When All Else Fails

Winston glanced down at his phone nervously. No texts. No Grindr messages. He looked up again and scanned around the small coffee shop. It was relatively empty. The lone barista stood behind the register scrolling on his phone. There was one girl a few tables over from Winston buried in her laptop with airpods snug in her ears. There was also a guy closer to the entrance of the cafe. He was reading a book with his feet resting in the chair across from him. Then there was Winston. He sat stiffly with a small cup of tea and his Econ text book open on the table in front of him. The page it was opened to was irrelevant because there was no way Winston was in any state to read. No, the text book was merely a reason to loiter longer than it'd take to finish his cup of tea, which was still sitting in front of him steaming and untouched.

Winston stared down at his phone again. It was 2:30pm.

"He's late," He mumbled to himself.

Winston shifted uncomfortably with the realization of the entire situation hitting him. He'd never done anything like this before. He'd never even been on a proper date with a girl, let alone a hookup from an app. And certainly not with another guy. Yet, there he was sitting in this coffee shop that was on the other side of town and far away from his college, his job and his dorm. Winston was mildly comforted that he likely wouldn't run into any of his friends or coworkers. Not that they would immediately know that he was there to meet another guy. He just didn't want to take any chances, because he wasn't gay... at least that's what he kept telling himself.

Winston told himself this throughout the day yesterday as he fought over whether or not to download the Grindr app. It wasn't something he'd ever considered until his roommate, Havi, had brought it up a few days ago. Winston and Havi had been gaming and chatting when Havi brought up needing to get ready soon for his Grindr hookup. Havi was openly queer and trans, and while Winston was totally fine with this, he and Havi had never really talked much about it in their almost year of being roommates and friends. Curiosity got the better of Winston and he casually asked Havi if the guy he was meeting was someone he'd hooked up with before.

"Not at all," Havi had said, "This is just a guy who wants his cock sucked, and I'm in that kind of mood, I guess."

Winston had been taken aback by Havi's candid response, but he also found himself growing stiff in his pants at the thought of it. He'd never had his cocked sucked before or even knew how to go about getting someone to do that for him. Winston cautiously pushed for more information.

"Oh... so guys go on Grindr just for that?" He'd asked.

"All the time, man!" Havi said, "Even straight guys. They don't care who it is. A warm hole is a warm hole."

That line stayed with Winston. The next day, yesterday, he sat thinking about it for a while. Winston was still a virgin, but not by choice. He just always seemed to have terrible luck with women. He was a junior in college and had only managed one drunken handjob by a girl he wasn't really into. It was during a tailgating party he'd attended the year before. He and the girl had crammed themselves into a porta potty. She seemed really into him and shoved her cold hand into his pants and fished out his cock. Winston had been so pent up with sexual frustration for years that she'd barely pumped his cock twice before he shot his load all over the front of his pants and even some on her shirt. She was of course pissed and yelled at him. Winston could still remember the paradox of feelings. He'd been in post orgasmic bliss, breathing hard and wafting in the putrid smells of the porta potty as she screeched at him about how she'd now needed to run back to her room to change.

Despite that experience, Winston had wanted to get laid badly. He'd gone to events and parties. He'd joined lots of clubs at school. Sometimes he would talk to girls, but it always seemed to go nowhere. He'd always end up back in his room at night jerking off to the thought of what it might feel like to fuck someone or even get his cock sucked. He'd use a ton of lube and close his eyes while he gripped his hard cock and imagined the feeling of someone's tongue, mouth and throat completely engulfing it. In all of those times, he'd never actually considered that the person could be another guy.

But what if it was just that easy? Winston thought this when the curiosity overwhelmed him and he tapped the Grinder App. His heart had pounded as he watched it download to his phone. Those next few minutes had been a blur as he quickly created an account and set up a profile, no pictures obviously. He filled in the rest of the information: Age-21, Height-5'9, Weight-145lbs, Position-Top, Tagline-Looking to get sucked.

Winston studied his handiwork and clicked submit. It didn't take long. He got a few offers right away. They were other guys from his college. Winston was sure he didn't want that. He didn't want the awkwardness of running into any of those guys again. Then he got a message from a blank profile with the tagline "I'm Jeff, I'm 26, and I suck cock," and nothing else. Winston responded and learned that Jeff was a town local. He didn't go to the university, but he worked at a bar nearby. Jeff sent a pic of himself shirtless standing under a tree in the summer sun. Jeff was handsome in a rather conventional way. He had brown hair and dark brown eyes. His skin was a little pale considering he was standing in the sunlight, but his smile was warm and inviting. Winston noticed that his torso was on the thinner side as he could see Jeff's ribcage and collar bones, but that didn't really matter much for what he had in mind.

"Send me a pic of you... all of you ;)" Jeff messaged.

Winston scrambled. He didn't really take many selfies of himself and it had been quite a while since he'd last done it. He beelined for the bathroom and shut the door so that Havi wouldn't see what he was up to. He stripped his shirt off and examined himself in the mirror. He was quite average. Winston didn't really work out much and his softer looking arms and belly said as much. He did think he had a nice face though. Winston had a naturally square jaw and thick, dark hair and eyebrows. He held his phone up and snapped a shirtless selfie. It was okay. He sent it over to Jeff before he had time to second guess it.

