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Best day of my sex life. Two girls in one day, the second being my fantasy. [m/f] [m/f] | 2016
I've been reading the stories on this site and I've greatly enjoyed them. I finally have the courage to post my own story. This story is 100% true as many of you read this may have been the same kind of guy that I was when you were younger. Stick with the build up to the story, it makes it all the more better. This the story of the best sexual day of my life.
Looking back at what happened on april fools 2011, I realize that it may have been the best sexual day of my life. I'm a different guy now at 21 than I was at 19 while still discovering that I could finally, "get," with girls. I was the guy who was a virgin all the way until the day after my senior prom when I finally lost it to a 15 year old crazy girl (I was 17 so it was legal). I was and still am a good looking guy but I was not popular in the beginning of high school so that reputation followed me throughout and even playing football could not save me.
I'm giving all this background so the story becomes even hotter. It's a story of coming of age, a story of a young boy finally becoming a man and getting redemption for all the bullying and being made fun of for being a virgin. Everyday, yes every single day while I was a junior in high school I sat at a lunch table with a gorgeous Indian (like from the country India, not Native American) girl and her friend. Other people who sat with us would change but she remained the same. We'll call her Janaki.
Finally near the end of my junior year I gained all of the courage to ask her out. This was a big moment for me and I knew she was out of my league. Well, she said no, but in a nice way, she was and still is a very sweet girl. Her sweetness is real too, she isn't just nice for the sake of being nice, she's one of those girls that is legitimately nice.
Her and I would continue to sit together everyday and she ended up dating one of the guys that would sit with us all the time. I was furious, he was a little guy, maybe an inch or two shorter than her and had a very bad anger issues. After my senior year I began to attended college at a commuter campus for the biggest university in my small state. Her and I would talk from time to time and here and there I would hear that the guy she was with didn't treat her right which made me even more angry at the fact that she turned me down back in high school.
Then comes April 1st, 2011, April fools day. I was now in college but still living at home since I commuted. I was working out daily at the time as I had a dream of trying out and making it as a walk on for the football team of my college. All the while I was starting the slow stream of having sex and figuring out that girls found me attractive enough to want me for hookups.
I had been talking to a girl named Molly, I was 19 and she was 22, older and independent. She had her own car, place, job, and she was almost done with college. She has an identical twin and back and high school I guess she had been eyeing me and I just never realized it because I was an awkward virgin. Either way she found me very attractive and since I was home alone, she wanted to come over and see me before she went to work.
She came over and I was comfortable in my bed watching sportscenter, it was around 9am and I didn't have class. She walked in seeing her I remembered how short she was, she was about 5 feet tall. She was pale but had a rockin' body, big tits and a juicy ass, also she was older, which made me nervous. I could tell she enjoyed that I was nervous because she got right in bed next to me even though I didn't say a single word, I finally mustered up the balls to ask how she is and she replied saying she was good and that it had been so long since she'd seen me.
As I put on a movie that we pretended to watch, I could feel her begin to touch my abs. As she did this I would slowly move up so that her hand would become closer and closer to my cock. This was surreal, an older girl coming into my room to mess with me, I was determined to enjoy this. Finally she grabbed my cock and began to stroke it. "Wow," she gasped as she pulled it out. Like I said before she's a small girl, and I'm half black, so my cock looked massive and even darker in her little pale hands. She began to suck on it, only able to get half of it in before it hit the back of her throat. While she did this I played with her pussy through her tight jeans. She than sat up and took off her shirt and bra which revealed her beautiful tits which looked huge on her small body. She then pulled her jeans of and laid down on my bed with just these nice black panties on.
