This story is raw, shameless, and drenched in desire. It's about control, obsession, and the hunger we pretend not to have. Every scene pushes limits - emotional and physical. If you're looking for polite erotica, this isn't it. But if you crave heat, power, and temptation?
Welcome.
Chapter 14
Ruined
The next morning, Tommy woke up to the soft buzz of his phone. The screen lit up with a message from Katherine.
Katherine: Watching you last night was unreal. You’ve come so far, Tommy. Proud doesn’t even begin to cover it. Watching Jess fall apart under you like that… God. You’ve learned so much.
From me.
He smirked. There was no question anymore who was guiding this evolution. Katherine had laid the foundation, and now he was building on it — fast. And Jess? She had no idea what she’d unleashed.
A few minutes later, another message popped up.
Jess: Hey… just checking if you need anything? Groceries, food, drinks… whatever you want. I can swing by later. :) I mean, after last night… the least I can do is take care of you.
Tommy grinned wide. Her tone had changed completely — no longer flirty, no longer trying to control the dynamic. She sounded… submissive. Sweet. Soft. Wrapped around his finger like she didn’t even realize it.
He didn’t hesitate.
Tommy: Yea, whatever you think is good food-wise. But I’d just love my dick sucked, for sure.
The typing bubble paused, disappeared, came back.
Jess: ...Bold much?
But also... fuck. Okay. I’ll be there soon.
He tossed his phone aside and leaned back, arms behind his head, the grin never leaving his face. He already knew what kind of afternoon it was about to be.
An hour later, Jess let herself into his place.
She stepped into his room without knocking, already biting her lip. She was dressed casual, but her eyes were burning. Her cheeks flushed. There was a different energy to her — less teasing, more hunger. Obedience laced with wild desire.
“You weren’t kidding,” she said, shutting the door behind her. “No hello. No warmup. Just straight to it.”
Tommy shrugged, sitting back on the edge of his bed, spreading his legs wide. “You offered.”
Jess’s eyes dropped to the thick bulge in his shorts. She exhaled hard.
“Well then,” she said, licking her lips. “Let me suck that big thing.”
She dropped to her knees in front of him without waiting. Pulled his shorts down in one smooth tug. His cock sprang free—thick, heavy, already half-hard.
Her mouth dropped open. “God damn.”
Tommy smiled lazily, watching her reaction. “What’s the matter? Too much for you?”
Jess grinned up at him, her eyes wide with dirty awe. “It might stretch my throat out. But I’m gonna love every second of it.”
She leaned in and licked the underside of his shaft, slow and wet, from base to tip. Then she wrapped her lips around the head and sank down, inch by inch, her spit already coating him.
Tommy let out a low groan. “Fuck, Jess… look at you.”
She began bobbing her head, slow at first, her hand stroking what her mouth couldn’t fit. Saliva dripped from her lips, down his shaft, slicking his balls. The sound—wet, sloppy, hungry—filled the room.
“Oh fuck, you like that, huh?” she said, pulling off briefly, her voice raspy. She spit on the head, smeared it with her palm, then swallowed him again. “This dick’s too good. It’s fucking addictive.”
Tommy growled, fingers tightening in her hair. “Mmm. I see you’ve been practicing.”
She giggled around his cock, then pulled off to speak, hand still stroking him. “Well… college gave me a little experience.”
“Oh yeah?” Tommy raised an eyebrow. “Been busy while I was gone?”
Jess shrugged with a sly grin. “I mean… one guy I practiced on. But not like this.” She kissed the tip, then licked it slowly. “He was smaller. This is… different. This is bigger. Thicker.”
Tommy moaned deep, watching her sink her mouth back down his shaft.
After a few messy strokes, she came up for air again.
“Only one guy I fucked,” she said between strokes, her voice casual and filthy. “And just two others who ate me out.” She gave a slow, nasty suck, her eyes locking with his.
Tommy’s hips lifted slightly. “Mmm. That it?”
She smirked, wiping spit from her chin with the back of her hand. “Oh… and one guy opened up my ass a little.”
His eyes darkened.
“He had a tiny dick though,” she added with a wink. “So… didn’t really count.”
