Where it happened: Boyfriends House
Langauge: English
Sex: Female
Rating: 8
Category: Straight
I was a sophomore in high school, he was a studly senior with a beautiful body. He worked out daily, his body was so muscled and tight! We had been going out for about three months, but I was very new to any sexual activity. We had petted heavily, I had gone down on him, but as to actual penetration, well, that was yet to happen. Good girls don’t do it, right? Well, I was tired of being a good girl!
I got a ride to his house, and I snuck up the back stairway to his bedroom. His parents were home, but the house was so enormous that they never heard me there (I think). I was leaving the next day for a two week vacation with my family, it was a week before Christmas, so I wanted to celebrate the holiday that evening with him. We exchanged presents and then watched some television. His room was quite large, and it centered around this king size bed with an extraordinary headboard/bookcase that had lights and a large mirror. (This was the eighties, ok?). We started to kiss passionately, and he begged me to go down on him. I was not very good at it, but he was patient. He let me fumble my way around his penis, and soon, he grew impatient.
He told me that he wanted to make love to me, and I became so nervous! I did not know for sure if I wanted to, so he coaxed me to strip to my panties… I had worn some very sexy ones, “just in case”. I was so nervous that I was completely dry down there. I was miserable, embarrassed, scared, and just wanted to leave. But he persisted, and kissed me gently and stroked his hands along my body.
He began to go down on me, and I was shaking with fear, not pleasure. He put a finger inside of me, and started to stoke down there… then, I actually started to feel some pleasure. I let him work his fingers, then he began to lick around, not yet making any contact with my clit. He licked a finger, and then slowly eased it into my ass. That was it! Oh Jesus, I did like that! I felt myself getting so wet, my body was filling with a warmth of pleasure. He had a finger in my vagina, one in my ass, then he licked my clit. I moaned and my hips started to rise. I began to grind against him. He then turned around, and still working me down there, dangled his dick in front of my mouth… this was the “69” I had read about! So, I sucked and squeezed his balls, and lifted my head up and down so that I could give him so better action.
This was enough for him, he stopped and turned to me, and whispered, “Are you ready?” Was I ever!!! I smiled and he turned around, and then reached for a condom. I had never seen one on a dick before, and I giggled. I was about to lose my virginity forever!!! Oh, this was it!
He mounted me missionary style, and eased my legs apart. He stroked himself for a few moments, and then pressed the tip of his penis to my unbroken hole. Then with one fierce motion, rammed it as hard as he could. This did not feel good!!! My god, the pain was blinding and I yelped! He laid there motionless, and said, “Shhh, it’s ok. Shhh, I love you. It gets better, just hang in there”. He stroked my hair, and then started to gently ease his cock out a bit, and it still hurt! He eased his cock back in, and then forced it as deep as it could go, and I felt like it was going all the way into my lungs! I was crying, my nails were digging into his back, and I wanted him to stop. I was whimpering like a puppy, and begged him to stop. He told me wrap my legs around his back, and that it would soon feel good.
I wrapped my legs around his back, nestled my face in his shoulder and be began to pump in and out, grinding into me. Suddenly, without warning, I began to like this strange new feeling… it really felt good! I felt like I was floating and I felt my hips begin to move. I was starting to get very wet, and I pumped my hips faster. Ohhh, this really was making me hot. He began to move faster and faster, then he put his hand under my ass and forced my hips into the air. I let him pump into me harder and harder, and I saw his facial muscles tighten. He suddenly stopped, and said that he didn’t want to come yet, now that I was enjoying it. He pulled out and told me to get on top of him.
I straddled him and grabbed his rock hard cock, and eased it in… I was sore, but I wanted it all in me again. I somehow knew what to do, and began to ride him. He grabbed my breasts, and squeezed so hard that I winced from the pain, but it felt good at the same time. I began to ride him, going as fast as I could, and he yelped “Stop! Not yet!” I was confused, but then realized he was close to an orgasm, so I laid down on top of his body, feeling his dick stiff inside of me. I then could tell that I was really sore.
He caught his breath, and then told me he wanted to do it doggie style, which I had never heard of. He told me to get on all fours, and stick my ass up into the air. I laughed, but I did it. He stuck his dick into me, then moved in and out. He leaned over and grabbed one breast again, and while he was pumping in and out, fiercely tugged on my breast. Then, he pulled back again, and licked a finger. While his dick was inside of me, he shoved that finger into my ass. God, did I ever love that! My eyes were clenched tight, and I let him pump me. Suddenly, he pulled out AGAIN, and I was puzzled. Then I felt it. Oh my god…
He touched the tip of his dick to my ass, and rubbed it around my asshole. This is not what I was expecting! He then, this time, SLOWLY, inch by inch, worked it into my ass. Oh my god, this REALLY hurt, and I felt a white blinding pain coursing through my body. I grit my teeth and let him start to pump in and out of me. Then, again, it started to feel good. I liked it, I really liked feeling this enormous dick inside my ass. He began to pump harder and harder, and I heard his breathing get heavy. Then, he really started ramming it in and out, pushing as deep as he could, pulling it almost all the way out, then pushing it all the way in. He was moving faster and faster, and it felt so good. I humped him back, working the same rhythm as he had going, and I was loving it. I humped and humped and humped, God, I was really FUCKING for the first time!
He then abruptly stopped again, and said he still did not want to come. He pulled that dick out, and then reached to change condoms… he wanted to stick it back in my pussy again. He mounted me missionary style, but his head was too far away for me to kiss him. So I spread my legs further apart, and raised my hips, and worked them up and down, moving to the same rhythm as he was pumping me. He moved his cock in and out, ramming me so hard that my whole body was jerking to the motion. I was really wet, and felt a flow of juice from me starting to seep out. He began to groan, and then shoved his dick as deep as it would go inside of me, filling me entirely with it. Then, somehow, he pushed hard deep inside of me, and moaned and moaned, his eyes were tightly closed, and his body began to convulse. He was soaked with sweat, and it was dripping off his face. He let out a deep sigh and then lay limp on top of me… that was when I realized that he had been having an orgasm!
He pulled out of me, took off the condom, then grabbed a towel to wipe up the blood that was seemingly everywhere. He grabbed me, and pulled me close, and stroked my hair, kissed my face, my mouth, my neck, and then he laughed. I laughed too. He laughed that he had taken my virginity away both ways, and I grinned. He asked if I liked it, and I said, “Liked it? I loved it all!”
We stayed together for about two years, and I still think of him fondly. He introduced me to world of sex, and we tried just about everything in those two years, in just about every location. We had sex at least twice a week, and we learned to be very creative and kinky… but that is another story.
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