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This story happened a few years ago when I traveled for work heavily. I had to attend a conference in Hawaii (tragic, I know) and I was planning on bringing along my girlfriend at the time. After the conference we were going to extend our stay and meet two of our friends, a couple, for a duo vacation island hopping. Unfortunately, my girlfriend had a medical emergency (non-life threatening if treated) and had to go to the hospital a couple of days before we were slated to leave. We were all very bummed. I offered to stay with her and cancel the whole trip but she declined and told me to go and have fun without her.
I left for the trip quite happy and looking forward to experiencing the natural beauty of the islands again. Iâd already been to most of them a few times before this and they were (and still are) my favorite place on the planet. Conferences in general can be boring, but Iâd managed to have fun at them in the past when I was single. Something about being away from home really awakens the animal in people and in the paradise of a place like Hawaii, double so. Iâd slept with many women that I either knew were taken or found out were taken later. And many of my married male colleagues indulged in similar levels of depravity on the road. But I was on the straight and narrow at this point, leaving behind the flexible morals of my youth to strive for a more stable future. At least that's what I told myself.
My girlfriend at the time, Elizabeth, was gorgeous. Sandy wavy blonde hair that fell to the middle of her back, former track athlete with legs for days, and an overall girl next door vibe. Sexually we were more than compatible and at 18 months into our relationship we still fucked regularly. She wasnât the most over the top or extravagant lover, but she had a high sex drive, an incredible body, and was kind of addicted to my cock. As for me, Iâm 6â2, 225, muscular, athletic, and of Italian and Dutch heritage. Tall dark and handsome, some would say. I donât work quite as hard on my body as I did in my mid-twenties so my abs come and go depending on how busy work is. But I was/am an animal in the gym and women enjoyed my powerful body. My dick isnât the biggest ever, just a shade over 7 inches with lots of girth and symmetry. Some of my lovers described it as âglove dickâ as in âfits like a gloveâ It gives me the flexibility of being able to pound a cervix if my partner needs to be completely dominated... but I can avoid pain for my lover if they need a lighter touch. Iâm very grateful for him.
I had been faithful to Elizabeth for the entirety of our relationship and had no secret agendas now that I going on the trip alone. I just wanted to get through the conference and go explore the islands with my friends. Despite maintaining a high level of physical intimacy Elizabeth and I werenât without our struggles. We had fundamentally different beliefs about the world and our divergent life goals reflected that. We had both been looking forward to the trip as being a way to reconnect and establish some intimacy beyond the physical. A death throw, perhaps, but still we had hope.
At this particular conference a few years ago (when I was single) I stumbled into a FWB/semi-committed relationship with a young graduate student named Lianna. Lianna was Colombian and French. As you could probably guess from that combo, she was an absolute work of art of a woman both inside and out. Charming, sweet, incredibly intelligent, with a body you could spend a lifetime trying to artificially recreate and never succeed. Our flame burned out due to unmanageable long distance, but we maintained occasional contact. When both of us were single and near each other at industry events we would rendezvous for some casual fun and relive a bit of the spark we shared. I was her first big cock and helped her discover how to orgasm from penetration; she was my first âyoungerâ woman by an age gap of 7 years. When we first started seeing each other she (23) loved to tease me about my age (30), calling me âOld manâ to get a rise out of me.
She must have seen me at the convention center because I got a text asking if I wanted to meet up for some fun later. I told her I was in a relationship and wasnât sure it was a good idea. She said, âNo problemâ and offered to instead meet up for a casual drink to catch up. I donât know if it was naivety or that I subconsciously lied to myself in the moment, but I agreed. It seemed so harmless, and Iâd been in plenty of tempting situations before and stayed faithful. That night I spoke to Elizabeth on her hospital phone and she asked if I had anything going on. I lied and said I was just going to go to my hotel that night to lay low and get some rest. I felt the push and pull of my emotions physically while we were on the phone. It was like my stomach was vibrating inside of me, warming me with anxiety and anticipation as my limbs went cold. But I just couldnât say no to meeting Lianna. Besides, it was just a catch up and Elizabeth neednât get jealous over something as harmless as one drink.
