Pool Party

Alex swam laps in the pool, while the four girls watched him intently. Alex was athletic from his time on the swim team, but he was quiet and nerdy. He wore a legged speedo that did little to conceal the bulge of his dick, even when soft.

Rachel and Rose sat reclined on the lounge chairs by the pool, whispering to each other. Rachel was Alex’s oldest friend, a full-figured girl with side-cut black hair, and an ample chest, she wore a white T-shirt over a bikini. Rose was a skinny girl with long blond hair wearing a red tank top and swim skirt over a more modest two-piece suit concealing her B cups.

Ruby, Rose’s younger sister, floated in the pool on an inflatable duck. It was clear that she and Rose were related. Ruby shared Rose’s skinny body and blond hair, but despite Ruby being younger than her sister, she was at least a foot taller. She was the only one of the girls to openly wear a bikini, showing off her toned abs and A-cup breasts.

John chatted with Emmy, sitting on the edge of the pool with their feet in the water. John was Alex’s best friend for most of his life and the brother of Rose and Ruby. He was a year younger than Alex, tall and skinny, and good in a crowd, he fit into all the social situations that Alex dreaded. He was wearing swim trunks and (intentionally) showing off his six-pack to the girls. Emmy was a slightly chubby, but muscular girl, with short brunette hair in a bob-cut, she and Alex were on the swim team together.

***

These were Alex’s closest friends. The six of them did everything together and while he would only ever admit this to John, he had a crush on every one of the girls. Of course, he was too shy to do anything about it.

In the middle of the summer, Rachel invited everyone over to her house for a pool party and sleepover. Her parents were out of town for the weekend, and they would have the house to themselves.

***

Emmy dove into the pool and swam up to Alex. She wore a tight-fitting one-piece speedo that was snug in all the right places, accentuating her C-cup breasts. Alex tried not to stare.

“Hey Alex, I still haven’t forgiven you for beating me in the swim meet last week,” Emmy joked.

“You want a rematch so I can beat you again?” Alex replied, laughing.

“Oh, I’m up for a rematch, and this time you’re gonna be the loser, my friend,” Emmy said.

“Alright, you’re on,” Alex replied.

Hearing the challenge, the others gathered around. Rachel hopped into the water and swam up to them. Her white T-shirt was now soaked through and transparent over a bikini that barely held her D-cups in place.

“Hold on, why don’t we make it more interesting?”

Emmy looked nervous. “What do you mean by interesting?”

Rachel grinned. “A bet. Whoever loses has to do two more laps naked.”

Rose gave a knowing smirk, both John and Ruby perked up and listened intently. Emmy looked nervous.

Alex’s heart fluttered. The thought excited him; he had always wanted to see Emmy naked. But he was worried about how she would react if he appeared too eager about the idea. He thought about backing out to not risk the friendship. But he couldn’t help but imagine Emmy’s body without the suit. The idea of touching her made him feel giddy. He thought about what it would feel like to kiss her, to touch her chest, to feel her pussy wrapped around his cock, he was getting hard under the water. He was almost certain that Rachel’s eyes flickered towards his crotch and her smile widened slightly.

He looked at Emmy, “We don’t have to do that if you don’t want to.”

Emmy smiled at him. She looked conflicted. She bit her bottom lip and sighed.

“It’s fine Alex,” she said. “I’m in.”

Her response shocked Alex. Excitement rushed through him, followed shortly after by panic, what if he lost? That thought excited him, too.

He swallowed the fear and replied as nonchalantly as he could, “Ok, it’s a race.”

The girls all cheered, John let out a whoop.

Alex and Emmy got out of the pool to get to their starting positions. Alex tried to hide his growing cock. Emmy seemed too focused on the race to notice, but the other girls stared at him, Rose bit her lip and Rachel had a devilish smile.

John walked with Alex to the starting position and whispered to him, “Dude, you better win, I see your cock all the time, but I’ve never seen Emmy’s tits.”

“Believe me, I’ll try,” Alex responded.

Rachel spoke up, “Ok, one lap, to the edge of the pool and back, and you’ll go on my mark.”

Alex and Emmy got into the starting position, crouched, ready to dive. The pool wasn’t small, but it was nowhere near regulation size. This race would be over quickly, maybe too quickly. Alex was better at distance than sprints.

Rachel got out her phone and queued up a starting whistle. Alex tensed at the edge of the pool, all distractions gone, there was only the water.

Rachel played the whistle, and the two were off. They each dove perfectly, slicing through the water like a knife. Alex pushed himself harder than he had ever pushed himself before. Emmy must have as well because she pulled ahead for a moment and Alex glimpsed her cameltoe. It momentarily distracted him, but he rushed forward with renewed vigor, determined to see her pussy without the swimsuit.

