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Getting Out There

Summary:

Hooking up was hard for a trans guy — especially one who wanted anal.

Notes:

Needed something comforting. Not enough trans guy softness here.

(See the end of the work for more notes.)

Work Text:

Dating after his transition always seemed a little scary for Lev. Even before then he was never the social type. He often preferred staying at home and just doing whatever he did with his computer in front of him, but after countless months he had personally decided enough was enough. 

Lev couldn't shut himself off to the world like he did. He needed to learn to live again, to find company in someone. Or that was what his friends told him he should do. 

So on Friday night they dragged him to the local bar. Nothing to fancy or stimulating, just a place where they could order some grub and drink a little, plus hook up with some men. It was an all inclusive club and while Lev hadn't personally been there, his friends; Robert and Jamie, only had good things to say about the place. 

Obviously within reason. They didn't want to scare the born again virgin with their sexcapades. 

"So, how about him? He's kinda hot." Robert chimed in, acting like a wingman for Lev in their little booth. They were mostly obscured away from the rest of the patrons, a quiet little compromise for Lev's anxious personality. 

Lev twisted his lips, not liking the shirt the guy was wearing. Yes, he knew he was being picky. But if he wanted to get laid tonight, or lay someone, he wasn't that fussed if he had to use a strap on, he had to make sure they fit his short list of criteria's. 

"Nah, don't think we'll mix." Lev replied, shaking his head as a no. 

"Why? He's so my ty." Robert ogled him some more, lingering a little on the ass department. The guy he had been watching was almost ripped, his outfit barely staying on with his muscles bulging. 

That was one of the other reasons why Lev hadn't taken an interest in him. He wanted someone similar to his body shape, someone with some strength but not enough to punch a house down. Taking a sip from his glass to hide the bubbling anxiety in his chest, Lev knew better than to say more. 

"Then take him. I'm sure we can find someone else for our sweet Lev, can't we dude?" Jamie chuckled, lifting his hand to ruffle Lev's short brown hair. 

He styled it specially for tonight, with bangs and a small part near his left ear, just like something he had seen in a magazine. He didn't need it ruined, not before he met a guy who was his fancy. 

Ducking, Lev scowled. "Careful of the hair dude. Don't need your greasy hands up in my grill."

Jamie just laughed it off and heeded the warning. "Sorry, forgot tonight had to be perfect."

"I didn't say perfect, I just mean more better than normal." Lev winced, hoping Robert would back him up on it. 

"Anything's better than us hanging out in Jamie's mom's basement. At least here we can drink without getting nagged out."

"Mate, leave my mom out of this. She said I could stay as long as I wanted..." At that point, Lev wasn't paying attention. Jamie's voice drifted out as someone caught Lev's eye. Tall, slim and fit. Three things that matched Lev's physique. So his type. 

Now he had to hope he was single.

As if in a lustful trance, Robert nudged his shoulder into Lev who had unsuspectingly began to gawk — hard.

"Dude, just go up to him. I bet he's all alone tonight." Robert hissed in encouragement, almost pushing Lev out the booth. His feet tripped over each other, scuffing against the floorboards. 

"Shit!" Lev hissed, noticing the guy was looking his way.

Composing himself was easy with the brush of his hands against the front of his hands while walking wasn't. He felt like he'd fall at any moment yet with a little effort, Lev made his way to the man. 

"Hey. Couldn't help but notice you from across the bar. I'm new here."

"Hey there. So new, yeah? I'm Tyler btw." He ushered Lev with a hovering hand to take a seat right up against the bar counter. Tyler was a man dressed in almost all black, saved for his blond hair that was curled over, the tips lightly hovering over his forehead. "Two beers? Or you want something else?"

"Nah. Beer's fine. I don't want to get too tipsy. The name's Lev."

"Wow, that's unique, what's it named after? Your dad's side?"

Sheepishly Lev shook his head. "Neither. I chose it myself."

"Haven't heard of a guy picking his own name— Oh!" There it was. The click when people realised that Lev was trans. 

"Yeah. I'm trans. Have a problem with it?" Abrasively Lev gritted out, taking hold of his glass and tipping it down his throat.

"Why would I? It's your body and we're just talking. I don't think I'm even on the baseball field." So modest. Lev hoped they'd reach third base tonight.

"Well I think we're at least hovering around first base."

"Okay, fair enough. So what about you Lev, tell me a little about yourself?"

They talked for a little at the bar, keeping things light without divulging too much into their personal lives. Lev basically told him that he lived with a roommate and was working full time, while Tyler lived on his own, inheriting a place from his folks.

"So what's your goals for tonight? The sack or a quickie in the back?"

Lev almost spat his drink out and eyed Robert and Jamie with the corner of his eye. They were trying to appear inconspicuous, but were failing. At least they weren't wingmanning him at the counter. 

