Blustery Hollow Resort

"Right this way, we have our jewelry case and we have some more earrings in this display right here." I noticed a slight accent that made the hotel shopkeeper's words flow beautifully, but I couldn't quite figure it out.

I thanked her and began browsing the display. As I went piece by piece through the cabinet, another woman entered the store. I recognized her from the Trolley. She looked about ten years older than me and was on a trip with her husband. She grabbed a lingerie set from the shelf and brought it to the counter.

"Lovely choice," the shopkeeper told her as she scanned the items. "Do you need any help over there?"

I looked up to see the shopkeeper looking at me.

"Oh, no," I answered. "Well, I'm looking for something my boyfriend will love. Something that will really dazzle him."

"A romantic week for the young couple, eh?" said the shopkeeper,

"I'm trying," I responded, letting a bit more of my frustration show than I'd liked. "He's been, well, hesitant let's say. I'm trying to find something that will really, you know, get him going."

"If you really want to dazzle your boyfriend," the other woman said. "You'd get that." She nodded her head toward a yellow lingerie corset. It was beautiful. "You'd look incredible in that."

I blushed and laughed. "Oh, no. I don't think that would work. He's not really into that sort of thing."

The shopkeeper and the other woman laughed.

"Trust me," said the other woman. "All guys are into that sort of thing." She thanked the shopkeeper and left the store. The shopkeeper looked at me and raised her eyebrows as if to say, "you should listen to her."

"I think I'll take this one with the butterflies. It'll really glisten in the sunlight and would be perfect for pictures with all the butterflies around. He'll love it."

Josh did love it. Just not as much as I'd hoped. Or maybe not in the way I'd hoped.

"It's beautiful," he told me. "I love how it glistens in the sun and we can try to get a picture of it with a butterfly on it."

It was literally exactly what I told the shopkeeper I wanted and, to be honest, it was what I wanted. It's why I enjoyed Josh so much. But it wasn't all that I wanted.

Josh and I had been dating for nearly a year. We met right out of college after I moved for my first job. I was quickly drawn to how smart he was. It certainly didn't hurt that he was incredibly handsome, and, once he warmed up to me, I found his sense of humor to be infectious. We could do anything together. He would even come shopping with me, never complaining, instead just goofing around and making me laugh while giving me honest opinions about the clothes I was looking at.

I enjoyed him so much that I never complained about how painfully slow he wanted to take the physical part of our relationship. Sure, I would try to push it along, but I did my best to respect his boundaries and to make him always feel comfortable. It took nearly a month before we reached second base. Even when I would physically take his hand and place them on my breast, he usually would remove it quickly. It was another few months before I gave him a handjob and another few months after that before I went down on him. He was always eager to return the favor when I got him off but he never pushed for things to go further. If you hadn't guessed by now, we still had not had sex yet. In fact, we'd never even slept in the same bed save for a few naps together. Something I was very much hoping to change this weekend.

I wore low-cut shirts and tank tops and dangled the butterfly necklace in my cleavage. He didn't even notice or, if he did, he never let it show. I brought a few skimpy bathing suits and, as a test, let him pick what I should wear to the pool that day. He always picked the one that showed the least skin. On the one morning I decided to just say, "fuck it" and wear a smaller, skimpier bikini, I could tell he was a bit uncomfortable.

His parents had booked us the hotel and he had their reputation to uphold, he told me before the trip. I nearly gagged. As great as Josh was, and believe me, he was great, he was very timid and by book. He was not quick to ruffle feathers, especially his mothers.

Josh's mother was very controlling. She loved to be the one to make all the plans and get all the credit. She booked us separate rooms on separate floors because, not only was she controlling, she was very naive as well. I can promise you it wasn't the separate rooms that was keeping us from having sex.

We had a great time together. We went on hikes every day through the beautiful, endless trails on the property. The hotel had a Hibachi night where we sat around the table with other guests and watched as the chef cooked up a delicious meal all while tossing food around and putting on a show. We even played mini golf and wagered ten kisses as the prize. When Josh won he went to collect and I told him he'd get five now and five later. He walked me to my room and stood in the doorway as I gave him five kisses, then he said goodnight and left. I was so horny I had to get myself off just to fall asleep.

I'm not sure what it was, but the second I stepped foot into that hotel, things just felt... different. I felt hornier than I'd ever felt in my life, but not just hornier, I felt in tune with my sexuality in a way that I never had. Maybe it was just because I went in with the plan to seduce Josh into sleeping with me, but it felt like there was something else at play.

The hotel, named Blustery Hollow, wasn't inherently sexy. The staff were all various shades of attractive as were the guests and, even though it was adults-only, there wasn't anything R rated that the hotel offered. It was technically a resort, but not a tropical resort. It was an old plantation that was repurposed into a luxury hotel. The grounds were beautiful with plenty of outdoor activities and an indoor pool that seemed to go mostly unused. It wasn't a typical spot you'd think of for a romantic couples getaway but the reviews were literally all five stars with some people even calling the place "magical".

