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Chapter 4
by VixxTheLover
The best first date in history, and it isn’t over yet.
What follows for both of them is a great night.
Olivia went back to sucking his cock. She did it slowly, taking as much of it into her mouth as she could, in long and deliberate stokes, using her hand to jerk him off as she did it.
It wasn’t rushed at all. Olivia didn’t have a lot of experience with blowjobs, At least compared to her friends. But she had done it before. And this time it was different.
She had been with a number of men. Some for attraction, one out of boredom, and one had been a bad experience in a college visit where she had been ****, a night she barely remembered. And then there was her youth pastor and his wife fucking her, she wasn’t ever going to forget that.
None of that had been like James. She had known him for her entire life but never really looked at him, never actually seeing him. Spoke to him perhaps hundreds of times but never paid attention.
Now she saw this **** man, beautiful and well built, caring and generous, a man who was a good dancer and thus far a generous lover.
Olivia had sucked cock before, and mostly because it was expected, it was just what women were expected to do.
She had never enjoyed the act before the moment she was in with James. Right at that moment she savored his taste and scent, she was enthralled by the warmth of him, at the distinct and actually pleasant taste of his cock.
She had experience men cumming in her mouth in the past, and had found it degrading. She had a boyfriend in the past who had tried all manner of things with her, some she allowed, some she didn’t.
She had let him cum on her face, and hated it, and had let him cum on her tits, and was bored by it. He had asked to piss in her mouth and she said no, had asked her for a threesome with one of her girlfriends and she had said no, then he asked to share her with one of his guy friends and she had broken it off with him.
Sucking a cock had always been something of a chore to Olivia. She hadn’t done it a lot, as she hadn’t dated a lot of men, but it was just what she was supposed to do. Hollywood said so, porn said so, her girlfriends who bragged about deep throating cock said so, and of course her boyfriends had said so.
Even in a counseling session her old pastor had said so, that when the time came that it was her role as wife to please her man with her body, and that oral sex was a part of it.
Of course this was just before the senior pastor, a man in his late sixties opened his pants and showed her his cock, and before she knelt before him and sucked it.
Sucking dick was just something girls just did before a guy fucked them, and they knew the sex probably wasn’t going to get them off. And she knew the guy wasn’t likely going to return the favor, and she knew it because no guy before tonight ever had.
Olivia had never even experienced a guy going down on her until just that night. It had never even been considered, and with sex no man had ever given her an orgasm before. She had herself, finding orgasm with her of fingers and a toy she had borrowed from a friend, so Olivia knew what an orgasm was, but she didn’t expect it from sex.
Her youth pastor’s wife had tried, eating her out for a while, but Olivia had not orgasmed, as she wasn’t attracted to the older women or women in general.
So she knew what she felt when James got her off. It had been deeply fulfilling, it lasted so long, and it had happened three times so far that night. The warmth she felt from it was lasting, she could barely believed how good it felt when it came from someone else.
Now she wanted to taste his cum in her mouth, now she slowly moved her lips up and down his cock, she was sucking as she did it, trying to pull it out of him with her mouth.
She worked her tongue up and down his shaft in hope that she could make him cum and taste that as well as it had earlier. She hoped to make sure he felt as good as he had made her feel earlier.
For James, this was something brand new as well. He had experienced pornstar quality blowjobs in his life. Beautiful strippers with fake tits had looked him in the eyes while blowing him, he had experienced women deep throating him, but it hasn’t been like this.
Olivia wasn’t giving him ‘fuck me’ eyes, wasn’t begging him to cum on her face, and she wasn’t going at his cock like a jack hammer either, keeping the manic pace that sometimes killed his enjoyment.
He was sure when he was close she wasn’t going to get in the pornstar pose where she opened her mouth wide and stuck tongue way out, like he had seen women do with him so often.
What did they think a guy would think when they did that? How much cock would a woman suck, how many times would a guy have cum in her mouth for her to learn that as a standard behavior? It was not an attractive thing to James, out of experience. It made him wonder just how much dick they had sucked to make that normal behavior for them.
Thank goodness Olivia seemed different thus far, different to every woman’s had ever met.
