Time For a Road Trip Ch. 02

Josh and Shelby were climbing into his truck after the concert ended. They were heading back to his hotel. Josh was navigating the traffic exiting the venue's parking lot. Shelby was tipsy from the drinks her and Jess were drinking while Josh and Chris only had a few so they were OK to drive.

"I never realized how high your truck sat up. You'd have to be in a semi or something to see in here, " she giggled as she looked out the window. She immediately turned and dropped her head in Josh's lap. She started undoing his zipper and pulling his flaccid penis through his fly.

"What are you doing?" Josh asked as he tried to concentrate on the stop and go traffic in the parking lot.

"I'm going to suck this big dick of yours silly," Shelby said with another giggle. With that she lowered her head and stuffed as much as she could in her mouth and started sucking him to life.

Josh groaned as he felt her warm mouth coaxing blood into his member and bringing it to attention. "You're such a good little cocksucker," he moaned. Shelby slid her mouth up and off of him. "Sorry," Josh said based on their last conversation about dominance.

"It's fine. I'm feeling especially naughty tonight. You can treat me anyway you like," Shelby said before placing the massive erection before her back in her mouth.

"Oh yeah? So I can tell you what a little slut you are and make you beg for my big dick?" Josh asked. He heard her moan around his dick and he continued. "Show me how much you want this dick. Suck it you little whore."

Shelby's head bobbed up and down his shaft at a rapid pace. Each time she went down she tried to take as much of Josh's fat head into her throat as she could. Each time she gagged. It didn't stop her. She forced herself to take him deeper and deeper until she felt the bulbous head stretching her throat.

Once she got it in her throat Shelby gagged, but she held it there. Drool was running down the sides of his shaft, coating him in her saliva. She pulled her head off and she could see the shiny saliva coating his massive tool. She wrapped her hand around it and started to slowly slide it up and down as she spoke to him in a demure voice, "I want your big cock inside me Josh. Please stretch my tiny pussy out with it."

Josh placed his hand on the back of Shelby's head and pushed it back down on his hardon. She didn't resist. She sucked and bobbed, taking it back into her throat again. Once again she choked and gagged. She held him there as long as she could before she released him and started to stroke him while she caught her breath. She repeated this cycle until she heard Josh turn off the ignition.

Josh told Shelby to put his dick away and zip his fly. She did as she was told and stepped out of his truck. No words were said as she followed him into the hotel and up to his room. He opened the door and Shelby followed him inside. Once the door closed Josh turned on the light and stepped up behind Shelby. He grabbed her waist and pulled her ass against the bulge in his jeans.

"Before we do anything I just want to make sure we're clear. You want me to treat you like a slut tonight?" he asked. Shelby pushed her ass harder against him and nodded. "You want me to be rough with you?" he continued. Shelby moaned. "Ok then you have to tell me if I'm too rough or I cross the line with anything I say. Deal?"

"Deal. You can be rough. Just don't leave marks and don't hurt me. I'll let you know if something crosses the line," Shelby said in a soft voice as she started grinding her ass into him. "Now please fuck me with your big dick."

Josh smiled. He released Shelby and sat on the bed. "Strip," Josh said. Shelby removed her clothes and tossed them aside. She stood in front of Josh completely nude. "So you want this dick in you do you? Prove it. Stick your fingers in your pussy. Get in there deep. I want to know if you're wet enough for this big dick," he said.

Shelby was nodding in answer to his question and she did exactly as she was told. She slid a finger inside of herself and worked it deep inside. Josh smacked her hand drawing a whimper from her. "I said fingers. More than one," he said. Shelby withdrew her finger and lined up a second finger to join it. She plunged them deep inside of herself with a moan. Josh let her slide her fingers in and out of herself for a couple of minutes then he said, "that's a good slut. Now add another."

Shelby did as she was told and she was fucking herself with three of her fingers. She started panting hard as she did. Josh didn't want her coming yet. "Stop. Pull them out and show me." She removed her fingers and presented them to Josh for inspection. He saw they were glistening with the wetness from deep within her.

"On your knees," Josh commanded. He removed his shirt and kicked his boots off. "Take off my jeans," he ordered Shelby. Her hands went to his belt and undid it. She unbuttoned his jeans and lowered the zipper. She then tugged at the waist pulling them down to his ankles. She visibly licked her lips when she saw the tented boxers before her.

Josh stepped from the jeans and kicked them to the side. "Now the boxers," he continued with the commands. Shelby's fingers hooked the elastic waistband and lowered his underwear. She sighed when his massive organ sprang into view. She started to reach for it when Josh grabbed her hand and stopped her, "Use your mouth. Only your mouth."

Shelby opened her mouth wide and engulfed as much of Josh as she could. With her hands she pushed his boxers to the floor. She felt Josh's hands go to her head. He pushed his hips forward and started slowly pumping in and out of her mouth. "I'm going to fuck this slutty little mouth of yours. While I'm doing that, put those fingers back in your snatch and get it loosened up for me. But don't cum. If you cum you'll be punished." He felt Shleby's moan reverberate along his shaft. He looked down and watched as she worked not three, but 4 fingers inside of her.

