Teaching Her a Lesson Pt. 20

"Hard to be a couple when there's two of you in here with me," I pointed out. Taylor's resentful glare never reached back to Cassie, mollified by firm fingers.

"Yeah, I guess that makes sense. So arewe a couple? Like, of three, I mean. Or is the couple the three of us, and Abbie, and Coach and Officer Barbour and, um, I guess my mom? Oh, and Tabitha now, too. That would be the weirdest date of all time. But it would rake in the clicks if we filmed it. Assuming we had sex after. Do you think we'll ever do that, all... what is that, six?"

"Seven. Eight, with me."

"Eight of us. Wow, an eightsome. I don't think I've ever seen that hashtag. I guess it would be a gang bang, except the gang is women. Sort of empowering, when you think about it like that."

"Yeah, it's really breaking that glass ceiling on the whorehouse," muttered Taylor.

"We're not whores. Whores get paid. Wait, you're not getting paid, are you?" The fingers in my back froze. "You're teasing me again. I was gonna say, how would a public school teacher afford half a dozen full-time hookers? Not that I think of myself as a hooker. I mean, I guess if you wanted to pay me, that would be OK, as long as you wanted to. Honestly I'd keep on pleasuring you even for free. It's so fun. What other guy else would let me give him and his girlfriend a shower massage?"

"I'mnot his girlfriend," Taylor clarified, her voice right atop my own sternly put, "She's not my girlfriend."

"Right, sorry. Just... I dunno, I hardly ever see you kiss anybody else. Not makeout length like that. Maybe I'm just not paying enough attention? No, that can't be it. Not in the right place at the right time, then. Which is a shame, because I like your lips, Mr. Canon. I bet you're a good kisser. They don't kiss a lot in porn either, which I think is a shame. They usually just dive right in and start raw dog big dick wet cunt fucking. Dinguses and hoohas all over the place. It's hot, I guess, but it feels like the actors don't reallylike each other necessarily. It makes sex feel very jobby. It makes me sort of feel bad for those porn stars. I feel like if I was a porn star, I would try to bring some joy and spontaneity to it. Make my guy - or girl - or guys - or girls! - feel special, show them a good time."

"Does sheever stop..."

"I'm just telling the complete and total truth. I always do, so long as it's only Mr. Canon and other people who know his secrets."

"That she does. Now Cassie, I think we're all warmed up. Thanks for that. That was nice. Right, Taylor?"

"Yeah, not bad," Taylor answered charitably. "Funky how fast a bitch gets used to showering with other girls around you, C-dawg."

I turned to face Cassie, and Taylor followed suit. I let myself be mesmerized for a moment by the sight of them, these two leggy ladies, naked and wet, bright-eyed and beautiful. "Taylor, why don't you dry off, then grab the bottle in my nightstand and bring it to us. Then you can relax for a bit, and I'll be out. OK?"

It only took her a moment to deduce what I had in mind. "Oh shit, you're finally gonna do it, aren't you?"

"Do what? Are we getting drunk? My mom is not going to like it if I start getting drunk over here."

I pulled Cassie up against me. She'd heretofore kept her hair by and large out of the stream, but now it flattened her deep red hair against her scalp. I smoothed it back out of her eyes and planted a kiss on her forehead. "Are you ready?"

"Ready?" Her forehead wrinkled in puzzlement, but I waited for her to reason it out. After a few moments, as Taylor wrapped herself in a towel and strode into the bedroom, comprehension dawned on her sweet face. "OH MY GOD! ARE YOU GOING TO FUCK MY ASS?!"

I nodded. "If you're up for it."

"Up for it?! I've been getting ready for it forweeks! Oh gosh you have no idea. At first I was like just because I have a nice butt - at least I think I have a nice butt; I hope that doesn't sound conceited - but it wouldn't make sproinking it any more pleasurable for you, plus I worried what ifI didn't like it, what if I was too tight or too scared or too uncomfortable or there was something wrong with me in my booha, and it went horrible, only then I bought the plug and greased it up there and oh my lovely lordy it feltso good Mr. Canon, you don't even know, and ever since then I've been practicing and then practicing just got to be fun, likemmmmm fun, and then I started sort of using it like a dildo, and it was evenbetter, maybe not as good as sex with you but maybe it was, not to be rude, but I think maybe having a nice butt means having great butt sex, and I don't even know if that makes sense but it's definitely true for me and I can't wait to show you how good I can make it for you, I promise once you fuck my tight little ass you'll never want to fuck anything ever again - not really, that's just me trying to dirty talk; am I getting better? I feel like I'm getting better - but wow, this is amazing, thank you thank you thank you thank you thank you Mr. Canon, you can go ahead andoooooooooooooooooooooooooonnnnnnnnnnggggggggghhhhhhh..."

