Sam Finds the Iny Promise Land

Chapter 1

Sam was sitting in his bedroom working on his romance novel late in the evening and enjoying his weekend. The story was about a shy closeted homosexual who became brave and finally set off to explore the world in order to discover his homosexuality and passion for BDSM. Sam had written and rewritten many chapters while crafting the perfect story to get his character to the kinky promise land. He wasn't quite sure how it would happen and when it would end, but he knew how it would end.

He enjoyed creating digital art, and writing erotic fan fiction since he was a child, and recently had started sharing his work online for other people to read and critique. But the story he had been working on lately wasn't just another story, it was a collection of his deepest desires, most wild fantasies, and darkest fears.

The part of the story Sam was working at that moment was a scene where his main character was tied up inside of a sex dungeon getting savagely fucked by several large men. Sam was rock hard while he was writing the scene, that was, until his two drunk roommates Mathew and Bobby came stumbling up the outside stairs and into the apartment. As soon as they got home they begin playing loud music. It completely derailed Sam's focus and momentum, but he didn't mind taking a break to cool down so he saved his story and closed it.

After working on his story all evening, Sam was pretty hungry, but he wasn't looking forward to interacting with his loud and ruckus drunk roommates. Since he didn't have anything to eat in his room, he had no choice but to venture out to the kitchen. Sam opened his door and walked towards the kitchen, and when he got into the living room Mathew and Bobby where sitting on the couch arguing about who could drink more beer.

Sam walked past his roommates and said, "Hey guys"

Then he continued to the kitchen and made a chicken sandwhich. After pouring himself a glass of juice he ventured back towards his bedroom with his food. But he was stopped in the living room.

"Bro, me and Mathew have some hot bitches coming over tonight", said Bobby.

Sam joked, "Nice, try not to wake the neighbors up."

Bobby said, "These bitches are wild bro, they'll let you smash."

Sam awkwardly responded, "I'm okay on the smashing, you guys have fun."

Mathew spoke up, "Bro, you're weird."

Sam spoke back, "You fuck women in the living room with other guys."

Mathew sprung up off the couch in a fit of anger and told Sam, "Bro, if you're trying to call me faggot, I'll fuck you up right now."

Afraid of getting into a fight, Sam carefully responded, "Oh no Mathew, you misunderstood me, I'm just saying you guys are soooo much more wild than I am."

Bobby laughed, then said, "Yeah bro, we're fuckin wild!"

Then Mathew and Bobby sat back down on the couch and started arguing about which one of them was more wild while Sam snuck back into his bedroom with his sandwich and drink.

Sam sat down at his computer desk relieved that he didn't get beat up but his stupid drunk roommate again. Sam was frustrated that he always had to walk on eggshells around his roommates when they were drunk, but they were much bigger than him so he knew de-escalation was his only option.

Sam couldn't wait to move out, and he was only few months away from finally getting his own studio apartment. He already had it all planned out, and he was excited to live on his own so he could get some fun sex toys and play with himself whenever he wanted without the fear of his roommates catching him. He even made a wishlist online and knew exactly what dildos and bondage gear he was going to buy.

After finishing his sandwich and watching YouTube videos for awhile, Sam took a shower and got ready for bed. He downloaded a new episode of his favorite podcast then laid down to listen to it until he could fall asleep. When Sam was dozing off and about to fall asleep, he heard loud moaning and grunting coming from the living room, and remembered Mathew and Bobby were having women over for the night.

Sam listened to the Mathew and Bobby fucking the hell out of the women in the living room and he began to feel jealous that they were always getting to have fun. Sam knew if he tried to invite a guy over to fuck his brains out in the living room while Mathew and Bobby had to sit in their rooms and listen to him moaning from the pleasure, it would be a serious problem.

Sam didn't think it was far that he couldn't have the same kind of fun in the apartment. Even if he was just masturbating with a dildo or wearing a collar, there was always a decent chance his stupid homophobic used-to-be friends roommates would barge in. Especially, when they were wasted and needed a ride to the gas station to get more beer.

