Heaven (Gay Oneshots)

Warnings/kinks: ftm/transmanxcisgender man, panties, big bottom, small top, large age gap (20 years), squirting, etc.

Note: This story contains a male transgender character who has not gotten bottom gender affirmation surgery. To put it crudely, he has a vagina. Trans men are still men even without a penis so yes, this is gay smut. Don’t like? Don’t read.

Thanks to @thatsso-random for helping me work out how to properly write about vaginas, seeing as I don’t own one.

WYATT’S P.O.V

Fuck.

When dad said he’d be going on a business trip for a week, I told him that I could stay home alone but he didn’t agree. At the age of nineteen, I was a very shy and reserved young adult. It was why dad insisted that I attend a university closer to home and why he felt the need to get me a babysitter while he was away on his business trip. Apparently, he thought that I was so ‘meek’ and ‘fragile’ that I’d somehow fall apart the second I was left unattended.

Unfortunately, I think he was right. After all, I was a horrible cook and also far too anxious to order myself some takeout. I would probably end up living off cereal and instant ramen if I had to be alone for an entire week. Which is why my dad made sure I wouldn’t be by myself while he was gone.

I just wish he hadn’t gotten Flynn to look after me...

“Alright, kid,” My dad offered me a warm smile as he finished putting his suitcase into the back of the Uber that had come to pick him up. “Take care of yourself, okay? Flynn’s here to keep an eye on you, so don’t hesitate to ask him for help with anything.”

“Okay,” I mumbled, tugging at the sleeves of my oversized sweater.

Dad reached over to ruffle my hair and I blushed because he was embarrassing me in front of Flynn.

“Dad,” I whined and he moved back with a chuckle.

“See you in a week,” He said and I nodded.

“S-See you in a week.”

Turning away from me, he smiled at his best friend. Flynn had been standing by my side the entire time but I did my best not to look at him and instead keep my gaze firmly trained on my shoes.

“Thanks for agreeing to take care of Wyatt for me,” Dad said.

“Oh, it’s no problem,” Flynn replied and I let out a short gasp when he draped his muscular arm over my shoulder. “Wyatt and I are buddies...Isn’t that right, Wy?”

I swallowed thickly and nodded without turning to look at him. My heart was beating so hard I was almost afraid it would burst through my ribs and fall onto the floor. Flynn had always made me feel so...fluttery and warm inside. It’s why I always tried to avoid him.

After saying another round of goodbyes, my dad got into the car and left for the airport. The second the car had disappeared down the street, Flynn tapped my shoulder, silently asking for my attention. I hesitantly gave it to him by turning my head to the side and looking up at him.

My heartbeat hitched for a moment when his dark, monolid eyes met mine and I think I almost passed out when he smiled at me. “What would you like to eat for lunch?”

You.

“P-Pasta?”

He nodded, “Pasta sounds great.”

We went into the house and I sat by the kitchen counter while Flynn started cooking. I tried my best to keep my thoughts appropriate by reminding myself that he had practically raised me alongside my dad and that the age gap between us was an alarming twenty years. However, it was hard not to fantasize about Flynn when I’d been doing so for almost six years. Plus, it’s not my fault that thirty-nine was doing wonders for him.

It should be a crime to look that attractive.

I bit down on my lip as I watched him move around the kitchen with ease. His short, dark hair was a mess atop his head but somehow it looked good like that. Everything about him looked good...

I sighed a little, taking in all his features. He was half-Mexican and half-Japanese with dark, almond eyes and warm beige skin that I often dreamt about leaving lovebites on. He was tall, very tall, and well-built. And he had a dark stubble on his jaw. It matched his dark hair...hair that I wanted to run my hands through...hair that I wanted to tug as I made him suck my big, hard di-

“Wyatt?”

“Yes?” I snapped out of my daze with a blush to find Flynn looking back at me from over his shoulder as stirred at one of the pots on the stove.

“I was asking if you want it spicy or not.”

“Spicy’s fine,” I mumbled, nervously tugging on the sleeves of my sweater as I tried hard not to let my gaze wander down to his ass.

“Alright,” He turned back to face the pots and I let my eyes wander.

I’m such a perv...

But Flynn’s ass is so...wow.

I really did try my hardest but I found myself staring at it for the majority of the time he spent cooking. Once he finished, I was hard as a rock but luckily, my sweater was big enough to hide my shameful erection.

“How does it taste?” Flynn asked once we were sat at the dining table and eating our lunch.

I took my third bite and swallowed it down before responding to his question honestly. “Delicious.”

Although, I bet he tasted even better...

I blushed at my own dirty thoughts and kept my eyes on my plate as I continued to eat. I could feel Flynn’s eyes on my skin and each time I looked up he was watching me with an unreadable expression on his face. It was beginning to make me feel anxious. However, he finally spoke before I could start to overthink.

