The Babysitter Beta Part 12

I descended the stairs and found the women where I’d left them, more or less. Still out on the patio, with wine glasses in their hands, they’d taken time while I was upstairs to change clothes. Perhaps I shouldn’t have let that surprise me. Lana had suggested they had plans for what was supposed to be our date after my family left. It had turned into a storm of chaos, which they weathered as best they could. 

My family’s departure surprised me. I was certain my mother would want to stay behind and fill me in on her opinions, but she’d made her preferences clear. For some reason, my family thought Amanda and I made a better couple than Lana and I. They all hated Anne, who I believed miscalculated in trying to make Lana look good by comparison. 

The drama amused Anne, who treated the entire experience like a reality TV show as she threw fuel on the fire by outing herself as an adult performer. 

Amanda, too, seemed amused by the chaos and navigated it with all the grace of a visitor watching another person’s family. She had no stake in the outcome, so she could afford to let it amuse her while my mother kept prodding her toward me. 

Lana was the one I cared about, and her reaction to my family, though perhaps I shouldn’t have. My feelings for Penny outweighed my feelings for Lana, even if Lana hadn’t done anything wrong. She was the smart choice, the woman I should want to be with, but even as my eyes took in her scandalously skimpy bikini, my thoughts turned to the woman I left upstairs. 

Penny was young, sure, but in some ways more mature than Lana and Anne. She was a good caretaker to my kid, too. I probably wouldn’t leave Anne responsible for keeping a houseplant alive. Lana seemed tentative regarding kids. Amanda had been there, done that; she didn’t want to be a mom again or a wife. She’d made that clear last weekend to me, but I’d wager she failed to mention it to my mother. 

Lana’s bikini was bridal white and soft. The scrunched material at the front of the bottoms was barely there, with strings hanging low on her hips and tied in pretty bows on either leg. She turned when she saw me, showing off her suit. Its back did not disappoint, the scrunched material sliding toward the center of the string waistband to show off two high, round cheeks hanging out of it. The two triangles of fabric covering her breasts kept her modest by legal definition and little more. She’d tied the strings in a halter tie behind her neck and a bow high on her back. 

The rest of her was entirely exposed. The sharp contrast of her dark freckles drew my eyes to every curve near but not covered by her bikini. The dimples in her back looked especially entrancing, but the sway of her round hips drew my attention as she stepped away and retook her seat at the outdoor table.

In contrast, Anne wore a black bikini. The top was small, like Lana’s, but with less to hold on her lithe frame. The bottoms, however, seemed intentionally risque. Unlike Lana’s, the material was fixed, forming a V that covered her pussy. The string waistband wrapped around her hips from there, forming a G-string thong on the backside that disappeared between her cheeks. Her toned legs drew my eyes, and I found it hard to look away from the micro-fabric covering her pussy that could have been a shadow for as thick as the material was. 

Amanda surprised me the most. While Lana and Anne brought theirs with them and had planned to change into them, I hadn’t known Amanda would join them. She wore the same halter-tied red one-piece swimsuit from Saturday night, and the memory brought shame and lust to my blushing face as my eyes swept her cameltoe between her legs. She must have gone home and changed while I was upstairs with Abby. 

“Is the kid down for the night?” Anne asked. “Or do we have to worry about her interrupting us?” 

“No, she’s a pretty heavy sleeper.” I said, though my response was delayed by several seconds as I took them in. The three women made an interesting set together, with Anne being the skinniest, Amanda the thickest, and Lana nestled in the middle.

Lana giggled. “Do you like our suits?” She asked as though my stupefaction was the intended result.

“You should go put yours on.” Amanda suggested. “Or… on second thought… maybe you should just strip.” 

“Woo!” Lana raised her wine glass, letting me know she’d enough to be a little too comfortable with the idea of me skinny-dipping. She probably hadn’t thought through my being naked in front of Amanda, as well as her and Anne. 

I chuckled nervously and shifted. “How uh… how much wine have you had?” 

Anne giggled. “We’re fine.” She said. “But if you need some to loosen up, the bottle’s on the table.” 

I poured myself a glass just to have something that wasn’t their bodies to occupy my attention. I felt like a pervert, ogling them like they were options at a buffet. They weren’t. They were only teasing me, and I had to remind myself of that. I took the opportunity to text Penny. Between their drinking, and changed clothes, it was clear they intended to stay a while.

“I’m sorry about my family.” I said to Lana as I put my phone away. “I know they can be a lot.” 

“Trial by fire.” Lana said, giggling. “It’s okay. My first impressions aren’t terrible. I suppose we’ll have to wait and see how they feel about me.” 

“Val absolutely loves me.” Amanda said, raising her hand. “She thinks you and I make a cute couple.” 

My stomach churned, making me feel nauseous. Not that Amanda wasn’t beautiful or desirable, but the idea of being a couple with her made me hate myself for how I felt about her daughter. The nineteen-year-old I’d left upstairs with my seed still inside her. 

“Felix thinks you and I make a cute couple.” Lana said, her confidence unflagging. “I didn’t realize I had competition, though.” She glanced at Amanda. Her expression suggested the news was old, and it amused her more than upset her. 

“Oh, you don’t.” Amanda said quickly, waiving Lana’s accusatory glance away. “Not that Julio’s not fun and everything, but I just got out of my marriage. I’m free. I have no intention of settling down and playing mother and housewife again. I want to sample as many dicks as possible.” 

“Get it, girl!” Anne hollered and sipped her wine. 

The girls giggled, and Amanda looked around to make sure her voice didn’t carry. 

“That works out well then.” Lana said, glancing in my direction before sipping her wine. “I’ll admit, I was nervous Julio might like you more than me. I even got a little jealous of Anne at the dinner table.” 

“What?” I asked, confused.

“You kept glancing in Anne’s direction. Looking at her with this look in your eyes that–I dunno, made me a little jealous.” Lana shrugged. “I know, it’s stupid. Especially considering everything.” She circled her finger around to indicate the three of them. 

I scrunched my eyebrows together, trying to think of what she meant. Had I really kept glancing at Anne? No. The only person I kept looking at during dinner was Penny. Who sat behind Anne at the kid’s table. I thought I’d kept my glances subtle, but Lana had been watching me. I took a deep breath. 

“Look, there’s a–” I started to say. 

“What’s going on over here?” Penny’s voice carried from over the gate in my sideyard, where she and her mother had often entered to use the pool before. 

