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Recently I've been reliving my dating life before marriage. I am on the precipice of joining the ranks of the single masses for the first time in over a decade. This offers a bit of nervousness and trepidation, but illustrating my past may re-emphasize myself as a sexual being capable of connection. This story is a retelling of an event that occurred when I was twenty-eight years old in 2008, an era of online dating through websites, not apps. Names have been changed, but the event occurred as I remember it.
I had met Kari on a dating website, I can't really remember which one. I was talking to a lot of women on the site and had yet to meet any for dates. I was, and am, very shy and dating was a daunting prospect to me. Talking online was always infinitely easier to me. Kari and I had exchanged pictures and some messages bordering on the illicit. We had not exchanged phone numbers as of yet. She was twenty-eight as well and she worked as a real estate agent. Her parents had immigrated to the States from Vietnam and Kari was the first person in her family to be born in the United States.
Kari was extremely curvy. She stood about 5'1" and had a large rear end, plump belly, and heavy large breasts. Her face was absolutely beautiful, with a dark complexion and full round cheeks. In her pictures, she always tried to hide her ample body through clever angles, but I knew she had dangerously delectable curves and I was excited about meeting her one day.
One Tuesday in late summer, a few work colleagues invited me to pub trivia at the local brewery. I absolutely loved that brewery as it had a large beer garden that extended into the woods behind the property. There were picnic tables spread throughout the trees and it was an amazing experience to have a pint among the trees on a balmy summer evening.
My work mates loved trivia and I was the secret weapon when it came to popular culture. They always loved it when I came to trivia nights, as we often would land a decent prize for a top three finish. Once we arrived we took a seat at a picnic table close to the main building. Tuesday trivia nights were always centered on the trivia game and the majority of people were bunched up near the building, leaving the scattered tables in the woods less occupied. The four of us got pints of beer and we decided on our team name.
Since we two of them had loved watching Iron Man a few weeks before, we chose the name "Iron Men of the Trivia-pocalypse." Admittedly it was a lame name, but we were a bunch of nerdy white guys, so it fit. The tables by the building filled up as the time ticked down to the beginning of the game.
The game began and it all went pretty smooth for the Iron Men. I got a question right about the first foreign language film to be nominated for Best Picture at the Oscars. I was riding a high and offered to go get a round of drinks while they answered a science question (not my forte). As I got up and turned around to head to the brewery, I saw her.
Kari was sitting at a table with two other people, a blonde woman and a Black guy. They were deliberating intensely about the question that was just asked. Kari wore a yellow and purple sundress with flowers printed on it. Her hair was very long, almost down to the ground as she sat at the table. She wore minimal makeup and her figure was even more curvy than I imagined. My heart began to race when I saw her and my mind reeled with what I should do.
Being extremely shy around women, I chose to walk past her and into the brewery. I ordered the beers and waited at the bar, looking through the open garage-style door at Kari. She had a beautiful laugh that carried through the bustle of the crowd. It was light and effortless and it made her round cheeks glow as she smiled. Part of me wanted her eyes to find me, yet another part wanted to slip away to my computer at home and continue to flirt behind a keyboard.
I awkwardly delivered the four beers back to our table. I sat down, my back to Kari, and tried to clear my mind by diving deep into the first round's final question. It was a difficult question that required multiple answers and assigning point value to each. Darren, admittedly the smartest of the Iron Men, confidently wrote the answers and after the first round we were in third place. Kari's team was in first place. As her team name, "The Queens", was announced, I turned around to see her bounce jubilantly on the bench, her breasts bouncing greatly in the sundress. I felt my pants tighten a bit, yet shook off the urge to go talk to her.
As the second round began, I felt a warmth in my head as the beers began to take effect. I asked Darren to switch seats, so I could sit on the opposite side of the table. He obliged and didn't put up a fight, which was very un-Darren-like. It would be years later that we found out Darren was gay and always had a huge crush on Tim. As I remember it now, Darren just wanted to get closer to Tim, who was sitting next to me at the time.