"Honestly. I want to be stuffed."

"Oh? A cock up your ass, hmm?" Tyler whispered in his ear. Hot breath tingled his senses.

A gentle palm rubbed Lev's pants, suggesting for more. Lev licked his lips and tried not to look down too much as he sipped on his beer. 

They talked some more, the hand rubbing little circles into Lev's bouncing thigh.

"So? Warm up to me yet or should we just call it off?" Direct. Straight to the point. Tyler wasn't messing around. He was horny, hunting for some fun. 

Lev was desperate. He was his type and nothing was giving him warning bells in his hell. Ah, what the hell, got to take a chance sometime!

"Oh, definitely warm Tyler." Lev winked. "What do you have planned with me?"

"Well, I was thinking we should ditch the music and head somewhere quieter. Maybe mine? or, if you prefer yours?"

"I hope you know who you're getting with." Sliding off the stool, Lev gave his friends at the back booth a thumbs up for a success. Spinning on his heel, he felt the hand that previously was on his thigh now traverse to his ass, giving a squeeze. Lev almost yelped, embarrassed that people could see. 

Tyler chuckled it off, leading him out the front door. 

And that's how it started. With a trip and a stumble, now on Tyler's bed.

Lev was stalling as Tyler scampered around his room while dimming the lights. He was setting the mood, giving every green check to help Lev relax. But Lev couldn't. He was still apprehensive about showing his body, even though he had told Tyler that he was trans. 

What a scary word to usher out. Tyler understood it, still accepting him anyways. 

With the room set, Tyler dipped one knee against the mattress, crawling his way up to Lev's lips. He halted a hand out, trembling.

"Y-you sure I'm enough for you?  Like really really sure? I don't exactly have — t-that, so it might not be good for you?" Lev stammered out. His insecurities were poking through. 

Tyler approached closer and brushed a hand on his cheek, hoping it would calm him down. The warmth surged right upon contact, giving something to quell Lev's doubt. 

"Of course. I'm really really fucking sure about you! I wouldn't have taken you home otherwise. I'm not some asshole who just pumps and dumps. So, no. I'm not one of those guys."

"You know I ask because I don't really— "

"You have a asshole. I want to fuck an asshole. Simple as that."

"Sorry. I didn't mean to assume." Meekly, Lev accepted the answer.

"It's okay. You're nervous. Got to have all your bases covered."

"Yeah..." Lev breathed out. His heart was twisted with knots, almost causing him to panic. But with the caring and patient palm gently brushing a slow circle into his barely forming prickly beard, Lev knew that he'd be safe. He just had to tell his heart that. 

Preparing himself, Lev knew that he'd only feel discomfort for a moment while undressing. Since his top surgery he hadn't done it in front of anyone, but if he wanted to have sex and build confidence, Lev had to leap over the first hurdle. 

Fingers trembled, struggling to pop out the bottom-most button. 

"You want me to help you? I don't really mind." Tyler whispered, careful not to overwhelm him. 

While it would have been the smartest choice to allow Tyler to help him strip, Lev knew that he had to sort out of strangulating anxiety on his own. "I can manage, just give me a moment."

Slipping and almost appearing futile, Lev struggled some more on the first button before finally undoing it. The next four came with ease, opening up his shirt. 

Nervously Lev held both sides clumped in his hands. He bit his lip, waiting for a negative comment that never came. 

"I look hideous, don't I..." Downtrodden, Lev blurted out what he thought Tyler was thinking. Though, it was quite the opposite. 

The reason for Tyler's silence was that he was in shock. Gasping with a tiny breath, Tyler's eyes widened to the perfect torso as if it had been painted. Even the scars that Lev was fearing were botched did not look out of place for Tyler. 

"No — Don't you start that, alright? There is no room for anything degrading in my bedroom, not unless you want it. I just," Tyler swooned, placing a hand on his forehead and straddled Lev down with his strong thighs, "you're fucking — Shit — I mean — Argh — I always get so tongue tied when I'm horny..."

"I can put my shirt back on?" Lev made a motion though in that time Tyler reached a hand to grab his wrist. It was gentle and flimsy, all too caring for a guy that was going to fuck his brains out tonight. 

"I didn't say that. I just was in awe at your chest dude. Fuck! Might be better than mine." Tyler ripped his top off with ease over his head and threw it off the bed. It landed somewhere in the dimness of the room, though neither cared where. 

His words were wrong. No way was Tyler lesser than him. Nitpicking would do nothing in that situation but stall. Lev rolled his lower lip with his teeth, letting the thought go. 

A glimmer soon poised itself in his eyes, almost like two hearts in love. He was enamoured with the sight of Tyler's chest that without thinking his hands rose to touch his beefy and mucular pecks. 

