This is a work of fiction, and none of the experiences have actually happened. This story involves a girl losing her virginity, so if that disturbs you, then you should stop reading now. Any similarity to real names or real people is purely coincidental. Constructive comments are always very welcome. Critical comments by users who don’t even post under their own name (which is NOT Anonymous User) are not. If you think I should write my stories a totally different way, then maybe you should write a story and show us how it’s done.
Nobody in this story was underage when they had sex.
Abigail Rosales was born on the island of Negros in the central Visayan Islands of the Philippines. Her father had died in a storm (he was fishing) when she was ten, and her mother did whatever she could to support Abigail and her two younger sisters, but it was never enough. Somehow, Abigail (or Abby as she was known) was able to complete high school, but although she would love to go to college, she had no money for any further education.
A girl in the Philippines with just a high school education or less has no chance of any employment beyond domestic help. Nevertheless, Abby was in Cebu looking for work. She had some friends in the Cebu City area who would help her if they could. One of those had a laptop she could use to look online for work. She had been on Cebu for about two weeks already, and had seen nothing but rejections everywhere she applied. She hadn’t even been able to find work as a maid.
She was about to give up when her friend told her to look online in the Cebu Classified website. There were all kinds of ads and they were all mixed together. She had been searching the ads for about a half-hour when she came across one that was unusual. It simply read:
Wanted: A live-in girlfriend for a mature man. Normal expectations concerning a girlfriend. For the right girl, benefits include, room, board, all personal expenses, college tuition, fees, books and transportation. Call me if interested.
Abby normally wouldn’t have even considered this a week before, but she was running out of time and money to continue her job search. The part that intrigued her was that he was offering to pay for college. That was something that she really wanted.
After thinking about it for a while, Abby typed the number into her cell phone and sent a text, “Are you still looking for a live-in girlfriend?”
It was less than a minute before she received an answer. “Yes. My name is Jim. I’m a retired American. Tell me about yourself.”
She replied, “My name is Abby. Filipina, 5’0″, 105 lbs, long black hair, high school graduate who wants to go to college but has no money.”
Jim replied, “Can we meet?”
“Where?” she asked.
“Can you get to Ayala?” he responded.
She worried that it would take all of her remaining money. “Yes, but it will take all of my money to take a jeepney there. Where in Ayala?”
“Don’t worry about money. I will cover your fare both ways plus some. Meet me in front of the Starbucks in the Terraces at Ayala. When can you meet?”
She replied, “It will take me about an hour to get ready and ride there.”
“OK,” he replied. “I’ll meet you there in an hour. I will be wearing a red shirt.”
Abby was extremely nervous. She had never done anything like this before. In fact, she had never even had a boyfriend before.
She got dressed in he best clothes, although she didn’t really have much to choose from. She took a quick bucket bath, put on a white blouse with a black skirt and slippers, and left her friend’s apartment. It was a short walk to the jeepney route that would take her to Ayala Mall, and then she just had to find the Starbucks once she arrived at the mall.
As Abby approached the Starbucks, she saw a very handsome Kano wearing a red shirt in front of the coffee shop. She approached him. “Are you Jim?”
“Yes,” he responded. “You must be Abby. You didn’t tell me that you are very beautiful.”
She blushed. “I’m not really very pretty,” she replied. “But thank you.”
“I would beg to differ,” he said. “Let’s go in and get a table where we can talk. Would you like something to drink?”
“OK,” she replied. “Whatever you are having will be fine for me too.”
“Sit at that table over in the corner, and I will order us drinks,” he said.
Jim ordered two lattes, paid and got a number, and went back to the table where Abby was sitting. At first, they just got to know each other better. When Jim’s number was called, he picked up the drinks and went back to the table. He still couldn’t believe how gorgeous this girl was. Unless it turned out that she was some kind of axe murderer, he was going to snap her up.
When Jim sat down, he sipped his drink, and then asked Abby, “So, why do you want to be my girlfriend? I’m probably fifty years older than you.”
“What first caught my eye was that you said you would cover my education, but when I saw you, I thought that you are very handsome. I have to tell you, though, that I have never had a boyfriend. I really don’t what to do with a boyfriend.”
“Wow,” he exclaimed. “Never?”
“No,” she replied. “Never. Do you still want me as a girlfriend?”
“Even more,” he said. “When can you move in?”
