Where it happened: A base ball diamond
Langauge: English
Sex: Male
Rating: 1
Category: Straight
I was 16 and I was a jock, all I cared about was training for sports and playing sports. Then slowly the other guys stated telling “locker room stories” about wild sex and the loss of virginity. I decided to jump on that train and focused some of my efforts to getting laid. I really did not hang out with girls before so I mad a lot of mistakes, but I learned fast. I had a dead line to lose it, so I went to work, asking girls out and going on dates and HS parties. the dead line cam up kinda quick and I was still a virgin, I had a week left, then one day in my biology class we changed seating assignments, and this Gothic freaky girl sat right in fron of me kinda towards the front of the class. we had a short test that day and I was a semi smart kid so finished with about a half hour left in the class, as did this girl in fornt of me. I wrote her a note and dropped it over her shoulder it said: Hi what is your name and what do you do for fun?. She replied: My name is Jenny and I like to play gituar and masturbate, what do you do for fun?. I wrote back: I play sports, work out, hang out with friend, and when I feel like it touch my self. we exchanged number that day. I felt that she was not proper to be seen with though, I fell to the HS clik bull shit, and I was not sure if she was into me or even having sex. she called me that night and we truly met each outher, she and I talked about sex and loosing our virginities. she was 15 and already lost hers. I started to feel like she wanted to steal my virginity, but I was hesetent because of my jock status, and basic fear of the unknown. it was monday night i had a personal goal to loos it by that friday, I went to school and work the next day and told my boss that I was going to sleep with this girl and loose my virginity, he teased me and sid I would not, I said I am kinda scared and he siad then you arent ready. when I heard that it struck a coard in my head. I said you wait till you see me friday night. I made a list of 10 girls I thought i could try to sleep with the next day after school. the list went as follows: slutty girls up top, possibl girls in the middle, and Jenny at the bottom. I aske every girlon that list to hang out with me after school, and they all had stuff to do. Finally it felt as if I was going to bust a load in my pants just by thhinking about sex soo much. I talked to Jenny last. I felt more comfortable with her because we had already ben talking. I told her I was trying to lose my virginity and it wasent going to well, she replied: why didnt you call me up last night I wanted you all year long. I was blown away, I Said how about to day she said ok. I arranged to pick her up in the main hall after class, she was ther, but with some other freaky girls, she told me she would do it tomorrow her legs were too hairy, I thik the other older girls were holding her back. I through a mini fit and halled ass to the weight room, I lifted till my balls stoppped hurting like 4 hours. I went home that night and maserbated 2 times. the next day she was ready, we hooked up after school, I drove her to this old unused baseball diamond I the woods. I drove to where the pitchers mound use to be. She plaid this game with me, i never told here I wanted to have sex with her, only that I needed to lose my virginity. I asked her what do you want to do, she said what ever you say you want to do. that went on for 6 min, finally I mustered up my courage and said You know that I drove us out her because I want to…. she shat to what?? I said have sex with you. Thats all she needed to hear, she undid my pants and started to give me a bj. litterally on the first bob I almost came. I told her to stop im dont want to come like this. she and I got into the back seat and I ate her out, my first time ever, she was not to pleased, she took charge and told me to stop and just finger her she helped me, she said this is how I do it, I fingerd her according to her directions and she came. she said to me now lets fuck. I said oh shit I dont have any condoms. In my rush to get her to the diamond I forgot to pick some up, she was like well fuck. she told me about being on birth control, but I was like that is not safe. then she started jerking me off, I decided to have sex with her but pull out, eventhough she wanted me to come in her. she laid down and I asked her to help me line it up she reache down and stuck my dick head in and I slid it the reast of the way. I was like you can feel that right. she laughed and said sarcasitcly yeah. we stated slow. then she said faster. so I began to fuck her, she screamed im cumming and moaned. I stoped and said lets change position, even though she had lost her virginity she never had a position change she was reluctant to try doggy style. she was afraid I wanted anal. I was like not regular sex just doggy style. we tried to do it in the car but were ristriced by space, she suggested out side, I bent her over the trunk of my car facing my back glass window. there I was fucking this girl bent over facing the window which has a holographic school mascot onti and my sport nuber. I was like do it for School pride. I began to fuck her hard real hard the car was rocking back and fourth, suddenly My hamstrings cramped from the four hour work out the day before. i needed to sit down , we got back into the back seat and she sat on my lap facing me, then she faced away from me. she said that she could see her self in the rear view mirror and it made here pussy wet. she was moaning wildly, I started to feel like I was going to come, I told her, she started moving faster and moaning louder. I was going to come but she wasent going to stop or get off, so I clenched every muscle in my body and my claf muscle cramped, and I did not come, I did not want to come in her. I laid her on her back and said I almost came in you, she shaid why not, I said you know why, she appologised and said she was being selfish and told me to get back in her and come when I was ready, I started to fuck her again, and I asked her how many times she came she said 3 times, I asked what makes you come she said well besides the fact that your dick is in me, I feel it go in and out and when it hit the inside of me just right enough I come, I said how bout one more time. she said you think you can before you come, oh my I cant believe you havent come yout though. I said you are giong to come again before i do, I started to fuck her hard I reached under her shoulders and started pulling here into me as I thrusted, she started screaming holy shit I am comming don’t stop dont you fucking stop. I kept going even harder, she said oh sit I am still cumming, she unclinched her muscles and said I came fucking good that time. She then said are you ever giong to come because I need to get home like an hour ago. I said somethig to shoot fore next time. I never came… she and I never hung out like that again, I started to feel like she wanted to be my girlfriend, which I did not want or need. We said hi in school and talked a littel. The summer came and We never talked. The following school year I was way to into being a jock to be seen with a goth girl so I blew her off a lot. One day I was walking down the hall this was the year Old navy tech vest were the big item to have. well I had one as did all the Jocks. I was wearing my vest and talking with my team members I did not realise she was walking right behind me, she reached out and rubbed my back. I was like you fucking homo… I turned around expecting one of the team mates to be fucking with me. our eyes met and I felt like shit. My team mates said who is that fuckig freak man. I said I don’t know. Shortly after that her family had to move and I never say her again.
Now that I am older and I only date girls who are beautiful on the inside, I really wish I knew where she was now so I could let her know how I feel bad and ask for forgivness. In fact after writing this I will try to do just that.
One of the only thing I am truly ashamed of.
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