Cowboy Up: A Contemporary Romance (The Cherry Series Book 1)

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Cowboy Up: A Contemporary Romance (The Cherry Series Book 1) Page 22

by Luna Starr


  “Slowly,” he reminded me.

  I nodded as I pulled them up the rest of the way more slowly. Once I covered my pussy with the lace panties, I started to pull my dress down but his voice stopped me.

  “Are you a virgin?”

  I immediately brought my surprised gaze to his as I nodded.

  “Why?” he asked, still studying me like I was some priceless statue.

  “Um,” I started, feeling flustered by his very direct questions. “Because… I… um, I’m waiting for the right man,” I said finally.

  “You’re waiting for marriage?”

  I nodded. “Yes.”

  “That’s very noble of you, Jessica,” he said as he brought his eyes from mine down to my pussy. He allowed his gaze to stay there for a few more seconds as my heart thundered in my chest.

  “People call me Jessie,” I corrected him.

  “I call you Jessica,” he corrected me right back as he brought his gaze back to mine and I just silently nodded. “And what I will tell you, Jessica, is that there are going to be boys at this party tonight who are going to try to stick their cocks inside of you.”

  I instantly colored at his crude choice of words but I listened all the same, strangely okay with the fact that I was standing in front of him with my dress bunched up around my waist and he was telling me boys wanted to fuck me.

  “Are you worried about that?” he continued.

  “No, Mr. Jacobs,” I answered with a deft shake of my head. “I will tell them no.”

  “Very good,” he answered. “Are you willing to do other things?”

  “I… I don’t know,” I stammered. I lost the ability to hold his attention again and I glanced down at my shaking hands. “What… what kinds of other things?”

  He shrugged. “There are lots of other things. You could suck cock, you could get fingered, you could get your clit sucked, your pussy fingered, your ass fingered, the list goes on.” He listed each item as if he were reading off a grocery list.

  “Oh,” I said as I dropped my attention to the ground again.

  “Do you want any of those things?” he asked. “Look at me when you answer, Jessica.”

  I immediately glanced up at him as I wondered what I should say. But as soon as I met his eyes, I realized there was no way I could lie to him. There was something in those dark-blue eyes that said I could only speak the truth. So I did. “Yes.”

  Chapter Four

  Grey

  I didn’t know who this Jessica Gibson girl was because Tommy had never mentioned her before. And maybe I was out of my mind, considering she was eighteen and I was forty-two but I wanted her. I wanted her and I was determined to have her. Yes, she was beautiful and yes, she had a luscious body that was just begging me to teach it what a man could do to a woman, but she was more than that. Even though I didn’t know her, I could tell. There was just something about her—a sweet innocence that most girls her age didn’t have. Whatever it was, she was different.

  “What do you want, Jessica?” I asked as I took a step toward her.

  Her dress was still bunched up around her middle and the dark hair of her pussy was sticking out through her lace panties.

  “I…” she stammered, her round cheeks now fully bright pink. Somehow the color accentuated her deep brown eyes and her long auburn hair. “I want to take a… penis in my mouth,” she started.

  “Okay,” I said with a clipped nod. “Anything else?”

  She nodded again and I appreciated the fact that she was being so honest and real with me, especially because I could tell my line of questioning was making her uncomfortable. “I… want to feel fingers on my…” she started but then lost her nerve.

  “Your what, Jessica?”

  “My pussy, Mr. Jacobs,” she finished and then dropped her attention to the floor again as if she were embarrassed at having said the word.

  “Then I will need to shave you,” I informed her. She glanced up at me in surprise. I didn’t respond other than to walk into the bathroom, where I opened the medicine cabinet. I reached for my shaving cream and my razor and then faced her. “A pussy is much more welcoming when it’s hairless,” I explained.

  “Oh,” she answered as she faced me with those wide, innocent eyes again.

  “Will you allow me to shave you, Jessica?” I asked. She just nodded so I continued. “Pull your panties down and sit down on top of the toilet, with the seat down,” I commanded her. She did as she was told and I pulled one of the hand towels off the towel rack in front of me. Turning on the hot water, I placed the towel on the counter. “Pull your dress up higher so we don’t get it wet,” I continued.

