It was early in the morning in Petalburg when Jiraya got up. Still groggy from his sleep, he felt his arms were trapped in something warm and soft. He tried to move without success, and he tried harder, hearing a female moan.

He widened his eyes and looked to either side, seeing May and Sapphire hugging their arms between their breasts. Both girls slept with their faces pressed together and their shoulders with a happy expression.

For the first time Jiraiya stopped to look at his friends not only as traveling companions, but as two beautiful young women, and that made him a little out of place. For the first time in his life, someone really liked him. Jiraya wasn't dense, he knew that girls saw more in him than just a friend, but the thought of taking on a relationship with them made him nervous.

He may have the body of a young man, but in his mind he is still the legendary Sannin who lived over 50 years as a Shinobi, going against all the common statistics of his world. He felt that he would be taking advantage of their naivete if he responded positively to their advances. The world was huge and they could find someone who treated them like they deserved, and it wasn't too hard for someone to be better than him.

Jiraya considered himself a failure for all the times he failed those he cared about, and he was afraid of what could happen to May and Sapphire if something bigger came between them. The Sannin swore that he would never let anything bad happen to his friends, and he included himself on the list of bad things if he got into a serious relationship. He was in doubt about what to do. On the one hand, he wanted to find someone who really liked him for who he was, but on the other hand, he feared hurting anyone he related to. So he decided to let the future take its course.

He would see how far his two friends' advances would go, he wanted to see whether or not he was right in his assumption that they liked him. If he was right, he would try to do his best not to hurt their feelings, and if he was wrong he would normally continue to be friends with her friends. First of all he was still his Sensei and he would never abandon a student for futile reasons.

With his mind still thinking about what he was going to do, he got to his feet, not realizing he'd woken the two teenage girls sleeping in his bed. Both girls looked at Jiraya as he left, and heard him say something to himself that unnerved them for some reason.

"They deserve someone better than a failure." He said in a low voice as he slowly closed the bedroom door, heading to the Pokémon Center reception, as he needed to talk to Ash and Brock.

Returning to the room, May and Sapphire had gotten up and thought about what Jiraya had said,

May, being the more perceptive of the two, already had a vague idea of what it could mean. "Sapphire, did you hear what Jiraiya said? It was probably about us. I think he knows our intentions." She said looking at her friend. Sapphire's eyes widened and she blushed slightly.

"May! Don't be silly, we never did anything to make him understand that, well, now that I think about it, you did. But that doesn't matter, what bothers me is that he considers himself a failure." Said Sapphire with a tone of sadness. May felt sorry for the girl, Sapphire could come across as an unshakable girl, but deep down she was fragile, afraid of hurting those who mattered to her, and that was something that May admired. She hugged her friend of hers, and Sapphire didn't back down, accepting the hug and laying her head on May's shoulder, speaking in a tearful voice.

"I like him better to hear that kind of stuff. Jiraya is the best thing that ever happened to me, he's a loyal friend, an amazing person, and even though he's a pervert, he never tried to do anything to us. I love that idiot and I don't like seeing him like that." she said as she started to cry.

May can't help but feel her eyes water. She felt the same way but Sapphire needed support and she would do it, she also loved her friend and hated when she was sad.

"I know Sapphire, I know. We both love that idiot, and he cares so much about helping others that he forgets about himself. He's done so much for both of us in such a short time, the least we can do is stay by his side. Now let's get ready for the day, you have a gym battle to win and I don't want to see my friend come to my house crying." May came out of the hug and wiped Sapphire's eyes with her hands, gave her a light kiss on her forehead and gently took her friend's hand, taking her with her to the bathroom in order to get ready for the day.

Anyone looking without knowing the two would imagine Sapphire as the unshakable one and May as the fragile one, and maybe physically it was true, but the reality was that they were both fragile in their own way. Sapphire was insecure and afraid of losing the few people she held dear, and May used her outgoing girl facade to hide her father's psychological abuse, which made her afraid to do what she liked.

But their hope revolved around the same boy who had recently appeared in their lives. They might have been a couple of broken girls, but as long as they were together, nothing else mattered.

They had someone who would protect them.

Jiraya quickly found the duo from the Kanto region, and helping himself to a small portion of pancakes, sat down at the table being welcomed by his newly made friends.

Not wanting to waste time, Jiraya soon spoke what he needed to talk to the other two at his table. "Ash, Brock, if you don't mind, I'd like you to go to the Petalburg gym as soon as possible. The Gym Leader is May's father and he is very controlling and protective of his daughter, which can hurt you if you are seen with her. I apologize for intruding on your plans, but it is a favor I need to ask." Said the Sannin while waiting for the answer.

Brock being older got the message and spoke for him and his friend. "We will go as soon as we finish breakfast, we needed to leave as early as possible anyway, our friend Misty got her sisters to take over her gym in Cerulean again, and she will arrive at LaRousse harbor so we need to go as soon as possible. fast as we can. That means once Ash earns his badge, we'll be off to our fate, so at least for a while we'll go our separate ways." As Brock finished talking, Ash nodded his head and Jiraiya was relieved that everything was resolved.

