13 mins read

The Boyfriend Test

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Kyle shifted uncomfortably on Ashley’s king-sized bed, the silk sheets cool against his bare skin. The metal chastity cage encasing his cock felt particularly restrictive today, its weight a constant reminder of his predicament. The device glinted in the afternoon light streaming through the tall windows, matching the calculating gleam in Ashley’s emerald eyes as she stood at the foot of the bed.

“You really think he’ll make it this time, sweetie?” Ashley’s voice dripped with amusement as she turned to her daughter Emma, who sat nervously in the plush armchair by the dresser. “He hasn’t lasted once these past three months.”

Emma tucked a loose golden curl behind her ear, her warm brown eyes fixed on Kyle with unwavering support. “He’s stronger than you think, Mom. This time will be different.”

“Mhmm.” Ashley’s manicured fingers traced along the bedpost, her dark chocolate hair cascading over her shoulders as she leaned forward. “That’s what you said the last three times, and each time he ended up begging for release before the five minutes were up.”

Kyle’s face flushed red, both from embarrassment and the memory of those failed attempts. The weekly ritual had become both his torment and his chance at finally being worthy of Emma in Ashley’s eyes.

“Well then, let’s make things interesting.” Ashley’s lips curved into a knowing smile. “If Kyle can make it through the five minutes without begging to cum, I’ll give my blessing. You two can do whatever you want, whenever you want.”

Emma straightened in her chair, hope lighting up her features. “Really?”

“But…” Ashley’s voice hardened. “If he fails again, I’m upgrading his cage to a flat one.”

“B-but a flat cage?” Kyle’s voice cracked. “That’s even worse than–“

“Quiet.” Ashley’s sharp tone cut through the air like a knife. “This arrangement is between my daughter and me. You’re just the subject of our little experiment.”

Emma leaned forward in her chair, her hands clasped tightly in her lap. “Kyle, baby, I know you can do this. You’re going to last the full five minutes this time, I believe in you.”

“Such faith.” Ashley rolled her eyes, pulling a small bottle of lube from her dresser drawer. “Well, let’s review the rules for our little game, shall we? Same as every Friday afternoon.” She squeezed a dollop of lubricant into her palm, warming it between her hands. “I’m going to give you a handjob, Kyle. Nice and slow, just how you hate it. If you get close to cumming before the five minutes are up, or if you beg me to stop, back in the cage you go.”

She stalked around the bed like a predator circling its prey. “Because only real men with stamina get to take my daughter’s virginity. A two-pump chump like you?” She shook her head. “You haven’t proven yourself worthy yet.”

Kyle squirmed against the sheets, his confined cock bursa escort already straining against its metal prison at Ashley’s words.

“Now,” Ashley reached for the key hanging from a delicate chain around her neck. “Let’s see if today’s the day you finally earn your freedom.”

Ashley dangled the key in front of Emma. “Go ahead, sweetie. You know the drill – this is the only time you get to touch his pathetic cock.”

Emma’s fingers trembled as she took the key, crawling onto the bed beside Kyle. She inserted it into the lock, the mechanism clicking open.

“There you go, baby.” Emma’s voice was soft as she carefully removed the cage.

Kyle’s cock sprang free instantly, already rock hard and an angry shade of red from being confined. A bead of precum formed at the tip before she’d even set the cage aside.

“Look at that,” Ashley snickered, eyeing his throbbing member. “He’s already leaking and I haven’t even touched him yet. So desperate.”

Emma grabbed her phone from the nightstand, pulling up the timer app. “I’ve got the stopwatch ready, Mom.”

Ashley positioned herself between Kyle’s spread legs, her green eyes sparkling with cruel amusement as another drop of precum rolled down his shaft. “Oh honey, he’s not going to last thirty seconds, let alone five minutes. Just look at him – practically ready to burst just from being let out of his cage.”

“I can do it this time,” Kyle’s voice cracked as he spoke.

“Mhmm.” Ashley’s lubed fingers hovered inches from his cock. “That’s what you said last week. And the week before that. And every single time, you ended up begging me to stop because you couldn’t hold back.” She shook her head at Emma. “Get that timer ready, sweetheart. This is going to be quick.”

Ashley’s slick fingers wrapped around Kyle’s shaft, her grip loose enough to tease but firm enough to make him feel every movement. She started at the base, dragging her hand upward with excruciating slowness, her manicured thumb trailing along the sensitive underside of his cock.

“Start the timer, Emma dear,” Ashley purred, maintaining eye contact with Kyle as she reached the tip.

Emma pressed start. “Five minutes begins now.”

Kyle’s breath hitched as Ashley’s hand descended, this time twisting her wrist slightly on the downstroke. She established a maddeningly slow rhythm – up, twist, down, pause. Each stroke lasted precisely three seconds, giving him just enough stimulation to drive him wild.

“Look how your cock twitches,” Ashley taunted, her free hand cupping his balls. “Every time I reach the tip, it jumps like it’s begging for more.” She squeezed gently at the base, watching another bead of precum form. “Such a needy thing.”

Her fingers danced along his length, alternating between feather-light touches and firm strokes. When she reached bursa eskort his cockhead again, she used her palm to make small circles, spreading his natural lubrication with the artificial.

