Cowboy Up: A Contemporary Romance (The Cherry Series Book 1)
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Steve then thrust his hips out of the water and revealed his hard cock. It was as long as Tommy’s but not as thick. Gloria grabbed it and put her thick, supple lips around his throbbing, engorged head. Gloria, who always told me she never did stuff with her boyfriend beyond a rub, had clearly lied. Her technique was flawless, as she stroked and sucked Steve’s cock with the precision of a porn star.
Jason awoke from his comatose state and slowly switched positions with Chrissy. He grabbed her from behind and pulled her thong down to her thighs. While his back was turned to us, he grabbed at his groin area and wiggled his ass a bit as he penetrated Chrissy from behind. Powerful thrusts followed, as his athletically sculpted ass tightened, pounding away at Chrissy’s lithe body.
“Hoooooly shiiiiiit,” she lustfully shrieked.
“Keep sucking that shit,” Steve commanded Gloria, in a sexy, rough tone as I continued to jerk Tommy’s massive cock.
Tommy put his hand on my chin and gently lifted my head and asked, “Do you like the way I feel?”
“Oh my God, yes...” I responded, even though I knew I shouldn’t have liked it but I couldn’t help it.
“Let me touch your big fucking tits,” Tommy said, as he reached down and gripped a handful of my breast. I moaned out as soon as he touched me because his fingers felt so good. Tommy arched forward and dropped his head as he took my nipple into his mouth and began sucking as my hand continued to work his enormous cock. My body began trembling uncontrollably as Tommy licked my nipple, taking turns with both of them.
My pussy was throbbing and it was swollen, I was sure I was creaming all over myself. I wanted to reach down and stick my finger inside of it so badly, so I could feel the thick wetness inside of myself. But I didn’t because I wanted to continue to work Tommy’s enormous shaft.
As Chrissy was getting fucked senseless by Jason and, riding him while facing away from him, she said, “Tommy—fuck this feels so fucking good—I want to see your cock cum.” And I suddenly wanted to see his cock cum too.
Tommy lifted his hips and his huge dick popped forward, looking even more massive, my hand acting as its captor. Tommy began stringing together stuttered moans, which I thought probably meant that he was about to have his jizz explode all over me. And God, I wanted it so badly.
Tommy’s cock began to spasm. He moaned loudly and his balls began retracting. His hot, sticky load shot out of his cock like a series of magmatic eruptions. His cum landed on my chest and my chin, covering me in a white hot mess of semen. I had no idea it would be as warm as it was but I suddenly wanted to run my hands through it, to smear it all over myself. Tommy’s upper chest was bright red and his breathing labored into short bursts.
Steve’s moans and groans grew louder as he was about to cum in Gloria’s mouth. I turned to watch him and seconds later he gripped Gloria’s head and threw his own back as white cum started dripping out of her mouth as he fucked her face.
My heart was pounding and my nipples were so hard, they almost hurt. My pussy was throbbing and I had never wanted to feel a cock inside of me as badly as I did at that moment. I glanced down at my rock-hard nipples and that was when I noticed the crucifix hanging around my neck from the silver chain. I always wore this necklace to remind me of my faith. I immediately felt a horrific sense of guilt begin to consume and overtake the pleasurable feelings I was experiencing. I got out of the tub. I didn’t say a word to anyone as I began gathering my clothes.
“What’s wrong?” Tommy asked.
Everyone stopped whatever they were doing and stared at me as I exited the bathroom. I put my clothes on as I walked down the stairs, nearly tripping as I tried putting on one of my shoes. My buzz was starting to wear off and suddenly I began experiencing a headache. Luckily, Gloria was right behind me and offered to drive us both home. I gladly took her up on her offer.
***
After the situation in Mr. Jacobs’ Jacuzzi, I decided I needed more structure in my life. I’d come dangerously close to losing sight of my life goals and my ambitions. The truth was that I had wanted to have sex. I’d wanted to have sex with Tommy and I’d also wanted to have sex with his father. And I was wanton and slutty for even thinking of having sex with one man, let alone two.