Sam wanted to cry, but he held back his tears as his sadness shifted to anger. He was so fed up with his living situation and the constant fear of his roommates finding out he was gay. In an attempt to get his mind into a different headspace, Sam grabbed his phone and started looking at the all the fun things he was going to buy after he got his own apartment.

He looked at and admired the collar he was going to get, it was a two-inch wide leather collar with thick straps. He liked that it had a lockable buckle with an O-Ring hanging off the D-Ring in the front. Sam looked at it for a few minutes, then impulsively hit the order button.

Sam thought, "Fuck it" as he ordered it. He figured he would risk having something he liked. And he knew if his roommates barged in while he was wearing it, it wouldn't be as bad as them walking in while he's using a dildo.

After ordering the collar, Sam felt emboldened and decided then and there that he was going to download a dating app and try to have conversations with other guys, although he knew he couldn't bring guys home until after he moved out.

He downloaded the app and made an account, then added a few photos of himself and wrote a short bio talking about his interests. He searched for profiles of people in a 25-mile radius and was blown away by the thousands of gay and bisexual men around him. It was such a long list to go through, so put it off until the morning.

After ordering his first BDSM sex toy, Sam was too excited to fall asleep right away. He decided to log into his favorite adult sight and find something fun to masturbate to. He settled on a video with a man in handcuffs getting his throat fucked by a bigger more dominant man. After Sam finished masturbating, he grabbed his dirty bath towel and cleaned himself up, then got back into bed to fall asleep.

Chapter 2

Sam woke up early in the morning, and immediately started thinking about getting on the dating app to message some guys and start having some conversations. Being in the closet his whole life, Sam had very little experience with flirting and asking people out on dates. But he knew he had to start at some point.

So Sam got out of bed and got dressed, then walked out to the kitchen to make breakfast. He made his way down the hallway and into the living room where Mathew and Bobby had passed out. He navigated his way around the empty beer cans and paper plates as he made his way to the kitchen to make some scrambled eggs.

Sam heated up a pan on the stove then cracked an egg open. He looked at the egg white slowly dripping out of the eggshell and imagined how sexy it would be to see a guy with that much precum dripping out of his hard cock.

Sam thought to himself, "calm down dork."

Sam finished cooking his scrambled eggs and then he put them on a plate. He opened the cabinet to grab a glass but there wasn't any clean ones, so he moved some dirty dishes around until he found a glass. After washing the glass, he opened the fridge only to find someone had drank all his juice and then put the empty bottle back in the fridge.

So after pouring himself a glass of water he headed back to his room to sit down and eat. He scrolled through the dating app on his phone while he was eating his scrambled eggs and he began messaging guys. Sam didn't have a specific type of guy he was looking for, but he skipped past anyone that even slightly resembled Mathew and Bobby.

Over the next hour Sam sent messages to dozens of different men, asking them all about their interests and hobbies. Many of the men replied throughout the day and most of them where just asking Sam if he wanted to hook up after just a few messages. Sam wasn't comfortable with casual hookups so he politely declined those, but he was excited people were messaging him back.

Towards the evening Sam had talked with all the guys who responded to his messages and didn't find anyone was interested in going on real dates. It was a lot of horny guys who wanted to skip right to fucking, and the rest were closeted gay men who didn't want to be seen in public going out on a date with another man. Despite that, Sam was still determined to find a date. Sam messaged more guys, but this time he expanded the distance to a 50-mile radius from his location.

Sam scrolled through looking at profiles and messaging people the same generic conversation-starting questions, but as he was going from profile to profile he saw something different. He saw an older gentleman named Greg, and his profile picture was of him sitting on his motorbike and wearing blue jeans, a red t-shirt, and a leather vest. The man was even wearing leather boots and sexy wristbands. Sam viewed Gregs profile to check out his bio and it was short and brief. It said "Proud member of the LGBTQ and kink community, looking for fun connections."

After reading that, Sam didn't want to send the generic conversation-starting questions. He wanted to ask questions about the community he wanted to be apart of, and the lifestyle he wanted to experience. But Sam struggled to write the perfect message to introduce himself while also finding a way to hint that he was interested in talking about kink. Getting frustrated from all of his overthinking, Sam decided to send a very straight forward message without an introduction.

