A morning run run-in

When I was in high school, I got to know this girl, Ivy, pretty well. From sophomore year on, we had at least one class a day with each other, and we always sat together. We talked everyday, and it turned out we had a lot in common. She even lived just down the street from me!

Ivy was a cheerleader, but she didn’t really act like it. She was clumsy and socially awkward, and some of our conversations were, however enjoyable, incredibly uncomfortable. Her personality was nothing like a stereotypical cheerleader’s, but she made up for it with her body. She had medium length blonde hair, and a fairly big forehead. On her chest, two fairly small but pronounced breasts sat comfortably, usually contained by a sports bra with the strap showing. She had no gut, sometimes even rocking a six-pack. Her thighs were shaped like a pear, and the booty shorts she wore barely covered the apex of their curves.

Despite all of these features, Ivy was NOT a hoe. Hell, she didn’t even have a boyfriend. I mentioned before that we talked everyday, but it was really just flirting. Yeah, we flirted for three years straight. I didn’t talk to any other girl like I did her, and as far as I know, I’m the only guy she ever hung out with. Unfortunately, we never did get in a relationship. I was too shy and she was too busy with cheer. Our friends, which we shared a lot of, egged is in to date, but we never did. We graduated, she went to one college, and I went to another.

Fast forward to the summer of my freshman year of college. I started running last semester to stay in shape (because the campus food was so unhealthy) and I wanted to keep doing it over break, so I was outside my house everyday 7:00 AM running up and down my street.

One day, I was out for a run and I passed by Ivy’s house. I stopped in front of the driveway for a moment to rest and I started to reminisce. I had missed Ivy at college, and I didn’t stop thinking about her, not for a single day. I wished I could just walk into that house, find her, and kiss her. Well, to be honest, I would like to do a lot more than just kiss her. Alas, I couldn’t, because I am a functional human being and I am very proud of it. Just as I was about to get going again, the door opened.

Out stepped Ivy. She looked exactly the same as when we separated: sandy blonde hair, two perfectly sized tits, the outline of a six pack, thighs thicker than peanut butter. She was in full running gear; her crop top left her stomach uncovered, and her legging outlines her perfect legs. She gasped when she saw me. “You didn’t tell me you were back!” she exclaimed, running towards me with open arms and a smile. “ I didn’t think you would care,” I said, half sarcastically, receiving her hug. Her soft breasts squished into my lower chest. “Of course I would care,” she said, rather comfortingly. “I want to hang out with you.” This made me blush. Hang out with me? Like go on a date? “Well,” I began awkwardly, “I am in the middle of a run, if you’d like to join me.” She smiles and agreed, and we were on our way.

We looped the cul de sac and ran out by Main Street, catching up on the way. She told she was still cheering in college, and was doing pretty well. Like me, she wanted to run over break to keep in shape. It was hard not to stare at her while she ran: her small breasts bounced up and down with every step, and her ass jiggled noticeably every time her feet touched the ground.

We ended the run back outside of her house. “It’s been great catching up,” I said. “We should hang out sometime.” She smiled. “Like a date?” All of a sudden, my face felt hot. I knew it was as red as a tomato. “Y-yeah,” I said. “Like a date.” I gulped. Could we really go on a date? Would we finally be together after all this time? “Well,” she said, “you could come inside. It could be our first date!” I almost fainted. Yes, I would love that. I would love, love, LOVE that. “SOUNDS AMAZING,” I accidentally shouted. She led me inside.

Ivy led me to her room. It was small, but nice. The wall was decorated with cheer bows, and there was an adjacent bathroom. “Let me take a quick shower,” she said, “and I’ll be right back.” She disappeared into the bathroom, and soon I heard running water. There I was, inside my biggest crushes house, in her room. Was I about to get lucky? Could I really have sex with her? I looked out the window and fantasized. I was so deep in my daydream that I didn’t notice Ivy come out of the bathroom. She saw me by the window, deep in thought, and then she saw my penis. Yes, I had a massive erection, and it was showing right through my pants. She got closer, almost to my face, and whispered in my ear, “Hi.” I turned and I was face to face with Ivy. Her pink lips looked lo kissable, so bitable, that I could die. I was surprised at first, and then embarrassed. The look in her eyes told me that she definitely saw my dick.

