Fun Times Between Best Friends

Once Heather was off, going to fuck the two guys that she had picked out, Ashley and Zack just laid back on their lounge chairs and took in the sun for a little while. They know that Heather would be gone for a while anyway, so why not enjoy themselves. Once they had been there for a few minutes, Ashley had enough of the silence, so she turned to her best friend and just looked at him for a second.

“You know it’s rude to stare. What’s on your mind?” Zack asked.

“I was just wondering what the plan was for while Heather was gone?” Ashley asked.

“Well, we could just stay here or we could just give into our desire and go to my room and fuck.” Zack said.

“I have been thinking about that all week, so I pick option number two.” Ashley said.

“Are you sure? Once we do this, nothing will ever be the same.” Zack said.

“I think it will make us into better friends. Plus, we are already best friends so becoming better friends will be great.” Ashley said.

“Alright. As long as you are sure. I don’t want to push anything on you.” Zack said.

“I appreciate you thinking about me, Ice, but I am a big girl that wants to get her brains fucked out of her right now.” Ashley said.

“Okay. That is the answer to my questions. Let’s do this.” Zack said with more pep in his step now, knowing that they were both on the same page.

The two best friends got up from their chairs and Zack took Ashley’s hand as they walked into the resort so that they could go to Zack’s room that he had rented for the day. Ashley was starting to feel nervous, but she knew that there was no need to be. Zack would look out for her and if she wanted to stop, she knew that Zack would do that for her.

Zack couldn’t believe that this was about to happen. He had been wanting to fuck Ashley for a while now, but he didn’t want to push things with his best friend because he didn’t know if she was into the idea of having sex with him. He knew that it could make things complicated, so he never really brought it up until they were at the sleepover the other night and she had agreed to it. Now he was happy with where they were heading, he just hoped that if it did change anything between them, that it would be for the better.

“Okay. Here we are. We are just about at the point of no return. Now is the last time to turn back.” Zack said.

“I want this Zack. I wouldn’t have come this far if I didn’t.” Ashley said and Zack nodded as he opened the door and the two of them walked inside.

As soon as the door was closed Zack pushed Ashley up against it and started to kiss her. At first she was surprised, but it didn’t take her long to join in. They just kissed for a while, letting their hands roam each other’s bodies making both of them really horny. Zack reached around the back of Ashley’s neck and pulled at the string that was keeping her bikini top up. Once that was loose he moved his hand down to the bottom string and pulled it loose as well. The clothing fell to the floor and Zack pulled back so that he could get his first look at his best friend topless.

“You’re so beautiful.” Zack said as he went back to kissing Ashley.

This made Ashley blush because she never thought that her best friend thought of her that way. Of course she thought he was hot, but she never thought that he would think the same about her.

Zack soon started to kiss down her neck which brought some moans from deep in her throat. It didn’t take him long to make it down to the blonde’s medium sized tits and start to kiss and suck on them. Ashley was feeling so good right now that she could barely think. He switched between each tit to make sure that they got the same amount of attention and soon he was making his way further sound until he made it to the waistband of her bikini bottom. He wasted no time in pulling them down and letting them hit the floor. He saw his friend was like most of the other girls his age and had a shaved pussy.

“Fuck you are so beautiful. I know I already said it, but damn, I can’t help but say it again.” Zack said.

“I will take the compliment as many times as you want to give it.” Ashley moaned as Zack lifted her right leg and rested it on his shoulder and then leaned in and started to eat her pussy.

“Oh God! You are so good at this, Ice! Please don’t stop!” Ashley moaned as Zack was mostly focusing on her clit and using his fingers to thrust into her tight pussy.

“You taste so good, Sparky.” Zack said even though it was muffled because of his mouth being pushed up against her pussy.

After focusing on her clit for most of this time, Zack could tell that Ashley was getting close to cumming so he picked up his pace with his fingers as well as his tongue. This was bringing Ashley even closer to her orgasm. The next thing he knew, his friend was tightening up around his fingers and she was screaming out his name.

“Oh fuck, Zack! I’m cumming!” Ashley said as she came all over his fingers and face.

When Zack knew that she was done, he pulled back, but made sure to hold her tight because she was on unsteady legs. Once Ashley had her footing back, Zack started to kiss his way back up her body and when he made it to her mouth, Ashley could taste herself on his lips and she found that she liked the taste. After kissing for a bit, Zack started to lead them over to the bed, while never breaking the kiss. Zack’s back was facing the bed and when they got close enough, Ashley pushed him back on the bed. She wasted no time in pulling his swimsuit down and she finally got another look at the big dick that her best friends had been hiding from her for years.

“Why have you been hiding this monster from me, Zack?” Ashley said with a pout before opening her mouth and licking the tip of his cock with her tongue.

Zack groaned and then said, “Never knew you were interested.” Zack moaned as Ashley licked up one side of his dick and down the other.

Ashley was done playing around. She opened her mouth as wide as she could and took the tip into her mouth and swirled her tongue around it and this made Zack go crazy. Ashley then decided to see how much of Zack she could take. She found out that she could only take half of it with its length and width, but that seemed to be just fine with Zack who was moaning in pleasure as she did her best work.