He simply wrote, "Hey, I saw in your bio you said you're part of the kink community. Can I ask you questions about that?"

Sam didn't feel like messaging any other guys after that because he was only thinking about the questions he wanted to ask Greg. So instead of messaging other guys, Sam worked on his story.

So he sat down at his computer and finished writing the scene where his main character is tied up in a dungeon getting railed by a couple large men. Sam didn't make it long before he was already fully erect because he was fantasizing about being dominated and punished by powerful men, so he took a break to jerk off and regain his focus.

When he was done ejaculating, he got back to working on his story and finally finished the scene. He went back and changed some details to one of the Doms in his story. He changed the police officer to a badass biker like Greg.

Sam checked his dating app messages several times hoping that Greg replied, but the app said he hadn't logged in for the last two days. So after waiting for a reply all day, Sam laid down in bed and listened to a podcast until he was tired enough to fall asleep.

While he was laying in bed waiting to fall asleep he got a notification on his phone from the dating app. He opened the app and saw it was Greg, and when he opened it he was pleasantly surprised.

Greg said in his message, "Ask away brother."

Sam responded by asking, "Okay thank you, my first question is how do you get into the kink community?"

Greg answered, "It's not something you sign up for, if you're into it then you're already part of the community."

Sam replied, asking, "If someone really likes things like bondage and leather but doesn't practice would they already be part of the community too?"

Greg answered, "Welcome to the community," with a winky face emoji after.

Sam smiled, then replied, "Thanks, I'm glad to be here. I saw your motorcycle in the picture, that's pretty cool looking."

Greg replied, "Bikes are my passion. The one in that picture is my favorite. I'll be riding it in the pride parade with some of my buddies next weekend."

Sam was so lost in his own world that he didn't know a pride event was coming up, but he always wanted to attend one. And after deciding he wanted to step out of the closet and pursue dating, he saw it as a perfect opportunity to ask Greg out on a fun date.

Sam replied to Greg's message, "You can totally say no if you already have plans, but would you want to meet up and hang out at pride before the parade?"

And before Greg could even respond, Sam nervously sent another message saying, "It doesn't have to be a date or anything. Just always wanted to go to pride. And I know people might judge because I'm younger. So you don't have to. I just thought it would be fun."

Greg read both messages and answered, "I'd love to take you to your first pride event."

Sam read Greg's message and tensed up in excitement, he couldn't believe he found someone to go out with even if it wasn't an official date.

Sam continued chatting with Greg for awhile longer and asked him questions about pride, and connecting with people in the kink community. Eventually Sam had to go to sleep because he needed to be at work really early in the morning to open the coffee shop, so he told Greg he looks forward to talking more, then went to sleep.

Chapter 3

Sam woke up still excited, and he had his first naughty thought about Greg. He imagined getting bent over Greg's motorbike and fucked in the ass. Throughout the day, Sam continued having random naughty thoughts popping into his head so he had to relieve himself in the restroom on his breaks to keep his erection from making an appearance.

When Sam got back home that evening, he messaged Greg and they chatted about how their days went. Later that night after they were done talking, Sam wanted to masturbate again so he sat down at his computer to watch some BDSM videos. But after scrolling through a ton of pages looking for the right video, he decided he would just see if Greg had a Facebook account with photos.

Sam had Greg's first name and the city he lived in, so it didn't take Sam long to find Greg on Facebook. Sam looked at Greg's profile and saw he shared lots of rock music and photos of motorbikes. Sam checked out Greg's photos and saw pictures of Greg hanging out with his biker friends. Seeing what Greg's friends looked like, Sam wondered if Greg only liked biker guys and perhaps he might be barking up the wrong tree.

After scrolling through Greg's photos he found a picture of Greg at some sexy biker bar wearing leather pants. His mouth begin salivating. Sam removed his shorts and begin masturbating and fantasizing about being dominated by Greg. When he was finished, he continued looking through some more of Greg's photos before logging off and heading to bed.

Sam woke up Tuesday morning still flooded with lustful passion, so he returned to Greg's Facebook to masturbate before work. He was hoping it would clear his mind so he could focus on his job. It didn't work at all, and he was still so horny and excited about Greg that he had to go masturbate during each of his breaks.