Not long after, the two unofficial twins joined the group, each with a monstrous amount of food on their plates, and Jiraya with morbid fascination watched as her friends devoured all that food in minutes. He ironically thought that they might get a piece of him if they got hungry in the middle of the road.

After the meal, the group gathered at the Pokémon center's reception, with Ash and Brock saying goodbye to the trio. They watched their two new friends go their way and then Jiraya looked at Sapphire.

"So, have you thought about the team you're going to use? I did some information gathering and Norman uses Normal-type Pokémon, which means they are resistant against the vast majority of Pokémon types."

Sapphire nodded positively as she spoke excitedly. "Of course I decided, I'm going to use Torchic, Phanpy and Poochyena, not that I have much choice, they're my only Pokémon. I'm going to use them in that order because I hardly trained Poochyena, so I don't know how he would behave in a gym battle, but if it becomes necessary to use him, I intend it to be in Norman's third Pokémon." She said informing her plan. May was impressed by her friend's reasoning and Jiraya smiled approving Sapphire's plan. When it came to Pokémon, he didn't know anyone better than the hyperactive girl.

"Well, since we've laid out the plan of action in the gym battle, let's get ready for a run around the Pokemon center. It's not because we're close to a battle that we can relax, let's go." And leaving no room for argument, he walked back into the bedroom, followed by an excited Sapphire and a despondent May who would tire again.

When everyone arrived in the room, Jiraya started to take off his shirt while May and Sapphire looked on blushing. A mischievous smile appeared on May's face as she started to take off her shirt in the bedroom while Jiraya was distracted. She looked at Sapphire after she was left with only her pink bra and panties showing a large part of her body, the poor girl was blushing at the sight of her friend and Jiraiya half naked, and didn't react when May sidled up to her back and took off her shirt, showing her white bra, then May took off Sapphire's underwear, leaving her in only her underwear.

Both girls stared at each other, and while May looked at Sapphire longingly, the poor girl blushed as she tried to hide her gaze at her friend's body, May was much more developed in the right places than she was, and having recently discovered her sexual preferences, he couldn't help but look at his friend lustfully, and it didn't help Jiraiya to be in the room shirtless. The two people she was horny with were in a room with her, barely dressed and it was driving her crazy.

May saw that her plan was working, seeing that Sapphire was getting horny. She knew the perverted side her friend tried to hide and it cheered her up. Depending on what happened next, they would have a fun time and maybe take a huge step towards what they wanted. She took off her bandana letting her hair fall to her shoulders, and approaching her friend, untied her bow, letting her hair fall the same way as May's, leaving them with the same haircut.

Meanwhile Jiraiya finished folding his shirt. He knew the girls were looking at him, and frankly, it was weird to be in the shoes of the girls he spied on. Sighing, he turned and froze at what he saw.

May and Sapphire were only in their underwear as they looked at him fondly. Both girls had their hair down, and the only thing that could tell them apart was their body proportions.

The one in Pink Bra and Panties was obviously May on account of her big breasts and wide ass, and it didn't help that she wore that cheeky smile that was her trademark.

The girl next to him was Sapphire in her white underwear. Her body was more toned, but her breasts and butt were smaller than May's, which didn't make her any less attractive. Somehow her small body had a different appeal, but just as good as May's. She smiled shyly as she looked down.

Jiraya felt blood run from his nose and comically fell onto his bed, while laughing pervertedly, lost in his mind thinking about the inspiration he had for his new icha-icha.

May's cheeky smile widened, she hugged Sapphire's waist, catching her attention, and they slowly approached the bed, May purposefully rocking her hips. When they reached the side of the bed, May pinned Jiraya to the underside of the bed with her body and slowly moved her head to her ear, leaving Jiraya not knowing what to do in this new situation for him. May purposely breathed close to her neck and said in a husky voice.

"I know you're a pervert, but you had the misfortune to travel with two girls who are too, while I don't hide it, Sapphire here is a closet pervert, and you know what they say about the shy ones, they're always the ones more violent in bed." She said lightly biting Jiraya's ear, making him stutter for the first time in his life since he was a child.

Sapphire worked up the courage to lie down next to May as she got close to Jiraya's other ear and tried to show her affection. "Jiraya, I don't know how to do these things, I've never had a relationship with anyone, let alone had anything close to a boyfriend. But I want you to know that I like you a lot, and I hope I can finally show that. I know we've only known each other for a very short time, but at least I hope you give me the chance to try to be happy by your side." She said as she hugged him. The poor girl was trembling in fear, weighing in on what would happen if Jiraya backed down.

It broke May's heart. As much as she had less than innocent plans for this moment, deep down she also felt the same fear as her friend. What they were doing now was a long shot. Either they would get what they wanted, or it would all be over, there would never be a way for the trio of friends to act on each other in the same way. Gathering courage, May stopped playing and looked into Jiraya's eyes. "I make Sapphire's words my own. Jiraya, I've known you for even less time than she has, and in that short period of time, you've become one of, if not the person I care about the most. I feel safe by your side, and I admire you as a person. I heard what you said earlier, I don't know everything about your past, and I hope one day you trust us enough to end the secrets, but please don't ever say you're a failure again. I love you you idiot, and it hurts me to see you give yourself so little value." She said as she started to cry.