“Just the adults having a good time!” Amanda said, calling out to her daughter. 

“I’m an adult!” Penny protested. “Can I join?” 

Amanda turned her eyes toward me as if asking permission. I stared at her. Let Penny join us, or not? 

“Uh…” I stuttered. 

Amanda grinned slightly. “Would Penelope joining us make any of you uncomfortable?” She asked. “She’s nineteen, an adult by rights.” 

Lana shrugged. “I’m fine with it.” 

Anne shrugged. “Is she down for what we had in mind?” She asked Amanda, clearly referencing something they’d discussed without me. “Or is this putting the kibosh on that?” 

Amanda seemed to consider the question, swirling her wine and then taking another sip. “I think she’d be down, but poor Julio probably wouldn’t be. I expect Penny will probably run away once we get started rather than let this old man ogle her.” 

I did my best not to feel insulted at the shared giggles that swept through the women. 

Lana shrugged. “She’s young but hot. He might be into it.” 

“Maybe too into it.” Anne said, leering at me, then winking to show she was joking. “If you’re okay with it, Mandy, bring her along. If it grosses you out, tell her it’s twenty-one and up.” 

“I can hear you, you know!” Penny said, calling over from the gate. 

“Go get your swimsuit, honey!” Amanda said. “We’re going to swim and play some games with Mister Castillo.” 

That sounded ominous. Suggestive but ominous. 

“I’ll go tell her what’s what.” Amanda said, standing and adjusting her bottoms to show more of her ass as she turned around. “Don’t start without me.” 

I looked between Lana and Anne as Amanda left, waiting for one of them to explain. If I hadn’t just relieved the sexual pressure after dinner, I might have already been hard, given the imagined scenarios that flickered through my mind. 

Before Penny, I never thought that way. After my experiences with her, Lana, Anne, and Amanda? My life seemed more full of pornographic possibilities. 

“Do either of you want to explain?” I asked when neither spoke but avoided making eye contact with me. They sipped their wine glasses as if avoiding a secret. 

“Congratulations, Julio.” Anne said. “We decided to have some fun tonight, and you’re coming along for the ride.” 

That made it sound as if I didn’t have a choice, but I knew I did. 

“If you want to.” Lana added, interceding. “Or would you rather read?” She teased, referencing our first time together. 

“Of course, he wants to join us.” Anne said, blowing off any suggestion that I might not be down for whatever they had in mind. “No man in the world would turn us down.” 

“Uh…” I had a pretty good idea where this was heading or thought I did, but my mind still had trouble perceiving it as a reality. If that was where they intended to take tonight, why had they invited Amanda and Penny along? 

“Amanda thinks you’re sexy, and she’s down to fuck.” Anne explained. “Lana really likes you. I think you’re okay.” She shrugged. “And since Lana and I are a thing now, we’ve decided to invite you to join us. If you want to.” 

I parsed that information one bit at a time. I tilted my head at Lana as the last nugget dropped into place. “You two are a thing now?” I asked for clarification. 

Lana sighed and raised her hand to silence Anne. “We got talking after our night together with you.” Lana explained. “Anne and I are close. We’ve been friends for a while, and although I’m new to this whole sexuality spectrum thing, I–we–I guess–we have feelings for each other. Like you and I do, I think.” 

I followed her so far, so I nodded. 

“So Anne and I talked about it, and… we decided we want to give being more than friends a try.” Lana said. “So we’re dating.” 

“Oh.” I said, sitting down. 

“I guess that means this whole thing tonight was a waste of time, eh?” I asked, more shocked than upset. 

“No.” Lana said, shaking her head. “Not at all.” 

I raised my eyebrow, confused. 

“You and I are also dating.” Lana said, gesturing between me and herself. “We aren’t exclusive, but we’re dating.” 

I nodded. That was accurate. We weren’t exclusive. Otherwise, I would have stopped doing what I was doing with Penny, and last weekend with Amanda would never have happened. 

“And you and Anne enjoyed your time together, too, right? As a business arrangement or fling?” Lana asked, gesturing between Anne and I. 

“Yeah.” Anne agreed, giving me a small smile. 

“So, what we’d like to pitch to you is… that. Basically.” Lana said. “You and I dating, Anne and I dating, and you and Anne hooking up sometimes if you both want to.” 

I took a moment to digest that suggestion. It sounded great to any lust-filled brain. Yet, certain realities rebelled against the idea. How would I explain that situation to anyone? My parents? This is Lana, my girlfriend, and her girlfriend, Anne? Or would I have to lie to everyone? What would Abby think when she got older? 

More importantly, what would such a situation mean for me and Penny? I already knew what Penny would suggest. That I maintain my sexual relationships with Lana and Anne and continue sleeping with her on the side. She had a perverse fascination with the idea of me sleeping with other women.

That, too, sounded great. In its way. If I were in my twenties with all the stamina of a Greek god, the free time of an unemployed non-parent, or the type of guy to keep secret affairs, it’d be perfect. Unfortunately, I was approaching forty and had responsibilities like a full-time job and raising my daughter. She needed a stable household and positive moral influences. Not that non-traditional sexuality was immoral, but I was probably the only member of my family who thought that way. 

My parents would never understand. Alejandro would probably think it was awesome. Gabrielle would think I was disgusting. The world at large? Strangers would probably call me names like cuck, simp, or whatever else they felt were insults for not making Lana exclusive.  

I glanced at the house next to mine, turning my eyes to the rooftop beneath which Penny and Amanda were discussing whatever was about to happen. 

“You don’t have to give us an answer right now.” Anne said, interrupting my thoughts. I looked at her. “Just consider it.” 

“It sounds very casual.” I said, frowning slightly as I said it. 

Lana and Anne shared a look as if they thought I might respond that way. 

“It is, at least, for now.” Lana said. “It’ll help us take things slow and figure out what we want long term.” 

“You mean whether you want to settle down with me and everything that comes with me.” I gestured at the baby monitor I’d brought outside with me. “Or Anne?”

“I don’t know.” Lana answered. She was being honest, I could tell, not only with me but with herself. “I’m looking for more serious relationships, but beyond that, I don’t know what I want long-term. I’m still new in my career, and the idea of being a mom…” She hesitated. “It scares me.” 

I nodded. Being a parent scared the hell out of me, too. The only difference was that I chose to be a parent years ago. I couldn’t fault Lana for hesitating to make hers. Especially when it was my kid. Not hers. 

