Highschool Buddies
Don, who is the coach of San Fransokyo Institute of Technology, is currently in his office with Hiro discussing his grade in PE with disapproval.
"You passed everything in the school except my class." Don looks at Hiro with a stern look. "Why do you suck at PE?."
Hiro fidgeted with his fingers, feeling the weight of the world on his shoulders. "I don't know, coach. It's just not my thing."
"I don't know why." Don looks at his computer. "You're smart in technology but sorry in upper body strength. You currently have an F minus in my class. Terrible."
Hiro's face falls. "I know, I'm really sorry."
Don shook his head. "Until you get at least a C plus or a B, you are officially suspended and banned from the technology lab."
Hiro's eyes widened in shock. "What?. That's not fair!."
"Sounds like a personal problem." Don looks at his screen. "Bye."
Hiro's mind races as he stands up from his chair. "But coach, if I can't go to the lab, I won't be able to work on my projects!."
"I said bye, Hiro." Don didn't bother looking at the boy.
Hiro's voice took on an urgent tone. "But, Coach, you know how important the lab is to me. It's where I do my best work!."
"You want suspension?." Don threaten.
Hiro left his office in anger and couldn't afford to be kicked out. Don relaxed in a leather chair while checking for any emails before checking his phone to see if his solo reservation to the indoor winery is still reserved. It was still reserved for sighing sadly at being single before resumed his work. Hiro meanwhile headed home in frustration as he sat at the closed cafe before seeing his aunt all dolled up in a nice red dress, heels, and red lipstick.
"Where are you going at this time?." Hiro asked with a brow raised.
His Aunt Cass looked surprised to see him but quickly regained her composure. "Oh, Hiro. I'm going to that nice winery down the street." She said with excitement. "I won the available seat lottery and can't wait to enjoy myself."
Hiro sighed. "Have fun."
"Thanks." Aunt Cass said, kissing his cheek before heading off.
The winery was absolutely lavish with a nice dance floor and nice cheesecake servings were delicious. Don, who is dressed in polo shirt and khaki pants, was sitting at his table sadly with a bottle of sweet red wine. It sucks that a single black male who is well fit and looking great can't score a woman. He grabs his glass and takes a few sips before sighing.
"Hate being single." Don spoke and didn't expect a response.
Just as he was about to take another sip of his wine, he heard a familiar voice.
"Unbelievable. Don?. Is that you?." Cass spoke with excitement.
"Do I know you?." Don looks at the beautiful woman.
Cass, who put her hand on her hip, spoke with a bit of shock. "You don't remember me?!. It's me!. Cass. From highschool?. I was a cheerleader at our school. I was the only one following your travels in pro wrestling in school representation."
Don's eyes widened. "Oh my god, Cass!. How have you been?."
They both chuckled awkwardly, years of high school memories rushing back. Don offered her to sit as she gladly took it before getting some wine. They talked for like forever until they talked about current time.
"What do you do for a living?." Don asked while pouring her a full glass.
"I own this little cafe down the street. It's a quaint place, you know." She sipped her wine, savoring the taste. "But what about you?. Last I heard, you were tearing it up in the wrestling world. What brings you to the world of education?."
"Need a steady job. Plus, I had a neck injury and didn't grow a new strong bone and have to retire." Don sips his drink. "I do love San Fransokyo Institute of Technology. Kids are the future."
"That's noble of you. I've always admired your strength." Cass smiles warmly, her eyes twinkling with nostalgia.
"I have one issue with my student." Don spoke before eating his cheesecake. "He's smart in everything else but not in the gym. He's a weakass."
"Who is this student you speak of?." Cass took a bite of her dessert.
"Hiro Hamada." Don spoke before pouring more wine.
Cass's eyes lit up. "Hiro?. That little genius? He's in your class?."
"Yeah. You know him?." asked Don.
Cass nodded enthusiastically. "Of course I do. He's my nephew."
Don nearly choked on his wine. "What?. No way."
Cass nodded with a smirk. "Way. He's a smart kid, but he's always been a bit of a tech geek. I swear, he's more comfortable with circuits than basketball."
"No fooling. Glad he isn't into sports." Don looks at his watch. An idea hits his head. "Since we're not only old school mates but also crazy singles. Want to go to my place and...fuck?."
Cass's cheeks flushed at the sudden turn of the conversation. "Oh, my, Don, jump right into it." She giggled nervously.
Don leaned back in his chair, a mischievous glint in his eye. "What can I say?. I've had a rough day, and a beautiful woman like you is a welcome sight." He winked. "Bet you're a virgin just like me."
Cass coughed, nearly spitting out her wine. "Virgin? Don't flatter yourself." She took a deep breath, trying to compose herself.
"You're a virgin too, I can tell by your facial expression." Don gets up before pulling her onto her feet. "Come on, let's have fun in bed."
Cass's heart raced, the situation getting more heated than she anticipated. "Cool."
Don smirks. "I thought so."
Don drove to his fancy apartment since Cass took an Uber to the winery. The two stripped naked as Cass had the look of astonishment of Don's ten inch cock. It's literally her first time seeing a man's dick in person.
"Talk about BBC." Cass' eyes were wide. "I never imagined that you would have such a huge yummy dick."