Jiraiya was in shock. May had simply said that she loved him, and Sapphire had also said the same given her choice of words. This left him bewildered. It was always his biggest dream to hear those words from Tsunade, his first and for a long time, only love, but it was never returned. And now, after he had died and been reborn in a new world, he'd met two amazing girls, who liked him for who he really was, and didn't see him as a failure, even though they knew he was a hopeless pervert. It was something totally new, but he felt happy, maybe this was his opportunity to have a happy ending.

Sitting on the bed and helping Sapphire sit next to May, he took a deep breath and hugged the two girls, bringing their heads to rest on his chest. He had made a decision.

"I honestly don't know what you guys saw in me, where I come from I'm public enemy number one of the female population, and here I am with two amazing, beautiful girls who like me. I honestly don't know what to do." He said while making a small laugh. The girls were a little tense at his response, but then he continued.

"I lived for a long time thinking about what I needed to do, but I never had a real opportunity to be happy. I'm not going to lie to you two, I don't know if what I feel for you is love or just a strong appreciation, but if you agree, I'm willing to give it a try and see how far we go. I promise that no matter what happens in the future, I will never hurt you physically or emotionally of my own volition. First and foremost, you are my friends and students, and I swear I will protect you until my last breath." He said as he hugged them tighter. They couldn't see, as they had their faces leaning on Jiraya's chest, but the Sannin's gaze was determined, that wasn't a boy's gaze,

May began to cry with happiness as she returned the hug with affection. She got what she wanted, and she was going to have a relationship with the man she had come to love. He wasn't sure he loved her the same way, but the fact that he wanted to try a relationship was more than enough, it showed that he cared, he was the only man she trusted in her life.

Sapphire was more emotional, starting to cry with happiness. All her life, she had wished she had a friend, a person besides her father that she could trust, and she finally found that in Jiraya. Initially she was happy to have a friend, but in this short time they started traveling, what she felt as a friendship turned into something bigger, and thanks to him, it was possible to meet May, a perverted and sassy girl, but at the same time at the same time kind and big-hearted, the other person she'd learned to love. She had a boyfriend now, and even though Jiraya's answer wasn't what she wanted to hear, it was enough for now. She didn't know what the future held for them, but she was prepared to face it head on, as long as she had Jiraya and May by her side.

The tender moment continued, until May pulled away from the hug and without warning kissed Jiraya. This surprised the Sannin, but he soon responded. What started as an innocent kiss turned into something more intense, with May putting her tongue in Jiraiya's mouth, which he responded by deepening the kiss. They both hugged each other as May sat on his lap, arching her back and enjoying the moment. Sapphire watched the scene without any jealousy, and finally understood what May had told her that night in the bathroom. Really, it was for the best to have agreed to try this with her friend, everyone was happy getting what they wanted and that was what mattered.

Soon the air in their lungs ran out and they both broke apart, breathing rapidly. May brought her hand to her mouth and smirked as she looked at her now-boyfriend. "Wow, who knew you would go this far on our first kiss, it almost makes me think you want something more." She said looking at him maliciously.

Jiraya chuckled lightly as he also looked at her with a mischievous look. "Says the girl who started using your tongue, I'm the pervert and I feel like I've found someone who can beat me, not that I'm complaining, but if Sapphire is as intense as you are, I'm afraid I might not count." he said in a joking tone. They both laughed as Sapphire blushed at the comment.

Jiraya shifted his focus to the other girl with him and approached, taking her by surprise with a kiss on her lips. Unlike May, he had taken the initiative to get to know the personality of the girl he had met when she woke up in this new world.

Unlike what he did with May, this kiss was calmer, with both enjoying the moment, slowly they deepened the kiss with Jiraya taking the initiative, and Sapphire corresponding with her tongue, she was nervous and a little awkward with the kiss, because I had never done or seen anyone do this, but I was enjoying the moment. Jiraya hugged her affectionately while trying to make the girl's first kiss worthwhile, and soon they both broke apart when they started to get out of breath. Sapphire looked at him with unfocused eyes and with desire, while Jiraya caressed her face affectionately.

May smiled at the scene and wanting to mess with Sapphire, came forward and kissed the girl, much to Jiraya's surprise. A perverted smile crept across her face seeing a scene that many guys would kill to be in her shoes.

Sapphire was still numb from the kiss she had with Jiraya, and when May kissed her, she responded affectionately, hugging her friend, or would she be a girlfriend now? She wasn't sure, but it didn't matter at the moment. Surprising May, Sapphire hugged her, bringing the girl's waist closer to her own waist and began to take the lead in the kiss. May moaned in ecstasy and let her lover take the lead. Sapphire slipped her tongue into May's mouth as said girl responded with equal intensity. Both girls kissed passionately as they hugged each other while Jiraya looked at the scene with blood dripping from her nose and laughing pervertedly.

