SexFiles: Part 1 (Lost Beyond Innocence)

As I've been delving into these creative/descriptive writing pieces about my life, I couldn't help but trace back to some of these Sexual Conquests I've been in BUT, bringing them up in the context of the stories I've already posted would be inappropriate for the chosen site distribution...SO, I've decided to break them down, and get REALLY descriptive in them piece by piece. So here's from first to last, The most memorable Sexcapades of my lifetime.

So, I'll be honest here, I'm quite disappointed in the "how" and "When" I lost my virginity....but, it's a good story in a line of many more of them to come. To this day, I will never understand completely WHY I was so hung over heels for this girl, but it was like an instant attraction..I think it more had to do with, I was a angry horny 14 year old boy packed with hormones that I didn't fully understand, and she was a more than willing 18 year old psycho who was down for whatever to get back at her boyfriend (That I didn't know of).

I don't even remember her name at this point. She was a skinny, like REALLY SKINNY girl, with long, kinda nappy red hair..like, bright, really really bright red hair..like fire crotch red. She didn't take too well care of herself, but I didn't care obviously. It was sex, just sex. Or that's what I thought at first.

She came over wearing skinny jeans, an old worn out, torn up blouse (intentionally torn cause that was the stupid trend of the time), her skinny lens pink and black glasses covered her greyish/green eyes..It was kind of hard to tell what color they really were to be honest. Didn't matter that much. She had braces, they were kind of awesome, I hadn't thought about that until we got in the bed though. With her kind of slumpy walk, we hung out in the livingroom for a short little bit, watching TV and drinking some Mikes Hard, wine coolers and whatever else I could get my hands on from the fridge. We got pretty cozy just chillin out in the livingroom, kind of drunk. I put my arm around her while we were sitting on the green plush sofa and kicked back, pulling her down into my chest. My heart was racing, and she called me out on it.

"You know we're not having sex right"

"Yeah, I kind of figured, What of it?"

"Oh nothing, just making sure you know."

Yeah, didn't change what happened, but in the meantime, I was pretty ok with just chillin out drinkin on the couch. THEN, out of nowhere, she reached back and kissed my neck. I gasped, looked down and she was just mesmerized leaning back, kissing on my neck and running her hand up my shirt. I of course, let that shit happen cause, WHY THE FUCK NOT? After she had left enough of a mark on my neck to lay her claim, she turned over and arched up in my face, gave me a devilish half grin and yanked on my shirt. I sat up and she pulled it over my head, threw it on the floor and dove into me like a rabid dog. I grabbed her neck and pulled her in, kissed her cheek and she gnawed on my lip. Before I knew it her tongue was down my throat in the most aggressive way, but again, I didn't care. I was to involved at that point anyway. She then sat up and basically RIPPED her shirt off, grabbed my wrists and pressed them against her pink lacey bra..(She didn't really have any boobs, but you gotta start somewhere right?)..So I grabbed, and squeezed, wasn't really sure what I was doing entirely but she was into it so I just kept going. I mean, SERIOUSLY, there was like NOTHING to work with in this scenario. Anyway, so were both drunk, floor play is a go, neither of us have shirts on, and she starts grinding on me HARD. like, I could feel her pelvic BONE scraping against my Femur! She drug her nails down my chest and when she did, I cringed and kind of pushed back. Looked down and I was kind of bleeding and, when she saw that, she did this extreme arch into like a dip kind of thing and licked the blood off my chest. There wasn't a lot, but there was enough to get a drip out. As she was coming out of this dip she reached her hand down and stroked my dick over my pants. Watching her eyes widen in kind of a shocking way, I reached out to play with her pussy but she pulled back and said,

"Ah Ah Ahh, me first."

I let it go, and put my hands behind my head, smiled and kicked back and she came back with,

"On second thought, why don't we move this to your room?"