She immediately swallowed him again, bobbing faster now, slurping, gagging, spitting, her hand twisting in rhythm, the wet gawk-gawk sounds echoing through the room.
Tommy let out a feral groan. “Jess—fuck—you’re filthy. I love this side of you.”
She pulled back, strings of spit connecting her lips to his cock. Her voice dropped to a whisper. “I didn’t even know this side existed until you brought it out.”
Then she went back down like she needed it, like his cock was her addiction. Tommy leaned back, letting her work, groaning low, the tension building fast.
Jess’s lips slid down Tommy’s cock, wet and greedy, her cheeks hollowing with every suck. Her hand worked what her mouth couldn’t take, wrist twisting, spit slick between her fingers and his shaft. The rhythm was steady—messy, obscene, filled with sloppy gawk-gawk sounds that echoed off the bedroom walls.
Tommy looked down at her, breath thick. “You said you only fucked one guy in college,” he muttered, his voice low and dangerous. “Tell me how it went down.”
Jess pulled off, gasping, then smiled wickedly. “He was a senior. I was bored. Came back from a party a little tipsy… he was already in my bed.”
She stroked him slow, teasing him with just her fist and her breath. “I let him fuck me from behind while I was still half-dressed. Face down, ass up, panties at my knees. Didn’t last long… maybe five minutes. And he kept moaning about how tight I was.”
She kissed the head of his cock, licked a slow circle around it. “He wasn’t anything like you though. Didn’t stretch me. Didn’t own me. I just laid there.”
Tommy groaned, hips twitching slightly. “What about the guys who ate you out? Start with the first one.”
Jess giggled, giving a few slow pumps of his cock. “That was at a party too. Drunk. Upstairs in someone’s bedroom. We were making out and he went down on me right there on the floor.”
She leaned in, tongue teasing his slit. “Didn’t even finger me. Just kept licking, trying too hard. I faked the orgasm.”
Tommy chuckled, eyes narrowing with heat. “The second?”
“That one was better,” she admitted. “We were in his car. Backseat. He made me lay across it with my legs up… tongue was decent. Got me close, but I wanted a real cock in me.”
She gave his shaft a long, wet stroke, then sucked the tip deep into her throat, gagging lightly, letting spit drip from her chin. She looked up at him, eyes glinting. “You wanna hear about the guy who opened up my ass?”
Tommy let out a rough exhale. “You better fucking tell me while you suck this dick.”
Jess dove back down, lips wrapped tight, head bobbing twice before she pulled back with a wet pop. Her voice was breathy and full of sin. “We were messing around… I told him I wanted to try it. Just to feel what it was like. He was nervous. I had to guide him.”
She smirked, licking the underside of Tommy’s cock. “Bent over the couch. He spit on my ass, fingered me a little, then pushed that tiny thing in. It slid in easy. Kinda hot, but he didn’t do much with it.”
Tommy groaned, one hand gripping the back of her head, guiding her back to his cock. “You wanted it,” he growled. “You chose to give your ass away.”
She moaned as she swallowed him again, bobbing harder, messier, her throat gurgling around his thick shaft.
When she pulled off again, her face was flushed, spit running down her neck. “You’re still the first man who ever earned my mouth like this,” she said, eyes glowing. “The others? I just let them.”
He leaned back slightly, stroking her cheek with the back of his fingers. “What else, Jess?” he murmured. “Tell me something filthy. Tell me something no one else knows.”
She hesitated, cheeks heating, but then her smile turned devilish. “I ate pussy once.”
Tommy raised a brow. “No shit?”
“My roommate. Sophomore year. We were drinking. Got dared during some stupid game…” She started sucking him again, slow and intense, then pulled off mid-stroke. “I ate her on the couch while her boyfriend watched.”
“Fuck.” Tommy’s voice was tight now, hips flexing slightly. “And?”
“She sat on my face. Rode my mouth.” Jess licked from base to tip. “I didn’t think I’d like it, but she tasted good. She came so loud the guy almost came in his pants watching.”
Tommy grabbed her jaw gently, made her look up at him as she stroked his cock. “You’re full of filthy little secrets, aren’t you?”
She smiled sweetly, then opened her mouth wide and deepthroated him, burying her nose against his pelvis. Her throat worked around his cock like it belonged there, the sound raw and beautiful.
