Senior Year Memories: Jess (Patreon Exclusive Story!)

(DISCLAIMER: All characters represented in this story are consenting adults at least 18-years-old.)

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-aimingtomisbehave33

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Despite how busy senior year had been for me, I really tried my best to be reliable.

This was one of those “easier said than done” things when it came to having as many friends as I’d made over the year, but I like to think I did a good job of being there when I was needed. Whenever someone called on me, I would do my best to make myself available, and when someone called with an emergency, I’d drop everything and come to their aid because, well, that’s what friends did.

So, on a late after school evening when I got an emergency text from Jess Garza saying that she needed a place to crash away from her family for a while, I was all too happy to offer it to her. Josie and Brooke were both occupied with other commitments, and Dad would be out at his theremin class for a while, so whatever she needed to work her way through, I’d be there to help her with one on one, even if I wasn’t 100% sure what she needed.

Ever since I’d begun tutoring her, I’d come to understand the intricacies behind Jess’s mellow stoner personality. She was still easygoing and fun-loving more often than not, but having seen her fears and insecurities of not being good enough or smart enough, which were, by the way, wholly unjustified in my opinion, I knew I had a better read on her than most likely did.

I’d just finished my homework for the night by the time I heard the doorbell ring, and I was at the door in a flash, swinging it open with a friendly smile.

I started with a smile, “Hey, Jess, what’s… what the fuck?”

My eyes went wide. Jess huffed at my response.

“I know, alright?” she said before storming past me into the house with all the fury that a 5’2” Latina in a foul mood could. “I don’t wanna fucking talk about it, but I’m gonna talk about it because I know you need the context or you’re just gonna wonder and ask me more questions I don’t wanna answer, so just lemme be pissed and get this shit off my chest for a bit, aight?”

“No problem,” I said, closing the door behind her without taking my eyes off the girl I knew was Jess, but otherwise couldn’t identify on sight as her.

I guess it’s time I provided some of that context as well that’s so desperately missing from this scene, huh?

Now, as an avid skater and stoner, Jess was never one for a “girly” style. She usually preferred torn jeans, comfy tennis shoes, an oversized hoodie, a midriff-bearing shirt or tank top, and a knit cap that held in place most of her short, black curls. While her face was more cute than pretty, she had the toned body of a bombshell, with soft, beautiful brown skin, DD-cup tits, and a pretty epic ass that I’d had occasion to get very well acquainted with.

Normally, I thought she had two settings: affable and easygoing, or crazy high levels of enthusiasm that could power a major city for months if you were to attach her to a generator.

None of the Jess Garza I knew was on display tonight. Aside from her rare display of fury that caught me off guard, the fact remained that she looked nothing like the girl I knew.

Gone were her comfortable street clothes, replaced by an enormously poofy pink dress. The built-in corset did wonders for making her boobs look great, but the wide, poofy skirt and the bulbous puffs on her shoulders made her look like something of a cartoon princess. Going by how much taller she looked, I knew she had to be wearing high heels (something that I didn’t even know she knew how to wear), while her face… fuck, she almost looked unrecognizable with the amount of makeup she was wearing. Heavy eyeliner and eyeshadow, pink lipstick and cakey foundation, all of this semi-hidden by what looked like a long, wavy-haired dark wig… fuck, she was almost completely unrecognizable. It might have been an interesting look if she’d had any semblance of joy on her face, but again I’ll point back at that fury.

“I, uh… what’s going on?” I asked, trying for diplomacy and probably sounding like a complete fool.

“Yeah, yeah, yeah, I know, I fucking know, alright?” Jess exclaimed, exasperatedly throwing her hands in the air and swinging around the heavy plastic grocery bag full of clothes she had in her left hand. “This ain’t me. I mean, it is and it isn’t, I know I’m me, you know I’m me, but no-fucking-body would have any reason to know it was me even if they knew me well because of how I look and… fuck, I feel like such a fucking tool looking like this… I don’t wanna put this all on you, but the scene I made, I can’t go back home right now and I could use a place to fucking crash for a bit, clean up and feel like me again… is that cool? I asked a few people, but you were the only one to answer and-“

I held up my hands, hoping to calm her slightly. “Hey, mi casa es su casa. Take all the time you need for things to calm down.”

She rolled her eyes. “Probably gonna take some months to calm the fuck down at home…”

The harshness of her face melted slightly, and something almost like a shaky smile formed on her lips. “But… thanks for the hospitality. I needed… fuck, I needed something. I really owe you.”

Quickly closing the distance, Jess leaned in and pulled me in for a quick kiss, one that had her looking up at me with a pleasantly goofy smile, for a moment anyway, before being replaced by something that might have been as much sad as it was angry.

“Sorry, man, I shouldn’t be putting this shit on you, but I didn’t know where else to go…” she said, strolling off in the direction of my bedroom.

I caught up behind her, careful not to step on her voluminous skirt. “Hey, I’m happy for the company… though, not gonna lie, you got me curious as hell…”

Jess slowed and looked back at me, and quickly I held up my hands. “…but you don’t have to tell me anything you don’t wanna tell me… if all you wanna do is get cleaned up and have a good bitch session, I’m right here.”

She sighed, then picked her pace back up. “No, it’s cool… just fresh wounds; you know how much that shit still stings.”

“Totally,” I replied.

Jess managed to squeeze her dress’s skirt through my bedroom door, throwing her grocery bag of clothes onto my bed before sitting on the bed herself and turning her attention back to me. “Help me with this fucking corset? This is some serious bullshit fashion, and I need to fucking breathe again!”

“Sure,” I said, sitting behind her on the bed and toying with the laces before I was able to first loosen the top, then working to give it enough slack for her to take it off when she was ready.

She breathed a sigh of relief. “That… fuck, that’s better… you’re good at that.”

I shrugged. “I’ve helped Mallory in and out of a bunch of her costumes… you get used to helping someone with a corset in a hurry with enough practice.”

Jess laughed, wriggling slightly in her newfound freedom. “I bet.”

While I continued unlacing the dress’s corset, she continued taking relieved breaths and wriggling pleasantly. “So, you wanna know?”

“If you want to share,” I qualified.

