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The Line We Never Crossed

The Line We Never Crossed

Two childhood best friends finally cross the line in this passionate virginity loss story. Explicit first-time erotica with emotional depth and steamy scenes.

By El Henke July 30, 2026 21 min read
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The rain in Portland wasn't the gentle mist people imagined. It was relentless, punishing, a constant drumming against the windows that made the whole world feel like it was underwater. Ethan Caldwell stood in his parents' garage, the fluorescent lights humming overhead as he sanded the edge of a cedar plank, watching sawdust fall like snow onto the concrete floor.

His phone buzzed. He ignored it. Buzzed again.

"Jesus," he muttered, wiping his hands on his jeans and pulling it from his pocket.

Maya: I'm at the airport. Dad's car wouldn't start. Any chance you're around?

Ethan stared at the screen for longer than he should have. Four years. It had been four years since he'd seen Maya Chen in person, four years since she'd left for Northwestern with her acceptance letter and her too-bright smile and her promise that they'd "stay close." They had, in the way that people do—birthday texts, occasional FaceTimes, a steady stream of memes and inside jokes. But four years was a long time. People changed. They grew apart. They became different versions of themselves.

Ethan: Be there in 30. Terminal?

Maya: Domestic arrivals. And Ethan?

Ethan: Yeah?

Maya: You better have gotten uglier. I don't need you distracting me all summer.

He laughed despite himself, the sound echoing in the empty garage. Same old Maya. Sharp, funny, cutting right to the bone with that smile he could hear through the text.


The airport was chaos—summer travelers, screaming kids, the smell of coffee and anxiety. Ethan parked in the short-term garage and walked to arrivals, his heart doing something strange in his chest. He told himself it was just the coffee he'd chugged. Told himself he was being stupid.

Then he saw her.

She was leaning against a pillar near baggage claim, her dark hair longer than he'd ever seen it, falling in loose waves past her shoulders. She wore a cream-colored sweater that looked soft enough to sleep in, and jeans that fit her like they'd been painted on. She was scrolling through her phone, brow furrowed in that way she had when she was concentrating, lower lip caught between her teeth.

Ethan stopped walking. Just... stopped.

She looked up. Their eyes met across the crowded terminal, and something shifted in the air between them—some magnetic pull that had always been there but that he'd spent twenty-two years learning to ignore.

"Ethan!" She was running toward him, and then she was in his arms, her body warm and solid and real against his chest, her arms wrapped tight around his neck, her face buried in his shoulder. She smelled like vanilla and something else—something spicy and entirely Maya.

"You're not uglier," she mumbled into his shirt. "You asshole. You got better looking."

"You're not so bad yourself, Chen." His voice came out rougher than he intended. He could feel every inch of her pressed against him—the softness of her breasts, the curve of her hips, the way her thighs bracketed his leg as she held on. When had Maya gotten curves like this? When had she become this woman?

She pulled back, her hands still on his shoulders, and looked up at him with those dark eyes that had always seen too much. "I missed you," she said simply. "Like, actually missed you. Not just 'we should get coffee sometime' missed you. But really."

"Yeah," he said, unable to look away from her mouth. "Me too."

They stood there like that, too close, too long, until an announcement blared overhead and Maya jumped, laughing at herself. "Okay. Baggage. Let's go before I start crying like a weirdo."


The drive back to their neighborhood took forty minutes, but it felt like seconds. Maya talked the whole way—about her degree in psychology, about her terrible roommate junior year, about the Chicago winters that had nearly killed her, about the grad school program she was starting in the fall at Oregon State.

"So you're back," Ethan said, navigating the wet streets. "For good?"

"For now," she said, watching raindrops race down the passenger window. "Dad's not doing great. His heart, you know? Mom needs help with the restaurant. And honestly..." She paused, turning to look at him. "I needed to come home. I was tired of being away."

Ethan nodded, keeping his eyes on the road. He understood tired. He understood needing to be somewhere that felt like breathing instead of drowning.

They pulled onto Hawthorne Street, the familiar row of Craftsman bungalows and overgrown gardens. The Chens' restaurant, Lotus Blossom, sat on the corner, its neon sign dark for the evening. Next to it was the house where Maya had grown up—yellow with white trim, the porch swing still hanging crooked from when they'd broken it jumping on it at fifteen.