All my frustration came to head the next day when we went on a walk and found a beautiful waterfall. We enjoyed the romantic scenery, took some selfies, then I asked Josh to take a few pictures of just me with the waterfall in the background.

"Wait, get one more like this!" I said. "One... two... three!"

At the last second, I pulled my shirt up to reveal my bra.

"Sabrina!" Josh shouted. I shook my chest back and forth for extra measure. "Sabrina, why would you do that?"

"Oh, come on!" I answered, pulling my shirt back down. "Nobody is around."

"This is my work phone! I can't have this on my phone."

"So delete it," I said, becoming frustrated that Josh couldn't enjoy the quick flash I had given him.

"It still stays in the history," he said, hurriedly hitting the trash can button. "In the cloud."

"Relax," I said with a giggle. I grabbed his arm to try to calm him down. "Nobody will ever see that picture."

"I hope not," He said, finally putting the phone in his pocket. "Why'd you have to go and do that?"

"Oh, come on," I insisted again. "I was trying to spice things up a bit, have a little fun! Don't act like you didn't enjoy it."

"You can have fun..." Josh waved his hand. "Spice things up in other ways that won't get me in trouble with work."

"Oh, do you mean like this?" I answered. I stepped forward and kissed him. He was hesitant at first but gave in. After a few moments, he grabbed me and pulled me close. It was a nice kiss., not like our usual kisses. This was surprisingly passionate.

I felt my nipples stiffen as his tongue entered my mouth. I could feel myself becoming more aroused, my mind racing at the possibilities. He was getting into it, too.

I felt his hand slide up my back. I grabbed it and placed it on my breast, moaning a little as his strong fingers began to caress. His touch was so firm and sure.

My heart began to race, my breath coming out in excited pants. My head swam as he continued to massage my breasts through my shirt. My skin tingled everywhere his hands touched. It had been so long since I'd had this kind of attention, and my body was responding in a way I hadn't expected.

My free hand slid down his chest, across his stomach, and below his belt before cupping his groin. The outline of his penis was easily visible. My pussy throbbed with a dull ache at the size of the bulge. I wanted so bad to have him inside me. Would he let me keep going?

My fingers worked the zipper of his shorts. I slipped my fingers inside the gap and began to rub his cock through the fabric of his boxers. Josh moaned softly, his hands never stopping their massage.

"Oh, God," he whispered as I squeezed him through his boxers. His body melted into mine. I felt a wet, sticky spot form and grow as his dick began to leak precum.

Suddenly he pulled away. I looked up at him, concerned.

"We shouldn't do this," He stammered. "Not here. It's... too out in the open."

"We're fine," I reassured him. "There's no one around."

"Sabrina, there's people everywhere."

"There's dozens of trails that are miles long," I argued. "What are the chances someone comes down this one right as we were doing that?"

"High enough!" Josh insisted.

"Plus," I continued, pretending I hadn't heard his retort. "It wouldn't have taken long." I stepped closer to him, brushing my chest to his. "I could tell you were getting close already." I reached out and placed my hand back on his crotch. Josh took a quick step back.

"I'm just not comfortable," he insisted. "I need you to respect that." Then he turned and began walking down the path.

I tossed my hands up in exasperation.

*****

I just stood there and watched Josh walk away, my arms crossed and my foot tapping on its own. Eventually he realized I wasn't following him and doubled back.

"You can go ahead," I said, looking at the ground to try to hide how upset I was. "I just want to hang out here for a bit longer."

"I'm not going to leave you here all alone," Josh responded. "It's dark."

I didn't say anything. I just kept looking down at my shoes.

Josh's expression went from "are you coming or not?" to "OK, this is really getting ridiculous" to "oh, shit, I think she's really upset." He took a deep breath and held out his hand.

"Come back with me," he said, much more gently. I took a deep breath and relented, taking his hand and holding it as we made our way back to the resort. Dinner was quiet. Not necessarily awkward, but definitely quiet. We re-hashed the past few days' events and talked about how we looked forward to the wine tour we had the next day. After we shared a slice of key lime pie for dessert we wandered over to the bar where they had a piano player playing some fun renditions of pop songs. We had a few drinks and sang quietly to each other then called it a night, retreating to our separate rooms.

*****

Later that night, I felt myself tossing and turning.

God, why was I so horny?

I hoped that fooling around earlier would finally get it out of me but now I just felt even hornier than I was before. There was simply no use fighting it. I bit my lip as I slid my finger into my panties.

I was on fire. It felt like literally. The moment my finger touched the entrance to my vagina, all semblance of control went out the window. Two fingers penetrated me, my thumb attacked my clit. I bucked into my hand, grunting and groaning as I continued to heat up. I was dripping sweat, the bed creaking with my motion.

My eyes scrunched shut. Flashes of Josh struck through the darkness like bolts of lightning. My hips rose off the bed. My breasts bounced with my exaggerated thrusts, gravity pulling them downwards to slap lightly at my chin.

Was I getting too hot? Should I be concerned?

I felt like I should be but I also could not stop myself. Am I dreaming? Am I dying?