Jess nodded, working at removing her wig. “Tonight was my cousin Luisa’s quinceañera. Of my cousins, she’s, like, one of my least favorites, but because we’re family and all that shit, I had to show… but I couldn’t just show up, no, I had to show up in a way to impress everyone by how cool and great my family is, and I can’t just show up as your friendly neighborhood Jess Garza, no, my parents want me to be Jessica, their girly, pretty daughter that they can show off like she’s some fucking porcelain doll. I didn’t want to wear any of this shit, ‘cause this shit makes me someone who’s not me.”

She sighed, tossing her wig aside as if it were some particularly vicious, and large, parasite, before she began toying with the edges of her wig cap. “I said that if I had to be there, I’d dress nice, wear a fucking suit, ‘cause I got some nice suits and I fucking rock them, but my parents wouldn’t have it. They had to dress me like a Barbie doll, make me this ideal fucking child they couldn’t normally show off to everyone… when my mother broke down in her manipulative crying thing, I agreed just to shut her the fuck up… I did everything I was supposed to do, I became their precious Mexican Barbie because I wanted to keep the fucking peace…”

I helped her with the back of her wig cap, helping her pull it off so her own bouncy curls could pop free. “It didn’t keep the fucking peace?”

Jess snorted, laughing miserably. “Fuck, no. Every one of mi tíos y tías had to make some backhanded fucking remark about how I finally looked like a little princess like my parents always wanted, and Luisa became a jealous little bitch about all this attention I got that I didn’t even fucking want and started throwing fucking tantrums about how I went out of my way to ruin her big day even if it wasn’t my fucking idea… I tried, like, pulling her aside, explaining what was going on and that I wasn’t trying to be a bitch or nothing and I didn’t wanna mess with her day, because it is her fucking day, and she fucking screamed at me and tried to push me… but I didn’t let the bitch push me. I dodged that shit and I just punched her flat like I would any cousin, knocked her on the ground crying, makeup running, probably getting herself a black eye… and I knew it was probably smartest that I just got the fuck out of there before anyone else started throwing down. I just got in my van and fucking ran and… now I’m here.”

“Now you’re here,” I said, amused and sympathetic and trying to figure out the best way to explain that I was on her side. “Wish I could’ve seen the fight.”

This time her laugh was much less miserable. “Not much of a fight.”

“But, still, you kicking ass and taking names, that’s gotta be a good watch,” I said, squeezing her shoulders playfully.

“One of my more favorite cousins probably got it on their phone, maybe they’ll send it to me,” Jess joked.

“Maybe,” I said, sighing. “Still, sounds like you got a shitshow to look forward to at home. If you need to crash here overnight, or maybe a couple of overnights, you just let me know.”

She thought about this, shrugging out of the dress’s shoulders. “Maybe tonight. Don’t wanna take more than that, I know you got your girls and I don’t wanna screw with anything like that. Once I hear back from Lana, I know I’ll have a place to crash until things cool down at home; she’s usually been good for that, and things like this always got a way of cooling down if I give ‘em enough time.”

“Yeah?” I asked.

“Yeah,” Jess replied. “My folks, they don’t like Luisa much either. Once they get some time to cool off and remember that, things won’t be so bad back at home.”

She turned to me, smiling a little more enthusiastically. “But, seriously, thanks. It’s just, ya know, good to have someone to bitch to who doesn’t mind when you bitch, ‘specially when you feel like you’re being an ass…”

I laughed, then saw a fine opportunity for a half decent dirty joke in the midst of all this that I thought she might like.

“You’re not an ass,” I said. “But if it’ll make you feel better, I’d be more than happy to eat yours.”

Now, given her mood, I was only intending to make her laugh, not for this to be a come-on (well, alright, maybe I meant it to be a little flirty), but the way she looked back at me with a raised eyebrow, I realized that she was fine with taking this as a come-on.

“The way shit’s gone down tonight, I think some ass-eating might be what the doctor called for,” Jess said, turning on the bed to face me. “Or some ass fucking. Or all the same with my pussy and mouth… fuck, if you’re down for it, having all my holes stuffed and a whole lot of cums sounds fucking sublime tonight.”

The way my cock started to tent my sweatpants, I think my body had to agree with that assessment. Jess’s eyes darted down briefly, getting a good, appreciative look at my erection and bringing back her usual, fun and energetic smile.

“Well, that’s just fucking awesome,” she said, twisting enough to give my cock a quick, playful squeeze. “But I really wanna wash all this bullshit telenovela makeup off my face before I get down to go to Poundtown. Gimme a minute, yeah?”

“Take all the time you need,” I said, watching as she stood up and turned to face me.

Her smile, still broad and energetic, seemed to only widen more as she pulled her dress off her shoulders, then pulling it over her large, bra-clad tits and down her toned stomach, folding down the corset as necessary. There was still some effort to get it over her impressive hips, but with a little wiggling and some stretching that sounded like she might have given this obscenely silly dress a few new tears it didn’t have when she first got here, she dropped it to the floor. She wriggled and stretched, now dressed in only her mismatched, thoroughly functional bra and panties, and those uncomfortably high heels she’d come in, though she was quick to kick those off as well.

Now shorter, and unconstrained, she almost looked like the girl I knew, and it seemed like she sure as hell felt the part.

“So much fucking better… thanks for all this, again… I really fucking owe ya one, man,” Jess said, walking toward my bathroom.

Now, as a matter of course, Jess wasn’t the kind of girl who really tried to sex things up; she knew how hot she was, and she didn’t really need to put on anything extra for the sake of getting my interest. Even with that in mind, however, I couldn’t help but notice a little extra sway to her step, her ass looking a little more thrust outward than usual and… well, my mouth certainly watered a little extra at the thought.

She stepped into the bathroom, turning the light on and running the sink.

Interestingly, she didn’t close the door.

I licked my lips.

Realistically, I knew that patience was probably the best, that I should leave her to her own devices while she cleaned up and not interfere with anything that she needed to do.

On the other hand, the image of that swaying hips was impossible to shake, and I shivered at the memories of how utterly delicious her ass was.

I made up my mind in a hurry and got off the bed. I ditched my shirt, then my sweats and underwear on the floor, leaving me naked and led by my erection as I strolled into the bathroom. Jess was bent over the sink, washing her face and scrubbing away the layers of makeup she’d been forced to wear. I didn’t know if she knew I was there or not, but in this moment, I didn’t really care.