“If you want me, then I will move in today,” she replied. But I would like to hear more of the details first.”
They spent the next hour or so talking in the coffee shop. Jim explained exactly what he expected and what he was offering, which turned out to be exactly as Abby had anticipated. She agreed to move in with him.
Jim had a condo in the tower across the street from the Ayala Center Mall, so he suggested that they do a little bit of shopping for her, and then they could walk over to the building his condo was in. Abby was surprised when Jim bought her an assortment of dresses, lingerie, shoes and toiletries. He told her that if she was going to look good. It all made Abby very happy and very excited.
They walked across the street, and rode the elevator up to Jim’s condo on the 20th floor. She had never been that high, and she was amazed at the view. Jim set the bags on the king-size bed and came up behind her at the window. He leaned down and kissed her neck. She whispered, “Please be gentle. I’ve never done this before.”
“Don’t worry, Sweetheart,” he said. “I will be as gentle as I can be. There may be momentary pain the first time we make love, but I will try to not hurt you any more than necessary. After the initial pain, it should be all pleasure from then on.”
“Thank you,” she sighed. “I don’t like pain.”
“You should put your clothes away,” he said. You have the right side of the closet for your dresses and that dresser is for your other clothes and your lingerie. Speaking of lingerie, would you wear the nightie I bought for you to bed tonight for me?”
Abby blushed, but she nodded her assent. She had been embarrassed when Jim bought a sheer baby doll nightie for her at a lingerie shop. In fact, she had been embarrassed by all of the lingerie he had purchased. She had never owned any sexy underwear before.
While Abby put away her clothes, Jim ordered a nice dinner for two through the Grab delivery service (similar to Uber Eats). It would be there at the condo in an hour. In the meantime, they would sit on the couch and get to know each other better. They talked a bit, and then Jim leaned in to kiss her. Abby had never been kissed on the lips before, and she didn’t know how to react.
At first, Jim had trouble getting past her lips and teeth, but when he told her to relax and let his tongue enter her mouth, she did as she was asked, and they were soon really kissing. Abby had never felt anything like this. At first, she was only feeling his tongue in her mouth, but then the sensations seemed to spread throughout her body. She felt tingles in her breasts and her pussy, and that was even before he touched her in those places. It felt wonderful to her. She was no longer afraid.
When Jim’s hand finally did touch the side of her breast, Abby moved toward his hand rather than away. Jim was happy with this development, and moved his hand over her breast, cupping it in his palm. Abby’s breasts were not large, maybe 32B at the most, though she usually wore a 34A bra. Today, Jim had the sales lady at the lingerie boutique actually fit her for a bra, which was why she now had a 32B-sized bra on. It was much more comfortable than her old bras.
They continued to kiss, and Abby was finally responding to Jim’s tongue in her mouth by sucking it. This seemed to double the sensations she was feeling all over her body, and Jim liked it as well. Abby’s nipples were now hard little pebbles sitting on her breasts, and Jim rubbed them through her blouse and bra.
About that time, their dinner arrived, and Jim went downstairs to fetch them. When he returned, he was surprised to see that Abby had changed into her new nightie. He could see her beautiful body through the sheer material, and he loved what he saw. He was torn between dinner and her body, but he finally took the dinners to the table. Jim showed Abby where the dishes, glasses, and silverware were in the cupboards, and then where the cold drinks were in the fridge. He told her that he hated eating out of containers, and that he hoped that she would always set the table for meals in the future. She nodded her agreement.
Abby removed the dinners from the containers, and placed them on their plates. Dinner looked a lot more appetizing when it was properly plated. Jim got a bottle of mango juice out of the fridge to pair with their dinner, and Abby poured it into their glasses. Then, she and Jim sat down in their places. Abby quickly made the sign of the cross and silently said grace. Jim asked her if she blessed his food too, and she said, “Yes. Is that OK?”
Jim smiled. “Of course, it is OK. You can say grace out loud from now on, if you would like.”
Abby was happy. “I didn’t know if you were religious.”
“I’m Catholic,” Jim stated.
Abby was now over the moon with joy. She was starting to see a lot more potential in Jim than just a temporary boyfriend now. “Do you think there is any possibility of a more permanent relationship if things work out between us?”
Jim smiled again. “You want to get married? That is a definite possibility, if you are the kind of woman I want as a wife.”
“Then, I will start treating as my husband starting now,” she said. “I will do whatever you want me to whenever you want it from now on.”
