Take Me To Paradise

CHAPTEREIGHT

By Wednesday,the three of us were practically inseparable. We spent most of our time in Fraser’s room—as Mister VIP seemed to have scored the absolute largest cabana I’d ever seen. The amount of ocean front that surrounded his room appeared to be at least double the size of ours. He had a private jacuzzi tub on his deck, a double king bed that could easily fit an orgy worth of people on it, and a fully functional living room. That living also, incidentally, contained lots of hidden sex furniture, including pull out stirrups in his lounge chair, and an ottoman that turned into a sex wedge complete with arm and leg restraints.

Monday night Leo and Fraser explored my kindle like they were searching for buried treasure. They’d discovered my proclivities for Reverse Harem romance. My second favorite being threesomes where both the men and the women had sex with each other. Fraser and Leo couldn’t have been more perfect if I’d requested them when I booked the hotel. While the two of them hadn’t yet had sex, with the amount of blow jobs, had jobs, frotting, and docking the pair had engaged in, I was certain they’d go all the way by vacation’s end. Last night in the hot tub, the pair had taken to finger fucking me in both holes with lots of thick fingers. While they’d done it, they showered me with compliments about how perfect I was for them. We all said essentially the same thing, but none of us had mentioned anything post-vacation.

I, of course, was a huge chicken shit. I didn’t want that rejection. Though I honestly wondered what life after vacation would look like with the two of them. A friend of mine who was heavily involved in the kink scene told me about a sex club that recently opened in the heart of the loop, and I considered on more than one occasion, asking them if they would consider a membership. That way, we could still get together and fuck each other’s brains out, without it feeling like we were solely committing to one another.

Their realization that nearly all of my fantasies surrounded taking multiple men at once had the pair desperate to reenact some of my favorite scenes. We’d played with plugs of greater circumference on Monday night and all of Tuesday. I’d worn the largest plug in the anal training pack all day while we swam and explored the resort. Every step I took caused me to pant. Each tiny movement sent shock waves of pleasure through my body. I felt as if I were a trip wire and the tiniest stimulation would send me into a screaming, shaking, probably squirting, though I’d never actually done it—orgasm.

“I thought you were napping Queenie.”

Fraser strolled out onto the deck, manipulating his hard cock in his fist. Each stroke was accompanied by a squelching that told me he’d coated himself in lube. Where I’d been sun drunk and relaxed only moments prior, now my heart beat triple time. I could feel my pulse in my pussy, as it cried with excitement at what I assumed was about to happen.

His cock was gorgeous. Long, but not overly thick. A pair of heavy, proportioned balls, and not an ounce of hair on him. As if his white-blonde hair and ice colored eyes were enough to make me weak-kneed, the bronzed sheen of his skin—from head to toe with no break in coloring—made my mouth water.

“I’m glad you aren’t. I woke up with a present for you, and I don’t think I can wait another second to give it to you.”

I wondered where Leo was. More than likely, he still dozed in Fraser’s bed. The pair had engaged in a contest on who could get the other to come faster before we’d all collapsed in an over sexed heap. Though they napped for much longer than me.

Fraser crouched behind me. For a moment, I thought he was about to slide his cock into my ass with zero preamble. When his tongue took a slow journey up my thighs and between my legs, I nearly shot off the sun lounger.

“Before you take both of us,” he said, “You need to be okay with taking one.”

His hands worked the muscles of my calves and thighs until I became boneless and satiated.

“It’s not for everyone, Queenie.”

“Fraser, I want to try it.”

I felt my face heat and tried to cover my blush by resting my head between the crook of my arms. There was no reason for me to be embarrassed about openly discussing what I wanted to try. Yet I felt shy about directly expressing it. I’d watch the pair of them play with one another’s back doors over the course of the few days we’d spent together. They had no qualms about trying anything I suggested.

“I’m just letting you know. That sometimes it sounds better in books than in reality. Some people love it. It feels amazing and they want it all the time. Other people are built differently, and it causes a lot of pain. So I want you to tell me, Fraser, I understand it might hurt and I can stop.”

“Of course I understand that.”

He spun around, so he faced me on the opposite side of the sun lounger. With my face between his palms, he shoved my sunglasses off my eyes so he could look straight at me. Rather than say anything, he cut off my protest with a kiss. One that he took his time exploring my tongue with his own before he continued.

“I know you understand. But I want you to give yourself permission to call it off. To say stop at the moment it hurts. Because anal is frequently romanticized, and you need to tell your brain it’s okay to press pause or halt this all together if the discomfort becomes too much.”

I nodded. Not what he’d asked for, but to be honest, he’d stunned me. Shock took away my ability to form sentences. Never in my years of hookups and relationships had anyone even gone to such great lakes to make sure I felt safe and comfortable. I dug it.

“If it hurts too much, I can stop at any time. Everyone tolerates pain differently, and I may not like it.”

“Close enough.” He kissed my forehead, unfolded himself from his crouch and returned to the regularly scheduled program of teasing my asshole.

“After my fingers, I’m going to use a toy. And eventually we’ll get to my cock.” I heard the squelch of a lube bottle seconds before his fingers caressed the muscles that made that tight ring.

My head rested once again in the cradle of my arms. Eyes closed, I could picture what that cock looked like bouncing against his well-defined thighs. His cock was longer than Leo’s and thinner—probably why he got first dibs. With each tickle of that puckered ring, I imagined him running his cock head around those ridges. Wondered how different it would feel from his fingers.

Just as I imagined him penetrating me for the first time, he pushed three fingers all the way to the knuckle.

“The dilators have done a good job of stretching you, Queenie. You took all three fingers without so much as a grunt. How does it feel?”

“Strange. Like I have to… you know. Use the bathroom.”