Some things never change.

Unable to stand it any longer, the girls broke apart, breathing deeply and staring at each other. May was the first to calm down and couldn't help but tease her friend.

"Our Sapphire, who would have thought that behind that shyness of yours there was a dominant woman. I wouldn't mind you taking the lead more often if things like that happen again." She winked at her friend as she giggled seductively.

Sapphire blushed at the comment. "That was for all the times you teased me." She said trying to keep up a serious facade, failing miserably as she blushed harder and looked down as she wiggled her index finger on the mattress shyly.

May thinks that's adorable, but she wanted more, so seizing the moment, she addressed Jiraiya as she laid him down on the mattress. She pressed a kiss to his neck and looked at him lustfully.

"Do you think we're going to stop here? I'll have to see my bastard father later, so I want to make the most of our moment. We'll give you the moment of your life, big boy, and you'll respond in kind. If I were you I would worry about Sapphire, I'm the out pervert, but look at that face she's making, she's almost eating your eyes out." May said as she laughed and pointed her index finger at her friend. Jiraya followed her gaze and swallowed hard at what she saw.

Sapphire was looking at him with such intensity and desire that it left him bewildered, she was blushing heavily and he could even see a small steam coming out of her breath. May smiled seeing this and decided that the time had come, it was time to take a new step in her life.

Scene warning for over 18s. If you don't want to read it, go to the next notice.

May slowly lowered her hands down Jiraya's chest, and when she reached his hips, she slowly took off his pants. Sapphire meanwhile took off Jiraya's sneakers and then removed hers and May's, throwing them all on the floor without any care, leaving Jiraya only with his underwear.

May then turned her attentions to Sapphire, and quickly removed her friend's bra, leaving her breasts exposed. Sapphire blushed but didn't complain and followed suit, taking off May's bra leaving her large breasts on display, in contrast to Sapphire's smaller breasts. Jiraiya was transfixed at the sight, as the two girls smiled at him. May lay on top of him and pressed her breasts against her chest, pressing a quick kiss to his lips and speaking huskily to her boyfriend. "We're going to make you feel good, so just lie back and enjoy." She said winking at him as he slowly descended her body, kissing his chest to his waist, making May notice the huge erection that Jiraya possessed, and with a cheeky look at Sapphire, both girls removed the boy's underwear they wanted so badly.

With a Jiraiya now completely naked, the girls stared in fascination at the size of her boyfriend's member, easily measuring 3 inches. Both May and Sapphire unconsciously licked their lips, and May decided to play some more with her friend. She brought her face closer until she was inches from Jiraya's cock, and brought Sappire to paste her face next to hers.

"See that Sapphire? This is our boyfriend's member. What I'm going to do next is something I've only seen in a few adult movies that I've watched on the sly, so follow my lead okay?" she said with Sapphire swallowing hard and nodding.

Then May slowly lowered her head and with her tongue licked the side of the organ, making Jiraiya sigh. She perked up and kept doing it, kissing his balls and licking all the way down to his tip. She kissed his cock and looked saucy at Sapphire, who was staring at the scene and had a hand on her crotch, leaving her white panties wet.

"Pay attention Sapphire, for after me it will be your turn." May said winking at her friend, and without hesitation she inserted the entire member into her mouth, surprising Jiraiya with the sensation. May almost choked, but soon got used to it and began to feel heat in her groin. She put a hand on the spot and felt wetness, she was getting wet and it turned her on even more.

She started to raise and lower her head while both she and Jiraya moaned, which made Sapphire more and more excited. She wanted to participate in some way, and remembering the intimate night she had with May earlier, she grabbed her friend's waist and removed her panties, much to the surprise of the girl who was giving her boyfriend her first blow job. She stopped the action, and without removing his cock from her mouth, looked back to see Sappire placing her mouth next to her vagina. May got even more excited knowing what her friend was going to do, and went back to her blowjob even more excitedly.

Sapphire couldn't take it anymore and kissed May's vagina, getting her first taste of her friend, and she loved it. She slowly thrust her tongue into the spot and began sucking with her mouth in great excitement, drawing louder and louder moans from May as she pumped Jiraya faster and faster. Soon the pace got so high that even Jiraiya was getting lost in the sensations. He placed a hand on May's head and thrust hard at her cock, ramming the entire length into her throat. May moaned in excitement at the rough treatment and increased her speed, shoving the entire organ into her mouth.

Sapphire meanwhile, increased the speed of her suction as she squeezed her friend's ass with gusto. After a few minutes, they began to climax.

"Fuck May I'm going to come if you keep this up." Said Jiraiya sighing heavily. May perked up hearing this and grabbed her boyfriend's waist, increasing the speed of her blowjob even more. It didn't take long for Jiraiya to reach her climax, and with a strong groan, she released all the sperm into May's mouth, which swallowed it all with gusto. The moment her boyfriend came, she couldn't stand Sapphire's advances and also released her fluids into her friend's mouth, who drank it all without letting anything fall on the bed.

