Chapter 6: The Bareback Lesson
The week moved like cold honey. Monday bled into Tuesday, and I went through the motions of lectures and labs with a hollow in my chest I couldn't name. Emily texted me every morning, sweet and bright, full of plans for the wedding. She'd found a venue, a small white chapel outside town. We could book it for next June, she said. She'd already picked out the flowers.
I answered her with smiling emojis and eager words. But every time my phone buzzed, a spike of cold went through me. Saturday was coming, and I couldn't stop thinking about the look on her face when Kaleb had been inside her. The way her eyes had rolled back. The sound she'd made.
"She's learning," I told myself in the mirror, my hands gripping the sink edge. "It's practice. It's for our wedding night."
The words tasted like ash.
On Wednesday, Emily came to the cafeteria where I usually ate lunch. She wore a soft yellow sweater and a little gold cross on her chest. She slid into the seat across from me and set her tray down, her smile wide and warm.
"I was thinking about our first dance," she said. "There's a song I've had stuck in my head all week. I want it to be special. Something only we know."
"Yeah?" I pushed my tray of untouched food aside. "Which song?"
She hummed a few bars, some slow country ballad I didn't recognize. Her cheeks went pink as she sang, pleased and shy. I watched her mouth move and thought about what that mouth had done on Saturday. What Lucy had coached her through.
"That's nice, Em. Real nice."
"Caleb, are you okay?" She tilted her head, studying me. "You've been quiet all week. And you're not eating."
"I'm fine. Just busy with the project. Finals are coming up."
She reached across the table and took my hand. Her fingers were cool and soft. "You'd tell me if something was wrong, right? We promised each other that."
I looked at her face, open and earnest, and felt the lie crawl in my throat. I couldn't tell her. Couldn't tell her that every time I closed my eyes I saw another man's cock pushing into her, and I didn't know if the feeling in my chest was anger or want. I squeezed her hand.
"Nothing's wrong. I promise."
She smiled, trusting me completely, and my gut twisted tighter.
Thursday night, Lucy texted the group chat. A single message: "Who's ready for Saturday?"
Emily replied first. "I am. I've been thinking about it all week."
Three dots appeared. Then Lucy: "Good girl. Kaleb's excited too. He says he's been thinking about you."
My thumb hovered over the keyboard. I typed "I'll be there," then deleted it. Typed it again. Hit send with a chest full of cold.
Emily sent a string of hearts. Lucy sent the devil emoji. I put the phone face down on my desk and stared at the blank wall until my eyes went dry.
Friday night, Emily called me. We talked for an hour, about the wedding, about her classes, about her mom's insistence on a full sit-down dinner for two hundred guests. I listened and made the right sounds. When she said goodnight, she whispered it like a secret.
"I love you, Caleb."
"I love you too, Em."
I hung up and lay on my bed, staring at the ceiling. My heart pounded slow and heavy, like a drum in my chest. I prayed, but I didn't know what for.
Saturday came with a gray dawn and a cold knot in my stomach. I dressed in my usual jeans and a fresh polo. I skipped breakfast, my appetite gone. At six forty-five, I walked across campus toward Lucy's building, the pavement damp with recent rain.
The door was unlocked. I pushed it open, and the smell of vanilla washed over me. The fairy lights were on. My chair was set in its usual place, the tissue box waiting at its foot. The bed was made, fresh white sheets, and Lucy sat in a robe on the edge of it.
"There he is." She smiled at me, warm and knowing. "I was starting to think you'd gotten cold feet."
"No. I'm here."
I crossed to the chair and sat down. The wood creaked. I set my hands on my knees and forced my shoulders to relax. Lucy watched me for a long moment, her dark eyes unreadable.
"Emily's in the bathroom. She's been in there for twenty minutes, fussing with her hair. She's nervous." Lucy leaned back on her palms, the robe gaping slightly. "How are you feeling, Caleb?"
"Fine."
"Mmm." She didn't sound convinced. She rose and padded over to the bathroom door, tapping lightly. "Emily, sweetie, you ready?"
A moment of silence. Then the door cracked open, and Emily slipped out. She wore a thin white nightgown that fell just above her knees. Her hair was loose, brushed soft around her shoulders. Her face was flushed, her eyes bright and nervous.