“But what’s the end game?” I asked. “You keep dating us until you decide between us?” I gestured between myself and Anne. 

Lana’s expression turned sad as if I were turning her down or not reacting well to the idea. I supposed I wasn’t. At least, not if their expectation had been my enthusiastic endorsement. Wariness prickled my brain, and I needed to find my footing before entertaining the idea. 

“I don’t know what the future holds. None of us do.” Lana answered. “Maybe I pick Anne, and we get married one day, or I pick you, and we get married one day. Perhaps you two hit it off, get married, and leave me, or the three of us grow old together without getting married. Whatever happens, we take things slow and communicate with each other. Communication is key in every relationship, yes?” 

I nodded. 

“So communicate.” Lana said, meeting my eyes. “What are you thinking?” 

I met her gaze and let my thoughts wander, drifting inevitably to Penny. “What about others?” I asked, sitting back. “Is this exclusive between you, me, and Anne, or will you want other partners too?” 

“Anne will have other partners.” Lana said, looking to Anne for reassurance. She nodded. 

“I kind of have to if I want to make money with my Only Fans.” She said. “Oh, and I owe your brother an apology.” 

I looked confused at the non sequitur. 

“I figured out where he might have recognized me from. He’s not a subscriber.” Anne said, raising her hands in apology. “I interviewed at his company last year. I think he might have been in one of my interviews. I told your mom but didn’t get a chance to speak with Alejandro before he left. I think his wife might gut me if given the chance.” 

I nodded. Whether or not Alejandro subscribed to Anne’s online material, Gabrielle was not a fan. 

“But yeah.” Anne said, continuing her explanation. “I’ll need to keep my partners open for my job. But I screen everyone. They’re professionals. You were the loosest I’d been in a while, but since Lana vouched for you…” She trailed off, letting me fill in the obvious conclusion. “Professionals aside, I can commit to no amateurs or randos if I’m in a polycule with you and Lana.” 

“That’s one of the reasons we wanted to include you.” Lana said. “If you and Anne wanted to make more content, you could. If you and I wanted to keep dating… we could. This way, everyone wins, and no one is dumped.” 

I nodded. 

“So… what do you think?” Lana asked. 

“I don’t know.” I answered honestly. “I still have questions.” 

“Shoot.” Lana said. 

“Will you have other partners? Can I?” I asked. 

A frown tugged at Lana’s mouth, but she didn’t seem upset. It was more an expression of concentration, choosing her words carefully. 

“If you want other partners, like someone who’s out to sample as much dick as possible…” Lana glanced at the house next door and sighed. “I don’t see why I should get in the way if I’m unwilling to commit to being exclusive.” 

I waited for her to continue, sensing a contradiction coming. 

“For myself, I don’t sleep around outside of relationships.” Lana said. “Sex is an important part of my relationships, don’t get me wrong, but it’s not like I sleep with anyone and everyone I meet. If I grow close to someone else and there’s a potential connection, I’ll address it with you and Anne first. But it’s probably not fair of me to ask that of you when I’m not demanding it of Anne either.” 

“So, to be clear, you’re suggesting that you and I continue to date, with no commitment to the future, essentially, or to each other. With the understanding that you’ll be sleeping with Anne and might meet someone else you like better. Someone with less baggage, maybe.” I said without malice. I didn’t blame her, but I wanted to be clear where we stood. 

“And with the understanding that you and Anne are free to sleep with whoever you want.” Lana said. “An open polycule, of sorts.” 

“Like Mandy, for instance.” Anne said, gesturing to the gate behind her. “If she’s DTF, why not go for it?” 

I blanched at that idea, but not for the reasons Anne might think. 

“You don’t like her?” Lana asked. 

“She’s… fine.” I admitted. “Very attractive, but… it’s complicated. I’ve known her and her husband for years.” 

“Fuck him.” Anne said. Then, she laughed as if she’d made a joke. “If you swing that way, that'd be a surprise.” She winked. “I mean, he doesn’t matter. Mandy told us he was a cheater.” 

“Aren’t you suggesting that I cheat on Lana with other people?” I asked, confused. 

“No.” Lana said, shaking her head. “We’re talking about keeping everything above board. Communicating with each other and formalizing our relationship the way it has been, more or less.” 

“Have you and Anne been…” I gestured between them, but Anne’s nod and Lana’s blush were enough to tell me I’d missed a few of the nights they must have spent together since I last visited their house. Considering who I’d been doing in the interim, I couldn't get upset about that. 

“Just think about it.” Anne said. “You don’t have to answer right now or even tonight.” 

“Really consider it.” Lana said. “I don’t want you to say yes because you don’t feel like you have a choice. And if it’s too weird, or you say no, we will understand. I will be disappointed, but I will not blame you.” 

“Okay, I’ll consider it.” I said, nodding. It was probably best not to give them an answer until I talked it over with Penny. Though, honestly, the complexity of the arrangement made me want to say no. What kept me from saying no was the memory of our threesome and the aroused voice in my head screaming that turning them down was absolutely insane. “Thank you for being honest with me about your desires.” 

Lana smiled. “You’re still one of my desires, you know.” She winked and sipped her wine. “We were talking about that before you came out.” 

The gate clicked as it opened, and Amanda and Penny rejoined us. Amanda had changed her swimsuit while at home. She stepped across the patio in a more revealing two-piece that I suddenly realized was one of Penny’s bikinis, not hers. 

Anne and Lana contrasted in their black and white bikinis, respectively, while Mandy and Penny contrasted in shades of blue and pink. 

The shimmering blue bikini that Mandy wore was an electric color. Its top looked almost like a sports bra, but its cups were narrow with a deep V into the thick band that wrapped tightly under her smaller breasts. Her exposed stomach wasn’t as firm or flat as the other women, but she was far from fat or ugly. The stretch marks poking out of the bottom from weight gain and loss over the years were like pale lines that drew the eye to her bottoms, disappearing into that forbidden promised land. The bottoms were narrow, showing off the skin on either side of the material that stretched from the thick waistband and disappeared between her thick thighs. 

Penny’s bikini was even braver, with the small cups of her string bikini top struggling to contain her pendulous breasts. She had the most enormous tits of the group, the tiniest waist, and the broadest grin on her face. She smiled brightly as she approached, and Anne’s eyebrows lifted. 

