Monday Message Mystery
All characters are 18 years of age or older
A week had passed since Brandon agreed to help Ms. Carrera with her Ipad, a meeting which devolved into rough sex and multiple orgasms. After losing his virginity to his Biology teacher, then hooking up with the sexy Spanish teacher twice, Brandon felt like a new man.
The school week had passed uneventfully enough, with no further chance encounters with either teacher. By the time the weekend rolled around, Brandon's positive outlook began to dim. His nerdy social circle and lack of interaction with most girls his age left him with no plans. The weekend ran its lame course, passing like many others.
He tried to remain optimistic as another Monday morning greeted him, but he felt inexplicably ominous. Brandon usually either caught a ride to school with Steve or one of his other friends with a car, but Steve's beater was in the shop. Brandon's mom, Cathy, had offered to drive him. Naturally, Steve would need a ride as well.
As they climbed into the car, Cathy turned to Brandon. "Honey, why don't you sit in the back? It's the polite thing to do," she said gently.
Brandon huffed and moved his was to the back passenger-side seat. He knew Steve (and all of Brandon's other friends) really liked his mom, a fact that he hated. Steve had even teased him about how hot Cathy was, bragging that he'd jerked off thinking about her. None of Brandon's other friends had been so bold.
Steve and Brandon had grown up close. Cathy almost considered him as another son, as they were thick as thieves in middle school. She still thought of Steve as the proper young man she'd known him as before puberty really hit.
As they pulled up to Steve's house, Brandon took a deep breath and tried not to let his obnoxious friend's (frenemy's) comments sour his mood any further. He considered telling his mother about the obscene remarks, but he was not eager to discuss masturbation with his own mom.
Steve strode out of his house confidently. He stepped up to the car and opened the passenger side to Mrs. Burley's smiling face. She looked sexy as ever to Steve.
Cathy Burley was in her late 30s, but did her best to stay fit and trim. She typically kept her thick chestnut hair in a mid-length bob with bangs. This was how she wore it today. She had on dark sunglasses and she smiled at Steve with pink, glossy lips. He was also wearing sunglasses, so he shamelessly gazed to her chest. Cathy was wearing a ribbed grey button up sweater that clung to her perky C-cups. In fact, Steve knew her exact bra size, 34C, as he had explored her drawer of undergarments several times.
"Hi Mrs. B," he said familiarly, climbing into the car with a smile. He studied her sweater-covered tits, trying to discern if she was wearing a bra. Maybe even one he'd handled personally.
"Hi Steve, did you have a nice weekend?" Cathy said as she pulled away.
In the front seat, the conversation flowed freely between Cathy and Steve. Brandon grumbled to himself in the back seat. From where he sat behind Steve, whenever he'd turn his head to look at his mom, he could see Steve's eyes lower to her body, not her face. Brandon gritted his teeth.
They pulled up to the school. "You boys have a great day," she said cheerfully, giving Steve's knee an amicable squeeze.
Brandon jumped out of the car and slammed the door loudly, not waiting for his friend. Steve was a step behind, but closed the distance quickly with his longer strides.
"I love your mom's sweaters. Do you think she was wearing a bra?" Steve chided.
"Shut the fuck up, douchebag," Brandon said, shouldering his backpack more firmly and trying to pick up his pace.
"Jeeze, lighten up, Burley. I was only kidding. What has gotten into you today? You were floating on air last week."
"Yeah well not everyone has three dates every weekend," Brandon said grimly.
"Look, you know I was at my Dad's house all weekend. I haven't locked down any of that out-of-town pussy yet," Steve said lewdly.
They entered the school and moved together through the Monday morning hallway bustle. Some of the tension between them dissolved as their discussion turned to one of their only remaining common interests: comic-book movies.
Steve was pontificating about which female super-hero he'd want to hook up with. "Yeah, Black Widow is the obvious choice, but I'd go for Agent Maria Hill. Someone has to break her, ya know?"
Brandon grunted in agreement.
"I bet you just need to get laid, Burley," Steve chuckled. They turned a corner hallway. "Speaking of which..."
Standing next to her open classroom door was Mrs. Fletcher. She wore a knee-length plum pencil skirt with pantyhose and matching plum heels. Her glossy white blouse was fully buttoned all the way to the collar. It was fairly tight and the short sleeves displayed her pale, freckled, feminine arms. Her shiny russet hair hung in loose bouncy curls that fell over the broad curve of her chest. She was talking to a student as she turned her head to noticed them.
Mrs. Fletcher made eye contact with Brandon. He met her bluish-grey eyes behind her dark framed glasses. She turned slightly toward him, her thick russet hair falling behind her shoulders. The swell of her breasts seemed to silently invite him to them, bulging against her collared blouse.
At the sight, Brandon flushed, a normal reaction for him. His adventures with Mrs. Fletcher had led him to a blowjob for both him and Steve, as well as losing his virginity to her. She'd inadvertently hooked him up with the Spanish teacher. Neither of the two teachers were aware, however, of their indiscretions with the young man. Brandon obviously knew, but had no idea what kind of discussion occurred between the two teachers.
Mrs. Fletcher was his first crush and his perfect MILF fantasy. He felt his balls churn as they their eye contact lingered.
Brandon told Steve, "Hey man, give me a minute, ok?" He crossed the surging hallway to Mrs. Fletcher, leaving Steve to gawk at them from the far bank of lockers.
Steve was also a bit awestruck by her radiance. His hand dipped into his left pocket, where he kept Mrs. Fletcher's panties. He'd acquired them after their tryst in the janitor's closet. The gorgeous Biology teacher had no idea that it was Steve who had given her a sloppy facial finish in that dark room. Since only Brandon had gotten to fuck her, he figured it was only fair that Steve got to keep her panties.
Brandon reached Mrs. Fletcher just as the other student she was talking to left.
"Oh, Brandon," she touched his arm. "Did you have a nice weekend?"
"Um, sure," Brandon said sheepishly.
"Well, I wanted to tell you that I thought your essay on evergreen photosynthesis was amazing," she smiled down at him, her golden red hair rippling. She gave his arm a gentle squeeze. "That's thesis-level writing, Brandon."
He smiled back, meeting her intense gaze, but fighting the urge to look down at her boobs. He could sense another student behind him, in line for Mrs. Fletcher's attention. Brandon started to shuffle away.
"Oh, I almost forgot. They delivered my new projector over the weekend." She produced a key labelled 'Audio/Video' on the ring. "Would you mind getting it out of the A/V room for me?"
"Sh-sure," Brandon managed, looking slightly up into the pale blue eyes of his Biology teacher through her dark-framed glasses.
