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Loosing my innocence  

KatherineWilde 50F   
6 posts
9/26/2021 11:07 am
Loosing my innocence


November 11th, 1990

Like many girls I lost my innocence when I was in high school. I was 16 years old and had just transferred schools. I was the new and didn’t have many friends. I just started hanging out with 2 new girls, “The Michelle’s”. These girls were wild and like to party and quickly became a bad influence on me. We had Veterans Day off of school and had a 3 day weekend. We went to a party at this guys house. He was in his early 20’s and I didn't realize at the time how weird that was for someone that age to be partying with high school but there was booze and freedom and private rooms to have fun in.

There was a guy I found attractive, his name was Gary. He had just turned 19 and I thought he was totally hot. One of the Michelle’s hooked up with him that Friday night I was really kind of sad because I thought I didn't have a chance since he hooked up with my friend. It turned out he liked me too and 48 hours later I’d find myself in a bedroom with him and another guy getting to third base.

I remember Def Leppard’s Hysteria was playing (Pour Some Sugar On Me) and I was kinda surprised that I was making out with 2 guys at the same time. It was pretty wild considering I was a virgin and the most I’d done before was give a guy a hand job. All three of us were on the bed and they were taking turns kissing and touching me. I had my top and my bra off and each of the guys was sucking and caressing one of my breasts. Both guys had unzipped their pants. I was going back and forth stroking each of their cocks. Things were starting to get hot and the guys took turns fingering me. They both wanted to have sex with me but I wasn’t into the other guy, I just wanted Gary.

I asked the other guy to leave so it was just me and Gary. He had a really big dick, nice and thick. I started sucking on it. This was the first time I’d ever given a guy head before. He told me what to do and how he liked his dick sucked. I followed his directions and he was starting to get excited. I could taste his precum. His cock was so big I was having a hard time getting more than just the head in my mouth and I couldn’t help but wonder how much it would hurt when he finally put it in my tight, virgin pussy.

I sucked his dick for a while and then he ate me out and then he moved between my legs started rubbing the tip of his cock on my tight cherry. He told me he loved me and that he wanted to be my first. Yes, I fell for the old “I<b> love </font></b>you” line but I wanted to be popular and liked by the boys and I definitely wanted to have sex with him so I agreed.

He said it would probably hurt but that he would go slow to help me get used to it. He started to slowly push his big dick in my tight little hole and he was right, it did hurt. A lot! I actually remember the moment when the tip of his dick ripped my maidenhood open because Love Bites was was playing. But I wanted to have sex so I let him keep going. I cried a bit because of the pain but he was nice and went real slow and tried not to hurt me any more than necessary.

Pretty soon he was able to get it all the way in and I could feel a burning between my legs. It turns out I started bleeding because his cock was so big he literally tore me up. He slowly started moving in and out, back-and-forth, pumping that huge cock in my tight, bleeding pussy.

He said after I got used to it it would feel good and at the time I couldn't imagine how good it could feel but I tried to focus on that idea instead of the pain. After a while the pain wasn’t as bad and I stopped crying so he started to fuck me faster. He told me he had been with other virgins but that he never had a pussy as tight as mine before and that he felt honored to pop my cherry. My pussy was so tight he got really excited and quickly came deep inside me.

We both got up, got dressed and left the room. I went to the bathroom to try to clean some of the blood off and then went back to the party. Shortly after that the party host came out and said that that room was now going to be called the “Red Room” because my cherry got popped and I bled on his sheets. To them it was kind of a joke but to me it was more like a badge of honor that I was no longer a virgin. It’s almost ironic that I say I lost my innocence that night because that is far from the truth. I’d always been sexually precocious, heck I’d been having orgasms since I was about 7 and I almost had sex when I was 9. But those are other stories for a different time.

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