Somewhere in the middle of all that Taylor had come back with the lube. Without disrupting her monologue, Cassie redirected the shower head so that it didn't immediately rinse the cool, tingly goo off my cock. She applied it via a subconsciously delivered handjob, though it was utterly unnecessary to get me any harder than I was. I'd been hard ever since my lips had landed on Taylor's on the sidewalk. Well, no. It had been awfully cold. Still, Cassie's massage had more than restored my enthusiasm.

She was still talking when I bent her face-first toward the tile wall and came around behind her. There it was, her round pink wrinkled hole, framed by two gloriously womanly cheeks. I'd have to thank Candy for putting it through all its exercises during volleyball practice. I lined up carefully, not really sure what to expect in this, my first foray into the unknown regions. I'd once accidentallyalmost put it there during a drunken bout of sex with a college girlfriend. It had been far too tight to permit entry, and she'd panicked that I'd even tried. Cassie, however, had been prepping for this for quite some time now. It took only a little pressure to push through the outer barrier, and then I slid in like...

Like the tightest little pussy I'd ever fucked.

It wasn't the same, no. Even with all Cassie had done, this wasn't the puddingy velvet texture of a cunt. It was a bit more rigid, a bit more smooth, a bit less inviting. Except as I crept forward, Cassie pressed herself back firmly until she was impaled to the hilt at one go. Her moan of ecstasy rattled the door to the shower.

"Look at you, gettin' good and pegged, yo," observed a bemused voice behind me. "I'll leave you guys to it. And don't even fuckin' think I'm sucking that thing after this for at least a day."

"It'sfineMr.CanonIirrigatedrightbeforeIcameoveritshouldbeevencleanerthanmypussybutIgetthatitdoesn'tfeelthatwaybutohgodohgodohgodohgodjustlikethatjustlikethat...!" The monoexpression finally trailed off into an ear-splitting screech as she came. I could feel her pussy quivering through the interceding membranes, or at least I thought I was. Even if I couldn't, the way her body went slack confirmed the climax. I caught her just in time with one arm across her belly and the other around her breasts. Before I could caution her not to slip and hurt herself (and god knows how much the presence of a substantial object in her asshole might worsen such an ordeal), her legs regained their strength.

Sort of.

Suddenly, they were wrapped around my waist in a bizarre backward contortion act. Her fingers clutched at the narrow ledge where the tile met the drywall above the shower for support, but other than that, her entire body rested on my cock in her butt.

"Cassie, Jesus, I...!" I stepped forward, slamming her chest against the wall just to provide a little extra friction and to bring her center of balance closer. Her taut ass cheeks pressed against my lower belly, trembling in sudden exertion and ongoing elation.

"Oh please don't make me stop, Mr. Canon. I saw this in a video - hashtag gymnast, hashtag amateur, hashtag anal - and I just had to do it with you. I can do it, I promise. Please don't stop. Please fuck my ass. Please. Oh please oh please, please fuck my tight virgin ass, Mr. Canon."

Credit was due to Candy and Isa. If I hadn't gone so hard with them the night before, my weakness to dirty talk would have had me irrigating her bowels for the second time today. With determination, I continued fucking her. To say it wasn't easy would be the understatement of the year. Each thrust consisted of having to lift her body with my arm, then slowing her descent so I didn't damage her tender back door. She was barely able to help, though some creative work with her lower legs braced against my own hard-flexed ass provided her at least some purchase. It was an epic workout. I could feel myself sweating despite the steamy shower water.

If Cassie found it uncomfortable, or too much work, I'd never have guessed. No, from the moment she was penetrated, she never stopped her Cassie-esque litany of honest observations and porn-inspired rambling. Begging for more. Praising how good I made her feel. Promising to be my on-call butt slut for the rest of our lives.

It was a point of pride for my stamina (albeit a stain on the record of my abdominal workouts) that my muscles gave out before my balls gave in. I finally had no choice but to get her feet back on the floor, and from there, we repositioned. I laid down on the shower floor, and with hunger in her eyes, she dropped her ass back onto me and started to ride. I was a bottom this time, and she was far too slippery to help lift besides; there was nothing for me to do but lie there and let her ass ride me like I was a bull. She was far more vigorous than I would have been about it, but after her practice with her butt plug, she'd have a better idea about her comfort and pleasure than I would. Ordinarily I preferred cowgirl to reverse, but considering the occasion, I directed her to spin away and let me play with her ass while she fucked me.

