One of our SDC members submitted the following story to our “My First Threesome” Erotic Writing Contest.

After checking in, the reality of where we were hit me as I looked around the resort and saw a gorgeous, barely-dressed couple wandering down a path that passed the open lobby area. Two handsome and very tall Jamaican gentlemen approached us and asked if we would like a hand with our bags and to show us to our room. They must have read John’s face before he could say anything about how they didn’t look like they worked for the hotel. Neither were wearing shirts or shoes, just shorts and their smiles. Both had similar perfect builds without an ounce of visible body fat. ‘Sunglasses, don’t fail me now,’ I thought to myself as my eyes wandered to them.

Welcome to The Island!

They explained they lived on the other side of the country and often came to the resort for long weekends. “Sure, thanks; that would be great,” I said and told them our villa number. “Not too far at all. Follow us.” One of them said to grab my bag, and we did. They were both very nice and led us toward our room with normal small talk. After placing my bag in the closet, the one carrying it said I had an island virgin look to me and asked if it was true. This comment made me blush and wet at the same time. All eyes were on me. I said defiantly, “I’ve been to plenty of islands, just not Jamaica until today.” This made everyone laugh, myself included. They looked at me like I was a gift to unwrap. I can’t say I didn’t appreciate their blatant eyes undressing me; after all, I had just done the same to them. 

Looking at my husband, he asked him if I had received an island welcome on our other trips. Puzzled, he looked at me, and we shrugged, and he said everyone has been welcoming so far. Then, laughing and in unison, they turned to me and dropped their shorts to their ankles, and yelled, “Welcome to the island!” exposing two of the biggest, physically swinging dicks I had seen.

Mr. Leftside, Mr. Rightside

With not a blemish between them, they could have been twins cut from a perfect mold of muscle, sinew, and cock. My hand clamped my mouth in shock and awe as I watched them sway like twin pendulums. Standing proud with their hands on their hips, I wondered how many times these two had pulled this clearly rehearsed erotic little stunt. Looking past them and at John, who was standing on the other side of the room, speechless, my eyes asked if I could touch them without having to say a word. His slight shrug was all I needed to see, and I knelt where I stood.

Both men took a step toward me, standing side by side — no longer swaying but stiffening from their semi-hard state. Now inches from my face, I took one in each hand. Mr. Rightside was the longer of the two, at my judgment of ten granite-hard, straight-as-an-arrow inches. Mr. Leftside may have been an inch or so shorter, but he was much thicker around. I couldn’t close my hand around him, and it made me pause to really look at this unit. On my knees, I stroked him to full erection inches from my face, his pre-cum making his thick mushroom head glisten. Releasing my grip on Mr. Rightside allowed me to use both hands to pump the giant leaking sex weapon. Toying with his well-cut bulbous head, I traced it with my tongue, pulling off long threads of pre-cum that fell across my chin.

Her Delicious Struggle

Waiting wasn’t an option as he shoved what he could of himself into my wanting mouth. Even after relaxing my jaw, I still couldn’t fit much past his head. Reaching for his smooth balls, I tugged down on them, milking this bull. Mr. Leftside bucked against me as I yolked his cock in one hand and the back of my head with the other. I felt his balls tighten as he unloaded rivers of hot island semen into my mouth and down my throat, spraying from the pressure it produced out of the sides of my fully engorged lips and rolling down my neck in thick streams. I could feel it had found its way down my chest and was gathering in my cleavage. Swallowing what I could, I pulled away, gasping and wiping up what I couldn’t. His wet cock glistened and stayed at full attention, taunting me. 

I turned and looked at Mr. Rightside, who had been stroking his manhood patiently. He pulled me up from my knees and slid my sundress off my shoulders. Then, hooking both thumbs into my panties, he pulled them down and reached for his shorts. Standing back up, he had retrieved condoms, opening one and tossing Mr. Leftside one at the same time. He motioned towards the bed, and like in a trance, I laid down. Pulling my legs apart, he whistled and looked at John and said, “I’m going to wreck this tight, married pussy. Thanks, man.”

Getting Carnally Wrecked

Rubbing into my clit, I moaned and felt myself swell with anticipation. His entrance was smooth and welcomed, although slightly overwhelming, as it seemed to keep entering me deeper and deeper. My moans turned to silence as Mr. Leftside positioned himself to use my mouth once again. Meanwhile, Mr. Rightside roamed around my insides like he was digging for gold. His massive, poker-straight dick had me quivering in orgasmic spasms. When he finished his deep exploration of my body, the warmth of his seed was so predominant when he came inside me that I wondered to myself if the condom had broken. Looking down, I could see it had not, as it hung low at the tip of his enormous cock, filled with his juices. 

As he stood from the bed, Mr. Leftside spun me around quickly and thrust himself in me with none of the smoothness of Mr. Rightside. This was more of a carnal, animalistic taking of prey from one predator by another. Relentlessly, he hammered his entire girth into me. Loving every thick inch of him, I lay back, grinding my hips up toward my impaler, holding onto the mattress for dear life. Twisting the front clasp of my bra, he revealed my 34C breasts and latched on to them with each hand. He pinched my pert nipples between his thumb and forefinger while squeezing my breasts and drilling me into the mattress. The guttural sounds that emerged from me can’t be repeated in words. 

When he had reached his limit, he held deep inside me and whispered, “You are gonna remember this,” and then exited my swollen slit and ejaculated for the second time. My own cum sprayed and ran down my shaking legs upon his withdrawal. Eagerly, he presented me with long white ribbons of his achievement, glazing my nude, exposed, and spent body. Unable to move and feeling like I was in a sex coma, I watched as he dressed and walked over to John and Mr. Rightside. They looked over at me, exchanged words and handshakes, and they were gone. 

John grabbed a bottle of water from the mini fridge and sat beside me on the bed. Taking the water he was handing me, I asked what they had said when they were leaving. Just ‘thanks for the fun,’ and they hope to see you again before we leave.

This story was submitted by one of our members to the My First Threesome Erotic Writing Contest. SDC announced the winner of this contest on July 1, 2021. Our editor made minor adjustments to this story for length and clarity.