The Road Trip

 The Road Trip

Chapter 1

by Noopster

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DISCLAIMER: This story is a work of absolute fiction based on nothing real or plausible at all. Fantasy is legal and this shit is ridiculous anyway. Thanks for reading.

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Lily Collins and Charlie McDowell had a lot in common. Both of them were children of British Fathers and American mothers, and had had to grow up with the dichotomy of the rigid and gloomy, British tradition, and the colorful licentiousness of American culture of excesses. Brought up in luxury, but always in the shadow of their famous Fathers.

In the beginning, it had been those similarities that made Lily feel immediately close to him. He just seemed to get her, in a way that none of her past ex-boyfriends had even come close to. Lily's last serious relationship had ended badly, with so much drama and viciousness that it made her rethink her whole approach to men and relationships. She'd made the decision of staying single for a while and get to know herself better, figure out what she wanted and didn't want, what she liked and didn't like, what type of man she was looking for and what kind of girlfriend she wanted to be.

Over that span of time, many guys tried and failed to win her affection, and who could blame them, Lily was a dream of a woman, a smart, talented and sincere beauty queen with the tight body of a gymnast, the glamorous face of the most beautiful of angels, and nothing but kindness and tenderness in her heart. But none of them had what she was looking for, until Charlie.

Charlie had arrived and put an end to all of that waiting. In just a couple of months he had somehow managed to make Lily lower all of her defenses and open herself up again. The chemistry had been so strong that she had chosen to ignore one of her own dating rules by sleeping with him after only the second date. That night, after he had taken her to the peak of pleasure and filled her with his seed, Charlie had fallen asleep with his head on her stomach, and Lily had lovingly stroked his short hair until she too fell into dreaming. They had said goodbye the next morning with another steamy session in the shower and from that moment on, Love had kept hitting Lily like a bus to the face every time they were together. Everyone witnessed the change in her. Her close friends noticed her smiling to herself all the time, her coworkers complimented her on how cheerful and energetic she seemed and even her fans had to acknowledge the new man in her life when practically all of her Instagram posts became longing captions and suggestive photos, , all dedicated to him.

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MONDAY

The yellow light of the rising sun woke her up. She groaned softly and lifted her head from the pink pillow that rested against the car window. When she saw the road before her disappearing under the hood, she remembered that she was with Charlie, and she turned to him and took his hand from the gear shift and held it in her own.

"Hey there, sleepyhead," he said with a warm smile, turning to admire that angelic face of hers.

"Mnnngg!" Lily groaned, stretching her back before resting her head on his shoulder.

The road trip had started very early that day, before there was even a hint of light on the horizon, and she'd fallen asleep soon after they had left L.A. behind.

"So... are you ready to tell me where we're going?"

"It's a surprise."

"That was what you said last night, when you showed up with suitcases and camping gear out of nowhere," she said, looking up at him. The week-long road trip had come to her more as an announcement than an invitation. Charlie had not asked her if she wanted to go, he had told her she was. "Now, I love the idea of spending a whole week with you, baby, but I would like to know what your plan is."

His eyes left the road and focused on her. The soft light from the East was making her squint and her fresh and natural face was devoid of any makeup but still breathtakingly gorgeous. "It'll be a fun week," he said, and kissed her sweet lips.

"Okay, Mr. Mysterious," she said, smiling.

Charlie held the steering wheel with his left hand and wrapped his right arm over her, his hand resting on her hip as she leaned on him. There was a moment of pure, silent bliss between the couple; nothing but the faint rumble of the motor and the low hum of the road passing below them. It was just Charlie and her, close together, enjoying each other as much as they could before she'd had to leave for Paris and be painfully away from him for several agonizing months. Lily took a deep breath and savored the moment, so she could remember it forever.

"Oop!" she suddenly exclaimed when his hand slipped down and squeezed her butt. "Someone's a little frisky..."

"You remember what you said last night?" he asked, eyes fixed on the road while his hand traveled up her side and under her loose t-shirt.

"Pretty sure I was drunk last night," she replied, feeling his warm fingers slipping under the cup of her bra.