“Damn, gurl!” Anne said. “You’re smoking!” 

Penny blushed slightly, looking down and folding her hands in front of her bikini bottoms. The scrunched material was the same cut as Lana’s bikini, that sliding material that scrunched in the middle that was so popular now. The top of her bottoms rode low on her wide hips, and she shifted her stance, showing off the high strings pulling her bikini into place, forcing the material to narrow, with bows at the peak of each leg. 

“You’re both hotties.” Anne said, soothing Amanda, who looked slightly annoyed to be ignored. “Don’t they look great?” She asked, turning to me for confirmation. 

“Uh… yeah.” I said, my eyes flicking between them. “You both look amazing.” 

Mandy and Penny looked down at my compliment, but both appeared pleased. 

“Okay!” Anne said, clapping her hands together. “Time to get started.” She turned to Lana, then Amanda. “Ready?” 

Lana, Amanda, and Penny all gave the thumbs-up, and I suddenly had a sense of dread in the pit of my stomach. I missed something. Everyone else seemed to know what was going on, but I was out of the loop. 

“Mandy told us you like to play party games.” Anne said. “So, we thought it might be fun to play a classic.” 

“Uh…” I glanced at Amanda, wondering how much she’d told them. She blushed and looked at her toes, tapping them on the concrete. 

“Truth or Dare, Julio?” Anne asked, pointing at me. She sat in the patio chair and crossed her legs, reclining as if she’d just won an argument. 

“Uh…” I hesitated. Truth was a dangerous option for me. Especially if Anne was the one asking the question. I knew her the least, and she was wildly unpredictable. “I don’t know.” 

Lana giggled. “Pick dare.” 

“Dare.” I said. 

“Take off your shirt.” Anne said. “Us girls are in the skimpiest bikinis, and you’re still fully dressed.” 

I rolled my eyes but obliged her. I took off my shirt and put it on the table. 

I didn’t have a pornographic physique, but the muscles I worked for were visible enough. The chest hair drew their eyes more than anything else, and a soft expression spread across Penny’s face that made me unable to look at her. 

I turned my eyes over to the others. It was my turn to ask one of them. Anne was shameless, so asking her to reveal a truth or perform a dare wasn’t any fun. Lana might be fun. Amanda might be fun. Penny was too dangerous to ask. I looked between Lana and Mandy a few times before ending eenie-meenie-miney-mo on Lana. 

“Lana. Truth or dare?” I asked. 

“Truth.” Lana said. 

“Is Anne the first woman you’ve slept with?” I asked. 

Lana blushed. Amanda’s eyebrows rose as she looked at them. She hadn’t known. I felt a little guilty for that, but the damage was done. Penny didn’t look surprised at all, but perhaps she should have. If anyone noticed her lack of reaction, I hope they counted it toward her being younger and the concept less shocking than it might be to an older audience. 

“Yes.” Lana said, nodding. “Anne’s the first woman I’ve been with.” She took Anne’s hand and gave it a soft squeeze. Then she turned her gaze toward Amanda and Penny, who took their seats at the table. 

Penny and Mandy sat on the left side by the pool, Lana and Anne on the right by the house, and I sat between Mandy and Anne at the foot of the table, watching Lana as she decided who to ask. 

“Mandy.” Lana decided. “Truth or dare?” 

“Truth.” Mandy said, prepared. 

“Have you ever been with a woman?” Lana asked. 

“No.” Mandy said, shaking her head. “Not that there’s anything wrong with women who like women.” She said quickly. “But the thought of kissing a girl has always grossed me out.” 

Lana shrugged, no offense taken. 

“Penelope.” Mandy decided, turning slightly to see her. “Have you ever been with a woman?” 

Penny blushed but shrugged. “Depends what you mean.” 

“Ooo.” Anne said, laughing. “Little girl’s all grown up!” 

“I’m nineteen!” Penny said, protesting more than she should have, and she seemed to realize it. 

“It’s okay. I was just curious. It was mostly to tease Julio.” Amanda said, chuckling slightly. 

“But what do you mean it depends?” Lana asked, probing her response. 

“I’ve kissed a girl.” Penny said. “But I haven’t gone like… all the way with one before.” 

Lana seemed satisfied by the answer. Anne probed deeper. 

“At a party?” Anne asked. 

Penny chuckled. “Yes. At college.” 

Anne seemed satisfied. 

“Okay, your turn.” Amanda said, gesturing at Penny. 

“Anne.” Penny said, turning her attention to the woman in black. “Truth or dare?” 

“Dare.” Anne said without hesitation. 

“I dare you to kiss Mister Castillo.” Penny said, gesturing to me. 

“Wait–” I protested. “Isn’t that a dare to me, too?” 

“Do you not want a kiss?” Anne asked, raising an eyebrow. 

I glanced at Penny, who nodded toward Anne. Amanda frowned but watched as I leaned toward Anne, expecting a peck on the lips.

Anne grabbed my face and stuck her tongue down my throat. The kiss was far from chaste as if Anne were trying to make me cum from the kiss alone. She worked her lips against mine, and I held onto the arms of my patio chair for dear life as we made out. 

Anne pulled away when she needed breath, and I sank into my chair with a shocked expression that matched Amanda’s. 

“That was hot.” Penny said, smiling. “Can you teach me to kiss like that?” 

“That’s a different dare.” Anne winked, then looked at Lana. “Lana, truth or dare?” 

“Uh… dare.” Lana said, with an expression somewhere between lust, confusion, and jealousy. 

“I dare you to sit in my lap and kiss Julio like I did. Tongue, face-grabbing, everything.” Anne said, gesturing to me. 

Lana blushed but slid from her seat into Anne’s lap and leaned over the corner of the table. I leaned toward her, and our faces met in a kiss that started much slower than Anne’s had. Still, our tongues wrestled, and Lana held onto my face as we kissed while I held onto my chair. She squealed suddenly during the kiss, and when she pulled away, she grabbed Anne’s hand, which had slipped over her thigh, and dipped between her legs, rubbing her outside her bikini. 

Amanda’s eyes went wide. 

“Mandy.” Lana said, smiling like a devil. “Truth or dare.” 

“Uh…” Mandy glanced at me, and her eyes lingered on my lips as she answered. “Dare.” 

“Go on and kiss him like we did.” Lana said as if doing Amanda and me a favor.