"Home sweet home," Maya said, but she didn't move to get out. "Ethan?"

"Yeah?"

"Can we not do the thing where we pretend we're too busy to hang out? Because I know you're working construction and taking classes, and I know I'm going to be at the restaurant all summer, but..." She twisted in her seat to face him fully. "I want to see you. A lot. You're the only reason I wanted to come back."

Ethan's grip tightened on the steering wheel. "Maya—"

"I know, I know. We're just friends. Best friends. The 'I've seen you cry over a dead hamster' kind of friends. But I'm serious. I don't want to lose another four years."

"You won't," he said, and the words felt like a promise. "Come on. I'll help you with your bags."


The first week passed in a blur of late nights and easy conversation. They fell back into their rhythm like no time had passed—Ethan stopping by Lotus Blossom after his shifts, Maya sneaking him extra spring rolls, the two of them walking down to the riverfront park to watch the sunset over the Willamette.

It was on Friday night that everything shifted.

Ethan had finished early—rain had halted construction—and found himself at Maya's back door, six-pack in hand, wearing the button-down she'd always liked. She answered in yoga pants and an oversized t-shirt, her hair in a messy bun, no makeup, and Ethan thought she was the most beautiful thing he'd ever seen.

"Date night?" she asked, eyebrow raised, stepping aside to let him in.

"Just us. Like old times."

"Old times," she repeated, but she was smiling. "We used to get drunk on my parents' terrible wine and watch bad horror movies."

"So let's do that."

They did. Two bottles of cheap red, a Netflix queue full of movies with too much blood and not enough plot, and somehow they ended up on the couch together, shoulder to shoulder, thigh to thigh. Ethan could feel the heat radiating from her body, could smell that vanilla-spice scent that was making him dizzy.

"Ethan?" Maya said during a commercial break. Her voice was different—softer, uncertain.

"Yeah?"

"Why didn't we ever...?" She stopped, shaking her head. "Never mind. Stupid wine."

"No, say it."

She turned to face him, tucking one leg under her body, bringing them even closer. "Why didn't we ever try? You and me? Everyone always thought we would. Remember Mrs. Henderson? She used to call me 'Ethan's little girlfriend' when we were ten."

"She was nosy."

"She was observant." Maya's eyes were dark, searching his face. "We've known each other sixteen years. We've seen each other through everything—your parents' divorce, my sister's wedding, prom dates with other people, breakups, failures... and we've never once crossed that line."

"Would it have been crossing?" Ethan asked, his voice dropping lower. "Or just... finally getting where we were always going?"

Maya's breath caught. "Ethan."

"I've thought about it," he admitted, the wine loosening his tongue. "A lot. More than I should have. More than was appropriate for your best friend."

"How much?"

"Every time you dated someone. Every time you smiled at someone who wasn't me. Every time you wore that red dress to homecoming and I had to watch you dance with fucking Tyler Morrison." He laughed bitterly. "Too much, Maya. Way too much."

She was staring at him, her lips parted, her chest rising and falling with quick breaths. "Why didn't you say something?"

"Because you were leaving. Because you had dreams bigger than Portland. Because I was scared that if I told you how I felt and you didn't feel the same, I'd lose you completely." He reached out, his hand hovering near her cheek, not quite touching. "And I couldn't survive that."

Maya leaned into his hand. "Touch me," she whispered. "Please."

Ethan's fingers found her skin—soft, warm, alive. He traced the line of her jaw, the curve of her cheekbone, the fullness of her lower lip. She closed her eyes, leaning into his touch like a cat seeking warmth.

"Ethan," she breathed. "Kiss me. Just once. So we know."

"Know what?"

"If this is real. If we've been wasting sixteen years."

He didn't need to be asked twice. Ethan closed the distance between them, his hand sliding to the back of her neck, his thumb tilting her chin up, and then his mouth was on hers.

It wasn't like the kisses he'd had before—not the sloppy desperation of teenage fumbling, not the mechanical intimacy of college hookups. This was Maya. This was home. Her lips were soft and tasted like wine and something sweeter, and when she sighed against his mouth, he felt it in every nerve ending.