She had her eyes closed and was being gentle at it. Long and slow strokes, not too tight a grip with her hand, nothing porno about it. He felt her tongue on his cock, the warmth of her mouth, but even more he felt a longing in her. A want for him that seemed more genuine than he was accustomed to.
After several minutes she took a breath and stopped sucking his cock, having seen him through a period of not being quite so hard, and now he was again fully erect.
She wanted to taste his cum, to give him that pleasure, but she wanted something else first.
Olivia moved herself, and turned away from him, offering herself to him on all fours, turning and smiling at him, “come on over Olivia said in a sultry tone. “I’m ready for you, and it looks like you are ready for me again.”
James rose to his knees and moved behind her, his large cock resting on her ass, and she squirmed as it touched her, “put it in…please? Put it in me…” she said with rushed breath. “But tell me when you are close, I want to finish you off in my mouth…”
She had in the past thought of being fucked doggy style as demeaning, treating her like an animal, wanting to fuck her without even seeing her face. But for some reason with James she wanted it, to feel him taking her. She certainly thought of a guy orgasming into a woman’s mouth degrading, but not right now. Not with this man.
With James she wanted to have no hang ups, to have nothing held back, and with him she didn’t feel any for some reason.
She had never had a man fuck her in the ass, and she had never seen a cock up close as big as James‘s, so it gave her pause. But if he wanted it, she would give it to him, she would let him fuck her ass if he wanted to.
But he didn’t want that, what James wanted was to give Olivia pleasure, to give her comfort in a time of turmoil and pain. She had been through a lot, and had more to go through, at least for her time with him, it was going to be about her pleasure.
He gently grasped her beautiful hips as he slowly pushed his cock into her again. Olivia laid her head on the bed as he did it, resting on her breasts, and sighed in pleasure at feeling him inside of her again.
James kept a slow and gentle pace, with Olivia turning back to him to look him in the eyes as he fucked her. Her beautiful body rocked back and forth, and her moans of pleasure filled his apartment.
He watched as Olivia‘s toned ass jiggled a bit as he fucked her, the pristine and perky ass of an athletic 19 year old woman. A stripper who built her ass in the gym just wasn’t the same experience. A MILF, a bored housewife who did a lot of spin classes and lunges might have been more round, but it wasn’t close, no woman he had ever been with had been blessed with the ass on this young beauty.
Olivia‘s ass was soft to the touch, her skin tone light brown and perfect. At 53 years old James had been dating older women, just not hanging out in places where he would attract a 19 woman. Women in their young thirties was about as young as he got. So fucking a 19 woman was basically brand new to him, and James was sure he had never been with any woman as beautiful as Olivia was.
And given that his first time had been when he was 18 with an older woman, and then his first serious girlfriend had been a senior in college, he didn’t think he had even been with someone as young as Olivia at any point in his life.
Time seemed to move in slow motion as he fucked her doggy style, looking her in the eyes and seeing her sweet smile, how had he never noticed her beauty before. In this moment he knew he wanted to be with her for the rest of his days, however many they might number. But now he wanted that number to be more lasting.
He looked at her ass, shaking and jiggling beautifully, then watched her perky tits bounce as she was turned somewhat to the side. And her eyes, he could get lost looking into her eyes, they stayed on him as her body rocked back and forth.
He wanted to get to his doctor more often, get screened for everything and make sure he lived as long as he could. He wanted to eat better than he did, not just to hit his numbers for the gym. And for the first time he wanted to die of old age rather than have the soldier’s **** he always assumed would end him.
Glorious **** in combat stopped being quite so glorious in this beautiful moment.
Before tonight he hadn’t really cared when he died. He had hoped for **** in combat, but he hadn’t really cared.
In his time in the special forces he had valued his teammates lives, but he had won the Medal of Honor in part because he didn’t care about his own. He knew had hadn’t ever been courageous, because there was no courage without fear. And when he faced an enemy he had done it not caring if he was alive, if he got back on the helicopter on his feet.
Now suddenly he did. Now he questioned continued service in the reserves, as they paid him well for his rank and kept building his retirement percentage, but he had enough money. The combat had continued, it was what he was good at, and if he stayed it it would continue.
