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Road Trip Adventures (ShawnS1991 x EtherealElvenEmpress)

Lisa couldn’t help it but every so often she fell asleep. Hopefully Shawn wouldn’t mind after she ate her apple she ended up leaning against window and let her hair fall in her face as she dozed off quietly. She must have been exhausted!

He drove well and she felt safe enough to sleep which was a very good sign for him. Waking up when he mentioned the hotel she’d yawn and even stretch out. Even with a nap she was still tired so having a hotel would help her stretch out and relax. Lisa had her backpack and had some clothing with her she wasn’t just traveling fully like she had a couple of bags in the back nothing too heavy. Her backpack had her clothing and her wallet and things she needed like her cell phone. The other one had toiletries which any driver wouldn’t mind picking up a girl with very few bags.

“Hmm? You mean like sightseeing I’ve never been here before. Is that okay? Maybe I can pick up some work while I’m here before we move on I can probably make some money. I saw in the movies that you can wash dishes and make money so maybe I can try that.” She said with a little yawn. Even sleepy as she was she was enthusiastic and she had ways to try and make a few bucks here and there and once they got to the city she would try to do something especially since he was paying for the hotel.
 
Shawn helped Lisa with her things, walking into the motel with her. He set his overnight bag and Lisa's bag on the floor as he waited to be seen by someone at the counter. He smiled at Lisa and said to her, "You must have been sleepy, you kept nodding off earlier. I don't know if anyone has ever told you but you look cute when you sleep." He couldn't help but just look at his lovely travel companion, taking in her shorter statues, his eyes glancing at her more pronounced breasts. His focus was broken when a man came to the counter to help them. "Uh yes, just one room please. For one night." He started to reach for his wallet for his credit card. The man behind the counter looked at what was available and said, "It looks like all we have are single rooms." He looked at Shawn and glanced at Lisa, no doubt trying to figure out if Lisa was his girlfriend or his daughter or something. Shawn glanced at Lisa before saying to the man, "Oh uh, okay, we'll take that." He said to Lisa, "You get the bed and I'll crash on the floor. That okay?" To be honest he wanted to share the bed with her, but he didn't want to come off as presumptuous. The man behind the counter took Shawn's card and filled out a form and it wasn't but a few minutes before Shawn was given a room key.

He walked with Lisa to the room, unlocking the door and opening it, but standing aside and letting her go in first. He shut the door behind them both and he walked to the one bed and set their bags down on it. It wasn't very extravagant, but it wasn't run down, either. In any case, it was a chance to take a break from the road. Shawn walked over to the window and opened the curtains to let some natural light in and see the city outside. "What do you say in a little bit we go out and walk around the area, see what's around, huh?" He stepped closer to Lisa, his hands repeating the motion from earlier with her hair. "Or if you're still sleepy, we could take a nap, or maybe...do something else?"
 
Lisa couldn’t help but yawn again. She didn’t realize how tired she was until she dozed off for that leg of the ride. Once at the hotel she grabbed her lighter bag but Shawn took her other one and helped her inside. Once at the counter the staff told them all they had were single rooms and that was fine. She honestly slept on worse for this random road trip Effie he picked her up.

“I can sleep on either. It’s not fair you get the floor. Take the bed. I can easily sleep on the floor.” Lisa offered. She wasn’t going to be rude and take the only bed. “Do toy think we can get an extra pillow and blanket?” She asked the staff. Placing her bag down once he opened the room. Lisa would let Shawn touch her soft raven hair again. He really seemed to like that, but she couldn’t figure him out.

“We can do anything you want. You are helping me out by getting there. If you want to go out we can. Stay in we can. It’s up to you.” Lisa was very down to earth and not really in a rush to get anywhere but he was her ride self in her mind she was here to do whatever he wanted to. He was letting her stay at the hotel and even paying for it so she wasn’t sure but she wanted to know what he desired right now.

She was very far from an escort but she at least knew her worth and if he asked she would do it. To be honest Shawn was not like the usual drivers that picked her up. Most could not keep their hands off of her. Maybe this one just wanted a bed instead of a back seat.

“It’s okay if you want to touch me you know. I won’t get upset. I’m learning how hitchhiking works.” Lisa was different because most American girls would probably charge the man for touching them but here she was understanding how trading and bartering work so she was willing to do mostly anything as long as it wasn’t too humiliating.
 
Shawn stepped closer to her, his hand gently cupped her cheek, moving under her chin to tilt her face upward to him. Without asking he leaned in and pressed his lips to hers. Pulling away he smirked and said to her, "This isn't about the hitchhiking, Lisa." His lips pressed to hers once again. From thought forming in his head he was starting to get aroused, like before. How did he want to have her first? A nice sensual missionary position or was she more of a doggystyle girl? Maybe she likes to ride?

