Senior Year Memories Ch. 36

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And here I was, on top of her, buried ten inches deep in her pussy, making her scream and scream loud, for now that we weren't at school, Brianna was truly a noisy fuck. Looking down at her, watching as her face was screwed up in a look of pure lust, I don't think I'd ever seen her looking more beautiful.

Until she said, "I want to ride you... can I ride you... pleeeeeeeeeeease?"

"Sure," I said, rolling over while she was still impaled on my cock. Watching her sit up on top of me with my cock buried inside of her... her running her hands up her body, squeezing her tits before tracing her fingers through her hair... okay, that might be Brianna at the most beautiful I'd ever seen her.

"This feels so fucking perfect..." she said, bouncing on my cock energetically, smiling and laughing. I grabbed onto her epic ass, holding and squeezing her soft but firm flesh and enjoying the ride.

And what a ride it was. Looking up at her pretty face as she smiled and laughed and rode my cock was one thing, but seeing this while her simply awe-inspiring tits bounced above me was something else entirely. She rode my cock the way an artist works in their chosen medium, creating perfection from the simplest elements. I looked down to where my cock pistoned in and out of her stretched-to-the-max cunt, feeling her milking me with every bounce and knowing that it wasn't long before she would soon achieve her goal.

"I'm gonna cum..." I warned her.

"Just a little longer, hold on a little longer, pleeeeease, Ryan? I'm so close, so fucking close," she said, leaning down and placing her hands on either side of my head so she could ride me harder. Considering that this shoved her tits in my face, and one of her nipples straight into my waiting mouth, I was pretty sure by this point she could keep me distracted as long as she needed to force her own orgasm.

So, I suckled at her breasts, kissing and licking and pleasuring every inch I could get my mouth on as she rode me with all she had, and oh did Brianna have a lot.

She rode me like a woman possessed, her ass slamming up and down with an expertise that took almost the entire length of my cock out of, then into her pussy with every bounce. I was distracted by her tits, but only so much could be done at this point. Cum had been boiling in my balls all day, and the dam could only hold things back so much longer.

"YEEEEEEEEEEEEEEEEEEEEEESSSSSSSSS!!!! FUUUUUUUUUUUUCK!!!!!" Brianna cried out, riding me hard as she came. Her cunt squeezed me hard as she bounced, forcing my own orgasm to tear through my body. I grunted loudly as the cord holding back pleasure within me snapped, and all at once it utterly consumed me. I came inside of her pussy hard, filling her with shot after shot of cum as my balls flexed with nearly painful relief. I understood now that I was holding back today for this very moment, to fill her as she needed to be filled while she came around me.

"I can feel it," Brianna moaned, sitting up on me and squeezing her tits. My cock still impaled within her, she rocked her hips slightly, savoring. "I can feel it all... so much cum... you really were backed up today."

"I had a busy day," I admitted.

"I can tell," she replied, opening her eyes and looking down at me with that beautiful face that comes only from the afterglow of amazing sex. Leaning down, Brianna kissed me, her tits pressed into my chest feeling nearly as good as her mouth on mine.

"Thank you. So much," Brianna purred after a kiss.

"It's my pleasure," I said.

"It sure was; I think I'm gonna be dripping cum for a week after this," she said. It was interesting to hear her now, her voice no longer that mix of sexpot and innocence. It almost sounded like she was at school, her normal self, I wagered, but obviously wearing a lot less clothing.

And, you know, still impaled on my cock.

Brianna clung to me for a moment, clearly not wanting to leave, but I felt her shudder against me a little.

"Are you alright?" I asked.

"Oh, I'm very good... just... can we get under the covers? It's a bit chilly, and when we're not all hot and bothered..." she explained.

"Sure," I replied, helping her get off of my cock (as much as I would have loved to stay within her), and pulling back the comforter so we could both crawl underneath.

"Thanks," Brianna said, rolling onto her side so her back was to me. Taking the cue, I rolled onto my side as well, spooning her and holding her close, my hands resting on her immense breasts.

"Aaaahhhhhhhhhh..." she said, sounding very satisfied as we cuddled up against one another. "Perfection."

"That was pretty amazing," I said. "You've got a way with dirty talk."

"Thank you; I do try," Brianna answered, rubbing her ass up against my semi-deflated cock. "Kaitlyn's always told me I'm good at the demure little princess and turbo slut voices, so I like to mix and match depending on the guy or girl I'm with. They both seemed to work for you pretty well."