Continued combat when needed had been a part of the deal for the extension of his service time for retirement, and for all the money. Normally he would have been aged out, but they kept him around for the odd mission when his specific skills were needed.
Now he was thinking of enjoying his life with this lovely young woman, somehow he had fallen over and landed with her by luck.
Olivia for her part was also in paradise at that moment. She felt full, not just with a big cock inside of her, but in the company of the man she was fucking. She took a long slow look at him, also experiencing the moment in something like slow motion like he had.
James had greying hair, but a full head of hair and it was nearly cut. He had a beard but a neat one, and his face was an undeniably handsome one. His eyes were grey, and piercing, they looked into your soul when you stared into them. She knew in this moment she could only hope to stare into those beautiful eyes for years, for decades.
She looked downward and saw just how well put together he was. James was six foot three, at least, Olivia would know standing five foot ten herself. And where she weighed in at a healthy 135 pounds or so, proud of the lean and muscular build she maintained, this man had to be 230 pounds.
She watched as James’s muscles flexed as he made love to her, watching is chiseled abs, and his beefy pecks and shoulders. Her gaze fell to his arms, and he didn’t skip that day at the gym either, with very well muscled biceps, triceps and forearms.
Various tattoos were on his chest, shoulders and upper arms. She didn’t know them but they seemed likely to be military in nature. They played into the contradictions in this man. Built like a wall, but gentle to the touch. Obviously dangerous to his enemies, but never anything in her life but a kind word and a soft tone of voice for her.
He had scars. On his shoulders, on his arms, a lot on his abdomen, and a few others, but they were a part of what made him beautiful.
She felt safer with him than at any moment in her life, Olivia felt very lucky in that moment.
She didn’t feel lucky in life, life was shit, and life was unfair. But she wasn’t stupid. She knew life wasn’t fair, it had never felt fair. Her family had been happy but had always been broke, and always short on anything resembling good luck.
Her family had never had nice cars or nice things, or ever lived in a regular house. They had been in a lot of apartments, and a few mobile homes at times. They hadn’t ever been homeless, but she had the feeling at times they had been close.
Olivia had some guilt for her first emotions after her mom died when her dad told her he had weeks to live. She was going to end up on the street, homeless. No education, no work history, and no family. But her dad was looking out for her till the end, and afterward.
Her family had never eaten out much, and Olivia knew if she ever went to college it would have to be a local community college, and she would have to do everything but sell her body to pay for it.
Olivia remembered all the various moves, changing addresses often to get closer to some job her mom or dad had. And James, her dad’s best friend and the man she knew as a sort of adopted uncle, had always moved nearby not long after, he had followed them around.
He had even moved into a trailer near them once, and had seemed happy to be there.
It was never discussed, but when he was in town James had been around a lot. Over on Sundays for BBQ, over for the SuperBowl. Always there for Olivia‘a birthdays, and always around if her car broke down and she needed help.
When her mom had a flat it wasn’t her dad who came to change the tire, it had been James. He had shown up with a hydraulic rolling jack, making short work of the tire change and getting them on their way.
James was a good man, but she had been very wrong about him. Olivia had always thought James followed her dad around like a needy puppy for being a loser, or maybe because he secretly loved her mom. But that wasn’t it.
What she hadn’t ever realized was that he was watching over her family. He had never raised his voice to any of them, had always been there if her when they moved to help her dad with the furniture. And had never acted in any sort of creepy way around Olivia, her mom or her friend's, not one time.
Many men did, she had experienced as much sexual harassment as any beautiful young woman, even when she was a teenager. Men would touch her as they shouldn’t, take pictures they should not, it was creepy as fuck. Even Olivia‘s best friend’s dad in high school had groped her a few times.
But never James. And now he was hers, and she was his. It was a semblance of hope she didn’t intend to let go of. It was a bit overpowering for her, her feelings got the better of her.
Olivia began to softly cry, and James pulled out and moved beside her, worried he had hurt her, or perhaps that he had taken advantage of her in the powerfully emotional state she was in for her mom’s **** and her dad’s diagnosis.
