The Transthespian Part Two By Sasha Steele
The following day, (Saturday), Ellis shot Taylor a text;
E. what did you mean by carry this further (11:39 AM)
T. don't you want to fuck me (11:41AM)
E. yes (11:41AM)
T. you have to suck my cock first (11:42AM)
E. don't know about that (11:43AM)
T. that's the deal
take it or leave it (11:43AM)
E. okay (11:51AM)
T. meet lobby bar same time (11:51AM)
E. okay (11:52AM)
It had taken Ellis a few minutes to reply because getting blown by a sexy looking tranny was not the same as sucking a cock. You had to be gay to do that and Ellis wasn't gay. Was he? Then he thought about Taylor's long hard cock. It seemed almost feminine with its bald pubis and scrotum. He thought of Taylor with an erection in his ballet tights. Ellis could suck Taylor's cock alright. In fact he couldn't wait to do it.
Ellis had a drink in the lobby bar while he waited for Taylor to arrive. He was wearing tan slacks, brown loafers and a light gray shirt. He was thinking about fucking Taylor's sensuous ass. If he had any misgivings about having to suck him off first you wouldn't know it by the boner in his pants.
When the click of high heels announced that Taylor had arrived Ellis wasn't the only guy that turned their head to watch as he walked up to the bar. Taylor was wearing a loose chiffon A-line dress with red roses floral pattern against a white background. The dress 's hemline fell to mid thigh.
Taylor wore nude tone nylon stockings, red pumps with four inch heels and carried a small red purse. His long blond hair was hung in loose ringlet curls as Taylor had worn it the night before. He wore heavy black eye makeup and his nails and lipstick were red, also as they had been the night before.
He kissed Ellis hello, then sat down at the bar and ordered a drink. Taylor had picked out an even more exclusive restaurant for Ellis to wine and dine him before they had sex. Pay it forward dude. But then an exquisitely beautiful transvestite such as Taylor was worth every penny.
They arrived back at Ellis's around ten PM. By the time they hit the elevators a tent had already formed in the front of Taylor's dress. He pressed it against Ellis's own stiffy as they kissed on the ride up. It looked to Ellis as though normally cool Taylor was as anxious as Ellis was.
Once inside Ellis's suite they embraced. Taylor's dress was drawn up and he was stroking his hard cock through his panties with one hand as they kissed. Taylor turned his back to Ellis. "Unzip my dress," he told him. Ellis shakily did as he was told.
Taylor turned back to him to slip out of it. The dress slid over his erection and onto the floor where Taylor stepped out of it. He was wearing a white panties and bra set with ornate detailing. The brazier's flat pads fit snuggly to Taylor's boyish chest. The panties sat high on the hips against his flat stomach. The leg holes were French cut. The seat rose up in a V over his shapely butt and were drawn deep into the cleft between them.
The penis pouch of Taylor's designer he-she panties was drawn tight to his nine inch erection. There was a wet spot at the end of it. The stretchy pantie material fit snug around Taylor's balls, which sat against the elasticized lace tops of his stockings. Ellis watched as Taylor stroked it. Ellis wanted that cock. He wanted it real bad.
"Kneel down," Taylor told him and obedient Ellis dropped to his knees in front of him. Taylor withdrew his cock from his panties. Can a cock actually look feminine, especially one this size? Ellis must have thought so because he didn't see it as belonging on a guy but on Taylor, who he'd convinced himself was not really a guy but instead an unbelievably gorgeous and very (feminine) transvestite.
At any rate Ellis didn't need to wait for Taylor to order him to open his mouth so that he could shove his cock in it. He did so willingly. And Taylor didn't ram his cock down Ellis throat either but placed it against Ellis's cheek as he continued to masturbate.
Then Taylor placed the tip of his cock against Ellis's lips to get him to open his mouth again. Ellis did and Taylor shoved his cock in it. Now you'd think a guy who'd never sucked a cock before would gag. Wouldn't you? But Ellis didn't. At least not yet.