Smash cut to the bar and a few quickly consumed cocktails later and Lianna and I were right back to where we started. Our eye contact wouldn't break and we were fully in our own world. I was well off my game and telling bad jokes due to my nerves, but she was laughing at them anyway. Her jet-black curls were twisted up in a neat bun with a few strands of hair dangling in front of her perfect dimples. My stomach played host to a war of excitement and guilt. She was such a knockout that even her modest outfits couldnât conceal her figure. I tried to blink away my eyes retracing the curves that I had once freely explored and couldnât forget. My heart was thumping away in my chest but felt like it was only sending blood to my slowly swelling dick. I tried to fight it. I really did. But her sing song vocal tones and musical Latin cadence... the way she trailed her hand across my broad shoulders when she was flirting⌠I couldnât take it anymore. âI have to leaveâ I thought. I was about to say it out loud when she put the final nail in my coffin. âIâm going to smoke a joint on my balcony before I crash. Want to join me? No pressure.â I froze. My eyes were trapped in hers. I opened my mouth and closed it, then looked away. A flash of Elizabeth's face appeared in my mind's eye. I looked back up. The soft dimples. The kind brown eyes. The sensual lips. âI uhm⌠I⌠yea. Yes, letâs do it.â
On the walk back we couldnât stop laughing and stumbling into each other. Lianna put her arm through mine to stabilize herself and we were both grinning ear to ear. The elevator ride up was quiet and tense. We could both sense what was happening and neither one of us could stop it. Back at her room we both used the restroom, washed up, and then made our way to the balcony. She pulled out a fat pre-roll and sparked it. We talked about life and family a bit and caught up on more serious topics. As the joint burned our conversation made its way to pleasantly recollecting the memories of our short-lived situationship. Our voices and soft laughter carried in the clear Hawaiian air. The unmolested night sky and the whisps of smoke dancing around her stunning profile had me totally in awe of her. She had become quite the woman since our first romps years ago and I wished she was still mine. I felt the pulse in my crotch travel up my spine and ring like a bell in my head. The heat in my balls heralded the last releases of testosterone that would spur me on to complete my ancient duty as a man.
I told her to shotgun me. As she raised her hands to blow the smoke into my mouth, I grabbed them and just pulled her face to mine. We held the kiss and she dropped what was left of the joint, frozen on each other. We didnât say a word and immediately started to make out slowly and sensually. She was patient and intentional with her tongue, guiding it over mine dancing across my lips. Eventually I made my way to her neck, remembering how much she liked it when I bit it and sucked it. She was breathing and moaning in my ear and I started to undo her bra. Her perfect D cups dropped as the bra gave way, and I grabbed greedy handfuls of them. Our dancing tongues became reckless and rough, penetrating each otherâs mouths aggressively. She whispered âto the bed, nowâ. I willingly obeyed, picking her up by her ass, carrying her over, and throwing her down. I kissed all over her chest and stomach as I unbuttoned her pants and she slipped out of her shirt, fully exposing her body. Her figure was truly unbelievable. Perky natural tits, a tiny waste and flat stomach, with wide Colombian hips supporting an ass some women pay thousands for and still canât mimic. I dove into her crotch like it was my lifeblood. I dragged my tongue across her thighs, then her lips, pausing on the hood of her clit to suck and nibble gently. She was already wet and I could feel her clit throbbing against my tongue. Her wetness was mixing with my saliva, dripping down her ass, and saturating the comforter. This went on for a few minutes until she muttered âFuck me, please.â. Lost in animal lust and emboldened by the taste of her I responded, âNot until you swallow this dickâ. I pulled it out of my underwear and it sprang up hard as a tree trunk. She started to massage it with both hands, and with a grin said "I always forget how big you are, fuckâ. I knelt over her and traced the head of my member over her perfect chest, finally resting it on her cheek. âOh yea? Your new boyfriends in academia aren't getting the job done?â She giggled, placed her tongue at the base of my shaft, slowly brought it to the tip and said, âHonestly⌠noâ and then she wrapped her lips around my head.
She sucked me like I was the last dick on earth. Elizabth *tolerated* sucking dick, Lianna sucked cock like it was her sole purpose and she clearly loved doing it. She moaned, made eye contact, and used no hands, then one hand while she squeezed her beautiful D cups or rubbed her clit, and then used both hands to work my shaft and drag her tongue under my head. I wasn't going to last long like this so I fumbled to get the condom she had on the bedside table over my engorged tool.
