Gurlyboi

By Cumm Slutt

Published on Sep 25, 2017

Transgender

DISCLAIMER: All characters are fictional, no relation to anyone living or dead, all are 18 or older. If you do not like sexually oriented material, LEAVE NOW.

"Hey Joe, whaddaya know..." Glenn asked his buddy Joe, something Joe had heard a million times before. Joe was used to it; he'd heard it for 47 years, over and over. But each time, he just silently grinned to himself... What Joe knoew was that, in his private world, he knew how it felt to pretend to be Josephine, or Josie for short... When he was home, alone, with his sexy gurly outfits on.... bra, garterbelt, stockings, panties, high heels, lipstick, sucking on a dildo with a hot vibrator in his ass and jerking off his hard cock and cumming all over himself... he knew how it made him secretly grin to himself!

Glenn had just retired at 66 and was a camper. His wife occasionally went, but not often; she preferred to go shopping in the big city, not loafing around in the barren country. She disliked hunting and fishing, too; so she was more than happy to stay at home....

"Not much, Glenn..." Joe grinned.

"Wanna go camping this weekend? Take my RV.... have a campfire.... do some fishing.....?" Glenn asked. "Wife never goes, it'd be fun! Drink beer, sleep late, jerk off..."

"Hhhmmmm.... each other?" Joe murmured, an eye cocked.

It wasn't lost on Glenn, not at all! "Whatever you like, anything is fine with me! We can put on frilly panties and lampshades on our heads and prance around the fire! And bra's too!" and laughed.

"Well now, that sounds like a good time! I'm game for anything, are you?" Joe said, taking a step closer...

"Kiss me honey...." Glenn moaned.....

"Please.... let me.... " Joe groaned, sinking to his knees, his fingers tugging down Glenn's zipper, Glenn arching his back while Joe took out his cock and put it lovingly in his mouth and started sucking on it for him.

"Ohhhh fuckkk yess.. darling...." Glenn moaned, facefucking Joe's hot cocksucking mouth!

............................................................................

Tad, 22, woke up, yawned and stretched, feeling his piss hardon throbbing on his belly, getting up to relieve himself. But, instead of the toilet he got in the shower, playing with his cock and balls, pissing all over himself, playing in the hot piss stream, aiming it at his mouth, gulping it, then feeling his hot piss run down all over his cock and balls, sliding his fingers up and down his cock with the warm, wet piss exciting him. He grabbed the hair conditioner and rubbed it on his cock and balls, getting all slippery, groaning as he jerked off, moaning loudly as he came on himself, luxuriating it the orgasmic feeling! Finally, he turned the water on, lathering himself all up, fingers in his ass to get his last spurts of hot cum drained from his body, washed himself completely and rinsed off, then stepped out of the shower and dried off.

He heard sounds coming from beyond the wall, moaning sounds, slapping sounds. His next door neighbor, Jeff, was whacking off too.... Tad listened intently, hearing him groan, moan, then gasp as he orgasmed, then turn on the shower. Their apartments were mirror images of each other. Jeff was 48, recently divorced, no kids, moved in last month and apparently had active hormones too! Ted had met him while moving in, enough to say hello. Did Jeff hear him jerking off and prompt him to jerk off too? It was Saturday and Ted didn't have to work; he was a newly graduated IT specialist with a BS in Computer Technology and got picked up by an IT firm a couple months ago. He didn't know what Jeff did for a living.

Ted got dressed and left his apartment to get something to eat when he heard a door close behind him and a "Hey!" It was Jeff...

"Hey Jeff, just going to get something to eat, ya hungry?" Ted said.

"Very!" Jeff grinned.

"C'mon, we can take my car..." Ted grinned. he'd just bought a new BMW two-seater and loved to show it off!

"Fucking WOW!" Jeff exclaimed, seeing it, getting in.

"Just got it! Like it?" as they zoomed off to a diner a few blocks away.

"It sure beats my 4 year old Chevy!" Jeff laughed.

They arrived and got out, Jeff holding the door for Ted as they entered. They sat in a booth across from each other, ordered, then struck up small talk... Ted explaining he'd just gotten hired as an IT job at a company; GenRev.

"Oh? How do you like it?" Jeff inquired. He asked several questions, then their food came.

Eventually their chat continued, Ted asking what Jeff did, and he replied he was in sales, droping the subject as they got back in the car and sped off, deciding to visit a mall, but Jeff had to attend a sales meeting at 2 pm, so they cut their browsing short, Ted dropping off Jeff at his car. It was a high end Chevy, well-appointed.....

