Authors Note: Hey! This is the very first story of this type that I've written, and I have no idea how well it will be received but I had a lot of fun writing it. Any and all feedback is much appreciated I hope you enjoy.
Chapter 1: Pool Day
"Ahhh! That's so cold!" Shuddered Sam, dipping his toes into the freezing swimming pool. His best friend Anna waited for him in the water below.
"C'mon, you big baby!" She splashed him playfully.
"No, stop it!" He giggled, raising his hands and shutting his eyes, attempting to stop the incoming water. Anna took advantage of this and launched herself up to pull him in.
"Woah!" He shouted as she grabbed his waist, causing him to tumble into the pool and on top of her.
The impact pushed them both under, as Sam wildly flailed his hands around to try and stop himself. He finally found a solid surface to purchase, but it was too late, they were at the bottom of the pool. Sam opened his eyes - he had been swimming for ages and had taught himself to do this by now - Anna did not have such skills and was still underneath him and ready to push off to the surface. Anna's long, light-brown hair flowed down to her waist, perfectly framing the rest of her upper body. He gazed at her, admiringly. They had been friends for as long as they could remember, and he felt bad for thinking about her like this, but he couldn't help it! Her bright red bikini showing off enough to get Sam's mind wandering, he could easily reach out and run his hands along her waist, he could play it off as an accident, but although he could feel his trunks getting tighter, of course he thought better of it.
Anna had mixed feelings. She couldn't see, but she could imagine Sam floating over her and could feel his strong, muscular legs planted on the pool floor on either side of her. Earlier, while he was sunbathing, she snuck a few looks at his speedos and the bulge that was evident underneath. More than anything she was curious, she knew that she wanted to find out what was underneath. Right now, the thought of that bulge almost pressed up against her made her shudder slightly, though she immediately hated herself for this thought. They were best friends for god's sake! He was like a brother to her. Well, not quite.
Anna finally pushed up from the pool floor, her bikini top lightly brushing up against Sam's arm as she rose past him, the back of her hand coming into contact with what she hoped was his speedos, but she couldn't be sure.
She surfaced, gasping for breath. Sam came up beside her, red-faced from all of the thoughts racing through his mind
"Are you alright?" He asked
"Yeah, I'm fine," She panted, she couldn't tell if she was out of breath from being under water, or if it was him.
"I just can't believe you pulled me in!" Sam laughed.
"Really?" She looked at him with wide eyes "You think I wouldn't do that?"
"Of course, you would" He joked, and gave her a light punch in the shoulder.
"Alright well, I'm done in the pool, so I am going to make the most of this sun and get a tan!" Anna said excitedly.
"What? But I just got in!"
"Haha," she jeered at him over her shoulder as she climbed out of the pool. She stood on the edge of the pool and shook her hair back, pulling it out of her face and behind her ears in the process. Sam stared, mouth agape, at just how hot she was all of a sudden.
"What are you looking at?"
"Oh," He stammered, "Nothing..." He quickly dived under the water to avoid further confrontation.
As she lay down on a sunbed, Anna's grin was becoming impossible to hide.
"Alright, I'm heading out for the weekend now, have fun you two!" shouted Sam's mother from the front door
"Bye!" they both shouted in unison, before giving each other a look. As the door slammed shut, Anna decided to have a little fun with Sam.
"Hey," she started, peaking Sam's attention from the pool, "I don't want to get a tan line, so do you mind if I, take this off?" she gestured to her bikini, causing Sam to look at her body once again, taking in all of Anna.
He was lost for words "Um..."
"It's only weird if you make it weird"
"Yeah, okay"
"No peaking!" she laughed
"No, of course not"
"Haha, you've gone so red!" she grinned at him.
Sam couldn't hold back the thoughts any longer, as he watched from the pool as Anna slowly started to untie her bikini top, his mind flooded with all kinds of heinous things. She brought the front parts of the top down to her sides and arched her back to pull it out from under her. Sam stared as her tits were presented to him in plain view, raised, almost inviting him forwards. He looked down and saw that his speedos had become extremely tight, he was almost poking out of the top of them.
Anna slowly trailed her hand down to her underwear, where she lifted herself off the sunbed, wriggling them off. Sam was now face-to-face with Anna's bare vagina, and all he wanted to do at that moment was go to her and get a better look, but he knew there was no way that that was going to happen.
"Quit staring!" She smiled at him, he went even redder in the face and dived underwater once again.
Almost half an hour later, Sam had done enough swimming to contemplate his situation. He wanted to get a better look at Anna and her perfect, curvy body. But he knew that he couldn't do it without looking creepy. Just then, he found a solution. He raised his head above the water and heard a soft snoring sound, even her snoring was cute! But this was great. She was asleep and he could finally get a better look.
He got up out of the pool and slowly crept over to the sunbed, where the sleeping Anna lay on her back, her smooth body unmoving except for the slight hint of a breath, legs wide and still-wet hair spilling down her shoulders. His eyes drifted onto her tits. They were bigger than Sam remembered and they were all there for him to see. He stood over her, careful not to cast too much of a shadow, as he slowly leaned in towards her them. he was standing at the base of the sunbed, right between Anna's wide open legs, and he finally drew back from her chest and knelt to get a better look at her. He was now closer than ever to Anna's pussy, and he was in awe. He did not notice, but a small pool of liquid was starting to gather on the sunbed right between Anna's legs. He imagined what it would feel like to penetrate her perfect pussy, and he felt precum start to leak out of him.
Sam's boner was huge, and it wasn't helped by the fact that Anna was just lying here, out in the open. He knew that if she woke up she would surely notice the massive bulge in his speedos, but he couldn't think of a solution. Well, there was an obvious one but there was no way he could... jack off to his best friend! Right? He stood up, and Anna watched out of the corner of her squinted eye, her gaze following his hand as it slowly crept further down his body, until it reached his speedos. He gently wrapped his hand around his stiff cock, and started to stroke it back and forth. Anna watched with glee as Sam started to quietly groan with pleasure, but just then, she abruptly stopped snoring, causing his hand to snap u and back to his side.
Anna smiled to herself. She knew what she was doing to him and she was loving it! She decided that she would attempt to push this one step further.
"Hey, Sam?"
Umm...," He was flustered, "Yeah?"
"I forgot to put on sun cream, would you put some on for me? I'm really comfortable here."
"S-Sure..." He stuttered, "D-D-Do you want it like, on your arms?"
"Just everywhere"
"Ok... Let me go and grab a bottle."
Anna's plan was working, she was sopping wet and fully ready to see how far this could go.
A few moments later, Sam returned with a full bottle of sun cream. He squirted some into his hand and rubbed his palms together. He then placed both hands on her arms and slowly began to massage the cream into them, he worked his way up to her shoulder, and then hesitated.