They ate their dinners, and Abby asked if he wanted her to cook. He replied that it would save a lot of money, if she knew how to cook, but he couldn’t survive on a diet that Filipinos were used to eating. Would you be interested in taking cooking classes to learn different cuisines?”
“Yes,” she said. “Yes, I would love that.”
By the way, he interjected, “What would you like to study in college?”
“Nursing,” she replied.
“Take some courses to make yourself into the perfect wife first, and then you can enter nursing school. There are several of them here in Cebu.
“Would you still want me to get a nursing degree if we get married?” she asked.
“Absolutely,” he replied. “Education is the best insurance policy I could buy for you. If we did get married, and then I died, then you could get a widow’s visa to the US. There, you could use a nursing degree to make a lot more money than you could even dream of here in the Philippines.”
Abby was delighted. “Then I will be the best wife that you could ever dream of, Jim. Let me clean up the dishes, and I will meet you in on the bed. I am already dressed for it.”
Jim grinned. “I noticed.”
Ten minutes later, Abby finished the dishes and came into the bedroom in her sheer nightie. She noticed that Jim was now lying on the bed naked and said, “I have no idea what to do, but I am counting on you to teach me everything I need to know.”
“Well,” Jim said. “You can start by crawling over here, straddling my hips, and kissing me again.” She did just as he instructed. Her pussy was directly over Jim’s cock, and her nipples seemed to be hard against his chest (with just the sheer nightie separating them), as she leaned in to kiss him. Both of them felt the contact, and as she started to suck his tongue, he pushed her baby doll nightie up to her armpits, allowing her nipples to touch him directly.
He was tweaking her nipples between his forefingers and thumbs as she continued to suck his tongue. “Oh,” she cried out. “That feels so good. Don’t stop.”
Don’t worry, Sweetheart,” he replied. “I won’t.”
His cock was rapidly getting hard as her pussy continued to slide over it. She loved the way it felt as his cockhead brushed over her clitoris over and over again, and she was really starting to produce a lot of lubrication, getting them both very wet.
Jim wanted to know for sure that she was a virgin before he fucked her, so he rolled her over onto her back and slid down her body to suckle her nipples. “Ohhhh…” she cried. “Nobody has ever touched me there before.” He drew her breasts into his mouth, wanting to suck in as much as possible. Then, he concentrated just on her nipples, trading back and forth to ensure that both got an equal share of his suckling. Jim did make sure that he sucked her breasts in a few places away from her nipples to give her some marks.
When Jim started to kiss his way down her body, Abby got very giggly, not knowing what he was going to do, but when his kisses reached her pussy, she threw her hands down between her legs to block him. “No. It’s dirty there.”
“Are you going to deny me the pleasure I seek?” he asked.
Immediately, Abby knew that she needed to allow him any pleasure he desired, even if seemed strange or dirty to her. “No, Jim. I won’t deny you anything,” and she moved her hands to her sides.
Jim kissed her pussy again, and this time, he used his fingers to spread her labia as he licked her entire vulva. It immediately sent pleasure shockwaves through her body, and she knew why he wanted to do this. Instead of pushing him away, her hands started pulling his head into her pussy. It only took a minute for Jim to find and identify her unbroken hymen, and he was now sure that she was, indeed, a virgin.
He concentrated his efforts around her clitoris, and she was soon squealing and writhing in pleasure. His finger tested her hymen, but he wanted to break it with his cock, so he didn’t press in too far with his finger. Nevertheless, he was able to give her a small orgasm just by sucking her clitoris.
He slid back up to her breasts to suckle them again, and then he slid up even further to kiss her. This put his cock right at her hymen, and he started pressing in a little. He asked if she was ready to become a woman, and she nodded her head. Jim used his cock to give one powerful thrust to break through her barrier. When she cried out in pain, he told her, “It is better to remove a band-aid fast so the pain is short. Now, I can start to give you pleasure.
He didn’t start fucking her right away, though. He let his cock sit fully-buried in her pussy until he felt her vaginal walls start to move around his cock. Then. He knew that her pussy had relaxed enough that he could start to slowly fuck her. At first, she tensed up again, but then she relaxed again and just let his cock slide in and out of her vagina. Once she realized that his cock was no longer causing her any pain, but rather was feeling good inside of her, she started to rock her hips to meet his thrusts.
