Here's another story about what I imagined led up to the scene in the picture. I'm a big fan of older women taking the initiative with younger boys, so it went on way longer than I wanted to spend time on it, but hopefully some of you enjoy it.
Hilda had defeated the boy handily and approached him for her reward. The boy looked so discouraged, "Aww man, I'm getting so low on money." Hilda realized the match was very unfair from the start with the little amount of experience he had. He had just recently started his adventure, and didn't have a chance against the years of training she has been through. Hilda looked at him and said, "Well then let this be a lesson to you. Don't try to battle people who clearly have way more experience than you."
The boy looked frustrated, feeling cheated that she chose to battle him when she could see he is inexperienced and would be defeated easily. In an annoyed and bratty tone he said, "Fine, just take your money." He pulled out her prize money, but Hilda declined, "No, I had something different in mind when I first decided to battle you. Maybe you can give me a different prize that won't cost you any money." The boy looked puzzled, but he was anxious to keep what little he had. "What do you mean?" he asked. He had not been adventuring on his own for long, and no one had ever suggested he give a different prize.
Hilda smiled at him, showing her excitement. "Well..." she said as she turned her back to him. The boy was so confused, and stood there in anticipation. Hilda grabbed a hold of her pants and panties by the waist, and pulled them down in one smooth, slow motion. As she pushed them down, she exposed her dripping wet pussy and tight butthole to him, giving him a better view the further she pushed her clothes down. She reached her ankles and held her position for a moment, giving him some time to enjoy the view. She wiggled her butt playfully to get him excited and kick in his natural instinct to want to fuck her pussy. He instantly popped a boner, but due to his inexperience, he unsurprisingly didn't make a move on her.
Hilda stepped out of her pants and panties, leaving them on the ground as she turned around. She approached him and said, "I wanted to do this the whole time, even before we started battling." The boy was in shock. He couldn't believe a gorgeous girl like her was doing this to him. He wondered if it was a trick or some kind of trap, but didn't know how to react regardless of what was happening, so he stood there waiting for her next move. Hilda bent over and playfully kissed him on the cheek and asked, "Are you ready?" followed by a short giggle. Before the boy could even respond, she grabbed a hold of his shorts and underwear, and quickly dropped them to the floor.
His dick sprung out and nearly hit Hilda in the face as she was bending over to take his clothes off. "Wow you are rock hard!" Hilda continued acting playfully as she gently kissed the tip of his dick. The boy's dick twitched and he let out a noise of pleasure as she kissed it. "Wow you're really sensitive" she said as she put her hand on his thigh to not surprise him by immediately going for a sensitive area. This wasn't Hilda's first time with an inexperienced boy. She loved to explore the sexuality of young trainers and help them discover more about themselves, plus she always found them to be really cute.
Hilda moved her hand further up his thigh and eventually to his balls, very gently grabbing a hold of them and massaging them lightly. "I need to at least get a little taste" she said as she moved in and licked up the large amount of precum that had been dripping from his penis. His dick twitched again as he let out a noise of restraint. Hilda wrapped her lips around his cock and licked the tip as it was in her mouth. She only did it for a few seconds but he was moaning much louder, so she pulled her mouth off and excitedly said, "Now now, don't go cumming so early" followed by a grin as she looked up at him. Hilda knew that she was already pushing his limits, but she really wanted to be the first one to suck his dick and play with his balls. She may not have been able to do it for long, but she was satisfied with having a chance to taste him, especially since she loved the taste of his dick.
Hilda stood back up, towering over the young boy. He looked up at her, but naturally got shy as she stared back intently. His eyes naturally moved to her huge tits right in front of his face. He realized she would notice him looking at her chest, and quickly looked away. She paused for a moment to give him an opportunity to act, but unsurprisingly he was too shy to do anything. "Come on, you can play with them" Hilda said, as she grabbed both of his wrists and put his hands on her soft tits. He hesitantly began rubbing her tits through her shirt, and Hilda said, "You can be more aggressive then that, come on, my tits are yours to play with however you would like." The boy got more excited and began firmly squeezing her tits and playing with her nipples through her shirt. Hilda's hands were free, but she made sure not to play with his dick to give him a chance to recover a little bit.
After giving him some time to play with her tits, she motioned for him to get on the ground. As he was nearly about to sit down, she forcefully pushed him back and climbed on top of him. Once again towering over him with a lustful gaze, "Now it's time for the really fun part." She smiled, "Are you ready?" The boy stared at her nervously, not saying anything.
He had enjoyed everything so far, but still remained uncertain at every next step they took. It was all so surreal to him. He couldn't believe all of this was happening, especially with such a hot older girl who could get any guy she wanted. Although it felt good, he was so uncomfortable about all of it and wondering if he should keep letting her do this to him. This stranger who he met a few minutes ago was completely dominating him sexually and making herself all of his first sexual experiences. He felt like maybe he should stop her, but every time he thought of resisting, he was feeling too good to stop.
Only a couple of seconds passed, but without a response, Hilda made her next move. Already mounted on him with her knees on either side of his waist, she pushed his dick up towards his chest, placed her pussy on the underside of his shaft and began grinding her pussy up and down his dick. He instantly began moaning, almost immediately building back up to when she was sucking his cock. "How does it feel" Hilda asked, excited by the sound of him moaning. He didn't respond, and his moaning quickly got louder. She teased him with a giggle in her voice, "Is it too much? Don't cum too early!"
Hilda didn't realize that it really was too much and it was already too late at that point. The boy let out a loud moan and came all over both of their stomachs. "Oh.." Hilda said with a shocked expression. The boy felt so embarrassed for cumming so early, but a part of him was relieved that he didn't lose his virginity to a stranger he just met. Hilda said with a smile, "I didn't realize my teasing was too much!" She reached down and wiped up some of his cum with her finger and put it in her mouth, savoring the taste of his young seed. Now that he finished, the boy tried sitting up even with her still mounted over his waist thinking they were done, but she was having none of it. Hilda continued to dominate him, pushing him back on the ground by one of his arms as she leaned over him.
From that point on, Hilda completely took over as she desperately wanted to use his body for her sexual needs. But even more importantly than that, she wanted to share his first sexual experiences and be the one to teach him his role as a male trainer. "I'm going to make you into a man. This is an important lesson you need to learn at a young age. Sex is one of the most important parts of going on adventures like you are, and you need to learn to use it to your advantage."
Hilda tucked some of her hair behind her ear as she prepared herself, holding him down with her other arm. The boy looked up at her with a concerned and uncomfortable expression as Hilda stared back with an expression of pure lust. "I'm going to be the first woman you take, and now you'll always remember me. Better yet, since you're a young boy who can recuperate quickly, I want to be your first five times. I'm going to teach you so much." She smiled and licked her lips with the taste of his cum still in her mouth.
The boy was about to learn so much about sex and what it meant to be a man out in the world. Hilda was ready to keep fucking him until he would naturally learn to become the one dominating her, and putting her in her place. Being dominated by young boys turned her on so much, and she couldn't wait to get to the point where it would be instinctive for him to use her body however he pleased. Hilda knew it wouldn't be long until he would be the one making her beg for him to blow his large load deep in her pussy.