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Fucking Destiny or: How I learned to Stop Fapping and Love the Curves | 2016
I had dated Michelle for a long while, and in that time we had.. well, quite a lot of sex. For me it was new but she quickly taught me the ins and outs (pun intended) of the female anatomy. We were both in high school. I was a junior and she was a sophomore. We really dated each other for the sex and we both knew it. For her it was because she was constantly horny and she loved teaching new people all of her tricks. For me, it was to release my sexual adolescent tension. "Night Moves" by Bob Seger quickly became my favorite song.
As these types of relationships go, it didn't last. We broke up around April of my junior year after dating since summer. I knew that after the amazing sexual roller coaster that I was on with Michelle (pun also intended) would leave me wanting it again. With prom coming up, I knew it would be a good time to find another fucking companion.
Michelle's best friend was a girl named Destiny. They were always together so I got to know Des while Michelle and I had been dating, but they were quite different in 2 major ways. First, Destiny was a virgin, and was definitely nothing compared to the highly sexual Michelle. The reason for this was probably the second difference; While Michelle was very skinny with C cup boobs and a decent ass, Destiny was rather curvy. At the time this hadn't particularly turned me on, as I had only ever had sex with a stick with boobs. Her face was decent to look at, but nowhere near as pretty as Michelle. Her boobs were hardly B cups, but the one thing that always stood out on Destiny was her ass. This girl had hips like you wouldn't believe and an ass that still gives me a raging boner to this day.
Destiny and I had been talking after Michelle and I broke up and I eventually worked up the courage to ask her to prom. I had decided that I would want to give another body type a try. And I'm glad I did. Michelle wasn't the happiest when she found out that I had asked her best friend to the prom, but when I pointed out that she had left me to fuck a new guy she quickly withdrew.
When I first saw Des in her prom dress, I was stunned. The girl who most people wouldn't throw a second look at, was extremely beautiful. I couldn't take my eyes off of her, especially when I followed her to my car and watched her heavenly ass sway back and forth as she walked. When we were at prom, she was very shy and timid. We talked for a bit and finally we got up to dance. She had never been to a high school dance so she didn't know how the whole grinding thing worked so I told her I would show her. She pressed back against me and her heavenly-soft ass pressed my pelvis. i put my hands on her hips to guide her and that was the first moment. With my hands on her hips, I knew that this girl had something that she didn't know. As I moved her hips back and forth, I felt my pants getting tighter. She must have too because she looked back over her shoulder at me, smiling cutely. Eventually she was on her own, and at this point she was grinding on my fully hard dick and she knew it.
When the last slow song had started playing, I grabbed Des by the hand and took her outside. She asked me where we were going and I said next door. Ironically, there was a hotel next door to our banquet hall and I had hoped that i would be able to take my date there. Thankfully, I was right. At first she was skeptical and she said maybe we shouldn't. I grabbed her hips, pulled her in close and slowly gave her her first kiss. It was long and her skin was soft. Definitely the best I had ever had. She looked at me, nodded her head and smiled. We raced into the hotel, rented the first room that was available and before I knew it we were making out on the bed.
I asked her if she knew how to give a blow job and she said she's seen it in porn so she had an idea. I told her to go ahead, with a smile. She crawled off the bed and unzipped my pants. It was mostly at full mass when it flopped out and whacked her in the face. We both laughed because of how cutely awkward she was. She looked at it for a second then put it in her mouth. At first she was slow and all teeth but I helped her out and told her how I liked it. I put my hands on her head to show her a good speed to start and she figured out how to miss the teeth rather quickly. Soon, her chipmunk cheeks were making my dick feel better than it had in a long time. I pushed her head up and down with increasing speeds for about 15 minutes, teaching her along the way.
After that, she pulled up and said, "why don't we just get down to business" with a smile. I was game and she took off my pants and boxers. She sat in her strapless dress shyly until I leaned forward and kissed her. I pulled her dress down a bit to reveal her bra-less B cups. I leaned down and suckled each one softly. That was what got her going. When I first sucked her left nipple, I heard her take a sudden breath in and her body began to tremble. She did the same thing when I moved to her right one.
"Oh my God, fuck me now!" She said in ecstasy as we were both rushing now. She fell on her back on the bed. She pulled up her dress revealing super cute blue panties and hurried them off.
"Should I get some towels to lay on the bed? since it's your first time?" I asked.
"No time! And I've already popped my own cherry.. I have a jumbo vibrator."
That made me very excited! She spread her legs and in no time I was pushing my dick into her virgin pussy. Immediately, it felt a million times better than Michelle's used, skinny pussy. Destiny's was perfectly tight and the extra cushion on her body made it that much better. I started thrusting and she moaned loudly before covering her mouth. Her stomach was jiggling with each thrust and that made me extremely hot. I started thrusting very fast because of how good Destiny's body felt on my dick. She must have felt the same way because she was moaning my name over and over. After a few minutes her body started to tremble even more. It was pure bliss.
I pumped for about 5 minutes until I couldn't take it any more. I pulled out and somewhat violently turned her over and pulled her ass up.
"Oh wow I liked that! The way you flipped me!" She exclaimed.
"Well hold on, because your ass is about to get it!" I replied.
"Wait do-" she tried to say, but I was too fast. I had pushed her dress up and I started shoving my dick into her massive ass. Her pussy had gotten my dick very wet, so it slid right into her already gaping hole. Once it got all the way in, Destiny said, "Holy shit... Oh.. Holy shit this feels awesome" between moans. I started pumping my dick in her ass and she lost it. she had to bite a pillow to keep her screams in. I looked down at my dick inside of Destiny's jiggling fat ass and thought to myself, "This is it. You are fucking the best ass you've ever seen!" I looked at destiny's whole body, her stomach hanging down and swaying, her ass jiggling with each pound. That was the moment that I knew I would only ever fuck curvy women again.
I pulled out of her ass and said, "You ready for this Des?"
"anything..." She said panting.
I hammered my dick into her pussy that was sticking up with her ass. I was thrusting faster and herder than I ever had before. She started squirting out of her pussy with each thrust. She had lost it first. "Oh my God! keep going! Fuck me!" She cried! The squirting was enough to put me over and I lost it shortly after she did. My cum game gushing out of my dick and completely filled her pussy. I thrusted probably 20 times while I was cumming. It was so much that her pussy was already leaking before it had finished coming out.
After I pulled out we laid on the bed from exhaustion. Before either of us knew it, we had fallen asleep with her head on my bare chest and we slept like this until the next morning.
I am now 2 years out of high school and Des graduated last year. We've met up several times since that prom night, but we decided that we didn't want to happen with us what happened with Michelle and I so we decided to be friends with benefits. We both fuck other people too, but we always end up fucking at least once a month. And every time she reminds me why I only chase after curvy girls, and why I don't mind giving "undesirable" girls a chance.
If you want to hear more stories with Des or any other girls, let me know in the comments. I've got plenty of them
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