Houseboy
Matthew had unintentionally offended Madeline, the wealthy widow and mysterious benefactor who had sponsored his athletic scholarship. To atone for their bad start, the kid had agreed to be her substitute gardener, pool boy, and houseboy.
The only catch was the wealthy widow wanted him to wear specific outfits, each more revealing. Matthew found this humiliating, but chose to endure it because he couldn’t afford to lose his scholarship and was eager to put his past mistakes behind him.
When Matthew arrived at the mansion, he didn’t know what to expect. He knew that Madeline held all the cards and wasn’t going to let him off the hook so easily.
“What can I help with today?”
“Why don’t you take off your pants first?”
Matthew: “...”
The kid reluctantly reached for the hem of his shirt and pulled it off, exposing his washboard abs.
All the staff had been given the day off, so it was just the two of them in the drawing room.
When his pants finally came off, Madeline saw what she was looking for. The outline of his bulge left little to the imagination.
* * * * *
At first, Madeline asked Matthew to vacuum in his underwear. He wasn’t a fan of the dress code, but what choice did he have?
The house was large, but the kid worked hard, moving heavy furniture out of the way when required.
Meanwhile, Madeline had the time of her life. How many of us get the chance to watch a hot young man clean the house in his underwear?
Madeline liked what she saw and made no effort to hide what she wanted. She even tried to get the teenager to remove his boxer briefs, but he declined. However, Matthew’s resistance only made her want him more.
Two hours later, Matthew informed Madeline that he was done vacuuming. She directed him to organize her bathroom vanity. Meanwhile, she drew herself a bath and left the room.
When she returned, the kid was busy wiping down the countertop. While he watched her reflection in the mirror, Madeline took off her clothes and got into the water.
Matthew: “...”
Matthew was shocked to see Madeline without any clothes on. The kid had seen his fair share of attractive women before, but her body was on a different level.
“Is there something in your pocket, or are you just happy to see me?”
Because he was distracted, Matthew didn’t know what Madeline was referring to. That is, until he looked down and saw how hard he had become. Even the tip of his cock had extended beyond the waistband of his underwear.
Matthew was mortified. He tried to calm himself down below. However, it was impossible to erase what he had seen, especially when she was still naked and in the same room.
“Have you been with a woman before?” asked Madeline.
He knew she was playing with him. He also knew there was only one way out of this.
What Matthew did next surprised even himself. He approached Madeline and brought her hand to his chest. Then he guided it across his washboard abs.
Madeline felt the kid’s smooth body. There was no doubt how firm he was underneath, as his muscles were hard and ripped.
Matthew understood the effect he had on the wealthy widow. After some thought, a faint smile appeared on his face.
"What makes you think I’m still a virgin?"
She was impressed with his good looks and grown-up confidence.
"I wanna show you what you can expect to get if we're able to work out our differences."
Still holding her hand, Matthew slid it down further, until it covered his crown jewels. He let Madeline feel his package briefly, enough to realize how well-endowed he was. Then he kissed her.
At first, Matthew only brushed her lips, enough for her to want more. Then he followed it with a longer kiss. Madeline was impressed and wanted more, but he pulled away to whisper in her ear.
"You're a very attractive woman, but I don't think you're ready for me yet. I'll come over next Saturday. Maybe we can work out a final lump sum payment."
All this time, her hand was still on his crotch. But when he broke the kiss and whispered into her ear, he also broke the connection below.
Madeline: “...”
Unable to reply, Madeline was half turned on by his size and half indignant about his arrogance. In addition, she was distracted by his lingering scent and taste. As she saw him take his leave, she realized that the kid was, in many ways, very grown up.
He may have left, but there was no way she would let him escape, especially after seeing how big he was. She felt that she had to put the kid in his proper place, which was between her legs.
* * * * *
With much of the farm work under control and outsourced to Jose’s family, Matthew decided to ring up his best friend.
"What are you doing today?"
"I gotta mow the lawn."
"Wait for me. I’ll head over now.”
Even though they had not hung out in a long time, it was easy for Alex to reconnect with Matthew. Before long, the two began to laugh their heads off.
That night, Matthew dragged his best friend to a nightclub. He had managed to borrow two fake IDs from a friend. While horsing around and tasting each other's beers, the bartender refilled their drinks for free and motioned them to a group of courageous girls.
The two handsome boys made their way to the other side to chat with their benefactors. They thanked the girls and invited them to the dance floor.
Plenty of bumping and grinding, followed by more drinks occupy the rest of the night. Numerous times, random girls would approach and selfishly pull them in different directions. At one point, Matthew led Alex away to dance with him one-on-one.
When they finally called it a night, the three girls who had originally bought them drinks looked disappointed. That is, until Matthew and Alex each gave them a quick peck on the cheeks, which resulted in a few rosy cheeks.
It had been a long time since Alex had this much fun. He felt happy and safe with Matthew. Then, out of nowhere, Alex was held from behind by a tight embrace.
"What was that for?” asked Alex.
"You're my best bud. I have a right to hug you whenever I want."
"Don't think you can take advantage of me when you’re drunk," stammered Alex.
"Did you notice everyone staring at you earlier?"
"What … are you talking about?"
"Dude, the girls, the guys, they all wanted to dance with you."
"Matt … thanks for today. I had a good time."
"Me too, buddy. Let’s do it again."
Matthew sensed that there was something different about Alex, something that he didn't want to share. Sara had refused to disclose what had happened to her brother while he was in London. Matthew didn’t want to pry into his best friend’s private life. At the same time, he cared about Alex and wanted to be there for him.
* * * * *
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