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Chapter 257
by
Gray Gremlin
What's going down in Dalton's office between Sean and Whitney?
Dr. Sean
Sean leaned forward to open the door to the private office wing at Whitney's request. Several hotel workers looked over in confusion at the young man in the wheelchair until they saw the blonde teenager pushing him through the entryway. Recognizing Whitney, they nodded before returning to their business.
As he got wheeled down the long, plush hallway, Sean noticed how many hotel staff members were still working in their office after nine o'clock on New Year's Eve. He even commented on his surprise.
"It's not normal, but this also isn't a usual night," Whitney replied before greeting another person. "Hi, Phyllis!"
"Goodness. I didn't expect to see you back here again tonight," the fortysomething woman admitted, showing a flash of concern.
"Sean feels a bit tired. Sage said he could rest on Uncle Dalton's couch for a short bit."
Knowing that seven floors of hotel rooms with couches and beds sat above them, Phyllis's facial expression turned from worried to suspicious.
"Sean's the boy who saved me. But, unfortunately, he suffered some injuries during the rescue," Whitney continued. "They've left him weak."
That three-sentence explanation altered Phyllis' expression again dramatically. It also led to a couple of minutes of thanking Sean with a hug, kisses on the cheek, and multiple proclamations of praise. Then, seeking to end the round of gratitude, Whitney opened the antique door and wheeled Sean inside backwards.
"Uh, are you sure this is a good idea? Her desk isn't that far from the door," Sean pointed out.
"Shush," the blonde ordered.
Then, Whitney surveyed the room for the best spot to perform this necessary relief effort. One of the leather armchairs? No. The couch? Nope. Dalton's desk? That's the ticket!
"Alright, I don't want my dress dirtied, my makeup messed up, or my hair ruined," Whitney stated, with Sean taking it the wrong way.
"Right. We should probably head back," he agreed, thinking that the cheerleader had second thoughts.
Instead, Whitney began pushing several items on the desktop. After finishing, she patted the top and ordered Sean to hop up.
"Wait, are you serious?"
"Didn't I just explain myself? The desk is the highest place you can sit; I don't want to bend over very far. So up and at 'em!" Whitney commanded, slapping the desk.
Whitney's impatient glare worked as Sean moved from his wheelchair to the top of the desk. Once seated there, Whitney wasted little time unbuckling, unbuttoning, and unzipping her rescuer.
"And there's my big buddy!" the school's queen bee cooed as his hard dick flopped out of his underwear.
Placing her hands on either side of Sean on the desk, Whitney leaned forward to lovingly peck the cock's crown with a kiss. Peering up, the blonde noticed Sean's gaze focused elsewhere; she followed it to where her strapless dress struggled to hold in her abundance of tit flesh.
"I'd call you a tit man, but I know otherwise," Whitney remarked, chuckling.
"Huh?" Sean sounded, raising his sightline from Whitney's bosom to her face.
"Oh, I know you like big racks. It's obvious from the way your eyes follow Lana's tits. Or dare I say Mrs. Stratton's," Whitney added with a smirk. "But you also had a killer crush on Ramsey. Granted, she's got some nice breasts; they just ain't her main asset. And then there's Lacey..."
"What about Lacey?" Sean asked, doing precisely what Whitney expected.
"Let's just say that you'd be happily satisfied with her perky attributes rather than wish they'd get bigger as Austin does."
"Austin's an idiot."
"That he is," Whitney agreed. "But we're here to relieve Lil' Seanie so that you don't corrupt any more relatives."
Sean started to deny that he'd done anything to Brynn, but his words died as Whitney's hand wrapped around his shaft. Next, his eyes dropped down in awe to watch as the cheerleader captain's pouty lips opened to capture his mushroom head. They continued to stretch as they moved further down his girth. Sean marveled as Whitney went places that Beyza never dreamed of venturing. Nor did that shrew, Ms. Goose, ever reach this far of a destination. Only Aunt Gabby came as close as Whitney. Not that Sean doubted the hot MILF's ability, but she'd been pretty drunk that night in the bathroom.
Sean's eyes flew back open in disappointment when Whitney pulled all the way off.
"You know, I don't like the Lil' Seanie nickname. It's not fitting for a sculptured piece of fine art such as this. I think we need a better name before continuing," Whitney remarked, placing a finger on her chin.
"I-I don't care what you call it," Sean responded, mentally willing the blonde to get back to the blowjob.
"No, it matters. You see, you don't have a specific type of girl yet. So that means I'm going to need to send you out on scouting missions. I need to know if you just haven't decided on what body or personality type you prefer or if you are that rare guy who enjoys every woman. And I'm going to need a name for introductions," Whitney explained, loving how Sean squirmed at her delaying tactic.
