The sole of Will's gleaming patent dress shoes crunched on some discarded condom wrappers in the parking lot. The elegantly dressed young pre-law student checked the message he got from that daddy last night. This had to be it, right? The best and oldest cruising stop in the area? A run-down truck stop with a busted sign, dingy yellow lights, with one or two rough-looking blue collar guys lingering out front, staring at him in his immaculate three-piece suit.
It was just the sort of place he was looking for.
At just 20, Will was already an accomplished cruiser. Since his 18th birthday, he's spent two years indulging a love of burly older men that he'd had for as long as he could remember. Timid at first, Will's confidence had steadily grown with each encounter with a man until he felt mostly sure of himself and confident in how to please his of the moment partners.
At some point, Will had lost count of how many different men had blown their loads into his hungry mouth, or inside of his tight little boy ass. Will just knew that he couldn't get enough, and he was still yet to find that perfect 'daddy'. Maybe it was because his own father threatened to stop paying his tuition when he came out to him? "
Just don't act on it
", Will's father had said. So Will did the reasonable thing and moved out of his parents' house. But still, the whole lying bit—having to tell his father he was "studying with someone" whenever he was really going to a place like this—having to put on that brave face of the dutiful son—Will had just learned about all that Freudian nonsense in his psych elective, so each time he went out cruising he couldn't help but wonder.
As Will strode past the two brutes, he pretended he didn't notice them. What, he'd just gotten off work, hadn't he? He dressed like this all the time. Blond, slim, smooth, well-groomed, a 5'9'' pretty boy in a 3-piece suit, the satin lining of which gleamed in the dim light. A thick yellow tie puffed out in a double Windsor from the white cutaway collar of his shirt: a shirt with contrasting collar and French cuff, one of his first custom pieces when he began splurging with his father's money to build his "fuckboy" wardrobe, back when he was still 18, still living with his parents. He pitched it to them as "building his professional wardrobe," though they wondered why he indulged in so many expensive, dandyish details, such as the lapel flower he wore tonight, silky sheer hosiery, and black patent oxfords that caught the dingy yellow lights.
So besides daddies, Will's secondary fetish was equally strong, but so far woefully unsatisfied. Will absolutely adored powerful men in suits and ties. That was his reason for getting on a pre-law track. An excuse to dress like the handsome guys he lusted for, their elegant suits a sign of power and control. This was one of the five suits his father had let him buy, and he'd gone cruising in every single one of them. Hell, even touching his tie made him hard. Ever since he started interning at a law firm, he'd been in a haze of lust for the older men in suits and ties—but he could only ever indulge it on his own, stroking his tie and his cock in the firm's restroom. And sure, most of the daddies at these cruising joints complemented him on his style, but not one of them ever wore anything dressier than a pair of jeans.
Made him hornier, though, whenever he'd take a daddy's load dressed to the nines like this. And by now he was used to it, sucking the cocks of older, blue collar guys in their work shirts and jeans. Sometimes he'd play the role of the executive who needed to be taken down a peg. The daddies seemed to like that scenario. And it was a role that allowed Will to feel confident, the armour of the suit. He expected that same fantasy to play out tonight, if he played his cards right.
The interior of the truck stop was just as sticky and humid as outside. The A/C must have broken in this place long ago. Half the lights were out. Walls covered in graffiti, spray-painted cocks, anonymous phone numbers, stains everywhere. There were crushed beer cans and condom wrappers, even in the old, disused dining area. Will put on a strong face and bee lined it for the bathroom. He'd been to this kind of joint before, so he knew where to go.
Rounding a corner, Will spotted the toilet signs and pushed the door open tentatively. As if to announce the presence of a newcomer, the door made a long and loud squeak. Those yellow lights made the whole bathroom seem even dirtier. One long fluorescent light hung over the urinals and another flickered over the long row of stalls. Weeds grew out of the drain grates on the floor. From the door, Will couldn't see if anyone else was in here because a wall blocked his vision of the interior of the room and all the stalls had their doors closed.
Straightening his suit and adjusting his prissy yellow tie, Will summoned his courage and walked into the room and around the wall.
As his eyes adjusted to the dim lighting, Will realised he wasn't alone at all. Standing with his back to him at one of the urinals was a large man in dark clothing. Something imposing, almost velvety, with angular shoulders that fit the man's broad frame like a glove.
Fuck. That's not for real, is it? Will could feel his cock twitching already. As Will's eyes focused, he realised that just like him, the man was wearing a suit!
Cautiously—heart pounding in his ears—Will approached and took a place at the urinal two down from the big suited man. The clicking of his patent leather shoes on the dirty tiles alerted the man to Will's approach and Will shyly but curiously made eye contact with him.
Will almost gasped aloud when he saw the man up close. He had to have been 6'3 with a large beer gut, slick silver hair and a matching beard. His face was devilishly handsome and his thick and heavy set body was exactly the type that made Will such a submissive little slut.