It wasn’t long before Jim was thrusting into Abby with power and speed, his cock pressing into her cervix with every thrust. Abby’s lubrication was now flowing freely out of her vagina, and she was squealing in pleasure every time his cock bottomed out in her. She started to orgasm before he did, her vaginal walls contracting and spasming around his cock. Jim wasn’t able to take much of that before he felt his own orgasm overwhelm him in pleasure.
Jim pressed his cock as deeply into her pussy as he could, his cockhead pressed tightly against her cervix, so his sperm was being shot directly into her womb. After eight to ten spurts, he finally ran out of ammunition, and he collapsed on her body.
Neither of them had thought about birth control until after he came in her. He asked if she was on the pill, and she replied, “That costs money, and I was a virgin, so why would I even think about it?”
She thought about it some more before asking, “Will you marry me if I get pregnant?”
“Yes,” he replied.
She sighed, “OK, I won’t worry about it.” Then, she was kissing him again, trying to get him to make love again. Amazingly, his cock was still hard inside of her. All she needed was some movement from him. He finally caught on to what she was doing, and started thrusting into her once more. Mmmm… I love this and I love you,” she whispered.
Jim smiled and continued to fuck up into her depths. Her tight pussy felt great around his cock, and he really enjoyed being deep inside her vagina. The second round seemed to last forever, and Abby was actually getting tired. She wondered how Jim, at his age, could have so much stamina. Jim was just fucking her at a pace that he could sustain for a long time, and when he finally started to wear down, he sped up his tempo until he was once again pumping a large quantity of his seed deep into her womb.
Jim wasn’t really worried about Abby getting pregnant. He had several doses of Plan B in his condo, and when they finally finished fucking, he went into the kitchen, dissolved Plan B into a glass of orange juice, and told her to drink it all. She never even knew that she had been protected from pregnancy. Then, however, he gave her a packet of birth control pills, and told her to start them the on the first day of her next period. He asked her about her menstrual cycle, and found that her period would start in just a few days, so it was very unlikely that she would have gotten pregnant anyway.
Abby was obedient, and followed his instructions. She kept her birth control pills on the bathroom counter, so he could keep track of them as she took them. It wouldn’t do to have any little surprises. They had five days and nights of great sex before her period started. He explained that he would be fine having sex with her during her period, but they would fuck in the shower. Beyond that, he taught her how to give him a blowjob. At first, she wasn’t all that good, but then she gradually learned how to deep throat his cock. After that, he liked her blowjobs almost as much as fucking her.
Over all, Abby was working out well. She cooked most of their meals, kept the condo clean, washed the clothes and was always willing to have sex, however he wanted it. One night, after her period had ended, he fucked her for a while in doggy-style, and then decided to try the back door. At first, she was hesitant, but he convinced her that he wanted it, so she gave in and pulled her butt cheeks apart while he lubed her up with Astroglide. Once her asshole and his cock were slippery, he lined up and drove his cock deep into her rectum. At first, it hurt, but like with vaginal sex, she got used to it and even enjoyed it.
Jim, was true to his word, and Abby started classes at a nearby culinary school, so she could learn to cook different cuisines. That had her out of the condo for six hours a day for her classes, so Jim started going to a local spa for a two-hour massage. Of course, massage in Cebu can come with “extras,” but as long as Abby was providing him with all the sex he wanted, then he saw that as a waste of money.
A typical day in the condo started with Abby giving Jim enough of a blowjob to get him hard and then fucking him until he came deep in her pussy. Then, she would fix breakfast for them and clean up afterwards before leaving for class.
Jim would go to the coffee shop to hang out with friends and then go to lunch at the mall. He would then walk to the spa for a two-hour massage and then walk back to the condo to be waiting for Abby when she returned. She would ask if he wanted sex, and if he did, they would go to the bedroom to fuck (or whatever).
If not (or after sex), she would cook dinner (which steadily improved as she learned how to cook more dishes at her classes). Abby was both fulfilling her part of the bargain and gaining a lot of knowledge for her own benefit. She would clean up the kitchen and then slip into a sheer nightie (of which she now had several in different colors, so there was always variety. Jim would be waiting naked on the bed for her, and they would make love until the wee hours of the night, when they would fall asleep tangled in each other’s bodies.