Tommy groaned. “That’s it, Jess. Get that fucking throat ruined. God damn…”
She came up for air, voice hoarse and dripping with lust. “I want you to cum down my throat, Tommy. I want to feel it shoot. I want to fucking swallow you.”
"Not yet" said tommy.
Jess had Tommy’s cock soaked in spit, stroking and sucking with hungry rhythm, her mouth and hand working in perfect sync. Her eyes were wild with lust, her body flushed, and every few seconds she’d pause to confess, her dirtiest memories spilling out between deep-throated slurps.
Tommy’s voice came thick with control. “You’ve been holding back. Give me the one you really loved. The one you weren’t gonna tell.”
Jess paused, breathing hard, her lips wet and parted just above the head of his cock. She hesitated—but just for a second.
“There… was one more,” she whispered, cheeks burning, voice ragged. “Wasn’t a guy though.”
Tommy raised a brow, eyes narrowing. “Oh yeah?”
Jess’s lips brushed his shaft as she spoke. “She was older. Like mid-twenties. My friend’s cousin. Stayed with us for a week one summer. She was flirty… in this slow, confident, dangerous way. I kept catching her looking at me when I walked around in just a T-shirt and panties.”
She stroked him as she talked, her pace picking up again. “One night, we were up late drinking. Everyone else went to bed. I was tipsy. She came into my room, shut the door, sat on my bed and said, ‘I’ve been thinking about how sweet you’d taste.’”
Tommy groaned, his hips twitching.
“She didn’t even wait for me to say yes. Just pushed me back, pulled my panties off, and went down on me like she’d been starving for days.”
Jess swallowed him halfway again, humming as she sucked, then came off with a wet pop.
“Her tongue was so slow. So deep. She fingered me with one hand and held my hips down with the other while I came all over her face. I screamed into my pillow.”
She licked from base to tip, then flicked her tongue against his slit.
“After that, she stripped naked, sat on my face and rode my mouth. Told me exactly how to lick, how to use my fingers. She made me eat her until her legs were shaking. I didn’t even know I liked girls until her.”
She grinned up at him. “But I loved her. That night… I felt owned. Soft and rough all at once.”
Then she swallowed him again — slow, deep, her throat wrapped tight around his cock, tongue dragging along the underside. Her eyes watered, her nose pressed to his skin. She didn’t stop. She kept sucking, harder now, slurping, moaning like it was her getting fucked.
Tommy let out a brutal groan, his hand gripping the back of her head. “Jess—fuck—you’re gonna make me—”
She moaned around him, messy and loud, spit running down her chin. Her hand pumped faster, her throat working like a vice.
He came with a growl, cock jerking in her mouth, hot cum spilling straight down her throat. Jess swallowed everything, sucking him through the orgasm, milking him gently until he slumped back.
She pulled off slowly, licking her lips with a filthy little smile, face flushed, lips swollen.
“I’ve had girls,” she whispered, her voice sultry and soft. “But I’ve never had a man like you.”
Tommy leaned back, staring down at her, breathless and wrecked. Jess sat on her heels like a good girl, panting, glowing.
Chapter 15
The Spark Beneath the Surface
The midday sun poured down like honey over the neighborhood, sticky and golden, warming everything it touched. Jess stretched in the living room, naked under one of Tommy’s loose tees, still sore in the best ways. Her lips were still swollen, her body still humming from the night and morning before. She had never felt more used or more wanted.
She walked past the window, absently sipping water, and froze.
Katherine was across the yard.
Laid out on a lounge chair in the tiniest bikini Jess had ever seen, if you could call it a bikini at all. Two thin triangles barely concealed her nipples, and the bottom... well, it might as well have been floss. Her skin gleamed with sunscreen, taut and tan, her body toned, her curves mature, seductive. Effortless.
Jess licked her lips unconsciously.
“Damn,” she whispered to herself. “The neighbor lady is… super hot.”
The thought came with a pang...sharp and confusing. It wasn’t just attraction. It was envy. Admiration. And something else. Something she hadn’t quite put her finger on yet.
Tommy walked into the room behind her, tugging on a shirt, glancing over her shoulder. “Something caught your eye?”