"You said that you were tired of being so boring and that you were desperate to try new things."

"I really said desperate?"

"Oh yes, several times. Now I don't think you're boring, obviously, but I do think it might be good to you to be more open..." he paused, found her nipple between his fingertips and gave it a slight pinch, "...more adventurous."

Lily stifled a moan. "And by adventurous you mean..."

"Question number 3. What’s the weirdest thing that turns you on?"

"What? Oh wow, it's way too early for that kinda of question," she said, pulling at his hand.

"Stop deflecting. Answer the question."

He knew her too well already, and the way he would call her out on her bullshit was one of the things she loved most about him. When his hand slipped back in to cup her breast, she bit her lip and moved her hands out the way.

"Well, I mean, I don't know... actually... I don't know, I just like regular stuff I suppose." She thought about it for a second and then pulled a strand of brown hair behind her ear. "Wait, is this from the quiz last night?"

A slight shade of red took over Lily's pale cheeks as she thought of the stupid quiz she had found in a magazine the night before. It was supposed to be just a series of provocative questions designed to get couples to get to know each other sexually better. But what it had revealed was that Charlie had experienced a lot more than her.

To question number 6, "What is the weirdest place you've had sex in?", Charlie had a hilarious story about him and a girl from craft services fucking inside a prop volcano on a movie set. Lily's answer had been: ""I don't know, my parents house? I don't have sex in weird places, baby." To question number 13, "Do you prefer professional or amateur porn?" Charlie had answered the latter. She said she didn't watch any kind of porn. Every single question on the quiz went the same way, with Charlie confessing something kinky and interesting and every one of her tame answers paling greatly in comparison until she began to feel too self-conscious about the whole thing and closed the magazine.

That was the one thing they didn't have in common. Lily had always steered clear of the wild side of celebrity life for fear it would consume and almost ruin her like it had done to her Dad, and to so many young men and women in the entertainment industry. The drugs, the sex, the wild and promiscuous parties, she'd avoided almost all of it. And Charlie had done it all. He'd taken everything that his privileged life had offered him and come out the other side unscathed. That was a part of his life that fascinated and intimidated her. She would never say so, at least not when sober, but Lily envied that, and he knew.

"So what? Are we going to have sex at Disneyland or something?" She laughed after posing the question. It was a nervous laugh and they both knew it. When he kept quiet, her face turned completely serious with a shade of fear across it. "We're not gonna have sex at Disneyland, are we?!"

"Heh, no," Charlie chuckled, switching to fondle the other small breast. "But we're gonna get you some better answers, starting right now."

"Right now? What do you mean?"

"How about you take off your bra."

"What?"

"I have a proposition for you."

"...okay, let's hear it."

"For the next 8 days I want you to forget you're Lily Collins."

"Hmm, and who will I be then?"

"You're just Lily. You're not famous or rich, you're just a regular person."

"And this regular person doesn't wear a bra? How convenient..." She laughed, but then she saw how serious he was.

"Question number 3. You know what really is the thing that turns me on?"

"What?"

"Pushing boundaries, taking risks," he said, and the word was accompanied by his hand closing harshly around her tit.

"Risks, huh?" she repeated, "So what kind of risks are you planning on taking?"

"Oh I wasn't talking about me..."

"Huh? Oh you mean me?"

"I'd like you to use this trip to let go, Lily. Put yourself in my hands and let me show you all the fun things you've been missing."

"Wow, okay... so getting me to take risks... whatever that means, that's something that turns you on?"

"It is. And if you trust me and let me guide you, I think it'll turn you on too."

"I don't know, baby, I--"

"Don't you want to stop being boring?"

"Hey!"

"You said it, not me."

"Yeah, yeah, I know. I mean, what are we talking about here?"

"It's a yes or no question, Lily. You either trust me on this or you don't."

"Of course I trust you, baby, but this is like..."

"Just say yes and let me take care of everything and by the end of this trip you'll have great answers for every single one of those questions, I promise. Or you can say no and keep on wondering, calling yourself boring when you get drunk. It's up to you."

