Part 2

Once we’re dressed, I transfer the footage onto Alex’s laptop and let her watch it, while it’s playing, I ask her “So what do you wanna title it?”

“Huh?”

“The video, gotta have a catchy title right?”

“Oh yeah right. Huh, I hadn’t really thought about that. What about, like, teen anal slut?”

I cringe a bit, “Bit unoriginal don’t you think? Maybe we should try get it to stand out more.”

“What are you, some avante garde director of porn? No one cares about that shit James.”

“Come on, humor me.”

Alex sighs and relents, “Fine, what do you want to title it then?”

I mull it over before saying, “How about, ‘Tomboy friends with benefits lets me fuck her ass any time I want’?”

“Oh and that’s supposed to be better? That’s a mouthful and a half.”

I gesture at my dick with both hands.

Alex groans, “Fine, fine. I don’t even care, if it doesn’t do well it just means get to keep my asshole safe and sound.”

We upload the whole thing as is with only absolutely minimal editing.

***

I hang around at Alex’s place, constantly refreshing the pages to see where we’re at. In less than a day, it’s got tens of thousands of views and a few hundred dollars in purchases.

Alex says to me, “Alright fine, it’s doing well. Guess we better do some more then.”

“What? Now? That soon?”

“I was planning on maybe one a week or something, but it’s just I had an idea.” Alex doesn’t continue and just goes silent, she looks nervous and hesitant to continue, she eventually manages to spit out, “I can’t fucking believe I’m the one suggesting this… Alright so I was looking around and saw painal videos seems like a really niche thing that a few creeps really like. I thought we could do a one off painal video. Emphasis on the one off.”

The surprise is evident on my face and I only manage to mutter incoherently.

Alex says, “Yeah I know. But my ass is still sore and it just hit me. Wanna do it or not?”

“Y-Yeah I’m game.”

Alex cocks her head, “Y’know, I was kinda hoping you’d say no. Guess you don’t like me much.”

That hurt, I sag suddenly and say, “No I do, we shouldn’t. It really isn’t worth it. We can make enough as is, no need to get all deviant fetish-y.”

Seeing the sudden change in my demeanor, Alex quickly says, “Wow, wow, I was just fucking with you. It’s my bloody idea and I do wanna go through with it.”

“Well too bad, I don’t anymore.”

Alex seems primed to argue but softens instead, saying, “Look, I know you do like me OK? I was just joking, Jesus. Come on, it’ll be fun.”

“Not for you.”

“True, but I’m a big girl. I didn’t mean it OK, we’re cool, I’m not angry at you.”

I’m still unconvinced, so Alex pulls down her sweats and spreads her ass in my direction, saying, “Come on, you know you wanna tear that ass up. Think about how much fun it’d be to pin me down and ram it up my tight ass.”

Again with the dirty talk. I still wanted to say no, to prove I wasn’t an awful guy but the raging hard on in my pants made that kinda plainly shot that down. So I just give in. Getting together the camera equipment again, we set up a safe word and prepare for a scene on the couch.

Alex takes her pants off this time and is on her side, hugging her knees to her chest, with her head laying on the arm of the couch. She looks at the camera and says, “Well this is Round 2. My asshole is still sore as shit but James wants to buttfuck me again so I guess we’re doing this.”

I lube her up, take aim and start pressing in. As soon as the head of my cock touches her brown star, she sucks air in through her teeth, saying, “Fuck, this is gonna hurt.”

I ignore her and keep pushing in, battering my way past the resistance and slipping into her tender asshole, eliciting a gasp. I sink down to the balls again and start pumping her moderately fast. Alex is focusing on her breathing, taking careful, steady breathes in and out to help with tolerating the pain.

Between breaths, Alex says, “This better fucking be worth it, you better be having the time of your life breaking my ass.”

“I am, you’re too good to me, I don’t deserve this.”

I start speeding up again. Alex’s eyes are screwed shut and she’s burying her face in her knees while I’m pumping her ass with deep strokes again. The constant battering is starting to give her the smallest gape when I pull out to get a shot. It looks so good I want to see if I can make it wider, but I ask Alex first, “Alex, you’re asshole is starting to gape a bit. It looks really, really good, think I can try opening it up wider?”

Alex replies curtly, “Is it gonna make you cum sooner?”

“Yeah I think it will.”

“Then fine. OK. If you wanna gape it man, go ahead.” Then adding in very unconvincingly for the camera, “I love getting my ass gaped anyway.”

I start pulling my cock entirely out before plunging back in suddenly again and again. Each time I use my hands to spread her ass open whenever I pull out. It takes a toll on Alex but it gets the job done, her pretty pink little hole starts to yawn open and stay that way.

I’m so focused on fucking out her asshole, I didn’t her the soft sobbing coming from her. With her head buried in her knees, I couldn’t see either. But when Alex finally looks at me, I see her face is streaked with some tears which she’s fighting to hold back. Alex stares at me with pleading eyes and asks, “Hey James, how often do you think you wanna do this?” then in a **** tone, she adds, “Is it gonna be every day?”