"Are you gonna come in my ass, Mr. Canon?" she asked as she squeezed her slippery buttocks.

"Damn right I am, sweetie. Don't you dare stop."

"Never. Never ever ever never ever never ever!"

She'd already climaxed so many times - or had it all be one endless ebbing and swelling orgasm that began the moment I pierced her asshole? - that I couldn't tell if the sudden flood of cum in her butt triggered another one, or if the timing had been mere coincidence. Either way, we came so loud I wouldn't have been surprised if her mother heard it next door. After a moment, as my shaft lost some of its turgidity, it didn't so muchslide out of her as wassqueezed out by the incredible tightness of her ass. She collapsed in the gathering puddle beside me, giggling delightedly and pawing all over my chest with delirious post-ass-coital affection.

"Thank you for that. Thank you so much. I love you, Mr. Canon. I can't wait until we can do that again. We-"

Her words registered with me the moment they did with her. "Cassie..."

Like she hadn't just had a thigh workout that I'm sure put anything her coaches had ever put her through to shame, she was on her feet in an instant. I think she'd thought she could simply bolt in humiliation and discomfort, except she was soaking wet, naked, and had a ribbon of cum sneaking out of her ass crack. So instead, she made for the nearest towel and started dabbing herself off with a ferocity.

"I'm so sorry for that, Mr. Canon. I'm so embarrassed. I can't believe I told you that. I was just feeling really happy is all. And I mean, maybe I do, but I shouldn't say it, right? Especially with Taylor in the next room. Oh my gosh. You probably hate me now. You're so stupid, Cassie! Stupid stupid stupid! Why did I-"

The water turned off, I caught up with her and held her arms still, using them to pull her body against me. "You're not stupid, Cassie. You're incredible. That was incredible. Your ass is incredible. You don't need to apologize."

"I feel so..." She didn't say stupid, but only so I wouldn't correct her again. "And you didn't say it back, so now I made everything weird between us. Booty calls aren't supposed to fall in love! What was I even thinking?!"

"You had great sex, and you like me, and I like you, and it came out. It's all right, Cassie. And I love you, too. I don't know what it means in our weird little circumstance, but you are loved. You understand me?"

She twisted herself in my arms to look up at me with those big brown eyes of hers. "Yeah? You promise?"

I kissed her. It wasn't a long kiss, or a steamy one, but it was sweet, and affectionate. The sort of kiss I wished the first girl I'd ever said that to had given me. "I promise."

Her arms were wrapped around me, and then she started to cry.

Not long after, I flopped down onto my bed, my towel wrapped snugly around my waist but otherwise still naked. Taylor lay curled up beside me wearing my bulky GHS football t-shirt and, as near as I could tell, nothing else.

"Sorry if that was awkward for you," I managed. Cassie had only just left, literally skipping home to brag to her mother about what a great ass-fuck she had proved to be. I hadn't even fully caught my breath yet.

"That was a hell of an ass-fuck in there."

"Yeah, I know. Don't worry, not something I plan on doing with you."

"It's all good, C-dawg." She rolled over to face me, a wry grin on her lips, batting her dark eyelashes. "'Cause ya know, if you did, I'd still love you."

I groaned. "So you heard all that."

"Guess your bathroom door's set up to keep in noises of stuff coming out of asses, not stuff going in 'em."

"Don't be gross."

"Oh I'm sorry, man. Do you still love me?"

"Look, I had to say it. Have you ever told someone you love them and had them not say it back?"

"No."

Of course she hadn't. "Well it hurts. Doubly so right after sex. It makes you vulnerable."

"Aw, sounds like somebody has a traumatic story to tell."

"Not traumatic, just sad. And I'm sure as hell not sharing it with you."

She thrust out her lower lip. "But why not? Come on, buddy, I'm here for you. Let me love you."

I couldn't help but laugh. "You are the fucking worst, Taylor."

"Language!"

I rolled on top of her and I fucked her.

Our first romp of the day was a giggly, greedy, gropy thing. Too tired for more heavy lifting, I soon scooted myself to the edge of the bed and invited her to climb aboard facing me. She'd evidently helped herself to some of my gum from my office, for which I rebuked her with a few gentle slaps on the ass, but she promised she'd bought enough to share with everybody, depositing a wad in my mouth as we kissed.

