Welcome to Part TWO of The Florida Trip. This is intended as a direct sequel to my previous Trip series, The Baseball Trip. Think of this as The Baseball Trip: Season Two. You don't have to read the original story to get what's going on here, but it'll definitely help.
Everyone is over the age of 18.
I was back in the hot tub. Sitting in the warm, sudsy water. Sexy Sarah was by my side, slowly stroking my cock. My girlfriend, Alyssa, watched from across the way. Her own hands full of beautiful blonde Kelsey and
her
boyfriend Kevin. The pressure from Sarah's touch felt so good, pumping me, but somehow I couldn't cum. Alyssa cheered me on.
"Come on, Ben," she said.
"Cum for us," Kelsey said, her eyes half-lidded from the pleasure my girlfriend was giving her.
"Yes, Ben, do it," Julia said. My roommate was sitting across from me in the tub, leaning forward on her elbows like she couldn't wait for the big finish.
"I know you want to so bad," Sarah said.
"Come on, baby," they said, all in unison now, "Cum!"
I blinked my eyes open.
I was lying in bed, daylight creeping through our hotel window. My pillow smelled like chlorine and industrial cleaner. I rolled over, groggy, and found Alyssa staring at me. Light-green eyes half open.
"Hey," she said, sleepily, "Good dream?"
"Not bad," I said.
"Sounded like it," Alyssa said, "You were groaning in your sleep. But not better than the reality, right?" She smiled that naughty smile of hers.
"Yes," I said, "I mean no. I mean, about that. What happened last night..."
"It was awesome, wasn't it?" my girlfriend said. She brushed her red hair out of her face. "I mean, when you told me about your road trip last summer, I figured some of it had to be made up. But after last night at the pool? Holy fuck you weren't kidding. This is going to be so much fun. For both of us."
Alyssa leaned over and kissed me on the nose. I didn't know what to say. Like I had a question in me somewhere, but I'd left it next to my car keys back on the kitchen counter.
Before I could find it again, Alyssa rolled out from under the covers. She'd changed into a light blue, knee-length cami at some point during the night and I loved the way the sheer material hung off her incredible body.
"After all that, I definitely need a shower," Alyssa said and padded off to the bathroom.
I now had a clear look at the other bed. Sexy brunette Sarah was lying back like she might still be asleep. Her little sister, Chloe was next to her, resting her head on Sarah's shoulder. Eyes wide open and staring off. The high school senior saw me looking and grinned.
"Well that was interesting," Chloe said.
"What?" I asked.
"Don't play dumb, it doesn't suit you," she said.
"That's not what I've been told."
Chloe tsked her tongue at me and threw off the covers She stood up and stretched her arms over her head, giving me quite the view of her substantial assets. Then, as if no one else was in the room, Sarah's teenaged sister reached down and pulled her shirt right off.
"Chloe!" Sarah said, suddenly wide awake.
"What?" Chloe asked, "The bathroom is taken and I need to get changed. Plus there's nothing here he didn't see last night."
That was true, but that didn't stop me from appreciating the high school senior's body. Chloe really had a nice set of tits -- large and firm. And when she turned around to get into her suitcase? I mean, my God. That girl had an ass that demanded to be squeezed, slapped, taken. My brain knew Sarah's younger sister was a lesbian, but all my penis saw was a perfect target.
"Also, you're my sister and he's a boy," Chloe said, "So I don't really care if either of you are looking. Now if Alyssa was out here..." Chloe saw the surprised expression on my face and stuttered to a stop. "Your girlfriend's hot, Ben. That's all I'm saying."
"She is," I agreed.
"I really like her, Ben," Sarah said. She was sitting up now. Her brown hair hung down all tangled, creating curtains over her amazing, massive chest. Sure, Sarah was wearing a tank top and long pajama pants. It hardly held in how sexy she was.
"Thanks," I said, "For last night."
"Oh, it was
my
pleasure," she said.
"See, now that's gross," Chloe said and shook her head, "Breeders." She pulled on a sleeveless striped top and a pair of short, khaki shorts. We'd begun our trip freezing in Buffalo. We weren't even in Florida yet, but we'd already entered summer clothes territory. It was a wonderful thing to wake up to.
Chloe started to sit back down on the bed, but her older sister stopped her. "I need coffee, Chlo," Sarah said, "Can you go get some?"
"Get it yourself," Chloe said, "Ben and I are recapping last night's action. Speaking of hot chicks, Ben, your roommate's pretty awesome, too. And don't even get me started on Kelsey. I mean, I remembered she was pretty, but..."
"Chloe," Sarah said, holding her head like it was vibrating, "Coffee. Now."
"Fine fine," Chloe said, picking up her purse and heading for the front door, "Somebody needs to get laid. Try not to fuck on my side of the bed though, OK? I know I'm not sleeping there again, but I'll still be able to feel it scorch my soul."