Before the new school year started, Jim got Abby registered for nursing school. Her grades in high school would have been good enough to get her in if she would have had the money. So, when classes started, Abby was in nursing school, exactly as Jim had promised. Again, Abby was in school about six hours a day, but this time, she had a lot of studying to do in addition to her classes.
Still, she was attentive to all of Jim’s needs, and she pampered him whenever she could. After the first semester, she decided to cut back on her classes because she felt overloaded. She went to four hours of class plus two hours of study every day. This gave her more time with Jim and more time to take care of her home routine (cooking, cleaning and laundry). It would take her longer to complete the course in nursing this way, but it also took a lot of stress off of her shoulders.
Jim and Abby had built a real relationship. What had started out as basically a business deal had turned into love. Jim no longer introduced Abby as his girlfriend. He introduced her as his fiancée. There was no ring yet, but Abby hoped for one soon. She wanted to have children with Jim, but he insisted that she finish school before they have any children.
Still, Jim couldn’t ever complain that Abby wasn’t paying enough attention to his sexual needs. Most days, they had sex (or at least sexual activities) at least three times, even when she was having a period. Abby was completely fulfilling her part of the bargain, and even though she hoped for more in the future, Jim had done everything he had committed to so far. There was no mistaking, though, that Abby wanted Jim to marry her.
On their first anniversary of them meeting, Jim planned out a romantic evening for them. It was on a Saturday, so she had no classes, so he set up a couple’s spa appointment, so Abby could get a massage while he received one next to her. He set up the appointment at a spa he did not usually frequent. After the massage, they went to dinner at a nice restaurant, and then went back to the condo.
Now, it was Abby’s turn to seduce Jim. She had purchased a new nightie that he hadn’t seen before that had openings over her breasts. She was amazed that during their first year together, her breasts had gone from a B-cup to a C-cup. The only thing she could attribute that to was the fact that Jim was always sucking and massaging them. She had to buy new bras, but she loved her new look.
When she came into the bedroom from the bathroom, her nipples were standing proud through the holes in the nightie. To say that Jim liked it would be an understatement. He loved it. In fact, he even spent extra time suckling her nipples that evening. As well as her breasts growing that first year, so did her nipples. The first time they were together, her nipples were smaller than a dried pea, and now they were the size of ripe raspberries (and just as tasty). He loved her breasts and especially her nipples.
When Abby realized that she was leaking a lot of lubrication, she pulled him up on top of her, and wrapped her legs around his waist, perfectly lining his cock up with her vaginal entrance. “Do you remember that first time?” he asked.
“I know there was pain, but I really only remember the pleasure afterwards,” she replied.
He smoothly slid his cock deep into her pussy until it was pressing firmly against her cervix. She loved the feeling of that, and told him so. Push deeper into me, Sweetheart. I love the feeling of your cock pushing really deep into me. That got Jim going, and he was soon thrusting in fast and hard. As much as they had sex, Jim seldom lasted less than twenty minutes while fucking Abby, so she had plenty of time to experience multiple orgasms before he shot his seed deep into her womb.
They snuggled together for about an hour before Jim pulled a small red box from the top drawer of his nightstand. She sat up, and he knelt before her. “Abby, would you do me the honor of becoming my wife?” he asked as he opened the small red box. Inside was a diamond engagement ring. Abby was smiling and crying at the same time. Yes, Jim,” she replied. “I would love to be your wife.”
If Jim thought that would be the end of the evening’s festivities, he was very wrong. Wearing her new diamond ring on her left hand, she made love to him four more times that night. By the time Sunday morning rolled around, Jim wasn’t sure if he would even get up that day. Of course, Abby was so happy that she brought Jim breakfast in bed, and when they were finished eating, she cleared the dishes away and then returned to the bed to seduce him one more time.
Jim was very happy. He had worried that, like so many women do when they get a ring, Abby would quit trying (or at least not try as hard), but she actually increased her efforts to make him as happy as she could. She straddled his hips, and then as she started kissing him, she stripped off her nightie to press her nipples into his chest. Of course, that had predictable effects on Jim’s cock, and his hard cock was soon sliding around against her wet pussy as she rocked her hips on top of him.
When Abby judged that everything was wet enough, she reached down between their bodies to insert the tip of his cock into her pussy and pushed down hard, totally impaling herself with one thrust. Then Jim was thrusting up into her until they came. This was what Abby wanted. If she had any say, she would be one with Jim in body and soul until the end of time. She would do everything she could to make sure that happened. All was well.