“Do you have a problem with me, Wy?”

I almost choked on my food. The question caught me off-guard and I had to take a few seconds before I could form a response.

“N-No,” I said, looking at his pretty eyes before I quickly looked down at my slightly trembling hands. “I don’t have any problem with you.”

“Then why won’t you look at me for more than two seconds?”

“Because I’m shy...”

“I know you’re shy. I’ve known you your entire life. Which is why I know that something is wrong. You’re acting strange,” He said, speaking in a firm yet soft tone. “Tell me what’s going on.”

I really like you and every time I look at you, I want to shove my dick in your mouth because you have such a pretty mouth and I just want to kiss your lips- both pairs. I want to taste your pussy. I haven’t stopped thinking about it since that time I accidentally saw you naked. I’m going mad just thinking about the fact that you could be riding me right now but you’re not. Fuck! I want you so bad, uncle Flynn...

I got up from my seat abruptly before I could say any of the words floating around my head. “I need the bathroom.”

“Wyatt-” Flynn stood up, clearly wanting to talk to me, but I made a dash to my room before he could.

I really need to masturbate.

*

“Come on, Wyatt,” I whispered to myself, trying to gather some courage. “You can’t stay in here forever. You have to apologise.”

It was rude of me to have left the table so abruptly and even ruder of me to have proceeded to lock myself in my room for five hours. Flynn had come to check up on me three times but I ignored him each time. My heart was filled with guilt as I listened to him knocking on my door, begging me to come out and talk to him. I wanted to but I was too scared to so I buried my head under my pillow and remained silent like a coward until he eventually gave up.

But now I’d taken time to think and I realised that I couldn’t hide forever. Flynn didn’t deserve to be ignored. And I was starting to get hungry again...

“Okay,” I stood up from my bed, feeling encouraged. “I can do this.”

I rushed towards the door and yanked it open before I could give myself a chance to freak out again. I could hear the sound of the television playing from downstairs and I took in a deep breath before I made my way to the living room.

It was already dark outside but the lights were on and I could see Flynn sitting on the couch with a bowl of popcorn on his lap and a blanket covering his lower half. He looked so handsome when he laughed at whatever he was watching. I loved the way his eyes squinted shut when he smiled and the laugh lines that would appear on his cheeks.

Taking in another deep breath, I stepped into the room, and his head turned towards me immediately. Those lovely, dark eyes had me blushing like mad.

“H-Hi,” I mumbled, dropping my gaze to my feet because Flynn was just too attractive to look at.

“Wyatt,” He said my name softly, as if he was afraid I’d run off again. “Are you alright?”

I nodded and forced myself to look at him because I didn’t want him to think that I had a problem with him.

“Would you like some food?” He asked, reaching over to put the bowl of popcorn on the coffee table. He got up to stand. “I made rice and-”

Holy shit.

He didn’t get to finish his sentence because he was frozen in shock, just as I was. The moment he got up from the couch, the blanket fell from his lap, revealing the red lace underwear he was wearing.

My body malfunctioned at the sight of his thick thighs. I could barely breathe, let alone speak as I tried to process the fact that Flynn was standing in front of me wearing nothing but a white crop top and a very sexy g-string.

Not only did the red colour perfectly compliment his honey-toned skin, but the underwear was so tiny that it left almost nothing to the imagination. The thin straps hung snugly around his hip bones and the lace fabric barely covered anything. My dick was instantly hard and I had no doubt in my mind that my face was redder than red.

“Fuck,” He cursed, rushing to cover himself with the blanket after several seconds of standing in shock. “I’m so sorry. I thought you weren’t going to come down again and I always hang around like this at my place. I just got so comfortable and I kind of forgot where I was. I-”

“I want to fuck you!” I blurted out and Flynn’s eyes widened in shock.

“W-What?”

I swallowed thickly, fiddling with the sleeves of my sweater. The truth was already out and my dick was harder than hard. I decided it was time to be honest. Consequences be damned.

I looked into the eyes of my father’s best friend... the man that had helped raise me... the man I’d been crushing over for years.

“P-Please let me fuck you, uncle Flynn.”

FLYNN’S P.O.V

Wyatt was the cutest thing ever. Ever since he was a little boy, he has always been more withdrawn and incredibly shy. He always hid himself in bright, oversized sweaters that looked far too adorable on him than they would on anyone else.

Standing at a minuscule height of 5′5", he was half a foot shorter than my 6′1" frame. He was dainty, fragile, and oh-so-innocent with his large, blue eyes and his fire-red curls. He resembled a freckled deer; as adorable and helpless as little Bambi.

So, you could only imagine my shock when he asked if he could...fuck me.

“Wyatt-” I looked at him, not knowing what exactly to say so I chose to say the only logical thing I could. “I raised you.”