Lily considered his offer. The thought of taking that leap scared and excited her in equal measure. But this was Charlie, the man she loved, telling her it would be okay. She wanted to make him happy, make him proud, to get on his level and be his equal, instead of feeling like a dumb little girl every time the subject of sex came up between them.

"Okay."

"Okay what?"

"Okay. I'm in your hands, let's have some fun," she said, leaving a small kiss on his cheek.

"So you promise to keep an open mind and do what I tell you?"

"Yes."

"And you trust that I will keep you safe no matter what?"

"Okay, now you're freaking me out a little bit, but yes, I trust you."

"Okay then, take off your bra."

Lily left his side and sat up right in the passenger seat. She looked right and left and reached back. Her fingers fought the small metal clip holding her 32A bra together and then she pulled it off, a cute grin on her face as she tossed it on the back seat. The sun was higher up now and it's warm rays shone on Lily's chest where the shape of her two small mounds and hardened little nipples was clear and well-delineated against the thin white fabric of her old t-shirt.

"Now what?" she asked daringly, eager to get the game going.

"Now you're gonna flash that old guy, he said, nodding in the direction of the white cargo van they were slowly catching up to.

"What?! I can't do that!" she protested, blushing again just from the mere suggestion.

"Why not? He doesn't know you. You'll never see him again. Just flash him a little bit, make his day." He paused, then added, "...unless you wanna be boring."

That last sentence really got to her, just as he expected it to. Lily knew what he was doing by calling her boring. She felt like Marty McFly, being goaded into doing something stupid out of pure, dumb pride, but instead of calling her a chicken he was calling her boring, and instead of getting into a fight with Biff, she was going to expose herself to a complete stranger.

After a few agonizing seconds she finally decided. "Fine," she said while unbuckling her seat-belt and rolling her eyes, but there was an excited smile on her lips she couldn't completely hide. Charlie stepped on the gas and the car slowly caught up with the white van as Lily gathered her courage, inhaling and exhaling rapidly, as if she was about to jump into freezing water.

"Now," Charlie said, and Lily turned to the window, holding her shirt up to her neck. Charlie honked, catching the driver's attention, a heavy man in his fifties with a long brown beard peppered with white. He finally noticed the vehicle squaring up with his and turned and looked at Lily's small tits, the pink nipples slightly pressed against the glass. Her pale face turned red as a beat and she pulled the shirt down almost immediately. The van's horn sounded loudly as Charlie sped up, leaving it behind while Lily laughed nervously and maniacally.

"How'd that feel?"

"Terrifying!"

"And?"

"And... exciting..." she confessed, biting one of her nails.

"I told you. Now do it again with this green car over here, but this time pinch your nipple while you do it."

"Are you serious? I'm not gonna do that!"

"Why not?

"Because... I don't-- pinch my nipples for strangers."

"You don't? Hmm, how boring."

"Ugh! Okay..." she said, and the green car was already next to them. Lily took a deep breath and waited for the driver, a bald man with glasses and a collared shirt to look her way. The few seconds it took felt like an eternity, but once Charlie honked and she had the strange's attention, the white t-shirt went up to her neck. The man's jaw dropped when she exposed herself and that reaction gave her the last bit of encouragement she needed to start tweaking her nipples while she held the shirt up with her chin. The bald man's lips twisted into a grin and she could tell he was doing all he could to stay on the road without taking his eyes off of her. Lily pinched her right nipple one more time and tugged it hard. A shiver of pleasure took her by surprise and made her squirm in her seat before she let the shirt fall back down and turned to face the road again, her cheeks burning bright red as she pretended not to see the man in the green car anymore.

"Oh my God I can't believe I just did that!" she laughed, turning to Charlie like a little girl turns to her Father after she's done something to make him proud. Her boyfriend smiled, knowingly.

"Wanna do it again?"

The question startled her. "I... yes?"

"Here we go. That brown Jeep over there, give them a good show."

