Where it happened: My Girlfriend's Bedroom
Langauge: English
Sex: Male
Rating: 5
Category: Straight
In high school, I was somewhat socially awkward, nerdy if you will. I was in some advanced placement classes, liked tinkering with computers, I guess everyone gets the picture. I got picked on a lot, but then Tanya came along. Tanya to me was very pretty, she wasn’t tall, but she had the most amazing deep brown eyes, dark blonde hair, and a very curvy figure with nice sized breasts. She was in a couple of regular(non-leveled) classes with me, and we became friends and eventually boyfriend and girlfriend. Tanya and some of her friends helped get the picking on me stopped, but that’s another story. My parents weren’t happy about me being involved with her because they thought I should be involved with in advanced placement student and my sister looked down on her because she was just an “average student,” but the fact I had a girlfriend gave my parents some relief that I might not be a social misfit after all.
Tanya and I went out regularly, and eventually we started necking and petting, when we could get away from being the chaperoning of parental units. One day, she asked me if I was a virgin and I told the truth and said I was and then asked her the same, and she told me she had made a mistake and had sex at 13 a few times, but hadn’t had sex since.
One day we were at her house and her mother was home, and she called us into the living room to talk. I had been to her house a few times and met her mom, and we had gotten along well, but only then did I realize how well. Her mom brought up the topic of sex and wanted to know if we’d done it or thought about doing it. I said we hadn’t but couldn’t answer the rest because I had fantasized about Tanya. Her mom told us if we wanted to have sex, we could do it in her house, as long as we were safe. I was a little shocked, but Tanya told me she had already had this talk with her mom and thought I wouldn’t believe it if her mom didn’t tell me herself.
Tanya then led me to bedroom and closed the door behind and I was wondering if this would be the day. We started making out on her bed and then began undressing each other. I asked about protection and Tanya pulled a box of condoms from a bag next to her bed. She said her mother had gotten them for her just in case and how since her mom approved of me, she didn’t mind us having sex in her home, and how she wouldn’t tell my parents what was going on if I didn’t want her to. Tanya had an awesome mom.
Tanya took her bra off and I saw her gorgeous breasts for the first time and went down and sucked her nipples. After a little of that, we removed the remainder of our clothes, she slipped a condom on me, and climbed into bed kissing, hugging, caressing, etc. I got on top of her and tried to slip it in but missed and she giggled about it a little. I was embarassed and she said it was ok, and reached down and guided me into her. We both moaned as I started pumping up and down. She had her arms and legs wrapped around me and her hips were thrusting was mine were. She started shaking and then she came, and then I did, falling back on to the bed next to each other, we curled up together and cuddled, kissed, and talked for a little while, feeling like we were in heaven. We both agreed it was nice we didn’t have to sneak around or worry about getting caught, so we could enjoy the experience. She told me of how her mother had told her a lot about sex, while my uptight parents still hadn’t even had a basic talk with me yet, and I had to learn elsewhere. We then giggled when I said I now had a good teacher. Eventually, my parents were expecting me home, so I got dressed and left. This wasn’t the last time we had sex in her bedroom, as it happened many more times after that.
The best time we ever had as teens though was on prom night. Tanya wore a wrap around halter style dress that turned a lot of heads. After Prom was the best part though. Her mom had volunteered as a chaperone and had rented a two bedroom suite in the hotel. My parents didn’t want me going to prom because they didn’t want me driving home late at night, but her mom renting a suite for the 3 of us changed their mind. At the end of prom, we went to our suite and toasted the end of the evening with chapagne and she retired to her room, and Tanya and I retired to ours. Tanya went to change and came out in a black lace number that was probably from Victoria’s Secret that looked incredible on her. Needless to say, she didn’t have it on very long and we had some great sex that night.
Sadly, we parted after graduation as I went off to college, but we round each other again several years later and started going out again. Today, Tanya and I are married. We have a great marriage and of course, a great sex life.
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