My First Time
Almost everyone says the first time is either weird, not what was imagined or bad. Well mine was all three. Not in the way you'd expect though, the sex was amazing, it's what came before and after that. Well to start with I should probably let you know that am a guy. And this happened when I was 17, so around ten years or so.
I was a student at an all boys boarding school, in my final year of high school. Now it was a tradition that there will be a visitation right after mid year holiday. This was for parents to see our progress, get word from teachers, hire private tutors etc. This visitation however, happened to be the one that my family wasn't coming to see me, I don't really remember the reason, so like all other student's not getting visited, I was on usher duty for the families. I basically meant that we had to welcome the families, find their kids if they are not around the waiting area or find the drivers a parking space. We would welcome them at the gate, and then have the guard call up the name of the student's name, and if he is available will meet with the family as the usher guides the driver to a parking space if they came with a private car, in which case most did.
Now it was around noon, so almost all parents were already in and the parking lot was almost full, that a family came and I was the one to host them. As usual, I would ask who's family it is, see if he is available or if I have to go looking for him. Luckily this family's student was in the area so I was tasked with guiding the driver to the parking space, which by this time was already full. The driver was the student's sister, I didn't know the kid since he was two classes below me, which meant all I could do was guide her to a clear parking space. I was not very good with the opposite sex since almost all my life was spent in an all boys boarding school, and holidays spent at home either gaming or traveling. And only had dated once and the best I got out of that was a peck to the cheek. The drive was not long but we had to go the very end of the parking lot which was a good 15 minutes walk to the multipurpose hall where families chatted with their kids. As we started walking, I realized that this was going to be one of the most awkward walks in my life.
As we walked for about two minutes in silence, she asked my name, and showed a little interest in me, like what year am I, what am I taking, what do I plan after I graduate, which I answered honestly was glad that the awkwardness was slowing washing off. She asked me where am from, to which she told me we live in the same neighborhood, and had never seen me before. So I had to explain to her how I mostly grew up in boarding schools and most of my holidays where spent catching up with things, since we were not allowed anything at school, phones laptops included. At this time I was starting to talk while looking at her and as I did, started realizing how hot she was. I started asking about her life and she was super open too. Her name was Lucy, she was 21 and had just graduated college with a bachelor's degree in pharmaceutical medicine and was taking a year off to just enjoy life before starting to work. What came as a shock was when she told me she is pretty much into every movie I am and loves game and was waiting for a game that was going to out a month after I finished high school same as me.
I got so invested in out little chat that it looked like we flew to the hall, so as we were looking for the rest of her family, she asks for my number and tells me she will check on me after I finish so we can talk more about movies and games. I gave her my number, found her family and said my goodbyes. Fast forward to me finishing high school and looking forward to getting a text from the most beautiful girl I have ever talked to only to find nothing. A week went by without anything so I figured she just decided not to check on me, so I went on with my life. A month went by and the game was out, and I dived right into it, three days into gaming, I get a new text asking if I already got the game. So I asked who it was and it turns out to be Lucy, so I told her yes. Then she explained that she had been off the country for two months and just got back, that's why she didn't check on me before now. So we started catching up, she told me she went sight seeing was pretty much anywhere that was anywhere. So I asked her to see where she was, which she replied with a lot of pictures from her travels, and as I kept chatting with her realized just how hot she was, some of her pics where bikini shots from different beaches, others testing outfits in some very well named designer shops. We started chatting about the game, to which she told me she hasn't gotten it yet and asked if I could go over and help her buy it. So I told her I would drop by the next day.
Her house was what you would expect from a family that lets their daughter to travel all over. She was waiting for me at the gate, and we went inside to a surprisingly large but empty house. She told me that her parents were on a trip, and her younger brother was already back to school so it was just her and the maid who came in every morning and evening to clean. I helped set up her game and walked her through the start of it but got hooked so I stayed till it was very late. I told her I was leaving and as I was just about to go she asked if I could come over again tomorrow, for movies to which I agreed and she said I should come in early so we can watch a lot of them. That night we talked a lot about the game, and what we should watch, and a little about our personal life. The topics changed to our families, high school life and what our plans were from here. As I was about to hang up she asked about my dating life, my experience with women and questions like, to which I just lied to mostly not to look so young and inexperienced and that ended the night.
The next day was amazing, we had a lot of common interests so we watched a lot of movies we both liked. We ordered for lunch and went on with the movies. As evening came she asked if I could stay the night since she get pretty lonely, which
I took it simply as a sleepover since it was pretty clear that she was out of my league and I thought she took me as her little brother. She offered to cook dinner which I helped and after that decided to game for a bit before going back to movies. At around 9pm we decided to continue with movies and asked her to choose one. This time however she chose a love story I had no idea about and told me it was one of her favorites. Am not a fan of love stories, but I figured since we had close to the same taste maybe this one might me good. The movie went on okay for a while, but then I started to get really sexual for most of the scenes, which to me was really hard because I was a hormonal, almost always horny teen with zero experience. I had to play it off cool and since we were sitting on different couches it didn't feel that awkward.
