Where it happened: work
Langauge: english
Sex: Male
Rating: 5
Category: Straight
I had a “weird” relationship in 10th grade. My family had just moved into a new town and my first girlfriend had just broken up with me about a month prior. It was no big deal because I was new to the whole dating thing and we were only dating for a couple of weeks. We didn’t really get that far along, just kissing and groping her breasts one time. After a while at the new high school I found out that one of the freshman girls liked me but I wasn’t that attracted to her because I didn’t think she looked all that good. I’m not really a socialite either but my younger sister decided to tell the girl that I liked her and thats how things started out. I should have gotten out of the relationship right away because of all the red flags but I was a young and dumb guy. We only “dated” for one day then she broke up with me saying that she wasn’t over her ex yet and didn’t want to start a relationship when she wasn’t ready yet. She still wanted to be “friends that still did kinky stuff” but I had no idea what that was because I had never done anything past kissing in my life so I was mad and did the silent treatment on her. The next day was “take your child to work day” and she wanted me to skip class and go out with her, her best friend and her best friend’s boyfriend. We ended up going to the zoo and I didn’t talk to her the whole time. My dad called me and said that my little sister had locked herself out so I had to go home and open the door for her. When we got to my house there was a note saying that she had gone out with her friend for a little bit. My girl’s friend and her bf waited outside while my girl and I waited inside. She started asking me why I wasn’t talking and stuff and I just said I didn’t feel like it so she started to give me a handjob. It felt good but I didn’t know what was going on, this was the first time someone else was touching me there. She was waaay more experienced than me and she was only 13 or 14(first red flag). I tried reaching for the area that I thought her private was at but she wouldn’t let me touch it, only her boobs, which were still small. The whole time my eyes were closed and she told me to open them. My parents came home and we left. We didn’t “claim” each other but there were frequent makeout sessions at her friends house and once in a while I got to grab her boobs. Finally I decided to ask her out because we both started having hickies all the time anyways. So after school on the day that we were official again, we went to her friend’s house and we went into the bathroom together and she let me suck on her boobs for the first time. I didn’t know what to do because I was only 15 and never watched porn before too. Eventually she sat on the toilet and started unbuckling my belt and undid my pants. I didn’t know what was going on so I asked her what she was doing and she just told me to stand in front of her. She started sucking on my cock and it felt GREAT! I don’t know if it felt so good because it was my first time or if she was just that good. I did find out later that she was just that good. After a few minutes of that, her friend came knocking on the door and told us to get out of the bathroom. I was not a happy guy as you would imagine. Later that year during the summer was when I actually lost my virginity. Since the blowjob I didn’t get much more action from her, just a few handjobs when I went to her friends house. I eventually got to finger her at a jacuzzi at a rec center for the first time. I think that was the first time she got something inserted in because she was as surprised as I was. She had a thing for public places, I always got to finger her at the movie theaters. So my parents ran a store that I worked at a lot over the summer and one day she wanted to come and work there with me so my mom ok’d it since I knew how to do everything and her dad dropped her off in the morning. My mom left us alone because she wanted to do some errands so it was just me and my girlfriend alone. It was a week to my sweet 16 and she had kept on mentioning she had something special she wanted to give. I had in mind that we would both be losing our virginities on my 16th bday. We got bored because it was a slow day and there were no customers so we started messing with each other, just making out and grabbing each others’ privates. She asked if I wanted to lock the front and go to the back. I was more than willing because we weren’t busy anyways so I locked up the front and we went to the back. We went into the bathroom and she started giving me handjob while we were making out and I was grabbing her boobs. I eventually came from the handjob and started pushing her towards the wall to insert I was incredibly horny because this was the first time she had made me cum. She asked if I still had my condom and I was suddenly scared but I took it out. I asked her over and over again to make sure she wanted to do this. She said that it was her plan for us to lose our virginities on my birthday but she was worried that we wouldn’t be able to hang out on that day since neither of us could drive yet so she wanted to give it to me early. Some how I still had my erection and tried putting on the condom. I remember the condom being really tight when I put it on. She sat on top of me and slid me into her. I couldn’t see anything because the lights were out in the bathroom. I asked her if it hurted her because I heard that it did hurt the girl. She said that it did hurt. All that I felt was something squeezing my dick and moving up and down. I didn’t know what the rave was all about. Blowjobs and handjobs felt way better than sex did. After a short time we heard a knocking on the back door so I ran out and opened up the front and then the back. It was my dad and he was asking me why I had locked the front door. I told him that I was training my girlfriend to do something in the back and I didn’t want to leave the front unlocked. He just gave me a weird look and told me to get back upfront because we had customers. The rest of the day my girlfriend kept talking to herself about how it was ok that we did what we did and she called her friend to talk about what we just did too. She was great at giving head but not so much during sex. In the six months that we dated, I only came once from that handjob, although I must say that her BJs have not been beat. We broke up when school started again because she got with the new kid, he got her knocked up later that year while they were sophomores, I am quite happy that happened because she kept messing with my head and that finally helped me end it with her permanently. I am now with a woman that I actually do love and the sex is much much better.
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