Her Brother’s secret - pt 1

Prologue here: https://www.reddit.com/r/ChastityStories/s/Alpclvgn1C

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The next Friday their usual routine played out, Lucy was in a low mood as it seemed her and Brad had fallen out and he’d cancelled their planned date for the weekend. Tony was trying hard to cheer her up, whilst also trying to contain his glee that there brief romance seem seemed to be at an end.

Two hours into the movie, Lucy suddenly sat bolt upright. “Omg, I nearly forgot, quick come with me” she grabbed Tony’s hand and pulled him out of the room, and rushed them upstairs.

“What? What?” Tony asked, taken aback by this sudden rush. “We’re going to miss the plot twist of this movie” they’d not even paused the film downstairs.

“Never mind that” Lucy said frantically, “I can’t believe I forgot to show you.” She led them to Dylan’s room and slowly pushed open the door, “I was cleaning up last night and I found this, it’s so weird, you’re going to love it” she crossed the room and pulled open one of her brother’s desk draws. Tony was intrigued, what could she possibly want to show him in Dylan’s room so urgently.

“Look at it” she whispered, her eyes were gleaming as she pointed into the open draw. Tony moved closer and peered in, it was a sleek black nano chastity cage, no more than 1.5” inches long, with a firm circular ball ring. “Do you know what it is?” She asked, carefully picking it up like it was a fragile eggshell.

Tony smirked, “it’s like, a cock cage right?” His eyes met hers and they stifled a giggle. Tony let out a low whistle, “oooft, Lucy that thing is tiny. D’you think that means Dylan has a tiny dick?” Lucy smiled.

“I’m not sure, I think with a little effort any cock could be squeezed into that cage” the second she said it, Tony knew where she was going with this, the way she slowly lowered her gaze as she raised the cage up to waist height.

“Uhhh, like, you think Brad’s would fit in that?” Tony stalled. Lucy shook her head slightly and laughed.

“Haha no, his is a horse cock, but let’s test your theory shall we, I bet you can fit your cock in it. And your cock isn’t ‘tiny’ is it?” She looked him dead in the eye as she asked the question. There was a lump in Tony’s throat, his mind was racing through the options, if he refused to get his cock out and show her then she’d think his cock was tiny…and it wasn’t, it really wasn’t. Fine it wasn’t Brad’s 8” monster, but it was respectably over 6” and fairly thick. If he got it out now she’d touch it, and maybe in the heat of it they’d end up hooking up. He could feel her hand on his hip, her fingers slipping into the waistband of his boxers, her breath was warm on his neck. The intimacy of it all was intoxicating, his dick was not yet fully hard but had thickened and stiffened into an impressive semi. Responding to her touch he dropped his trousers, she pulled his boxers down and his cock bounced up, almost brushing her face as she stood.

“Hello big boy” Lucy cooed, her eyes widened with excitement, “who would have guessed it, you’re packing quite the meat down here.” This was exactly the reaction Tony had hoped for, feeling cocky he looked down and smirked, it was definitely his best angle, practically as long as his cock would get without being fully hard, giving the impression of a huge soft cock that could grow to an extreme size.

“Like I said, I think your bro must be kinda tiny to fit in that cage” Tony felt the dynamic shift for the first time between them, Lucy was seeing him not as the dorky friend, but instead a sexual reality with a great piece of ‘meat’ as she’d called it.

“I’m pretty surprised, it’s always the shy ones huh?” Lucy took his cock in her hand and felt it instantly react to her touch, stiffening further and starting to pull upwards. “Although it is a bit too excited for fitting this cage on” she said sternly. Tony could tell by her tone she was fully serious. “You’ll need to be soft if there is any chance of us squeezing this on” holding up the cage it looked comically small in her hands. With so many years of pent up desire for this very moment of finally touching his cock there was no way Tony could get soft now, and honestly, he had no desire to try on the cage, he just wanted to capitalise on Lucy’s new found interest in his dick.

“Yeah, I’ll be honest the quickest way to get a dude soft is to help him cum” Tony ventured, locking eyes with Lucy and reaching to jerk his cock. This was going better than he could ever have imagined, just last week he was being friend zoned and now all his dreams were coming true. Lucy, however, just laughed.