Sarah threw a pillow at her sister, but Chloe had already escaped out the front door.
"So, about last night," Sarah said once her sister was gone. The buxom brunette scooched over to the side of her bed, reached out, and took my hands. Pulled me up so we were sitting across from each other.
Oh no, not this again.
On our previous road trip -- the one in the summer with a little bit of baseball and a fuck-ton of fucking -- Sarah had spent the whole time doing dirty stuff with me at night and then feeling guilty about it in the morning. I'd assumed that since she was no longer in a relationship, Sarah would finally break her cycle of horny guilt (turned on remorse?). Apparently not.
"Sarah, it's fine," I said, "Seriously."
"But you and Alyssa."
"I'm pretty sure you saw how Alyssa feels about all this," I said, "She's just having fun. You should, too."
Before Alyssa and I had left for the Florida trip, we'd both agreed that it was OK to fool around a little. After all, it was a trip tradition. Besides, if the last adventure had taught me anything, it was that I wasn't made for real, deep relationships. That made Alyssa my perfect partner.
"Remember what Kelsey said the last time?" I said, "Just playing around. There's nothing to get mad about. Certainly not to be sad about. It's not a relationship, so enjoy the ride."
Sarah squeezed my hands. Sort of swung my arms back and forth. Nervous. "No, I get it. I mean, I started it last night. Well, Alyssa started it but it's not like I had to keep going. Anyway. I know it's not cheating. It's just... I want to make sure I'm clear about my intentions."
I smiled, genuinely. This was the Sarah I remembered and adored. Overthinking everything only after it had already happened.
"I'm happy you're with Alyssa," Sarah said, "I really am. Last summer was incredible. It changed my life. I know that sounds weird, but it really did. But even if we could be together, Ben? I wouldn't want it. Don't take it hard. I wouldn't want
anyone
right now. I feel like I've been trapped for so long and I want some freedom to figure out who I am."
The bathroom door opened with a pop. We'd been so engaged, I never heard the shower stop. Alyssa walked out wrapped in a too small, white towel. Her pale, freckled skin still dripping. She looked down at where Sarah and I were holding hands and frowned. Sarah dropped me like I was poison ivy.
"I should jump in the shower," Sarah said.
"Yeah, you do that," Alyssa said.
*
Alyssa and I got dressed while Sarah got clean. Eventually, everyone met down in the lobby. It was still early, but the sun was already way too bright for a group of people that had been up far too late the night before. The breakfast area was busy, but we were able to find a table big enough for all seven of us: Me, my girlfriend Alyssa, my roommate Julia, Kelsey, her boyfriend Kevin, Sarah, and her younger sister Chloe.
As we ate the hotel breakfast -- dry pastry and wet, powdered eggs -- I tried to catch Alyssa's eye. But she wouldn't look my way. She'd told me she wasn't upset back in the room, which is just girl-code for "I'm upset." I didn't know what to do with that. I tried explaining that Sarah was in the middle of giving me the "it's not you, it's me" speech, but Alyssa had waved me off.
Everyone seemed a bit uncomfortable that morning, honestly. As if being so intimate the night before had left us all feeling distant. It made sense. We were all still in our respective relationships. No one had broken up or even argued (Ironically, holding Sarah's hand had gotten me in more trouble than fingering her pussy). Yet we'd all gotten naked and done dirty stuff together. It was a tough thing to reconcile, even for those of us who'd done something similar the summer before.
Were we all 'on a break' or did the fondling mean something? Was this a one-time thing or was the whole trip going to be this way? All of us carried the questions but no one was willing to bring them out and share the weight. So, we just sank lower with the burden of it. It didn't bode well for our future of being cooped up together for hours in the car.
Julia looked up and caught my eyes. Like the truth of it all had struck her, mid-bacon.
"Disney," she said. I couldn't help but smile wide. Suddenly, everyone around the table was grinning and nodding. Like Julia had spoken the magic words to wake us from our melancholy spell.
"We're going to be in Disney World. Today."
*
After breakfast, we collected our things and marched out to the parking lot. I assumed we'd all grab the same seats: Kelsey riding in her boyfriend, Kevin's car. Me, Alyssa, Sarah, and Chloe with Julia in the big white Honda Odyssey. But as I climbed into my usual spot in the middle row, I looked up and saw Alyssa on the other side of the lot, getting into Kevin's little sedan instead.
I jumped up to go after her, but before I could move, Sarah got in behind me and I was blocked. The one moment I didn't want the sexy Sarah sitting next to me.
"Hang on," I said, and started to open the door on the other side.
"Dude, if you've got to piss, use the bottle," Julia said as she climbed into the driver's seat. "We've already wasted too much time this morning."
"But..."