Amanda leaned forward, and I glanced at Lana, verifying it was okay. I looked at Penny, but her expression was more disgusted than the aroused it had been with Lana and Anne. I hesitated, falling short from her lips as she waited for me to meet her halfway. I held Penny’s eyes, and she rapidly pointed them to her mom as if telling me to go for it before Anne and Lana noticed. 

I went for it, kissing Amanda more gently than the others. She, however, did not hold back. I tasted wine on her tongue as it wrestled mine, and while the others held onto my face, she had one hand on my chest and the other in my lap. I jumped slightly as she grabbed me and blushed crimson before she pulled away, sitting back in her chair and giving me a wink. 

I closed my eyes and did my best to breathe. 

“Anne.” Amanda said, skipping Penny in the round of kissing. It was probably intentional, and Penny’s displeasure colored her face before she schooled her expression into neutrality. “Truth or dare?” 

“Truth.” Anne said. 

“Did you enjoy that kiss?” Amanda asked. 

“Of course.” Anne answered. “He’s a great kisser.” She took her time looking between the other women and landed on Penny. “Penny, truth or dare?” 

“Dare.” Penny answered immediately. 

“Go on, girl, get your kiss.” Anne gestured at me, and Penny was out of her chair before Amanda could protest.  

Amanda’s eyes widened as Penny took Lana’s place in Anne’s lap and leaned over, pulling me into a kiss by my shoulders. She slid her hands from my shoulders to my face and drove her tongue past my lips in a kiss that put the others to shame. She knew what I liked, and the fact that she was barely wearing anything and leaning over to do it drove me wild. My dick responded before my tongue did, but I returned the kiss as I had the others, unsure whether doing so or not doing so would be more suspicious. 

“Damn, girl.” Anne said, patting Penny’s hip. “Pent up, huh?” 

Penny’s face blushed crimson as she pulled away, and she didn’t look at Amanda. She kept eye contact with me, then broke it, leaving Anne’s lap to return to her chair as quickly as possible. 

Anne chuckled and watched her go. 

Lana looked as surprised as Amanda but didn’t protest. Amanda turned her incredulous expression toward Anne. 

“What?” Anne asked. “You said you were okay with her joining us. I felt bad leaving her out.” 

Amanda frowned, not sure how to respond to that. 

“Lana.” Penny decided. “Truth or dare.” 

“Uh… Truth.” Lana said, coming out of her shell shock. 

“Do you want to fuck Julio tonight?” Penny asked. 

Lana blushed but smiled as she met my eyes. “Definitely.” 

She turned toward Amanda. “Mandy, truth or dare?” 

“Uh… truth.” Amanda answered, unsure how to respond and churning through what had happened. 

“Do you want to fuck Julio tonight?” Lana asked. 

Mandy’s face turned crimson, and she purposefully didn’t look in Penny’s direction as she shifted to face me. “Uh… Yes. I would.” She answered. 

“Anne?” Mandy asked. 

“Oh, yeah, I’m down to fuck him tonight.” Anne said. 

“No, I mean, truth or dare?” Mandy said, laughing at Anne’s confession despite its crude nature. 

“If I picked truth, were you going to ask me if I wanted to fuck him?” Anne asked. 

“Well… yeah.” Amanda confessed. 

“Then let’s assume that’s what happened.” She turned toward Penny and pointed. “What about you, little miss Penny? You got the hots for your boss?” 

Penny blushed and looked away, unable to face Mandy or Anne. She looked at Lana, who met her gaze without annoyance or anger. No, Lana’s expression was one of curiosity and lust, her eyes dipping into the deep valley of Penny’s cleavage as her two heavy breasts bubbled together between her crossed arms. 

“If you make me ask truth or dare and pick dare, I’ll just dare you to fuck him, so let’s assume you picked truth.” Anne said, constantly escalating despite my glare in her direction. 

“Yes.” Penny said, looking at me when she said. “I’d fuck Julio. He’s a very attractive man to me.” 

I swallowed, unable to look away from Penny’s piercing gaze as she held me in her spell. The truth was out there; no one seemed to care whether I reciprocated. Lana was hesitant to encourage her. Anne was on board, probably because of her attraction to Penny, but Amanda seemed to find this new information upsetting on multiple levels. 

“I think maybe we’ve had too much wine.” Amanda said, shattering the moment. “We were supposed to tease Julio, not force ourselves on him.” 

“Oh, this is still foreplay.” Anne said, lifting her glass to her lips and finding it empty. She poured herself another dose of wine and set the bottle on the table. “We’re just getting the lay of the land. We’re all down to fuck, it seems. So now the question becomes, who does Julio want to do it with?” 

“He has to choose?” Penny asked, confused but embarrassed after the question left her lips. She covered her mouth in surprise but settled into her chair with a defiant expression at Anne and Lana’s laughter.

“Truth or dare, Julio?” Penny asked. She raised her eyebrow in a challenge when I hesitated. 

“Uh…” I glanced between the women, knowing I was walking into a trap either way. If I picked the truth, Penny might make me confess I wanted her too. “Dare.” I said, thinking that I could avoid answering a question. It didn’t occur to me that a dare might be worse. 

“Strip.” Penny said, sitting back in her chair. 

Mandy’s head whipped toward Penny at break-neck speed. I was actually surprised she hadn’t broken her neck. 

“What?” Penny asked as if she were completely innocent. She hadn’t invented the game but was perfectly willing to play it. “He picked dare. He’s already shirtless… let’s get him naked.” 

“Okay–” Mandy said, her tone harsh. “I think we’re done for tonight. Let’s go home.” 

“You can go if you want to.” Penny said, not looking at Mandy as she kept eye contact with me. “One less person to compete with.” 

“Oh, ho.” Anne said, obviously enjoying the drama. “Penny came to play.” 

Mandy looked flustered, obviously not having thought this all the way through. She’d known Lana and Anne planned on getting frisky with truth or dare, and she’d decided to let Penny join them, so what did she expect to happen? Thinking it would be fun and embarrassing for me was one thing. Seeing Penny be so into it, kiss me, and want to do more with me was more than she’d bargained for in this game. Mandy hadn’t thought Penny would stay and be into me. She thought Penny’d think Mandy was cool for letting her join, then get grossed out and leave of her own accord. 

Her plan had backfired. Penny’s plan, meanwhile, was only beginning. Her scheming smile was too bold. Lana and Anne seemed just as surprised, but both were willing to see where it led. 

