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[This is a true story! All names and ages and timelines were changed to protect our identities]
This story is a true one and took place more than 7 years ago. I was 24 years old.
My name is Jon. The best way to describe my own physicality back then was skinny-fat; I never hit the gym too hard and I played football and basketball but also enjoyed beer a little too much. My black hair was still onyx and not yet streaked with gray, and my dark brown eyes were more mischievous. I have never had an overapproximation of my own attractiveness, but still, I thought was a pretty decent-looking guy whom girls described as 'cute' and an occasional few described as 'handsome'.
I was first introduced to Chloe by an ex-girlfriend of mine. A classmate of hers from school, Chloe was 2 years younger than I was. When I met her, I was 21 and she was 19. Chloe was perky, vibrant, and very conventionally beautiful. Her laughter was like music and they always seemed to reach her large hazel eyes, which sparkled whenever someone said somthing particularly witty. Chloe was busty, with D cup breasts and curvy hips, and long hair that was brunette one day and blonde the next and pink the week after. Chloe loved music and dancing and alcohol and drugs. Chloe was also out of my league.
She was a source of tension between my ex-girlfriend Kelsea and I, because Chloe was a constant source of insecurity to her. She was always jealous of Chloe; after all, Chloe was always the one who received male validation during their schooling years and even after. Kelsea never felt like the main character, so to speak, when Chloe was around. In fact, Kelsea always thought Chloe was a bit of a whore, given that she was a serial-monogamist and always dating someone new. We were all close and we all hung out frequently with whichever new man Chloe was dating. One time, Chloe and I went out drinking (with our partners' blessings) and got a little too inebriated and flirtatious. Nothing happened beyond a conversation about how differently life might turn out if we were dating each other instead.
The next day, I told Kelsea about our conversation. Needless to say, she lost her mind. We worked it out eventually, but that relationship would end a little over a year later when Kelsea cheated on me. The break-up was an ugly one and I cut off that entire group of friends with a couple of exceptions. Kelsea forbade Chloe from speaking to me, a rule that we would break when my heart had sufficiently healed. We would go out to dinners and drinks every couple of months, but we never did anything physical beyond the occasional flirtatious touch. This went on for a little over two years. In that time, both she and I dated other people and got our hearts broken, but we were always around to help each other mend.
I am generally a cautious person when I date and I was careful not to let worlds collide - I had never introduced Kelsea's friends to my boys so I was surprised when Chloe asked to meet the people I was always talking to her about. We all went out for drinks and karaoke. We had enjoyed too much whiskey and beer. The boys teased Chloe and I relentlessly about our little touches and the way I looked at her when she sang. At some point in the night, I found her hand intertwined with mine. That evening must have finally opened up some possibilities in Chloe's mind, because she did not go home that night. We sat by the pool of my apartment complex, enjoying some wine in the quiet of the night.
"I'm cold," she whined, rubbing her bare legs through her fishnet leggings, "Let me sit on your lap."
I obliged her. We already felt like half a couple anyway, and we had always been close; in our drunkenness, her request didn't feel particularly intimate to me. I was wrong. Heat filled my face and my loins the instant she sat on me. She shivered exaggeratedly in the cold and wiggled her ass in my groin. It felt like the blood in my brain had rushed immediately down into my lower regions. I was engorged immediately. I'm sure she felt it, my stiff member pitching a tent in my boxers and pants, pushing up into her. She tensed only momentarily, then began to grind on me slowly once more, staring into the distance the entire time, still sipping from her wine glass.
That night, we fucked.
The moment we made it through the door, our lips found themselves on each other and I devoured her hungrily. This was the most intimate, the most carnal, act we had done. For all our flirting and teasing, we had never actually sealed anything with a kiss. That night, though, we finally did. Our tongues dueled, fighting each other for purchase and supremacy, roiling in our mouths. It would have been indecent, had it not actually felt so right. She gasped momentarily with surprise as I bit down on her lip. Then, she moaned her need into my mouth. Our lips only broke apart long enough for us to yank our tops off of each other. I remember throwing her onto my bed, eliciting another startled little yelp from her at my forcefulness, as I nearly tore her bra off her.
Once free, Chloe's beautiful breasts spilled on each side of her. I had been dreaming about her glorious tits ever since I had broken up with Kelsea. My mouth captured a pink nipple, tonguing it greedily as I grabbed onto her right breast with my hand. With my free hand, I reached behind her and gripped tightly onto her hair, yanking firmly and urgently, making her stare up into the ceiling as I enjoyed her. I was not gentle. Now that I finally had her, I was unable to hold back. When her nipples had stiffened and her moans had become more insistent, I kissed a trail down her belly as I removed her denim shorts, fishnet leggings, and her black panties. She had to help me with this, and her movements betrayed her urgency. I kissed my way down her groin and snaked off to her left thigh. She trembled as I nibbled on the soft flesh of her inner thigh, kissing my way to her wetness. I could smell her arousal already as my mouth passed over her labia and landed on her right thigh. She groaned in frustration, spreading her lower lips open for me with one hand.
"Do you want me to?" I asked her, breathing on her clit, inhaling her scent, my lips still hovering over hers.
"Yes," she hissed in response, "Yes, I want you to."