Yes, this was a sign that I wasn’t strong enough to combat this lustful and base side of me. I had to be stronger and I had to make sure I never thought about Tommy or Mr. Jacobs ever again. Because I knew that if I did, I would succumb to this raging hunger that was still inside of me, a hunger that couldn’t be satiated by anything other than the cocks of Tommy and his father.
Chapter Six
Grey
It had been two days and three nights since I’d met Jessica and I couldn’t get the little girl out of my head. I kept thinking about shaving that soft, bright pink pussy and the way her eyes had widened with every naughty thing I’d said to her. The girl was stunning with her thick, white thighs, her large, heavy breasts and her round, wide ass. She was exactly my type—not one of those skinny, overly tanned, plastic-surgery Barbie dolls who continually came onto me. No, Jessica was all woman—all real woman, complete with curves.
Yes, I knew it was wrong to be lusting after her such as I was but I couldn’t help it. Her innocence intrigued me as much as it pushed me away. I was very well aware that I was more than twice her age—a fact which constantly reminded me to keep my distance. But then I remembered those wide brown eyes and the way her pussy salivated for me when I touched her.
And the scene in the hot tub in my bathroom. Of course, I’d known what was going on. I’d retired to my bedroom to read but not twenty minutes later, I’d heard a cacophony of drunk voices as Tommy and his crew came down the hallway. I’d taken refuge in my reading nook which was just off the main bedroom and sheltered from view. Mainly because I hadn’t wanted to embarrass Tommy by letting him know I was home early. I figured it was a rite of passage to throw crazy, out of control parties. I’d done it as a teenager, so the right was now my son’s. As cool dads went, I figured I was a pretty cool one. I earned enough money that material possessions were just that to me. It was the living, the adventuring of life that mattered more.
But as to the scene in the hot tub, I was turned on as much as I was jealous to watch my baby girl surrounded by hungry men, one of whom was my son. I stood inside the confines of the reading nook, which offered a clear view into the bathroom. Although everyone in the hot tub could have seen me if they looked, they were all too inebriated to notice anything other than each other. And I couldn’t blame them because when my little girl took off her top, I was as mesmerized by the young, large, heavy tits as the other boys were.
Actually, the truth of the matter was that I hadn’t been able to take my eyes off Jessica the entire time. I didn’t care what the other two girls were up to—they couldn’t hold a candle to Jessica in my eyes. So, I’d watched her flirt with my son, I watched her stroke his cock and I watched her pull out those heaving tits. And I’d been jealous, yes. Even though I had been the one to tell her to get some experience with boys her own age, my words had come back to haunt me as I watched her do exactly that. But, at the same time, I was thrilled by her eagerness and her curiosity. I was thrilled to watch her discover a man’s most private of places. And I was thrilled by the idea that maybe, somewhere in that pretty little head of hers, she was thinking of me as she stroked my son.
And when she’d suddenly bolted, a frightened expression on her face, I felt sorry for her. Clearly, she was at odds with her budding sexuality and her imprisoning religious beliefs. And I felt it was up to me to show her she could still believe in the sanctity of religion but, at the same time, she could allow her body to do what it was naturally meant to do, what it was intended to do. She needed to understand that taking a man’s cock within her feminine sex was not only natural but it was something holy in its own right. And that was why I had made her promise me she wouldn’t allow any of those pricks in the Jacuzzi to take her virginity, my son i
ncluded. I needed her to give that right to me so I could show her what physical love could be between a man and a girl. I would treat that lovely body the way it was meant to be treated—I would revere it and lavish her with attention.
As for my son, I wasn’t certain of his interest in the buxom brunette, aside from a quick sexual escapade. When I remembered myself at age eighteen, I was interested in anything but a commitment. Instead, I’d fucked as many women as I could and I’d done quite well. I figured Tommy was similar in his way of thinking. But I had to be sure. If he did have serious interest in Jessica, then I would have to back off because I loved my son and I would allow him to claim Jessica, as much as it would pain me. But if he was simply playing, I would take her for myself.
