My Mom’s Hot Friend #2
"Options are good," Jennie murmured, her eyes dropping down toward his lap for a split second before returning to his face, her smile widening. "It's always exciting to try something new."
By the time dinner wrapped up, Thomas was practically vibrating with nervous, horny energy.
Every time Jennie spoke, every time her eyes drifted over to him, his cock twitched in his jeans.
She knew. She absolutely knew he had been staring at her red panties under the table, and she had spent the rest of the meal casually torturing him with loaded glances and subtle shifts in her seat.
Around eleven, Karen stood up, stretching her arms. "Well, as much as I want to stay up all night catching up, Richard and I have to be up at 6 for that early meeting. Jennie, I left fresh towels on the dresser in the guest room. Make yourself completely at home."
"Thank you, Karen. I think I'm going to finish my wine and wind down for a bit," Jennie said, giving a warm smile. "Go get some sleep."
Thomas stood up quickly, trying to figure out how to navigate the room without showing off the massive bulge still pressing against his zipper. "Yeah, I'm going to head up too. Goodnight, everyone."
"Goodnight, sweetie," his mom said, kissing his cheek.
Thomas walked out of the dining room, but as he reached the foot of the stairs, he couldn't stop himself from looking back.
Jennie was standing by the table, holding her wine glass.
She was watching him walk away, her eyes locked onto his lower body with an amused, hungry expression.
She raised her glass to him in a silent toast before turning back to the kitchen.
Upstairs, Thomas paced around his bedroom like a caged animal.
He stripped down to just his boxers, but his cock was still rock hard, standing straight up against his stomach.
He lay down on his bed, trying to scroll through his phone, but all he could see was the image of Jennie’s smooth, toned thighs and that flash of deep crimson lace.
The thought of his mother’s hot, successful 38 year old friend sleeping just down the hall was driving him completely insane.
Thirty minutes passed. The house grew completely quiet, save for the steady hum of the rain against the roof.
Needing a glass of water—or maybe just an excuse to leave his room—Thomas quietly pushed his bedroom door open and stepped out into the carpeted hallway. The house was dark, but a warm strip of light was cutting across the floor from the guest bedroom at the end of the hall.
Thomas crept forward, his bare feet making no sound against the carpet. As he drew closer, his heart began to hammer against his ribs. Jennie hadn't closed the door. It was cracked open wide, a deliberate three-inch gap that felt like an open invitation.
He stopped right outside the frame, his breath catching in his throat. He peeked through the crack.
Jennie was standing in front of the vanity mirror, facing away from the door, but the mirror gave Thomas a perfect reflection.
She had already unbuttoned her silk blouse, leaving it hanging completely open.
Underneath, she wasn't wearing a bra. Thomas’s eyes widened as he saw her breasts—full, perky, and topped with dark, erect nipples that were hard from the cool air of the room.
She was unzipping her tight black skirt, letting it pool down around her ankles.
She stepped out of it, standing in nothing but her crimson lace panties and her bare skin.
Thomas felt a drop of pre cum leak from the tip of his cock, his erection throbbing so intensely it was almost painful.
He watched, completely transfixed, as Jennie reached up and ran her hands through her dark hair, shaking it out.
She leaned closer to the mirror, checking her face, and then, as if she knew exactly where he was standing, her eyes flicked over to the reflection of the cracked door.
She didn't look startled. A slow, wicked grin spread across her face in the mirror.
She turned her body slightly, deliberately giving the hidden observer outside a perfect view of her bare chest and the curve of her waist, before she slowly walked over to the bed and switched off the bedside lamp, plunging the room into darkness.
Thomas stood frozen in the pitch black hallway, his heart racing and his chest heaving.
He practically stumbled back to his own room, shutting the door behind him.
He threw himself onto his bed, his hand instantly gripping his rock hard cock.
He jerked off furiously, his mind flooded with the image of her bare breasts and the knowing smirk she had given him through the glass.
He tossed and turned for hours, barely sleeping, the heavy ache in his groin refusing to go away.
The next day was pure torture. Thomas spent the entire afternoon trying to avoid Jennie, but the small house made it impossible.
Every time they passed each other in the hallway or the kitchen, she would flash him that same knowing, wicked smile.
His parents were completely oblivious, chatting away with her during lunch, while Thomas sat there with his hands shoved deep into his pockets, his cock twitching every time she laughed.