But what had truly shocked Will was the man's attire. Sporting a dark charcoal double breasted suit, blue dress shirt with contrasting white collar and a luxurious satin red tie that was tied expertly, Will was quite sure he'd never such a powerful looking daddy in all his life.
"Well, well, well... what do we have here? What's a dandy little boy like you doing in a place like this?" Said the man suddenly. He smiled at Will with a sinister glint in his eye.
"I ah - I just finished work" Will blurted out lamely. Will was completely forgetting his executive fuckboy act. This was something new, and Will had no script for this. Will looked down and realised the man was rubbing an obvious bulge in his suit pants. Will also note that he was wearing patent leather Oxfords, just like he was. He could almost see his reflection in the immaculate shine.
The big man smirked. "And you just needed to come to the bathroom, out here in the middle of nowhere?"
"Well actually... I ah - I was hoping to meet someone."
"Is that so, boy?" The man said, now aggressively and suggestively rubbing his groin.
"Y- Yes sir." Will stammered.
"I'm glad to see you know how to refer to an older man, boy. I wonder if you know how to take care of a daddy too? Would you like to show me what you can do, boy?"
Will's hands shot to his crotch and he rubbed his now rock hard cock. Hormones were taking over, animal lust starting to feed him his lines. But his voice was trembling—all his usual cockiness gone. "Yes please sir!"
The man smiled and slowly unzipped his pants. A moment later he fished out a rock hard cock—thick, fat, swollen with lust, heavy and animalistic under his civilized attire—and shook it seductively. "You want this big old-man cock? You want to be daddy's new boy?"
Looking down at this stranger's huge and hard cock, glistening with pre cum, Will felt a hunger like he'd never known before. This was on another level to the lust he'd felt with other men, this was all-consuming. This was the scenario he'd fantasised about for as long as he could remember. A daddy and a boy, in immaculate suit and tie, in a sleazy bathroom, it was happening.
"Yes please, daddy!" Will said, hurriedly dropping to his knees, not caring a whit about the filthy bathroom floor, ready to worship the cock before him.
It was pure ecstasy the moment Will's lips touched that throbbing cock, the moment that bead of precum slipped onto his tongue. Hell, he had to drop his jaw further open than ever before to accommodate this kind of girth. But Will breathed deeply through his nose, keeping calm and doing what he'd been working on ever since he started this whole cruising gig, gliding back and forth, lubricating along the way, nice and slow.
"Mmm," said the suited daddy. "That feels good, boy."
Cufflinks glittering in the flickering light, the daddy rested his massive, hairy paws on Will's shoulders, steadying him. "I see you've done this before."
"Mmm hm," Will grunted in agreement, still sucking.
"You must be an expert at pleasuring horny older daddies, then?"
"Mmm hmmmm." Gathering the velvety wool of the older man's suit trousers in his hands, Will gripped the back of the big man's thighs, his lips gliding back and forth all the while.
"You like pleasuring horny old men, boy?"
Will nodded, whimpering as he glanced up and admired the full silver beard of this handsome, handsome man, his massive sevenfold tie puffing out of those beautifully draped peak lapels.
"And you're thirsty for their seed in your pretty-boy lips?"
Will gave another muffled squeal of assent. The way the double-breasted suit hugged the man's solid gut. Those furry knuckles, with a bracelet on one thick, hairy wrist, and a hefty watch glittering on the other, clinking against his cufflinks.
"Have you ever taken it from a big exec like me, dandy boy?"
Reaching just the tip of the man's cock, Will shook his head, but then parted his lips and slid back down the throbbing shaft again, his nose filling with the aroma of fine wool and the alluring scent of the man's bush. Will continued to gaze up at this latest conquest. The puff of the daddy's pocket silk began to nod as the man's whole massive frame swayed back and forth. In the sticky, foul-smelling air, Will could feel his pits starting to break a sweat.
Purring, reaching both of his massive hands around the back of Will's head, the big man guided Will up and down his shaft, grunting with pleasure.
"You like that cock, dandy boy? You ever suck cock in a place like this, dressed to the nines like this? Little prissy dandy boy like you must be just aching for this cock. You need a big old man to fill you right up, don't you? Thirsty for an older man's seed, right little dandy fuckboy? You're just a slut for big horny old brutes like me, right boy?"
Will whimpered and squealed happily in agreement to each of these questions, sucking and slurping, his hands massaging the older man's thighs, then working their way up to his seat. Will loved the way this man's suit felt—fuck, he'd never gotten a chance to feel another guy's thick body under a suit like this—he'd always been the suited dandy boy pleasuring the older blue collar daddy. But this—this was another level of pleasure altogether, and Will wanted to savour every last detail of it.
"Fuck, boy." Pushing Will away from his cock—at full mast now, inches from Will's nose—the older man carefully gathered Will's tie knot, urging Will back up to his feet. "That fucking prissy little suit of yours is just a mating call for horny old pervs like me."
Wiping a bit of drool—or precum-from his lips with his French cuff, Will smiled. "Thank you, sir. I've been practicing for months."