I walked up behind her slowly, squeezing her ass with both hands. Jess stopped washing briefly, long enough to moan lustily.

“So that’s how it’s gonna be, huh?” Jess laughed, going back to washing her face as I continued groping her ass.

“Uh huh…” I said, sliding my hands underneath her panties as I now squeezed her ass with nothing in the way. “That a problem?”

She arched her back slightly, thrusting her ass out at me more. “Fuck, no.”

“Good,” I replied, stretching the waistband of her panties enough that I could pull them around her ass and drop them to the floor. “Because I meant what I said about your ass… and I am so hungry.”

Jess slowed her washing again, flexing her now bare ass as I dropped to my knees behind her. I could tell she was debating how far she was willing to let this go, but knowing Jess, I had a good guess at exactly how far she’d take this.

While she decided, I kissed her ass cheeks, running my fingers lightly along her inner thighs with their bright, decorative calaveras skull tattoos she had. I felt her shiver, heard her moan as her legs went a little weak with the contact.

“I’m still busy here… but you better not fucking stop doin’ what you’re doin’, and if my legs go out, you better fucking catch me, aight?” Jess asked.

It was almost as much a threat as it was a question, but I wasn’t going to let her fall.

“You do your thing…” I said, sliding two fingers up against the folds of her pussy and its light landing strip, before I began to rub at her clit. “And I’ll do mine…”

With that, I leaned in, pressing my face between her ass cheeks and pressing my lips against her tightest, most forbidden hole. I kissed and suckled at it for a moment, spreading my saliva around as I reacquainted myself with her delicious asshole. I did this slowly at first, making her squirm and moan, rocking her hips against my face as she tried to use my mouth as her own personal sex toy. I kept my efforts teasing at first, never pressing too hard, wanting to please her but not wanting to push her too far yet. I knew it would be too easy for either of us to lose control, and I wanted to get her nice and properly excited, because this was a rare opportunity with her.

Sex with Jess had usually been something that was rushed for one reason or another, whether we were running off from school, or having a quickie, or really anything else we did in the back of her van. I knew she liked it hot and heavy and hard, and I enjoyed that too, but I was having a fine time with her like this, and I was happy to have more time with her before we got really down and dirty.

Having her here, now, with all the time in the world and both of us having sober heads?

That was something I wanted to take advantage of.

So, yeah, I probably teased her a little longer than I had to. Jess might have turned off the water a while ago and simply braced herself against the counter, groaning and cursing as I brought her to the edge of real excitement, then backed away. Her pussy was thoroughly wet at this point, her intoxicating and thoroughly feminine scent filling the room, driving me wild as I fought to keep restrained.

After I threatened to spear her asshole with my tongue, then backed away, she let out an exasperated sigh.

“Oh, come on! You really gonna be a fucking cunt tease about this?” Jess moaned.

“I’m sorry,” I said, keeping my tone sarcastic to make it clear how not sorry I really was. “It’s just that your ass is such a piece of art, that I thought it needed to be treated a certain way. Respectful and precise, as you would anything so gorgeous and perfect…”

Jess’s tone wavered as I went back to gently tonguing her ass. “Ah, fuck that… you know I like it nasty…”

I kissed her asshole one more time, teasing my tongue between her cheeks as I eyed her flexing hole. “If that’s how you want it, that’s how you’re gonna get it… just remember what you asked for…”

She laughed. “Oh, I’ll remember alright, I’ll- CHINGAME!”

I hadn’t gotten my tongue into her asshole when she said that, but I was pretty close. The fingers of one hand, meanwhile, were busy at work on her clit, running fast, firm circles over her most sensitive nub as her juices began to progressively wet my hand. By the time I’d slipped two fingers from my other hand inside of her pussy, I’d finally worked my tongue deep into her asshole, fucking in and out of her impressively as she groaned and writhed and pushed back against me.

While Jess was surprised at first by this sudden double-penetration, soon she braced herself against the sink, moaning loudly and rapidly speaking with the mouth of a sailor.

Jess groaned, “Chingame, chingame, chingame… fuck! Goddamn it, Ryan, you know how to rescue an absolutely shitty fucking day… here I thought it’d be all guilt and yelling and stupid family bullshit because I couldn’t be a girly little princess, and now you’re eating my ass and fingering me… god, yes, come mi maldito culo… fingering me like a fucking champ!”

She laughed, pressing against me, rocking her hips against my hand as she tried to get an angle that she liked. Her legs quivered more in this position, her moans deeper and throatier.

“God, I fucking love it!” Jess declared, practically squealing as I squeezed her clit. “FUCKING LOVE IT! You see? This right here… this right fucking here! This is what I want! This is the kind of girly stuff I can get behind! Don’t give me any of that backbiting bullshit or frilly clothes… just treat my fucking pussy nice and make me cum… gonna make me cum all over you, but that’s whatcha want, whatcha like, whatcha fucking love, right? Eating ass and making bitches like me cum all over you… fuck, keep going, keep going, treat my perfect, slutty ass and cunt like that, like that, like that… make me your fucking slut…”

She was moaning and wailing, flexing her ass against my face so energetically that she was practically twerking. Considering the dour mood she came in here with, this was a nice change of pace for her, and realistically, I could have had an amazing time right here, just eating her ass and fingering her pussy and making her cum as hard and loud and wet as I knew she was capable of…

But a fire grew inside of me that was hungry for more than just her ass, and with my thick, ten-inch cock as hard and dripping precum as it was, I knew there was only one way to feed that hunger.

I got the feeling that she would enjoy the process, as well, which just made it all the sweeter.

And so, as soon as I could feel her on the edge, I withdrew my hands from her pussy and pulled my face out of her ass.

Jess rounded on me, her face fierce. “Are you fucking kidding me?”

“No…” I said, eyeing her sternly and standing up behind her as I took hold of my cock. “I don’t kid when I’m this horny. You know that.”

“I do,” she grumbled, her voice almost a whine as she pleaded, “but-“

Roughly, I grabbed her and spun her to face the mirror again, forcing her to bend over and grab the counter.

“But nothing,” I interrupted, lining my cock up with her pussy and pressing it against her soaked lips. “You’re gonna cum soon… you just won’t be the only one cumming.”