He got close and kissed her on the forehead and apologized, “I’m sorry Olivia,” he said softly. “This was way too fast…I should have never done anything like this with you…”
She saw the pain that was clear on his face, and it was misplaced. She rotated and wrapped her arms and legs around the powerful man, kissing him on the lips.
“James…baby, you have it wrong,” she replied softly, gently touching his face, running her fingers across his jawline. “This is happiness…truly, this is joy. I don’t know how I could feel this way in one day…and I hope you don’t think this is some sort of child’s emotional thing, but I think I love you. Like real actual love…the kind in books and movies.”
His eyes went wide, love. That was a word he hadn’t heard from a woman in a long time, and for the last half of his marriage his wife hadn’t even meant it. Could it be possible? Could he have also fallen in love with Olivia in one evening?
It was the stuff of fairy tales, of children’s stories. James was not a person who often indulged in such things, having seen what he had in combat, people were just bad deep down. But he felt something when she said she might love him, something deep inside of him.
He leaned in and kissed her gently on the lips, “don’t tell anyone, but I am feeling a bit of that myself Olivia. It doesn’t make a lot of sense to me, we kind of just met, at least like this…I don’t see how I can feel this way either.”
There was a pause, then he continued, “I love you too Olivia…” He said this softly, “please know that I don’t ever say that lightly.”
Olivia showed a smile that gave him pause. He had meant what he said, but he knew he had made her happy. And she deserved some happiness…everyone did, but she had been dealt a bum hand, and she needed a break.
And on top of that he had indeed meant it, and he hadn’t said it or meant it in years.
They then kissed for a while, a slow and gentle French kiss, not making out. She rolled James onto his back, and laid on him, kissing him deeply. They weren’t in a hurry, they just laid together for a while, stopping here and there to talk again.
She shared her fears, being alone after her mom died, and now even more so. Her anxiety at never being a good student, and not being able to hold a job.
She told him about friends of hers who had started to work as strippers, dancer friends who told her appealing stories of that life.
But she worried, what could she do? Would it be that or homelessness? They were prostitutes, her friend had told her. She knew what they did for extra money, and she didn’t think she could do that part.
“You couldn’t do that,” James answered. “I have known women in that line of work, and you don’t have that in you at all. You would never be happy doing it, not for a moment.”
“People do what they have to,” Olivia replied a bit sadly. “To stay off the street.”
“Olivia…you will never be homeless, that I promise. Never in your life darling,” he replied softly. “You will be with me, and when I’m gone at some point, you will be taken care of for your entire life. I promise you, we will never be homeless.”
“But how? Bad breaks happen, what if you lose your job?” She asked, genuinely unsure. She had watched her parents lose every job they ever truly enjoyed. It was like the world was stacked against them as a family. “And why would you be gone? I mean you can be careful if they send you somewhere can’t you?”
“I retired from active duty, but I stayed on in the reserves, and I made major before I was in the reserves, I still make good money there,” James replied. “I put in enough time that my retirement is a nice amount when I walk away, and I’m not that far away from having my twenty years in at my present employer, I have a pension plan there as well.”
He then paused, not sure how to discuss what he did in the reserves, it wasn’t standard. He still went and did the old job he did in the reserves, when there was a mission in a country he knew well, or with a language he knew well. “Every now and again they still send me somewhere where there is combat, and things happen in combat. Life isn’t guaranteed tomorrow for any of us, and that is a job where people sometimes fire guns at me.”
She gave him an angry face, she didn’t like that thought at all, just as she was getting to know him.
“Well fuck that, I mean can you stay in the reserves where that doesn’t happen? And you are 53, how can you have thirty years in the military and twenty on a job” she asked.
“I am in the reserves, you can do both at the same time, building service time while having a job.”
“And I’m not quite there yet, but I am close,” he replied. “Three and a half years and I have two retirements and I hang it up and retire for good.”
“Also I have done pretty well with the money from the jobs I have now, investments and such. Just know that I work because I enjoy what I do, I can still make a difference, I could really retire tomorrow if I wanted to, but I would rather have the second pension coming in.”