I squeezed one of her nipples hard, making her hiss and push back against me. I said, "You don't know the half of it."

"Maybe I don't, but I liked what I got out of you, making you all growly and in charge... it was a lot of fun. Definitely made for the best Valentine's Day," she said.

I pressed my face into the back of her hair, taking a lingering smell of her scent and simply enjoying the feel of her body against mine. My erection came back in force, pressing against her ass in a way that Brianna seemed to enjoy. She pushed back against me, squeezing my cock with her ass cheeks as we settled into this position.

Brianna sighed pleasurably. "I know there's a lot of girls you could have shared your bed with tonight, a lot of really, *really* hot girls out there, and if I were more like Kaitlyn, I probably would be spending this time here telling you why I was secretly better than all of them and why you made the right choice."

"But you're not like Kaitlyn," I said.

She shook her head. "I'm not. Don't get me wrong, I love her-"

"As do I," I interrupted, "but she's..."

"...Kaitlyn," Brianna finished. "She's her own thing, like I'm my own thing. So I don't wanna take down all the other girls who you could've been sharing your bed with on Valentine's Day. I just want to say thank you for deciding to share this time with me, while it lasts. I really hope we get to do this again sometime."

"Me too," I said, rather enjoying snuggling up behind her. "And maybe we'll finally throw together that threesome with Kaitlyn, too."

I growled appreciatively at the thought of that, massaging Brianna's tits more enthusiastically.

"Oh, you really like that thought, don't you?" she said, rubbing her ass against my cock.

"Uh huh," I said. "Kaitlyn... she excels at threesomes. And foursomes. And orgies..."

"She's really fucking good at sex..." Brianna said, before her voice took on that sweet, high, slutty tone again. "...but I could be better, I think..."

"Yeah?" I asked, taking the opportunity to play along.

"Uh huh. Want me to show you?" she asked.

I liked where this was going. "Yes, please."

"Goodie," Brianna purred, reaching back and taking my cock in her hand. Jacking it gently, she coaxed out some more precum and began to run it over the head of my cock. Then, grasping me in her hand, she slid my cockhead between her ass cheeks and began to rub it against her tight hole.

"Oh, so it's like that, then," I said, continuing to massage her tits.

"Uh huh..." she said, teasingly running my cockhead over her asshole without actually pressing it inside. "I've got a really tight ass that all the boys seem to want, but few of them ever actually get because I'm picky... but even though it scares me a little, I know I want your cock in my tight little ass. Will you do that for me, Ryan? Will you fuck my slutty little ass?"

If a question with a more obvious answer had ever been asked, I don't want to know what it was.

"I will..." I grunted, wanting to take her now but knowing that if we wanted this to be fun, we had to play it carefully. "...but we're gonna need some lube, first."

"Oh, yeah," Brianna said, dropping her playfully sweet voice and suddenly sounding very practical. "That would be way better. Where do you keep yours stashed?"

"All over the place," I laughed, "but in that bedside table in front of you, should be some within arm's reach in the top drawer."

Without pulling away from me, Brianna reached for the drawer and pulled out the bottle of KY. "Score!"

She handed it back to me, and soon I coated my cock and tossed the bottle aside.

"You've done this before?" I asked, sliding my cock between her cheeks and rubbing it against her hole experimentally.

"Mmm, a little... sometimes with a toy, a couple times with guys... none of them this big, of course," Brianna admitted.

"Of course," I said, grabbing hold of my cock and rubbing it up against her hole. "I'll go slow."

She cooed at the contact. "Only while I'm getting used to you... once I have that monster up my ass, you better go to town on me. I haven't been seriously ass-fucked in a while, and I always cum so fucking hard with it."

"Happy to hear it," I said, holding tight and beginning to press against her resistant asshole. "Now, remember how you said you wanted me to make you scream?"

"Uh huh..." Brianna whimpered as I started to apply more and more pressure. Even with her relaxing and willing me to fuck her, Brianna's ass was fairly unyielding. This was going to be a very fun challenge.

"Good," I said, pushing until I felt some give. "Because I think you'll be doing a lot of that very, very soon."

"Okay-HOLY FUUUUUUUUUUUUUUUCK!!!!" she cried out, pounding the bed with her hands.