Jess groaned at the feeling as my thick cockhead parted her pussy lips. This was not an unfamiliar position for either of us, as Jess and I had had sex a few times in the past, but that didn’t make it any less awesome when I felt my cock push inside of her tight cunt. Jess moaned, a high, whiny sound as the head popped inside of her, crying something out in Spanish I couldn’t identify, but sure as hell understood to be pretty fucking dirty. I ran my hands up her sides until I cupped her large, bra-clad tits, squeezing them as I pushed more and more inside of her.

Inch after exquisite inch, her cunt massaged and welcomed my cock, so hot and wet that I could probably slide inside of her with ease, even with her tightness, but this was not going to happen, no, not when we were both so hot for each other, and certainly not when I had her at my mercy like this. I wanted to feel every bit of her, wanted her to savor and enjoy every last inch of my cock as I buried it inside of her. We had time, and opportunity today, to really get into this, and it was something I meant not to waste.

I looked at her in the bathroom mirror, watching as her face was screwed up in ecstasy as I buried the last few inches inside of her. Jess was breathing heavily, holding onto the sink for dear life. Her eyes fluttered open briefly, looking at mine in the mirror with a light, dreamy look, before they opened wide when I forced the last couple inches in. Her mouth dropped open in pleasurable surprise, and she nearly let out another loud, lusty moan, but before she could, I leaned down and pressed my mouth to hers, kissing her deeply as we held this position.

With my cock buried balls deep in her pussy, my lips on hers and my hands full of two of the best goddamn tits I’d ever had the pleasure of knowing, you could say I was having a pretty good evening.

Breathing heavily, she broke the kiss. “You can be such an asshole sometimes, Ryan… lucky for you, I like some assholes… sometimes… and you’re one of ‘em… chingame…”

I squeezed her tits through her bra again, making her shiver. “I can’t say I like all assholes…”

I licked my lips for emphasis. “But I can say that yours is one of the tastier ones.”

Jess squeezed my cock with her cunt, making me moan this time. “You damn well know it.”

She rocked her ass, gently pushing away from my cock, before pushing back, fucking against me in this awkward position we’d found ourselves in. I groaned at her efforts, kissing Jess again before I stood up straight behind her, holding onto her hips for purchase. My eyes fell briefly to the epic ass before me, watching her flex it, her moistened asshole winking at me from above while I could just barely see my cock buried deep in her pussy below. Instinctively, I squeezed her ass cheeks, enjoying the way it made her moan from the deepest recesses of her core.

My eyes drifted back up to the mirror, watching Jess as she looked back at me expectantly.

“You’re so fucking hot,” I said, reaching up and unclasping her bra.

Jess shrugged out of her last article of clothing, dropping it onto the bathroom counter and now lusciously nude. I looked at her now free DD’s in the mirror, with her large, brown areolas framing rock-hard nipples that I’d have a lot of fun with once I had a chance to get face to face with her again.

“You’re pretty fucking hot too,” she admitted.

I dropped my hands back to her hips, holding on as I pulled out and thrust back into her as I joked, “Oh, admit it… you didn’t come here only because you needed a place to crash… you wanted some cock too, didn’t you?”

“I might’ve… chingame…” Jess hissed, pushing back against me as I worked up a rhythm to fuck into her properly.

“You know you only had to ask,” I said. I smacked one of her ass cheeks for emphasis, fucking her properly hard and fast now as she began to moan in one long, extended wail. “I mean… we are friends… fuck you’re so tight… you didn’t have to come up with a big, elaborate excuse just because you wanted to jump me…”

I knew that this wasn’t the only reason that she’d come over, but I thought she might at least get a good, hard laugh out of it.

She did. It was a quick, loud bark that got lost somewhere in a moan as we continued to fuck, but it got her going.

With a faint bitterness, Jess said, “It’s all fucking real, I promise… wish it motherfucking wasn’t, but it is, and I ain’t lying about having shit waiting for me when I get back home… so, yeah, maybe I didn’t have to come here exactly, and I did wanna get laid, but can you blame me? You’re hot, you know how to use me right, got that epic cock… if I’mma gonna be in trouble when I get back, I wanna have all the fun I can before I get whatever they try and punish me with…”

I couldn’t deny her that logic, and if she really wanted to make the most out of things before she got into any trouble, well, I wasn’t going to be one to deny her, was I? Sure, I didn’t need any reason to fuck her harder, because I knew Jess was always good for some of the hottest, dirtiest sex I could summon, but now knowing that this wasn’t just something that she wanted, but something she needed, I jumped into the hard, rough sex a little sooner than I probably would’ve otherwise.

Our bodies collided with each other like a battle between two titans, my hips blurring as my cock rapidly thrust in and out of her pussy while Jess slammed back against me, causing her ass to jiggle wildly. The two of us worked up a sweat in a hurry, both of us breathing hard while her tits bounced wildly, both of us grunting and groaning animals. I was always impressed with the stamina that Jess could summon considering how much weed she smoked, but the way she fucked back against me, you’d have thought the busty, tiny Latina was a seasoned track athlete.

I reached around her, squeezing her tits with both hands and pinching her nipples.

Hard.

Jess cried out in sharp, insistent pain at this, yet I felt her pussy clench around my cock. I knew I had her right where I wanted her, which was pretty fucking great for me in the moment, since I was pretty close to finishing myself.

I leaned in behind her, whispering in her ear. “Come on, Jess… cum for me, slut… cum for me, cum for me, fucking cum, you know you wanna… come on, cum for me… slut…”

She looked at me in the mirror, biting her lip insistently, almost as if she was debating whether or not she wanted to hold back. I could see that moment of concern and conflict pass as quickly as it came, and that sweet, gorgeous look of surrender taking over her face as she closed her eyes and her full lips opened in a beautiful O of absolute ecstasy.

For a girl who was rarely at a lack for words, there was a feeling of great power that came with making her cum so hard she couldn’t even swear at me. One moment she was bracing herself against the counter as I continued to fuck into her roughly, the next she let out a high shriek of pleasure, jolting back against me as her entire body shuddered uncontrollably. She shook against me like this for a while, and I held onto her tightly, not wanting to let her fall as she let loose and came as hard as she had to.

