A shout escaped my lips. My cum sharp and hot as it vaulted into her grasping pussy. She let out a little giggle, holding me tight as I filled her.
“Oh yes,” she said, stroking my back, “That’s it. Take that married pussy. Let it all out. I want it. Fill me up so deep.”
I lost track of her words. Only focusing on the bursting peaks of pleasure. I strained, squeezing out all that I could. The bliss slowly drained from me. Like every inch of my body was letting out a long, joyous song.
Cassie and I stayed connected like that on the deck. Holding each other. Whispering. Kissing. My dick, soft, stayed surrounded in her soft wetness.
“I could get used to that,” Cassie said.
“The sex?” I asked.
“All of it,” Cassie said.
I lifted my head, giving her an odd look. Cassie’s blue eyes stared back, fierce. Was she saying what I thought? I couldn’t imagine it. Instead, I tried to play it off.
“You deserve to be happy, Cassie,” I said. The implication of ‘with someone else’ was clear.
Cassie nodded at me, sadly. Like I’d told her she could go to Hogwarts or pet a unicorn. It was a nice thought, but this was reality. And for Cassie, that meant compromise.
I heard a feminine throat clear.
“Ahem.”
Clear as day.
Cassie and I both turned behind us to look at where that sound had come from and found a pair of very adorable feet staring back at us. We followed the toes upwards, till we found their source.
Emily was staring down at me and Cassie. My petite wife was wearing another fuzzy bath robe. Her arms were crossed under her little boobs. Her green eyes burned fire.
“We need to talk.”
“We need to talk,” Emily said.
My wife stared down at me as I lay naked on the hardwood deck, entangled with another woman. The expression on her face said she was upset, though I couldn’t imagine why. We’d all engaged in this crazed, ongoing orgy since we’d arrived at Disney, four days before. If anything, I felt that Emily had started it, being all flirty with Jack that first night in the hot tub.
We had since gone way farther than that.
I’d had sex with Emily’s best friend, Allison, and Jack’s wife, Cassie. Em had slept with Jack, of course, but also Mike, Allison’s husband, as well. Everyone had been with everyone, to the point that what few boundaries we had left had been obliterated.
And yet, I found myself feeling guilty under my wife’s glare. It didn’t help that my wilting dick was still buried in Cassie’s wet, welcoming pussy. We’d just finished an early morning pool fuck, as casual as a wake up cappuccino.
“Please,” Emily said. Her stance softened. Emily was wearing one of the white, fluffy bathrobes the hotel provided, but nothing else. Strange how that one piece of clothing made her seem so much more proper than Cassie and me. As if Emily hadn’t been equally debauched only a few hours before.
I slowly stood, separating myself from my most recent lover. Cassie let her hands trail my legs as we broke apart, like she didn’t want to let me go. The beautiful blonde woman didn’t say a word, just gave me a little nod. A bit of a reassuring smile.
I took in the world around me. Everything on the deck was wet with dew, like it had been hosed down. The was slowly climbing over the horizon, giving everything a pale, bluish hue. The little chirps and songs of the world waking up filled my ears.
Emily gave Cassie a little courtesy wave, then my wife lead me back into the bungalow. Emily flopped down on the couch, but I felt off sitting next to her naked. So, like following breadcrumbs through a forest, I traced my steps till I was able to retrieve my boxers, pants, and dress shirt from the night before. I threw them on and sat down next to Emily. The house was completely silent.
As soon as I sat, Emily grabbed my hand. She gripped my fingers, possessively. Like I might escape.
“Last night,” she said, like that summarized the entire evening we’d had of sucking and fucking people that we weren’t, personally, married to. “It was a lot.”
I raised an eyebrow. Was it? OK, so we’d had yet another epic orgy out on the deck in the middle of Disney’s Polynesian Resort. But was it truly any different than the wild groupings we’d gotten into already?
We’d done almost the same thing, with different partners, in that very living room, not long before. We’d also made out in our own little hotel room on the other side of the resort. We’d done it in the bathroom, on the floor, on the kitchen table, in each other’s beds, in a hot tub… The only thing we hadn’t done was have sex with our actual, married partners. Well, except for Emily and I one time in the shower and, weirdly, that had been the outlier.
I expected my wife to explain herself, but she stared at me. Her face creased with concern. I wondered how much of my morning sex with Cassie that she’d caught. I’d seen her in similarly compromised positions the whole trip. But I couldn’t shake the feeling that I was in trouble for some reason. And it irked me.
Yet, wasn’t this what I’d wanted from the start? Emily had seemed distant this whole trip. Totally removed. And while fooling around like this had been fun, I can admit that some part of me had been yearning for something to upset my wife. To grab her attention from Jack and Mike and bring her back to me. So why did this feel like a failure rather than a triumph?
Sitting on the couch — Emily squeezing my hand like she wanted to strangle it — I thought she was about to read me the riot act. Instead, she went somewhere unexpected.
“That story I told you about me and the quarterback,” Emily said, “When we played two truths and a lie on the first night.”
I remembered it, of course. The six of us had been drinking in the hot tub. Things had been getting racy. When it was her turn, Emily had surprised me twice. She’d confessed that I had been her first (To that point, her only. My, how the times had changed), which was quite the shock in and of itself. But I hadn’t forgotten about her other admission. That she’d sucked off the star quarterback under the bleachers back in college.
“I wasn’t very popular in high school,” Emily said, “With boys, I mean. I was always the quiet one in the corner. When I got to college, I had this philosophy class my freshman year. Derek, that’s the quarterback, he was in it. He was, like, the guy. You know? Athletic, totally handsome. Dumb as a rock.”
I laughed and so did Emily.
“I’d never gone for boys like that,” Emily continued, “I didn’t see the attraction. But something about Derek made my knees melt.”
I gave Emily a pained look. Did I really need to hear about how she was attracted to another man? Sure, it was before she knew me. But this felt like a particularly open wound to pick at.
“There’s a point to this, I promise,’ Emily said, “It was a stupid crush, nothing was going to come of it. But then he asked me for help with the class. Apparently, he was struggling, and he thought I could tutor him. He basically begged.”
I could hear the swagger in Emily’s voice. She’d always been proud of how she did in school. It was the one thing I’d ever seen her be truly competitive about.
“We went back to my dorm room for study sessions,” she said, “I had these silly fantasies about how our eyes would meet over the textbook. He’d lean forward and…” She cleared her throat. “Nothing ever happened. He was a perfect gentleman the whole time. And again, I guess I felt forgotten. Ignored. Like, was I even a woman if I couldn’t get some fuckboy jock to make out with me?”
“You’re very much a woman,” I said, eyeing her body. Emily was sitting primly, wearing that bulky robe, yet she might as well have been posing for a boudoir shoot. Her perky breasts and shapely legs looked so good. Damn but my wife was hot. Who wouldn’t be turned on by her?
“Derek passed the philosophy test,” Emily said, “I didn’t see him for a few months. One day I was crossing the quad, on my way to class, and I saw him walking with some friends. I don’t know what came over me. I marched over, grabbed his hand, and dragged him away.”
Emily’s chest and neck went pink. She licked her lips, slowly. A little grin played on her face.
“We ended up under the bleachers by the practice field. I shoved his pants down. I felt this incredible rush. I was sexy. Powerful. The hot quarterback was worshipping me. The way he stared — eyes wide. Confused and excited all at once. Eager and amazed. I felt like a goddess.”