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Highschool Crew Team

Posted by: Age: 17 Then, 26 Now Posted on: 3 comments
10 likes 4289 views Category: Masturbation Male-Female Tags: school, friend, girlfriend, first time, wet
This happened my junior year of high school and still turns me on to this day.

Junior year in high school (yes I was a late bloomer), I had my first meaningful sexual encounter with a friend of mine who I will call Jen. Jen and I met on our high school crew team. She was a sophomore with a different circle of friends, but from day one, there was a connection between us that words can?t quite explain. She had an amazing sense of humor and her body was perfect in every way. She was not super-model beautiful but she was the kind of curious cute that made me desperate to know what she looked like without clothes on. As the season began, Jen and I hung out more and more. We made fun of each other relentlessly, poked and prodded each other to get a rise out of one another and began sitting together on the bus on the way too and from practice. The sexual tension was intense but it took weeks for anything to happen. As fall turned into late fall, Jen and I flirted more and more and I decided that it was time to take the next step. Finally, I worked up the nerve to ask Jen if she wanted to hang out with me during our school's upcoming homecoming party. I had never asked a girl out before but luckily she agreed without hesitation. We met up at the post-game party, which was held in one of our classmates back yards. It was a huge and sprawling yard, so we quickly ducked away from the crowd and went for a walk, away from prying eyes.

We lay down behind a patch of trees and we held each other, inching closer and closer until we finally made contact and started passionately making out. I could feel the heat radiating from her crotch and as we moved closer, my throbbing bulge pushed into her leg. As it made contact, her tongue swirled in my mouth as if to acknowledge what she had felt. I ran my hand up the crease between her legs and as my fingers traversed her crotch, I could actually feel the wetness in the fabric of her pants. As I brushed against it, I could feel her shudder and gasp. To my dismay, just then, her phone began to buzz with messages from her friends, who were about to leave her without a ride home. We kissed and walked back to the crowed, but not before agreeing to hang out again the following weekend. When I returned home that evening, I masturbated like I had never done it before. As I came, my mind raced with thoughts of what I hoped we would do the following weekend. As I cleaned up, I couldn't help but wonder if she was doing the same thing that very moment. When the weekend finally came, Jen and I met for dinner and a movie. During the movie, we sat in the back row and couldn't keep our hands off each other but the theater was too crowded to go any further. I think we both knew that we were dying to make each other cum so we ducked out of the movie and went back to my car. I asked Jen what she wanted to do and she replied "I don't know, what do you want to do?" and winked, poking me in my inner thigh, just inches from my bulge. I suggested that we should go for another adventure and poked her back, feeling the heat of her crotch radiate against the back of my hand. We didn't know exactly where we could go but we both knew what we had in mind.

We started driving along a scenic road out of town until we came upon a sign marked "public beach." I glanced over at Jen and she gave me a devious smile. We turned down the long dirt road and found ourselves in an empty parking lot, overlooking the water. As I pulled the car into a spot looking out over the beach, Jen pulled my face towards hers and began making out with me more passionately than ever before. Taking her lead, we clambered into the backseat of my SUV and folded the back seats down to allow us to lie beneath the windows, out of site of passing cars. As we kissed, I ran my hand down her leg, feeling her perfect butt and I could feel her doing the same. She pushed her hand into my crotch and rubbed me slowly atop my pants. As she played I slid my hand up the inner part of her thigh and ran my fingers over her crotch. As I reached her bellybutton, I finally slid my hand back down, this time under the waste band of her pants. As I moved beneath, I immediately felt her bare, smooth vagina against the pads of my fingers. She wasn't wearing any panties! I could feel wetness on every surface; she was dripping.

As I ran my finger down her smooth slit, she shuddered and thrust herself into me. I penetrated her with my middle finger and I could feel her spread her legs to give me better access. I pulled her pants down just below her knees and started to slowly finger her, encircling her clit with my thumb. I could feel her wetness running down my hand. I thought I couldn't get any hornier when I felt her slide her hand beneath my boxers and find the tip of my penis. She slid her fingers through the patch of my precum and down my 7.5 inch shaft, reaching the base and continuing on to touch my balls. As she tugged my pants down, I obliged and let her pull them down.

As she did so, she stared in amazement at my throbbing penis and finally told me that she had never seen one in real life before. Without pause, she grabbed it once again and started pumping her hand up and down, using my precum as lubrication. As she masturbated me, I pushed a second finger inside her and continued to gently stroke her clit with my thumb. As we played, I ran my other hand up her back and then around to her b-cup breasts. As I unbuttoned her bra and moved my hand around to trace the outline of her nipple, I could feel it becoming more and more swollen beneath my fingers. I kissed down her neck and finally planted a kiss directly on her breast and sucked playfully on her nipple, flicking it gently inside my mouth with the tip of my tongue.

As I did that, I could feel her vagina getting even wetter, and she began thrusting herself into my hand. I dragged the pads of my fingers in the "come her" motion across her swollen g-spot and just then, she bucked her hips into me and moaned. Her vagina started pulsating and her juices started running down my arm. As she contracted, she continued to rub my penis and I couldn't hold it back any longer. I came harder than I had ever cum before. I squirted what seemed like an endless number of thick cum ropes all over her belly and breasts and continued orgasming for what felt like minutes. As we lay, dripping with cum and juices in the back of my car, we looked at one another, beaming and exposed. We lay there for a while longer before cleaning up as best we could with tissues. As we got dressed and drove home, we made plans to have another adventure the next weekend. Needless to say, neither one of us could wait for the next weekend to come around.

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