With each stroke Josh tested how deep he could push himself into Shelby's throat. Each time he did she gagged. Occasionally he would hold himself there for a few seconds before pulling back. He had been feeding himself into her throat slowly over and over until finally he felt her throat was stretched enough that he could push the whole head into the entrance to her esophagus.

Shelby was slurping and sucking on Josh's rod as he worked himself in and out of her mouth. At the same time she was slowly stretching her pussy out with her four fingers. She moaned. She was enjoying being Josh's personal fucktoy for the night.

Josh started to pick up his pace. Each inward thrust lodged the bulbous head in Shelby's throat. She would gag and tear up at the invasion, but she didn't stop him. She felt Josh starting to swell in her mouth. She knew he was about to cum. She sucked harder trying to hurry the process.

"Oh fuck yeah. Your little whore mouth loves to suck this dick doesn't it?" Josh groaned as he pumped Shelby's face.

"Mmm hmm," she responded around the shaft sliding in and out of her mouth.

"I'm going to cum. I'm going to cum right down your throat," Josh said.

Shelby whimpered when he said that and her free hand reached up and cupped his swollen balls. She rolled and played with them. They were heavy in her hand. She lightly raked her manicured finger nails over them as his strokes got shorter and focused mainly on her throat. She was breathing only through her nose now as Josh had made it completely impossible to breathe through her mouth.

Josh thrust forward with one last thrust. He forced himself as deep as he could go. Shelby felt a ripple run along his shaft. He pumped shot after shot of his hot cum down her throat. Shelby tried to swallow but Josh's size wouldn't allow the muscles in her throat to constrict at all.

After about the fourth or fifth shot. Shelby started to choke. She tried to push through it but she couldn't. She placed both her hands on Josh's hips and pushed back. Initially Josh held her in place but Shelby started lightly slapping at his legs. Josh released her head and Shelby extracted him from her mouth. She coughed and gagged.

Suddenly Josh asked her in a softer almost worried tone, "Are you Ok?" She continued to cough and she hung her head for a second trying to catch her breath. Once she did she held up a finger indicating she needed a second.

She raised her head to Josh. Her eyes were teared up and her eye make up was running down her face. "I'm Ok." Her voice was hoarse as she spoke. She then surprised Josh by plunging her hand back inside of herself. "Keep going," she said.

Josh took a second to gather his thoughts. Once he had collected them he looked Shelby over. He was going to enjoy fucking this woman tonight. "Are you stretched out for me?" he said back in character like nothing had happened.

"Yes." Shelby moaned.

"I'll decide for myself. Take your fingers out of your pussy and lean over the bed," he told her.

Shelby raised up and laid on her stomach on the bed, bent at the waist. Josh came up behind her and stuck two of his fingers inside of her. He worked them in and out. Shelby was panting in short breaths as he did. Josh added a third finger. His hand picked up speed and he pistoned his hand in and out of her rapidly.

Josh kept this up for a few minutes until he recovered from exploding down Shelby's throat. Once he was fully erect again he removed his hand. He kneeled behind her and started slapping his cock on her ass cheeks. "Do you want me to fuck you?" he asked

"Yes," Shelby answered.

Suddenly she felt a sharp sting across one of her ass cheeks. Josh had smacked her with his hand. Shelby yelped and buried her face in the comforter to keep from crying out. "Answer the question the right way," Josh said in a low menacing voice.

"Yes. I want you to fuck me with your big fat cock," Shelby replied.

"Tell me you're a little whore and you need it," Josh continued.

"I'm a dirty little whore. I need your big cock in me stretching out my filthy slut pussy," Shelby said in a soft almost defeated voice.

Josh ran his swollen head up and down her protruding lips. He teased her causing her hips to push back and try to force him inside of her. Josh would slightly pull back and to maintain control of the situation. He leaned forward and quietly spoke directly into Shelby's ear, "Do you dream of me fucking you with this big dick?"

She moaned and nodded. "Do you think of it when you play with your pussy?" She nodded again. "Is this the only dick you want fucking you?"

"Yessss. Yes, goddammit. I love this dick and I need it in me. Please fuck me Josh!" Shelby cried out.

Josh pushed all the way into her with one quick stroke. He didn't stop until his hips were pressing into the firm globes of her ass. His hands went to her waist and he started pumping in and out with long, deep, hard thrusts.

They fucked like this for nearly ten minutes. Josh would occasionally smack her ass and call her dirty names. Shelby had a small orgasm while Josh pounded into her, but he didn't stop. He just kept plowing her. She was writhing beneath him, enjoying the feeling of him pleasuring her tight hole.

Shelby was lost in pleasure when she felt her ass cheeks being spread. Before she could protest Josh was spitting directly on her tiny puckered hole. Quickly he started working one of his long fingers inside it.