The motor roared loudly as he sped up and Lily grabbed the edge of her t-shirt and rolled it up to her navel, readying it for the next flash. This time Charlie didn't have to honk, it was her waving her arm and jumping in her seat until the young man behind the wheel looked over and saw her cute little breasts pressed against the window, mushed onto the glass before the cute exhibitionist pulled back and held her mounds in her hands, pushing the soft flesh together while she licked her lips seductively. Lily had pulled the shirt over her head so she could play with herself freely, and the longer the stranger stared at her the more she wanted to do for him. She leaned forward and her breath fogged the glass as she started to tweak her nipples again, getting more and more aroused with each tweak and slight tug. Then suddenly, the Jeep jumped when it hit a bump on the road and drifted quickly to the right, almost getting out of the road before the stranger got control back and centered it on the lane. Startled, an Asian woman with long black hair raised her head from the lowered passenger seat. "Oh, whoops!" Lily laughed, a wave of hot shame coursing quickly through her, but what was done was done and she blew a kiss for the couple as Charlie began to speed away. Her cute tits jiggled as she waved goodbye and disappeared into the distance.

"I think I just got him in trouble," the flushed actress chuckled as she pulled her shirt down.

"Eh, she'll get over it. Me on the other hand..." He looked down quickly and Lily saw that the strangers on the road weren't the only ones that had gotten excited by her body. "Oh you poor baby," she said, reaching to massage the tent growing in his pants. "Is this my fault?"

"I'm pretty sure it is."

"Well let me take care of it then."

The gorgeous brunette leaned in until her knees were on the seat and her head was on his lap. She kissed the big bulge in his jeans and giggled adorably when her lips cause it to twitch. "You should stop somewhere so I can remedy this... situation."

"I think it's better if we don't stop," Charlie said confidently. With his right hand he popped the button and unzipped himself. "Oh, um, okay..." Lily said wide-eyed as he pulled his cock out through the front hole in his boxers. She hesitated for a moment, as if Charlie's cock hadn't been in her mouth countless times already, and he grabbed it and pressed it on her lips. "Have you ever given road head, Lily?

"Well, no, but... I guess that's about to change, huh?"

"Good girl..." Charlie sighed when Lily began to kiss and lick the underside of his shaft. She always treated his member with love and tenderness, but there was a different energy to her kisses in that moment, an impatience in her lips and her tongue as they traveled up and down his manhood that he had not experienced since their first few nights together.

"Oh, that feels good," he said when she wrapped her lips around the head, encouraging her not only with words but with the right hand that patted and stroked her brown hair. "I bet it does," she replied, taking a small break to admire the wet prick, its 8 inches made to look even bigger by her tiny, delicate hand. She stroked it a few times and when she put it back in her mouth she felt his hand traveling from her head to her back and all the way down to her ass. He tapped her pussy a couple of times through her sweatpants and when she moaned discreetly around his cock he tugged on the fabric and took it down with one swift pull. Lily felt the coolness of the A.C. on the back of her bare thighs and his finger sliding between her cunt lips. She was wet, so wet that his digit found no resistance as it entered her and soon she was pushing her butt out to meet his hand and the moans around his cock were not so discreet anymore.

The thick cock filling her mouth, the loving fingers exploring her insides, it all felt so good that Lily forgot where she was for a moment. But when she felt the car slowing down she had the strange feeling of being watched.

"What's going on?" she said, and when she looked up there was a kid, couldn't have been older than 19, watching her blow her boyfriend from the passenger window of an 18-wheeler.

"Oh my God!" she exclaimed, trying to hide her face from him.

"Just say hi, baby." Charlie's right hand returned to her face and smeared her skin with pussy juice as he lifted her chin to make her meet her spectator's gaze.

"Come on, don't be so shy," he said calmly, and Lily raised her tiny hand and waved awkwardly a couple of times while her boyfriend tapped her left cheek with his wet cock.