I keep in mind what she said and reply, “No, I think just once is enough Alex.”

She nods once acceptingly and buries her head back in her knees.

That was enough niceness though so I spend the next minutes roughly pounding out Alex’s asshole until it was a swollen red mess. She was almost gaping like a pornstar by the end of it to my satisfaction. When I cum, I slam inside finally and fill her up again. It’s a repeat of the first video, I pull my cock out of her bruised ass, a thick trail of cum following before I treat her mouth to another round of fucking. At least this time there’s little cum on my cock though. Alex almost seems relieved to suck my cock, even if it’s just been in her ass, anything’s better must be better than being assfucked at this point for her. While she’s busy cleaning me off, I tell her “There’s some cum leaking out of your ass, don’t let it mess up the couch, eat it up would you?”

Without taking me out of her mouth, she reaches back with her free hand and starts scooping up the cum trailing down her ass, the stationary camera perfectly catching it all. She pulls me out of her mouth, sucks the cum off her fingers and then returns me to her mouth. She does this like a half dozen times before her ass is clean. I’m not done with her yet though and say, “Inside too.”

Alex gives me and the camera a tired look before complying. She tries to reach inside her ass but tenses and winces when her fingers brush against her abused hole. It takes her a moment to psyche herself up, but she soldiers through and plunges 3 fingers into her ass to scoop out the cum inside, pain clearly etched across her face as she does.

She quickly and robotically repeats this a few more times until she’s satisfied she’s cleaned out as she can manage.

“Thanks Alex.”

“Any time James, see ya.”

I turn off the cameras again. And as I expected, Alex breaks character again, the tears and pained expression on her face instantly cutting off.

“Man I was so hoping you were faking that.”

“It wasn’t hard to. That really sucked. I’m not gonna sit right for a week after that.”

Defensively I say, “Remember it was your idea, you can’t be mad at me.”

“Yeah, yeah, I know. Jesus Christ I’ve had a day; started out an anal virgin, ended it having eaten cum out of my ass twice then having my asshole gaped open. You are really using this to turn me into a slut.”

I point a finger at her accusingly, “This was all your idea, all of it, I’m innocent I tell you.”

Alex groans, “That doesn’t mean you have to be so… enthusiastic about things. Jesus, I’m not a pornstar remember.”

“Well, you can relax, we definitely aren’t doing another one until a week or mores gone by and you’re better.”

“Real fucking considerate aren’t ya.”

***

As the days go by, we watch in surprise as the view count keeps rising and the purchases alongside it. In a just a week, the videos have got more than a hundred thousand views with several grand in purchases with only a little slowing.

One day Alex finally decided things were doing well enough and tells me, “Well, I guess this is gonna be a regular thing then. Lucky you.”

***

Our videos keep getting more popular because of the free use type, casual theme and the fact Alex seemed like such an easy anal slut. We easily managed to raise enough money for our holiday across Europe, but even after we went, we kept up the videos. For one, I assfucked Alex on a chair, she dangled her legs over the arms, giving me open access. We chatted while I pumped her ass with deep strokes; she just sat there and let me drill her ass relentlessly, both of us ignoring her pussy all the while. I eventually filled her ass and her as usual, eating it.

In one popular video, I was taking Alex’s ass while she was kneeling on hardwood flooring. It was fine at first but after a while of pounding into her ass, I could tell her knees were hurting being pressed into the floor like that. Alex was too proud or stubborn to admit it hurt though so I just leaned more and more of my weight onto her as I assfucked her harder, trying to see if she’d complain but she never did.

Another popular one had us playing FIFA together while Alex bounced her ass on my cock. She’d have to go ass to mouth every time I scored and could swap to her pussy for a little while if she did, she didn’t play too well with all the distraction. I finished in her ass after bending her over upside down then made her push the creampie out into her own mouth, it wasn’t part of the plan, I just sorta sprung it on Alex but she just went with it like I knew she would. After all, eating my cum out of her ass is what friends do.

It was becoming more than just a thing for the videos too. When I visited Alex one day, she was busy with something on her laptop, instead of just ignoring me until she was done, she said, “Hey man, sorry I can’t talk and I’m gonna be a while, typing a lot of shit up.”

“That’s cool.” I reply.

After a little while I me just awkwardly hanging around while she silently worked, Alex eventually says, “Dude you don’t have to sit there twiddling your thumbs, just iunno, use my asshole while you wait.”

“You want to film something?” I ask, confused.

“No just pump my ass if you want to kill some time.”

“Are you serious?”

Alex shoots me a confused glance, “Yeah? Why wouldn’t I be? You assfuck me all the time anyway, how is this any different?”

The question stumps me for a moment, “It’s hard to explain, that feels more business-like? This feels more personal.”

“Yuck, stop with the feelings. Dude, you’ve been in my ass so much, I don’t even care anymore. But if you don’t want to, then don’t.”

Shrugging, I take her up on the offer. Somehow, it feels better without the cameras rolling, like she isn’t doing it for any reason beyond just letting me fuck her.

“God it feels so good being in your ass Alex, you’ve got no idea.”