  She nodded as I turned to face her, only after wringing some of the water from the towel. I sprayed a handful of shaving cream into my palm and then approached her. I got down onto my knees as I took the handful of cream and applied it to her mound. As soon as I touched her, she jumped slightly and I could tell she was nervous because she was clenching her ass.

  “Relax, Jessica,” I said as I glanced into her eyes and smiled. “I’m just going to touch the top of your pussy. Nothing else.”

  “Oh… okay, Mr. Jacobs,” she said and nodded as she released her pent-up breath. But she was still clenching her ass cheeks. I reached around and pinched one gently.

  “Release for me, baby,” I cooed at her, and her breath immediately hitched as, seconds later, she released her ass and the flesh ballooned out. I rubbed the area where I had pinched her and smiled at her. Then I glanced down at the lump of shaving cream again.

  “Has a man ever touched you here?” I asked as I massaged the cream into her pussy mound, being careful not to go too low because I didn’t want to rush things. Not yet. There would be time for fully exploring one another later. But now wasn’t it. Now was the time to put the hint in her mind—to give her a mere taste. But then next time we met, we would go further but only if she asked me to.

  “No, Mr. Jacobs,” she said and shook her head.

  I reached for the razor and nodded as I concentrated on her mound and putting the razor on one side of her pussy, I pulled it clear to the other, leaving a trail of fresh, hairless skin. I reached over and rinsed the hair and soap from the blade and brought it back to her, doing the same thing right next to the patch I’d just created.

  “Do you like it when I touch you, Jessica?” I asked.

  She nodded immediately. I didn’t say anything more but just paid attention to the razor as I glided it along the top of her pussy, making sure to get all of the hair on her mound and her thighs. When I was finished, there was just the hair on her lips that remained.

  “Do you want me to shave your pussy lips?” I asked as I glanced down at her. She nodded before I was even finished speaking. She was eager. That was good. I was eager too but I needed to hold that need back. I didn’t want to scare her. “You’ll have to spread your legs so I can reach each side of your lips, on the inside as well as the outside,” I informed her.

  “Oh,” she said and nervously bit her lower lip.

  “We don’t have to shave all of you, babydoll,” I said with a small smile. “Unless you want to.”

  “I want to,” she said in a small voice.

  “Do you want me to see inside your pussy?”

  She nodded. “Do you want to see inside it, Mr. Jacobs?” she asked, her chest rising and falling with her increased breathing which made her tits stick out even more.

  “Yes, very much so, Jessica,” I answered. “I want to see what color the flesh of your cunt is.”

  She didn’t respond other than to very slowly spread her legs open to me. I grasped each of her thighs and spread them even more, being sure to take in a long look at her opened, virginal pussy. Even with the hair on her lips, I could see her wetness glistening from the pink folds of her gorgeous, swollen pussy.

  “You have a beautiful cunt,” I said to her as she colored immediately. “Such a bright pink.”

  “Thank… thank you,” she whispe
red as I ran the razor under the hot water and brought it to her left pussy lip. Holding her lip with my hand, I started shaving her as carefully as I could.

  “Was your pussy wet before I walked in on you?” I asked as I rinsed the hair and soap off the blade and brought it back to continue my job.

  “No,” she answered, still breathless.

  “Why did I make you wet?” I asked, paying intense attention to shaving her because I didn’t want to accidentally cut her delicate skin.

  “Um,” she started but then lost her nerve.

  “It’s okay to answer me, Jessica,” I said as I glanced at her. Her face was so sweet, so innocent and so young. I wanted to teach her, wanted her to know what it felt like to have a man love her body, not an impetuous boy who just wanted to get his dick wet.

  “Um, I don’t know,” she started with a shrug.

  “Yes, you do.” I nearly interrupted her as I stopped shaving her and gave her my full attention. “Why do I make you wet?”

  “Because of how you talk to me,” she said at last, her voice wavering. “Because of how you look at me. Because of how you… look.”

  “Do you find me handsome?” I asked, still spearing her with my gaze.