"AH! AH! AH! AHHHHHH!!!" I moaned loudly as I finally snapped, boiling over completely in one of the most powerful orgasms I'd ever had.

Holy shit, I thought as I finally came down from the high. My body temperature returned to normal and I found myself lying in a pool of my own sweat, saturated sheets clinging to me. The conditioned hotel room air sent a violent shiver through me, or maybe it was just the aftershocks of my orgasm.

It took forever to get to sleep. The bed was uncomfortably wet and I was dripping sweat like I had run a marathon. I showered off and placed some towels on the bed to create a barrier between me and the ruins my masturbation had left behind.

As I finally drifted off, I quickly slipped into a dream. And oh what a dream it was. I dreamt that I bought that yellow lingerie set from the shop. And that I put it on and snuck into Josh's room (how I got in, I'm not entirely sure as he didn't give me a key, but it's a dream so, who cares?). And that I climbed into bed with him while he was sleeping and that we had the hottest, most passionate sex I've ever had in my life.

It was a great dream but it left me waking up with that horny feeling I had become all too familiar with lately. Seriously, what do I have to do to scratch this itch?

KNOCK KNOCK!

I woke to the sound of knuckles banging my hotel room door. What time is it? I looked at the clock. 10am.

Shit

I grabbed my phone to find 6 missed calls spanning the past half hour.

KNOCK KNOCK KNOCK!

"I'm coming!" I shouted. We had to be downstairs for the winery tour in half an hour. How the hell did I sleep in so late?

I rolled out of bed and stumbled to the door, brushing my straggly hair from my face and wiping the haze from my eyes. I blinked a few times then pulled the door open.

"Jesus, Sabrina!" It was Josh.

"What?" I asked, with a yawn. Then I realized what had shocked him. I was butt ass naked. I saw Josh look to his left then he quickly shoved himself inside the room and closed the door behind him.

"Were you... sleeping?"

"Yea," I answered, nonchalantly. "I had trouble falling asleep last night. I'm real tired." I yawned again and stretched my arms up high.

"We need to get ready," Josh said, anxiously. "The trolley will be here in less than half an hour. I brought you a croissant and a coffee from the shop down stairs."

"Thanks!" I lifted up onto my tip-toes to give Josh an appreciative peck on the lips. I showered off quickly, threw on a nice, little sundress, and we headed out.

As we made our way through the lobby, I noticed the red-haired shopkeeper opening her doors. She looked at me and raised her eyebrows as if to ask, "so...?". I tilted my head and rolled my eyes. She chuckled and shook her head.

The winery tour was an all day affair. The bus ride out was an hour long, filled with a few other couples from the resort. We made small talk with another couple from Chicago as well as a co-worker duo from Virginia.

The co-workers were interesting. The boss was a woman in her mid-fifties. Madeline, or Maddie as her co-worker referred to her. He, Mark, was in his twenties, not quite fresh out of college, a few years in. They had been working together for over a year and didn't seem like they got along very well. It even seemed that Madeline did not like that Mark called her Maddie, though it didn't seem like Mark was calling her that to upset her.

They were there on business for five days. This was their third and Madeline had dragged Mark out to do the winery tour.

"If it were up to him," Madeline said. "He'd sit in his room all day on his computer."

"Believe me, I can relate," I told her, nudging Josh who scowled a sarcastic scowl.

Throughout the tour, we drank a lot of wine and drifted in and out of conversation with Madeline and Mark. It was actually a lot of fun, but I couldn't help but look for a place we could sneak into to try to get busy. I also couldn't help but think that, even if we did find a place, Josh would chicken out. The more I drank, the more irrationally frustrated I became that Josh wouldn't be OK with fooling around somewhere on the tour. I hadn't even tried to ask him but I'd had the conversation in my head at every location and every time he told me I was crazy for even suggesting it. He could tell something was bothering me and, after he asked multiple times, I finally gave in.

"I don't know," I replied, trying to look everywhere but into his eyes. They always saw right through me. "I just, wish... I just wish we could be a bit more adventurous, you know?"

"Adventurous?" Josh asked. "We're on a wine tour. We've been going hiking and exploring. What more do you want? Do you want to go to Antarctica? The Serengeti?"

"That's not what I mean," I said, staring a hole through my shoes.

"Then what do you mean?"

"You know..." Finally, I looked up at him, a mischievous grin spreading across my lips.

"Oh," he said with more than a hint of disappointment. "Is this about yesterday at the trail?"

I hesitated. "Sort of. But not just that. It's just... I feel like sometimes I want you to... sort of... give into the moment, I guess."

He didn't reply.

Shit

"I'm sorry, I shouldn't have brought it up."

"I wish you wouldn't make it such a big deal."

If I was little bit drunker I probably would have argued more. If I was a little less drunk I probably would have apologized (or not even brought it up at all). Instead, I just dropped it. I tried to make some small talk but Josh became quiet afterward. The rest of the excursion was awkward to say the least.

By the time we got back to the hotel, I was very drunk and very tired. Josh complained about wanting to take a nap and, when I asked if I could join him, he said "yes" but in a way that made it clear he wanted to be alone.