(Had I kissed Cassie? Did I kiss the others? Did I kiss them likethat? Now she had me wondering. Did it mean anything anyway? I'd just fucked Cassie's ass for crying out loud - what difference did it make if we'd kissed?)

"Cassie better've cleaned her ass good or I'm gonna get a fucking UTI," she griped as I pulled her tits into my face. I could drown in there. Happily. If Isa ever found a workaround and managed to kill me, it would be my last request.

"Classy. And I washed it off, so don't be melodramatic."

"Yeah? Here, let me take something that was just inside another person's ass and stick it inside ofyou," she countered, shimmying her waist to slap me around a bit with her tits.

I grabbed hold of them, squeezing them around my face defensively. "I'm more worried about you giving me a concussion with those things. Can you take it easy? Damnit, Taylor."

"Yeah, like you don't love 'em." She smashed my face into her right breast, nipple-first. A moan passed her lips as I sucked down hard. "Don't worry. They love you, too."

After that, we didn't bother with clothes. A couple degrees up on the thermostat and she was only slightly chilly and I was only slightly hot. Neither of us had eaten lunch and it was closing in on dinner time, so I ordered us a pizza. She complained about not getting pineapple, but I reminded her that I'd told her to leave when she had plenty of time to go home for food. Taylor even jokingly offered to tip the delivery guy with her tits (a tip that something in her tone made me wonder if it would be her first such act of generosity). Much as the idea of showing off my hot... not girlfriend, but sexual partner? Student with benefits? It would be cool showing off, but a needless exposure for us both. I went with a five dollar bill instead, donning clothes just long enough to make the handoff. My choice turned out to be a good idea, too, since the driver turned out to be both female and a former GHS student of mine.

Isa would be proud of my aversion of that brush with catastrophe.

"Let's watch a movie," Taylor said as I procured plates for dinner.

A movie? Was this a date now? "Uh, sure. Yeah, I guess that'd be fine." Part of me did consider all the work I was putting off (again), but then I remembered the gorgeous naked girl who wanted to cuddle with me on the sofa for a few hours and I mentally slapped myself. "What'd you have in mind?"

"How aboutAmerican Beauty?" She waggled her eyebrows at me suggestively.

I recalled the joke she'd made about it when she'd made her first unplagiarized pass at her essay assignment. "Har har. I told you before, I am not Lester freaking Burnham."

She took a bite, indelicately speaking around a mouthful of pepperoni. "You ever seeJennifer's Body?"

"No. Is that a porno?" Not that I would object if it were, necessarily.

"Not really. It's this hilarious Megan Fox movie where she gets possessed by a demon and... well, as you like to say, 'shenanigans ensue.'"

"Oh, what the hell. If it's awful, it's on you to keep me entertained."

She bumped her hip against mine. "You can do anything you want to me, C-dawg. You know that." I watched her bare ass sashay into my living room, dragged along behind it like a rat behind the pied piper.

The pizza was pretty good. The movie was pretty terrible. The eye candy wasn't for nothing, and the presence of Taylor's head on my lap, her tits and pussy both in easy reach, enhanced it considerably. She'd occasionally turn and give me a lick, a lengthy kiss or two, and every so often - OK, almost constantly - I'd give her a squeeze, a caress, a circle or two around the clit. We missed the climax of the movie when she finally couldn't handle it any more. No complaints from me. I'd take Taylor Stern over Megan Fox any day, especially when the latter was digital and the former was here and eager to fuck me.

"Let's do a weird position this time," she suggested, giving my cock a few friendly strokes. "No more of the same old doggy and missionary bullshit."

"We had sex three hours ago and it was in neither of those."

"Sure, but what about that fucknasium shit you were doing with Butt Slut Brown earlier? That shit was hot, yo."

"You were peeping on us?" I frowned. "That's not very cool."

"So in your world, you were butt-fucking your neighbor's teenage daughter knowing you had another naked student in the next room, butI'm the pervert for watching. K."

"Still, you should... oh, whatever."

"Don't pout. You looked good, sticking it to her. Olympian. Let's keep it going. Shit, we should fuck in a different position every day this week."

"Every day? You're going to have competition for that, you know."

"Yeah, so?"

Right then, with her arrogant smirk shining up at me, her tits in my hands, I couldn't see a problem with fucking this girl every single day.