He kissed her gently at first—testing, learning the shape of her. But then her hands were in his hair, pulling him closer, and her tongue was tracing the seam of his lips, asking for entry. He granted it, groaning as their tongues met, sliding together in a rhythm that felt inevitable and perfect.

"Oh god," Maya gasped when they broke apart, her forehead resting against his. "Oh god, Ethan. Why does that feel so right?"

"Because it is," he said, and kissed her again, deeper this time, hungrier. His hands moved of their own accord, finding her waist, her hips, the curve of her ass. She arched into him, pressing her body against his, and he could feel how much she wanted this—could feel the heat between her legs even through their clothes.

"Wait," she said suddenly, pulling back. Her lips were swollen, her eyes glazed. "Wait. I need to tell you something."

"Okay." His voice was rough, his body aching.

"I've never... I mean, I've done things. Made out. Heavy petting. But I've never..." She blushed, looking down. "I've never gone all the way. I'm still a virgin, Ethan. At twenty-two. How pathetic is that?"

Ethan's heart thundered in his chest. "It's not pathetic. It's just... you were waiting."

"For what?"

"For this. For us." He cupped her face, forcing her to meet his eyes. "Maya, I've never either. Not because I couldn't. Because I didn't want to. Because every time I got close, it felt wrong. Like I was betraying something I didn't even know I had."

"Ethan," she whispered, tears gathering in her eyes. "Are you saying...?"

"I'm saying I saved myself for you. Even when I didn't know I was doing it. Even when I thought you'd never want me back."

She kissed him then—fierce and desperate, her tears salty on their joined lips. "I want you," she said between kisses. "I want you inside me. I want there to be nothing between us. Nothing at all."

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"Are you sure? We can wait. We should wait, probably. Do this right."

"I've waited four years to even touch you," she said, her hands moving to the buttons of his shirt. "I'm done waiting."


They moved to Maya's bedroom by unspoken agreement—the room she'd had since she was twelve, now updated with adult furniture and bookshelves overflowing with psychology texts. The rain had intensified, drumming against the windows, creating a cocoon of sound that made the outside world feel very far away.

Ethan laid Maya down on her bed, following her body with his own, never breaking their kiss. She was so soft beneath him—softer than he'd imagined, warm and yielding and perfect. He wanted to touch every inch of her, learn every secret she'd kept hidden.

"Can I?" he asked, his hand at the hem of her shirt.

"Please," she whispered, lifting her arms.

He pulled the shirt over her head, revealing a simple cotton bra—pale pink, modest, utterly devastating. Her breasts were fuller than he'd expected, spilling slightly over the cups, her nipples hard and visible through the thin fabric.

"You're beautiful," he breathed, tracing the edge of the bra with trembling fingers. "So fucking beautiful, Maya."

"Your turn," she said, reaching for his shirt.

They undressed each other slowly, reverently—discovering scars and freckles, learning the terrain of each other's bodies. When Ethan finally had her naked beneath him, he had to pause, overwhelmed by the sight of her—her dark hair spread across the pillow, her skin glowing in the lamplight, her legs parted just enough to show him the dark curls between her thighs.

"You're shaking," she observed, her hand finding his cock.

"So are you."

"I know." She wrapped her fingers around him, exploring his length with curious touches. "You're bigger than I thought you'd be. Is that weird to say? I've seen... videos. But this is different. This is you."

Ethan groaned, thrusting into her hand. "Maya, if you keep doing that, this is going to be over before it starts."

"Then teach me," she said, her eyes dark with desire. "Show me what you like. What we like."

He guided her hand, showing her the rhythm, the pressure. She learned quickly—too quickly—her thumb circling his head, spreading the bead of moisture that had gathered there. Ethan had to pull her hand away, breathing hard.

"I need to taste you first," he said, moving down her body. "I need to know what you feel like. What you taste like."

"Ethan, you don't have to—"

"I want to." He settled between her legs, pressing kisses to her inner thighs, inhaling the musky scent of her arousal. "I've dreamed about this. About having you open for me, wet for me."

He parted her with his fingers, revealing the glistening pink folds beneath the dark curls. She was soaked—absolutely soaked—and the sight made his cock twitch painfully. He lowered his mouth, giving her one long, slow lick from bottom to top.