“Hahaha, Tony, that would be like jerking Dylan off” even at the words Tony’s dick deflated a little, she was still banging on down the ‘you’re like a brother to me’ path.

“Oh go on Lucy, help a dude out, you could at least take your top off or something?” Tony pleaded, within a few seconds he realised how desperate he must have sounded and tried to back track, “or like, it won’t fit in the cage, so I guess we’ll never know. It’s definitely for small dicks that one” he started reaching down to pull back up his trousers.

“You know what might work” Lucy reached down and grabbed Tony’s fat warm nuts. Automatically his hand snapped to his sack on top of hers. She laughed, “just a gentle squeeze” she said softly as she started to clamp down on his tender balls. Holy shit, it hurt, within seconds he was bending at the knees as the sick feeling rose into his stomach.

“Easy, easy” he pleaded, “I’ll get soft in a second” and he wasn’t wrong, in no time his dick started to deflate. Lucy held on just a second longer than she needed to, ending the nut pinch with a final vicious squeeze which was met with a sharp intake of breath. Lucy lost no time, she was surprisingly adept at fitting the ring round his junk and fitting the cage together. In less than a minute the cage was nearly fitted, Lucy slowly slid the 1.5in dick section of the cage over the sensitive head of his dick. His dick reacted to the pressure with a natural twitch, his dick may have been far softer than before but it was easily twice as long as the cage.

“See, my dick is too big” breathed Tony, “that’s a tiny dick cage, and I ain’t got a tiny dick” but Lucy wasn’t going to give up that easily.

“Hmm, I think you’re still a little too excited” reaching out she pinched his right nut aggressively.

“OUCH, fuck Lucy that’s my nut” Tony tried to take a step back but her hands held firm on the cage. As he moved the ring slid further down his sack and shaft moving the cage mechanism within touching distance of the top ring. As the pain set in his dick shrunk further and a soft click told Lucy her evil trick had done the job.

“Done!” Lucy hissed. “Your dick fits in the tiny dick cage!” She practically jumped up to standing and looked Tony straight in the eye, his junk hanging out, caged and his trousers round his ankles. “What do you say to that Tiny Tony?”

“Uhhh, haha, yeah, you’re right I guess…a bit of intense pain and anyone’s dick fits in the cage. Who knew?” Tony conceded, now he could feel the strange pressure of the cage forcibly constraining his manhood he felt humbled and strangely submissive. For the second time that evening, he felt the dynamic of their relationship shift substantially in an instant.

Outside they heard a car pull up on the driveway.

“Shit” Tony scrambled to pull up his trousers, his caged manhood crammed quickly into his boxers. Lucy had moved so quickly from the room he barely heard her go, as he heard the front door open he had a split second to make the decision, quickly check the desk draw for the key or get out the room before Dylan realised they’d discovered his embarrassing secret?

Downstairs he could hear Lucy making small talk with Dylan, he decided to risk it, moving to close the draw he peered inside, apart from the instruction manual there was nothing, his only hope was that Lucy had it. Wasting no more time he fled from the room, pretending to come from the bathroom, he made his way down the stairs, his heart was beating out of his chest, he could have sworn the cage creating a suspicious bulge in his crotch, but what choice did he have. He’d have to stick around for a bit longer until he could get Lucy on her own and use the key to get the cage off.

Half-way down the stairs Tony stopped, Dylan and Lucy were chatting by the front door. “You ready to go buddy?” Dylan asked, swinging his car keys around. Tony struggled to meet his eye.

“Yeah sure, just need to grab something from the lounge” he said, giving Lucy a hinting look.

“I’m not going to ride back with you tonight, got a busy day tomorrow, Brad is picking me up early!” Lucy replied sunnily, running up the stairs, “catch you next week dork!” She sang as she passed him lightly punching him on the arm.

Stunned, Tony had no excusable course of action other than to walk into the lounge, immediately turn around and get in the car with Dylan, the strong metal 1.5” cage compressing on his dick the whole time.