"Whatever! We can figure out a name later," Sean promised, motioning toward his leaning tower of manhood.
"Alright, I can try to do double duty," Whitney replied, sounding unsure.
Sean only cared about her taking him back into his mouth again. Of course, this time, Whitney decided to tease his cockhead by swirling her tongue around its sensitive areas. The teasing morphed into loving attention before Whitney placed her hands on the desk again. Taking increasing amounts of him into her mouth, the blonde cocksucking expert began to bob her head up and down with gusto.
Sagging backward onto the desk, Sean barely managed to hold his weight up with his suddenly straining arms. Looking down his body at her blonde hair, the teen still couldn't believe what had happened to his life. Here was Whitney Diamond, one of the hottest and most popular girls in school, lovingly worshiping his dick. If Sean hadn't pinched himself several times today, he'd do it again.
Sean watched as her tits bounced harder and faster to keep pace with her bobbing. Part of him wished they'd explode out of the dress's top, while the other half prayed they wouldn't. Never knowing how the heiress might react, Sean worried that she'd halt her efforts if her perfect appearance got messed up.
With his eyes fluttering shut, Sean missed the subsequent significant development. Only when Whitney pulled off his member with an audible pop did he **** his eyelids open. And though they slowly began to rise, they ended up shooting open.
For standing in the doorway were three young women in their early twenties.
"I should have known," Sage Pierce remarked, fighting the urge to roll her eyes.
Then, the door shut behind them.
"Hiya, Sage!" Whitney greeted, wiping the slimy string of spit that had connected her lips to Sean's tip.
"S-Sean?!" Becky Horton gasped in surprise.
A good friend of Peyton's, she couldn't believe the image her eyes sent to her brain. Not only was her friend's little brother getting a blowjob from the unlikeliest of people, but Becky also couldn't fathom how Sean grew up. The quiet little kid now had an impressive cock that she couldn't pry her eyes away from.
"Anyone care to join in? As you can see, there's plenty to go around," Whitney offered as Sage and Becky gasped again. "Sean's balls got drained a couple of hours ago, but they're already chock-full again. So any takers?"
If Becky had been shocked before, her level rose to off-the-charts as her best friend moved forward. Shooting her hand out, the dark-blonde coed grabbed Aubrey Dunford's arm.
"Aubrey!"
"What? She offered, and it sounds like a real offer," the flirty college senior replied.
"It was," Whitney said, starting back up her hand pumping of Sean's shaft.
"That's Peyton's kid brother," Becky stated, tightening her grip on Aubrey's arm.
"That doesn't look like a kid to me."
"Aubrey!" Sage admonished, finding her voice again. "Whitney, what the hell?!"
"Hey, no worries. What happens in your dad's office stays in your dad's office. So if you girls want a go at a new dick, we won't tell afterward. That's especially true if Becky wants some strange before she gets married. It's quite tasty."
Finished making her verbal pitch, Whitney ducked her head down to the side, clamping her lips around Sean's pulsating pole. Taking three hard and loud sucks, the blonde pulled off again.
"Oh. My. Gawd!" Becky moaned, slapping her hand over her mouth.
"Still no takers?" Whitney inquired. Then, turning to make eye contact with Sean, Whitney's lips curved before a playful wink alerted him to her plans. "I guess we have an audience to entertain."
Extending her tongue across the tip, Whitney glanced over her shoulder at the three twenty-two-year-olds. Seeing them watch with bated breath, the teenager felt a pulse of pure heat in her pussy. The thrill of performing in front of a family friend she admired heightened this exhibitionist moment.
Drawing in a deep breath, Whitney lunged forward, hungrily devouring her savior's stiff stick. The teen began slurping and swallowing almost at once as if her life depended on it. Sean witnessed how her cheeks sank in from the intense rounds of suction.
Dealing with such an overwhelming feeling of pleasure, Sean also didn't know where to look. Feeling flustered by the three sets of eyes watching in fascination, Sean thought he should be embarrassed. So unable to make a decision, he closed his eyes and leaned his head back.
Knowing that the other young women were still watching spurred Whitney to a high she couldn't recall feeling. Showing this pleasure, the blonde purred, causing her throat to vibrate around Sean's steel beam. Then, breathing through flared nostrils, Whitney inched forward.
Still unclear how his new painkillers worked, Sean began to sense the final countdown starting. Ms. Resto, Keira, and Brynn had all contributed to the pre-launch phase, but Whitney, fully deepthroating his manhood, flipped the last switch.
Cupping those bloated balls while holding her position, Whitney heard the surprised chatter behind her. Then, sensing that those balls had begun to churn, the grateful girl started sliding back on the magic stick.