I reached over and pulled them off and without thinking if she wanted me to put on a condom or not I slowly began to slide my thick and throbbing cock into her (I knew she was on birth control). The act of getting my cock into her small frame nearly made me cum. Once I was finally in I was able to fuck her real good missionary and I had to be careful as I was hitting the bottom of her pussy really hard with each thrust. She had never had a cock as big as mine so even though my form may not have been that good back then, she came over and over again. I was holding on by a thread trying to hold back a huge load of cum, I felt like a man fucking this older girl that used to eye me in high school so I went for what I thought was a bold move. I pulled out and moved up to her face. She surprisingly opened her mouth wide and stuck her tongue out and I dropped a big load of hot cum in her mouth, she drank it all down as I moaned with each shot coming out.
It was now 10am and it was already a good day, she cleaned up, I got back into bed and she walked out of my room with a slight limp. I went right back to bed. There's nothing better than waking up, fucking a girl that comes over, then going back to sleep after she leaves. Little did I know, the day had just begun. I was feeling so good about fucking Molly so yeah, I told a few of my close friends who weren't as far along sexually as I was yet. The let out their jealousy after the realized it wasn't an April Fools joke and my confidence went through the roof. The rest of the day consisted of typical college freshman April Fools text jokes and playing Call of Duty. As night came I got a text from Janaki, saying she wanted to meet and talk to me.
I was pretty happy to see her but I didn't think much of it because Janaki and I were strictly friends as I was in the super friend zone with her. I had nothing else to do that night so I went to her house and picked her up. She looked so beautiful and smelled amazing. She was about 5'6 with high C maybe even D boobs, She had long black hair that went down to her butt, which was so round and amazing. Her face and skin are a soft brown and she has cute little brown freckles on her cheeks. We went and parked at the most well known diner in my town and she began to open up to me about how her and that guy she was with just broke up that day. Being in the super friend zone I listened and offered typical advice about how she could do better and blah blah blah, but then it all changed. She had a look in her dark brown eyes, a look I had never seen from her. She looked at me and asked me if we could go back to my place and watch a movie.
I could feel my heart start to beat harder in my chest and in my cock. I said yes of course and we went back to my house. It was about 10pm so everyone was asleep as we went upstairs to my room. I put on minority report (good movie by the way) and we sat together and began to watch. Now I can't stress more how deep I was in the friend zone. Simpy sitting and watching a movie with her gave me a raging erection. She put her hand on my basketball shorts and grabbed my fully erect penis through my shorts. I let out a moan from simply the shock that it actually happened.
She looked at me said, "can I suck your cock." It felt like I was dreaming, but I was determined to have a good dream. "Yes," I could barely get the word out of my mouth. She was so beautiful, to describe her she look like a real version of princess jasmine from Aladdin. As my throbbing cock went into her mouth I felt true redemption. She sucked my cock quite well, I guess she got some experience from that asshole guy. I had to get her clothes off, I just had to. I began to undress her and her body was perfect. I got her fully naked and then had the exchange of words that I'll never forget. I said to her, "I have condoms in my car, wait here I'll go get one real fast," she looked at me so innocently with those gorgeous brown eyes and said, " you don't have to wear a condom, I'm on birth control and I want you to cum inside of me." My jaw dropped and I instantly mounted her and slowly slipped my cock in her. Her pussy was a tight as her incredible body. It was such a fantasy of mine back in high school to fuck her that I actually said during sex that I dreamed about fucking her for 2 years.
She though that was cute and as we switched positions to doggy style I saw her beautiful brown ass for the first time. It was perfectly round and just the sight of it almost made me blow my load inside of her right then. I tried my hardest to enjoy it for as long as I could but the moment was so hot that I simply couldn't hold on. I let it all go, with that brown ass bouncing on me I actually put some of my blanket in my mouth to cover the loud moan I let out and I pumped the biggest load of cum I've ever shot deep into her tight Indian pussy. After we cleaned up, she told me that she should have fucked me sooner. I guess there's no such thing as too little to late because it was better that I expected.
What a day, it began with an older girl and ended with a fantasy from my past. Two girl in the same day that I had no sexual contact with before. And no, it was not an april fools.
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