"Oh!" Maya's hips bucked off the bed, her hands flying to his hair. "Oh god, Ethan!"

He groaned against her, the taste of her exploding on his tongue—sweet and tangy and entirely addictive. He licked her again, finding the small bud of her clitoris and circling it with his tongue.

"Is this okay?" he asked, looking up at her.

"Don't stop," she begged, her head thrown back, her chest heaving. "Please don't stop."

Ethan didn't stop. He settled in, learning her responses—what made her gasp, what made her moan, what made her thighs tremble around his head. He used his fingers too, sliding one inside her tight heat, feeling her muscles flutter around him.

"You're so tight," he murmured, working his finger in and out. "So wet. So perfect."

"More," she demanded. "Please, Ethan. I need more."

He added a second finger, curling them to find the rough patch of her G-spot. When he found it, Maya screamed—actually screamed—her body convulsing around his hand.

"Right there," she panted. "Oh god, right there. Don't stop. Please don't stop."

Ethan kept his rhythm steady, his mouth on her clit, his fingers working inside her. He could feel her building—the tension in her thighs, the way her breath came in short gasps, the increasing pressure of her hands in his hair.

"Ethan," she warned. "I'm going to—I'm close—"

"Let go," he urged, sucking her clit harder. "Come for me, Maya. Let me feel you."

She shattered. Her orgasm crashed through her, her body arching off the bed, her internal muscles clamping down on his fingers so hard he could barely move them. She cried out his name over and over, her voice breaking, tears streaming down her face.

Ethan gentled his touches, licking her through the aftershocks, until she pushed him away, oversensitive and shaking.

"Come here," she said, reaching for him. "I need you inside me. Now. Please."

Ethan crawled up her body, kissing her deeply, letting her taste herself on his lips. She wrapped her legs around his waist, opening herself to him, and he could feel the heat of her against his cock.

"Condom?" he asked, breathless.

"Nightstand," she said. "But Ethan... I've been on the pill since I was eighteen. For my periods. And I've never... there's been no one. If you're clean..."

"I've never been with anyone," he said. "Not like this. Not where it mattered."

"Then there's nothing between us," she said, her eyes shining. "Just you and me. Just this."

Ethan positioned himself at her entrance, his cock sliding through her wetness, coating himself in her arousal. He looked down at her—at his best friend, his first love, his everything—and pushed forward.

The heat of her enveloped him. Tight, wet, perfect heat that made him see stars. He went slowly, watching her face for any sign of pain, any discomfort.

"Okay?" he asked, shaking with the effort to hold back.

"More," she whispered. "All of you. I want to feel all of you."

He pushed deeper, feeling the resistance, the moment of pressure—and then he was through, sheathed completely inside her, their bodies joined in the most intimate way possible.

"Oh," Maya breathed, her eyes wide. "Oh, Ethan. You're inside me. You're actually inside me."

"Are you okay? Does it hurt?"

"A little," she admitted. "But it also feels... full. Complete. Like I've been waiting for this my whole life."

Ethan started to move—slow, shallow thrusts that let her adjust to his size. The sensation was overwhelming—her tightness gripping him, her heat surrounding him, her body moving beneath him in perfect rhythm.

"Faster," she urged after a moment. "You can go faster. I want to feel you."

Ethan increased his pace, his hips snapping against hers, the sound of their bodies meeting filling the room. He was lost in her—lost in the feel of her, the smell of her, the sounds she was making.

"Touch me," she begged. "Touch my... my clit. Please."

He reached between them, finding the swollen bud with his thumb, circling it in time with his thrusts. Maya went wild beneath him, her nails scratching down his back, her heels digging into his ass.

"Ethan! Oh god, Ethan! I'm going to come again. Don't stop. Please don't stop!"

He didn't stop. He couldn't have stopped if he'd wanted to. He was chasing his own release now, the pressure building at the base of his spine, the familiar tightening in his balls.

"Maya," he gasped. "I'm close. I'm going to—"

"Inside me," she demanded. "Come inside me. I want to feel you. All of you."

That was it. Ethan thrust deep one final time and exploded—his orgasm ripping through him with the force of a hurricane, his cock pulsing as he emptied himself into her, filling her with everything he had.