Of course, the way her pussy squeezed my cock, milking it as I continued to pump into her, I couldn’t hold out very long myself. With a deep and powerful grunt, I buried my cock deep inside of her, cumming hard as I filled her clutching cunt with cum. It felt like her pussy was sucking up every last drop, needy and demanding and stimulating me with greater intensity as I thrust the last few drops inside of her. The pleasure was thoroughly overwhelming, but one that I would never deny myself when with Jess.

Finally, I slowed, and she began to relax, nearly slumping down over the bathroom counter. I held onto her tightly, even though I felt like I was about to lose my own footing in the midst of all this.

Jess craned her neck up to look at me, smiling a goofy, content smile that I soon covered with my own lips. My hands still squeezing her tits, we made out for a good, long moment like this, shivering and shuddering lightly.

“That was… fucking fun!” she exclaimed, gently pushing me off of her. I let her go, pulling my cock from Jess’s pussy as I stepped away, and she turned to face me on wobbly legs. My cum had thoroughly leaked from her pussy and down her legs, almost covering the calaveras tattoos on her inner thighs as it continued to trickle down.

“Awww, man, that’s how you know a good fuck,” Jess continued, fingering my cum in her pussy and moaning softly. “I’m having trouble walking, and I’m just dripping aaaaaaalllll the fucking cum… yeah, we’re off to a good fucking start.”

When I’d first seen Jess tonight, she was completely unfamiliar to me, but now that I looked on her, this unconventional sex goddess all full of energy and joy… I knew her again. I was happy to bring some of that back in her, and was still hopeful for what that meant for our night.

Looking at me expectantly, Jess asked, “So, would your dad, like, mind if I smoked up a little? Not to like stink the house up or anything, but… you could totally join me if you want some too, I don’t wanna put you out or anything.”

I laughed. “I’m gonna pass today, but I don’t think Dad will have a problem with it. Especially if you save some for him; he doesn’t partake often, but is something of a connoisseur.”

Jess laughed in response. “I think I could learn to fucking love it here.”

I grinned, then pulled her in for another kiss.

***

After things calmed down from the bathroom, I opened up my bedroom window for ventilation, Jess lit up a joint (as well as giving me a few to gift to Dad as thanks for letting her crash here), and we wound up on my bed for a good long while, shooting the shit and talking about life, family and the future while we watched porn on my laptop. Unsurprisingly, she was a fan of big booty girls getting fucked in the ass, which worked pretty damn well for getting me back in the mood, too.

It was a nice, relaxed kind of evening, different from our previous encounters but no less erotic. Seeing this naked beauty beside me, the two of us occasionally touching or stroking each other while we chatted and watched porn and she got nice and toasted… it was pretty amazing. Family issues she was trying to dodge aside, Jess was a remarkably relaxed presence, so confident and unrestrained even when not under the power of some impressively strong weed.

Even with my window open and without taking any drags off the joint, I was beginning to feel a little giggly and heady with Jess, which only seemed a perfect way to feel at the end of this day. We chatted idly about the most random shit, of school and gossip and our favorite pop culture, of life experiences both mundane and adventurous.

In the midst of some particularly intense debate about the weirdest things that could be found in our homes, Jess rolled onto her side next to me. “You’re fucking with me… I know you’re fucking with me…”

“I’m not fucking with you,” I declared, even though I knew the story itself seemed unbelievable.

“No, you’re definitely fucking with me. I know when it’s the weed, and when I’m being fucked with, and this isn’t weed paranoia, this is just good old fashioned fuckery, and you’re fucking with me, right? Because if you are, I have to warn ya, you’re fucking with the wrong Latina bitch. I will cut you,” she threatened jokingly, laughing.

“I’m not fucking with you! The drawing’s on the wall of Dad’s office, framed and everything! You can check the signature if you want…” I suggested.

She took another drag from her joint and holding her breath for a moment before letting out a puff of smoke. “You bet your sweet ass I’ll check that shit out… in a little while, anyway… there’s no fucking way your dad’s got a caricature drawn by Jim Morrison-“

“He does,” I interrupted.

Still agog, Jess continued, “-and there’s no way in shit the drawing’s from… what?”

“2004,” I replied. “I’m not saying it was real because I can’t guarantee it’s real with 100% certainty, all I’m saying is that it looks real, and that Dad’s not one to bullshit me. He’s sure of what he saw, knowing how crazy it is and all that… but he’s just so goddamn certain that I’m not inclined to disbelieve him.”

Jess set her joint down in the ash tray she’d set on my nightstand, looking up at the ceiling thoughtfully. “I dunno. I think parents are there to be disbelieved at least half the time.”

“At least?” I asked, rolling onto my side next to Jess so I could get a better look at her. Still naked, her large breasts still rising and falling impressively with every breath while her pussy looked a perfect mess, she still looked unbearably hot by my eyes.

My cock was once again rock hard, a fact that hadn’t seemed to escape Jess’s attention either as she answered my question.

“I mean, sometimes they know what’s right because they’ve been there before, but other times they’re just giving us a lot of bullshit that we gotta spend the rest of our lives working out, ya know? Bad lessons like ‘family is forever’ or ‘you gotta know what you’re gonna do with your fuckin’ life by the time you’re fifteen or you’ll be lost forever’. They think that going to college and getting a career’s the end-all, be-all of existence and it’ll help me get my act in order… but I don’t know about that. Not like things haven’t been fucking awesome tutoring with you, I’m feeling really fucking satisfied these days, but… I don’t know if their path is the one for me,” Jess explained with remarkable eloquence, her stoned philosopher side fully having taken over.

I reached between her legs, fingering her pussy gently and loving just how exquisitely it made her moan. “So, what is your path? Or is that still up in the air?”

Her hands grabbed onto the sheets tightly as a loud groan forced her to bite her lip. “I know where that path’s going soon, if that’s what you’re asking.”

“Not exactly,” I said, circling my fingers over her clit playfully.

Her breathing quickened as I fingered her pussy, her folds getting wetter by the moment. I could tell that she was torn between simply giving into this, and actually answering my question.

Remarkably, she went the latter approach.