Slowly May took Jiraya's cock out of her mouth, and seeing semen still dripping, she gently withdrew sappire from her vagina, looking at the girl lustfully and kissing her with her mouth still full of her boyfriend's semen. Sapphire tasted bitter and enjoyed every second, meanwhile Jiraya quickly got hard again watching the scene.

"Fuck, this way you're going to suck me to the last drop." he said in a light joking tone.

Breaking away from the kiss, Sapphire looked at Jiraya's still erect cock and licked every bit of it, swallowing what was left of his semen. Finishing that, she moved out of the way as May reached for her yellow fanny pack and pulled out a small package of male sexual protection. She took his cock in her hand and slowly pumped it, wanting to get it to its fullest size. When she got what she wanted, she ripped the package open with her teeth and inserted the shield into her boyfriend's penis. Finishing her action, May grabbed Sapphire around the waist and quickly took off her panties, pushing the girl in front of Jiraiya.

The Sannin knew what they wanted to do, but couldn't help but ask lest they have any future regrets.

"Are you sure you want to go that far? There's no going back after that." he said worriedly. As much as he wanted his girls, he still worried and knew that he would permanently mark them if he went forward.

Both Sapphire and May, even though imbued with desire, smiled affectionately at Jiraya, who even at that moment still cared about them. May kissed him on the lips, followed by Sapphire who repeated the action.

"I speak for both of us when we tell you we want this. You are the person we chose to take our first time with and I hope you will accept the responsibility of that stud." she said playfully, with Sapphire blushing and nodding shyly.

Jiraiya nodded positively and that was all they needed. May looked at Sapphire and placed a light kiss on her lips. "Sapphire, you were the first to meet him, I don't think it's fair to take away from you the opportunity to be the first. If that's what you want, feel free to take my lead." May said looking affectionately at the girl she loved. Sapphire smiled and hugged May, and then looked shyly at Jiraya, who felt the nervousness and asked again."

"You don't have to do this now if you're not comfortable, I won't like you any less for it, your happiness is more important." he said with concern. It took away any doubts Sapphire had, he cared for her, and she cared for him. She lightly kissed her boyfriend's lips and shyly positioned herself above his cock, letting her pussy rub against his cock. Sighing one last time, she released the weight of her hips and slowly let his cock enter her. It was a new sensation, but one she liked, but stopped when she felt resistance. She knew what that was and looked at Jiraya.

"This is going to hurt Sapphire, not gonna lie, take your time. It's your first time and we're going to make it special." Said Jiraiya holding his girlfriend's hand. She smiled and with a little force, broke her hymen, which made her cry out in pain as she let the entire length of his cock in. Blood was pouring out of her vagina as she cried in pain.

Still connected, Jiraiya sat up and hugged the girl while kissing her forehead. May looked sympathetically at her friend, after all, soon she would go through the same problem.

"It hurts a lot Jiraiya, will it be like this all the time?" she asked shyly. Jiraya kissed her forehead again and affectionately passed her hand on Sapphire's head. "No, it will pass with time. When you feel comfortable, let's start ok?" She nodded. Jiraya leaned on the headboard and still sitting, patiently waited for his girl to calm down. Soon Sapphire took courage and started to move, she was still in pain and Jiraiya was holding the girl's hand with pity.

Soon the pain began to be replaced by a good feeling for the girl, and soon they both picked up the pace. She started to moan as she jumped on her boyfriend's member, with Jiraya helping her, not letting his girlfriend do all the work. Soon sapphire's gaze blurred with desire and she looked into Jiraya's face. "I love you." She said between moans as she leaned over and kissed Jiraya violently, who accepted the initiative. As they kissed, the speed of both of them in the act increased and soon they both broke apart, moaning loudly.

May looked longingly at the scene as she touched herself with one hand, and the other caressed her right breast. "Fuck, so it was true. The shy always surprise. Damn Sapphire, you're driving me crazy here, Jiraya better be tough, because when it's my turn he's going to have to put up with a lot." she said with desire.

Returning to the couple in the act of love, both were close to their limit, while Jiraya moaned lightly, Sapphire pumped him violently while moaning so loudly that it should be possible to hear from outside the room. The headboard slammed violently against the wall as she stared horny in his eyes at her boyfriend.

"Damn Jiraiya, you're driving me crazy, I'm about to come. Give me everything you got, hit me, call me your bitch, do anything, just don't stop!" Said Sapphire, totally overcome with desire. This only cheered up Jiraya even more, who grabbed her around the waist and hammered her pussy violently, causing Sapphire to roll her eyes as she stuck out her tongue. Her moans grew louder and louder, until the moment she reached her limit.

"Damn Jiraiya, I think I will…AAAAAHHHHH!." With one last cry, she arched her back as she came. The walls of her vagina pressed against Jiraya's cock and he couldn't take it either, moaning loudly and pulling Sapphire's waist closer to him, while pumping all the semen he could into his girl.