This new seating arrangement allowed me the perfect view of Kari. Wow, she's gorgeous, I remember thinking to myself. As the round of trivia continued, the Iron Men were doing a bit better. Mid-round, the host presented the scores and as each table cheered when out team name was called, I registered the fact that Kari had noticed me.
The first time we made eye contact my heart literally stopped. I could feel it thumping in my chest, skipping beats. She smiled knowingly and made a gentle wave with her hand. I sheepishly returned the smile and, like an idiot, raised my glass in her direction. I immediately hated that gesture as it felt impersonal. However, she giggled to herself, looked down and pushed her hair behind her ear. Few moments in my life have stuck with me as vivid images in my memory, but Kari coyly scooping her hair behind her ear will forever be burned in my Cerebral Cortex.
As the trivia round continued we exchanged glances and often some lingering eye contact. My heart was absolutely pounding and I drank my second beer a bit faster than I expected. I drained the glass and instinctively got up mid-question to grab another drink.
Darren immediately reprimanded me, "Vic, it's a TV question! Don't go now!"
I registered the question, something about a TV show from the 1970s and whispered in his ear, "Radar... you know from M*A*S*H?"
Darren clapped his hands, apparently pleased with my response. I laughed and walked toward the brewery's long bar. I passed Kari on the way and she watched me as I walked. I could tell she was looking over my body and drinking in my form.
Now, in the intervening years, my body has aged and changed. However, at twenty-eight, I was thin and lanky with hardly any muscle in my arms and legs. I'm 5' 10" and at the time probably weighed around 165 pounds. I cut a fairly decent silhouette and thought I looked alight in my jeans and blue button down shirt with the sleeves rolled up.
I approached the bar and ordered my beer. I waited as the bartender pulled by pint. "Vic?" I heard from behind me. I spun in place and there she was, Kari, looking me deep in the eyes.
"K... Kari?"
"Yes Vic, It's wonderful to see you... in the flesh," she spoke so effortlessly and calmly.
Her eyes were dark and filled with an inquisitive nature that made it seem as if she was combing through a thousand questions in her head, all at the same time.
I finally spoke after realizing we'd been standing there for a near uncomfortable amount of time in silence. "You look absolutely beautiful." I once had an uncle tell me that if you are at a loss for words in the presence of a beautiful woman, compliment her. It worked, at least this time.
Kari looked at the ground and blushed. I could tell she was nervous too and that made me relax some. "Can I buy you a beer?" I asked.
"Oh yes, you're sweet, I'll take the Irish Red."
I smiled and placed the order with the bartender. After I got the beers we began to walk together around the beer garden, talking. First, we talked about the trivia game and our fellow trivia partners. Then, we discussed our day and other innocuous things. I think the weather was brought up at one point, but I was just lost in her eyes and face. At one point there was a narrow gap in the gravel sidewalk that ran between the tables, so I gestured for her to go first.
I couldn't help but stare at her thick calves and delicate ankles in her Birkenstocks. She had a small tattoo on the back of her leg that disappeared dangerously underneath her swishing sundress. As my eyes moved up they took in her wide hips and plump ass. It wasn't perfectly round, but it shook with each step she made. I felt as though I was being hypnotized by its rhythmic swaying. As I said before, Kari was a full-figured woman, what might be referred to nowadays as a BBW. I was unfamiliar with this phrase at the time, but she was big, beautiful, and absolutely exhilarating to be around.
Before we knew it, we had walked all the way to the back of the property. There were strings of lights in the trees and the feeling was quite romantic. Kari sat on the bench of a picnic table, with her back resting on the table portion and I sat down to the left of her. I had just told her a funny story that happened at work and she laughed as she sat. She had the most melodic laugh, like an opera singer trilling through an aria. We sat and sipped our beers, an awkward silence filling the air. We could still hear the trivia game in the distance and I soon discovered we were quite alone in the wooded beer garden.
I looked her in the eyes and felt emboldened. I placed my left arm on the table behind her. I didn't touch her back, but it was enough of a gesture for her to scoot a bit more towards me. I made her laugh again and she leaned closer, bending at her waist. This was a clear invitation for a kiss and for once in my life, I did not miss that signal. I closed the distance between us and our lips finally met.