“So?” He asked as he nervously fiddled with the sleeves of his large, baby blue sweater.

“So, what you’re asking for is very inappropriate,” I said. “You’re like a son to me.”

I had changed his diapers and driven him to school more times than I could count on both my hands. Every birthday party, every flu he’d gotten, every holiday...I’d been there.

“I know it’s wrong, but I can’t help the way I feel,” He whispered, staring at me with an immense amount of longing in his eyes. “I want you so much and I’m t-tired of pretending I don’t.”

Fuck.

I hated the way my heart raced when he said that. I’d always thought he was cute but forced myself to keep my feelings for him fatherly at all costs. But now that he was confessing, I could feel the hidden desires within me begging to be unleashed.

“Please, uncle Flynn...” Wyatt walked towards me, still biting nervously on his lip. He came to stand in front of me and looked up at me with big, blue eyes full of desperation. “J-Just one kiss?”

Don’t do it, Flynn.

He’s Tobias’ kid.

Practically your kid.

Don’t do it.

Don’t-

“Oh, fuck it,” I muttered, cupping Wyatt’s face in my hands before I leaned in to claim his lips in a hot and passionate kiss.

The whimper he released had me dripping wet in an instant. And I was practically soaking when he parted his lips, letting me slip my tongue into his mouth. I eased my pace, kissing him more gently as I brushed my thumbs across his freckled cheeks. He let out a delicious moan as his small hands moved to trace over the ridges of my abs and I pulled away from the kiss with a gasp when his right hand wandered lower, moving to brush against my barely-clothed pussy.

“You’re so wet,” He whispered. He was blushing profusely, to the point where the colour of his cheeks almost matched the colour of his hair.

“How could I not be? I murmured, feeling my clit throb as I looked at him. “You’re so beautiful, Wy.”

He shook his head before timidly whispering; “Not as beautiful as you are.”

Tobias is going to kill me. I’m going to have sex with his son.

I sucked in a trembling breath as Wyatt’s lithe fingers reached underneath me, caressing my most sensitive spot. He looked shy but he was clearly eager. His blue eyes looked a little less innocent as they stared up at me, slightly darkened with lust.

“May I?” He asked as he continued to tease me over the thin fabric of my thong.

“Yes,” I whispered, making the life-changing decision without sparing a second thought.

Wyatt’s fingers pried my underwear to the side, leaving my pussy exposed to him. His eyes never left mine and he watched me intently as he dragged his middle finger between my labia. My breathing grew irregular when he plunged the finger into my wet hole. It was smaller than my own but it had been a while since I touched myself so it felt really good. My legs almost gave up on me and I had to grab onto his shoulders to steady myself.

“Fuck,” I groaned, hunching over and pressing my forehead against his as he gradually began to finger me. “Fuck,” I repeated when his thumb started to rub my clit in slow circles.

“Is th-this okay?” He asked as he pushed a second finger into my hole.

“More than okay,” I breathed, pressing a chaste kiss against his lips. “Add another.”

Wy slipped in a third finger, giving me what I wanted. I kissed him hard, moaning into his mouth so he could know just how good he was making me feel. He was panting softly when he pulled away and I let out a low, needy grunt when he pulled his fingers out of my hole. However, I didn’t complain one bit when he brought them to his lips before he licked my juices off happily.

“You taste so good,” He said and it was my turn to blush a little. “Can I eat you?”

I didn’t give a verbal response and instead moved to lie on the couch. I brought my knees to my chest and spread my legs, leaving myself exposed for Wyatt’s viewing pleasure. My thong was a little in the way so I shoved it to the side and held it in place, shivering slightly when my wet hole was fully bare.

The shy, little male looked like he was about to burst at the sight of my pussy. This was the first time he was seeing it properly, getting the same view a gynaecologist would.

“F-Flynn,” He whimpered out my name before rushing to lie down on the couch with his face close to my privates.

I was glad the couch was big enough for both of us. I was even more glad when Wyatt leaned in to get a taste of my pussy.

“Shit,” I cursed, gripping the back of my thighs and keeping my knees pressed to my chest as Wy began to lick at my hole.

His actions were timid and he lacked skill but made up for it with his adorable enthusiasm. His tiny kitten licks were driving me wild, bringing me more pleasure than any experienced man ever had. I think his eyes also contributed to that; the way they stared up at my face (so full of innocence and a desire to please) had me wetter than I’d ever been in my entire life.

“Don’t be shy,” I urged him, needing more. “Put your tongue inside.”

He let out a soft, little whine before he slipped his tongue into me. I moaned at that, tossing my head back, and that seemed to encourage him. He grew more confident, eating me out with more fervour as he fucked me with his tongue. He had me moaning in a matter of seconds and the sounds that filled the room were sinful, wet noises that would make any person turn pink in shame.

