Gurlyboi

By Cumm Slutt

Published on Jul 10, 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.

Jim, 47, looked in the mirror. He'd put on a brassiere, a girdle with garters, sheer stockings, nylon panties and lipstick. His wife didn't know, and as far as he knew, didn't care. They hadn't fucked in months and months. She used to at least help him jerk off, hanging her big tits over him while he stroked his hardon, but they hadn't even done that in 2 months.

"Ouuuu babydoll!" he groaned, making his cock stand up straight in his panties, quivering! He squirted some hair conditioner in his panties, making them all squishy and slowly started jerking off in his creamy panties. "Ouuu fuck yesss darling!" he groaned, cupping the foam rubber in his bra, massaging his tit, feeling his nipple get hard as a rock, pinching it while increasing his stroking.

Suddenly the phone rang. "SHIT!" He answered it, getting hair conditioner all over his cell phone. "Yes?"

"Hey Jim, can I cum over and play?" Tom, 53, groaned softly.... "I'm dressed, how about you?"

"Ohhhh fuck yeah... so am I..... you certainly know the right time to call, honey!" Jim's cock throbbed! "Wife not home?"

"No, she had an all day meeting pop up suddenly.... didn't have time to call you, up until now... whatcha wearing, sweetie?" Tom figured she was with somebody else. She knew nothing of his passion for crossdressing either.

"Bra, panties, stockings, garters on my girdle, lipstick.... hurry honey!" Jim groaned. Just the fact he was cumming over almost made him cum! But, he knew he had to hold it....

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

Ken, 18, was home, alone, and as usual had a hardon. But, this time, he lusted for something 'different'..... feminine different. He padded into his mother's bedroom, looking through her drawers. There, in back, was black, lacy lingerie! He brought it out and rubbed it on him. 'OUuuuuuu!' he thought! How sexy was that?! He separated the pieces: it was filmy, sexy lace panties, a sleeveless babydoll top and a gauzy jacket. He had the sudden urge to try them on!

'Mmmmmmmm....' he moaned, slipping on the lingerie. It made him feel gurly all over!

From that day on, he realized his true passion - being a wriggling, giggling gurlyboi! A closet crossdresser! But, he didn't dare tell anybody, not a soul, for fear of being ridiculed! He only 'did it' when he knew he was going to be totally alone. To feel gurly. And, he lusted after a hard cock in his mouthand/or ass, too... he was a faggy, horny, wriggly gurlyboi!

But, it did not fit with his 'manly' persona, and that was what confused him so! He'd developed into a rugged, heavy-bearded pro golfer! A very fit, muscular, hard-body of an athelete! But, inside, he was a soft, curvy little gurl. A tale of two far different extremes!

By age 22 he'd won several major tournaments and placed in the top 5 in several others with a total winnings in the millions, being able to provide for his family and several close friends. He didn't have to worry about money or the power that he could crush a drive over 350 yards with precise control! The only thing he had to worry about... was his deep, dark, secret love for being a gurlyboi! By then he had connected on the web in gurlyboi sites with others, asking them how they dealt with their lusts and desires, and got the same answers time after time..... get a friend to indulge in with him! But, who could he really trust? That was his real issue - he could see the headlines... "Troy Arnette Is A Faggy Gurly Boi" (he'd had to change his name from Ken Dinkle, obviously..)

Then, while in a tournament, early in the morning he chanced getting gurly, taking out lingerie, trying it on, his thick cock sticking out of his panties dripping precum, laying down on a fancy settee, high heel and garters and stockings seductively on and had just begun jerking off when his door unlocked and swung open! The ONLY person he'd entrusted was his caddy Hank with a key, and there he stood, then quickly shut the door softly... Ken struggled to get on his high heels when suddenly Hank, his caddy for several years, softly cupped his face and passionately kissed him, pushing his tongue in Ken's mouth and hotly massaging Ken's throbbing cock!

"Ohhhhhh darling.... I'm a hottie gurly boi too... if you'd only said something earlier...." and went back to giving Ken the most mindblowing orgasms he'd ever had!

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

"Please, just put them on. For me, pretty please?" Greg begged his wife of 13 years,pointing to an outfit he'd laid out on the bed for her to wear.

"Oh shit, do we HAVE to go through this again?" Peg said in disgust. "All you're going to do is just take it off me! Let's just fuck and get it over with!" she said, and meant it. She picked up the lingerie and threw it in her drawer, laid down and spread her legs, ready to receive his cock.

"Yummm..." he murmured fingering her pussy and tried to eat her out.

"NO! I don't want that anymore! Just fuck me and get it over with!" she protested, trying to center his cock and get him in her pussy.