It was a soft tentative kiss at first, just exploratory. After a few moments our lips parted and it became more heated. She probed my lower lip, sucking on it gently. I brought my right hand up and cupped the back of her head, running my hands through her long black hair. She moaned at the feeling and opened her mouth. Her tongue slid into my mouth and the kiss got more messy, more chaotic. We passionately made out for what felt like a blissful eternity and she pulled away, breathless looking at me with hooded dark eyes.
"I was watching you all night Vic," she whispered as she tried to catch her breath. "I knew it was you instantly and I was dying to get the courage to talk to you."
"I noticed you too. I... I'm not sure if I would have been able to approach you tonight. I'm so glad you did."
We both stared into each other's eyes, breathing heavily waiting for someone to make the next move. It was Kari that took the plunge. She kissed me again, with reckless abandon and passion. As she did so, I felt her hand on my thigh. Her hand kneaded my muscles, gripping tight while also caressing. Before long her hand moved all the way up until it landed on my thickening bulge. My jeans were extremely tight under the strain of my cock, and Kari's hand finding it felt like a bolt of lightning striking me.
As she kissed me, she mumbled through the passion, "oh fuck." In the darkening woods we sloppily kissed as she stroked by cock through the thick denim of my jeans.
"Stand up," she spoke. The way she said it felt stern, like an order. Do you know when you have a thought in your head and you think about it obsessively and when you finally speak it, the idea comes out forcefully, as if it's being released from captivity? That's the way she said it.
I complied, standing and facing her. She looked me in the eyes and unbuckled my belt and unzipped my pants. With a swift tug, she pulled apart the buttoned waist and scooted my pants down. She groaned as she saw my light blue cotton boxers and the broad wet stain that darkened the fabric. She hooked her fingers in the elastic band and tugged down, with more force than was needed.
I sprung free and felt the cool evening air envelope my extremely heated cock. My medium length cock bobbed after its release. I was apprehensive at first because I still had a thick mane of pubic hair around it. I hadn't envisioned these events, so my grooming had taken a back seat to other tasks. Kari didn't seem to care one bit. She gripped the base of my circumcised cock and rolled it in her hands. "It's so thick."
The way that Kari marvelled at it in those brief seconds aroused me even more. A small trickle of precum emerged from my flared tip and Kari saw it as a long-awaited invitation. She opened her mouth and deftly guided the tip past her lips. She provided just enough friction to make my eyes roll back as she slowly pushed the invading shaft down to the back of her mouth. She didn't deepthroat it, she sucked it... politely. She had skill to spare and I felt as though she was holding back. She gripped it with her right hand and pumped her fist as she tightly sucked the first few inches.
In my haze of pleasure I became aware that technically we were still in public. The evening had gotten darker, and the small grove of trees was silent. Just then, Kari popped a hairy testicle into her mouth. I looked down to see her stroking my shaft while fully underneath it licking and sucking at my balls. Her eyes were closed and her tongue was being fully unleashed on the large orbs and secluded taint.
Kari pulled off the testicle with a large popping sound. She teasingly placed kisses on my tip and the sides of my shaft. "Do you have protection?" she asked seductively, her eyelashes fluttering.
"Um... yes, I do," I said slowly, realizing my brain was barely functioning outside of watching her hungrily lapping at my cock.
That same uncle, being an apparent sage of fate this evening, told me years ago to always carry a condom. It never hurts to be prepared.
I kept it in the small fifth pocket in my jeans and I replaced it every few months. This one was only a week old. I bent down to search my pockets and Kari kissed me deeply. I could feel that her body temperature had risen and she was breathing in ragged and shallow breaths. I produced the condom and she swiftly took it from my fingertips.