Yeah, you can say I'd broken through. My cockhead popped inside of her tight little hole, and if I hadn't just cum a little while ago, I certainly would have in this position. Brianna's ass was incredibly tight, and her mewling cries as she writhed and struggled and pounded the bed in front of me threatened to push me out of her. Still, following her demands, I held onto her tightly, waiting for this initial wave of resistance to pass before I started filling her further.

When she started to calm somewhat, I asked, "Are you alright?"

"I've got your cock partway up my ass," Brianna answered, squeezing my cock with her ass cheeks. "I'm not sure that's what a lot of people would call alright, and it hurts like hell, but it also feels so fucking good... more, please, Ryan... I want more... just take it slow... for now..."

I could do that just fine. Now that I no longer needed to line myself up with my hand, I reached around her, playing with one of her nipples with one hand while fingering her clit with my other as I slowly pushed into her ass. Brianna squealed and moaned as I fed more and more of my length into her, but she never once complained. She never said anything, really, having lost much of her talkativeness as I pushed more and more into her. At the halfway point, she was simply breathing heavily and moaning, looking back at me and turning her head to kiss me as I gave it to her. With only a couple inches to go, she was grunting animalistically, looking back at me with a violent need.

Sensing this as my moment, I thrust the last couple inches into her forcefully, forcing her eyes wide.

"MOTHERFUCKER!" Brianna cried out, screaming and thrashing against me as I held her close with my cock buried fully up her ass. "Oh, you bastard... so fucking good... oh you bastard, you'll pay for that... fuuuuuuuuck."

"Admit it, you loved it," I said.

Dropping into her cutesy voice again, she replied, "Maybe... you gonna fuck me hard now?"

I kissed her again, then said in a dark, warning, voice. "Just remember... you asked for this..."

With that, I pulled almost all the way out, and quickly slammed home. Brianna grunted and moaned, loudly, but she wasn't exactly to the point of screaming that she had demanded earlier. I was going to fix that, and if it meant fucking her exquisite ass hard and rough until she did, well, I was going to have to do that, then.

As it turned out, I was quite adept at making Brianna Roth scream. She wailed rather pleasurably as I fucked her ass, and while I was only able to get so much traction in the spooning position like this, I was able to still give it to her pretty damn hard. Her pussy was practically gushing against my hand as I fingered her, as this kind of treatment was clearly doing it for her.

"Fuck me, fuck me, fuck me, fuck that ass... yeah, you like that ass, don't you? You like that slutty fucking ass..." Brianna groaned, pushing her ass back against me as I fucked her.

"It's amazing... so tight... so hot... fuck you're so goddamn hot..." I grunted.

"You're gonna make me cum with your cock up my ass..." she moaned. "You know that, right? Gets you all... FUCK!... gets you all hot, doesn't it..."

"The best... so fucking good..." I moaned, holding her close and kissing her as I continued to fuck her ass.

"Make me cum... make me cum and I promise I'll get you a good picture... get you a great fucking picture... you want that, don't you..." Brianna moaned, her body shuddering gently against me as another orgasm began to creep up on her.

"Fuck yeah..." I groaned, looking forward to what she had in mind.

"Do it, do it, keep fucking me, keep fucking my slutty ass, yes, like that, right there, keep fucking my ass, fuck me, Ryan, fuck me but don't cum yet, I need that cum, fuck me fuck me fuck me fuck me fuckmefuckmeI'M CUMMING! I'M FUCKING CUMMING! YES, FUUUUUCK YEEEEEEEEEEEEEESSSSS!!!!" Brianna screamed, her body wracked by another orgasm. I felt her pussy gushing against my hand as her ass clamped down hard on my cock, and if it hadn't been for my recent orgasm, I think I likely would have cum right then and there.

Brianna was a delightfully sexed-up mess, laughing and shivering as she came down from the high of her orgasm. I slowed my fuck, holding her closely and making out with her as her body relaxed and she looked at me, grinning like the cat that ate the canary.

"Mmm, fantastic," she groaned, squeezing my cock with her ass and sending sharp blasts of pleasure through me. "You want that awesome picture, right?"

"Yeah," I replied, needing pretty much anything that would help with my release at this point.

"Good," she said, disentangling herself from me. She pulled my cock from her ass and threw back the covers, looking around the nearby bedside tables until she found my phone and passed it to me.