  “Yes, very.”

  I nodded. “I think you are stunning, sweet and innocent and beautiful.” I took a deep breath. “I’m worried for you out there with all those vultures.”

  “What do you mean, Mr. Jacobs?” she asked, her innocence like the smell of a freshly cut peach.

  I faced her, my eyes penetrating her wide ones. “The boys out there will want to experience this beautiful body, babydoll,” I said as I glanced down, motioning to her luscious tits and her cunt which had me hard as a fucking rock. “They won’t care that you have never had a man inside of you before. And that worries me.”

  “Why?”

  “Because I believe your body should be taught, loved, respected and cherished,” I answered.

  “Thank you, Mr. Jacobs,” she whispered as I started shaving her lip again. “I won’t allow any of them to stick their… penises inside of me.”

  “Be careful, babydoll,” I warned her. “You are so young and inexperienced. Just remember my words, will you?”

  “Yes,” she breathed, closing her eyes as I accidentally skimmed past her clit with my knuckle. “I promise, Mr. Jacobs.”

  “Do my questions and comments make you uncomfortable?” I asked as I finished shaving her left side and, rinsing the blade, I turned to her right one.

  “Yes.”

  “I’m sorry,” I offered as I glanced at her, taking in her upturned nose, wide set eyes and plump lips. “I just find you very interesting.”

  “Why?” she asked immediately as if she couldn’t understand how or why that would be.

  I glanced at her and studied her for a few moments. Then I shrugged. “I’m not sure yet,” I answered honestly. “I’m still trying to figure it out. You are beautiful, so there’s that, but I’ve been with many beautiful women before.” She nodded as she dropped her head and looked a bit offended. “Hey,” I said as she glanced up at me. “That doesn’t take away from right here and right now.”

  She just nodded, although I wasn’t sure she knew what I meant. I finished shaving her other pussy lip and rinsed the blade as I stood up. I didn’t turn to face her when I said: “You’re all done now. You can go back to your party.”

  She cleared her throat but made no motion to leave. “What if I’d rather stay here… with you?”

  I faced her then and chuckled. “And what do you think we would do?” I asked.

  She dropped her face as a sexy blush took hold of her cheeks. “All those things you talked about earlier.”

  I gripped her chin and lifted it, forcing her to look me in the eyes. “I’m too old for you, beautiful girl,” I said. “You go back to your party and get some sexual experiences with boys your own age. But, be careful not to go too far, babydoll.” She didn’t respond but looked disappointed and maybe offended that I’d said she was too young. I actually felt a bit sorry for her. “If you’re still interested in what an older man has to offer, you can come and find me later.”

  “Okay,” she said with a small smile as I reached down. Gripping both sides of her tight dress, I smoothed it down her thick thighs.

  “And one other thing, beautiful,” I started.

  “What?” she asked.

  “This is our little secret,” I insisted. “Tommy doesn’t need to know about this and neither does anyone else.”

  “I’m eighteen, which means I’m legal,” she started but I shook my head.

  “I know you are but it doesn’t change the fact that I don’t want it getting out. Do we understand each other?”

  She nodded and with that, I turned her around, swatted her on the ass and sent her on her way, my dick hard and throbbing, angry with me that I’d released her.

  Chapter Five

  Jessica

  It didn’t take me long to find Gloria and the group we’d been hanging out with before I’d stumbled across Tommy’s dad in his office. Speaking of, I still couldn’t get the memories of his touch out of my mind. Or the way he looked at me and spoke to me with such confidence. There was something about Grey Jacobs that made me yearn for more—that made butterflies swarm my stomach.

  When I found Gloria, she was laughing with Tommy outside. Chrissy, Jason, and Steve were also still there and Tad was passed out on one of the lounge chairs. It was fairly obvious that all of them were drunk. Chrissy could barely even walk. They all turned to face me when I approached and Chrissy stumbled up to me, nearly tripping and falling into the pool in the process.

  “Where the fuck you been?” she asked as I reached out both arms to steady her. “You’ve been gettin’ some, haven’t you?”

  I immediately colored as I thought of just whom I’d been getting some from. Yeah, Grey was right, this was definitely something that needed to stay between the two of us.