When Sam got home that evening he had a package waiting for him. He knew it was his collar, so he grabbed the package and went straight to his room to open it. Sam ripped the box open and took his collar out. He was shocked by how heavy it was, and was worried it might be too big for his neck.

He put the collar around his neck and slid the strap through the buckle then pulled until it was tight on his neck. Fortunately, for Sam, the very last notch was enough to make the big collar fit snugly. Sam was so excited to have his new collar that he spent the next two days wearing it when he was masturbating to Greg's photos.

Sam was worried he might accidentally like one of Greg's photos while masturbating, so when he chatted with Greg Thursday night, Sam asked if he could send a friends request on Facebook. Greg told him that would be fine, then after Greg accepted Sam's friends request Sam begin messaging him on Facebook so he could uninstall the dating app.

The whole week Sam was getting more excited about meeting Greg and going to pride, but when he woke up on Friday morning his excitement had started to feel more like anxiety. Reality was setting in. He was starting to second guess his decisions and was worried that he would be an awkward bumbling idiot in front of Greg. He didn't want to ruin his only chance at a good first impression.

He was also worried that maybe Greg wasn't as nice as he seemed, and he would be pressured into having sex before he was fully ready. Sam never received anal before, and he knew he would need some slow and gentle practice before he could handle a pounding.

Sam was even worried that someone from work would recognize him at pride, and everyone at work would start treating him differently, maybe even treating him rudely. He was flooded with emotions and begin to question if he was brave enough to pursue his desires. He wasn't sure what to do.

Sam spent the whole day at work feeling his anxiety increase hour by hour, and when he got home he felt like was going to collapse. He was scared to meet Greg, but he knew if he didn't go that he would regret it for the rest of his life. Sam decided to message Greg and see if it would help ease his mind.

Sam messaged Greg, saying, "I'm really nervous about tomorrow. Can you talk?"

But Greg didn't message back, he called instead. Sam was terrified because he wasn't expecting Greg to call him. He was scared to answer because he didn't want to say anything stupid, but he wasn't going to just ignore Greg's call because it would be rude. So Sam took a huge breath, then he answered.

"Hello?", said Sam.

Greg responded, "Hey, I'm tuning up my bike, I thought it would be easier to just call. Hope that's cool."

Sam answered, "Yeah, it's totally fine."

Greg responded, "So you're feeling nervous about tomorrow?"

Sam explained, "Yeah, I'm just worried I'm going to be awkward and make a fool out of myself when I meet you."

Greg answered, "It's normal to be nervous about meeting new people, I'm not going to judge you for being awkward. I also don't wanna push you out of your comfort zone, but I think you'd have a lot of fun at pride."

Sam said, "I want to go. I'm going to go, I'm just afraid of being awkward and uncomfortable."

Greg answered, "I tell you what, I gotta finish tuning up this bike. But why do you just come over and get all your awkwardness out of the way before we go to pride tomorrow. I gotta big comfy couch you can crash on."

Sam thought about it, then responded, "I'd like that."

Then Greg said, "That's great to hear, but I got to put my phone down and finish adjusting these handlebars, I'll send you my address. Head over whenever you'd like. I'm grilling some brats tonight so don't worry about dinner."

Sam answered, "Okay, I'll see you soon."

After talking to Greg, Sam felt less anxious but was still very nervous. He decided he would leave right away before he gave himself enough time to chicken out. Sam grabbed his backpack and begin packing immediately.

He grabbed an extra shirt and pair of shorts from his closet then went to get socks and underwear, when he opened his dresser drawer to get socks and underwear he saw his collar. He worried that his stupid drunk roommates would snoop around while he was gone, so he threw it in his bag with his extra clothes. Sam grabbed his phone charger, went pee, and marched out the door before he could change his mind.

Chapter 4

Sam got into his car, then entered Greg's address into his phone's GPS and begin driving. After a long drive on the freeway he took an exit and entered a town he wasn't very familiar with. As he was nervously approaching Greg's house, he saw three motorbikes out front in the driveway and his anxiety spiked. He knew he was probably just being paranoid, but he was scared because Greg didn't tell him other people would be there.