“I want adventure,” Jess moaned. “I want to just pack up in the back of my van and drive off into the fucking sunset on an epic fucking road trip, see where things go… see the sights (preferably in states with legalized weed), get into some trouble… do some things I’d never do if I stayed here… I want to fucking live… live without anybody judging me, or trying to put me into a box, or make me into someone that I’m not… freedom, baby…”

She groaned, arching her hips against my hand, even more insistently as I pulled it away from her pussy. I climbed on top of her, burying my face in her tits briefly, suckling on one nipple, then the other, before going back to the first again, enjoying the slow, low moans that escaped her throat as I pleasured her with my mouth. It wasn’t exactly an answer or even a response really to what she had brought up, but she seemed to enjoy it all the same, running her fingers through my hair as I sucked at her tits.

After gently biting down on one of her nipples, hard enough to make her hiss at me and cry out pleasurably, I climbed up so I was face to face with her. I kissed Jess deeply, and she responded in kind, meeting my tongue with hers as we made out. Her hands ran down my body, then reached between her legs, grabbing hold of my cock as she lined it up with her pussy.

I grinned down at her, then pushed forward, burying my cock inside of her again.

We both groaned pleasurably as I did this, enjoying this moment as we were rejoined. It wasn’t a moment I let linger, however… no, not when we were both ready for more. I started thrusting in and out of her, soon building up a nice, moderate rhythm that had both of us quite pleased.

“Adventure… freedom…” I grunted. “Sounds like a good look for you.”

“Duh,” Jess moaned, kissing me sloppily.

“And until then?” I asked.

“I just keep on going… family, school, friends, skating, weed, porn, sex… fucking hell… chingame… chingame…” she replied, her voice getting a higher, needy tone that I truly enjoyed.

“Sounds amazing…” I grunted, fucking into her harder.

“Right?” Jess continued, grinning as she cocked her head to look at the porn on my computer before locking her legs behind my ass. “Come on, fuck me harder, Ryan… I want you to fire off nice and deep. Drench this slutty little coño in cum…”

She guided the pace of the fuck readily with her legs like this, and I was more than happy to give it to her as hard as I could. I could hear the insistent vibrations of both of our phones… Jess’s no doubt her family looking for her, while mine could have been anyone, though I did have the sneaking suspicion it might have been Alice trying to warn me how loud the two of us were being with an open window.

Welcome though the warning would be under most circumstances, I didn’t think there was anything that could stop us. Jess was a girl who wasn’t easily slowed down once she got started, and at the pace we were going, I doubted anything shy of an earthquake would stop this fuck from reaching its natural conclusion.

We kept up like this for some time, and when I knew I was ready, I reached down between us and fingered Jess’s clit, ensuring that we came at the same time. Jess definitely appreciated these efforts, groaning and giggling beneath me, her legs squeezing me and forcing me to fuck her harder and harder until she couldn’t help but cum on my cock, hard, gushing as her pussy muscles massaged my cock, forcing me to cum deep inside of her once again.

I kissed the Latina goddess beneath me passionately, holding her close as we both shivered and came down from our orgasms, both of us basking in the blissful aftermath.

This lasted approximately seven seconds before the next clip queued up on my computer, and we were interrupted by the loud moans of hardcore, pornographic fucking filling the room.

We cracked up laughing, holding close as we giggled at the overenthusiastic overacting on the screen.

“I should… probably lower the volume. Now that I’ve got that post-sex clarity, I think I can actually hear how loud it is for once, and with an open window…” I said.

“Uh huh. You’re really one of those ‘what’ll the neighbors think’ guys?” Jess asked, rolling her eyes before pulling me in for a kiss.

I enjoyed the kiss, but then pushed off of her, pulling out and walking across the room to lower the volume a few notches. “Oh, I know what my neighbor will think. Alice would love to watch, and listen, and all of that good stuff.”

“I’m liking Alice already… is she hot? And I guess more importantly, is she the kind of person we’d actually want watching?” Jess asked.

I looked out my semi-open window, toward Alice’s bedroom across the way. It was dark in there, but I got the distinct impression that she was there, watching us and touching herself. If I checked my phone, I was still certain I’d see some texts from her, either telling us how noisy we were being, or giving her review of what she saw… and I’ll admit there was some temptation to do this.

Some.

But still, I didn’t go for my phone. Instead, I walked back over to the bed, looking down at the still splayed out and thoroughly just-been-fucked Jess, and smiling.

“Incredibly hot. Nice as all hell, and, yeah, you’d definitely want her watching you… She goes to our school, you know. New girl?” I said.

A look of dawning realization hit Jess’s face. “Oh, yeah, sexy accent, amazing hair?”

“The same,” I said, still enjoying this look at Jess, while the sounds of some fairly intense porn played in the background, albeit at a lower volume than before.

“Well, call her up, let’s make this a party!” Jess suggested, reaching up to squeeze her tits. “More the merrier, I say…”

“Maybe another time,” I said, walking over toward the side of the bed Jess was on so I could reach down and gently squeeze one of her nipples. “I know you’re still recovering from a shit day and want to have all the fun right away… but I was kinda enjoying having you all to myself.”

“Yeah?” she replied, smiling brightly.

“You are a lot of fun, you know,” I suggested, making Jess laugh. “And I’ve been having a good time cheering you up.”

“Awww, that’s fucking sweet!” Jess replied enthusiastically, rolling over onto her stomach, then rotating just enough to face me. She propped herself up on her elbows, smiling up at me sweetly, while also looking hot as hell the way her big tits hung down beneath her… fuck.

“Yeah, well, I can be a sweet kinda guy sometimes,” I replied, my cock twitching as she inched forward, her face now only a matter of inches away from my cock, close enough that I couldn’t help but feel her breath on my still somewhat sensitive cockhead.

“I know,” she said, leaning forward to kiss the head lightly. “Mmm, still tastes like us… and I like it when you’re sweet…”

She kissed the cockhead again. “…and when you’re rough…”

She kissed it again, wrapping her lips around it briefly and taking more of it into her mouth, before letting it go with a wet POP and smiling up at me. “…and when you’re one of the few people around here who believes in me and makes me try to be better. That’s pretty fucking awesome, too…”

My cock was hardening at an impressive rate considering how recently we’d had sex, but Jess was that hot, so maybe it shouldn’t have surprised me that much.

