Chapter 34

I don’t know when I actually fell asleep. It must have been late into the night or early morning, but my laptop was still open when I woke up, and a finished video was still sitting on the screen when I powered it back up. I’d only gone through a tenth of the pictures and videos last night that had been loaded onto the USB stick, and just those alone were mesmerizing.

I’d seen porn before. I was never a prude in private, but it was something completely different to see it starring someone I actually knew. Crystal’s stunning emerald eyes and coppery-red hair were a dead giveaway. She looked younger, of course, but it was unmistakably her.

The folders were filled with galleries of images. She dressed and then eventually undressed; started classy and then proceeded to lurid and lewd. They would start with her in something like a plaid schoolgirl outfit or cheerleader uniform, then she undressed and spread open in different positions. This usually involved her holding her pussy and asshole open with her fingers, showing a wet gaping hole.

Of the seven or eight videos I’d watched before I’d passed out, a few were just about solo activities using fingers and toys of various sizes. Others though, containing other people, were more interesting and arousing. Some were her with either a single guy or girl, as she fucked or licked her way through the video. I found them sexy, and didn’t understand the reason for Crystal’s emotional trauma.

It was the second to the last video which caught me off-guard. It started normally, with Crystal on a couch naked and playing with herself, when there was a knock at the door. The camera panned and five large naked men with hard cocks entered. They took turns fucking and getting sucked by Crystal, but not cumming. She, from what I could tell, was getting off herself, but it could have been for the camera. When their time was up, they’d just pull out and stand to the side, jerking themselves off while the others took their place. This happened for over an hour. I was impressed with their self-control.

Near the end of the video, Crystal sucked and then switched between different cocks while jerking off two more. The other ones sat close to her face waiting their turn. There was a loud groan and then one cock erupted over her face, quickly followed by another and another. In the end, her face and hair were coated in a thick slime of white cum that dripped off her face and onto her chest and legs. She gave a little smile to the camera and blew a cum bubble just before the video cut out.

I was so wet, the sheets around me were damp. My fingers were working overtime in my pussy throughout the entirety of what I was watching. I could only imagine what it would feel like to have five guys fucking me and then cumming on my face as I smiled throughout. Having just two guys at the same time was hot, but all those others seemed like double the fun. Would it feel as good as I imagined it would though?

I mean, I’m not naïve to know porn is fake and the girls likely aren’t getting off as much as they show, but my own personal experiences clouded my thinking. Even with Tucker, he made an effort to get me off, although it wasn’t for my own benefit. It was to torment and embarrass me, which seemed to make it even hotter; but maybe I was just messed up at the time.

The next video, which just couldn’t compete with the prior one, was a simple threesome between Crystal, some guy, and a hot girl who looked about eighteen. It was pretty standard and that might have been what allowed me to drift off. Still, though, as I scrolled through the massive selection of videos and photos I had yet to view, I wondered what else I might find. Another part of me wondered what video her parents saw when they found out. Was it the ‘dull’ threesome video or the five guys glazing her face with cum, or something worse? What would my parents think if they found some of the pictures taken of me over the past few months? It would probably send Dad to the mental ward, the way he’s been acting, but what would Mom say? Would she be disgusted or might she be proud, considering her past. I couldn’t really come to a conclusion beyond hoping I never had to find out. It was one thing for them to know what I’ve been up to. It was another to see evidence of what I’ve been doing.

My parents had left for work by the time I woke up. I could have spent the day in my room watching the videos and playing with myself, but I didn’t. I knew I had to protect myself from becoming sore down there, since tonight was my long-planned tryst with Brad. He’d promised to keep me, and himself, up tonight. From speaking with Tucker yesterday, Brad was getting some chemical assistance, so I was expecting a good three to four hours again.

I was excited of course, but a little part of me that I tried to ignore wanted something more. I couldn’t help think back to Brad and Tucker taking turns on me, fucking me non-stop till I passed out and squirted everywhere. I felt so disgusted with myself at the time for what Tucker did to me, but afterwards, I couldn’t help but think about it again and again. I looked at the pictures taken, my face coated in cum or fucking that bottle; my pussy overflowing with cum and the splash from the squirt that ended the night. I wished I could have seen it, felt it, and truly experienced it. It was something I craved, to know what that must have felt like at the time.

Thinking of Tucker, it did remind me that I needed to send him some of the pictures from that night; I owed him that. I still didn’t trust him though, how could I, so I chose a few pictures that didn’t show my face or anything distinguishable to identify it as me. I didn’t want to give him the ammunition to blackmail me or give him leverage over me. In truth though, everyone I cared about, for the most part knew things already ... but still.