“I-I,” I stammered, at a loss for words. Instead of speaking back, Ivy leaned in closer to my face. She kept leaning, to the point where I could feel her breath, and then she kissed me. She didn’t just peck me, oh no, her lips touched mine. Hard. We started to make out, our tongues intertwining, both of us moaning. My heart was thumping, and so was hers: I could feel it through her chest. After about a minute, she pulled back and smiled. Finally, I could get a good look at her. Her hair looked darker than normal, on account of her just getting out of the shower. She wore a mischievous smirk, one that said, “You and I are about to do something bad.” She had on nothing but a white bathrobe, tied at her waist. “I had always liked you,” she said, “but we never got together.” Floored, I responded, “Not dating you was the biggest mistake of my life.” She smiles more. “I guess we just have to make up for lost time then, don’t we?”

She undid the bathrobe and I saw her body in all its glory. Her tits were small and round, but firm and defined. Her nipples were perfectly symmetrical, and rather small. Her breasts paler than the rest of her torso, as were her shoulders. Then I looked down. She had the most perfect pussy I could have ever imagined. A thin layer of groomed hair surrounded her labia, which jutted out in just the right way. I could see her clitoris in the pink slit. Before I knew it, I was lying down on her bed, and she was on top of me. She grabbed my shirt and ripped it off of me, throwing it on the ground. She crawled down the the foot of the bed and pulled down my shorts and boxers at once, revealing my throbbing cock, which was twitching in anticipation. She looked at it, smiled, and looked at me. While looking me dead in the eyes, she crawled on my legs, lowered her head, opened her mouth, and put my cock inside it. I was in ecstasy. I felt her lips around the base of my dick, her tongue touching the tip. Her saliva surrounded the shaft, warming it up. She moved her mouth up in down, and I convulsed with pleasure. If she continued, I would cum in no time. She knew this, and stopped. That is, she stopped blowing me, not stopped having sex.

She crawled up more so her chest was on mine. She guided my hand towards her right breast and placed in there. I started to fondle it. It was soft and squishy. I moved my thumb up and down her nipple, which she seemed to take great pleasure in. She sat up, placing her pink pussy on my stomach so that my cock was barely touching her ass. I continued fondling with my right hand, and grabbed her ass. Hard. She threw head head back, opened her mouth, and let out the sexiest moan a man could imagine. “aaahh~” she let out in pleasure, “uuuhg~.” She took my right hand off her breast and moved it to her right ass cheek. Now I had both of my hands on the ass, one on each side. She shuffled back, dragging her pussy down my stomach, to my groin, and, finally, right behind my cock. I knew what she was about to do. But wait! I didn’t have a condom on! “Wait!” I said. “I don’t have a -!” Before I could finish, she kissed me. Her face hovered above mine, and she said, “I’m on the pill.” I knew the unreliability of alternative birth control, and that condoms are the only way to completely prevent pregnancy, but I didn’t care anymore. I wanted to fuck her so bad. “Ok,” I said. “Let’s go.” She smiled and went from lying on top of me too squatting over my dick, leaning forward with her hands on my chest. Slowly, she let her pussy down, and my dick slid in. It. Was. Heaven. Her pussy felt so warm, so tight, so juicy. She but her lip and moaned a bit. “aaahh~.” It was taking all I had to not blow my load right there. Eventually, her labia touched my groin, and I was completely inside her. I looked at her, she looked at me, and we both thought the same thing. She moved her hips, up and down, up and down, sliding her wet pussy up and down my throbbing cock. The sounds of our skins colliding and moaning filled the room. She threw her chest into mine, resting her head sideways on my neck, while I continued the job by thrusting my penis in and out of her pussy. Faster, faster I went, until the sound of my balls slapping her ass was as loud as her “uuuhh~”s. I wrapped my arms around her, and she did the same to me, and with one final thrust, we both came. I filled her stomach with my cum, and I kept pumping it into her, until it leaked out of her pussy. There, as we lied together, gasping for breath, I knew I had found bliss.

Source: reddit.com/r/sexystories/comments/fb22sc/a_morning_run_runin