It was winter, time for my husband and me to make our annual pilgrimage to Jamaica to renew our love and sexual desire for one another. (For our kind of “sin,” at least, we find Las Vegas’s “Sin City” reputation overblown.) I love to eat pussy and watch my husband being pleasured by other women, and living in a small Midwestern burg we find our favorite resort in Jamaica the perfect place to live out our fantasies.
The first night of our trip always includes a stop at our favorite “gentlemen’s club” and a VIP session with our favorite dancer, whom I’ll call Sandra. The next night we spend with our all-time favorite escort, whom I’ll call Celeste, for a real “girlfriend” experience. The other nights we have different role-play games where each of us hooks up with former or desired lovers. Our days are spent at the adults-only pool, where I drive my husband wild as he watches me flirt with other men, rubbing my bare tits against their bodies.
It’s these types of adventures that kept us faithful for 20 years. Which brings me to my story.
This year, due to a business conflict, I arrived in Jamaica the day before my husband. I spent the day at the adult pool flirting with the bartender, Jerry. Now, though I’m a 45-year-old mother of two, my current marathon training has put me in the best shape of my life. I spent the day in the sun showing off my tight ass and 34C tits. Jerry the bartender was a sexy 25- year-old with a rock-hard body—and a significant bulge in his shorts. While I sunned myself, I imagined him taking me behind the bar and pounding me with, oh, a ten-inch cock!
I imagined him pulling out at the last second so he could deliver his load all over my naked body. My pussy swelled as my imagination went wild. I slid into the pool so I could finger myself while I pretended Jerry the bartender was sliding in and out of my freshly shaved snatch. I opened my eyes to find a group of college guys sitting across from me in the pool watching me while I brought myself to climax.
Although I enjoyed the attention, I decided to head upstairs before I did something crazy—out there in public! I slipped my nearly sheer T-shirt on and walked through the lobby heading for my room and some time with my favorite giant black dildo. As I neared the elevators, my heart skipped a beat when I came face-to-face with Curt, my first lover and the fantasy man of many role-play games played with my husband.
Curt approached, and as we embraced, I pressed my hard nipples against his chest. I held his embrace and kissed him, slipping the tip of my tongue in his mouth. We began to talk, and while we did, he continued to glance up and down my body. With his stiff cock pressing into me, I rubbed my hard nipples against his arm. My heart pounding, I suggested we meet later for dinner and dessert.
Curt and I are from the same small town, and I had kept track of him through his mother. He’s also married, and has three daughters, so I really wasn’t sure what he would make of my advances. To my pleasure, he was quick to agree. I reflected that he was never especially good at saying no to my sexual advances.
In my room I was even more worked up now, and more in need of the planned session with the big black dildo. Then I had time for a relaxing bath before putting on my favorite panties and bra and a little black dress that showed my irresistible cleavage and lots of leg.
I met Curt in the hotel bar, where we drank freely and reminisced about our past—the first time we had sex, the thousands of blowjobs, the way he loved to eat my pussy. Each story made me want him more and made my pussy wetter. I slid my leg over his and moved my hand slowly up his thigh, then let my fingers tickle the head of his throbbing dick. I started to rub the shaft, and soon felt his manhood twitch at my touch the way it had so many times before.
I let out an affirming moan as Curt’s hand ran up my legs and onto my thong-covered ass. I put my hand to his face and guided his mouth to mine, then let our tongues dance in each other’s mouth as we made out like we did way back when. I opened my legs, allowing him to touch my moist panties. He rubbed my clit through them, which quickly had me moaning even louder. I groaned as his finger slid in my panties and in my freshly shaved pussy. He began massaging my cunt, bringing me right to the brink of orgasm.
As the waiter approached, I pulled Curt’s hand from my snatch and closed my legs. He smiled, knowing how desperate I was to be fucked. I held his hand to my mouth and sucked my juice from his finger. I pulled his lips to mine and shoved my tongue deep in his mouth, letting him taste the familiar sweetness of my womanhood.