'...fucking party pooper...' he thought to himself as he fucked her, just going through the motions. She did raise her hips to meet his after a while, and he had to remind her twice to play a little with his balls to help make him cum, which he did enjoy but she barely responded. Finally he shot his cum inside her cunt.

"Stay on the towel! I don't want to wash this whole bedspread before we go to sleep tonight!" while she gingerly got up, grabbing the washcloth she'd laid out for herself to stop his leaking cum from dripping out her cunt until she could sit on the toilet and piss it out......

Greg noted immediately which drawer she tossed the lingerie in, reminding himself to check it out later, after she left for work tomorrow and he had the day off....

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

Jim greeted Tom at the door and quickly shut it behind him, then they embraced in a passionate french kiss, tongues swirling and playing!

They'd met at the gym, in the shower room, only the two of them in there. Handing each other the bar of soap with fingertips lingering, then touching quickly progressed to caressing, dirty talk, kissing, then making out and talk of dressing together, making both of them quiver in anticipation until they could get together later that week, going full gurly boi with each other! They made out, sucking each others' cocks, then one entering the other and cumming inside him, then the other fucking too... they finished in the shower, pissing all over each other, drinking and sharing their piss, too.

It had now been over two weeks since their last encounter and Tom was lusting for another one, hence the call. He was delighted that Jim was already into gurly boi mode and rushed over to join him, once clearing that they both were alone for an extended period of time! It was totally thrilling for both of them!

"Ouuuuu honey, please sit down on my cocksucking couch and let me take your fucking cock in my lipstick'd mouth while on my cocksucking knees!" Jim begged Tom in the most graphic way.

"Ouuuuu fuck yes darling, I don't mind if I fucking do... do me, sweetheart!" They both loved the obscenely graphic discussions! It just made them quiver and wriggle, taking their breath away - something neither spouse had done with them in years and years!

Tom sat down while Jim massaged his cock and balls in his panties, slowly exposing it, taking his balls in his mouth, sucking on each one, tracing them with his tongue, then slowly worked up his cock, licking it, then mouthing it, eliciting hot and heavy groans and moans sucking on Tom's hard, thick cock. Tom held Jim's mouth still and fucked his mouth rapidly, then allowed Jim to resume his glorious cocksucking. Jim could feel Tom's balls tightening and knew it would be soon, encouraging him, squeezing his balls and fingering his asshole until Tom erupted, cumming hard, hot and in multiple orgasms in Jim's cocksucking mouth.

"Kiss me baby!" Jim gurgled, trying to keep the mouthfull of cum in his mouth until they could lock lipstick'd lips, which they did moments later, sharing Tom's hot cum in Jim's hot cocksucking mouth!

"Ouuuuu fuckkk yessss...." Tom groaned, slowly stroking Jim's hard cock in his panties.... "....wanna suck your's now, too...." and Jim slid down on the floor with Tom's mouth attached to his friend's hard cock, sucking him voraciously....

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

The next day after Peg left for work, Greg immediately honed in on the dresser drawer she'd tossed the lingerie into, getting it out, smoothing the wrinkles out of it. 'MMmmmm ouuu fuck yeah...' Greg thought to himself, rubbing it on his body, on his nipples, on his cock and balls. 'Put on the fucking panties, baby...' he groaned to himself, sliding them on. They were a little tight but not bad - her ass was almost the size of his. 'Now... the babydoll top... ohhhh yeah....'! Then, wrapping the garterbelt around him and slowly pulling up the stockings on his legs, gurgling at the sexy feel of them on him! "OHHHH FUCKK YESS!" he moaned out loud! Sparks shot up and down his spine it all felt so fucking wonderful and sexciting!

He couldn't stop walking around in it, feeling the material hug his curves, swishing back and forth, really getting into it acting all gurly! And his cock hadn't been this hard in years! He went exploring through his wife's drawers for more if there was any to be had. Bingo, he found a stash underneath the bottom drawer in the hollow at the bottom! And he found other things too... a double dildo, a couple strapons... his 'so-uninterested-in-sex' wife had been having lesbian affairs with someone else! And, all sorts of highly erotic play wear, too.... leather, PVC, lace, Dominatrix, Whips, Chains.... OMFG! Suddenly, he realized his lust for alternate sexual encounters was not perverted or insane, his wife had the same exact desires towards other women! It totally emboldened him to seek out other gurlybois for fun and pleasure! Screw the wife; he could get his own pleasure elsewhere too!

Greg laid down on the bed, removing the panties and immediately jerked off, cumming an insane amount all over his belly! He cleaned up, took a shower and played in his own piss, then put everything away exactly as he found it and got online, exploring gurlyboi sites.....

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

Next: Chapter 2


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