← Back to u/4wardplanning

Her Brother’s secret - prologue

Scene setting chapter, first real one starts tomorrow

——————————————————

Tony and Lucy had been friends since their first day at high-school. Dorks when they were younger, they were now both recently turned 18 and finishing up high school later this year. Tony couldn’t say when exactly his relationship with Lucy turned from typical teenage friends into an awkward friendzoned crush, but now they were both 18 and likely to move away to college come September, Tony’s urge to shift their relationship from platonic BFFs to something more romantic had reached fever pitch.

Puberty had been kind to Lucy, still petite with long dark hair, she’d developed ample perky tits and a juicy ass which was increasingly distracting her male classmates. In the past few weeks since turning 18 it felt like almost every dude in the class had made a pass at her. Maybe it was Tony’s over protective attitude from years of being treated like one of the family by her mother, but he couldn’t help the surge of jealousy each time one of his peers leered down Lucy’s low cut tops or cracked jokes about fucking her in the lockerroom.

Deep down Tony knew the truth, he was madly in love with her and in reality his chances of ever breaking out of the friendzone were pretty nonexistent. Even the one awkward time that spin the bottle had paired them up at a house party, and Tony’s stomach at filled with tense butterflies, Lucy had loudly protested “omg, this is so weird, it’s like kissing my Brother!”

Sometimes he felt like Lucy knew he was crushing badly on her, just now and then the odd moment would pass between them. When she asked him to rub sunblock on her back and slowly untied the back of her bikini to let him do it, or when they were watching a film together and she’d gradually weave her feet into his lap, so close to his cock that he’d become solely focused on not getting an erection. But other times she acted completely oblivious to his subtle hints and off hand comments that dating might be so much easier if they just married each other.

The first real test had come when Lucy began dating Brad. Brad and Tony had never particularly got on, Brad was the typical jock type, taller than Tony with much more muscle, Brad was the kind of guy to helicopter his dick around in the lockerroom pretty much since the day he’d learnt it was bigger than most of the other dudes. Fortunately, it seemed their relationship had been a brief flash in the pan. After a few weeks of dating, Lucy had girlishly confided in Tony that she’d lost her virginity to Brad whilst his parents were away last weekend. Even though he knew it was inevitable the news still stung Tony like a whip. Here they were, hanging out for their Friday movie nights that had been tradition for the past 5 years and she was gossiping away to him like he was her gay best friend.

“And honestly it was HUGE, Tony, I didn’t know they even made them that big. I didn’t think it was going to fit, like, inside me, you know?” Tony bristled, no he did not ‘know’ given he had no plans to ever fit a dick inside him. Lucy continued on without noticing Tony’s bubbling resentment, “but he managed it after a starting slowly and once we got going it was AMAZING”. Tony said nothing, what exactly was she expecting him to say? Lucy, it transpired, did not wait for a response but continued describing the detail of her first pounding, oblivious to the mental cucking she was putting Tony through, “the only bad thing really was that he didn’t last that long, like, I could have kept going for at least twice as long.”

Finally, Tony thought, the man has a flaw. “Yikes, that sucks, like less than five minutes?” Tony’s hopes soared, it didn’t matter if Brad’s cock was clearly enormous, if the dude busted quickly then they’d never last.

Lucy burst out laughing, “oh my fucking god no, hahahaha, like 45minutes, maybe an hour? 5 minutes, hahaha Tony you are SO funny” she gently pushed his shoulder in a teasing way, his heart sunk. “So then, when are you joining me in the no more virginity club huh? How’s it going with Susie?”

Susie was one of Lucy’s friends she’d tried unsuccessfully to set up with Tony a few months back. They’d gone on one lousy date where Tony had paid and then spent the whole time regretting choosing such a pricy place to get two coffees.

“Err, it’s kinda fizzled out, I’m not sure we had that much chemistry” Tony replied uneasily, he’d yet to properly tell Lucy or Susie that he wasn’t keen on the idea of a second awkward date filled with long silences and avoiding eye contact.

“That’s a shame Susie thinks you’re SO cute, she’s always had a thing for the more nerdy guys” the backhanded comment was not out of character for Lucy; she often made these little insinuations, Tony was always ‘little’, ‘nerdy’, ‘dainty’, he’d never called her out on it and now it had stuck.

“Yeah, well, maybe a second date is on the cards, we’ll see” Tony looked across as Lucy, she was clearly no longer listening. She’d picked up her phone and her attention was channeled only towards a Snapchat she’d received from Brad.

“Omg, Brad has just sent me a dick pic!” She practically squealed, “do you wanna see? It’s honestly the biggest I’ve ever seen” Lucy shuffled closer to him on the sofa, barely waiting for him to respond she tapped the little red dot to reveal an enormous thick cock, easily 8” and thick as her slender wrists. Stunned by the sudden hairpin change in conversation Tony stuttered “what, no, I don’t wanna see that shit” but it was too late the image was burned on his brain. He’d looked away so quickly that he barely read the caption, but registered later that are definitely included the word ‘dork’, which he could only assume had been in reference to him.

“I mean, look how far that thing comes away from his body” Lucy continued, once again ignoring all signs of discomfort from Tony, “it ends like way up here” she put her hand halfway up Tony’s stomach and rested the tip of her fingers on his abs. “That’s a fucking horse cock!” Tony looked down in horror as she eyed up the distance from his bulge to the tips of her fingers. He could tell she was thinking there’s no way his cock could be the same size as Brad, but did she have to do it in such an obvious way?

Tony shifted uncomfortably, there was nothing he could say in response to that without giving his size away, and yet his dick twitched, Lucy had never been so close to touching his cock. She was practically staring straight at it. “Yeah” Tony said flatly, “that’s mad” he added, unsure of what exactly Lucy wanted to get out of his demonstration apart from making him feel inadequate. Almost as soon as it had started the tension broke, Lucy was replying to Brad with a string of 🥵 emojis.

“That was naughty of him, I’d told him not to send me anything coz we were hanging out” she added nonchalantly.

The rest of the evening passed the way it always did, their movie finished and shortly after Lucy’s older brother Dylan came home. He was 21 and treated Tony like a younger brother, they’d spent many summers hanging out and Dylan was always up for hanging out with them both. After a few minutes chatting Dylan offered to drive Tony back, it was only a 15minute walk but seconds in the car. Sometimes Lucy joined them but today she was clearly too engrossed in the ongoing Snapchat dialogue with Brad. Giving Tony a quick hug goodbye they parted ways for the evening.