What he said had amazed a young woman who had been poor her entire life. James hadn’t ever seemed rich, but he certainly wasn’t worried about money. She also was amazed that he wasn’t more concerned about his own life.
They talked for another hour about everything that came to mind, laying naked in James‘s bed. Playfully kissing each other, gently fooling around, just exploring each other as the new lovers they were.
After a while, Olivia looked at his cock and raised an eyebrow, and started to lick and suck it again. She sucked on Olivia‘s cock till he was hard again. “I still want to taste you, I want you to finish in my mouth,” she said in a sweet voice.
He smiled, he wasn’t going to do anything to **** this beautiful young woman, but if she wanted it, he would certainly oblige her.
Olivia then gave him a more aggressive blowjob and didn’t stop sucking his cock till she felt him start to stiffen up.
James tapped her on the shoulder as a warning, and she smiled at the consideration he gave her. She had given her share of blowjobs, and men didn’t tend to warn a woman they were about to cum in their mouths.
She let his cock out of her mouth, but just barely. She kissed the tip and stared at it as she slowly jerked him off. When he started to orgasm she slowly worked his cock, watching his cum leave his cock. It was a slow and gentle cumshot, she wanted to watch it slowly, to savor it.
When he was done her hand was covered in his semen, as was his cock, and she had a little bit on her chin.
Olivia grinned at him and then started to gather his cum with her tongue and mouth. Slowly she kissed and licked his cock till it was clean, then she moved her tongue against his stomach and proceeded to clean him up, and then sucked the cum off of her fingers.
She looked up at him, “not bad James, that’s a decent taste…” she said sweetly. “You sir have a good diet.”
For the next hour they continued to have sex off and on, before it was getting close to ten, it was about time to go home for her. Her dad’s apartment wasn’t far, just a few minutes on foot, but she was a bit sad. The adventure she had been enjoying with James was always going to end at some point, and she frowned when she knew it was time to clean up.
“I need to get home James,” she said with a bit of sadness. “I should take a shower, do you mind if I use yours?”
James sat up in the bed a bit, “of course, it is your shower now, as far as I am concerned all that I have is yours Olivia, everything.”
He watched his young lover walk naked to the shower, stopping in front of the mirror to check out her naked form, seeing she was sweaty, her hair was a mess, and she could see she had what looked like cum and other fluids on her.
“I guess I am about trade up then from that price of crap I usually drive then,” she said in a snarky tone. “I guess I might drive that fancy new BMW ‘somebody’ says I own…”
“What is that thing?” He asked in an equally sarcastic tone, “your car, is it a Hyundai? I can’t even tell.”
She laughed, “yeah, with like three hundred thousand miles on it…”
“I saw some new damage on it, did an uninsured motorist hit you? “He asked, knowing that where the damage was meant it was possibly her fault.”
“Something like that,” Olivia said as she started the shower. “Let’s say there was an uninsured motorist involved…”
“Me…” she said under her breath as she opened the shower door.
As she stepped in, a beautiful sight for James‘s eyes, his phone rang, it was her father Jack. But it was early, 9:35pm, why was Jack checking up on them? James had sent her father texts to let him know they were home at his apartment.
“You two doing ok?” Jack said in a strained voice. “How is she doing, I know what I asked for is way the fuck out there man, I was worried how she would take it.”
“Olivia is doing great Jack, James replied. “We are getting along better than I could have hoped, I mean really getting along. She is smiling man, she is enjoying herself…despite everything.”
Jack sighed in relief, “dude, I can’t tell you how good that news is for me…this needed to work, it is a load off my shoulders that she will be ok.” He took a long breath, “I have another ask of you though. They got me set up here, and today was a bad day on pain, I am on some new pain meds and some other stuff they gave me…if you two are doing ok, can she stay longer? To let me get a handle on this, maybe stay the night over there?”
“I am not quite myself mentally, and there have been some…almost hallucinations when the worst of the meds kicked in,” Jack continued. “I don’t want Olivia to see me drooling and ranting like a lunatic.”
James took a long breath, and heard Olivia singing in the shower, and older song by Alicia Keys, Girl on Fire, one he knew of. It was a pleasant sound, she was a pretty good singer.