Soon I was quite hard again, and she was sucking almost half of my length down, gently and playfully, looking up at me with her sparkling brown eyes as she tried to smile around my cock.

I groaned. “Well, I can say with absolute certainty and no qualification whatsoever that I’m really happy that you ditched out on your cousin’s quinceañera… fuck…”

Jess pulled her mouth off of my cock and smiled up at me, unmindful of the strings of drool that connected her mouth to my cock. “Uh huh… yeah, I’m fucking haaaaaaaappy, and not just because of the weed, and the sex… but they really fucking help…”

She kissed my cockhead again, playfully. “But you wanna know what’d make this slut really happy too?”

“I’m sure you’re about to tell me,” I moaned.

Jess lightly licked the underside of my cockhead. “Well, you know how I said how much I liked you being sweet and all that? I’d really like you to fucking forget all that shit, aight? What I’d like most of all right now is that cock buried down my throat, and you fucking my face like I’m a fucking whore. Like, all the way down my throat… I wanna gag and watch you unleash the fucking BEAST!”

She laughed and licked her lips.

This would normally be the time that I’d ask a girl if she was certain this is what she wanted, especially with the way things started with Jess this evening… but if there was one thing I knew about her, it’s that once she set her mind to something, there wasn’t much that’d stop her.

“No problem,” I replied. “Want some hair-pulling in there too?”

Jess giggled as if I’d asked the most obvious question in the world. “What kind of rough face fuck’s complete without some hair-pulling?”

I shrugged, and took hold of a couple handfuls of her hair. “I guess you’d know.”

“No shit,” she replied, opening her mouth as I managed to force the entirety of my cock down her throat.

With her plump lips again wrapped around my cock, I found her request to be a pretty easy one to grant. With her hair in my hands, my cock buried deep down her throat, and those sweet, brown eyes of hers looking up at me, I proceeded to give her exactly the rough kind of facefuck she demanded. I gave her most of my length with each thrust, enough that I could enjoy her tongue swirling over my cockhead with every pull back, before I thrust back in down her throat. She made a strangled, gagging sound, drooling heavily as I gave her this rough treatment. Her rapidly jiggling tits were coated in a sheen of saliva and precum as I continued this rough fuck while her eyes teared up, yet I don’t think I’d seen her happier.

She kept this up longer than I’d have expected of her, but by the time she pushed me away, coughing and gagging, she looked up at me with eyes that blazed with lust.

“Fuck… I need that monster up my ass, like, yesterday,” Jess groaned, propping herself up on her hands and knees on the bed so she could better face the porn on my computer screen.

I stared at the beautiful sight of her ass jutting out toward me for maybe a few seconds too long, because before I could do anything, Jess dropped herself into a face down, ass up position, reaching behind her to spread her ass cheeks with both hands and better show off her asshole and pussy to me.

“Come on, Ryan… I’m high and horny and need my ass fuuuuuuuuuuuucked…” she laughed, teasingly, winking her asshole at me.

This snapped me out of any inaction. I nearly dove for the bottle of lube on my bedside table, squeezing out a generous amount and making sure my cock was nice and coated before I crawled up behind her, teasing my cockhead against her tight little asshole. Jess flexed her ass again, teasingly jiggling her cheeks with her hands and squeezing my cock playfully.

I took hold of my cock and lined it up with her hole, pushing forward with gentle force. Even with her excitement and all the lube I had, it still took some effort, but with a slight thrust, soon I popped my cockhead inside of her tightest hole yet again.

Jess groaned into my bed. “Si, chingame el culo…”

I grabbed hold of her hips, pushing forward into her most exquisitely tight hole a little bit at a time until I had every inch of my cock buried deep inside of her ass.

She chuckled shakily, letting go of her ass cheeks so she could get back onto her hands and knees. “Ohhh… fuuuuck… god, I know I’m gonna have a good day when I feel your balls up against my pussy… fuck…”

“Well,” I grunted, pulling back and thrusting deep into her ass. “I know it’s a good day when I’m balls deep in your ass… so I think we’re pretty fucking even there…”

Jess laughed, pushing back against me. “Good to hear… now fuck me… chingame duro…”

“I was getting there,” I grunted, developing a rhythm as I began to fuck her ass properly hard.

This wasn’t the first time I’d fucked Jess’s ass, and I knew exactly what she liked and how she liked it, and how I liked to fuck her ass too, for that matter, so once I established a rhythm, I was fucking her up the ass pretty damn hard. She was moaning and cursing, sometimes in English and sometimes in Spanish, fucking back against me as her tits bounced wildly beneath her, and generally looking every bit the hot slut I knew she could be when she was taking my cock. There was a familiar sense of fun to sex with Jess Garza that made me always look forward to our encounters, and even though she had a certain way of putting me through my paces, I knew we’d both be happy by the time we were done.

What I hadn’t expected was the reappearance of Philosopher Jess.

“So, I told you my dreams… where are you headed after graduation?” she asked, playful, and impressively continuing to watch the porn on screen as I railed her ass.

I’d been asked this question by a number of my friends and lovers, but I got the impression that my usual noncommittal answer about probably heading to the nearby community college likely wasn’t going to fly with Jess.

I grunted, squeezing her ass with my hands. “Got extra room on that road trip?”

Jess groaned, squeezing my cock with her ass muscles. “I got all the room… but I think you and me both know that’s not happening… your story happens here, Ryan… and I know you like me, and I like you, but you’re not gonna leave your girlfriends behind now that you finally figured out what it’s like to actually have one…”

Alright, so even when on a nice buzz, it seemed Philosopher Jess could be pretty observant. “Yeah, you got me there.”

“I’m not asking you to have a life plan or anything like that,” she moaned, pushing back as she craned her neck to look me in the eyes. “Just wonderin’ if you had any ideas… holy shit that’s some good fucking cock... ‘cause I could think of some great fucking ideas for what you oughta spend your time with…”

Happy to be less on the spot, I asked, “Oh yeah?”

“Uh huh!” she exclaimed, looking back toward the screen. “Ryan, I think you oughta get into fucking porn!”