She softly pushed me back to allow herself space to stand and made her way to the side of the picnic table, the short side with no benches. She leaned against the table and I waddled over, by pants at my ankles. Kari ripped the condom wrapper, placed the flat disc against my tip and rolled it down. When she was pleased with the effort she sat on the table, lifted her large thighs and pulled off her panties. They were pale yellow with a little bow over the crotch. They were absolutely soaked. Kari stuffed them in the breast pocket of my shirt. She really had to cram them in to keep them from falling out, still they overflowed the small pocket.
Kari laid back on the table and lifted her dress, which exposed her aromatic cunt. Her pussy was shaved and the pink slit stood out against her darker skin tone. I wanted nothing more than to bury my face in it and return the oral favors granted to me. Kari, seemingly knowing that desire, moaned softly, "Vic, I only need one thing, that thick cock. Please. Please. Please."
I approached the table and scooted her hips down a bit to have better access to her glistening pussy. I put the tip against her entrance and gripped her ankles with my hands. It didn't take much pushing and I slid into her. She groaned loudly at the intrusion. I could feel her pussy walls clenching around my girth as I slid deeper. She was breathing through pursed lips as I hilted myself. She was so tight.
I leaned forward and kissed her chest and lips. "Relax Kari, relax." I drove my tongue into her mouth and she responded by kissing me back and running her hand in my shaggy hair, our tongues dancing together. I felt her cunt release a bit and I began my slow deep thrusts. I kept my lips locked on hers as I pumped my hips, being sure to use all of my modest length. I pulled back from Kari's mouth to begin a slow grind of my full length inside her. She groaned deep in her throat.
I started to pick up my pace. Her belly shook under the sundress and before long her large breast fell free of the loose top of the yellow fabric. Her tits were huge and she had large dark areolas that peaked stiffly with small buttons. I leaned in and sucked at one of them, the flavor of salty, sticky sweat filling my mouth. The taste was delectable and I was lost in the worship of her large breasts. Just then I felt a hand in my hair.
Kari took a fist of my hair and I looked at her. Her eyes were wide and she looked over to her left. I followed her gaze and saw two people through the branches of a pine tree seated at another table. They seemed to be absorbed in conversation and not looking over our way. I knew we didn't have much time. I leaned back and sped up to a brutally fast pace, hoping to cum. However, Kari was the first to orgasm.
Her lower body tensed and her upper body appeared to go limp. As the orgasm exploded through her body, she slammed both hands onto her mouth desperately trying to mute the moans. Eventaully, she used the crook of her elbow to cover her mouth as she repeated the word "fuck" between breathless moans.
Seeing the pleasure I brought her, I began to feel my imminent release. I pumped deep into her, the aftershocks of her orgasm caused her pussy to clench around me. This was enough for me to push deep into her and ejaculate. Wave after wave of creamy cum filled the tight condom. Kari, feeling the pulsing of my cock, came again, this time she paused her breathing as she lay there, mouth agape.
I pulled out and helped her sit up. She tucked her large tits back into the dress, stood and adjusted her outfit. I grabbed a napkin from the napkin holder at the center of the table and took off the condom, wrapping it in the paper. I pulled up my pants and straightened my shirt. I lobbed the napkin into a garbage can nearby and walked back to Kari. We stood for a long moment, eye to eye, still trying to catch our breath. I kissed her again, it was, up to that moment in my life, the most deeply meaningful and erotic kiss. I handed her the panties from my pocket and she immediately stuffed them into the hip pocket of my jeans, smiling confidently.
"Let me go first, babe," Kari said as she walked back toward the brewery. A few minutes later I walked to my table. Darren was absolutely livid that I had missed most of the third round. I barely registered his voice as I watched Kari sit and laugh with her friends a few tables over.
Neither of our teams won trivia that night, but Kari and I had been rewarded in our own ways. We hooked up a few more times over the next month as it was always electric. In these sessions of ecstasy, Kari did not hold back and unleashed her sexual talents fully, as did I. She was a wonderful, gorgeous woman who I think back on with extremely fond and vivid memories. Later that year, her dad passed away and she travelled to Vietnam for the funeral. She met a guy and moved there permanently.
I kept her panties for years as they would always make me smile and think of that beautiful, daring woman and how she lustfully gave in to temptation.
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