Jess startled, almost dropped her glass. “No—I mean, yeah—just... your neighbor. She’s…”
Tommy smirked. “Katherine.”
“Yeah.” Jess looked out again. “She’s gorgeous.”
“Mmhmm,” he said simply, and that was it.
But it wasn’t it—not for Jess. That same flicker returned, the one she felt last night when Tommy was just too smooth. Too prepared. She didn’t know what it was, but something told her Katherine wasn’t just the hot older woman next door.
An hour later, there was a knock at the back door.
Jess opened it, and there she was—Katherine. In cutoff shorts, bikini top still on, sunglasses in her hair, casual as sin.
“Oh, hi sweetie,” she said to Jess with a dazzling smile. “Sorry to bother you both. Tommy around?”
Jess blinked. “Yeah—he’s in the kitchen.”
Katherine stepped in like she owned the place.
“Tommy,” she called, her tone laced with honey. “Think you can help me real quick? I was thinking of picking up a grill today. John’s been talking about one for weeks, and I figured maybe you could lend some muscle?”
Tommy grinned. “Home Depot run?”
“Unless you’ve got better plans,” she said with a wink. “Bring your girlfriend along. Make it a little field trip.”
Jess’s ears perked up.
Girlfriend?
The word made her stomach flip—in a way she liked. But it also made her look closer. The way Katherine touched Tommy’s arm. The little glint in Tommy’s eyes when he looked at her. There was something here.
Still, she smiled and nodded. “I’d love to come.”
Tommy noticed. He didn’t say anything—but he knew.
They all drove out together, casual on the surface but humming underneath. At Home Depot, Jess trailed a step behind as Tommy and Katherine walked ahead, their banter easy, full of old rhythm. They argued over grills like a couple that had done it before...laughing, teasing, too in sync.
Jess caught herself staring at Katherine again. Her hips. Her confidence. The way she touched Tommy’s arm when she laughed. Was she imagining it?
Or was there history there?
Back at Katherine’s, the three of them set up the grill together. Jess played along...charming, smiling, helping...but the whole time, her mind kept replaying glances, touches, the sound of Katherine’s laugh.
Later, steaks hit the grill, drinks flowed, and the vibe turned relaxed. The three of them lounged in and around the pool—Jess in one of Tommy’s shirts again, Katherine in a fresh bikini, and Tommy in nothing but swim trunks, all lean muscle and sun.
Jess floated beside him, drifting closer.
“I like this,” she whispered. “This vibe. This... us.”
Tommy looked at her, calm and unreadable. “Yeah?”
She nodded. “It’s... nice. Different. I feel like I belong.”
And she meant it. Despite the undercurrent, despite the unspoken tension, she wanted this.
Even if she couldn’t name what this was yet.
The sun started to dip when John came home.
He stepped into the backyard, button-down untucked, holding his keys and smiling like a man walking into something safe and boring.
“Oh hey!” he said, waving. “Didn’t know we had company.”
Katherine stood and kissed his cheek. “They helped with the grill.”
John grinned at Tommy. “Thanks, man. Appreciate it. Glad she’s got people around when I’m gone. That thing would’ve stayed in the box for weeks otherwise.”
Jess gave him a polite smile. But the vibe shifted. Cold air slipped in. She saw the way Katherine’s eyes changed—like a switch flipped. Like she knew the game was over for now.
Tommy kept it cool. Polite. But different.
Eventually, Tommy and Jess made their exit. John waved them off like they were sweet kids, no clue what he’d interrupted.
- -
Back at Tommy’s, Jess couldn’t hold back anymore.
“Are you and her…” she began, then trailed off. “I mean, was there something before? Between you and Katherine?”
Tommy’s face didn’t change. But his silence said everything.
Jess looked at him, trying to read between the lines. “You don’t have to lie. I get it. She’s hot. And I’m not even mad. I just… I need to know where I stand.”
He walked to her, slow, quiet, and placed a hand under her chin.
“You stand exactly where I want you,” he said softly. “And tonight, I want you right here.”
That was all.
No answers. Just power.
Jess melted.
And deep in his mind, Tommy knew exactly what he was doing.