“Stay.” Anne said, pleading with Mandy. “Come on, we’re all just having fun.” 

“But this is…” She gestured between herself and Penny and made a disgusted face. 

“You’re not doing anything together.” Anne said, pointing out the obvious, then laughing when Penny and Mandy made disgusted faces. “You wanted to expand your horizons, remember? Try new things? If me, Lana, and you can share him, what’s one more?” She gestured toward Penny. “Besides, you’re hot and obviously down, so… let’s get down to it.” 

Mandy seemed like she might storm off, and I thought she would. I froze, not feeling like interjecting into the situation would help. Lana, likewise, kept her head down and swept her curly hair behind her ear. 

Mandy grabbed the bottle of wine, tilted it to her lips, and killed it. She swallowed the rest and put the empty bottle on the table with a clink. 

“Fine.” She said. “Two rules.” 

Penny seemed even more surprised than I did. 

“One, we don’t do anything with each other.” She gestured between herself and Penny, who nodded quickly. “And two, this is a one-time thing. If it feels weird or gross or anything, I’m out. No peer pressuring us to stay, I don’t care.” 

I looked between the girls. Somehow, I didn’t think this declaration was for my benefit. Anne and Lana nodded their agreement. 

“Is there any more wine?” Penny asked. “I could use some lowered inhibitions.”  

“Best to stay sober in case that thing goes off and someone needs to take care of Abby.” Lana said, pointing at the monitor. “Something tells me Julio is going to have his hands full.” 

I gulped, which made them laugh. 

“So go on then, Julio.” Lana said, gesturing to the space beside me, between me and the pool. “You heard your dare. Strip. Take off those clothes!” 

I hesitated, but after no one else protested, I sighed in resignation and stood. I moved to the space beside the pool, kicked off my shoes and socks, unfastened my belt to their catcalls, and dropped my pants, followed by my boxers. Despite the awkwardness of the movements, I remained fully aroused, and my dick was still hard when I took my seat. 

It didn’t escape my notice that all four women had their eyes on me the entire time, and I was too flustered to think or know what to do about it. My thoughts had turned into an ambient buzzing that filled the space between my ears as the women patiently waited for me to level the next truth or dare. 

“Uh…” I hesitated but returned to the safest option. “Lana. Truth or dare?” 

“Dare.” Lana said after a moment’s consideration. 

“I dare you to… give me a strip dance.” I said, finally deciding. 

“Woo!” Anne yelled, lifting her glass in a toast. “Yes!” 

Lana chuckled slightly but shifted in her seat and rose. She walked around the table, moving behind my chair. I turned it, spinning it around and retaking my seat to face her. 

She stood on one foot and pointed her toes, then hesitated. “This is weird without music.” 

“I got you!” Anne said, pulling out her phone. She started playing Despasito, and I started laughing but restrained myself as I sat back and enjoyed Lana’s dance. She swayed her hips to the beat, twisting, dancing, and writhing. Her hands moved slowly, which was appropriate, as they climbed from her waist to the string of her bikini top beneath each breast. 

In slow, sliding movements, she hooked her fingers under the triangles of fabric covering her nipples and lifted them. She didn’t have much to remove, but she made me wait for every inch of skin as it came into view. Finally, her nipples were free, and her breasts dropped in beautiful synchronous motions. Hypnotized, I barely noticed as she flung her bikini top toward me. 

It fell short, landing halfway between us. 

The spell broke as she rolled her hips, twisting on one foot and spinning around. With her butt turned toward me, she hooked her fingers into her waistband and repeated the slow removal as she danced. Inch by inch, her bottoms peeled away from just below the dimples in her lower back to the bottom of her round cheeks. She used the elastic string to cleft her flesh, giving the line between her thighs and her ass a sharper contrast and lifting her ass toward me. 

I licked my lips, and my dick twitched. Despite the number of uses it’d seen today, it was hard and ready. I had no idea if I had another load in me or if this was just for show, but maybe that was a good thing. Stamina was supposed to be a good thing, right? And I didn’t want to blow my load early if all four ladies wanted a piece of me.

That thought was insane. I knew it wasn’t a reality and couldn’t possibly happen, but I was too distracted by Lana bending over, away from me, and shaking her ass to a slutty song to care. She peeled the bottoms off and kicked them toward me. They flew through the air and suddenly blocked my vision as they landed on my face. 

The girls behind me laughed, and I laughed with them, getting a whiff of Lana as I pulled the bikini bottoms away. The scent of arousal on them triggered my own, and I met her lusty eyes, our faces reddening as she danced naked for me, a pace away. 

She swayed as she danced and stepped closer. Then she ended the dance by straddling me, sitting in my lap with her arms around my neck. She kissed me, and Anne turned off the music behind me before the next song started. 

“Woo!” Penny hollered. “That was hot!” 

Lana smiled as she kissed me, pulling away slightly, then pecking my lips again like a signature. “Did you like that?” 

“Uh…” If she couldn’t tell despite the way my dick pressed against her front, then she was as distracted as I was by the kiss. “Yeah.” 

“Truth or dare, Julio?” Lana asked me, grinding against me. She was hot and slick against the underside of my cock. I wanted to push inside of her and fuck her right there, but I held myself in check. If they wanted to keep playing this stupid game, I’d go for the ride. 

“Dare.” I answered, hoping she would dare me to fuck her. 

Lana smiled, then leaned over me, pressing her lips to my ear. Her stiff nipples poked me as her breasts squished against my body, trapping my cock between us. 

“I dare you.” Lana whispered into my ear loud enough so the others could hear. “To remove Mandy’s swimsuit with your teeth.” 

I turned my eyes in Mandy’s direction without turning my head, not letting me see her but asking Lana for confirmation. Lana kissed my cheek and pulled away, nodding as she stood from my lap and offered me her hand. I took it and stood, facing Mandy, who was getting out of her chair. 

I smiled slightly but realized that her bikini was probably the toughest to remove without my hands. While the others wore string bikinis tied in bows, easily removable with teeth, Mandy wore a bikini that was more like a sports bra and panties. My eyes wandered her body, looking for somewhere to start, and I realized this would be difficult. 

Mandy took my hesitation for something else. “Sorry.” She said. 

“It’s okay.” I assured her. “I’m just trying to figure out where to start.” I explained. “Can you lift your arms for me?” 