Tyler leaned closer, giving him ease of access and started grinding, his thick bulge evident in his tight black pants. 

"Oh yeah, you like how squishy they feel don't they? Mmm, yeah keep touching, I heard my nipples are super sensitive Lev."

Gyrating his hips and frotting against Lev, Tyler couldn't help but moan low and deep to his body being played with. Nipples perked as they were touched, turning erect like little cylinders bolted onto his chest. 

Lev felt his lower half tingle, the sensation almost welcoming for him. He still had his front hole, though that would never be in commission again. Even if it pulsed and throbbed to be used.

Anal was what Lev loved. Back door only.

"M-May I?" Tyler huffed out a hot breathy moan and parted his lips with the silent plead, sinking his body with almost all his weight into Lev's. His hips were tight and compacted against his petite body underneath, displaying dominance that made Lev blushed. He'd never been pinned by a guy like this before. 

Lev could get used to this. 

Colliding their wet lips together, Lev responded to his asking with the kiss. It melted his insides like fudge, warming him up in ways he never thought were possible. Lev felt like he was wanted tonight. Tongues twisted and entwined together, mixing their saliva. Taste indescribable. 

Maybe it was the alcohol but Lev certainly couldn't get enough of it. 

"Shit! Kiss me again." Lev moaned out his lips. 

Tyler obliged. They kissed and made out, letting their hands roam free. Their bodies were their temples — free real estate. 

Lev arched his back off the mattress, feeling it almost sticking against his open shirt. Groaning, he rolled his eyes back, allowing Tyler's touch to guide his emotions. 

Slowly his hands slinked down his bare stomach, trailing over the little hairy patch he had connecting his belly button to his abdomen and down to the hem of his pants. Hitching his breath, Lev prepared himself and nodded eagerly for Tyler to undress him all the way. 

Weight was shifted as was the sheet underneath him. Lev could feel the dents and rivulets press against his bare arms as he felt himself become one with the bedding. With the light flutter of his scared eyes, Lev parted one of them slightly open and saw the blurry darkened silhouette of Tyler stripping him. 

Button unbuckled, hips rolled up and over, Tyler pushed the pants till they sat over his knees and put his attention to the boxers. Again Lev hissed pre-emptively. 

It was louder this time. 

"Tell me when to stop when it gets too much." Tyler reassured tip toeing his fingers up his hairy thigh like an animal stalking their prey, only kinder. 

It tickled as he snuck up closer, speeding Lev's heart. He already felt like he had died, now it was twice over. yet with a held breath Lev endured, for his own sanity. 

Two thumbs dipped under the band and waited. Tyler tried locking eyes with Lev. He only saw the slight shine in them from the dim bedroom light. Nodding, Lev gave the all clear. 

Fabric that clung to his body sifted down like silk, revealing his mound. It wasn't anything good to look at, all hairy and sweaty, but Lev was glad when Tyler gripped his hip, urging him to roll over. The man wanted no part of his front hole, understanding the silent agreement they had made back at the bar. 

Removing all barriers of clothing, Lev rested on his stomach and pulled a pillow to rest his head. Tyler stroked a hand down the curvature of his spine, ending right at his ass. 

It was hairy, with dark little hairs littering what was a tight little bubble butt. Lev felt impatient and wriggled his hips. His ass jiggled. Tyler bit back a moan with his knuckle and dipped his hand between the crevace, allowing his palm to sink in. 

Lev moaned, feeling his cheeks spread. His asshole felt the cool wisp of air in the room, puckering tighter. Lev breathed out, trying to relax himself. He didn't need to be so closed off when the hardest part was over.

Being extra protective, Tyler held one of Lev's legs as he rummaged through his closest dresser for some condoms and a pack of lube. "You know, easy clean up and all," Tyler answered himself, letting Lev know that he wasn't going to keep him in the dark. 

"You think you can finger me for a bit before you shove it in? Haven't done this for a while."

"Was going to do it anyways." 

His cock was erect, no need to be sucked. Panting, Tyler jerked himself a little to keep the blood flowing. Then, rolling on the rubber and applying a generous amount of lube on his palm, Tyler inched his hand closer to the pink puckered thing. From there he circled the small closed thing, allowing Lev's anxious body a breather. 

He wasn't going to shove his cock in and break him, no even for hardcore. Tonight was about helping a Lev regain his confidence, not shatter it. 

Slowly his asshole became accustomed to the touch and pulsed. Slipping on one finger was easy. Then came two. And finally three. It took a little effort but Tyler stretched out Lev, asking him if the addition of another was fine. 

It was superb to Lev. He felt his body hitch and buck with every finger, even when they were driven to the knuckle inside his ass. 