Maya came with him, her muscles clamping down on him, milking him, drawing out his pleasure until he thought he might die from it. They collapsed together, tangled and sweating and gasping, their hearts beating in sync.

"Holy shit," Maya whispered after a long moment. "Holy shit, Ethan."

"Yeah," he agreed, kissing her shoulder. "Holy shit."

They lay there, still joined, Ethan softening inside her but unwilling to pull out. He wanted to stay like this forever—connected, complete, nothing between them.

"That was..." Maya searched for words. "That was everything. That was worth waiting twenty-two years for."

"For me too," Ethan said, rolling to his side and pulling her with him, keeping them close. "Maya?"

"Yeah?"

"I love you. I've loved you since I was twelve and you punched Tommy Henderson for stealing my lunch. I've loved you through every year, every mile, every stupid boyfriend you had who wasn't me." He cupped her face, looking into her eyes. "I love you, and I want to spend the rest of my life showing you how much."

Tears spilled down her cheeks, but she was smiling—beaming, radiant, his. "I love you too, you idiot. I always have. I was just too scared to ruin what we had."

"We didn't ruin it," he said, kissing her tears away. "We made it better."


The rain continued through the night, a steady percussion that matched the rhythm of their lovemaking. They couldn't get enough of each other—after that first time, after the initial awkwardness and discovery, they fell into each other with the desperation of the starving.

Ethan learned that Maya liked to be touched everywhere—her neck, her inner thighs, the small of her back. He learned that she made the most delicious sounds when he sucked her nipples, that she could come from that alone if he was patient enough. He learned that she was ticklish behind her knees, that she loved having her hair pulled during doggy style, that she got incredibly wet when he talked dirty to her.

"Tell me," she begged, her ass in the air, her face pressed into the pillow. "Tell me what you're doing to me."

"I'm fucking you," he growled, slamming into her from behind, watching his cock disappear into her perfect pink pussy. "I'm fucking this tight little virgin pussy. Mine now. All mine."

"Yes," she moaned, pushing back against him. "Yours. Only yours."

He reached around, finding her clit, rubbing it in tight circles as he pounded into her. "You like that? You like being fucked like this? Like a dirty girl?"

"God yes," she gasped. "Don't stop. Please don't stop."

They tried everything that night—every position, every angle, every filthy thing they'd ever imagined. Maya rode him, her breasts bouncing in his face, her nails leaving marks on his chest. He took her against the wall, her legs wrapped around his waist, her back thumping against the plaster with every thrust. They did it in the shower, water cascading over them as he bent her over and took her from behind, steam filling the small bathroom.

"More," she kept saying. "I want more. I want everything."

And Ethan gave it to her. He explored every inch of her body with his mouth—kissing the backs of her knees, licking the arch of her foot, biting the curve of her hip. He made her come with his tongue, with his fingers, with his cock, until she was limp and trembling and begging for mercy.

"Can't," she gasped, her third or fourth orgasm still rippling through her. "Can't anymore. Too sensitive."

"One more," he coaxed, his fingers finding her swollen clit. "Give me one more, baby. I want to feel you come apart."

"Ethan," she whined, but she was already building again, her hips rolling against his hand. "You're going to kill me."

"Worth it," he said, and kissed her, swallowing her cries as she came again, harder than before, her entire body shaking with the force of it.

They collapsed together, tangled in sweat-soaked sheets, the dawn light just beginning to filter through the curtains.

"I can't believe," Maya said, her voice hoarse, "that we could have been doing this for years."

"Regrets?" Ethan asked, tracing patterns on her stomach.

"Only that we waited so long." She turned to face him, her eyes serious. "But also... maybe it had to be now. Maybe we had to grow up first. Become the people we needed to be for each other."

"Philosophizing after sex?"

"I'm a psychology major. It's what I do." She smiled, but it faded quickly. "What happens now? I mean, practically? I'm here for the summer, then grad school..."

"Then we figure it out," Ethan said firmly. "Together. I've waited this long for you, Maya. I'm not letting you go again. Whatever it takes. Commuter relationship, long weekends, moving to wherever you are... I'm in. All in."

She kissed him, soft and sweet. "I love you."

