Where it happened: My Bedroom
Langauge: English
Sex: Male
Rating: 5
Category: Straight
I was 16 and she was 17 at the time. We had started dating about 5 months ago and had agreed to wait a bit for sex just to keep from rushing. Over the months, things got more and more serious and we started to find ourselves in more intimate settings. At first it was just a kiss that made us happy, then it moved to taking each others clothes off, followed by other things. She had smaller but perfectly sized tits; just a perfect match for her body and they stuck out perfectly with the most beautiful nipples. When she would give me handjobs or blowjobs it was her tits that really turned me on. After dating 4 months, she was going on a trip with her family to Europe for a month so I would not get to see her. The night before she left we were in the back of my car and making out quite heavily followed by another one of her amazing handjobs. We were both getting so horny and even though we agreed to wait for sex she told me she wanted to do it then. The problem was that we didn’t have a condom and she could not get pregnant on a month long trip in Europe. So as badly as we wanted it, it wasn’t going to happen then. However, she told me that when she got back, she would think about doing it for real and actually having sex for the first time. Being my first real relationship, I as well as her were both virgins and that month went by very slowly. I would jerk off to her everyday but still could not wait for her to come back. Finally that day arrived and then we planned out what we were going to do. I knew that most people’s first times were often unplanned but we both had fairly strict parents and we knew they could not know so we had to make a plan. My parents were divorced so we picked a day where one house would be empty and there would no risk of anyone coming home. Finally the day had come and we were both ready to lose our virginity to each other. When we got in the house we locked the bedroom door and started like we always did, clothes came off, lots of kissing; we took lots of time with foreplay as we wanted everything to be a memorable experience. Finally she said she couldn’t wait anymore as she was extremely horny. We grabbed a condom I had bought while she was gone and slide it on my hard cock. Then she laid down on my bed and spread her legs. The juices from her half shaved pussy were going everywhere and I knew she was ready for my big cock. I went down and attempted to stick it in. It would not go in any way. She was such a tight teenager that my cock was not fitting. Over the next 30 minutes we tried multiple positions to see if we could get it in. No luck. Just before we were going to give up, we thought we should try doggystyle. So I went behind her and directed my cock to where it wanted to be most. Then as I pushed and pushed it finally slid right in. She said it hardly hurt at all which I have to say surprised me a lot considering how tight she was. I pulled back out and couldn’t believe the amount of blood on the condom. She bled all over my dick for a while but we started to get some rhythm going and just like that our virginities were gone and we were having sex. The bloody mess soon stopped and then things really got going. We started fucking like animals, embracing each other in love and feeling each others bodies. It was the best feeling in the world, going in and out of such a tight pussy. After having sex for a long time I was starting to feel like I had to cum. It had been building up for a while but she said she still felt uncomfortable with me cumming inside her because of the fear of a broken condom. I thought this was fair and knew I would have other chances to cum inside of her. So we stopped having sex and she turned me over, took off the condom and started giving me another one of her famous handjobs. It didn’t take long for that feeling to come back and I told her I was about to lose control of what I had been holding back for so long. My cock grew in size and then I shot 8 huge spurts of cum all over the place. There was so much cum it just went everywhere and all over the place and I almost passed out in dizziness. We quickly cleaned up and then washed the blood out of everything. As we left, both of us had trouble walking because our legs hurt so much from all the sex. I wouldn’t say it was every guys dream first time, with all the trouble to get in and not being able to come inside. However, it was one of the most enjoyable experiences we’ve both ever had. And in the end the small disappointments didn’t last long anyway. Since that day we continued to have sex on a very regular basis trying all sorts of new things. We’ve done every possible position, I’ve emptied my load in every place possible on or in her, and have found many secrets to getting her to orgasm as well. I don’t think I could ask for a better sex partner and I feel so lucky to have her.
Processing your request, Please wait....