πŸ“š a winter of bad habits Part 1 of 2
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GAY SEX STORIES

A Winter of Bad Habits

A Winter of Bad Habits

by Creativewriter1
10 min read
4.27 (2800 views)
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Getting inside his studio, the heat kicked on making his glasses fog. Jason took the shoulder bag off his body, tossing it on the simple loveseat. He took off his tie next, draping it across the bag. Being a freelance photographer, while it gave him ample creativity, it took a while for his body to catch up. He cracked his neck on both sides and walked over to the kitchenette to grab something from the fridge.

He charged up the ass for his packages but it helped pay for a lot of things. Just not a one bedroom apartment. Good thing he didn't need much besides a few bookcases and some other seating areas. His favorite was currently hanging from a hook on the ceiling. It was a circular plastic chair, deep and wide with a comfy edge. Jason placed a small pillow inside of it, and always smiled when he remembered his first guest he took inside of it. He had to hold onto the chain that the chair swung from as he rode his partner but they both managed to make it work. Since then, he had a total of four people in his studio. They never minded the place as long as Jason kept them distracted long enough.

The bed was at the far end, with lantern lights hanging above it, pinned to the wall. It gave the room a soft glow. At the right wall was where the magic was. Four window panels led to a wide view of (some of) the city. The studio sat three stories high, but the lights were a pretty sight - especially when it rained, casting shadows everywhere. It was the one fantasy Jason couldn't manage to tick off, to make love to someone in the shadows of the rain.

Jason found the pizza take out and stuck three pieces in the microwave. Right now, it was just fucking cold. He had curtains for the windows but he hated to leave the views. Leaning his back against the counter, he rubbed his tired face. It was nearing midnight, he'd been practicing his night-time photography downtown, trying to hone in on his profile taking skills. No, he wasn't a stalker, but he did print out his best work from these free shots and hung them on his walls.

It's what impressed his night friends. He refused to call them dates. The last time he went on a true, state of the art date was about four years ago. He'd been so love sick then. Paying a lot of money to buy his lover flowers, or snacks, helping out with massages when he could - and helping him study when he was in college. He was the one to giggle stupidly when he received a text from him. Yes, they had their share of problems but Jason always tried to be on the side of communication, firmly believing it wasn't him versus his partner, but him and his partner versus the problem.

Unfortunately, the problem was a genetic disease his lover couldn't battle forever. Jason had to move out a month after his boyfriend flatlined one Tuesday afternoon. He couldn't take their memories -or other classes for college. So he dropped. He had a bachelor's and nothing else. According to one therapist, he moved hundreds of miles away to avoid dealing with the pain.

The microwave beeped, helping to bring him to the present. As he ate in front of the t.v, he checked his phone for any hits on the dating app. Though he used it as more of a hook-up app than anything. He found a match and scrolled through the profile, grinning when a few of his kinks matched up.

Jason wouldn't consider himself broad, or muscled enough to be a 'Daddy', so he blamed it on his thick beard which outlined his jaw when his partners called him that. And as a gift of thanks, he did free boudoir photoshoots for his late night 'clients', printing them out as they laid in the peaceful after-glow. Sometimes he'd take copies if they allowed him, otherwise he returned the photos to their respected owners.

And this one, it's turning out, loves to be watched.....

Grinning, he hit DM and opened with his first message.

'Free for a free, consensual boudoir photoshoot? You can keep the pictures, but I saw you had a kink for exhibition and I just got home.'

Oh, and this guy was online?? He looked at the clock as it hit all zeros. He can be late for his hike. His message was received, and read.

Jason finished his pizza as he waited.

Ten minutes later, his phone dinged.

'Name of hotel?'

Jason had to search his mind for the motel at the corner of him.

'Tara Moon.'

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Twenty minutes later, Jason carried two bags. One with his camera equipment (mini printer included), the other his kink equipment. If the guy was okay with that. The profile said he was anyway. He had the motel room key, number thirty-three and sent the guy the room number. He went inside and started setting everything up, humming to himself. He changed clothes before he left, choosing a button down shirt and leaving four undone as a part one tease along with planning to leave his belt unbuckled.

After getting his camera and tripod set up, he flickered through some of the photos and let out a breath, seeing the guy's body laced with gorgeous tattoos. He had a green vine, running the length from one arm to the other, and branching out across his back. He couldn't wait to trace that out with his tongue. A few more pictures confirmed it led down to roses on his thighs and Jason licked his lips. Yeah.. he had a thing for tattoos but was too chicken-shit to get one of his own.

Just as Jason was about to touch himself to relieve some of the pressure, the was a soft knock. He opened it, and leaned against the frame with his hip. "I can't wait to get some shots of those tattoos," he grinned. "And maybe if you're up for it, I'd love to savor it myself."

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His partner for the night had shoulder length dark hair, and bright blue eyes. His skin was slightly tanned enough to give the tattoos some color which Jason could pick out on his arms. "Yeah?" He grinned back.