Pre-cum has a slight taste to it and Taylor's cock was oozing a ton of it. The taste wasn't bad. That Ellis had no experience sucking a cock didn't matter. Taylor would guide him. He place his free hand on top of Ellis's head and set his hips in gental motion. He was both jerking off in Ellis's mouth while gently fucking it at the same time.
This may have gone on for some time, except for the buildup of blood near the tip of Taylor's cock had rendered the itch under its swollen crimson head almost unbearable. Taylor closed his eyes, rocked his head back and with his mouth wide open exhaled a long desperate sigh.
With his own cock aching as it was Ellis barely noticed that with each thrust Taylor's hard cock penetrated deeper into his mouth. Nor did he fully grasp that the motions of Taylor's hips had become frenzied and his gutteral moaning more desperate.
It wasn't until Taylor took hold of Ellis's head with both hands and shoved his cock down deep into his throat that Ellis finally gaged. And as if that wasn't enough Taylor restrained him long enough to cum and nearly choked poor Ellis to death.
When Ellis finally did break free. He rocked his head back and coughed as he gasped for air. Taylor's cum escaped from his mouth and ran down his chin. Taylor stood before him like a victor. With his legs splayed Taylor milked the remainder of the chizem from his bag into Ellis's face.
Ellis seemed bewildered as Taylor helped him to his feet. Then Taylor kissed him savouring the taste of his own cum. "I need you to fuck me," Taylor cooed sensually. Then Taylor removed his panties, crawled on top of the bed and laid on his back with his legs spread waiting to recieve Ellis.
Ellis stripped out of his clothes to join Taylor on the bed. Taylor lifted his legs and Ellis pushed them back toward his head to open him. Ellis drew himself up close to Taylor. Maybe Ellis was no hell at sucking cocks but he sure as hell knew how to fuck somebody. His cock found Taylor's hole and Ellis shoved it deep inside of him.
"Mmmmmm," Taylor hummed. "Mmmmmm, fuck me." Ellis leaned over and Taylor wrapped his legs around him. He looked longingly into Taylor's beautiful green eyes as he passionately fucked him. Taylor embraced him and they kissed. "Mmmmmm," Taylor hummed. It was as if Ellis was having intercourse with a beautiful woman except there was a hard nine inch cock pressed between him and his lover.
Gradually, as Ellis brought himself closer to ejaculation, his tempo became more aggressive. His breath rate increased. His heart was pounding. His deep moans became cries of desperation. "Ahh, aah, ahh, oh fuck, ahh, ahh aah, fuck." He was going to cum.
Taylor tightened his embrace. Ellis's rough motions, his whimpering cries and the destressed look on his face was turning Taylor on big time. "Cum in me," Taylor pleaded. "Of fuck I want you to cum in my ass."
Ellis stopped his frantic thrusts. Pressed himself deep. Closed his eyes. Opened his mouth. And bawled a long gutteral, "ahhhhhhhhhhhhhhh," as he came in Taylor's ass.
The following day (Sunday), Ellis shot Taylor another text;
E. that was great last night
what are you doing today (10:30 AM)
T. church (10:31AM)
E. church really LOL (10:32 AM)
T. yup really (10:34 AM)
E. want to do something later (10:34 AM)
T. my turn to fuck you (10:34 AM)
E. ??? (10:35 AM)
T. my cock in your ass (10:35AM)
E. no way (10:43 AM)
T. what it's okay for you to fuck my ass
but not me yours (10:44 AM)
E. that's different (10:44 AM)
T. fuck you (10:45)
E. can't we talk about this (10:45 AM)
T. see you at work monday (10:49 AM)
Ellis felt he had left himself out on a limb. He'd justified having sex with Taylor by thinking of him as a her. Even when he had sucked Taylor's cock. But getting his ass reamed. That was pure gay. The real deal with no going back. Desirable as Taylor was, no way was he going to shove that big cock of his up Ellis's ass. No way in hell!