Alex put everything he had into a burst of speed and caught up to Emmy, they hit the far wall at the same time and performed a perfect flip-turn in unison.

Alex’s muscles burned as he reached the wall and slapped the side. He was panting hard. Alex looked over at Emmy, who was also panting. She was wearing a big grin. Alex smiled back at her. They both clung to the side of the pool.

“Who won?” Emmy asked.

“I don’t know, it was too close for me to tell.”

The two looked at the others. They looked as clueless as the racers. John shrugged.

Rachel grinned. “It was a tie!”

“Seriously?” Alex groaned. “So, I guess neither of us has to swim naked then.”

“No, I think you both have to,” Rachel said.

“What!? That wasn’t part of the bet,” Alex exclaimed. Emmy looked equally indignant.

“I came up with the bet, and I was the referee, so l determine how it works,” Rachel said, smiling.

“I think we should put it to a vote,” Alex exclaimed.

“I agree,” Emmy said.

Rachel shrugged. “Fine.”

Alex and Emmy got out of the water and sat on the edge of the pool. One by one, Rachel went to each person and asked ye or nay, starting with Ruby.

She had a devilish grin and said, “Oh yeah, they both have to skinny dip.”

Next, she went to Rose, who hesitated for a moment. “I don’t know if they don’t want to do it…” she trailed off.

Rachel responded, “They agree to do it if they lost, so it’s not like they didn’t know they could have to do it.”

“Hey, no trying to influence the votes!” Alex called.

Rose thought for a moment more. “They should do it.” She smiled sheepishly and mouthed towards Emmy. “Sorry.”

Next was John, who responded immediately. “Hell yeah, they have to do it.”

“And I vote yes as well,” Rachel proclaimed. “That’s four to two. No backing out now.”

Emmy sighed, then smiled at Alex and said, “Ahh, what the heck?” She gave him a quick peck on the lips.

The others all cheered; Alex sat shocked at what had just happened but didn’t have long to compose himself before Emmy pulled down her one piece. Her breasts bounced free. Alex gasped. They were perfect. Round, firm, and perky. She kicked off the suit and dove into the water. Alex watched her dive, mesmerized by the beauty of the graceful action.

She swam away, and Alex felt a stirring in his suit. His cock, which had softened during the race, hardened instantly. He glanced over at Rachel. She winked at him. Sheepishly, he smiled back at her. He looked around and saw Ruby and Rose staring at him. Looking down at his crotch, he realized his erection was clearly visible. He quickly covered himself with his hands. Someone giggled behind him. He looked over to see Emmy swimming towards him. She was completely naked. Her nipples were erect. She grinned at him. Her beauty mesmerized Alex. Her breasts were full and round, her nipples were small and erect. She hoisted herself out of the pool effortlessly. Water dripped over every inch of her body.

She gave him a smile and said, “You’re not going to win any races if you cover yourself like that.”

Alex blushed. “Uh, yeah,” he stammered.

“Come on, take off your speedo, if I have to do it then you have to do it,” she said.

Alex slowly dragged his speedo down. His cock sprang free. It was rock hard and pointing straight up. He felt his heart racing. He had never been this hard before. Emmy smiled at him. Ruby whistled. Rose’s eyes widened.

Rachel spoke up, “damn Alex, I didn’t know you were that big!”

Emmy grabbed his hand and led him to the shallow end of the pool and pushed him into the water. She jumped in after him and wrapped her arms around him. She kissed him. Her tongue darted into his mouth. She moaned softly. Alex returned the kiss. Their tongues danced together. She pulled back.

She looked deep into his eyes. “Alex, I want you.” She whispered.

Alex was stunned. “I’ve wanted you since the first day I met you,” he whispered back.

Emmy smiled at him. She took his hand and placed it on her breast. Alex gasped. He gently squeezed her breast. Emmy moaned. Alex could feel her nipple becoming erect. She guided his hand to her other breast. He fondled both of them. She took his hand and led him out of the pool.

The two walked over to the lounge chairs and sat down. Alex leaned in for another kiss. Emmy reached down and grabbed his cock.

The others gathered around, Rachel grinned, John adjusted his trunks, Rose stared transfixed, and Ruby was rubbing her clit through her thong. Alex groaned. Emmy continued, stroking his cock.

She looked at him. “Now, who’s going to be the winner?” She asked.

“I’m already a winner after this,” He responded.

He looked at the others. They were all staring at him. John took out his cock and started stroking it. Alex moaned as Emmy stroked his dick. She lowered her head and took the tip of his cock into her mouth. Alex moaned louder. Emmy sucked on his cock. She licked the tip, then ran her tongue around the head. She took more of his cock into her mouth. Alex moaned loudly.