"Two Margaritas ma'am?"
"Oh yes, thank you, thank you," Amanda said as she leaned forward on the lounge chair taking the drinks from the handsome cabana attendant.
"Don't drink them too fast now," he said with a wink.
"My friend's in the restroom!" Amanda said. "I promise they're not both mine!"
"Suuure," he said jokingly as he walked away. Amanda smiled while admiring the view when he walked away. She placed one drink on the table between her and Jenn's chair and took a sip from the other.
She leaned back and crossed her legs. She was getting some great sun today and was hoping to darken her already impressive tan.
"That was fast!" Jenn said as she returned to her chair and sat down. She took a sip of her Margherita before removing her cover-up. She wore a red bikini, tightly clinging to her impeccably toned body. Like Amanda, she crossed her legs and looked around the large pool deck.
"Who needs a Country Club membership when we have your parents'?" Amanda said as she smiled cheerfully. The two friends frequently used the Country Club pool since Jenn's parents were long-time members.
"Gotta love it," Jenn said as they clinked glasses. A group of boys hanging out in the pool were doing a terrible job of hiding their consistent glances towards the women. Jenn didn't hesitate to wave to them, quickly revealing the fact that they were caught. They turned away in embarrassment.
"Your fan club?" Amanda asked.
Jenn turned to her. "More like your boobs' fan club."
Amanda laughed. "You think?" She adjusted her black bikini top by holstering her heavy orbs with the straps. Jenn marveled at the sight. "You're very blessed, honey."
"Oh why thank you!" Amanda said.
"I'm serious! You have the best tits. I can only dream of having those!"
"Stop. You know you're a hottie too, missy," Amanda said. She was right. Jenn had a great body, cute face, and beautiful full brown hair. Despite her modest chest, she never had issues garnering attention from boys.
"Ok, I'm dying with anticipation," Jenn said, angling her body towards Amanda to give her full, undivided attention.
Amanda smiled. "Ok, ok. So.." she started. "It's about a boy."
"I knew it!" Jenn said proudly. "Another Amanda fling. Is it Ronald? Or Jamie? I know you were crushing on him earlier this year."
"No, no, no, nothing like that," Amanda said, again adjusting her bikini strap. She then took another sip.
"What do you mean?" Jenn was stumped.
"You know how you have an affinity for... you know... a certain kind of man?"
Jenn laughed. "You can say it, you know. I like big penises. This is fact." They each laughed.
"Yes, big penises. Well, I sort of have an idea here."
"Are you going to set me up with a porn star? Because I really don't want to be with a porn star, Amanda," Jenn said, chuckling.
"You know my friend, William?"
Jenn scoffed.
"Right, of course you do," said Amanda. She was unexpectedly nervous as she brought up the subject. "I've been helping William out. With, like... online dating and stuff. Helping him make a profile, chat with girls, that kind of thing."
"Look at you, Miss Matchmaker! How's the poor boy doing? I've always felt so bad for him. But he's just so freaking shy and awkward sometimes. Poor guy."
"That's the thing. So we made a profile and everything, but he got no hits. So... I suggested maybe getting a little racier, ya know? Share some data points about himself."
Jenn burst out laughing. "You told him to put his dick size in the profile?! Amanda! Are you trying to destroy the last shred of self-confidence the poor boy has!?"
Amanda was not laughing. She lowered her sunglasses. "It's huge."
Jenn suddenly stopped laughing. Her mouth dropped. "No. No way. How huge?"
Amanda grinned as she looked around the pool. She took a sip of her drink and leaned in closer to Jenn. "It's nine inches. I've seen it. I jerked him off too."
Jenn nearly spit out her drink while Amanda giggled like a school girl. It was exactly the reaction she anticipated from her long time friend and casual hook-up. Not to mention, lover of larger dicks.
"You're kidding me!" Jenn said so loudly that the group of boys all looked over. She made a "turn around" motion with her finger as each of them obediently looked away.
"I swear to you. It was so big. Absolutely enormous. Bigger than any guy I've ever been with."
"And you jerked him off?!" Jenn was still stunned. "Why? How? I have so many questions!"
"I helped him shoot a video because someone on the App asked for it. So I filmed him while he..." Amanda trailed off.
"Choked the chicken?" Jenn asked.
"Mmm hmm. So afterwards, he was still obviously very hard. He actually looked very uncomfortable. So I said just take it out then. Let the thing breathe. So... one thing led to another and I gave him a hand... or two... or maybe three."
Jenn couldn't stop from laughing again. She was all smiles since the conversation started. "You are wicked! I love it!"
