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Her First Time Lost, Now Found

A

By Anonymous

7/19/2025

voyeurismfirst timevirginitywatching wifeheterosexual sexcuckoldvirginitywatching wife with other mandefloweringvoyeurism

Vince finds an old videotape labeled with only a lipstick kiss. As he watches the video he realizes it is an old recording of his wife Lisa in an unknown bedroom with her high school boyfriend Danny. Curious, he watches more as the couple begins to kiss and remove their shirts. Vince, shocked, considers turning off the video. He then realizes this is a video of Lisa losing her virginity at age 18. Although it disturbs him, Vince wants to watch this momentous event in Lisa's life. Vince wishes he was able to deflower his wife, but is aroused by the chance to watch how it actually happened. He is enchanted by her innocence and beauty. Vince is surprised to see that Lisa truly loves Danny and wants to give her body to him. Vince watches as Danny removes Lisa's clothing, touches her breasts and pussy for the first time. He watches as Danny sucks on her nipples, making Lisa moan with pleasure. He watches as Danny sinks down into Lisa's blonde pubic hair and tastes her pussy. Vince watches as Danny climbs on top of her. He askes "are you sure you want to do this?". Lisa replies that she is ready, that she wants him to be her first, and nervously asks him to be gentle. They kiss as Danny puts his cock to her vaginal opening. Lisa gives a loving gaze and nods. Danny pushes slowly into her pussy. Lisa screams as he breaks through her hymen. Vince is disturbed that this is the moment he missed with his wife, and how she was moaning in pleasure with another man. Lisa is shocked to see her blood on Danny's dick. Danny explains that this is natural because he had just broken her hymen. She smiles as they continue having warm, passionate sex. Vince imagines himself being there with his wife as she is losing her virginity. He imagines feeling her tight virgin pussy and her feeling her loving gaze as she gives herself to him.

Vince blew the dust off an old VHS tape, the faded lipstick smudge on the label catching his eye. The tape was otherwise unmarked, the mystery piquing his interest. He slid it into the ancient VCR and pressed play. The screen flickered to life, revealing a dimly lit hallway. The camera moved into a bedroom, and Vince's breath hitched. His wife, Lisa, much younger, maybe eighteen. Her blond hair cascaded down her back, her skin radiant, her body softer, more innocent. Her curves were intoxicating, her small, pert breasts bouncing slightly as she laughed, wrapping her arms around a boy he recognized as her high school sweetheart, Danny. Danny's hands explored her body, tracing her waist, her hips. She shivered under his touch, her eyes locked onto his. He pulled her shirt over her head, revealing her full breasts, her pink nipples hard and erect. Vince's heart pounded as Danny cupped them, his thumbs brushing over her nipples, making them harder, making Lisa gasp. Danny's tongue followed, licking, sucking, his teeth nibbling gently. Lisa's head fell back, her eyes fluttered closed, her breath coming in short gasps. Vince watched, his cock stirring as Danny's hand trailed lower, hooking into the waistband of Lisa's skirt, pulling it down. Her long, smooth legs were revealed, her lace panties clinging to her curves. He hooked his fingers into the fabric, pulling them down, exposing her glistening pussy. Lisa's legs trembled as Danny's tongue delved into her, his fingers spreading her folds, exposing her clit. He licked and sucked, his tongue moving in slow, deliberate circles, sending waves of pleasure through Lisa's body. Her fingers clutched the sheets, her moans filling the room. Vince's breath came in short gasps, his cock aching as Danny's head emerged from between Lisa's thighs, his mouth shiny with her juices. Danny crawled up her body, his eyes locked onto hers. "Are you sure, Lisa?" His voice was raw, hoarse with need. Lisa bit her lip, her eyes shining with a mix of love and nervousness. She nodded, her voice barely a whisper. "I want you, Danny. I want you to be my first. Just... be gentle, okay?" Danny nodded, his hands trembling as he positioned himself at her entrance. His cock was hard, veiny, and ready, poised at her virgin opening. Vince’s chest tightened, his breath catching as he realized what he was about to witness. This was Lisa's first time. This was the moment he had missed, the moment he had always wanted to be a part of. He couldn't look away, couldn't stop watching as Danny pushed in. Lisa's body tensed, her eyes widening as a sharp gasp escaped her lips. Danny's cockhead pressed against her hymen, and he paused, his body trembling. "Lisa, it's gonna hurt," he whispered, his voice choked with emotion. Lisa nodded, her breath coming in short, ragged gasps. "I know. I'm ready." Her face was a mask of determination, her eyes filled with love and trust. Vince watched, his heart aching, his cock throbbing, as Danny pushed forward, breaking through her hymen. Lisa's body stretched to accommodate him, her face a mix of pain and surprise. Danny groaned, his cock throbbing as he felt her virginity give way, her tight pussy enveloping him. He shuddered, his body shaking with the effort to hold back, to go slow. Lisa's surprise turned to shock as she saw her blood on Danny's cock, her eyes widening in realization. "Danny... is that...?" she asked, her voice trembling. Danny nodded, his voice gentle. "It's natural, Lisa. It's a part of you giving yourself to me." He leaned down, kissing her softly, his hips beginning to move in slow, deliberate thrusts. Vince shivered, his heart pounding, as the room filled with the wet, sensual sounds of their coupling. Danny’s thrusts grew deeper, his cock stretching Lisa, filling her completely. Lisa's moans grew louder, her body writhing beneath Danny's, his chest heaving as he struggled to hold back. Vince's hand moved to his cock, stroking it through his pants, his eyes never leaving the screen. He imagined it was him, his cock inside Lisa, her body wrapping around him, her love for him shining in her eyes. The thought made him groan, his body aching with need and jealousy. But he couldn't look away, couldn't stop watching as Danny claimed Lisa, as she gave herself to him, her body and her love. Danny’s hips moved faster, his thrusts deeper, his breaths ragged. Lisa’s body shook, her moans turning into cries of pleasure. Danny’s grip on her tightened, his body stiffening as he came with a low groan, his cock pulsing inside her, filling her with his seed. Vince watched, his own desire raging, as Danny collapsed onto Lisa, their bodies slick with sweat, their breaths mingling. Vince’s yearning and jealousy burned hot, his cock aching with a need he couldn't satisfy. He wanted to be the one inside her, to feel her virginity, to claim her as his own. But all he could do was watch, his heart heavy with a mix of desire and envy.