When he was done, he slowly took his cock out of his girlfriend, and seeing her shield filled with his sperm, he withdrew it from his cock and tied the end, letting the used material fall to the floor beside the bed. He and Sapphire were dripping with sweat, but they were both looking at each other passionately.

Sapphire held Jiraya's face and kissed the boy lightly, resting her head on his chest. Gently stroking his shoulders, she looked at him showing all his love. "I love you, what I gave you today is something no one else will ever have, and I'm glad it was you." She said smiling. Jiraya smiled back and kissed her forehead as he hugged her. "I love you too. I may not have been sure before, but after what we did, I'm sure what I feel for you is love. I will make you never regret doing this to me." They held each other for a few more minutes, until Sapphire pulled away and lay on the side of the bed.

"I love you and I've wanted to cuddle with you for a long time, but if you don't do anything now, May is going to jump on your neck." She said laughing sweetly. Jiraya looked at May and saw her looking at him like he was a piece of steak.

She approached and placed her finger on Jiraiya's chest. "Now that the two lovebirds are done, it's my turn to have some time with my boyfriend, and I hope you have more gas in your tank, because mommy here is going to take you to the clouds." May said looking horny at Jiraya, who perked up again, making his penis erect. He was tired, but he held on for one more round.

May perked up and opened another protective package, placing it on Jiraya's member and when everything was in order, kissed him lightly and positioned herself above the member.

"It's time big boy, other than the closet pervert, I want my first time to be calm, so please be kind." She said shyly, surprising both Sapphire and Jiraya, who had never seen May act like that.

"Alright May, if this is how you want it, this is how it will be. Like I said to Sapphire, it's going to hurt when I come in, hold my hand." She obeyed and slowly sat on Jiraiya's lap, letting him enter her until she felt a barrier. Taking a deep breath, she broke her hymen and let herself go all the way down as she screamed in pain and cried. She saw Sapphire crying and thought she was going to hurt, but she didn't expect it to be this painful.

Just like he did with Sapphire, Jiraya hugged her and placed her against his chest, kissing her lips and forehead while stroking her head. "Calm down May, the pain will pass. It will only hurt like this for the first time, then you will only feel good things, I promise." He said while comforting his girlfriend. May nodded and stayed like that for a few minutes. When she felt the pain lessening, she kissed Jiraya. "Let's continue." She said smiling.

Jiraya laid her on the bed still connected to her, and was with her face pressed to May's. Unlike Sapphire, she wanted it to be with affection, and he would fulfill her wish, and he would take the initiative. Slowly Jiraya began to pump May's vagina slowly, while the girl moaned in pain and pleasure, after a while, the pain subsided, giving way only to pleasure and May began to moan with joy, while hugging Jiraya's neck and looking at him. with passion.

"I love you, please don't stop." she said begging. Jiraya kissed her lightly as she continued and said in between her thrusts. "Don't worry May, I'll make this moment count." he said as he continued.

The next few minutes were boiled down to kissing and moaning with some minimal conversation cropping up at some point, they were both dripping with sweat and soon May started to get close to her limit. "Love, I can't take it anymore, I'm going to come! Do not stop!" She said moaning at the end of the sentence, while holding Jiraya's waist with her legs ensuring that her boyfriend wouldn't stop.

Jiraya obeyed and increased his speed a little, making May moan louder as she pulled him by the neck closer to her.

"Damn Jiraya I can't take it anymore… I think I'll go… UUUUUHHHHHMMM!" May couldn't take it anymore and reached her climax. As she came, Jiraya increased the pace of her thrusts and with the walls of May's vagina so tight, she also reached her limit, pushing his cock as deep as he could and discharging all the cum he still had, causing May to moan loudly as she came. hugged him.

When Jiraya finished, he still connected he looked at May, who was looking back at him with passion, she caressed his face and placed a light kiss on his lips. "I love you so much Jiraya, I hope you take responsibility for what we did." She said with a wink while smiling mischievously. Jiraiya also laughed and looked at her intensely. "I love you too May, and I will definitely take full responsibility for what we did." He said giving his girlfriend a light kiss and taking his penis out of her.

End of adult content

As with Sapphire, he removed the protection and tied the end, and then dropped the used material next to the one he used on Sapphire. May lay on the far end while she was dripping with sweat, but she was too tired to do anything. Jiraya lay down between them and pulled them into a hug, holding May and Sapphire in each arm affectionately.

"I love you both and I'll do my best to make sure you don't regret choosing me." he said as he kissed the forehead of each of his girls. The two didn't say anything, because they didn't need to. What they shared today would always be worth more than any words. Sapphire took the comforter they'd used during the night and covered the trio, and even with the room reeking of sex and the bed full of fluids and blood, they didn't care, and hugging each other, the three lovers fell asleep.

The trio didn't expect them to be so tired after having participated in that moment of love, and when they woke up, it was more than 15 hours ago. The three hurried and ran to the bathroom, with Jiraya bringing out the two used shields and throwing them into the bathroom trash can.