Ellis texted Taylor back;
E. sorry Taylor
you can fuck me if you want (11:03 AM)
T. knew you'd come around
buy me lunch after church
12:30 sony's on 5th (11:04 AM)
E. okay (11:04 AM)
Can't say it wasn't without reservation when Ellis went to meet Taylor at Sony's restaurant up on Fifth Ave. Taylor had already taken a table on the side patio. And as soon as Ellis looked at him any reservations he may have had disappeared immediately.
Taylor had dressed unpretentiously for church. An off-white gore skirt with beige flecks that fell to mid thigh. White Silk blouse with short sleeves tucked in. White panties and bra. Nude tone nylon stockings. Suede ankle strap platforms. His hair was loosely gathered with a clip at the nap of his neck. His makeup was modest. And he had on sunglasses with brown frames.
Ellis wore casual pants with a light short sleeves summer shirt. He left the shirt untucked to hide the pauchy belly that overhung his belt. But now as he greeted Taylor, Ellis hoped the shirt tail would also hide the bulge that had formed in the crotch of his pants.
The parking lot was out back of the restaurant. Taylor went out to have a smoke while Ellis took care of the bill. When Ellis joined him Taylor stamped out the cigarette. They climbed in the Mazda and headed to Ellis's hotel. By the time they reached Ellis's suite a tent had formed in the front of Taylor's skirt.
Once inside they embraced and kissed as they undulated their hardness against one another. Taylor told Ellis to get undressed and he complied without argument. Taylor hiked up his skirt, freed his fully erect cock through one of the leg holes of his panties and gently stroked it as he watched Ellis nervously fumble around undressing himself.
Once he was naked Taylor placed his hand on the back of Ellis's neck. He drew Ellis in close and kissed him while still stroking his hard cock. Then Taylor took that nine inch erection and rubbed it against Ellis's hard little six incher. That made Ellis moan. "You ready?" Taylor whispered.
Ellis shook his head, yes he was. Not only was Ellis resigned to having Taylor fuck him, he wanted it badly. Taylor led Ellis to the bed and had him climb on and hunker down on his hands and knees. Ellis's feet hung off the edge of the bed and his hairy ass was poised in the air.
Taylor knelt on the carpet behind him. He parted Ellis's butt cheeks with his hands and buried his face between them. Ellis's head rocked back and he groaned loudly as Taylor's hot tongue found his sphincter. Taylor's tongue lapped at Ellis's ring and then pressed through, which almost made Ellis cum.
Taylor stood and brought his cock to Ellis's sphincter. He played pre-cum over it then gently pressed the head of his cock into Ellis's virgin anal canal. Ellis shuddered. Then he whimpered like a baby as Taylor's cock pressed deeper inside him.
Ellis felt Taylor's cock head pressure his prostrate and his bladder directly behind it. It made Ellis feel like he needed to pee real bad. Wether he could actually pee was questionable as Ellis had the hardest erection he'd every had. And Ellis's hand was on that throbbing rock solid mass as he vigorously masturbated himself.
While Taylor fucked him and Ellis masturbated, he quickly approached the brink of eminent ejaculation. Ellis's throbbing cock was about to erupt in a massive explosion. In the end it was Taylor who pushed Ellis over the brink when his rythmatical undulations quickly turned to frantic thrusts. Then they suddenly stopped as Taylor drew Ellis tight to him and his cock exploded in a massive orgasm inside of Ellis's ass.
Taylor rocked his head back and cried out loudly as he came in Ellis's ass. And so it was that the final shock of Taylor's hot cum invading his rectum had tipped the scales for Ellis. He came in torrent with a wondrous confusing mixture of pain and pleasure. His screams melded with those of Taylor as Ellis emptied himself into the bed spread.
Taylor rode Ellis's ass for awhile before he withdrew his spent cock. Ellis collapsed on the bed. He couldn't believe he'd just had his ass fucked. Even more unbelievable was that, even though it hurt, he liked it. Liked it a lot. And so Ellis finally realized why his marriage had failed. Why he didn't have a girl friend or use hookers. Ellis knew he was gay.
THE END