I rolled onto my back and could only watch as, magnificent tits hanging beneath her, she leaned over me and took my cock straight back into her mouth. She went to town on my cock, sucking and fucking me with her mouth, her tongue going crazy as it worshipped my cock with her lips. I would never have taken Brianna as a girl who'd be into ass to mouth, but she took to it like it was her lifeblood. She sucked me furiously, looking up at me with those big brown eyes, wanting, *needing* to feed on my cum.

This would not prove a problem for me, as I could barely hold back any longer after having her tight ass. It only took a few minutes before I was cumming in her mouth, filling her with another heavily backed up load of semen. She slurped at it lustfully, consuming it as if it were her last meal, but even Brianna, master of blowjobs, couldn't take it all down. I could feel her mouth filling, see it dripping out from the edges by the time I was finished.

Brianna kneeled up after this, showing her beautiful body and cummy pussy, then opened her mouth to show me the mouthful of cum she still held. She opened wide, showing off, letting some of it roll down her lips and onto her tits.

Yeah, Brianna was right about having a pretty great idea for a picture.

I took a few shots of her like this before Brianna swallowed the mouthful.

"Fuck, that was a good Valentine's," she said, her voice sweet while her body looked positively far from sweet.

"Agreed," I said. "So... weren't we supposed to have dinner at some point? I feel like I promised you dinner."

"Oh yeah," Brianna joked, rubbing another splatter of cum from her tits and sucking it from her fingers. "I mean, I am kind of full after all that, but..."

Laughing, I threw a pillow at her.

***

In the end, we actually did wind up ordering dinner. A promise was a promise after all, and I had promised a dinner in addition to some Valentine's fun. Anyway, a good meal would certainly help keep my energy up for whatever debauchery Josie and Brooke had in mind.

After sharing a shower between us and getting dressed (Brianna had packed her bag with clothes for the occasion), we ordered some takeout and had a lovely dinner of delivery Chinese food and cookies from Karen Bowman's most recent tray in the kitchen. With sex past us, Brianna Roth proved to be an absolutely lovely dinner companion, fun and conversational and a genuinely kind presence. It was different, getting to talk with her with sex out of the way and just get a chance to know her for the genuinely kind person that she was.

Not that I didn't want to recreate some of what we did earlier. Possibly with Kaitlyn present.

I was happy when she ultimately offered me a ride to the Stargazer Motel, because after the sex we'd had, I doubted I'd be able to make the bike ride over there, even with the rain having finally let up some.

I had dressed up reasonably nice for the occasion, I think, with a decent sweater, polo shirt and my cleanest pair of jeans. It was Valentine's Day, after all, and the first one I'd had with my girlfriends. I wanted to do it right, after all.

Seeing the actual motel had me thinking I was overdressed for the occasion. The Stargazer Motel was an unremarkable building that looked like it was built sometime in the 70s and hadn't been updated since. It wasn't falling apart by any means, but looked like the kind of place you'd only go to if you couldn't find something recommended by AAA and had enough money to make sure you'd find a place you wouldn't be stabbed. It had a strange odor to it on the outside, but, I was hoping that was just because of the rain.

Looking at the number on the metal key, I found my way to Room 217 on the second floor (overlooking a pool that didn't look like it had had a dead body in it anytime recently, which was something), unlocking it per Josie's instructions. I found myself strangely nervous for this without knowing why. Considering how well fucked I'd been, you'd think I would have been all sorts of mellow at this point, but here I was, hand shaking as I unlocked the door.

"Hello?" I called into the darkened room. I could hear the TV going at first, but as soon as I made myself known, it went silent.

I stepped inside, closing and locking the door behind me. "Josie? Brooke?"

There was no answer, and again, the nervousness hit me hard. I was a little scared, a little hesitant, not knowing what these two had planned for their surprise for me.

Stepping further into the room, I rounded the corner that hid the living area with its king-sized bed, and found myself quite surprised that there was only one woman in here with me, and it wasn't Josie *or* Brooke. No, it was a short, pale woman with glasses and short, choppy red hair. The matching pair of bra and panties she wore were small enough to barely cover anything, but present enough to make me want to see more. While the image in front of me seemed wholly unbelievable at first, soon it all made sense.

The gold nose ring.

The dark eye makeup and lipstick.

The tattoos that covered most of her chest, stomach and left arm like a tapestry of conflicting yet somehow complimentary art styles.

My heart beat almost machinegun fast as I gulped. "Rachel?"

"Surprise, Ryan," Rachel McNeil answered me. "Long time, no see. Miss me?"