I think she thought the same thing too, because the next thing I know was she went to grab a drink, came back and sat next to me, right next to me. Since she knew this movie and chose to sit next to me, I took it as she intentionally did this, but I was not sure because the movie had a pretty good story for the most part so I just told myself that maybe am reading it wrong. I was so hard for most of the time so I was sitting straight with my hands on my junk to cover it. After a long time without any hot scene, things seemed okay and I relaxed and stretched on the couch, without thinking anything of it. Lucy however, took it as a sign so she leaned back and was lying on my chest as the movie continued. This was when I started to get what was happening and being so inexperienced in all of this, the only thing I did was just sit there doing nothing. What made thing bad was that another hot scene came up and I started getting hard, but this time, with no way of covering, Lucy saw my pants rising. She giggled a bit which made me so much more embarrassed, but she looked up at me and said it was okay, she will take it as compliment thinking it was because of her. She then started rubbing my chest and would take her eyes from her hands as she touched me to my face to see if I was looking at her, then back to my chest and back and forth, which was so hot I just kept getting harder. She then started going from chest to stomach but this time her eyes where back to the movie, thought she changed the way she sat altogether making it look like she is completely sleeping on me. This went on for the rest of the movie so I thought that maybe that was all for today, then the movie ended and just as the end scenes started she pulled my face to hers and we kissed.
My first kiss with a girl was with this girl I dated during the Christmas holidays and she only kissed me on the cheek as a good bye, which was the only time I ever got kissed. Lucy kissing me on the lips came as a surprised. I perked my lips and just held them like the that for a while, which I think she figured that I had no experience with this, so she slowly started kissing me, with a rhythm, each time inviting me to joining with her, and I soon relaxed and started going with it. She was more experienced, everything about the way we kissed made me feel amazing, every time asking myself if this was really happening. She started touching me again, my hands still on the couch, slowly this time, and I felt every touch. As we continued kissing she went from my chest, to around my neck and then back to my chest, down my stomach then inside my t-shirt. Lucy's hands felt amazing when she touched my skin, slowly going up and down my chest and stomach, never letting me breath from her kiss. She got up and sat on top of me, then we got back to kissing, this time, she was taking off her top. Lucy had a white almost see through bra on, and had really big boobs. This time she took my hands and placed them on her boobs and came back to kissing. I just had my hands there for a while before I got the confidence to start groping her mad, she went on kissing me for a while before she started taking off my t-shirt, which I let her, she went on to unhook her bra and I continued groping her boobs, which I don't really remember what I felt about that because it was my first time groping a woman's chest. She kissed me for a while then went for my ears, which was the most amazing feeling ever, as she started licking, I let out a little "oh" which only made her suck on it and went like that for a while. She was slowly liking and sucking on one ear and would come back to kiss and then to another ear and I was loving every moment of it. She stopped then sat up, she was looking at me and I just kept eye contact, wondering if I did, something wrong. She got up then took off her shorts which left her with only panties on. She had her back to the TV and the light made me see her whole body, she had very huge hips, surprisingly small waist and she was just down right sexy.
She got to her knees and started unbuttoning my pants, and as she pulled it out, I realized her hands were in pulling my boxer as well and I simply let her. I was already hard but I knew exactly what was next after spending almost my whole teen life on porn. She started blowing me, her lips warm and it felt so amazing for my first time. She was pretty experienced, so I felt really good the whole time, she would go from sucking to rubbing to sucking while rubbing and the circle went on till I came. It was without notice and all I could do was pull her out of the way before she had it in her mouth. Am always used to it being done by this time, and was very embarrassed and afraid how she will take me since that was it. Lucy ,however, was not done and went back to sucking as my dick was going limp, she sucked everything off and went back into it without saying a word, she was amazing and in a few minutes I was hard again, and once she felt she had done enough, stood up, came back to kissing me as she was taking her panties off and climbed on top of me, this time her hand on my dick. She carefully placed under her and as she was putting it in, I could feel the warmth and that alone felt amazing. Lucy started riding me, sometimes as we would make out and other times just look at each other and smiling. She started out slowly and then went faster and faster. This went on for a while until she decided to push me down the couch and I was on my back, she continued riding me for a while and I started to cum again, I told her and she told me to finish on her and I did, which felt so amazing I let out a loud moan in the process. She got up and as I was getting up, she pushed me back down and told me she is not done yet. She went back to sucking which this time took way longer for me to get hard again, and this time, she asked me on top. This was the first time I felt in control, and as we were fucking, I was looking at her and how beautiful she was. Lucy was amazing, she was great and I had an amazing time fucking her, she would hold me and I would hold her, I got into it that I started sucking on her chest and she would pull my hair every time and it felt so amazing. After I came that time, we continued kissing for a while while groping each other and finally just stopped and cuddled together.
I told Lucy she was my first one, which she said she knew that much when we started. But what surprised me was when she told me I was her best one so far. So we continued talking for a while about my first experience and then we just dozed off to the morning. I went back home and we continued chatting the whole day making plans to meet again the next day for another sleep over. This went on for two weeks and as time went I got pretty good from her and watching porn learning new things. We stopped when her parents came back so we talked about having a week off each other while we look for a good place to meet. So we continued chatting the whole week. Now, I told you at the beginning that my first experience was weird, not what I expected and bad. So let me point them out, it was weird because it was with someone older than me and it was not how I expected it because it was with this sexy very experienced woman. Now, it became bad when Lucy texted me that week telling me that she thinks she was pregnant but already took care of it, which was the last time I talked to Lucy.
