The story of how I lost my virginity (Part 3 - The Final Part)

About a week later, we arranged to meet again after work, the same way we had met before. We eventually ended up back on his couch, my shirt came off and his hand ended up in my pants again. After a while he said “Do you want to go into my bedroom?” I couldn’t believe it but I said “Yes.” We lay on his bed and continued making out. He was on top of me, I was topless at this point and he had taken off his shirt. My pants slowly worked their way down around my thighs. At some point he stood up and took my pants and underwear completely off of me. The room was pretty dark, but I was embarrassed that he could see my naked body. While he was standing up, he took off his pants and underwear also. I could see how hard he was – it was the first penis I had ever seen. It looked HUGE at the time. He laid on top of me and I could feel his hardon push into my belly. He was wet too! I reached down and gripped him firmly. He moaned loudly and I slowly massaged his wetness up and down his hard shaft. I didn’t know what I was doing so I just kept stroking him. He reached between my legs and fingered me deeply. It was more comfortable than before, but still hurt a little. Without really saying anything he reached into a drawer beside his bed, took out a condom, tore it open, and rolled it over his hardon. I knew we were going to “do it” at this point and got really nervous. I was very, very wet and he was very, very hard. We were lying naked on his bed. I was lying flat on my back and my legs were apart, pushed out straight. He eased himself between my legs, spreading them further, and reached down to position his penis and my opening. He pressed against me and felt a very sharp pain as he entered me. I tensed up and am pretty sure I screamed. He pulled out and tried again, the same thing happened. He pulled out, waited a few minutes and tried again, this time pushing deeper. I definitely screamed this time. He probably didn’t get more than 2 inches into me. This time he stood up and said we should stop. I told him I was sorry but it really hurt a lot and I agreed we should stop. We got dressed and he took me to my friend’s house.

About 3 weeks later was arranged to meet again, the same way, and similar things happened, ending up with me naked on his bed. This time he could finger me deeply without it hurting, it actually felt great. Also, he could push two fingers into me and I could take it. This time he spread me legs apart wide as they would go and pushed my knees up toward my chest. He positioned himself at my opening and slowly pushed into me. I watched it disappear inside my body. He was big, and it hurt a little, but he was able to fully push inside of me. He then slowly started to thrust in and out. He did this for about 15 minutes and by this time I was getting pretty sore. I told him “It’s starting to hurt some” and he responded “I’m almost done baby.” He started to speed up a little and I felt him push very deeply into me and tense up. I figured out he was cumming (in the condom he was wearing). He pulled out of me at that point. I look down expecting his sheets to be a mess, bloody maybe, but all I found was a small wet spot where I was laying.

During the rest of the summer we did it a few more times. It got better and better for me each time. I actually had my first orgasm when he was inside of me. He rolled me over onto my tummy during one of the times and we did it from behind for a while. The last time we did it he didn’t have any condoms. I was very nervous about it but I let him in me “bare back.” It felt great for both of us and he eventually came in me. I got up, got dressed, and on my way home felt his cum draining out of me into my panties. It felt weird. It was the first, but far from the last, time my panties were full of sperm in my life.

Summer ended, I quit that job, and started my junior year of high school. We lost track of each other.

Fast forward a few years and I started to understand better all that happened. A lot of guys have told me how “tight” I am inside. I had to have been incredibly tight as a virgin at age 16. Prior to meeting this guy I had never been fingered and I had never had a pelvic exam or anything. I had used tampons some, but not a lot, because I found them difficult and uncomfortable to insert. Looking back, I probably had a fairly thick and closed hymen. When I “inspect myself with a hand mirror” to this day I can see the remnants of my hymen and I am convinced it was pretty much intact and very thick at the time.

Question: My husband has always want to hear the story of how I lost my virginity and I've never told him. Do you think it would be a good or bad idea to tell him this story? Maybe if it gets published I'll just send him the link to it?

That’s my story!

Christine M.

By Anonymous

Sex CONFESSION

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