  “No, I was just standing in line forever for the bathroom,” I answered, feeling guilty all the while.

  “Who wants to go check out the kick-ass hot tub upstairs?” Chrissy asked as she turned to face everyone else, apparently already having grown bored with her conversation with me. “It’s in Tommy’s dad’s room.” I didn’t stop to ask myself how Chrissy even knew Tommy had a hot tub upstairs, maybe because I didn’t want to know the answer.

  Steve, unsurprisingly, chimed in first, “Oh boy! I’m game.”

  “Sure, sounds fun,” added Tommy as his eyes found mine and he smiled at me. I was so uncomfortable that I cleared my throat and gave him a strange, nervous sort of grin before I immediately looked away. It wasn’t that he made me nervous, necessarily, but I couldn’t really deal with the fact that I’d had his dad’s fingers all over my… pussy and now Tommy was making eyes at me. It just seemed so… unwholesome.

  “I don’t have my swimsuit. Can I borrow one of yours?” Gloria asked Chrissy.

  “Fuck swimsuits!” Chrissy said and dismissed Gloria with a wave of her unconcerned hand.

  I whispered to Gloria, who was standing next to me, “Is she suggesting we go in naked?”

  “I don’t think so,” Gloria responded, conspicuously. “Bra and underwear are fine.”

  “Booo!” yelled Steve. “I’m going in in my birthday suit. Screw you guys.”

  “Steve, shut up,” said Tommy as he shook his head and then glanced back at me again. I did my best not to look at him.

  Even though I was buzzed, I still had a semblance of common sense. Despite my inebriated state, I was still focused and wasn’t going to get out of control any time soon. I was having fun, so I didn’t put up any resistance, but I wasn’t going to go buck wild. My promise to Mr. Jacobs continued to play out in my mind and I was determined to keep it. Not only for him, but for myself. Just good-natured chatter with Tommy in the hot tub while the memory of Grey’s fingers on my pussy still lingered in the back of my mind.

 
Who was I kidding? I thought to myself. Any common sense I previously had was long gone and I was out of control. The only problem was that I liked it—I liked feeling like this. The truth was that I wanted to feel like this. I’d never felt so alive before, so in charge of my own destiny. I’d also never felt so invigorated or so adventurous. I wasn’t sure if it was just the margarita talking or if I’d really turned some sort of naughty corner but I didn’t want to back down.

  “Should we wake up Tad?” asked Jason, who pointed at Tad, who was snoring.

  “Nah, I don’t want his chubby mess in the Jacuzzi,” said Chrissy.

  “That’s not nice,” I answered, feeling bad for Tad.

  “Once Tad is out, he’s out,” Tommy said with a chuckle as he wrapped his arm around me. “No point in trying to wake his drunk ass up. Let him be.”

  Chrissy playfully stuck her tongue out at me as I frowned. Then she led us into the house. Jason, Gloria, Steve, Tommy, and I all followed Chrissy upstairs to the master bedroom, as I gulped down my own guilt and concern that Mr. Jacobs might be up there. I hoped upon hope that he was still in his office; otherwise, this was going to become very uncomfortable.

  “Are you sure we should go into your dad’s bedroom, Tommy?” I asked, thinking I needed to try to talk him out of this so Grey didn’t walk in on a scene.

  “Don’t worry about it,” he said as he rubbed my arm and smiled down at me in an unconcerned kind of way. “My dad isn’t even in town!”

  Little did he know. “Well, it’s not very respectful,” I started.

  “What are you so worried about?” Chrissy asked as she glanced back at me with annoyance in her face. “Stop being such a dud and live a little!”

  “Don’t worry, cutie, it’ll be fine,” Tommy whispered to me and then winked.

  I didn’t say anything but just nodded as I prayed that Grey wouldn’t stumble in on us. Tommy held the door open for us as we all piled into his dad’s bedroom. It was huge. It had a very definite masculine feel to it with the dark colors and oversized furniture. And it smelled just like Mr. Jacobs—masculine and earthy but somehow crisp and clean at the same time.

 

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