Kyle’s hips bucked involuntarily, seeking more friction, but Ashley immediately lightened her touch.

“Ah ah,” she scolded, returning to her torturously slow pace. “Move those hips again and you’ll forfeit automatically. Remember the rules – you take what I give you, exactly how I give it to you.”

Ashley’s emerald eyes sparkled with mischief as she shifted her position, bringing her second hand into play. Her left hand maintained that maddening stroke along his shaft while her right hand’s fingers danced across his sensitive cockhead, circling and teasing the tip with delicate precision.

“You know, Emma dear,” Ashley’s voice took on a nostalgic tone, “your father used to lose his mind when I did this exact thing to him.” Her fingertips traced feather-light patterns around Kyle’s swollen glans. “He’d barely last twenty seconds before he’d explode all over my hands.”

Kyle’s whole body trembled, a pathetic whimper escaping his throat as the dual sensations overwhelmed his senses. His cock twitched violently in Ashley’s grip, more precum oozing from the tip.

“Oh God…” he gasped, his hands clutching desperately at the silk sheets.

Ashley’s melodic laugh filled the room. “Would you look at that, Emma? Only thirty seconds in and he’s already falling apart.” She increased the pressure of her fingertips ever so slightly, drawing another whimper from Kyle. “Your father at least made it to forty-five seconds his first time.”

“You can do it, Kyle!” Emma leaned forward in her chair, her voice filled with encouragement despite the obvious strain in Kyle’s face. “Just focus on your breathing, baby. Don’t let my Mom get in your head.”

Ashley’s fingers picked up their pace, her strokes becoming longer and firmer. Kyle’s cock throbbed violently in her grip, his shaft glistening with a mixture of lube and his own precum.

“My my, someone’s getting close already.” Ashley’s emerald eyes narrowed as she watched Kyle’s face contort with desperate concentration. A bead of sweat rolled down his temple. “Can you handle this, Kyle? Let’s see how you deal with…”

She suddenly wrapped both hands around his length, forming a tight tunnel with her fingers. Without warning, she began pumping his cock with quick, methodical strokes, twisting her wrists in opposite directions.

“Oh fuck!” Kyle’s back arched off the bed. “I’m going to cum! I can’t–I’m gonna–“

Ashley immediately released her grip, throwing her head back with a throaty laugh as Kyle’s cock bobbed helplessly in the air, angry red and leaking profusely.

“forty seven seconds” She wiped her hands on a nearby towel, still chuckling. “That’s actually worse than last week’s attempt.”

Kyle’s eyes welled with tears of frustration as he looked at Emma. “I’m so sorry… I tried, I really did.”

Emma leaned forward and pressed her soft lips against his cheek. “It’s okay, baby. You tried your best. That’s all I can ask for.”

“Well, well.” Ashley gathered her things, a triumphant smirk playing across her face. “Not only have you earned yourself another week in chastity, but as promised, we’re upgrading to the flat cage. That should really test your resolve.” She strutted toward the door. “Let me go fetch it from my special drawer downstairs. Don’t move an inch.”

The moment Ashley’s footsteps faded down the hallway, Emma’s eyes darted to Kyle’s still-throbbing cock. She pressed a finger to her lips, a mischievous glint in her warm brown eyes. “Shhhh…”

Before Kyle could process what was happening, Emma’s delicate fingers wrapped around his shaft. She began stroking him with quick, determined movements.

“W-what are you doing?” Kyle gasped, his hips bucking involuntarily.

“I’m going to make you cum,” Emma whispered, her strokes becoming faster and more purposeful. “And I’m going to swallow every drop so Mom won’t know.” Her free hand caressed his balls as she worked his length. “You must be so desperate after three months of denial. Let me help you, baby.”

Kyle’s cock pulsed in her grip, more precum leaking from the tip as three months of pent-up desire threatened to explode.

“Emma… fuck… I’m gonna cum!” Kyle’s voice was strangled with desperate need as Emma’s hand worked his shaft with quick, determined strokes.

Without hesitation, Emma bent down and wrapped her soft lips around his swollen cockhead, her tongue swirling around the sensitive tip as she prepared to catch his release.

“WHAT THE HELL DO YOU THINK YOU’RE DOING?” Ashley’s voice thundered through the room.

Emma jerked back immediately, leaving Kyle’s cock twitching and bobbing in the air, right on the edge of cumming but denied at the last possible second.

Ashley’s face was twisted with rage as she stormed into the room, clutching the flat cage in one hand and a metallic device in the other. “You little slut! I leave for one minute and you try to make him cum behind my back?”

“Mom, I–I’m sorry!” Emma’s voice trembled, tears welling in her eyes. “He’s been denied for so long, I just wanted to help him…”

“Oh, you’re going to be sorry alright.” Ashley’s emerald eyes blazed with fury. “For that little stunt, Kyle’s going to spend the next hour in the ball crusher before we lock him in his new cage.”

She held up the metal device, its cruel mechanism making Kyle whimper in fear.

“Mom, please no!” Emma begged, reaching for Kyle’s hand. “It was my fault, not his!”

“Exactly.” Ashley’s voice was cold as ice. “This is what happens when you try to circumvent my rules. Kyle suffers, and you get to watch every second of it. Maybe next time you’ll think twice before trying to give him an unauthorized orgasm.”

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