"I love you too."


They slept until noon, tangled together like vines, and woke to the sound of a car pulling into the driveway.

"Shit," Maya said, sitting up abruptly. "That's my parents."

Ethan was out of bed in seconds, pulling on his clothes from the night before. "Should I hide? Climb out the window?"

"Don't be ridiculous." Maya was already dressed in a robe, her hair a wild mess. "We're adults. They'll be happy for us. Probably."

"Probably?"

"Okay, they've been betting on this since we were sixteen. Mom owes Dad twenty bucks—she thought it would happen before college."

Ethan laughed, the tension breaking. "So we're basically fulfilling their dreams?"

"Something like that."

The back door opened, and Mrs. Chen's voice called out. "Maya? Honey? We're home!"

"Coming, Mom!"

Maya grabbed Ethan's hand, pulling him toward the kitchen. They found her parents unloading groceries—Mr. Chen looking tired but smiling, Mrs. Chen already fussing with the stove.

"Oh!" Mrs. Chen stopped, her eyes darting between them—Maya in her robe, Ethan in yesterday's clothes, both of them flushed and obviously well-fucked. "Oh. Well."

"Hi, Mr. and Mrs. Chen," Ethan said, trying to sound normal.

"Ethan," Mr. Chen said, his eyes crinkling at the corners. "Stay for breakfast?"

"Uh, sure?"

Mrs. Chen was already grinning, the kind of grin that said I knew it. "I'll make extra. You kids must be... hungry."

"Mom!" Maya groaned.

"What? I'm just saying. Protein. You need protein."

They sat at the kitchen table, the awkwardness quickly dissolving into something warm and familiar. Mrs. Chen chattered about their trip, about the restaurant, about Maya's cousins in Seattle. Mr. Chen watched them with knowing eyes, occasionally squeezing his wife's hand.

"So," Mr. Chen said finally, when the plates were cleared. "You two finally figured it out."

"Figured what out?" Maya asked, though she knew.

"That you're in love. That you've always been in love." He looked at Ethan. "You treat her right. She's precious to us."

"Sir," Ethan said, meeting his eyes. "I will spend every day making sure she knows how precious she is. To me most of all."

"Good." Mr. Chen nodded, satisfied. "That's all I needed to hear."


The summer passed in a haze of heat and happiness. They were inseparable—working during the days, spending every night together, learning each other with the thoroughness of people who had waited their whole lives for this.

Ethan moved into Maya's apartment above the restaurant, their clothes mingling in the closet, their routines merging into one. They made love every night, sometimes slow and tender, sometimes wild and desperate, always with the knowledge that this was right. This was where they were meant to be.

On the last night before Maya left for grad school, they lay in bed together, the windows open to the cooling September air.

"Promise me," Maya said, her head on his chest. "Promise me we'll make this work. That we'll figure it out."

"I promise," Ethan said. "I've got a plan, actually."

"Oh?"

"I transferred to OSU. Construction management program. I can finish my degree there, work part-time. Be with you."

Maya sat up, staring at him. "You what? When?"

"Last month. I didn't want to say anything until I knew for sure." He smiled at her expression—shock, joy, love. "I told you, Maya. I'm all in. Where you go, I go. No more waiting. No more distance. Nothing between us."

She kissed him then, tears and laughter mixing together, and pulled him down into the bed with her. They made love one more time, slow and sweet, whispering promises against each other's skin.

After, as they lay tangled together, watching the stars appear through the window, Maya traced patterns on his chest.

"Ethan?"

"Yeah, baby?"

"Thank you for waiting. Thank you for being my first. My only."

"Thank you for being mine," he said, pulling her closer. "Forever."

"Forever," she agreed, and in that moment, with nothing between them—not time, not distance, not even clothes—they knew they had found something rare. Something worth writing stories about.

Something worth waiting for.

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From the Author

Thank you for reading "The Line We Never Crossed." This story was incredibly personal to write—exploring that delicate moment when friendship ignites into something more. If you enjoyed Ethan and Maya's journey from childhood friends to passionate lovers, please consider leaving a rating or comment. Your feedback helps me grow as a writer and lets me know which stories resonate with you.

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Written by

El Henke

Sex is the best thing you can ever wish for

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