Mandy raised her hands over her head, unsure what I intended to do. I moved slowly so as not to panic her and put my face directly between her breasts. Her breasts weren’t small, like Anne’s, but they were round and flat, more prominent on the underside than the top. It made the band easy to reach but difficult to move. 

The girls laughed, and Mandy gave a slight giggle as I tried to bite the band that wrapped beneath her breasts. Catching it with my bottom teeth, I closed my jaw and bit down, doing my best to ignore the tear-drop breasts pillowing against either side of my cheeks. I lifted my head, dragging the bottom of her bikini top with me against the resistance of her boobs.  

I dragged them with the bikini top, pulling away from her, but the tightness of the top meant she stumbled with me for a moment before gaining her feet and pulling away, letting her breasts fall free. I stood, the lack of resistance letting me pull her top with me. She bent and stepped backward, dragging her arms through the top until she was free of it. 

I tossed the top to the ground with a shake of my head and eyed her breasts. Her nipples were hard and pointed, and her breasts looked delicious, but I kept my mind on task. I had to take off her bottoms, somehow. 

There didn’t seem to be an easy way to do it from the front or the back. Her butt was round and shapely, like Penny’s, and her hips were the widest of the girls. I could try pulling the thicker waistband down her legs one side at a time. I could try tugging from the front or the back. Those were my only options.

I moved around her slightly, getting on my knees, which was uncomfortable on the patio stone. I bit the waistband over her left leg and pulled it down an inch. It slid back into place when I released it, and I frowned. I did it again, dragging it below the curve of her hip, which held it in place for me. It gave her bottoms a slanted look, revealing her neatly trimmed pubic hair as the waistband slashed across her lower body. 

I repeated the movement on the other side, keeping my hands behind me and tugging mightily. 

“No helping him.” Anne warned as I sat back to check my work. The waistband was now at the bottom of her hips but still clinging to her. It might have dropped free if the elastic were looser, but I had no such luck. Kneeling in front of her, I tried to bite it, but I didn’t want to accidentally bite her sensitive area behind it. Using my tongue, I groped at it and tried to pull it into my teeth. 

“Oh!” Mandy exclaimed and grabbed my head, curling her fingers through my hair. 

Anne laughed, and Lana stood behind me. 

I licked, feeling naughty as I tried to catch the material. Mandy didn’t seem to mind. I pushed my lips closer, trying to grab the material with them instead of my teeth, feeling like a horse attempting to catch a sugar cube. 

Mandy pulled my head closer against her and pushed her hips forward, bringing my face into direct contact with every inch of her. Her bottoms acted as a thin veil between us. I ate her out through the barrier, letting myself get carried away in the smell of her arousal and the needful way she grabbed me and rubbed against my face. I mapped out her pussy by feeling as my lips and tongue groped for purchase, finding flesh but failing to separate the barrier. 

“Can I call next?” I heard Anne’s voice, bringing me back to the game. 

I shifted slightly, trying to pull away, but Amanda’s hands kept me in place. I used my hands to press against her thighs, squeezing them, and she released me. I took a deep breath as I pulled away. 

“Sorry.” She said, realizing she’d been holding me in place. “That was just… really good.” 

The women chuckled, and I shook my head. I went for the top of her briefs this time, hooking my teeth over the waistband and dragging it over her pubes and pussy lips. She shuddered as I passed her clit, put her legs together slightly, and then separated them to let the briefs fall. 

I stood as she stepped out of them to the light applause of others. 

“Anne.” I said, wiping my mouth on my hand. “Truth or dare?” 

“Dare.” Anne answered as if truth might be the silliest idea she’d heard all day. 

“Take off Penny’s bikini without untying any strings or using your hands.” 

Anne saluted and marched toward Penny with determination, which made the younger woman giggle as she stood to participate in the dare. 

Lana and I watched as Anne started with Penny’s bottoms, shoving her face into Penny’s butt to try and bite the bikini material. She held onto Penny’s hips and ate her ass through the bottoms, making Penny squirm and bend forward toward us. Penny’s round ass was too big for her to get a good grip on the bottoms, which had wedged themselves into Penny’s backside like a thong. So, Anne eventually had to move upward, biting the back of the waistband and dragging them downward until she lowered her face to Penny’s calves and let the material drop. 

Mandy didn’t watch. She turned to face me, stepped close, and hugged me. I jumped when her hand wrapped around my cock. Her arm moved back and forth, jacking me slowly while I watched Anne remove Penny’s bikini bottoms. Lana stood on my other side, watching and hugging me from the side. She had one hand in my chest hair, the other on my ass. 

Penny locked eyes with me as she stepped out of her suit, and I twitched in Amanda’s hand. She kissed my shoulder and squeezed me tightly with her fingers. 

Anne shuffled around to Penny’s front, biting the thin string between Penny’s breasts without any trouble. The size and shape of her double-d chest lifted the string away from her body, showing a slice of underboob. Anne tugged the string downward, then away from Penny, freeing her breasts without dropping them but making her delightful nipples immediately visible. 

I wrapped one arm around Lana and the other around Mandy, holding myself steady. 

Penny tilted forward, lifted her arms, and slid out from her bikini top, leaving her naked beside my pool. Only Anne still had her bikini on. 

“Penny…” Anne said, smiling a devil’s grin. “Truth or dare?” 

“If I say truth, do I get in trouble?” Penny asked, returning Anne’s grin. “Dare.” 

“Rip this bikini off me.” Anne said. “I don’t care how.” 

Anne laughed as Penny surged forward, grabbing Anne’s bikini top and ripping it off her, or trying to. The material didn’t tear, but the strings strained in protest as she pulled them away and lifted them off Anne. She squatted in front of her, then pulled Anne’s bottoms off without hesitation, dropping them to the stone and tossing them away after Anne stepped out of them. 

Now we were all naked, outside, in the late June evening as the sun set low on the horizon. Pieces of bikinis floated in the pool, discarded and ignored. The high privacy fence and the natural hill the house stood on kept us safe from prying eyes. 

Anne and Penny stood, with Anne helping Penny stand up from her squat. They turned to face me, mid-handjob from Mandy, with Lana hugging me and stroking my chest. 

“Let’s take this inside.” Anne said. “We have a porno to watch.” 