"Hi, Caleb," she said, soft.
"Hey, Em."
Lucy led her to the bed and sat her down. Emily's fingers plucked at the hem of her nightgown. She kept glancing at me, then away, her cheeks pink.
"Tonight," Lucy said, standing before us, "is about pushing a little further. You've learned to take him with a condom. But on your wedding night, there might not always be a condom between you and your husband. It's important to know what that feels like. What it feels like to have him truly, completely inside you."
I heard the words. They went through me like a cold draft.
"No condom?" I heard myself ask.
"That's right." Lucy's eyes found mine, steady and sure. "Practice needs to be real, Caleb. You agreed to this."
I looked at Emily. She was watching me, her expression a mix of trust and fear. She was waiting for my blessing. My mouth opened, and the words came out before I could stop them.
"It's okay, Em. I want you to learn."
Her face relaxed. She gave me a small smile. Lucy moved to the bed and knelt before her, lifting the hem of the nightgown. Emily raised her arms, and the white fabric slipped up and over her head. She sat in just her simple underwear, pale and bare, her skin glowing in the fairy light.
"Lie back," Lucy murmured. "Let me get you ready."
Emily lay back against the pillows, her knees falling open. Lucy hooked her fingers in the waistband of her panties and drew them down her thighs. Emily's bush, dark and full, was already dewy. I could see the glisten on her inner thighs.
Lucy pressed her mouth to Emily's inner thigh. Emily's breath hitched. Lucy moved higher, dragging her tongue across Emily's slit, slow and deliberate. Emily's hips lifted off the bed.
"Oh," Emily breathed. "Oh, Lucy, that feels..."
"I know, sweetie. Just relax."
Lucy buried her face between Emily's thighs, her tongue working in long, slow strokes. Emily's hands found the sheets, fisting them. Her moans filled the room, low and rhythmic, building bit by bit.
"Please," Emily gasped. "Please, don't stop, please, I'm so close, I'm so close already..."
"Not yet," Lucy murmured against her flesh. She pulled back, and Emily whimpered at the loss. "Not until Kaleb's here. I want you desperate for him."
Emily's chest heaved. Her thighs trembled, slick and shining. She looked wrecked already, her face flushed, her eyes glassy. A knock came at the door.
Lucy rose and crossed to it, opening it wide. Kaleb stood there, tall and broad, wearing a loose gray t-shirt and dark jeans. No tank top this time. A silver chain glinted at his throat. He stepped inside, and his eyes found Emily on the bed, bare and trembling.
"Hey, Emily," he said, his voice low and warm. "Ready for me?"
Emily nodded, her lips parted. "Yes."
Lucy locked the door. Kaleb pulled his shirt over his head, his torso lean and hard, smooth dark skin over muscle. He unbuckled his jeans and let them fall, stepping out of them. His boxers came next, and his cock sprang free, thick and heavy, uncut and already fully hard.
I heard Emily's sharp intake of breath. He was bigger than I remembered. The dildo had been large, but this was something else entirely. Dark, veined, the head glistening. My own cock strained against my jeans, a traitor's heat.
"No condom," Lucy said, reaching out to wrap her fingers around the base of his shaft. "Tonight is about skin on skin, just like your wedding night."
She led him to the bed. Emily watched him approach, her eyes wide, fixed on his cock. Kaleb climbed onto the mattress, settling between her spread thighs. He positioned himself at her entrance, and Emily's whole body tensed.
"Relax," he murmured. "I'll go slow. Tell me if it's too much."
She nodded. He pressed forward.
The head of his cock pushed against her opening. It was bare, slick with her wetness and Lucy's spit. Emily let out a sharp gasp as the thick head popped past her rim, stretching her wide.
"Oh God," she breathed. "Oh God, he's so warm, I can feel him, I can feel everything..."
"Well, you can feel each other." Lucy's hand stroked Emily's hair. "That's what practice is all about."
Kaleb pushed deeper. His hands braced on either side of her shoulders, and his cock sank into her inch by inch. Emily's moans turned to whimpers, her hands clutching his arms, her nails pressing into his skin.
