Over the holidays, my husband’s boss Jim invited us to a wife-swap party at his country house.
Though we’d never swapped partners before, the suggestion was appealing. We both agreed that we were open to test the waters and before I knew it we were headed out of the city and into totally new territory.
We pulled up to a pretty colonial house tucked behind a copse of trees to hide the home from prying eyes. Jim greeted us and ushered us inside, where a cocktail party was already in full swing.
My husband drifted off into the crowd and I bounced from group to group. Not knowing anyone but my husband, it was difficult to determine who was a couple and who had already swapped. Overwhelmed, I tucked myself in a corner and took a moment to observe.
Jim sidled up beside me. We talked for a bit and I felt all my nervousness melt away. When he offered me his hand and led me to a bedroom, I followed him gladly.
After closing the door behind us, Jim took me in his arms. His fingers played with the V-neck of my cocktail dress. He rolled the trim between his fingers, gently tugging at the material so that it pulled lower, exposing the tops of my breasts. His lips found the sensitive swath of skin beneath my ear. The spot that could make the gap between my thighs pulse if you touched it right.
Jim’s lips brushed against my ear. “Tell me what you like, Sandra. Tell me and I’ll do it.”
“Lick my asshole,” I said with the confidence of a woman who makes such demands all the time.
The words were out of my mouth before they even registered in my mind. Shocked by my own reply, I quickly slapped my hands over my mouth.
Fortunately, Jim’s crooked smile quickly set me at ease. “I love a woman who likes things a little dirty,” he said. “Why don’t you climb up on the bed and flip your skirt up and I’ll see what I can do?”
Struck by his commanding tone, I quickly crawled onto the bed. I didn’t have any underwear to remove, which Jim already knew. It was one of the rules of his party, after all.
Jim murmured his appreciation. “I see you went bare as requested. I like to reward people who follow my rules. Do you know why, Sandra?”
I shook my head.
Jim bent down. He leaned close to me, hovering just above my ear. Warm, whiskey-scented breath fanned over my cheek. “Because they’ll keep doing things that please me,” he replied.
He moved to the edge of the bed and kneeled behind me. “Since you asked so nicely and you followed my rule, I’m going to lick your asshole now.”
Jim’s words echoed in my ears. Sure, I’d indulged in dirty talk before, but Jim delivered his lines with a cool confidence that none of my past partners possessed. He wasn’t saying these things about rules simply to get a rise out of me; he really meant it, making his directives even sexier.
Hot, smooth palms cupped my ass cheeks and pulled them apart. Unable to see what Jim was doing at my backside, my nerves were on edge again. I waited impatiently to feel his tongue on my backside, but instead I felt the stubble of a man’s facial hair brush lightly over my skin.
My body jolted. I expected to be licked, not tickled.
Jim chuckled, sending a hot puff of air over my asshole. “Ticklish.” He placed a kiss on one ass cheek, then the other. “I’ll try to keep that in mind.”
He stroked the length of my crack with his thumbs, sending a shiver up my spine.
I arched my back on a groan, making my ass bump hard against Jim’s face. Enjoying the feel of him against me, I leaned into his touch, serving myself up to Jim completely.
Finally, the tip of Jim’s tongue circled my asshole. Hot and wet, he spread his saliva over me, slickening my skin so that the wetness dripped down onto my pussy lips. He worked the puckered skin with his tongue, gradually massaging the tense muscles until they loosened enough for him to dip his tongue inside my asshole. Then he trailed the tip of his tongue around the opening, stimulating the area until I could feel my pussy pulse with need as well.
As my own juices seeped from my slit, Jim slipped a hand through my legs and cupped my mound. He flexed his fingers, using the tips to tease my clit while he pulled my ass hard against his mouth.
The extra pressure was exactly what Jim needed to work his tongue the rest of the way into my asshole. He wiggled it around, thoroughly exploring my tight tunnel.
While Jim used his mouth to worship my ass, his fingers found their way between my pussy lips. He circled my vagina, slowly stretching the hole so that every finger would fit. Then he slid inside me, filling me up with four fingers.