“She can stay at least a while longer,” James replied. “I will check with her on staying the night, that cool Jack? I mean no promises, but I will ask nicely.”
After hanging up the phone, James walked towards the shower, naked as the day he was born. He pulled back the shower curtain as Olivia was into the chorus of “this girl is on fiiiirrreee!” and she jumped a bit as he touched her. “Jesus…” she said with a smile as she realized who it was.
He stepped into the shower with her, “sorry to frighten you…” he leaned down and kissed her, a kiss she happily returned.
“I need to get ready to go home,” she said happily. “We probably shouldn’t get going again…I mean if I see that cock down there get hard again I’m gonna be late getting home…”
He eased Olivia against the wall of the shower, with water still cascading down her beautiful body. He leaned down and kissed one of her perky breasts, then looked her in the eyes and smiled at her.
“Jack called me a few minutes ago,” James said. “He requested you stay a bit later. Or…if you are comfortable, to stay the whole night…he is having a tough night on his meds.”
Olivia frowned. “Do I need to get check on him? I mean what does a tough night mean?” She asked.
Olivia loved her father, she would happily go home and tend to him in his discomfort.
“It isn’t that, he has pain medicine,” James answered. “It is a new experience when you are on it, when they give you the good stuff it can be disorienting.”
He knew that, having been badly wounded and having been given too much medication for pain management on occasion, and he had a really trippy experience.
“Your dad is safe and not in pain, but he might just want some space as he gets used to it.”
Her look of concern softened, “I promise you Olivia, your dad is ok, and I arranged for some live in nursing care for him, he will be comfortable and well taken care of.”
She smiled, she wasn’t quite ready for the night to end. She leaned in and kissed James deeply, pushing him against the other wall of the shower.
She dropped to her knees in the shower and started to lick and suck his still soft cock as it hardened, then looked up to him and kissed the head of his cock.
“So no hurry then,” she said sweetly. “Let’s explore your apartment, shall we?”
Olivia smiled, then stood and stepped out of the shower, grabbing a towel and quickly drying off, before walking out to the living room, and James soon followed her.
“What do you have in mind?” James asked, knowing already what she had in mind.
“I want you to fuck me on every piece of furniture that we have in our apartment,” Olivia said. “This is going to be our home, I want you to fuck me in every room, everywhere. I want to think of you in every room, and I want you to think of me…”
James smiled, that was not an easy ask, but it was a pleasant thing to give some effort to.
“Ok Olivia,” he asked. “What do you want to get to first?”
“You mean where do I want you to do me first?” She said with a grin, and he nodded yes.
She walked to the little balcony he had, having a third floor apartment. “I could use some cool night air, how about you?”
James smiled widely, his balcony didn’t face Jack’s apartment, he could do that as long as Jack wouldn’t see it.
“Lead the way,” he said as Olivia opened the double doors and walked out onto his balcony completely naked, bending herself over the ledge in an appealing way, offering him her beautiful body.
What a first date this was turning out to be.
The first date finally ends, then time to start making arrangements.
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My best friend’s daughter…
A man marries his best friend’s daughter in a time of crisis.
This is a story of an older man named James marrying his best friend Jack’s daughter, a year after she graduates high school and when she is considering if she should attend college, try and get a job and build a career, or live on the generosity of her friends and their sofas. Olivia is an absolute beauty, a stunning young woman by any measure, a ten in Los Angeles, or anywhere else. She is funny and charming, with a smile that is contagious, but she is at the most time in her life. The events of this story come after Olivia’s father Jack, James‘s long term best friend loses his wife to a car accident, and six months later he gets a terminal cancer diagnosis. Jack suggests his daughter marry his best friend, as a way to prevent her life from becoming even worse. Olivia and James barely know each other, but under the circumstances they have to try to find some common ground This is how all of that came together, and how James and Olivia ended up married, and the lives they lead. The choices made in this story could lead to a long and happy marriage and maybe children, or to an unhappy marriage and unfaithfulness.
Updated on Jan 21, 2025
by VixxTheLover
Created on Oct 22, 2024
by VixxTheLover
You can customize this story. Simply enter the following details about the main characters.
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