Sisters By The Pool -S01 E57

Story 3 months ago

Sisters By The Pool -S01 E57

Read Story: SEASON 1 EPISODE 57

This was quite the experience after all. The two of us set off for my house, hand in hand, in the cold night air. A big breeze came by and we both shivered as it cut through us.

"Feel how hard my nipples are" she said goofily, pulling my hand and putting my palm against her breasts.

"That's not fair" I chuckled. "I was just inside you and didn't get to finish."

"I mean you could have cum" she shot back with a wink.

"Not if you wanted me to escape in time" I responded. "That was the first time I saw you without a plan."

"Well hey" she said, and I saw her blush a bit in the light of the street lamp. "You did good though. You saved us."

I chuckled lightly and then my eyes widened. For the first time in this situation, I actually had a paranoid thought about Hailey. How much did she want me? Was it enough that she wanted to get caught? The only thing that would have happened in that situation would have been Danielle most likely dumping me. And, wouldn't that have been what Hailey wanted? Did Hailey do something to make her sister come home? Is that why she froze in the moment?

"Everything okay handsome?" Hailey asked me, as if sensing my change.

No, that didn't really make sense. If she really wanted to get caught, she wouldn't have stopped Danielle as she was about to find me under the bed. Sometimes, this crazy situation played tricks on my own mind.

"Everything's great" I smiled and kissed her firmly.

A few minutes later, we arrived at my house, and made our way to my bedroom window. I hadn't done this much, but had enough experience to remember how to pop the screen out and then slide the unlocked window up from the outside. And, just like that, we were together in my room, in the middle of the night.

"Ready for one more surprise?" Hailey asked me as we finally took a deep breath.

"I'm not sure I'm ready for anything more" I chuckled, thinking about the crazy night.

"Well, I know this is going to seem weird after my statement of wanting you to myself tonight" Hailey began. "But..."

"Surprise" I nearly jumped out of my skin as Melanie busted in through my bedroom window and landed on both of us in a big hug.

"I texted her once I knew what was happening" Hailey laughed as I stared in bewilderment.

"I actually have something to tell you" Melanie started. "I'm moving....next week."

I could feel part of my heart sink. Even though it was probably something that would help me control my desires of so many different girls, it was hard to hear.

"I figured you wouldn't want her to leave without saying goodbye" Hailey said. It didn't seem as though Hailey saw Melanie as a threat to her ultimate prize, especially with this news.

"Damn, I really am going to miss you" I finally said. She smiled and gave me a quick kiss and a long hug.

"Alright, there will be plenty of time for sappy nights on the phone. We've got one night together, so let's make it fun" Hailey said, forever the sex orchestrator.

The two of them got up, and simultaneously started to strip for me. Both of their gorgeous asses came into view, as they turned to face the other direction while slipping down their bottoms. Then, they surprised even me by climbing on top of each other and offering themselves up to me together. I had already been built up inside of Hailey earlier, and needed to cum bad. So, it was barely three seconds before I joined them in stripping and moving into position. Melanie was on top facing down, and I eagerly sunk my thickness into her tight pussy, much to her delight. I gave her a few thrusts before pulling out, dropping to the lower opening, and thrusting inside Hailey, who was on the bottom, facing up. The two moaned and groped each other, rubbing their breasts together as I moved between them.

Admittedly, I was always one for new things, and it had been longer since I had been with Melanie. So, I finally stopped alternating, and gave Melanie a rough pounding for a few minutes. Any time Hailey squirmed, I started to rub her clit. But, the two girls were teasing each other enough that everybody was busy. I was overdue for orgasm, and it wasn't long before I started building. I buried myself deep inside Melanie, spurting a few quick ropes inside her, before pulling out, blasting a few on her ass, and drilling back into Hailey. Hailey purred with delight as I gave her the rest of my cum, both girls now filled up, with some shots on their legs and butts.

"I'll miss you, too" Melanie said, giving me another kiss as we all sighed in pleasure.