“Wyatt,” I gasped when three of his fingers replaced his tongue. “Oh, Wy...Fuck, baby,” I moaned, closing my eyes as his mouth wrapped around my aching clit. “You’re a fucking natural.”

All thoughts of Tobias’ anger flew out the window as the boy I’d helped raise sucked on my clit while his fingers plunged in and out of my leaking hole. I writhed and moaned and cried out in ecstasy, letting my large body submit to his small, delicate frame.

“Wyatt,” I groaned, looking at him with tears in my eyes. “I-I’m gonna- Oh, fuck! I’m g-gonna-!”

I tried and failed to warn him and soon my body convulsed as I began to squirt all over his face. My orgasm hit me like a truck and my mouth fell open in a loud, pornographic moan. My vision went blank for three solid seconds- my toes curled and my back arched. I just barely managed to open my eyes again and I ended up moaning at the sight of Wyatt licking my pussy clean while his face was practically covered in my juices.

“So pretty...” He mumbled as he kissed my labia before he pulled away. He sat up to look at me with flushed cheeks and an adorable smile on his face. “D-Did you like it?”

“I just squirted all over your face,” I said, still trying to catch my breath. “I loved it.”

And I’m ashamed to say that I didn’t feel as guilty as I should have when admitting that.

I also sat up and looked at Wyatt with a small smile on my face because he looked a bit too cute for someone whose face was covered in pussy juice. I took off my shirt and used it to wipe him clean. When I was finished, he hesitantly reached over to touch me and I smiled a little wider before nodding.

“Go ahead.”

With my consent, he felt the scars below my pecs. He had always been obsessed with them, even when he was a kid. He used to draw on them with Sharpies. He had been born just a few months after I got chest masuclinisation surgery so the scars were mostly faded now but he still seemed to like them. I could tell by the way his eyes sparkled as he gently traced them with his fingers.

“Every part of you is so beautiful,” He whispered as he ran his eyes over my naked body. “Even more beautiful than I imagined.”

I felt my face heat up and I leaned in to kiss him. I could taste myself on his tongue and that turned me on a lot more than I expected it to.

“I’d like to return the favour,” I said, slowly pulling away from the kiss. “Can I suck you off?”

He nodded, blushing even more if that was possible. I moved back as he began to pull off the sweater he was wearing. It was so big that it had covered his erection so I couldn’t see how hard he was the entire time. My jaw dropped once he took it off and I had to physically remind myself how to breathe when he stood to take his shorts and boxers off as well.

Holy fucking shit...

Wyatt’s dick was one of the bigger ones I’d seen in my entire life. It looked almost out of place on his slim, little body. The length alone was quite intimidating but, paired with the phenomenal girth, I wondered how he was able to walk around when he was erect.

And those balls...

“S-Stop staring,” He whined as his blush ran up to the tips of his ears.

I felt myself starting to grow wet again and I swallowed thickly, trying to gain some form of self-control. “You’re huge.”

He shrugged bashfully, looking far too precious to be carrying what should have been a registered weapon.

I didn’t even have to think. I sunk to my knees in front of him and put his tip in my mouth. He moaned, grabbing onto my hair as I licked up the salty pre-come that had gathered on his head.

“Uncle Flynn,” He cried out, choking on another moan when I swallowed him down in one go. “Oh...Oh, goodness!”

His eyes were wide with shock. He was clearly surprised that I’d managed to take all of him so easily but I’d had decades of practice and I knew how to suck a dick...any dick. Even the really huge ones.

I had to keep reminding myself not to gag as I slowly started to suck him. I moved my head back, leaving only his tip in my mouth before I swallowed him down my throat once more. He throbbed deliciously, already panting as I built up a steady rhythm.

Soon, he was whining and moaning out for me. His pretty, blue eyes stared down at me with tears in them as he sucked in shallow breaths through his pouty, pink lips.

“Uncle Flynn-” He grabbed onto my hair a little tighter, fucking himself in and out of my throat as his thighs began to tremble. “I need to-”

Just like me, his sentence was cut off by a moan. I closed my eyes, swallowing down his load as it came. I only stopped when he was done and proceeded to lick him clean just as he’d done for me. Once his cock was starting to go soft, I placed a kiss on his tip and rose to my feet.

“Your dad’s going to kill me,” I said, wrapping my arms around his smaller body.

“We don’t have to tell him,” Wyatt said, smiling sweetly. “It can be a secret. I’m really good at keeping secrets.”

“You’re so cute,” I sighed as I leaned in to kiss him once more.

When I pulled away, his eyes were full of joy and a hint of shy embarrassment.

“Uncle Flynn?”

“Yes, Wy?”

“W-Will you be my boyfriend?”

Author’s Note: I’m on heavy meds right now so my updates might be inconsistent for a while. Sorry.