“Yeah, well, good for you man, enjoy it.”

“The first time it was amazing though, shame it can’t be like that all the time.”

Alex turned to give me a annoyed look, “Oh gee, I’m sorry my asshole isn’t tighter since you’ve been fucking it all the time. Dickhead.”

“Sorry, sorry, I didn’t mean it that way. I just meant the first time you brought it up it was like mindblowing, the fantasy and all that, now it’s just casual sex. Sorry, I do appreciate this Alex.”

“Oh OK. Wait, fantasy? Huh, didn’t expect that. Didn’t seem like you spent afternoons fantasizing about getting into my pants, bet this must be a real dream come true,” she said smugly.

Rolling my eyes I replied, “That’s not how it is.”

Mockingly Alex says, “Sure, sure, why don’t you just get back to my ass and let me finish this up.”

***

I obviously started buttfucking Alex a lot more after that. And as an added bonus, she still kept up the routine of eating the cum out of her ass too. She got the message pretty soon and any time I came over, her pants would come off and she’d ride me with her ass while we hung out or played games. I was pretty happy with how slutty Alex had become, she wouldn’t so much as bat an eye at sucking her ass off my cock anymore, even offering it pretty often.

One time I headed over to Alex’s in a bad mood because of some work stuff, she noticed how shitty I was being and asked what was wrong. When I told her what was up, she said simply, “That sucks man,” then pulled down her shorts and added, “you wanna take it out on my ass then? Do some ass to mouth? That always perks you up.” That’s was when I knew she really was my best friend.

*** Epilogue

Our relationship really had been changing Alex, the casual assfucking changing how she was viewing sex. She told me about how one of her guy mates was complaining about a dry spell, so she just offered him her asshole. After a bit of shock and disbelief, he eventually did fuck out Alex’s ass. She goes on to tell me the story, “Yeah, I’ve been letting my guy friends just fuck my ass if they ever really want to blow off some steam or just have some fun, I just don’t see any reason not to y’know? It’s not like I care and they get a kick out of it.”

“Wow. That’s… You’re a really good friend.”

Alex purses her lips and nods her head dramatically, “I know, I’m too nice for my own good. I even have good reasons sometimes. I’ve got this one mate Joe whose girlfriend never lets him put it in her ass and he’s apparently been dying to try. So I told him he could try out mine; now he just works it out of his system with mine and stops pestering his girlfriend.”

Her story gave me the idea for making an anal gangbang video. Alex just shrugs and agrees to it when I brought it up with her, showing no hesitation at the thought of dozens of guys taking turns wearing out her asshole.

Alex had gotten very popular with her guy friends, and happened to make a whole lot more of them. Word was getting round and everyone was starting to learn Alex was a really good friend to have. Apparently all of them were taking advantage of Alex’s new outlook and keeping her holes well fucked. I brought up the idea of an anal gangbang with Alex, and instead of any hesitation or worry, all she said was, “Dude if you want to grab a few mates to gangbang my ass, go for it, sounds like it could be fun for you guys.”

I managed to round up more than 30 of her friends for the video. Like we decided at the beginning, Alex’s specialty was anal and lots of it, so the gangbang was obviously going to be all anal and oral. Starting from the smallest to biggest, the guys and I spent several hours churning Alex’s ass out until it really was a fucked out wreck by the end. Throughout almost the whole video, there was hardly a minute where Alex was left without a cock in her ass or mouth. She methodically took care of every guy regardless of roughly she was being treated, even pushing the limits further than any of the guys dared.

Alex had become a total whore and she hadn’t even realized it, almost an hour into the shoot she’d started getting bored I think and wanting to speed things up, suggesting, “You guys want to try some double anal? We’d go a lot faster two at a time and plus it’d look real good with two of you trying to just fuck my ass all up, some guys are real into that.” Despite shock at the suggestion, the guys wasted no time enthusiastically taking Alex up on her offer. A few minutes later she may have ended up regretting the offer since two in the ass wasn’t something she could handle as easily as one, it was like our first video together all over again with her squealing and squirming all over the place. To her credit she didn’t pull out and endured it all; gritting her teeth and letting two guys saw in and out at a time.

Still, as tough as Alex was, if the guys double fucking her ass ever went too fast or deep, Alex would start squirming all over the place, unless she had something distracting her. The guys and I noticed when someone was fucking her throat, she’d squirm a lot less. So we decided to distract her by jamming our cocks down her throat, keeping them there until she was **** to breath and slapping our thighs. While she was occupied like that, the two in her ass were free to go all out, pounding it for all it was worth. It was a good strategy because she didn’t seem to notice how roughly we were tearing up her ass when she was **** on dick. By the time we were done, her asshole looked like an overstretched wreck.

We ended the video with the guys shooting their loads up her ass one by one, which she in turn pushed out and collected in a bowl. The scene ended with her face buried in the bowl lapping up cum and her hand wrist deep in her own ass.

The video became massively popular so I suggested we make these little anal gangbangs a weekly thing for Alex, with fans invited to join in if they could make it. Alex agreed as usual without batting an eye.