Just when I thought I would burst, Jim flipped the script. He pulled his mouth from my ass and moved back to inspect his handiwork. “Did you know that your asshole stays open after I pull out?” he asked. “Just a nice, pretty pink hole, begging to be filled again.”
He pulled his fingers from my pussy and traced a single fingertip around the edges of my open asshole. My pussy juice left his fingers nice and wet. I could feel my own liquid slick across my skin, preparing me for entry.
Once Jim got my asshole good and wet, he plunged a finger inside. He stayed still for a moment, allowing my body to adjust, then he slid even deeper, burying himself to his knuckle.
Using the finger buried firmly inside me, Jim adjusted the angle of my ass so that my pussy was level with his pelvis. With his free hand, he guided his dick to my slit. He swirled the crown around a bit, exciting the nerves beneath my skin while he spread liquid arousal over my sex.
Satisfied with the level of slickness, Jim slid inside me, officially filling me from the back and front. It felt so fucking good to have him moving inside both holes. Having Jim’s finger inside my asshole made my pussy even tighter, magnifying every thrust of his long, thick dick.
Jim’s free hand rested on my hip, keeping my body steady as he plowed into me. Every pump of his dick ripped a scream from my chest. It wasn’t an orgasm yet, but little pops of pleasure began to rock my body.
I clawed at the sheets, struggling to remain on all fours. When my back arched, pulling my body away from Jim, the flat of his palm pressed at the center of my back, pushing me back down.
“If you’re having trouble keeping still, I have something that will help,” he growled.
A second finger slipped inside my asshole, taking me past the point of fullness and bringing me straight to bursting. Desperate to regain control, I tried to modulate my breaths, knowing this would help me open up to him, but that was difficult to accomplish with Jim pounding away at my pussy.
Finally, I decided to place my trust in Jim and surrender completely. I leaned down on my elbows, angling my ass so that it was perfectly served up to Jim.
“That’s what I like,” he groaned as he drove into me harder. His dick pistoned into me, massaging my walls with every thrust.
When Jim hit my G-spot, rubbing on that little bundle of nerves tucked way up inside me, my eyes rolled back into my head. I thought I was tight before? That was nothing.
The pleasant ripple and twitch of my walls gave way to full-on spasms. Every time Jim withdrew his dick to the tip, my body seemed to scream over the loss. Then he would dive back inside, making me moan.
Then Jim slipped the hand on my hip around to my front. His fingers danced around my clit, heightening its sensitivity without ever actually touching the bud.
I wanted to grind my hips against him, force his hand a bit, but that was impossible when he had me skewered from the back and front. I couldn’t move my hips without changing the angle from which he was penetrating my ass, and that just wouldn’t do. So instead I waited, accepting that my husband’s boss was the one running the show.
True to his word, Jim showed that he likes rewarding the people who follow his lead. As soon as I stopped struggling, Jim closed his fingers over my clit and gave it a light pinch.
I screamed. The sound of my voice seemed to echo off the bedroom walls. I’m sure everyone outside the room could hear us, but at that moment I didn’t care. Jim was playing my body like a finely tuned instrument, and I was loving every minute of it.
Suddenly my pussy grabbed Jim’s dick in a vise-like grip. His thrusts became shorter and harder as he struggled to fit inside. It was all too much. Between my ass, my pussy, and my clit, my body had gone into full sensory overload.
My vision blurred with another scream. It felt like massive pressure had been lifted from my body, lifting me into another plane. Hot liquid gushed from between my legs, coating both of our bodies. Still, Jim kept fucking me. His movements spread my come over us and soon I could feel an extra bit of slickness on my ass as well.
After another few thrusts, Jim came with a groan. He pumped himself into me, filling me with his hot seed. After the very last drop left his dick, he slid from me slowly.
Going from overly full to completely empty is a strange sensation. My sated body collapsed onto the bed, reveling in the soft feel of expensive sheets.
Eventually, we headed back to the party, but I was done swapping for the weekend. Jim wanted me for the weekend, and I was more than happy to oblige.