The trio showered together without any shame, after what they'd done, seeing one of them without clothes on wasn't the least bit embarrassing.

Now clean, the trio got dressed and when everyone was ready, they packed their belongings and left for the Petalburg Gym.

As Sapphire thought about their battle, May was increasingly nervous fearing what her father would do when they arrived, she held Jiraya's hand, and the Sannin sensing his girlfriend's anguish, hugged her waist as they walked slowly towards their destination. .

It was inevitable that they would make it to the gym, and they did. When they arrived, May pressed the bell and soon a woman with hair the same color as hers appeared, surprising herself to look at May. She quickly pulled her into a tight hug.

"May my daughter, I missed you so much. You left leaving only a note and when we called Professor Birch he said you had gone on a journey with two friends, introduce me to these two." May's mother said as she looked at the two teenagers, and she nearly choked on her own saliva when she saw a girl identical to her daughter.

May smiled at her mother's reaction and pointed at the two of them. "The boy is Jiraya and the girl who looks like me is Sapphire Birch, daughter of Professor Birch." May said excitedly. Caroline, still in shock at seeing a carbon copy of her daughter, introduced herself to the two.

"I'm Caroline Maple, May's mom, nice to meet you, have any of you come to challenge the gym?" she asked curiously, Sapphire nodded excitedly, earning a smile from Caroline. The matriarch was about to come in to tell them they had a challenger when a man came out to meet them. He was heavyset, tall, with short black hair and wearing a red long-sleeved jacket, brown pants, and black sneakers. He was looking intently at his daughter, and was surprised when he saw a girl identical to his eldest. His surprise turned to anger when he saw a boy next door, he must have been the boy Birch commented on, Jiraiya if he didn't lack memory. He was going to end this bullshit now.

Approaching him he didn't say anything, standing in front of Jiraya, causing May to widen her eyes as she looked scared, and Sapphire was a little intimidated by the man's gaze.

Caroline looked worried fearing that her husband would exaggerate, and her fears proved correct as he lifted Jiraya by the collar of his shirt and glared at the boy.

"Listen here you brat, I don't care who or where you come from, no boy is going to be around my daughter, so I'm going to give you two choices, either you walk away and you never dare set foot on my property again, or I I spank you, you leave the same way and none of you will get a chance to challenge me for the gym badge." He said growling in anger. Caroline approached her husband trying to make him see reason.

"Norman please listen to what you're saying, are you going to threaten a boy and use him to stop you from having challengers? This is absurd!" she said indignantly. Norman looked at his wife and threw Jiraya to the ground, and the Sannin easily avoided the fall.

"Caroline, go inside with our daughter, this is none of your business." Norman said angrily.

"But Norman I..." Caroline didn't finish speaking when Norman glared at her and yelled, startling his wife. "Do as I say woman! Don't make me lose my mind with you again. This is my gym and my home, my word here is law and what I do or don't do is nobody's business." Norman said screaming, then looked at Jiraya who was staring at him indifferently and approached again looking with hatred. "So idiot, are you going out for good or beaten?" Norman's screams caused a little boy with dark blue, almost black hair, wearing glasses and wearing a blue shirt with brown shorts and green sneakers, step into the backyard and look scared at his father, beside his mother.

Jiraiya knew well what kind of person Norman was. Give a man power and his true face will be shown. He was addicted to controlling his family's lives and everyone did what he was told out of fear, not respect. He knew exactly how to put people like that in his place. "And what are you going to do, hit me? Good luck with that, you bald old man." Said the Sannin trying to destabilize the man, which worked.

Norman glared at the boy who had the audacity to disrespect him in front of his family, and without any remorse he sent a right punch towards Jiraya's face, who effortlessly grabbed the attacker's hand, much to the leader's astonishment. of gym.

May put her hand to her mouth in shock at what her father had tried to do, she ran to Jiraya's side and spoke desperately to her father. "Please dad, stop it, don't hurt them, I beg you." She said crying, Norman looked at his daughter defending the boy who had insulted her and without thinking twice gave her a hard slap in the face, making her fall to the ground.

Everyone looked in shock at what Norman had done to his daughter. May was crying on the floor holding her cheek as blood flowed from her mouth, she had probably cut her gums with her tooth from the aggression.

Sapphire ran to her friend as she hugged her and glared at Norman. "I don't want to have the heartbreak of owning a badge given by a bastard to you, we're getting out of here you idiot!" She said screaming to Norman, who seeing this was angry seeing the girl identical to his daughter look at him this way, he advanced to do the same with her when Jiraya walked in front of him, looking at him with such anger that it scared the man, that look shouldn't belong to a boy.

Jiraya thought of himself as a controlled person, and during his life he was rarely really angry with anyone. He was a legendary shinobi who survived two wars and faced many powerful enemies, but he had never felt hatred towards anyone, not even Nagato and Konan when they killed him. But seeing Norman hit May right in front of him, he being the girl's father, made his blood boil, and he stopped himself from sticking a kunai between the bastard's eyes.