I raised my eyebrows, as did Penny, but neither of us protested as Anne and Lana grabbed their bags and headed inside. The living room was cooler than the outdoor patio, but no one cared. I sat naked in the center of the sofa after Lana and Amanda guided me there. Amanda sat on my left, and Lana on my right. Amanda’s hand found my dick again, and Lana hugged my arm, holding it close. 

Anne pulled a laptop from her bag and connected it to my TV with a cable. Penny helped set up the inputs, and suddenly, I was watching her computer screen with a video queued up and ready—one I couldn’t help but recognize from our threesome together. 

“Ladies.” Anne said, smiling. “Let me introduce, in his porn debut, mister Julio Castillo, aka Hugo Castle, as he appears in the credits.” 

I was confused at first, but I let the porn name slide. I didn’t want my real name in the credits either way. 

Anne pressed play on the remote and led Penny aside, taking up the recliner together as Anne sat sideways in Penny’s lap. Anne put her left arm around Penny’s shoulders, and Penny held Anne with her legs dangling over the side of the recliner. Anne kept her right hand between her legs, not moving but ready for naughtiness as the porno began. 

Amanda started stroking me as we watched. 

“Julio.” Penny said, smiling. “Truth or dare.” 

“Dare?” I asked, hesitant. I wasn’t sure if we were still playing that game with the change in scenery. I let it slide but kept my voice hushed as I answered as if talking through the movie’s dialogue might be rude. 

“I dare you to stay just as you are and finger Lana.” Penny said, smiling. 

“For how long?” I asked. 

“As long as it takes.” Penny said, eying Lana to verify that she was okay with it. She hugged me closer and spread her legs. I moved my arm, sliding my hand so that my fingers could cup between her legs, and rubbed tiny circles at the top of her wet lips. I stroked my middle finger into her several times, each eliciting a squeeze from her, making me clench and swell in Mandy’s hand. Mandy pumped me faster as if trying to get me off before I got Lana off, but I’d already cum too many times today. 

“My arm is getting tired.” Amanda whispered, half annoyed and half impressed. 

“Then use your mouth.” I said, without thinking. 

Amanda smiled as if I'd fallen into her trap and released me. 

She shifted, moving to her hands and knees beside me. She spread her legs and moved my hand so that I reached behind her, giving my fingers access to her pussy while she bent forward and sucked my dick. I groaned, enjoying the blowjob as I watched Anne suck me off on screen. 

Lana moaned, closing her eyes as she rolled her hips toward me, giving me greater access as I fingered her. 

“Anne, truth or dare?” I asked, trusting Anne to pick dare. 

“Dare.” Anne said, not disappointing me. 

“I dare you to eat Penny out.” I said. 

Penny raised her eyebrow at me but spread her legs as Anne dismounted from her lap and moved to her knees on the carpet.

Anne dove between Penny’s legs, making the younger woman squeal in surprise. She lapped at Penny’s pussy, spreading Penny’s thighs wide with her hands, possibly for my benefit. I could see every stroke Anne’s curling tongue made against Penny’s pink flesh. 

I continued fingering Amanda with my left hand and Lana with my right while Amanda sucked me off, her head bouncing in my lap. Lana groped my balls, idly playing with them, distracted by my efforts to please her. Meanwhile, the porn we made played on the screen, dividing Penny’s attention from me and Lana on the sofa to me, Lana, and Anne on the TV. She moaned softly as Anne added a finger, sliding it into her in slow, steady strokes while she munched on Penny’s clit. Penny’s fingers twisted through Anne’s short black pixie cut, her hips rocking against the onslaught of Anne’s tongue. 

I glanced down, watching as my cock disappeared into Mandy’s mouth and throat. I left my hand in her pussy, rubbing her clit with my thumb and fingering her. I tried to match her pace as she sucked me, every bob of her head translating to a stroke of my fingers, and that seemed to work well for her.

Mandy moaned, suppressing the noise with my cock. With her eyes closed, I watched Penny and Anne go at it, the two of them doing nothing to muffle their sounds or their enjoyment of each other. 

Lana watched them, too, squeezing me close as she pressed against my fingers. My index, ring finger, and pinky rubbed her from the outside while my middle finger slipped inside, curling into her like a hook. I stroked and massaged her, pressing her clit against my palm and rubbing her. All the while, I stroked in and out of Mandy with my thumb, strumming her clit in time with my thrusts. 

“Your stamina is incredible.” Lana whispered. “I thought you’d have cum by now.” 

I stroked harder into Mandy, and Lana squeezed me tighter. I might have, if not for already cumming so many times today. I wasn’t about to correct her, though. Who cared if these women thought I had the stamina of Atlas? Let them think I was some kind of sex god. Penny’s wink told me she knew the truth. She’d already emptied me, helping me last as Amanda did her best to suck me dry. 

My fingering was irregular, unable to keep a steady pace with everything happening. It was easy to get overwhelmed by pure sensation and forget that I was supposed to do three things simultaneously. But honestly? It was terrific, and I didn’t care. I was enjoying myself, and Lana seemed to enjoy herself, too. Mandy’s muffled moans sounded off her enjoyment. 

Anne fingered herself while she ate Penny's pussy, wet sounds rhythmically matching Penny's heavy breaths. Everyone enjoyed themselves, culminating in Penny crunching into a ball and crying out as she came. 

Anne slowed her pace to a stop. 

I watched the two of them make out, Anne’s lips still wet with Penny’s arousal. Anne shot me a look and licked her lips with a thoughtful expression. 

My eyes flashed open as Amanda grabbed my wrist and held my hand against her. I stroked forward but found her difficult to move through. Her legs flexed, and she quivered as she came. Lana watched her, licking her lips. 

“This is so fucking hot.” Lana said, chuckling to herself. “Do you think we could do this every weekend?” She asked. “Minus the porno, of course. Anne brought it so you could preview it tonight, but we won’t always have one.” 

Every weekend? No, that was impossible. I still couldn’t believe this was happening now. Lana and Anne had their relationship, and wanted to include me, for some reason. Penny and I had our secret relationship, but she was downright eager to watch me fuck others. Amanda, though, was not someone she wanted to watch blow me. Even though I'd enjoyed watching Anne eat Penny's pussy. The same tight pussy I came in earlier. My mind froze at that revelation, but Lana misunderstood my stupor and chuckled. 

Anne kept eye contact with me as she licked her lips again, and smiled. 

“Come on, girls!” Lana said, gesturing toward the hallway as the porno ended. “Let’s take this party to the bedroom.”