his locker.

"Hi, Scott"

Scott turned around and smiled. He greeted his best friend.

"Nice shirt," she remarked, pointing at the comics T-shirt he was wearing. She always made fun of him for his sense of fashion or lack thereof.

"At least I'm not dressed as a sunflower," he retorted, observing her outlandishly yellow clothes. He was the only boy who talked to her that way instead of just endlessly flattering her appearance in the hopes of getting into her pants.

"Touché."

As they headed to homeroom, she asked Scott "So are you going to the game this afternoon."

"Of course I am."

"Great!"

She adjusted her skirt. He glanced down briefly and cursed himself, finding his eyes drawn to her muscular thighs. She was very well-built and powerful. And looking at her muscles did nothing but arouse him.

He quickly looked away.

"Is something wrong?"

"Nothing."

"You sure?"

"Yes, I am sure"

"Good. By the way, I wanted to ask if I could hang out at your place tomorrow evening."

"Yeah, you could. I'll cook dinner."

"Nah, I'll just buy something to eat before going over. You don't cook very well."

"At least I know how to cook," he replied. There it was again. He loved her but wouldn't just take anything she said without any fight.

The two bickered until Tyler arrived.

Scott felt his heart drop. He was having fun hanging out with his friend who he was in love with, and then her boyfriend turned up, a reminder that she loved another.

"Hi, baby." Tyler pressed his lips to Gabby's, reaching down to squeeze her ass.

"Tyler!" she cried, smacking the pervert half-heartedly. He flashed her a devilish grin and she melted. He was so fucking handsome. "Not in front of other people."

"So I could grope you in private?"

Scott pulled a disgusted face. He cleared his throat. The couple looked at him and he told Gabby "I have to go now."

"Okay, see you later."

He gave her a wave as he walked away. Tyler waited until he was out of earshot before turning to Gabby.

"I want you to stop hanging out with him," he told his girlfriend. She raised her eyebrows in surprise.

"May I ask why?"

"You are way too close to him for my comfort, Gabby."

"So now you're telling me who I can and can not be friends with? Jealous much?"

"Yes and yes."

Gabby sighed. She told him "Scott and I are friends. Nothing more than that. Don't you trust me?"

"I trust you. It's him I don't trust."

"Do you think he is going to rape me or something?"

"Well, no. But still.."

"Then quit being possessive."

"Fine," Tyler grumbled. He was clearly unhappy about her refusal to end her friendship with Scott, but knew the girl well enough to not push any further.

"Good." Gabby rewarded him with a brief kiss to his salty lips. "See you at lunch." She walked off and he stared at her round ass. She looked back over her shoulder at him with a smile, knowing where his gaze was fixed.

He was hot and amazing in bed, always fucking her hard and giving her the orgasms she craved. The perfect lover, in spite of how he behaved outside the bedroom.

Abhorrent, really, the way he treated those he deemed beneath him. Quite atrocious manners, but the sex was worth it. The way he destroyed her pussy and made her scream in pleasure... God, she was creaming her panties.

During lunch break, Tyler groped her again, this time rubbing her crotch. The girl pulled him to the locker room, where she yanked her short skirt down, followed by her soaked panties.

She bent over, thrusting up her large ass. "Fuck me," she begged, spreading her puffy pussy lips with one hand and planting the free one on a counter. He smirked and unzipped his pants, lining his cock with her entrance. Then he slowly entered her from behind.

It was so warm and tight, and he loved feeling her wrapped around him. He enjoyed feeling her snug hole contracting around his shaft.

He began moving fast, knowing she was used to it and can handle his size. His long, thick cock used to be a challenge. It used to hurt when he stretched her out, but she has gotten used to the invader.

She moaned in pleasure as he grabbed her fleshy buttocks. He held on to her firm ass, plowing her from behind and kissing the spot behind her ear, tickling her skin with his lips.

Her juices soaked him. His cock was drenched with her arousal, the evidence of her desire. He rammed into her hard and she moaned his name.

"You like it, baby?" he grunted, pumping his powerful hips. He worked his strong legs, propelling himself forward and slamming all the way into her with every thrust.

"Ahhh, yes! Fuck me harder," she begged, arching her muscular back. She felt herself loosen up to accommodate him more comfortably. Her cunt took his entire length with each stroke taking both of them closer to their orgasms.

It soon proved too much for him. He grunted loudly and lurched forward, firing his load deep inside her.

He cummed hard in her pussy, filing the girl up with his potent seed. She was flooded with his creamy jizz and it triggered her own climax.

She creamed as she orgasmed violently, squirting all over the place. Her cunt spasmed around his shaft, drawing another load of semen from his balls and taking it in her warm tunnel.

He withdrew his monster and his semen leaked out of her hole, flowing down her thighs. She put her panties and skirt back on, and the two of them left the locker room together.

.........

Scott had an internal debate that night. He used to be in love with Gabby without feeling sexually attracted to her. That was no longer the case, for he started feeling lust for her as well as love, and that was completely unacceptable. It was one thing to love her but she was his friend and he was sexualizing her. It was plain wrong.

He reached the conclusion that there was only one thing he could do, and that was to distance himself from her. It would hurt, certainly. It would hurt a lot. But he had to do it, both for her sake and his own. It was time for him to move on, after holding on to his love for her for years.

So he decided to spend less time with her.

The next morning, he told Gabby "Listen, I don't think that we can hang out this afternoon."m

Gabby frowned. "Why not?"