Stepping away from her, Shawn sat on the edge of the bed and just stared at the girl that stood before him. She looked so innocent, but he knew she was learning how girls like her made it across the country. He pat his leg to indicate he wanted Lisa to come sit on his lap. The pecks in the lips were mere precursors to wanting to make out with her a little before really getting down to business.
 
When Shawn stepped closer and took her chin in his hands before he kissed her. This was interesting since most men just wanted something more and got right down to business. She didn’t pull away since she was prepared for something though not this. She froze a moment before the kiss was broken and he said something confusing.

“Not about hitchhiking? Then what is it about?” She asked before his lips found hers again only to break the kiss and Pat his leg. Oh she was obedient and followed what directions he had for her. Taking a moment to shift and sit on his lap. Lisa had an innocent looking face who’s was probably why she was constantly picked up. Luckily for Shawn she was early on in her journey and only had a handful of experiences. So few she could count them on her hand.

Shawn would see her shuffle a bit to pullout a folded paper in her dress pockets that she’d unfold in front of him and took a moment to read.

“Sex is okay. Protection please. I can use my hands and mouth and breasts if you like. Gentle please. This is my first trip across America please take care of me and help on my summer vacation. I am thankful for your help.” She read off something her friend helped her write but her accent was more heavy as she tried to read it properly. Her English was proficient but her terminology could use some polishing, but it gave away how she was still new trying to figure out how to navigate this new way of traveling.
 
After Lisa read from her paper, Shawn grabbed it and set it beside him on the bed, his arm wrapped around Lisa's waist as she sat on his lap. "We'll have to get protection when we go out. I wasn't expecting this, so I don't have anything. But...we can kiss, right? Maybe take you up on your offer, and maybe I'll give you a little pleasure too?" His other hand started to slowly rub her leg and he leaned up to press his lips back onto hers again. He wanted to make out a little before having Lisa pleasure him. Or him pleasure her if she'd let him.

Shawn slipped his hand under her dress and slowly moved it between her legs. He understood Lisa used her mouth and hands for rides, but he wondered if the favor was ever returned. Did anyone ever rub between her legs, maybe get in the back seat and have her legs spread while they licked the juices from her pussy? As he kissed her more and his hand started to rub her over her panties, Shawn could feel himself getting more aroused. He hadn't been this way with a woman in a longtime and now his pent-up sexual frustrations were going to come out.
 
Lisa wasn’t expecting him to grab her paper but she didn’t want to lose it and at least he didn’t throw it away but set it aside. “Kiss?” She asked as her head tilted to the side still not sure why he would but kissing was nice. “Kiss okay.” It was strange that he was asking and most men didn’t one she told them it was okay to do most just didn’t ask anymore. No one ever asked for sex fully. Mostly hand and blow jobs.

Feeling Shawn’s hand move to get skirt she gasped and even wiggled. It was a smart move to kiss her and keep her in place since this she wasn’t used to as his fingers rubbed her panties making her wet very easily. Making her panties unwearable and feeling that beneath her soft silky panties that’s she was clean shaven even before he could take a look.
 
It seemed like Lisa was getting into it. She wasn't pushing him away, so Shawn kept going. His fingers teased her as he rubbed her through her panties. He wanted to tease her a little before letting his fingers creep inside, all the while keeping their lips together. Just in anticipation he was almost fully hard, wondering if Lisa could tell. He finally pulled away from her lips and just held her as his fingers finally broke into her panties, feeling how warm her little pussy was and how wet she had become. His fingertips felt her lips and slowly slid his two middle fingers inside her, feeling just how tight she was.

As he started to finger her, Shawn buried his face into Lisa's chest, kissing at her cleavage. He reached up with his other hand to start peeling Lisa's dress away from her shoulders and tugging at it to expose more of her chest. Then he got an idea. He took his fingers away from between her legs and sucked her juices off his fingers. She tasted very good. Her nectar was so sweet. He leaned up to kiss her once more before saying to her, "Go ahead and take your dress off, Lisa." He nudged his leg a little to tell her to stand as his hands started for his belt and the button to his jeans. He wanted her to show him how good she was with her mouth, but he also wanted to taste more of her juices. "Have you ever been in the sixty-nine position before?"
 
This is not usual for her especially with how he was touching her most men who picked her up only want her to do things to them and hear he was doing things to her. Lisa’s body reacted so easily. She could even hear her whimper every so often. When he slid not only one but two middle fingers into her she let out a whimper of pain. It was too much for her to really handle but she didn’t say anything she quickly tried to keep her sounds of pain from reaching his ears if she could.

When her ride pulled his fingers out of her they gave her a bit of relief. Shawn could feel how tight she was though she wasn’t a virgin she was just small down below and she wasn’t used to anything too big. When he nudged to take it up she moved, standing she listen and take off her dress leaving her in very simple white undergarments.