Maybe it was wrong and it probably was, but I had already made the decision that I had to see her again. And so I’d told Tommy to deliver the message to her the next day at school that she and her family were invited to our home for dinner. Tommy, understandably, had been surprised when I’d told him but he hadn’t found fault in my offer, I imagined because he had some sort of interest in the busty brunette. Or, perhaps, he just didn’t care enough to argue. To cover my own ass, I’d explained that I felt Jessica came from a good family and it was my wish that Tommy surrounds himself with people of her ilk, rather than the Chrissys and Justins of the world. It was my plan to study Tommy and Jessica during dinner to see if there was anything between the two of them. If I felt there was, I would discuss it with Tommy once they left.
The evening that Jessica and her parents came over for dinner couldn’t come soon enough. I’d been ravenously thirsting for just a look at her so when she walked into my house and shyly offered me a potted yellow rose as a host gift, I couldn’t help but rake her form up and down. She was wearing a black turtleneck sweater that did little to hide her large breasts and her gray slacks did a very good job of revealing her round, high ass and flared hips. The pants gaped a bit around her waist, given how small it was. Jessica truly had an hourglass figure, and one that beckoned to be further explored.
“Mr. Jacobs,” she said as she handed me the rose and I enveloped her in my arms, being sure to hold her tightly so I could feel those heavy tits up against my chest.
“Jessica, very nice to meet you,” I said, giving her a little, secretive smile to say we both knew we were playing a game since we had obviously already met, although no one else knew as much. Tommy considered me with curiosity once he saw me go in for the hug. But I was sure to repeat the process with Jessica’s mother, Tandy, who was a round and short, little cherubic-type of woman. She seemed especially friendly and returned my hug with gusto. I shook her husband Daniel’s hand and then invited them into the dining room where my cook had already set out dinner salads for each of us.
I took a seat at the head of the table and Daniel sat on my right side, Tandy sitting beside him. I held out the chair beside me for Jessica, who happily accepted it with a gracious, little smile as Tommy sat beside her, quite closely, I might add.
“Please help yourself to wine, beer, juice, soda, water, whatever you want,” I offered as I motioned to the plethora of liquids sitting atop the long, walnut table. Daniel and Tandy reached for water and juice as it dawned on me that they probably didn’t drink alcohol. The potted plant began to make even more sense then because ordinarily, guests brought me a bottle of wine. “Jessica, what would you like?” I asked the beautiful brunette.
“Oh, juice please, Mr. Jacobs,” she answered with that sweet smile.
I didn’t say anything but remembered the feel of her pussy lips as I shaved her small mound. And then I remembered the way she’d looked up at me with those wide, almost frightened eyes. “Tommy?” I asked as I faced my son.
“I’m good with water, Dad, thanks,” he answered and studied me for a few seconds longer, as if he were trying to figure out what I was up to. Tommy and I were very close so it didn’t surprise me that he was starting to suspect there was more to this dinner than met the eye.
“Thank you all for coming tonight,” I said as I held up my glass of Syrah for a toast. “I’m excited to get to know our new friends better,” I continued as I smiled at Daniel and Tandy.
They answered in like form, although I couldn’t be sure what it was that either of them said because my attention was pretty much entirely fastened on Jessica, who sat there so quietly, just meekly smiling at everyone. God, she was absolutely beautiful. Part of me had hoped that upon seeing her again, I would have found her less attractive, that maybe I would have questioned myself as to why I’d formed this obsession with her. But I felt nothing of the sort. In fact, my attraction to her was even stronger than it had been the first time. I wanted her more, if that were even possible.
“So, what are your plans once you graduate, Jessica?” I asked as I took a bite of my salad and turned to face her.
Jessica opened her mouth to respond but it was her chirpy mother who interrupted. “Oh, Jessica is off to college, of course,” she started as she swelled with pride over her daughter. “But before she does that, she has decided to do some missionary work in Africa!” she finished as she slapped her hands together and beamed at her daughter.
