Where it happened: My House
Langauge: English
Sex: Male
Rating: 5
Category: Straight
I grew up in Sydney, Australia in a priveleged lifestyle. I went to a private high school with only a few friends from my primary school. The school was co-ed (boys and girls) so it gave me the opportunity to meet and flirt with a lot of gorgeous girls. I joined the Rugby Union team as soon as I was allowed. I tried out for back row position but I was sent onto the wing instead. This position suited me as I was short, fast and also quite built because my mother approached a very healthy and active life style as I grew up. At our school, Rugby was the centre of the social hype at the school. Keen to be popular, I held a party at my house in Sydney. Everyone in our year was invited. The party was held on a Friday and my elder sister, who is 23, took my mother and father out to dinner in the city. My eldest sister helped me by supplying us alcohol and sending our house help off work early. My friends came over and my sister left. We got ready for the party, turned the pool lights on, put the alcohol in some coolers. A half hour later all the guests started to arrive. First, a few of the Rugby players and the girls. Our year consists of only 41 people, 27 of which where girls. I had my eye on a couple of girls who where all dressed in miniskirts and crop tops and strapless dresses. They all looked sexy as f__k. The party went on for about 20 minutes when three girls approached me and my friend Callum. I recognized all of them, Steph who is beautiful with a large bust (Callums crush), Cate who has great red hair and Charlie. Charlie is probably the most beautiful girl I’ve ever met. She’s got great hair, shes a bit shorter than me and she has the best breasts. She was wearing a crop top that was slightly see through from the angle I was looking at her from. I noticed her bare chest through her top, she wasn’t wearing a bra, and I got a massive boner. I know my dick is 7 Inches because before the party my friends and I joking measured our dicks, mine being the second biggest. This made me proud because I always thought my dick was small. Anyway, she smiled at me while Callum was walking off with Steph and Cate to give me some time alone with Charlie (My crush). I moved closer to her and gave her a tender hug. We hugged for what felt like a lifetime and then parted. She looked down at my jeans and then smiled. “Was that from me?” She said referring to my hard-on. I blushed and nodded. She smiled and laughed again then lent in towards me and whispered in my ear “good”. She took my hand and said “Let’s get a drink”. We went inside and I grabbed a bottle of vodka. I regretted it. I remember Cate saying “Hey everyone! Edwardss gonna do some shots!” Before I new it everyone was in the lounge room, except Call um and Steph who were in the pool making out. I poured the drink as everyone was watching a couple people were filming it on their phones. I put out 6 shots and luckily my friend Will came in next to me to go halves. 3.2.1. I downed the first one, and looked at Will we both held the shots in the air and cheered. 4 shots later everyone went back outside except for those had hooked up and where running upstairs and to the lounges. Charlie lent against the bar and said “That was hot”. At first I thought she was drunk because I didn’t expect a girl as beautiful as her to say that to me. “Do you wanna go in the pool?” I said. “Sure. But just let me get changed” I was expecting her to walk off but she grabbed my hand and took me up stairs, I heard moans coming from some of the bedrooms. She grabbed her bag which was in the upstairs lounge room. I said “My rooms the one on the right” she opened the door and turned the lights on. For some reason I just grabbed her and kissed her. Cradling her head in my hands. She slowly stopped and the smiled. She went into the bathroom pulling me with her. She lifted off her top and pulled down her skirt to reveal and white g-string. Her body was amazing . She was tanned she was just beautiful. Her boobs where just perfect, not saggy or any shit like that they where just perfect. She pulled out her swimsuit which highlighted her hips and her boobs. The bottom of the swimsuit was short which pulled thinly up past her pussy showing of a lot of skin on the hip. I kissed her warmly and put my hand on her legs and lifted her onto the bathroom counter. She put her hand down my pants and held my dick. It was one of the best feelings I had ever felt. We ran back down to the pool and she dove in first. I grabbed her in the water and she put her heels around my back and came in close putting her head on my shoulder. Her breasts were pressing up against my chest. By now my boner was massive and I felt rub against her pussy kind of area and she did a small moan. She kissed me better than I had ever been kissed before. For about ten minutes we stayed there. Then she looked at me and said “I love you” and I said I loved her back and she swam to the edge of the pool and pulled herself up and grabbed a towel and dried herself off and then she handed me a towel. I dried myself off and she looked at me and gestured up to the bedroom. She turned around and walked up the stairs. I was thinking to myself I’m finally gonna lose my virginity and I was so excited. We got into the room and and she jumped onto me, her heels around my back again. Kissing so passionately, I put her down on the bed pulled my shirt off and kissed her again I then quickly went to my draw and got a condom out. I struggled at first to put it on but then I got it. She was now lying chest down on the bed butt naked, I went over to her and lay down on the bed next to her she then said “I want to lose my virginity with you”. She crawled on top of me and sat next to me and held my dick, she then started slowly giving me a hand job and I kissed her. She was speeding up and I was getting so hard and just before I was about jizz I said “Wait hold on, I’m about to jizz” and she said back “Well then I want you inside me”. She sat on top my dick and she said “Can you take the condom off? I’m not gonna get pregnant. And I want you more than anything else”. I didn’t know how to respond so I took the condom off. She got back on my dick and as soon as the tip of my dick went in her pussy she let out a moan. I went further and her moans got louder. When my whole dick was in I got a rhythm going and it was the best feeling I’ve ever had. About ten seconds later I jizzed and she let out a massive moan “F__k that felt so good!”. I went faster and the feeling got even better and then she told me to go faster and she was moaning really loudly and it hurt do much but I just wanted to please her and then had the biggest orgasm yet. And then she slowed down and got off. Then she was gave me a small hand job and I squirted on her tits and they looked all shiny and hot and I got so horny and she licked the side of my dick and then she started giving me head and it was just felt so good and she held my balls in her hands and like rubbed them against the side of my dick while she was still giving me head and then a she put her tongue down the slit in my dick and that was just the best feeling. I pulled her off and I said “Let me finger you” she smiled and lay down next to me I then kneeled over her and I kind of rub her pussy a bit and then slowly started to put my fingers in and it was so warm and gross bit I had a massive boner and she was saying more so I just kept going and after about 5 minutes she put her legs over my shoulders and put her pussy next to my dick and I just put it in and went from there. She moaned really loud and the she finally reached her climax and she calmed down a bit. She the just put her arms around my neck and just laid there on top of me. I kissed her long and hard and told her “That was the best night of my life. I love you”. ” I love you too. And I want to spend the rest of my life with you” she said. And I kissed her and I promised her we would spend the rest of our lives together. Charlie and I slept with each other each weekend or whenever we could (we even did it at school) for about a month. 4 years down the line we are married. We currently live in Toronto and having our first child.