"I'll give you one last warning Norman, leave us alone." Said Jiraya looking intensely at the man, who glared back and with an act of madness, threw a Poké Ball into the air, revealing a huge gorilla Pokémon.

Everyone but Jiraiya was shocked by what Norman was doing, was he really going to use a Pokémon against a helpless young man?

"Slaking, let's teach this fool a lesson, Focus Punch on the boy!" Slaking looked uncertainly at his trainer, he didn't want to attack a child, but he had no choice, and gathering energy in his pine, he quickly advanced to deliver the blow.

Everything was in slow motion. May watched in horror fearing for her boyfriend's life, while Sapphire stared in disbelief at how low her friend's father had fallen. Caroline brought her hands to her mouth in shock watching her husband try to kill a child, while her youngest son Max looked scared at what was happening.

Jiraya saw the attack and with so many years of combat experience with his life on the line, he sighed in disappointment. "Too slow." Said Sannin. As Slaking was going to connect the attack, Jiraya disappeared, causing the gorilla Pokémon to hit a severed log to everyone's shock.

Then a crackling noise came and everyone looked back to see Jiraya with a blue ball spinning in his hand. Looking with hatred at the Pokémon, it advanced at speeds unimaginable for a human. "RASENGAN" said the shinobi connecting the powerful blow, sending Slaking flying into the gym wall, shattering it and knocking the Pokémon unconscious.

Norman was in shock, his strongest Pokemon was knocked out by a boy without using Pokemon, what kind of bizarre monster was this boy? He couldn't think too much as he felt the air in his lungs disappear. Jiraya had punched him in the stomach, causing Norman to kneel in pain, and then Jiraya connected a series of punches and kicks to his joints and face, beating up his girlfriend's father.

The gym leader could barely stand, trying to understand how he was being beaten by a boy less than half his age. And while Caroline begged the boy to stop it was only when a May still dizzy from the slap, she got up and hugged Jiraya from behind.

Crying she begged her boyfriend. "Please stop, that's enough. He's not worth it, let's go please." May said crying. Jiraya's anger was replaced by concern, he hugged May and without caring who she saw, kissed the forehead and the side of the face where his girl was attacked. He took May to Sapphire, who hugged her friend and then Jiraya knelt in front of Norman, who even with his bruised face and a black eye, could still see and hear the boy.

"You are the lowest kind of scum there is, the kind of person who tries to control people's lives against their will. I can't believe how a human trash like you was able to generate a girl as beautiful and kind as May. I guarantee you will never lay a finger on her again, not as long as I live. And if you dare come after us, I will kill you, and nothing in this world will stop me." And leaving no room for argument, he hugged May and Sapphrie, with the trio leaving the venue, wanting to get out of this town as soon as possible.

North of Petalburg, it was dark by the time Sapphire, Jiraya, and May made camp. Sapphire carefully pressed an ice pack to her friend's face while Jiraya prepared dinner. It had been an intense day that had started so well with the three of them sorting out their feelings, only to end up with that bastard who dared to call himself a father assaulting his daughter for no reason. May cried the entire way and only calmed down when they stopped to rest for the night. After a few minutes, the dinner that would have been a chicken stew was served and everyone ate, with Jiraya helping May to eat slowly, as she felt pain when chewing due to the small cut in her mouth.

Finishing eating, Sapphire went into the tent to sleep, while Jiraya was sitting on the floor with May with her back against her boyfriend's chest. The Sannin hugged her around the waist as he rested his chin on May's head.

"Jiraya, did you really mean everything you said to my father, will you protect me from him if he tries to pick me up?" asked May as she stared into the moonlight. Jiraya smiled and kissed her cheek, causing May to blush slightly.

"Of course I meant that, I promised I would protect you and take care of you, I will do the same for Sapphire too. You two are important to me, and you don't need Norman in your life if he always acts like this with you. I will always be here by your side as long as you want me to." He said caressing his girlfriend's hand while also looking at the moonlight.

May had a slight smile on her face as she snuggled up to Jiraya. "I'm glad to hear that, you always care about others and do everything you can to help those who can, that's one of the things I love about you you know?" She said smiling. Jiraya smiled and said nothing, hugging her tighter and they both enjoyed the moment before going to sleep.

Sapphire had poked her head out of the tent trying to see what her boyfriend and lover were doing, and when she saw the two of them hugging, a slight smile crept onto her face. May deserved to have her moment after all she's been through.

They were lucky to have found Jiraya in their lives, and with each passing day, they both knew they had made the right choice in deciding to travel with the boy they loved so much.

He might be a shinobi, trained to kill from a young age and coming from a relentless land where death was the norm and nothing was safe, but at the same time, he still had a kind and understanding soul, helping those he could and most importantly, taking care of them. even before they declare their feelings.

Really, they were lucky girls.

With a slight smile on her face, Sapphire went back to the tent and slept. Minutes later, Jiraya and May entered the tent and also slept, trying to put past events behind them and focus on what would come next on their journey.

And under the moonlight, the trio of lovers rested as they waited for one more adventure with each passing day.