I pulled his card out from behind my phone case and typed in the number. I sent about fifteen pictures ranging from me in my uniform, but my face cropped out, to the final shots of my sweat-covered body leaking cum with a large wet stain beneath me. I hoped it would be enough to satisfy him, since it was barely a fraction of the images taken that night, but that’s what he was going to get. I hit send and left my room to take a shower. A reply awaited my return.

D – I thought you forgot again, thought I’d have to punish you. I know you wanna do this again, see you soon

I stared at the text for a good few minutes, uncertain how or if I should reply. I thought about just walking away, I’d fulfilled my promise after all, but another part of me wanted to tell him to fuck off. What did he mean by punish me? Was that a joke or a threat? I don’t know how he always managed to get under my skin so easily, it seemed like a superpower of his. I felt angry and frustrated all over again, the veneer coating I’d placed on that night slipped away again ... at least temporarily, but a bit of me still wanted him to fuck me again.

I don’t know why I couldn’t be happy with a nice guy like Brian; he genuinely seemed to care for me. Maybe I didn’t feel like I deserved him. It was like I was searching for someone to treat me the way I thought I should be treated, like garbage, so I drifted toward people like Ross and Tucker in the world. Brad wasn’t bad, he was a good middle ground, but he wasn’t about to give up his bachelor’s lifestyle for me. Plus, he was scared of my Dad, so we would never work as a couple, even if I wanted that. I just didn’t know.

I decided to reply to Tucker’s text.

J – I don’t know, maybe

D – I could be at Brad’s tonight, just give the word

J – Not tonight. Maybe another time

D – Too bad. Have fun and enjoy the USB [Image attached]

Following the text was an attached image of Tucker’s cock with a pair of white panties wrapped around it, cum oozing down onto the material. If I had to guess, he was using the underwear he’d taken from me that night to jerk himself off. I don’t know why, but the image of him jerking off with my panties almost made me tell him to stop by tonight. I had to drop my phone and walk away from it so I wouldn’t send that text. I just couldn’t trust myself.

I needed to cool off, to blow off some steam before I did or said anything I’d regret. I had too much of that in my life already. Even though I’d already showered, I decided to go for a run. It was always the best, sure-fire way to get my mind out of the gutter and think about other things. I hoped it would help. Maybe that and a cold shower after.

The wait was excruciating, as the hours ticked by. I had to spend most of the day just waiting for night to come with a USB stick full of my boss’s porn, a series of texts with a pervert who I couldn’t allow myself to message back, and a night of sex that couldn’t come quickly enough. My only saving grace came from a phone call with Riley, which temporarily occupied my time.

“I can’t believe you actually sent him some pictures,” Riley chastised me.

“Well, I promised to send some to him that night through Brad and forgot.”

“Still, though, you don’t know what he’s going to do with them. He used to distribute porn. He could sell them or something.”

“I doubt it. There weren’t that many and they never showed my face. Even if he did post them somewhere it would be difficult to prove it was me...” I stopped, then thought of something. “ ... worse case, I’ll just say they’re you.”

“You bitch!” Riley shot back jokingly, she understood I wasn’t serious. “Everyone knows I’m the good one and you’re the devil.”

“If I’m going to Hell anyway, I might as well have some fun on the way down,” I replied.

“You go down enough, don’t you think?”

“Never.” We both stopped to laugh. It was always nice to talk to Riley. I miss seeing her.

“What’s the plan for tonight?” she asked, alluding to my nighttime visit to Brad’s.

“Don’t know. He hasn’t given me any specific instructions yet, so I’ll probably just wear something from work and let him do what he wants. I know he wants to film stuff at some point, so there’s that.”

“I don’t know how you just let yourself go on someone else’s whims. It’s inspiring, really. I couldn’t do that, even with Dad,” Riley said with a touch of wonder. It was strange, Riley had been the inspiration to become more confident. Talking to her and her nudging me to be more sexually open to new things helped shape the person I was becoming. Maybe I’ve taken it a little further than we expected, though.

“Next time I visit, maybe I can help you work on that,” I joked. I really did want to visit Riley and her family again. I hadn’t seen Curtis in quite a while, and I’m much more confident and experienced than I was on my last visit.

“That reminds me. Mom wanted to know where you were born,” Riley asked, which I thought was a weird question.

“Pfft, I don’t know. I think here in town, but I don’t know the exact hospital. I know I almost died but beyond that, I don’t know. Why?”