My First College Spring Break

I was in Hilton head with my parents, a yearly event. We vacationed with my parents’ best friends and their 21 year old daughter, Jamie. I was only 19, but I went out to the bars with Jamie every night. We had been in Hilton head for three days when I met Jake. Friday night I was going out with him for the first time. He was 24, I met him at a bar, we danced and talked and it was the first time I met a guy at a bar and he didn’t ask me to go home with him. I thought he was going to be a really great guy, you know a possible relationship, it turns out we were from neighboring towns. So I agreed to go out on a date with him. I was right, he was great, but he was smart too. Turned out he did have sex on his mind, but he was going to wine me and dine me before he got to the point. Let me tell you what we look like first. I am 5’4”, 128 lbs, long dark curly hair and dark eyes. I have the olive skin only Italians are blessed with, 36D breasts with large nipples, a slender waist, and a curvy behind. Jake, on the other hand, is 6’4”, about 180 lbs, brown hair and blue eyes. I love brown hair and blue eyes. He is tan also, but only because he is a lifeguard. He picked me up at 8. I was wearing a strapless black dress, it came right below my knees, skin tight, no panties and no bra. He was dressed amazingly. A black suit, blue shirt, which complimented his gorgeous blue eyes, and a blue tie. The suit mixed with his height and build made him look like a million dollars. So we went to a little Italian restaurant for dinner. We drank and talked and laughed. It was really romantic. We shared stories about our past relationships and sexual experiences. He was more experienced than I was, I was a virgin. He just got out of his 5th relationship. After dinner we went to a martini bar, and drank some more, and I felt like I really got to know him. We were driving home and he asked if id like to go back to his house. I was kinda tipsy so I said yes. We got to his house, he offered me some wine, and we sat on the couch and listened to romantic music. He gave me a foot massage, which turned into serious flirting. We decided to move into his bedroom, he told me I didn’t have to do anything I wasn’t ready for, but I was ready to do anything he wanted me to do. He dimmed the lights, and out on some soft, slow music. We sat on the bed, and he kissed me for the first time. Only one kiss, then he asked if I was alright. I said he didn’t need to ask anymore, I wanted to do everything. He smiled, and went back to kissing me. Gently at first, then a little more raw and rough. He reached around me and unzipped my dress. I unbuttoned his shirt, unzipped his pants, and took each other’s clothes off. I was standing there naked, he was in his boxer shorts. I could see his bulge, waiting to be released. He told me to take off his shorts. I pushed them down and out sprang his 9” dick. I couldn’t believe that was about to be inside of me. I lay down and he lay next to me. We kissed again, then he kissed my cheek, my neck, my right breast, then my left. While he was kissing one, he was squeezing the other and pinching my nipple. It was the best feeling I had ever experienced. He continued down my body, kissing his way down. When he got to the little line of hair right about my slit, he looked up at me and smiled. I smiled back, letting him know he could continue. I’m not even sure exactly what happened, I was in another world once his mouth touched my pussy. I was wet since we first walked into his room, so by now, I was absolutely dripping. He sucked on my clit, licked down to my hole, teased me by darting his tongue in and out of me, licking at my sweet cunt juice. The last thing I felt was three of his fingers go inside of my wet hole. He pushed them in and out, in and out, and leaned down to tease my clit with his tongue while he tongue fucked me. Right as I started feeling my body climaxing, he stopped. He crawled back up to lay next to me, and he held his hand out for me to lick my own juices off of his fingers. I was apprehensive at first, but I did. It tasted so good. He kissed me once more, and then reached down and spread my legs. I knew what was coming, and I got tense. Just seeing the size of his dick hurt. He lay on top of me, his legs together between my open legs. He reached down between his legs, took ahold of his now rock hard dick and placed it right next to my dripping pussy. He then put one arm on each side of my head. He told me to reach down and push the tip of his dick inside of me. I put him in only as far as I had to to feel him starting to thrust himself into me. Inch by inch, I could feel him entering me. Once he got a few inches into me, he pulled back out, and started over, this time, he pushed the whole thing in. All nine inches of his rock hard cock were stuffed into my virgin cunt. At first the pain was excruciating, then as if he had snapped his fingers, it felt awesome. I've never imagined such a feeling of pure pleasure. He started pumping his fuck rod into me slow and rhythmic. Then it got faster, and harder until I was sure I was going to explode. He was ramming me so hard and kissing me so rough, I was in heaven. I could feel my pussy starting to contract around his cock, I knew I was going to come. Both of our breathing had grown rapid and heavy, I came a few seconds before he did, I don’t even want to know how loud I was, all I know is when we woke up the next morning, he had fingernail scratches down his back. Maybe one day I will tell you about our trip the next year to New York. Just one bit of advice, sex on a subway is amazing…

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