It took every ounce of my willpower to not accede immediately to her request. God, she smelled so good. She smelled different, almost salty, but still good.
"Remember your manners," I said quietly into her, making sure she could feel my breath on her now swollen clit.
"Fuck. Fuck. Please," she whined. The heat was almost emanating off of her womanhood.
"Please what?"
"Please eat my pussy, you asshole!" She thrust her hips forward. That was all the invitation I needed. I dove in, bathing my tongue in her wetness. Every lick was ecstasy for me. She tasted delicious. I always enjoyed eating pussy, and her reactions made it all the more enjoyable. She whined and moaned and mewled delightfully under my tongue with every stroke. I wanted to please her, truly, but I must admit my desire to draw her pleasure out as long as possible. My lips and tongue flicked lazily over her womanhood, enjoying her delicious juices, coating my face and jaw in her musk, her fragrance. When her hand pushed my head into her groin, and her bucking began to intensify, I knew I could deny her no longer. So I spread her lips open with my fingers and my lips found purchase on her cunt, kissing and rubbing her lips. I focused my attention on her, encircling her swollen nub with the tip of my tongue. I flicked it back and forth, my tongue dancing across her clit, my fingers tracing her labia, feeling her slick juices congeal on my fingertips. Above me, Chloe had slapped a pillow across her face to muffle her increasingly shriller moans. I heard her scream before I felt her convulsing, her soft thighs clamping over my ears, her hips bucking into me. I almost saw stars, she was clamped around me so tight. If I had died between her legs in that moment, it would have been a good way to go.
When she released me, I propped myself up on my elbows and watched her chest rise and fall in heaving breaths. Her face was flushed red. She had never looked so beautiful.
"Come here." Her voice, soft and sweet as it was, was still a command. When I propped myself above her, she grabbed onto my face, still soaking in her juices, and licked my lower jaw clean before giving me a sloppy and drawn-out kiss, her gratitude apparent in every loving lick of her tongue.
"My turn," she said, pushing me down on the bed. She took my old position, between my legs, and the tip of my rock-hard member disappeared into her mouth. Her mouth was warm and soft and she sucked cock decently. She tried to encircle my head with her tongue, and lap at the underside of my shaft. Unfortunately, this is where the story becomes just the tiniest bit disappointing - despite her experience, Chloe was not as fantastic at giving head as I thought she would have been. Still, even a mid blowjob is a good blowjob, and I relished the sight of my cock disappearing into the gorgeous mouth of a beautiful girl whom I had always thought was out of my league.
After a few minutes, I told her that I needed to fill her cunt, to feel her walls gripping onto my cock. It was as though I had read her mind.
She released my saliva-coated cock from her mouth and straddled me. I watched the look of pleasure come across her face as she settled onto me, slipping my entire length inside her pussy. She winced momentarily as her walls stretched to accommodate my girth - I did not finger her while I was eating her out earlier. Once she was ready, she began to ride. You know the thing some women do when they're riding for their own pleasure? It's not the long, forceful bouncing that you see in porn, with the loud moans and desperate cries. This was different. Her eyes squeezed tightly shut, she grinded against me, her hips moving in a circular motion, then back-and-forth, then circular, then back-and-forth again. She was not crying aloud. The sound that came from high in her throat would be best described as a shaky mewl. Her breasts swayed gently as she moved, and I took them into my hands again, feeling their heft and weight.
"Jon, I'm going to cum. I'm going to cum on your cock," she whispered breathily. I took a gamble.
"The same cock Kelsea came on?" I asked. She tensed for a moment as her eyes flicked open. Then her riding intensified.
"Yes. Tell me again."
"No, you tell me. Tell me you're going to cum on the same cock your friend came on. Your friend's ex. The ex you shouldn't even be talking to. Tell me you're cumming on that cock," I put some steel in my voice as I fought my own impending orgasm down. I was adamant that she would finish before I did.
"I'm coming on the sa-" She couldn't even complete the sentence before her orgasm. Her eyes widened, her lips fell the slightest bit apart, as a deep guttural moan erupted from deep inside her. Without the pillow this time, my entire apartment was filled with the sound of her pleasure. The look on her face looked almost like one of shock as she convulsed on me, her cunt gripping my rod, pulsating as her hips bucked again and again. It was almost as if she was milking me.
With one final squeeze of her breasts, my arms fell to her hips, locking themselves behind her waist. I pulled her down to me so she was moaning into my neck and, thrusting myself deep inside her, I held her as I shot my load inside her. I had never come so much in my life. In fact, more than 7 years later, I don't think I've ever blown a load into a woman the way I did into Chloe.
She didn't mind that I didn't ask. We both knew that she was on birth control anyway. That was the first time we fucked and it was definitely not the last time.
Over the next few months, we would continue to hook up every couple of weekends. One time, we roleplayed as our exes - her as Kelsea, me as some guy who cheated on her.
We never dated, and eventually our work would get really busy and our priorities changed. We stopped having sex. It's been years since I've spoken to her, but we still follow each other on social media, and congratulated each other when we settled down with our long-term partners.
I still think of her sometimes, and I'm happy that she's doing well.
[Part 2 can be found here: https://www.reddit.com/r/gonewildstories/s/mUZ6j8wWFw]
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