Don chuckled, stroking his cock with pride. "It's all in the genes, baby."
They kissed, their bodies pressing against each other. Cass's hand slid down his back, feeling the muscles ripple beneath his skin. He picked her up, carrying her to the bed. She wrapped her legs around his waist as he laid her down gently, the bed bouncing slightly with their weight. Cass looks at his massive dick and doesn't know if she should.
"Can I...suck on it?." Cass looks at him for permission.
Don nodded, his breath hitching in anticipation. "Go ahead, baby."
Cass leaned in, her eyes never leaving his. She took his cock in her hand, feeling the heat and weight of it. She kissed the tip tentatively, then took it into her mouth, her lips wrapping around the head. Don groaned, his hands tangling in her hair as she began to suck, her tongue swirling around the tip. He gently guided her, showing her how he liked it.
As she grew more confident, her movements grew bolder. She took more of him into her mouth, her cheeks hollowing with each bob of her head. He watched her, his eyes dark with lust, as she explored his length with her tongue and lips. His cock was thick and long, and she felt a thrill of excitement at the thought of it filling her up. Cass pulls out to stroke his cock before turning around to show her anus and vagina.
"Choose which hole you want to enter and make me yours, Don." said Cass, before rubbing her vagina and anus.
Don's eyes flicked between the two options, his cock pulsing with excitement. "Mm, you're eager." He smirked before making his decision. He leaned over her, his cock hovering over her pussy. "Let's start with this one."
With one swift thrust, he entered her, filling her completely. Cass gasped, her eyes squeezing shut as she felt herself stretch around his girth. It had been so long since she had felt this, and the sensation was overwhelming. Cass had never experienced anything quite like this. Don thrusts and stretches Cass like a rubber and doesn't care due to the lust taken over.
Don began to move, his hips pumping into hers in a steady rhythm. She moaned, her nails digging into the sheets as he filled her over and over again. It was as if he had been waiting for this moment for years, and he was making up for lost time. Each stroke hit just the right spot, sending waves of pleasure through her body. She could feel her orgasm building, her muscles tensing and releasing around him.
"Oh, yes!. Make me your bitch, Don!." Cass pushes back.
Don's grip on her hips tightened as he picked up the pace, driving into her with an intensity that left her breathless. She could feel the tension coiling in her stomach, her toes curling with every thrust. Her moans grew louder, filling the room as she lost herself in the sensation of his thick cock claiming her.
"Damn, Cass, why haven't we hooked up back in the day?. We wasted so many years." Don spoke before slapping her fat ass.
Cass giggled, her cheeks reddened. "I guess we had our paths to follow, but tonight, we can make up for lost time." She moaned as Don's dick hit her G-spot. "Get in my ass."
Don's eyes gleamed with excitement, and without a word, he pulled out of her pussy and positioned himself at her entrance. He applied lube generously, making sure she was ready for the next step of their reunion. With one hand, he held her hip steady while the other guided his cock to her tight anus.
"Ready for me to go all the way, Cass?." He whispered, his voice thick with desire.
Cass nodded, her heart racing with anticipation. "Yes, Don. Give it to me. I want it all."
With a deep breath, Don pushed the head of his cock against her anus, feeling the tightness as she began to relax. He pushed in slowly, watching her face for any signs of pain. But all he saw was pleasure, and it only grew as he slid deeper. Cass's body tensed briefly before she let out a guttural moan, her eyes rolling back in her head. Moments later the two hold each other in satisfaction and feel whole to the point they want to marry.
"So, this means we're..."
"Together?." Cass interrupted him. "Yeah."
Don kissed her sweet lips for a brief moment. "I'm sorry for not seeing you like this back in highschool. Never thought about dating you back then."
"Don't worry about it," Cass replied, her voice breathy and filled with passion. "We have each other now."
Their lovemaking continued into the night, exploring each other's bodies like eager teenagers discovering a new world. Every touch, every kiss, every thrust brought them closer together, the years of separation and unspoken feelings melting away. They tried various positions, their bodies moving in a symphony of passion. Cass's moans grew louder as Don's thick cock plunged into her tight asshole, her pussy now begging for attention. One thing leads to another, Cass was drowned in Don's thick cum like a cake getting glazed. Don stroked every drop on her face until he lay down.
Cass started savoring the cream face moment before licking it off of her. "Mmmm, you taste yummy."
Don chuckled, feeling a sense of satisfaction wash over him. "Glad you enjoyed it. You're quite the catch, Cass."
They laid there for a while, their bodies entwined, the scent of sex heavy in the air. As they caught their breath, Don's thoughts drifted back to Hiro and the conversation they had earlier. "You know, Cass, I've been thinking about Hiro's grade situation."
Cass propped herself up on one elbow, a look of concern crossing her features. "What about it?."
"I'll give him a fourteen paragraph essay about sports history to make his grade better." Don holds his new girlfriend with a big smile.
"That's...very generous of you, Don." Cass looked at him skeptically. "But you know that's not going to help him with his physical abilities."
Don shrugged. "Like he will ever play sports." He kissed her forehead. "Night."
Cass nodded, understanding that Don had a point. "Night."