After recovering, the three of us sat up talking most of the night. Melanie explained that her family was moving for job opportunities, and that she was nervous. She was hopeful that she'd get to visit, but it was clear she was treating this as a last hurrah.

"I know this isn't always going to be an easy arrangement" Melanie said. Then she continued when Hailey went to the bathroom. "What are you going to do?"

"I don't know" I could only chuckle, realizing Hailey must have told her the situation was intensifying. Somehow, I knew the nights of 8, 3, or even 2 girls were probably coming to an end.

"Well, if things get too tough, come move out by me" Melanie grinned. "You and me can get married, and I'll still let you fuck Hailey whenever she comes to visit."

I laughed and kissed her again. I knew she was about to be out of the picture, and it made me sad. But, I also knew I was going to have to pick someone, sooner than later, or risk losing everyone. As awesome as Melanie was, she was still the third on the list.

"Did she propose yet?" Hailey teased as she came back.

"Shut up!" Melanie laughed. "It's his best choice. Gets a sexy girl, gets to fuck another sexy girl whenever he wants. Sounds like his choice is made to me."

"Yeah but I wouldn't be around enough for him" Hailey teased. "He needs this every night" she smiled and shot those piercing eyes my way.

"One more time together?" Melanie asked with a smile, and the two girls descended on me. Melanie popped the head of my cock into her mouth while Hailey started to suck on my balls. The two looked up at me as they worked, causing shivers to go through my spine. I felt Melanie's tongue run up my underside vein, and then she started to tease, tongue flicking across my frenulum over and over. Hailey joined in, her tongue flicking and teasing different spots on my cock. The pleasure was almost painful as they hit the right spots, but did it so teasingly and slow that nothing was built. Melanie kept a firm grip on my shaft as she continued to lick up and down the most sensitive spots. Hailey's tongue teased my balls, poking and licking. Any time I squirmed for more, the two just giggled and kept up their pace.

Finally, the sensations started to get to me, and I could feel myself swirling and building. The two tongues kept poking and prodding and teasing, but it was Melanie's against the frenulum that really made me squirm. My cock kept getting stiffer in her hand until it finally burst, cum shooting way up in the air and landing on Melanie's face. Hailey came in closer to make sure some of the spurting seed painted her face too, and the two stroked me until I gave them every drop. Watching their beautiful faces get plastered in my cum only made the orgasm longer and more intense.

"I'm taking this as a souvenir" Melanie smiled, and left some cum stained on her face. I had to admit, it was kind of sexy that she wanted to stay covered and claimed in my essence. Sure enough, even as she left to make it back home before sunrise, she didn't completely clean herself off.

"She really likes you too" Hailey said after she left. "You're a lucky guy. You've got three beautiful girls emotionally invested in you, and another half dozen or so on the cheer team who just want your cock."

"It's not always going to be like this, is it?" I laughed.

"You know it's not" Hailey responded, in a pretty serious tone by her standards. "Let's face it - no matter who you pick, it's not going to last. If you pick Danielle, everything will eventually be cut off, even me. Plus, I'll have to move on. If you pick me, I'm cool letting people join for now. But eventually, we'd have to have a normal relationship, right? When the choice is made, people are going to need to make other arrangements. We're not as young as we used to be."

The last words haunted a little. She was right. When we had all met years and years ago, we were young. It wasn't a big deal to mess around, and have some fun. But it was getting time to make a decision. And, whoever was left out was going to move on. I wasn't going to get to keep everyone, and I had no plans to be unfaithful once finally making a decision.

"I really like you. I think I could even love you" Hailey continued. "But, I know this isn't easy on any of us. I've watched you and I know you really care about Danielle. I know you really care about me. Heck, if we weren't here, I could even see you with Melanie forever. You haven't been faking any of these feelings. That's why I always give you the benefit of the doubt in any situation. You're a legitimate guy."

"Take some time. Think about things. We almost got caught tonight. I think you know it's about time to decide."

Hailey gave me a kiss and headed back out my window. She wanted to get home before any issues arose. I didn't even ask her how she planned to get back in after throwing the rope up, but I knew the girl always had a plan.

...