.............................................................................

"I got my teeth out, you ever have a gum-job?" Harry asked, holding Dick's stiff member, on his stocking'd knees, with panties and garterbelt and bra.

"No... can't wai... ohhhh fuck, honey!" Dick groaned, feeling his gums caress his cock. "Ohhh fucking shit, honey.... ohhhhh fuckkkk..." Dick moaned as Harry went up and down his aching cock, making love to it....

Harry and Dick were neighbors down the street from each other, had chatted many times. They were both married, in their 60's, with non-performing wives, who that day they'd arranged for them to go shopping together once they'd both discovered their ads on CL and how close they lived! Both were closet cocksuckers and crossdressers and they ached to relieve each other of their pent-up desires!

"I'm gonna cum, baby....." Dick moaned, Harry nodding his head; he was more than ready for it. He didn't cum that much, not like he used to, but the orgasm was still powerful and drained him! Then, Dick got on his stocking'd knees and pulled Harry's panties aside and mouthed Harry's cock for him. Harry was so fucking excited! It'd been over a year since he'd gotten together with somebody, and to discover they both lived on the same street.... it was amazing! It didn't take Harry too long and he came in Dick's mouth and Dick swallowed it, too! Then they made out passionately, vowing to make sure that this was going to be a regular thing!

It satiated them for the time being, but it brought back thrills from long ago that they'd both enjoyed when in their prime......

............................................................................

Harry had walked in on his dad while in college, home for the holidays while everybody else was out shopping. Harry's dad had thought they'd all gone, but Harry slept in, tired from the trip. He'd been laying on his bed, playing with himself, thinking of his mom's panties in their room and got up, naked with a hardon he'd been stroking to go get a pair and walked in, only to find his dad, with his mom's bra, garterbelt, panties (pulled down), and stockings on, pulling on his thick cock.

"Oh fuck! I didn't know..." Harry gasped, standing at the end of the bed, staring at his dad in his outfit.

"Shit son, I'm so sorry you had to see me like this.... so.... gurly...." Frank groaned.

"Um... I... like.... gurly.... I used to put on mom's things too.... they give you such a thrill! That was what I was going to do coming in here...." Harry moaned, his hardon standing to attention...

"I'd love to help you... come here, son..." and Harry walked to the side of the bed as Frank snaked a gloved hand out to play with his erection... "I love sucking cock, son... may I suck your hard, aching, erect fucking cock for you?" Frank giggled.

"Ohhhh fuck yessss daddy.... suck me, honey!" and Frank leaned forward and engulfed his son's cock in his lipstick'd mouth. Harry watched while his dad sucked the full length of his cock with his supple, soft lips..

"Dad... daddy... oh fuck daddy, I'm gonna cum, daddy...." and Frank nodded his head enthusiastically, motioning him to go ahead and cum... "Ohhhhhhhhhhh... oh fuckkk..." Harry groaned, cumming in his dad's mouth, his dad slurping down his river of hot cums!

Slowly, Frank drew his lips from his son's cock; he was still semi-hard. He smiled up at him, fondling his balls, amazed at his youth! "Son.... wanna fuck me, darling? Ohhh please, I can get you hard again..." stroking him tantalizingly, then pushing a finger in his ass.

"Oh fuck yes, daddy... lemme fuck you, honey.... lemme fuck your gurly ass.. get on all fours, darling.... wriggle your ass on my hard fucking cock... center it on your hole.... I'm pushing it in.... oh fuck your ass is hot, daddy! OH! It's in! All the fucking way! MMmmmmmmmmmmmmmm...." and Harry started rocking in and out, fucking his daddy's ass, then reached around and pulled on his daddy's hardon... "Cum for me daddy... ohhh fuckkk yesss.... you're spurting! And so am I! Oh fuck I'm cumming in your hot ass, daddy!" Harry gasped, then licked his fingers with his dad's cum on them as he spent his load....

..............................................................................

Dick was a cum slut. Had been since he could remember, starting with his uncle. Dick's dad died suddenly of a heart attack, Dick's mom was in the crazy house, so Dick's uncle took him in. He was older than his father and divorced. Dick was graduated from High School and had a part-time job bagging groceries at the local store, but it wasn't enough for him to live out on his own, even with the 'extras' he provided at the store... he loved giving the owner and the meat cutter blowjobs after the store had closed, and they loved it too! And they fucked him, too; one fucking his mouth and the other fucking his ass, then they'd switched, and it made him orgasm over and over! So when he went to live at his uncle's and the first night there his uncle got in bed with him, it didn't shock him a bit! And, when his uncle dressed himself and dressed Dick up too, it just further fanned the flames of both their wanton desires.....