"I have to finish my Chemistry homework really soon."

"Why don't you let me help you with it?"

"Nah. I can do it myself. Not too difficult. Just need some time, that's all."

"Okay, then," she said, looking at her friend dubiously.

He made various other excuses to avoid her over the next several days. He still spent some time with her, of course; just way less than he did before.

It soon started really bothering her and she became determined to find out why.

She finally cornered him one day, turning up at his house unannounced in the evening.

"Gabby! What are you doing here?" he exclaimed, surprised.

"I could ask you the same question."

"No, because this is my house."

"But you are supposed to be at the hospital."

He mentally winced. "And I was. I just came home straight after."

"Where are the bills then?"

"I don't need to show you any bills."

"You don't need to or you can't?"

His silence told her everything. She glared at him. "Why have you been avoiding me?" Gabby queried.

He arched his eyebrows. "I beg your pardon?"

"You heard me. We hardly ever hang out anymore and I want to know why." She looked at him accusingly and he knew he could not try to deny it. It wouldn't work. She was way too smart and would see through him.

"Let's go have coffee. We'll talk there."

The two of them went to a local cafe. There, Scott sat and thought about how he would handle the conversation.

He sighed. Running a hand through his messy hair, he told her the truth. "I think you're hot. It makes me feel terrible sexualizing you. So sorry, ok? I'm sorry I get turned on hanging out with you...."

She started laughing. This was not what he expected at all. She laughed and laughed and then laughed some more.

"Really? So that's why you avoid me?"

Scott nodded shamefacedly.

"It's natural, Scott. I AM objectively hot. I would question your orientation if you don't get turned on by me." She then cupped her ample breasts. "Do you like my boobs or ass?" Gabby asked, turning around to give him a view of her firm, round butt.

Scott hesitated for a moment before muttering "Your muscular thighs."

Gabby wheezed some more. "Even though I have a boyfriend, you can still masturbate to me if you like. In fact, I would be flattered if you jerk off to me."

Scott gaped at her. Something about the way she laughed at him earlier and how she was speaking triggered him. He said "You have quite a big ego, don't you? Not too surprising, since you are almost as beautiful as your cousin, and she is the prettiest girl I have ever seen."

Now it was Gabby's turn to gape. She stared at him, stunned, as he stood and left the cafe.

"Damn," a guy sitting at a nearby table muttered under his breath. She heard and shot him a glare and he withered, for she was an intimidating girl, on top of being a very beautiful one.

For some reason, hearing Scott say that he found another girl more attractive than her pissed Gabby off. She knew it was unfair since he confessed to her years ago and she turned him down. Not to mention the fact that she had a boyfriend.

Yet it still aggravated her. She ground her teeth, angry at herself for not being in control of her rampant emotions.

She called Tyler. "Hey, honey. Wanna fuck?"

"Sure! Meet you at your house."

"Excellent."

Gabby hung up and headed home to wait for her handsome boyfriend. She brushed her hair and applied make up. Soon she looked drop dead gorgeous, completely at her best.

When Tyler arrived, she allowed him to undress her. His powerful hands caressed her toned body, sending tingles up her spine. Her skin flushed and she felt her womanhood growing moist.

He unzipped his pants and whipped out his monster cock. "I love your big cock so much," she muttered, shivering as he placed kisses on the side of her neck and licked at her sweat.

She parted her muscular thighs, exposing her warm hole. He placed the tip of his rod at her entrance and pressed. The boy grunted as he slipped inside her, stretching her out. Gabby moaned.

He remained buried to the hilt inside her for a moment before starting to move. It felt wonderful and she kissed him as he drove her into the bed, thrusting with practiced strokes. Her cunt leaked plenty of fluids as he took her and made her feel nothing but pleasure.

"Ahhh, yes. Fuck me, Tyler." She clutched his back, nails digging into his skin, feeling his taut muscles lying underneath. It spurred him on and he screwed her harder. He crushed her ample tits beneath his firm chest. She enjoyed the sensation of being under him as he used her.

The heat and friction soon proved too much for Tyler and he cried out as he unloaded inside her. He fired ropes of cum in her pussy, filling her up with his warm jizz.

Feeling his warm load enter her made Gabby reach her own finish. She felt her entire body tremble as she climaxed, gushing wildly and spraying her juices all over the expensive bedsheets.

Their fluids pooled together on the bed and Tyler told her "I have to go now."

"Can't you stay and cuddle with me?" Gabby pouted.

"No. I'm playing football with the boys."

He then got dressed and left.

.....

The way he just got up and left bothered Gabby. She frowned, flummoxed, staring at the wooden door long after he departed. Sometimes she felt almost as if her boyfriend was only dating her for sex. Their relationship didn't feel particularly fulfilling, especially when she took into consideration the fact that he only came over when horny and spent much more time with his buddies than he did with her.

But she couldn't deny that his dick was magic and the sex was good. Really good. Almost good enough for her to overlook the issue. Only almost.

She sighed in frustration, getting up and walking to her bathroom. The muscular teen took a shower, cleaning herself up. Then she called some of her friends, asking if they would like to go to the gym.

Over the next couple of days, she thought about her relationship with Tyler. Her friendship with Scott has also changed after he made that confession, with him being more determined than ever to avoid her.

But then he approached her out of the blue with a small bar of Cadbury chocolate. "I, uh, saw this at 7/11. Recalled that you are quite fond of these chocolates, so here."