Shelby wanted to say stop, but it felt so good. Instead she orgasmed. Josh picked up a rhythm between the shaft in her pussy and the finger in her ass. Shelby yelped and whimpered as he pleasured both her holes at once.

Suddenly she felt Josh pull completely from both holes. He held her cheeks apart and she felt the head of his dick start to push against her ass. "No. No we can't do that. You're way too big. It will hurt. You promised no pain," she said in a panicked voice.

Josh held his position with his head pressing against her backdoor. "C'mon Shelby. Let's just try it. If it hurts I'll stop. Let me fuck your ass," he said in a soft tone trying to coax her into letting him proceed.

"No Josh. You can fuck me anyway you want except that. I'm serious. Please don't push any harder." Shelby had turned her head and was looking at him over her shoulder.

Josh realized she was serious and no amount of promising not to hurt her or even sweet talking her was going to change her mind. He pulled back from between her cheeks and stood. He laid on his back next to her.

Shelby sensed he was feeling rejected and she wanted to remedy that so she could get him back inside of her. "Hey, I'm not saying never, but I've never had anything that big back there. I need to figure out a way to ya know, get used to it before we try it."

Josh nodded and flashed a small smile. "Ok. I get it. I just thought it would be fun. It's something I've never done and thought it would be hot for you to be my first."

Shelby leaned into him and kissed him. "That is so sweet. Just hearing that made my pussy twitch. Like I said, not saying never, but just not right now."

That seemed to placate Josh. He pulled Shelby to him and she straddled him. Josh reached down and lined himself up with her sopping hole. Shelby slowly eased down on it until she had the whole thing encased inside her.

"Holy shit!" Josh said, surprised. "I've never met a woman that can take it all from on top. Not even Jess and we've been together for well, forever."

Shelby giggled and slowly rode him. "Like I said. I love fucking this dick."

He gripped her hips and started thrusting into her, matching her rhythm. "No, you said you love this dick."

Shelby ignored Josh's comment and picked up the pace. She slid up and down his mammoth pole faster and faster. She was building towards a tremendous orgasm that would probably shut her body down for the night.

"Josh, baby. I need you to cum for me. I'm going to cum so hard and this tiny pussy will shut down when I do. I need to feel you shoot inside of me," she panted.

Josh gripped her hips harder and drove into her deeper and faster trying to hurry his own explosion. Shelby sensed he wasn't there and she tried to speed things along because she wasn't going to last much longer.

"That's it baby. Fuck my tiny hole with that big dick. Stretch it out and ruin it for any other man. Show me who owns this pussy. Fuck yessss. Cum for me daddy. Cum in your little slut," Shelby spoke in a soft, almost childlike voice.

The words hit Josh's brain like a drug. He felt himself swelling and his balls drawing tight. He pulled Shelby hard against his hips and unloaded a huge load into her. The head of his dick was pressing against her cervix and his seed was shooting straight into her womb.

Josh's twitching member sent ripples through Shelby and triggered her own orgasm. Her head flew back and she cried out. Every muscle in her body tensed and released as she had one of the most intense orgasms of her life. The walls of her pussy alternated clamping down on Josh and almost trying to push the hefty invader from within her.

Soon the orgasmic waves started to lessen and Shelby collapsed on Josh's chest. They both lay there breathing heavily. Soon Josh's hardon began to deflate and he moved his hips to slowly withdraw from her. This caused an almost painful sensation to shoot through Shelby. She yelped and rolled away quickly.

Soon they both caught their breath. Josh was the first to speak, "I've never asked you this. Should we be using some protection?"

Shelby smirked, "I'm on birth control, but I've also never had somebody that deep inside of me."

Josh tensed at her comment. Shelby laughed and looked him in the eye, "Don't worry they make a pill for that. I'll pick some up when I get home tomorrow. We'll be fine."

She could see the relief in Josh's eyes when she said that. She lay there trying to summon the energy to get up and get a drink. Her throat was raw from where Josh had driven himself deep into it. Her vagina ached from being stretched and pounded. Every muscle in her body was on fire. She knew if she was already this sore, tomorrow she would feel like she had been in a car accident.

Shelby finally forced her way to her feet. She retrieved a cold bottle of water from the mini fridge and looked at her phone. It had been just over two hours since they pulled out of the parking lot of the concert venue. There were no texts from either Jess or Chris indicating they were done having their fun.

She went into the bathroom and took a quick shower before returning to the room and gathering up her clothes. She dressed and sat on the bed next to Josh. He was dozing off so Shelby decided to reach out to Jess. She pulled up her contact on the phone and typed a quick message, "Let me know when you're ready and we'll figure out how to get back to our own rooms. No rush."

Shelby laid down next to Josh and shortly she was also starting to doze off. She heard her phone ping indicating a text. She picked up her phone and noticed it had been almost 30 minutes since she texted Jess. She opened the text. It was from Jess, "Chris said he would drive over and drop me off and pick you up. Should be there in about 20 mins."