Uncertain but still willing, Lily gave a shy smile to the onlooker and grabbed her boyfriend's manhood again. She felt extremely embarrassed, knowing she was being watched, but the image of his prick dripping with her saliva pushed her over the edge. She shoved the meat into her mouth and kept her lips tightly wrapped around it while she boobed her head up and down, one hand on the seat to keep her balance and the other hastily stroking the lower part of his shaft. She heard his breathing getting labored and her tongue began to swirl around the head just as his hand returned to her dripping little cunt. Two fingers penetrated her this time and the wet music they made going in and out of her harmonized with the loud slurping of her pretty mouth that seemed to beg for his seed with every zealous lap and stroke.

She was too focused on her boyfriend's pleasure, as well as her own, to notice that they had left the big truck behind. In its stead there was an old minivan, full of what seemed to be college kids going back to their hometown for the summer. The five of them had their phones out and zoomed in on the petite brunette's pink and glossy lips, and the manly fingers that kept prodding and invading it. Charlie had given them the thumbs up and, pushing her head down to make her swallow more cock and keep her from realizing what was going on behind her, he had made it a point to match their speed so that they could get a great look at his girlfriend's ass and pussy.

With her cheeks hollowed around manmeat, Lily kept sucking with joy, unaware that it was five guys watching her instead of just one. Charlie's finger were wreaking havoc inside of her and she found herself remembering the faces of the men she had flashed as heat and friction and pleasure built up between her thighs and exploded into one powerful spasm of ecstasy. Lily's petite body was still shaking when she heard Charlie warn, "Oh fuck, I'm coming, I'm coming!" right before a hot spurt of cum hit the roof of her mouth and splashed back down on her tongue. She tightened her lips around him and stroked and stroked until every last creamy drop was swimming in her mouth. It was a big load, and a few drops of cum and spit spilled when Charlie's cock popped out of her mouth. For some reason, the first thing she thought of was to look up at the kid in the truck, and she felt a little bit disappointed when there was no one there.

"Ahg ngh t ghpit!" Lily struggled to say, holding a hand under the mouthful of jizz she was trying not to spill while warm pussy juice cooled off on the back of her trembling, pale thighs.

"No, don't spit yet. Show them first."

'Show them?' Lily thought, before turning around to face the horny students that had been staring at her pussy for the last 5 minutes.

"Show them, baby," Charlie insisted, his softening cock now resting lazily on his thigh. Lily's mind was blank, it was all happening so fast. The students were laughing and cheering, blowing her kisses and licking the window. For a fraction of a second she was really angry at her boyfriend for tricking her like that, but then she opened her mouth and she showed them Charlie's cum swimming on her tongue. She wasn't really sure why, but when her lips parted and cum and drool ran down her chin and the guys in the minivan went still and quiet, staring at her with awe like one does at a beautiful painting, Lily felt happy, proud, intoxicated.

The beautiful actress closed her mouth and then opened it again, empty of her lover's seed that had now found the way into her stomach. Five young jaws dropped to the floor in stupor, and then one of them said, "Hey, is that--"

"Go! Go! Go!" Lily shouted. She had seen the student's lips form the dreaded words, an even if she hadn't, that familiar look on his face had been enough to let her know that he had recognized her, that he knew exactly who she was.

Luckily, Charlie was done playing with them and in a few seconds his fancy car had left their crappy minivan behind. Lily returned to her seat and sat up straight and stiff, her pretty face glowing red, chin glossy with saliva and wet stains on her t-shirt.

"Are you okay?" her boyfriend asked, genuinely concerned by her catatonic reaction.

Lily turned to look at him, her cute, fuzzy eyebrows pulled into a tense frown.

"That. Was. So. AMAZING!" she blurted out and her whole face turned into one big and heart-warming smile. She burst into laughter. "I can't believe we did that!"

Charlie smiled. "You swallowed. You never swallow."

"I know! I mean, I don't know! I don't know what came over me, I--"

Charlie pulled her in and kissed her. "And you came."

"Yes, I... Oh my God that was so good! I never imagined--" She stopped, because what she had just experienced was still too raw to even put it into words. "I've never felt so alive."

"We're just getting started."

"What? What's next?"

"You'll see."

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To Be Continued...