With our passion about to overtake us, we paid the bill and headed to my room. The door to my room had barely closed and I was on my knees loosening Curt’s belt to release his enormous cock, at least an inch or two longer than my husband’s and slightly thicker. I was anxious to deep-throat him but decided to take it slow, teasing him as I prepared my throat for those extra inches. While staring in his eyes, I licked the tip of his cock, letting the string of his precome hang from my lips. Instantly I remembered the sweet and salty flavor of his cream from the many loads I’d swallowed in the past.
I ran my tongue up and down his shaft, finally moving down to suck his balls, one and then the other. I lubed his cock with my spit and began taking it deep in my throat, inch after amazing inch. I quickly got into a rhythm, using both hands to massage it while I moaned in anticipation of the coming prize. As the veins in his cock began to pulse, I prepared myself to take his payload. When it came, I swallowed his sticky come as fast as I could, and found myself moaning with pleasure as drops of come dripped down my chin and onto my tits.
Curt helped me to my feet and walked me to the bed, where he stripped off my dress and panties in one masterfully smooth motion. I felt his warm tongue as he moved down from my neck to my stomach and onward until he reached the prize of my slick cunt. He always had a magical tongue, and he seemed to have honed his kills over the years. As the heat of his mouth made contact with my slit, I was once again on the brink of climax. It was like an electrical charge was flowing through my whole body.
I moaned wildly as Curt fucked me with his tongue, jamming it in me like a jackhammer. I begged him to fuck me hard, but he continued to tease, having the tip of his tongue tickle my clit while his finger explored my butthole. My juices dripped into his mouth while he continued fucking me with his tongue. He moved up my body and we met in a deep kiss. He let me suck my nectar from his lips.
As we kissed, I felt the tip of Curt’s big cock pressing against my opening. He rubbed the head of it up and down the length of my pussy. I lifted my knees to my chest and begged him to make love to me. Finally I felt his cockhead enter my body, and I gasped. He pushed deeper into me, filling me with a length and thickness I hadn’t experienced since, well, since we had last fucked, all those years ago.
Curt moved slowly at first, until I adjusted to his size. Quickly we locked into a familiar and natural rocking motion. We continued our passionate kissing, stopping only when he moved down to suck my hardened nipples. I arched my back as he lifted my legs higher, allowing him maximum penetration. I felt his balls slapping against my ass as he continued to pound my dripping pussy. Somewhere in there I finally reached orgasm, but I hardly noticed it amid the flood of overwhelming sensations.
Then I once again felt the familiar sensation as the veins in Curt’s manhood pulsed against my pussy walls. I quickly wrapped my legs around his waist, forcing him to explode inside me. I went crazy as I felt him erupt and fill me with his streaming come. I’m not on the Pill, so my husband rarely comes inside me, which made this an even greater pleasure.
I held Curt inside me until I felt him going soft. He pulled out and collapsed next to me, exhausted from our sexual reunion. I moved down and licked the remaining come off of his cock, savoring the mixture of our fluids. As we fell asleep in each other’s arms, I smiled, knowing my stomach and pussy were filled with my lover’s sweet cream.
I awoke the next morning to the ringing of my cell phone. My husband had taken an earlier flight and was in the lobby wanting to know our room number. My mind reacted quickly, and I told him I was just on my way down for coffee and to meet me in the coffee shop.
I rolled over to find Curt smiling and at full attention. Knowing my husband could come in the room at any minute made the thought of fucking Curt even more intense. I quickly mounted him facing him so he could suck my tits as his erection slid easily in my still-wet pussy. He quickly flipped me over and entered me from behind, fucking me like an animal. I ground my pussy against his cock, feeling his balls slapping against me. Within minutes I felt him erupt deep in my pussy, filling me once again with his hot liquid. When he pulled out, I quickly cleaned off his cock with my mouth, swallowing the last remnants of his load.
When I finally met my husband, he greeted me with a French kiss. My heart raced as I wondered if he could taste Curt or smell his come on my breath. When we talked about our plans now that we were together in Jamaica, I simply smiled, feeling Curt’s come oozing down my inner thigh. For me this would definitely be a trip to remember.
—Name and address withheld