"Okay big boy, you now ready for the real thing?"

"Been waiting all fucking night for you to fuck me." Lev twisted his head, watching Tyler get into position. 

He held his hard cock in one hand and parted Lev's cheek with the other. The tip went in gruellingly slow, suctioning in my Lev's gape. He felt all the veins on Tyler's cock imprint in his asshole, really pushing the limit of the stretch. 

"Shit— Ah — Okay... I think I feel good." Lev moaned into the pillow, feeling a range of emotion expelled out his lips. It stung a little but the pain quickly faded into pleasure. 

Sure Lev didn't have a prostate like Tyler, but he still felt pleasure in his body. He wasn't broken, just atomically different, as quirky as comparisons went. 

"You sure?" Tyler tested the waters, sinking the rest of his length in. 

Only a inaudible gasp stretched Lev's lips, followed by a long drawn out moan. yeah, that hit the spot. 

"Fuck me! Yeah fuck my ass Tyler!"

Tyler took that as golden green and rocked back and forth. He started off slow, where his rolling hips barely touched Lev's ass but as the moans became more enthusiastic, Tyler sped it up a notch. 

Hard fucking filled the room's emptiness, turning the air into hot stinky sex. Tyler now was slamming into Lev's ass, balls hanging low and swaying. They bruised the back of Lev's legs.

"Go deeper. Ummmmf — Fuck me up good." Lev mumbled in a moan, unsure what he was saying. 

Tyler chuckled and gripped both his hands around Tyler's hips, moulding him into a better position. His ass now stuck up in the air with his torso digging into the matress. His nipples chaffed against the fabric, hands grabbing them by the clump. 

Lev rocked back and forth at the mercy of Tyler's cock, feeling it sink deeper. His hole gripped the cock tight inside him, almost crying each time it pulled out, only to be shoved back in again. 

A drool patch stained the pillow Lev had by his head. Lev moaned up a storm. He was a cock slut. 

Soon the pounding took a turn, becoming more harder, faster, more fine tuned. Less experimenting and more getting on with the main course. Lev felt his balls tighten, their impact harder against his thighs. 

It took all of Lev's energy not to scream out in pain. 

"Sorry Lev, I think I'm close. You think you can hold out a little bit for me?" Panting, sweat dropped on Lev's back, searing his skin. Pool of exhaustion puddled on the small of his back, tilting off to the side with each hard thrust shoved into his hole. 

Voice dying moments ago, Lev moaned with his mouth open, letting the spit fall anywhere. With his insides pummelled this good, he honestly barely remembered his own name. 

"Ahh — Harder —Finish in me!" Lev shouted in a raspy voice feeling the height of his own orgasm come. 

Tyler connected both their bodies together as he did the final thrusts, kissing up his sweating back. In that same moment, Lev scurried a hand down to his cock above his front hole and fondled it a little, getting it up to speed. It didn't take him too long, already horny and alive, but the pressure inside him was about to blow. 

"Fuck! I'm coming!" Tyler moaned out in relief as he thumped his cock for the last time into Lev, expelling all his hard work into the condom. Lev twitched a little under him and then toppled over, feeling his cock spasm in pleasure. A slick clear substance pushed through the tip and collided with the sheets. 

They were already ruined anyways, from all their sweat and whatnot. 

Lev hissed once Tyler pulled out his cock of his ass, leaving a wide gape. it was dark like a cavern and retained shape for a moment before slowly wrapping up. 

Rolling over, Tyler collapsed back first onto the sheets and gazed up to the ceiling, catching his breath. He was covered in sweat, from head to toe and his blissful cock sat comfortable against the dent of his hip. It was still half erect, but that was to be expected. 

Lev turned over from his back and followed what Tyler was doing. 

Panting was the only thing heard out of their spent lips. 

Then the silence was broken by a gleeful smile on Tyler's lips, asking for feedback. "So, would you take me back to your place next time?" 

An open ended invitation. Lev had the right to say no but with his body feeling this good, he really didn't want to allow it the opportunity to slip on by. 

"Why not round two in a few?" Matching his wistful grin, Lev responded. 

"Oh? You want sloppy seconds?"

"Hey, you fingered my ass. Didn't think it was sloppy then, was it?" Jabbing him with his elbow, Lev almost snorted at the banter between them. 

His anxiety had almost gone during tonight's affairs, feeling good about himself and his body after so long. Not only had Tyler taking him by the ass but he had not gawked nor pointed at his scars, which made Lev feel on top of the world.

"So, how about that round two?" Taking initiative, Lev rolled his hips and grappled Tyler with his thighs, flashing a grin. Tyler wrapped his arms around Lev, gladly wanting it.  

Notes:

Anyone interested in a doctor/patient trans guy fic?

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