"So deep," she sobbed. "He's so deep, oh fuck, he's deeper than before, so much deeper..."
"That's because there's nothing between you," Lucy said. "Feel him, Emily. Feel every inch of him. This is what it's going to be like with your husband."
Kaleb bottomed out. His hips pressed flush against her, his balls resting on her skin. He held still, letting her adjust. Emily's face was wet with tears, but her eyes were locked on his, dazed and searching.
"Okay?" he asked softly.
"Yes," she whispered. "Don't stop. Please."
He began to move. Slow at first, long strokes that pulled almost all the way out before pushing back in. Emily's breath caught with every thrust, her body arching to meet him. The sound of his hips slapping against hers filled the room, wet and rhythmic.
"That's it," Kaleb groaned. "Fuck, you feel so good, Emily. So tight. So wet."
"More," she begged. "Please, harder, I need more."
He gave it to her. His rhythm quickened, his thrusts growing deeper, harder. Emily's hands flew to his back, her nails raking down his skin. She cried out, raw and loud, as he drove into her.
"Yes," she screamed. "Yes, yes, right there, oh God, that's perfect, don't stop, please, I'm going to come, I'm going to come so hard..."
"Come for him," Lucy said. She was beside them, her hand snaking down between Emily's legs. Her fingers found Emily's clit and rubbed it in fast circles. "Come on his cock, sweetie."
Emily shattered. Her body arched off the bed, her mouth open in a silent scream, her cunt clamping down around Kaleb's shaft so hard he had to hold still. She shuddered and shook, waves of pleasure ripping through her.
"That's it," Kaleb gritted. "Fuck, she's squeezing me so tight."
He pulled out just enough to thrust again, and her second orgasm hit before the first had fully faded. Emily sobbed with pleasure, her hips bucking wildly, her cries ringing off the walls.
"Again," she begged. "Please, again, I need it, I need more."
Kaleb fucked her through it. His pace drove harder, faster, the headboard knocking against the wall. Emily's hands clawed at the sheets. Her third orgasm tore through her, and she screamed his name.
"I'm close," Kaleb grunted. "Where do you want it?"
"Pull out," Lucy commanded. Her voice was sharp. "On her. She’s not on birth control."
Kaleb pulled out with a wet sound, his cock slick and glistening. He fisted it, two strokes, three, and then he was coming, thick white ropes of cum splashing across Emily's breasts and stomach. She gasped at the heat of it, her hands flying to her chest, smearing it across her skin.
"Oh my God," she breathed. "It's so warm. It's so much."
Kaleb sagged, his breath ragged. He collapsed on the bed beside her, one arm thrown over his eyes. Emily lay there, painted with his release, her chest heaving, a dazed smile on her face.
Lucy leaned in. She pressed her mouth to Emily's belly and dragged her tongue through the mess, slow and deliberate, licking him off her skin. Emily shuddered, her eyes sliding shut.
"You taste so good together," Lucy murmured against her skin.
I couldn't take my eyes off them. I was already hard, my cock a painful strain against my jeans. My hands, shaking, fumbled with my belt. I tore myself free, slick with pre-cum, and wrapped a fist around myself. One stroke, and I was coming, spurting hot and thick into the tissue, a choked sound tearing from my chest.
I sat in the chair, my breath ragged, my heart pounding. The tissue crumpled in my fist. On the bed, Lucy finished licking Emily clean, her tongue dragging one last time across the peak of Emily's breast. Emily giggled, soft and drunk.
"Caleb," she said, turning her head toward me. Her eyes were hazy, her skin flushed and slick. "Did you like that? I did it, I really did it."
Something cold and heavy settled in my chest. I looked at the three of them, tangled and sated on the bed like a painting, and I didn't recognize the girl I was going to marry. I didn't know if I wanted to.
"Yes," I said, my voice hollow. "I liked it."
Emily smiled at me, blissful and trusting. Kaleb pulled her against his chest, and Lucy curled up on his other side. The three of them were warm, satisfied, complete. I was just a shadow in the corner.
"Caleb," Lucy said, turning her eyes to me. "We should talk about next Saturday. There's something else I want to teach her."