She blushed when he licked his fingers of her juices but when he went for his pants she knew he wanted something but he didn’t say sex he said something else and it was called 69 and that caused her to shake her head no. Whatever it was he would teach her or at least tell her what it would be but either way she wouldn’t refuse it she just wasn’t sure how to do it yet at least.
​
 
Shawn's eyes gazed at Lisa as she stripped away her dress, seeing just how sexy her little body was. She definitely took care of herself. As he watched her, he got his belt undone and unfastened the button on his jeans. He moved his hips a bit to slide his jeans down, peeling them off his legs and tossing them aside. He sat in his shirt and his boxers now, his cock fully hard and starting to poke through the front hole of his underwear. He could feel the trickle of pre-cum flow down the tip.

When Lisa shook her head, not knowing what he meant by the 69 position. He smirked and scooted back on the bed a bit and moved over so Lisa had room. He pat the space beside him and said to her, "Here, come lay down beside me, but face the opposite way, like have your feet up here by my head." Shawn adjusted himself so he was lying on his back, "And I want you to straddle my face. And while you do that, you'll be down there and you can suck me off. And I'll be able to eat your pussy. And that's what we call the 69 position." Sine sex wasn't going to happen outright just yet, Shawn thought this would be a good way to not only get him off, but make Lisa feel good at the same time. He imagined the guys that Lisa had serviced didn't care too much about her pleasure. Hopefully this would be a way for her to feel more relaxed and comfortable with him.
 
He was treated to the sight of her slim but busty form. Unblemished skin as she still had on her undergarments. He easily got himself undressed and he could see that she wasn’t shy about that but this was the first person who drove her to get her more nude than anyone else. Most just groped and rubbed over clothing. Lisa was focused on what he explained and easily followed instructions by climbing on the hotel bed in the opposite way. Her panties and bra still on but she was following his directions easily placing her face near his erectile member.

This shy, but sexy traveler knew what to do and without saying a thing she would lean in to kiss his protruding cock head through his boxers. “Spit or swallow?” She asked calmly since she didn’t know what he wanted. Most men told her to spit but they didn’t want her to have evidence in her body since she was doing something dangerous like hitchhiking. Maybe he would tell her to spit too.
 
His eyes closed as he felt Lisa's lips kiss him through his boxers. His hands reached to her hips and started to grasp at her ass. "Hmm? Oh, you can swallow if you want. Whatever you want to do." He grasped her ass hard before giving it a nice smack. His hand moved to her pussy, rubbing her over her panties again before pulling the cloth to the side to expose her wet pussy lips. He saw a little patch of hair, which he thought was cute on her. His fingertips once against felt her bare pussy, her juices coating his fingers once again. Slowly he slid his fingers back inside her, feeling just how tight she was. He started to slide his fingers in and out of her, hoping he wasn't hurting her too much. It had been a long time since he had been in such a position with a woman. He pulled his fingers away and leaned up and ran his tongue over her slit. She tasted so good, like such sweet honey. As he held the cloth of her panties away, his free hand gave her ass another hard smack, wondering if such a thing got Lisa even more hot.
 
The snack made her cry since she wasn’t expecting it. Whimper even. He said swallow and she took his words to heart as she leaned in more to kiss his tip but shifted her hand to try and move his boxers to give her more access to his throbbing cock.

He could feel how tight she was letting him see that his cock would be a hard fit but he could do it. Luckily she got wet easily for him. Her long hair hid her face as she suckled in his precum covered tip as he licked her wet folds making her let out a distinct moan. He was turning her on with his teasing which was something good to learn but he knew when he’d finally get to sex this shy traveler would milk his meat dry
 
His cock throbbed as she licked the pre-cum from his tip, he was waiting for her whole mouth to engulf him. He had to try to control himself. It had been a long time since a woman had touched him, and with all the anticipation, Shawn would probably cum too early for her. He wanted this to last as long as possible. His tongue started to flick against her lips, getting a good taste of her nectar. He pulled his tongue away and let his fingers tease her more, trying to find that sweet spot where her clit was hiding. He wanted to hear her moan from his touch. He wanted to bring her to the edge and let her cum all over him. So much of his own pent-up sexual tension wanted to just burst right out of him and fuck her right there without worrying about protection or anything. Later, though. For now the foreplay was a satisfying precursor. After they would come back later from sightseeing, he would make her his for the night.
 
Lisa was a noisy girl and when she finally took the head of his cock into her mouth the vibrations of her moans could be felt all through his shaft. The way she started bobbing on his cock was showing that she was very interested in giving him the day of his life especially to show her appreciation. When he licked her she continue to moan and even her at his touch . When was the last time she had someone like her like this? Probably when she had a boyfriend but now that she was single it has been probably a few months before she had action like this . Men in general could be greedy but this one was treating her to some much-needed pleasure down below. Her juices were flowing and she was getting so wet it would seem like he would be able to slide in very easily . Perhaps he could talk her into doing some raw sex if he played his cards right…
 
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