“Fuck! You are so good at this!” Zack moaned as Ashley didn’t even stop to answer him.

She loved the way that she was making him feel so good. It was making her even more horny than she already was. She didn’t think that was possible, but obviously it was. Zack now had his hands in her blonde, wavy hair trying to make her take just a little bit more of his cock into her mouth. It might have worked a bit, but not much more was going to go in, so Zack just laid back and enjoyed himself.

“Damn, you are one of the best I have ever had.” Zack said.

Ashley would have smiled up at him if she could, but she had a cock in her mouth so that was impossible right now, but she did manage to give him a slight nod of appreciation for the compliment that he just gave her. She could feel him start to twitch in her mouth and her hand, so she knew that if she went much further with him, he was going to cum, so she pulled back and just started to stroke him slowly for the time being.

“Why did you stop?” Zack asked.

“If I kept going, you were going to cum. I can’t have that yet. Not before you have been inside of me. I want you inside of me so bad, Ice.” Ashley said.

She started kissing him now and this was giving him time to recover. Once Zack felt like he was in good enough shape to fuck his best friend for a while, he flipped them over so that he was now on top of Ashley and he looked down into her eyes making sure this is what she wanted. He saw something weird in his friend's eyes. It wasn’t fear or anything like that. If he had to say what it was, he would have to say that it was love. Ashley gave him a nod, but he had to make sure.

“Are you sure this is what you want?” Zack asked.

“More than anything.” Ashley said and Zack nodded.

Zack reached between their two bodies and lined his cock up with her pussy. Ashley gave him a slight nod and that was all Zack was waiting for. He pushed forward and a few inches of his cock were now inside of her tight pussy. They both moaned as he first entered her. Zack gave Ashley time to get used to his size before he started to move again. Once he felt her start to relax, he pulled out until just the head was still inside of her and then pushed forward again. He did this another three or four times before he was finally all the way inside of her.

“Shit you are so be, Ice!” Ashley moaned.

“You are so tight, babe!” Zack said as he continued to fuck his best friend slowly.

Ashley was really enjoying this. If she had to say, she would say that this was the best that she had ever had, not that she was that experienced, being that she had only slept with two other guys before this. It was by far the best she had ever had though. She loved the way that her best friend was being all tender with her while she was getting used to his size, but now she wanted him to give her more, so she asked for it.

“I’m not going to break, Zack. Fuck me!” Ashley said and Zack did as she asked and picked up his speed and power now drilling into her hard and fast.

“This what you want? You want you best friend to fuck you hard?” Zack asked.

“Yes! Yes! Fuck me hard baby! I want it hard!” Ashley moaned back.

Zack continued to fuck her like this because he would do anything that his best friend wanted him to do. He knew that he wasn’t going to last much longer with going this fast and hard inside of her with how tight she was, but he was going to enjoy it while it lasted. He could tell by the way that Ashley was moaning and the way that she was tightening up around him that she was about to cum as well.

“Cum for me baby!” Zack said and as if that was all she needed to hear, Ashley’s already tight cunt wrapped around him even tighter as she came around his cock.

“I’m cumming! I’m cumming!” Ashley moaned as she came hard around her best friend's cock.

Zack couldn’t take it anymore and Ashley tightening up around him was all it took as he started to shoot his load inside of her as well.

“Oh fuck! I’m cumming too!” Zack said as he shot stream after stream of cum inside of his blonde friend.

Once they both came down from their state of bliss, Zack pulled out of Ashley and rolled off of her so that they could both rest for a few minutes.

“Damn, that was some of the best sex I have ever had.” Zack said, still trying to catch his breath.

“I know. It was great. I hope that wasn’t only a one time thing.” Ashley said.

“What? No way. We will be doing this more often now.” Zack said.

“Good. Now we should probably get back out there.” Ashley said and Zack nodded, both still needing a little bit more rest.

Once they thought that they had a handle on everything, they both got up and started to get dressed so that they could get back outside hopefully before Heather got back.

. . .

As Heather was walking back out to the pool area, she happened to pass by her brother’s room and she heard a noise. She put her ear to the door and couldn’t help but smile. She heard her brother and his best friend inside of the room having sex. She knew that this would happen sooner or later and she was glad that it was finally happening. She decided that she would wait there for them to come out.

About five minutes later, Heather heard the door opening and she looked up to see her brother and Ashley coming out of the door. She smiled at them and they could tell that she knew what they had been up to.

“So, I am assuming that you know that the bet is over?” Zack asked.

“From what I could hear, I would have assumed so. So, how was it?” Heather asked as she looked at the blonde.

“It was the best I have ever had.” Ashley said seeing no reason in holding back.

“Well, that is not really a surprise since you have only been with two guys before my brother, but there is another explanation for that.” Heather said.

“What would that be?” Zack asked.

“You two are in love with each other.” Heather said.

“What? No we are not. We are just friends.” Ashley said and Zack nodded in agreement.

“Whatever you say.” Heather said with a shrug as she turned to walk back to the pool.

Zack and Ashley turned to look at each other and then started to laugh because the idea was so crazy, but inside they were starting to wonder if what Heather had said was true. They weren’t going to worry about that right now though. They were just going to have some fun for the rest of the day while they were at the resort. They could worry about that later.