Then she got off the couch, pulled me up, and more or less pulled me down the hall into rounding the corner that was going into my bedroom. When we got there, she whipped me around and shoved me down onto the bed. I was startled, but went with it. She reached up and again, drug her half inch long nail extensions aggressively down my chest, not hard enough to make me bleed, but definitely hard enough to fuck up my mood. I let it go, and she kept at it, giving me a wicked smile, a tantalizing wink, she then ripped open my pants, zippers down, swiftly stood up, gripped my ankles and ripped down my pants. I was kind of in a state of shock and aweh at this point, but I was down for whatever. She crept back up like a snake and slid her bra off over her head. She did a little belly dancer move while she was trying to get her super skinny jeans off. Ended up having to sit down on the floor and pull them off one by one, flipping the pants COMPLETELY inside out. She bounced back and, she actually didn't have that bad of a body, she was in some nice pink frilly laced up panties and I was pretty in for whatever was coming. She leaned in slow and flipped out my dick and licked the tip, (THIS is when I started thinking about the braces), I pulled her hair back, thinking it would get enough of her attention to hold up for a second..didn't work out that way. She FIRMLY gripped my dick and shoved her head down on my erection. Going in wasn't that bad, but when she tried pulling and sucking at the same time is when I got worried.. A piece of foreskin caught on her braces and I froze. It didn't stick, but how else was I supposed to react you know? I let her go, she dove in hard and sloppy. The less I worried about the braces, the better it felt but, there was always going to be that 'What IF" cause, dude; Braces, Dick, None of that mixes right? Anyway, so she's going to town and then suddenly STOPS, I look up at her and she says,

"Your turn."

So I rolled over and sat up, took her arm and turned her to the bed. She plopped down and threw her arms above her head, I was ready. SO, with her sprawled out, I got down on my knees, spread her legs ever so gently and pulled on her pantyline. She got hesitant and threw her hand down, I stopped.

"I just want to warn you...I haven't shaved today."

And so I responded,

"Well it can't be THAT bad."

Thinking, "Can it?"

I pulled down her lacey pink panties and went to rush it but as soon as I looked up, I was face to face with a fucking grizzly. Or something a grizzly spat out after it had been eating it's fur for a few days. I sear to you that bush was as thick as the rain forest is wet. I didn't know what else to do so, I smiled and followed up with,

"I'm sure it has worse days."

and preceded to slip my fingers in. 1 finger slipped in, no reaction. 2 fingers, still nothing. 3 fingers got a good smile, but I decided to back with 2 and kinda grip around her pelvis with my thumb and see how that panned out. Getting a much more satisfying reaction, that's what I stuck with. She moaned loud and long, and gripped her nails around my arms, pulling me in, basically begging me at this point to put my dick in. I was hesitant, but followed through.

It was a strange feeling, not just because I'd never had sex before, but the bush that I had to get around was now soaking wet, and that made a lot of difference if you ask me. I slowly slipped past the dripping curly hair that swallowed up her pussy, rubbing my dick up and down her lips and as soon as I found that break in the wall, SLAMMED in and just went to town on her. The first thrust was so hard I felt my cock hit what, at the time, I believed to be the underside of her stomach. She jumped back and threw her hands on my abdomen and softly said,

"HEY! Not so rough, you gotta ease into it."

I didn't listen, covering her mouth as she bit down on my hand I continued to ram her guts and get what I set out for. She had cum so hard it squirted out the sides and all over my bed, the puddle was massive and it definitely soaked through all my sheets and deep into the mattress. I'll be honest here, it all lasted about 30 seconds or so after I got in and started plowing my path to the finish line, but after I nutted on her chest and face, everything changed. There was an overwhelming amount of what I thought was love coming over me..turned out to be wrong in a very big way, but it was worth the lesson in the mix.

When it was over, I grabbed her a towel, and we walked out to the living room together. She asked if she could have another drink for the road, I obliged that and grabbed one for her out of the fridge in the garage. She said blankly,

"Thanks for that, we should do this again sometime."

And then left.

This is part of the reason I went a little crazy through the years, but the reality is that shouldn't be any kind of excuse. I hope you've been entertained by this funny kind of fucked up story of how I lost my virginity. Keep laughing, it's ok.

Written and lived by: Zachery Lee

This is part of a series. Check out the main series of "On My Way" over on Families here!