"Yes" she whispered, running her hands over my chest and abs. I slid into her very slowly, cherishing her gentle gasps of pleasure as my head spread her lips and walls. I held her gaze and nodded reassuringly as I watched her fall back in love with the stretch my dick offered. Once she accepted my girth I fed her my length just as slowly. I let her control the speed so she could get reacquainted. I had the honor of being her first penetration orgasm and I was eager to live up to my reputation. She put her hands on my muscular ass to guide my long slow strokes, whimpering and only breaking eye contact when the pleasure made her eyes roll back. I supported my weight on one arm while my free hand wandered to her neck. She didnât enjoy being fully choked out but she did like a little pressure. This resulted in an increase in her tempo and I felt the small gush of wetness as she physically changed gears. She was fully ready now and I started to take more control. I let my strokes go progressively deeper every time, just brushing her cervix on occasion. Her whimpers were higher and she was sustaining them longer and longer. âBe a good girl and cum for me baby I know you missed this dick, itâs okay to be a slut for meâ Her mouth fell open and her lips began quivering into a grimace of pleasure that only a woman in heat makes. She started nodding her head and then her legs began to shake. This was my que. I kept my tempo the same but spread her legs a little wider and went in as deep as I could. The start of her orgasm froze her in time for a few seconds and then shot up her body like summer time lightning. Her back arched, she threw her head back, gripped my ass and trapped me deep in her rapidly contracting pussy. Her moans were high pitched and desperate, perfectly in time to the convulsions of her orgasm. It went on for what felt like an eternity until we were tongue in tongue again lying in ecstasy, laughing. I felt her pulse though my cock while we caught our breath. It wasnât long before she started humping me gently with small moves of her hips while I was still inside her. But then she pushed me off and said, âUse me, nowâ and threw herself into doggie. She wiggled her beautiful made-in-Colombia ass at me, inviting me back. I slid in with ease and we both groaned deeply. I could tell she was a little more sensitive and tight from her orgasm so I didnât give her the full backshots yet. I kept my strokes rhythmic and long, every time I slid in she would whimper a little. Her hand wandered to her clit and started to get to work on another orgasm. I smacked her ass and fully immersed myself in sight of the ripples of the impacts moving through her cheeks. Her ass moved like the waves crashing in the distance through the open window. I increased my tempo, reading her sounds and reactions to my thrusts and attuning to her body. Our lust synchronized again and she buried her face in the pillow and let out a series of deep guttural moans and cries, orgasming again and creaming all over my dick.
âWaitâ she whispered softly. âWhat baby?â, I asked. Without saying a word she eased me out of her, flipped to her back, and put her hands on my dick. To my shock she started to roll the condom off. âWait are youâŚâ âSHHâ She sat up and quickly sucked me for a few seconds getting me good and wet, tasting her own juices. She laid back down and then my head was back against her lips, just at the entrance. Time kind of stood still. I heard Elizabethâs voice âGo have fun!â I thought of her in the hospital bed. Below me, needy hips were churning and humping the air, grinding her clit against my head. My thoughts went to shared morning coffee at my girlfriendâs apartment. Our pets playing together. The cum stained sheets on my bed after she would spend the night. But then to the fights. Her entitlement and combativeness. The unresolved long term plans. All the struggles. I came to and the smell of pussy filled my senses. I could feel my pulse reverberating in my skull and in my bare dick.
A petite olive skinned hand started to massage it and the other grabbed my chin, pulling it up and forcing me to look deeply into gorgeous brown eyes. Powerful lusting eyes that conveyed a need that words cannot describe. âI need you to cum deep inside me, daddyâ she whimpered. 9 words. 9 words I challenge any man to resist. I could not. I stood up off the bed possessed by my hormones, dragged her by the hips across it, and started fucking her like a breeding stallion. I was in a partial squat so I could get the best angle I could, hands gripping her hips and supporting her weigh as she hung half-way off the bed. My muscles were ripping and adrenaline flooded me. I was a man possessed and fully submitted to the animal within me. I shut Elizabeth out of my mind. All I could think about was getting my dick as deep into this needy pussy as I could. Our eyes were locked and breathing synchronized. She started nodding her head and biting her lip. She felt me tensing in preparation for my orgasm and let out a long moaning âYES YES PLEASE CUM DEEP IN MY PUSSYâ My grunts escalated into growls and clenched moans of pleasure. I didnât care about trying to be stoic and quiet, I my body have full control. She followed, accepting my orgasm as she pulled open her legs wider and join me in it. Every contraction of my dick unleashed a torrent of cum egged on by her contracting walls tightly gripping my girth. I could feel the power of it. My cum wasnât oozing out, it was shooting all over her cervix, coating it fully. She moaned along in harmony with me conducted by the pulsing of our conjoined flesh. When we finished, the light headedness hit me and I collapsed onto the bed next to her.
We did this every night and every morning for the rest of the conference.
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