They each took a sip before Jenn continued. "So wait a minute. Why are you telling me this? What do I have to do with it?"
Amanda changed to a serious expression. "Jenn, the poor kid is so nervous to meet his first match from the App. She's very pretty too. And she's not shy about saying she wants to see his dick."
"She's probably a dude," Jenn said.
"That's what William said! Well, regardless. He is so painfully nervous. I told him I'd help him get ready for it. I told him I'd give him some practice."
"You're gonna fuck him? Aren't you two like siblings?" Jenn asked, unsure where it was going.
Amanda stared into her eyes. The two girls had been friends for so long but had explored each other beyond that on several occasions. Every once in a while, during these deep-level conversations the two of them reminded each other that they do in fact have a sexual connection. It was never something they outwardly talked about, but it was always there. "That's where you come in," she finally said with a smile.
-----------------------------------
"Company? What do you mean, company?" William asked as he tried to keep his voice down. He was talking to Amanda on the phone in the office of the pharmacy.
"You know her, William. It's Jenn. She's gonna swing by with me tonight. Is that ok?"
"I mean, I guess so. Sure, but... why? I thought we were gonna play Scrabble?" he asked.
"We can still play. Or not. Let's just hang out, it'll be fun, the three of us."
"Whatever," William said. "Look, I gotta go. My break's over." He hung up the phone and returned to his cash register. He was more than disappointed that Amanda wanted to bring a friend over. It would be the first time he saw her since the handjob incident. He was hoping they could play around again, maybe another handjob, maybe more. He even thought he'd get to see Amanda's boobs perhaps.
But now, those hopes and dreams were shattered. There would be no way any of that could happen now that she was bringing her friend. William convinced himself that she was bringing her on purpose. She needed an excuse to not have to hook up with him again. She was probably disgusted by him and didn't have the heart to tell him.
Reluctantly, William dragged himself to the liquor store and supermarket to get some things for that evening. He rarely had guests other than Amanda. He bought a few bottles of wine, some beer, chips, and snacks before heading home.
It was eight o'clock when he heard the door unlock and some female chatter on the other side.
"You have a key?" a voice asked. It was Jenn. "I practically live here," Amanda responded as they each emerged from the doorway. William stood up from the couch and wiped his sweaty palms on his jeans.
"Nice look!" Amanda said as she hugged him. "Did someone help you pick these clothes out?" she winked.
"Hi William," Jenn said as she extended her hand. "You remember me?" she asked.
"Of course," William said. He met her only a handful of times and normally at a crowded party that Amanda dragged him to.
"Nice place," Jenn said, looking around. "I actually thought this complex was a senior living thing."
"Jenn!" Amanda said as she laughed. "Not nice!"
"Kidding of course," she said, turning to William. "William, your apartment is lovely."
"Thanks," he said. "So... umm... can I get you guys a drink? Or..."
"Do you have any wine?" Jenn asked as she surveyed the kitchen where two wine bottles were sitting on the counter. "I'll have that please."
"Same. Thanks William," Amanda said.
The three of them sat in the living room, sipping drinks. Amanda and Jenn did most of the talking as they laughed and joked about all sorts of topics William knew nothing about. He sat quietly, sipping his beer and half listening to the conversation. He was more interested in trying to sneak peeks at both girls. Amanda looked beautiful as always, wearing tight dark jeans and a black top. Her shining blonde hair was full and draped over her shoulders, reaching her bust line. The low cut of her shirt showed off ample cleavage.
Jenn wore a tight white top, black spandex pants with heels. She was incredibly sexy and apparently knew it with her choice of clothing. Her hair was a dark brown and the way she wore it in a ponytail. Their perfume wafted through the small living room. It was driving William crazy. He loved it.
"William?" Amanda asked.
"Hmm?"
She laughed. "Jenn just asked you what you do for work."
"Oh... umm... sorry about that. I, um... I work at Bernard's," he said softly.
"The pharmacy?" she asked. "I get my birth control there," she said.
""He doesn't just work there," Amanda said. She turned to William. "He's the Manager."
"Oooo, the Manager, huh?" Jenn said. William couldn't tell if she was being sarcastic. He decided she probably was. "Very nice," she added.
"Yup," William said awkwardly. "I still work the register sometimes though--"
"William, why don't we put on some music? It's a little quiet in here," Amanda said, interrupting his bland commentary. She then stood up and walked over to the Bluetooth speaker. William turned to Jenn who was smiling at him as she took a sip of wine. He tried to smile back, but was so nervous it probably came across weird.