Finally, night fell again. The storm outside had died down to a steady, rhythmic drizzle, and by 11 o'clock, his parents threw in the towel and headed upstairs to bed.
Thomas waited in his room for another thirty minutes, staring at the ceiling.
The friction of his boxers against his groin was making him crazy.
He was incredibly horny, his mind completely possessed by the memory of her bare breasts from the night before.
He couldn't take it anymore. He had to know if the door was open again.
Dressed in nothing but a pair of loose gray sweatpants, Thomas quietly turned his doorknob and stepped out into the dark hallway. Sure enough, a warm sliver of amber light was cutting across the carpet from the guest room. The door was cracked open, just like the night before.
Thomas crept down the hallway, his bare feet sinking into the carpet, his heart hammering violently against his ribs. He stopped at the edge of the frame and peeked through the crack.
Jennie was lying on her back in the middle of the mattress, the bedsheets pushed down to her ankles.
She was completely naked. Her skin looked incredibly soft and flushed under the warm lamplight.
Her head was thrown back, her dark hair scattered across the white pillows, and her legs were draped over the sides of the bed, spread wide open.
Thomas’s breath hitched, his eyes gluing themselves to the sight.
Her pussy was absolutely beautiful—a plump, glistening mound covered in a neatly trimmed patch of dark hair.
Her inner lips were a deep, dark pink, parted slightly and shining with her own natural wetness.
Thomas watched in absolute awe as Jennie brought two fingers down to her pussy, rubbing them in slow, deliberate circles over her swollen, engorged clit.
She let out a soft, throaty moan that echoed quietly in the silent house, her hips rolling upward as she worked her fingers into her soaking wet pussy.
He was so transfixed by the sight that he leaned his weight against the door. The old wood gave a sharp, loud creak.
Thomas froze, his blood running cold. He turned to run back to his room, but before he could take a single step, the guest room door swung wide open.
Jennie stood in the doorway, completely naked, her skin glistening with a light sheen of sweat and her pussy visibly dripping wet.
Her eyes were dark and heavy with pure lust.
Before Thomas could utter a word of apology, she reached out, grabbed him firmly by the collar of his shirt, and hauled him inside the room.
She slammed the door shut behind him, turning the lock with a sharp, definitive click.
Thomas backed up against the wall, his chest heaving, his face burning a bright crimson. "Jennie, I'm…I'm sorry, I didn't mean to…"
"Shh," Jennie murmured, stepping right into his personal space.
The intoxicating scent of her perfume and the musky, sweet aroma of her wet pussy hit his senses all at once, making his head spin.
She reached down, her manicured hand brushing against the massive, rigid bulge straining against the front of his sweatpants.
She squeezed it gently, making Thomas let out a sharp gasp.
"I know exactly what you were doing, Thomas," she whispered, her voice a low, dominant purr that sent a shiver straight down his spine. She wrapped her fingers around the waistband of his sweatpants and shoved them down to his knees, along with his boxers.
Thomas's cock sprang free, standing completely erect, rock hard, and throbbing violently in the warm air of the room. A thick drop of clear pre cum was already pooling at the tip of his heavy head.
Jennie stepped back, her eyes raking over his rigid cock with absolute hunger. She crossed her arms under her bare breasts, pushing them up temptingly.
"Look how hard you are for me," Jennie teased, a wicked smirk playing on her lips. "Grab it, Thomas. Take your cock and start jerking it off for me right now. Let me watch you."
Thomas stood pinned against the wall, his breath coming in ragged, shallow gasps.
His sweatpants and boxers were bunched around his knees, leaving his heavy, rock hard cock standing completely bare and throbbing in the warm air of the guest bedroom.
Hearing his mother's highly successful, gorgeous friend command him to touch himself was overwhelming.
"I said grab it, Thomas," Jennie murmured, her voice dripping with a smooth, dominant authority.
She stepped back toward the edge of the bed, leaning her hips against the mattress while keeping her legs slightly parted, giving him a tantalizing view of her wet pussy. "Let me see how hard I make you."
With trembling fingers, Thomas reached down and wrapped his hand around the base of his rigid shaft.
The heat of his own skin felt intense, but his eyes were locked onto Jennie.
Slowly, he began to slide his hand up and down, stroking his thick cock.
A low groan escaped his lips as he smeared the thick drop of clear pre cum over the swollen head of his shaft.
"There you go," Jennie whispered, her eyes tracking the rhythmic motion of his hand.