Following the evening out by the pool, Samantha insisted that she and Mike continue to work on lowering his inhibitions. Mike wasn't thrilled about that, but didn't want to go back on his word to his cousin so he continued to go along with it. He tried to express that he didn't want to keep doing what they were doing, but Samantha waved his concerns away. She then insisted that Mike turn all of his clothes over to her.
"Do I really have to?" he complained.
"My mom will be back soon in a couple of days, remember? So we should work on all of this as hard as we can. Of course..." she put a finger against her lips, as though thinking carefully. "I could always just ask her to help us when she gets back. I'm sure she would be happy to."
"No! I don't want her to know about this! I'll go get my suitcase, okay?" So he went and got his suitcase and gave it to her. She looked him up and down.
"Now the rest of it," she said.
"You mean what I have on right now?"
"That's right."
"But...why?"
"Because I said so, and you agreed to do what I say," she replied. "If you want to make any progress before my mom gets back from her trip, then you're going to need to stop being so resistant to everything. So go ahead and get naked for me."
With a sigh, Mike began stripping his clothes off. When he was down to his boxers, he hesitated. He looked at her, about to ask if he could keep them on. But somehow when he saw expectant smile on her face as she watched him, he knew she wouldn't agree to that. He considered asking her if he could wear her panties again so that he at least wouldn't have to be completely naked, but almost immediately realized that wearing those had probably been more embarrassing than not having anything on at all would be. Shaking his head, he pushed his boxers down, stepped out of them, and held them out for her.
Her smile changed a bit as he did this. It was almost...smug?
"Good boy," she said, taking his boxers. "I'm glad I didn't even have to ask for you to give them to me."
Mike felt his face turn red. That was true, she hadn't had to ask. Somehow he had just known she would want it, and he had done it without even thinking about it. That felt weird. It also felt weird how she had said "good boy," but he couldn't quite figure out why. These thoughts made him feel vulnerable. Instinctively, he moved his hands in front of his penis.
Samantha raised an eyebrow in amusement. "Really, Mike? Even after last night?"
He sighed again and dropped his hands. Once again, her expression seemed to turn smug.
"Alright, then," she said, "today we'll spend some time out by the pool. We should talk about some things to help keep us on track, and it might just be a bit more relaxing there. So why don't you go out and hop in while I go get changed into my suit, and I'll be out in a moment."
Samantha took his clothes and his suitcase and disappeared upstairs with them.
Mike went out to the backyard. As soon as he got beyond the patio area, he felt even more exposed. While the backyard was fenced in, there was always some neighbor around who had a better view into your backyard than you thought, right? What if any of the neighbors happened to see him like this? He quickly got into the pool for the obscurity the water would provide, not to mention to combat the heat of the day.
The pool wasn't that big, but there was enough space to swim around in and feel like you were actually moving. At its deepest point in the center, the water came up to Mike's chest. He stood there, feeling at least a little covered.
A few moments later, Samantha came out. She was in a blue bikini, the top of which looked like it could barely contain her boobs. She was also wearing a large pair of dark sunglasses that completely hid her eyes. Her blonde hair was tied up in a high ponytail. In one hand she had a bottle of sunscreen, and in the other her cell phone, with a towel under her arm. She sat on the edge of the pool, letting her legs dangle in the water. She smiled at him. With the sunglasses, it was hard to tell if she was looking him in the face or if her eyes might be going a bit lower.
"How's the water?" she asked.
"Uh...good," he replied.
"Mm."
She turned her attention to her cell phone, tapping away at it for a few moments.
"So...you said we should talk about some stuff?" he asked. Her only response was to hold up a finger, as though to ask for him to be patient for a moment while she continued fiddling with her phone. When she finished, she set it down to the side.
"Right. So Mike, if last night was any indication, then I think it's safe to say that you're pretty shy about sex. Would you agree?"
"I mean...yeah, I guess so," he said nervously, already dreading wherever this was going.
Samantha opened the bottle of sunscreen and squirted some into her hand. She began covering her arms with it. In the first few days since he had gotten here, Mike had noticed that Samantha had a routine with how she applied sunscreen when out by the pool. Arms first, then her legs, then her stomach and her sides, and finally her neck and upper chest. If she were going to lay face down she'd ask for help with her back, otherwise she left it alone. Watching her rub the lotion of her own body always seemed to make him get hard, and right now just the thought of soon seeing her rub the uncovered part of her boobs was starting to have an effect.
"Well, we should talk about sex a bit more, then," she said casually. "I already know that you're a virgin, of course." She smiled again at this. "And you've never kissed a girl, and you've never been on a date. So we're working uphill, here."
"Right..." he murmured, watching as her hands shifted to her thighs. He wished he were the one rubbing her thighs. He could really feel himself starting to get hard now. Samantha just kept looking at him, smiling, as she rubbed. Once again, he wondered where, exactly, her eyes were pointed.
"What about masturbation?" she suddenly asked.
"What?" he asked, a bit taken aback.
"Do you ever masturbate? You know, jerk off?"
"I...I mean..."
"Be honest."
"I...yeah...I...I guess."
"You guess?" she asked with a small laugh. "I would think it's something you'd have a clear idea about."
"Okay, yes! I...I jerk off sometimes."
"Mhm. How often?" She squirted out some more lotion, then moved her hands to her abdomen to begin rubbing it in.
Mike swallowed hard.
"I don't know...I mean...just...whenever the mood strikes, I guess..."
"What do you think about?"
"I...come on, Samantha--"
"Tell me what you think about when you masturbate."
"Just...girls."
"Oh? Naked girls?"