"Well, let's see how good you are with your other skills first, hot-shot." He held out his hand. "Matt."

He shook it, "Jason." He moved out the way and heard the sharp intake of breath.

"Damn, I can't wait for this..." Matt whispered.

Grinning, he shut the door and led Matt to the bed. "I'd love to get a shot of your back first, with your arms raised and your elbows pointed. Touch the back of your head." Unfortunately, he didn't sound sultry. He sounded like the professional photographer he was. "Be a good boy." Jason kept his eyes glued to the other as he took off his navy blue sweatshirt. "Fuck.. okay yeah. Turn your head." He got a few good photos in, playing with the angle. He made a show of constantly adjusting himself as his 'client' got bolder.

This was the best damn foreplay to him. He was panting quietly, but Matt kept his eyes glued to him -him, not his camera. With Jason's instructions, Matt really knew how to use the motel sheet to bring out everything Jason wanted to highlight and a few he didn't think about.

About twenty minutes into it, Matt forewent the sheet altogether, spreading his legs and leaving his ass directly to Jason.

Jason didn't know if he wanted to rim this guy, put hickeys on those thigh tattoos or continue taking pictures.

Matt gave him high quality material. His hand touching his dick, jerking himself off as Jason watched on. Or showing him a view of his nice, clean hole as his fingers inches forward while he was on his back. For Matt's pleasure, Jason hit the shutter button and listened to Matt's moaning, loving how hard he was, and nearly leaking.

"Now, how are ya gonna cum? With the shutter in your ears, capturing how good of a slut you are?"

Matt moaned loudly as he eased a finger in himself, balancing on all fours.

"Or you want me fucking you? Adding more marks on you? Trace those vines and bite those roses, leaving a few of my own on your neck." Jason's own hand undid his jeans and took his cock out, giving it a few tugs.

"Daddy~," another finger got added as Matt pumped himself. Jason could smell the strawberry lube from here.

"Want me to fuck you now?"

He bucked on his fingers. "Yes, yes, please! Ram into me! Get your fucking reward!"

Quickly grabbing a condom, Jason took off his pants and underwear, climbing on the bed. He smacked his ass, making Matt cry out.

"Harder!"

Jason smacked his cheeks until they turned red. "Fuck! Take them out, imma fuck you now." He heard Matt whimpering as he put the condom on. "Did so well, you make such a pretty picture..."

"Nhhgg.."

Keeping to his promises, Jason quickly licked the vines across Matt's back, moving his hair and peppering kisses behind his neck. He gripped the side of Matt's thigh, digging his nails into the tatted skin, and dragging them across.

"Ohh fuck, fuck please! Feels so good!"

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"You're about to feel more, pretty boy." Grabbing his cock, he lined himself up with his waiting hole. "Ready baby?"

"Uh-huh! Give me that dick, Daddy! Been so good!"

"You have, baby." He pushed in slowly, groaning loudly at the tightness. "That's it..fucking take me." Matt whimpered quietly until Jason was balls deep. God this guy was fucking hot. To distract himself, he started unbuttoning his shirt. "It's okay, take your time.." he whispered.

"You're so huge. Jesus!"

Jason nodded, "I know... just breath it through." He tossed his shirt to the side and dragged a fingernail down Matt's back which earned him a moan. Testing the waters, he moved slowly. "So incredible.."

Matt still whimpered but tried meeting him.

"That's it.. good boy," remembering his profile, Jason grabbed his soft hair and pulled, making him cry out in pleasure. He hooked his lips to his neck.

"Oh god~"

Feeling him loosing up, Jason went a little harder. "Like that?"

"Y-yes! Yes! I can take it!"

He gave a short thrust. "Sure?"

"Jason please!"

He sunk his teeth into Matt's neck, finally giving Matt what he wants. Letting go of his hair, he reached in front, playing with his nipple. Taking Matt's high pitches as encouragement, he fucked him harder, slamming him against the bed.

"Fuck fuck! Oh gods, yes!! Ahh don't stop! Want it harder!"

He grabbed the headboard, slamming up into him. "Good boy! Such a good boy, such a slut letting a stranger take pictures of you!" Matt cried out as Jason wrapped his hair around his hand pulling it.

"Yes yes yes right there!!"

The headboard rocked against the wall as Jason clawed Matt's back, leaving streaks of pink lines. Every time he did, Matt cried out, trying to fuck back on his dick.

"Daddy, daddy, daddy!! Daddy Jason!!"

"Cum for me! Cum in front of that camera, boy!" he reached around, jerking Matt's leaking cock for him.

"Fuck FUCK!!" Screaming, Matt arched his beautiful back, cumming. "Yes yes yes!!"

Jason jerked Matt's head back, thrusting his tongue inside his moist mouth as he came, filling the condom, and moaning into Matt's mouth.

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