I felt my entire body deflate as soon as I realized she would be so far away. “Africa?” I asked as I turned to face Jessica and Tommy did the same, a question in his expression that probably mimicked mine.
“Yes,” she said with a quick nod. “I leave in a week.”
“How long will you be there?” Tommy asked as he speared an enormous tomato on his fork and brought it to his mouth. I was half afraid he’d cover Jessica with seeds when he chomped down on it. The boy was too uncouth for his own good. I’d have to discuss it with him later. Table manners were important, especially if he was trying to woo the beautiful brunette.
“I’ll be there for two weeks, helping to make homes for underprivileged families,” she answered as she smiled at her parents’ beaming faces and then glanced at me shyly, as if ascertaining what I thought of her generosity.
I didn’t like it one bit because it would mean she would be much too far away. I gave her a generous smile, though, because I didn’t want her to think I was anything less than impressed. I took a bite of carrot as I mulled it over. I washed the carrot down with a glass of wine and then faced my son.
“Tommy, I think you should do the same,” I announced as Tommy faced me with a frown.
“Do what?” he asked, testing me to make sure I was thinking what he thought I was thinking.
“You should volunteer your time, go with Jessica and work with her side by side to help those who are less fortunate,” I announced as Jessica faced me with wide, confused eyes. Of course, to her, it must have appeared that I was simply pawning her off on my son but nothing could be further from the truth.
“Really, Dad?” Tommy asked, obviously put out.
“Really,” I insisted with a firm nod. “You’ve been given everything on a silver platter and I think we both could learn a thing or two from the Gibsons here and their obvious generosity,” I said as I glanced at Daniel and he nodded to me in gratitude. “In fact, I will go with you.”
Chapter Seven
Jessica
I nearly choked on my water. Mr. Jacobs had just announced that he was going to fly with Tommy to Africa to work alongside me on my missionary retreat. And I had no idea whether I wanted to jump for joy or hide underneath the table.
I’d been pretty much floored when Tommy had approached me the previous day with a dinner invitation from his father. I’d figured I’d not only never talk to Tommy again after the Jacuzzi incident when I’d run away like a frightened schoolgirl, but I’d also imagined that I would never see Mr. Jacobs again. And of course, both thoughts had upset me and they continued to plague me. Imagine my surprise when Tommy cornered me in the hallway and told me about dinner at his house!
Now, I didn’t know what to think. It was hard enough trying to combat my sexual feelings for Tommy a
nd for his dad but now I was faced with this? I was torn between thinking it was the most unfair position to be in and yet, thanking my lucky stars at the same time. Instead, I did neither, but just sat there as I listened to Tommy argue with his father while my mother and father did their best to mention all the reasons it was a great idea for Tommy to join me. And then they went on and on about what it said about Mr. Jacobs’ character that he was willing to take time out of his obviously busy schedule to fly down with his son and work alongside him for the benefit of the African community. Of course, they had wished they could accompany me but Dad hadn’t been able to take the time off work because we needed every penny he earned and Mom felt like she had to support him, so she didn’t want to leave him on his own.
“Oh, I’m thrilled to know you will be there to keep an eye on our daughter, Mr. Jacobs,” my mother nearly sang at the huge man as I wondered what in the world would have prompted him to want to come in the first place.
“I am happy to keep a close eye on her, Mrs. Gibson,” Grey responded as he gave me a large grin.
I didn’t understand—was he doing this because he believed in the cause or was it because he wanted to—dare I say it—see me? As soon as the thought crossed my mind, I rejected it because it was completely ridiculous. There was no way a big-time lawyer like Grey Jacobs would get up and leave his clients to go to Africa just to spend time with stupid, unimportant, eighteen-year-old me. No, Grey Jacobs had to have believed in the ministry work I was doing and, what was more, he also probably wanted to be a positive example to his son. Yes, that explanation made much better sense, especially when Tommy had joked about his dad saying that he wanted Tommy to spend more time with me since he felt I was a good influence and a good role model.