Dick confessed to his uncle what they did after hours at the store, so Ed invited them over for dinner. Ed and Dick dressed for the occasion and it was not lost on the store owner and the meat cutter! Immediately Ed offered them both panties and bras, and they immediately took off their clothes and donned them! The store owner's name was Pete and the meat cutter was Mark. Ed and Dick removed their dresses and were in panties and bras too, and Ed passed around tubes of passion pink and slut red lipsticks.

"Um... do you do this often?" Pete moaned, dancing with Ed, doing a hot, slow grind.

"No, first time finding other like-minded little sluts like you to play with!" and they passionately made out, open-mouthed.

Dick got on his knees, pulled Pete's panties aside and sucked his cock for him, as Mark got Dick on all fours and slid his cock into Dick's ass, then opened his mouth to take Ed's hard cock down his throat.....

They cummed and switched and cummed again, licking assholes and drippy cum loads, then when all were naked, they got in the shower and had a pee fest, taking turns drinking and swallowing pee and cum..... oh what a night!

...............................................................................

Ted had an uneventful weekend, and got to work on time, delving into several challenges until lunch. He went to the deli and got a sub and a drink, sitting on a park bench observing life in general when he recognized a car driving by. It was Jeff! He kept driving but did wave back.

The next day he did the same, and was ready to leave for lunch when he got called to the front desk; a phone call....

"Hi Ted, this is Jeff. Wondered if you'd like to meet for lunch?"

"Sure! Where?" Ted answered.

"I'll pick you up at the park bench you were sitting on yesterday, ok?" and hung up.

He strolled out to the bench, and in a few minutes Jeff pulled up and he got in.

"Where ya taking me?" Ted grinned.

Jeff didn't answer but pulled over temporarily, not even putting it in park. "Did I hear you jerking off the other morning? I jerked off hearing you... did you mind that?"

Ted as taken aback, but answered truthfully, "No, not at all... I was imagining you pulling on your cock, wishing I was in there blowing you, quite honestly.... I'm bi... does that offend you? If it does I can get out right now...." and started to pull on the door handle.

"Oh fuck no, I'm bi too... real bi... oh fuckkk...., c'mon......" and did a U-turn and drove into the private entrance, waiting for the gate to open...

"Oh! Hey, you can't ge... ohhhh" Ted was bewildered seeing the guard open the gate for him.

".....get in... but you just did... HUH?" Ted gasped.

"I told you I worked in sales.... I'm the CEO of the company you work for.... Head of Sales.... c'mon up to my private suite for an extended lunch... I wanna get between your thighs and suck your hard fucking cock... honey...." Jeff gurgled, "on my stocking'd gurlyboi knees...." and slid his hand into Ted's lap, feeling his hard cock in Ted's pretty pink panties... "Ohhhhhhh yessss baby!" and parked, undoing Ted's trousers and diving for his pantied crotch, mouthing his hard cock, puling aside his panties and sliding Ted's cock in his cocksucking mouth!

"Oouuuu baby! Baby baby baby!" Ted moaned as Jeff pulled him by the cock out of his car and led him into his private office, having him sit in his chair while he stripped to his finery, got down on his stocking'd knees and started sucking his cock, plus switch on his extensive camera system. Ted watched while techs cleaned out his cubicle, taking down his nameplate, then it switched to a spacious office, with the nameplate of "Ted xxxxx - VP of Executive Services", making him gasp in delight and cam down Jeff's hot cocksucking throat!

"Do you like your promotion?" Jeff grinned up at him, slowly jerking him off.

"Ohhhhh fuckkk yesss! What is "VP of Executive Services"?

Vice president to this Executive providing me and select others multiple services... will you accept? I saw you the first day you started and ogled you! I followed you home and rented the apartment next to your's. I made sure I was there listening to you jerking off, and i jerked off to you jerking off. I blatantly seduced you, darling, then when I saw you walking ahead of me down the hall and saw your panty lines... I came in mine! Are you happy? Oh, I've got a whole new house for you to enjoy, too......" Jeff grinned, playing ith his cock and sucking it again....

............................................................................

Next: Chapter 14


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