Once her lips only captured the cockhead, Whitney grabbed Sean's hips for leverage. Then, she began her back-and-forth ****. Within ten seconds, Sean's pulsating piston reached the point of no return.
"Cuuuuummmmiiiinnnngggggg!" he roared.
Not missing a beat, Whitney's mouth reacted to the bucking of Sean's hips. One. Two. Three. Four. Five sperm shots fired down her throat with no sweat.
It was the sixth and seventh gooey globs that Whitney struggled to gobble down at first. Holding back a gag, the queen bee reminded herself repeatedly that she couldn't stain her dress. That desire won out as she managed to complete her fun chore.
Nuzzling the softening schlong, Whitney heard the door click shut. Satisfied that she'd emptied Sean's balls, she lifted her head and turned to find Sage, Becky, and Aubrey gone. Then, the blonde bombshell slapped Sean's thigh excitedly.
"Holy shit! Wasn't that so cool?"
Struggling not to pass out, Sean weakly lifted his hand, giving a thumbs-up.
"I mean, fuck! Having Sage and her friends watch...was sooo hot," Whitney continued. "Why haven't I fucked in front of people before? Well, that's about to change."
Sean found the strength to lift his head and goggle at Whitney.
"And you? Fuck, I suspected you had a bit of an exhibitionist in you when you didn't soften one bit with your mom outside the bathroom this morning. But you didn't wilt at all with three women watching. We're going to have a blast together."
"We are?" Sean questioned weakly,
"Hell, yeah! I can't wait to see my friends' faces when we put on a show for them," Whitney foreshadowed, bouncing around the office with a beaming face. "You'd better heal up fast with your foot and leg. I'm going to line up a fuckfest of girls for my studly hero."
Groaning at the picture Whitney put in his head, Sean wondered if he'd survive until graduation.
"And your nickname? I think I got a great one," the blonde revealed. "Now, I was leaning toward Prof. Sean because I can't use Sir Sean. Kizzy would never let me hear the end of it. Or worse, Kaitlin would bitch constantly over my giving her sister something to brag about."
"Um, okay."
"How about Dr. Sean? Or Dr. Seanie? You know, because of your family's history of doctors."
"I-I don't want to be a doctor," Sean protested.
"Exactly! It's almost like a play on that. You see, when you were pumping your babymakers down my throat, I saw it. They were almost like when a doctor injects a shot or vaccine into a person," Whitney explained. Checking her face in a mirror, she turned around after feeling satisfied with her appearance. "What the hell, Tarver? Aren't you going to clean up and get ready? We need to get a move on it!"
"Yeah, yeah, hold your horse. Geez, I'm kinda wiped out here," Sean complained, zipping his dress pants up. "We have plenty of--"
"No, we don't. First, I need to figure out which patients will visit Dr. Sean and in what order. Oh, I love this nickname. I did a great job with it," Whitney congratulated herself. "I can totally talk about it, and no one will have a clue. They'll just assume I'm joking around because of your family history. How awesome is that?"
"Uh, way awesome?" Sean questioned, sounding wholly unsure. Finished buckling his belt, he staggered to the wheelchair without help as Whitney paced the room while obsessing over what to do.
"I need to create an appointment book."
"An appoint--Why?"
"Don't be stupid, Sean! Isn't that what doctors do to manage their patients?" Whitney questioned more to herself. "Oh, perhaps I should ask your mom for pointers on that."
"Please don't."
"Why not? Bridget's going to want to know."
"No, she doesn't!" Sean argued.
"Yes, she does. Your mom is going to need to know which girls are coming to your house on which nights. It's the polite thing to do," Whitney stated, shaking her head at Sean's lack of thoughtfulness. "Hey, did I hear right? Is your bedroom in the basement?"
"Yeah..."
"Excellent! That way, I don't have to worry about scheduling screamers for overnight stays."
Slumping down in his wheelchair, Sean dreaded his mom's reaction to this plan.
Note: I'm very rusty with sex scenes. I realized this last week while writing one for another project. Between my bout with Covid and the start of the NYE ball, I guess that I haven't written a sex scene in a good six months. So, sorry if this one felt a little off. I'm going to need to get in a grove again for the upcoming major scenes.
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Honey Hollow
A coming of age tale for a group of teens, plus the sexual antics of their older siblings and parents
Follow the ups and downs of a disparate group of teens, their college-aged siblings, and their parents in the city of Honey Hollow and its surrounding region.
Updated on Jun 15, 2026
by Gray Gremlin
Created on Nov 18, 2020
by Gray Gremlin
- 15,017 Likes
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- 447 Chapters
- 363 Chapters Deep
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