I laughed sarcastically at the suggestion, fucking her harder as I did so. “Yeah, I’ll put that at the top of my list…”

“What?” Jess shot back, her voice as fiery as it was quivering from the intense anal fuck. “I was fucking serious! A cock like that, stamina like you got, you’ve got one hell of a future in porn! Shit, set up an OnlyFans, get some of your girls onboard, you could make some serious bank for whatever you’re doin’ next! Road trip, business, college, fucking porn career! I think you could really fucking do it… god, keep going like that, making my ass feel gooooooooooood…”

After some more thought, I laughed again, spanking her ass for emphasis as I turned to look at the dark window across the way, wondering if I was looking at Alice watching us back. “Believe it or not, you’re not the first person to suggest I had a future there…”

“Well, whoever told you that’s a fucking genius…” Jess moaned, reaching between her legs and fingering herself energetically with one free hand. “God, keep going, please fucking keep going, you’re gonna make me cum so hard… make me cum from fucking my ass, god, it’s so fucking good, cock’s so big, tearing me up… keep going, keep going, harder, harder, fucking harder, fuck my slutty awesome Latina ass, keep going, chingame, chingame, CHINGAME MOTHERFUCKER!!!!!!!!”

Jess came again, loudly and devastatingly, crying out so hard that you would have thought her world was fucking ending for how intense it felt. Her arm collapsed from under her, leaving her face down, ass up once again, and her pussy gushed against my thighs messily as I continued to fuck into her, her tightening asshole and quivering, painfully sexy body doing everything possible to make me cum as well. It was only by the virtue of my most recent orgasm that I kept going, but even so, I had to slow down a little so the tightness of her asshole wasn’t painful for either of us. Instead, as I slowed my thrusts, I groped her ass and ran my hands up and down her sweaty back, enjoying the way her body shook uncontrollably from the pleasure.

I let her like this for a moment, keeping my pace slow as I continued to fuck in and out of her ass. For a moment, things quieted in this room to a point where the loudest sounds other than our mutual heavy breathing came from the porn on my computer.

Jess twisted her head just enough to look at me, looking particularly tired and well-fucked, but with a pleasant smile of mischief on her lips. Part of me wanted to lean down and kiss those lips, and not just because Jess was an amazing kisser… but a darker part of me, one that was driven by fire and raw, animalistic lust, thought of something else that I thought those lips would be well suited for.

“Gonna cum soon… how nasty do you want it?” I warned.

Jess’s smile grew pleasantly dark at this invitation. “Very. How’s that even a question?”

I grinned at this invitation, and went back to pounding her ass as hard as I could. Jess held on for dear life underneath me, her body jiggling lusciously with every impact as I drove into her with a wonderful brutality. My cock was in heaven inside of her perfectly tight ass, splitting her open as her muscles gripped me tightly. She cried out in dirty ecstasy, looking so positively pleased as I fucked her with everything I had.

“Come on, that’s it, do it, do it, cum for me, correte para mi, harder, harder, harder, you fucking got it, I want that cum, give it to me, give it to me, GIVE IT TO ME RYAN! I WANT THAT FUCKING CUM!” Jess cried out, flexing her ass around my cock as I gave it to her.

My balls boiled and my cock swelled with need, my entire body set alight by an urgent need for release. The pleasure was overwhelming, and even if this was going to be my third cum in a short period of time, I knew that this was going to be a big one.

When the moment of truth arrived, I pulled out of her ass and quickly grabbed hold of Jess, rolling her onto her back. Quickly, I straddled her stomach and jacked my cock like my life depended on it.

Jess saw where this was going, dropping her head and opening her mouth before sticking her tongue out in anticipation.

The first shots came out with impressive force, splattering across her tits and neck, then her chin. Shots of cum hit her cheeks and open mouth as she eagerly swallowed those first drops as if they were the most delicious thing she had ever tasted. As it felt like my life was being drained out of me through my cock, I continued stroking, giving her more shots that practically coated her chest and face. What she could catch in her mouth she eagerly swallowed, while her excited tongue swept around and tried to slurp down more from what landed on her face.

As the last shots trailed off to a matter of drops that fell on her chest, I looked down at Jess, an intensely erotic and utterly dirty sight. Looking truly satisfied, Jess smiled up at me through her cum mask, giggling softly. With a welcome gentleness, she took my cock in hand and guided me forward until she could take the head, then the first few inches, into her mouth, sucking out the last few drops. Oversensitive as I was, this made me twitch, and laugh to myself, a little, before I collapsed back onto the bed next to her.

We lay like this for a moment, catching our breaths, before I said, “Wow.”

“Wow,” she repeated, toying with the cum that coated her. “You made me a fucking mess… a fucking tasty mess, but, it’s still a fucking mess. I’d clean it up, but… I’m just gonna sit right here for a while, wait for my legs to start working again, ya know?”

“I know,” I said, sighing pleasantly as I stroked her thigh.

She shivered, which brought a smile to my face.

I asked, “So… this work as a good distraction?”

Jess propped herself up on her elbows to better look at me and laughed. “Uh, fuck yeah it did! Didn’t think about quinceañeras or family shit or how good it felt to hit my cousin for a loooooong while… ah, fuck did that feel good!”

“Good,” I replied, “because I’ll be good to go again soon… just give me some time to recharge, and I’m all yours again.”

Jess giggled, then slid onto her feet next to the bed, finding her legs wobbly but capable of holding her weight as she ambled toward the bathroom. “Oh, you know I’m so fucking down for that… but, serious, man, invite your neighbor girl over… I’ve seen her around and she’s tasty as all hell, you don’t gotta worry about me… you fixed my day, and now I’m ready to party! And raid your fridge, I think I got some hella munchies…”

She disappeared into my bathroom, still giggly and wobbling, but looking like her day really had turned around. It brought a smile to my face, having done this for her… well, that, and all the hot sex we’d had, and would have as the night went on…

I thought about what she said, looking again to the darkened window across the way, and toward my phone, still occasionally vibrating with unread texts. Would they be from Alice, or would they be from any number of my other friends and lovers? I wouldn’t know until I checked, and though I still wanted to be here to make this night about Jess and Jess alone, I had to admit, she painted an intoxicating picture of fun that could be had.

I tapped my fingers thoughtfully, looking from Jess cleaning up in the bathroom, to the open window, to my phone.

“Curiouser, and curiouser…” I murmured.