"Hot!," Jeff messaged, "Show me that cock that needs suckin"

Winston felt his cock stiffen with anticipation from Jeff's message. Jeff was so forward and it was turning him on in a way he didn't understand. In horny haste Winston pulled down his pants and boxers and started jerking his semi hard cock. As soon as he was at full attention, he snapped a few pics of it. He admired the pics for a few seconds. His cock was a nice size when hard. He'd easily guess it was 6 and a half inches, maybe a little more when he was really turned on. Winston sent the pics to Jeff.

"Fuuuck... when can I suck it?" Jeff messaged.

And that's how Winston ended up at this coffee shop pretending to do schoolwork over a cup of tea while anxiously waiting for Jeff to show up. They had gone back and forth the previous day over the details. Jeff couldn't host because he still lived with his parents and they didn't know he was gay. Winston couldn't host because he didn't want to chance Havi or anyone else seeing Jeff. Neither of them had cars. Finally Jeff suggested that they just meet up somewhere and do it in the bathroom.

"I've done this a few times," Jeff had messaged, "Basically, just go chill at the coffee shop. I'll get there a few min after. Once I walk up to the register to order, go to the bathroom and lock the door and wait. After I get my order, I'll set it down and then meet you at the bathroom. I'll knock just once. Unlock the door when you hear my knock."

Jeff said he'd be there at 2:20pm wearing a blue and orange striped polo and jeans. It was now 2:30pm and there was no sign of blue and orange stripes anywhere. Winston sipped some of his tea. It barely tasted like anything. He was too nervous to care though. Then he saw him. Just as Winston had sat the steaming mug back on the table, the door to the cafe opened and in walked Jeff. Blue and orange stripes as promised, though he looked much taller than his photos, but still rather thin. Jeff quickly found Winston and gave him a quick nod as he made his way to the front counter to order.

Winston's heart pounded. He quickly stood up, almost knocking over his text book. He caught it just in time though. He couldn't believe he almost did that. Surely it would have made a huge cacophony and brought unwanted attention just as he was trying to stealthily make a break for the bathroom. Winston walked slowly to the back of the cafe. There was a long hallway with two individual stalled bathrooms. Jeff had mentioned this as the reason why he chose this particular coffee shop. Winston ducked into the first one as they had previously agreed to. He closed and locked the door and waited in the dark.

In the darkness and silence Winston felt all of the emotions run though his body. Nervousness. Disbelief. Excitement. Fear. His hands were trembling. He couldn't believe this. He was about to get a blow job in this bathroom in just a few minutes. And from another guy. Winston couldn't believe how easy it had been to essentially order a blow job just like that. His head was spinning with a stream of thoughts. What would this be like? Would he be able to stay hard despite his nerves? Would he even like his cock being sucked by another man? Did this make him gay?

His stream of thoughts were interrupted by the unmistakable sound of a rather loud, single knock on the door. Winston's trembling hands reached forward and unlocked the door. He stepped back and a second later Jeff pushed the door open and poured himself inside. Once inside, Jeff quickly closed and locked the door behind him. He turned to face Winston in the dark stall. The only light was from the hallway spilling a uniform beam into the spaces between the door and the door frame.

"Hey!" Jeff said, "You made it."

"Uh, yeah..." Winston said, "I did."

"Sorry I'm late. The Bus got caught by a train. I nearly ran here from the bus stop. Didn't want to miss you."

"It's alright. I didn't mind the wait." Winston lied.

He could feel his whole body at that moment. Every one of his senses were heightened there in that small space with Jeff. Even though they were barely talking above a whisper, it felt like they were speaking very loudly. Winston could smell the faint faux lemon of whatever cleaning solution was used to clean the bathroom. He could taste remnants of the tea on his tongue that he'd barely had 2 sips of. Jeff was being so casual and personable. Winston was terrified but too curious to leave. He also didn't know how this should go or what to do next.

"Do you want to stand or sit?" Jeff asked, taking charge.

Winston was too nervous to move from the very spot he was standing.

"Uh.. standing is fine." He said.

"Fine by me," Jeff said, "How about you uh... maybe just lean against the wall?"

"Oh, okay," Winston said.

They shuffled, a bit awkwardly, and Winston took a few steps back until he felt his backside make contact with the wall. Jeff moved forward until they were face to face.

"How do you feel about kissing first?" Jeff asked.

Winston felt a panic rise in his body. He hadn't considered this at all. It made sense though. At least that's what he'd seen in movies and on tv. Usually the guy and the girl would kiss for a while and then they would do sexual things. He was nervous though. He'd only kissed another person once before. He kissed a girl in high school during a game of truth or dare. They'd shared a kiss that was just a little more than a peck. He'd never actually had a make out session with anyone. This would be his first time. Winston wasn't sure he wanted that, but he did want his cock sucked. He thought he better go with the flow. How bad could it really be?

"I'm okay with it," Winston said.

With that, Jeff moved closer to Winston, closing the gap between them. Winston braced himself for the contact. He squeezed his eyes shut and tensed. A second later he felt Jeff's lips press against his own. They were soft and warm and immediately Winston's guard vanished. He kissed Jeff back cautiously at first. Then Jeff took over, kissing Winston hard and hungrily. Winston felt Jeff's heat and it made his whole body hot and his cock started to stiffen. Pretty soon he was meeting Jeff with the same intensity as their mouths explored each other's. Winston felt Jeff's body press against his own and then he felt it: Jeff's hard boner pressed against his leg. Winston's own cock became absolutely rigid in response. Before he had time to question it in his mind, Jeff reached a hand down and grabbed Winston's cock through his pants.

"Fuck! You're so hard already," Jeff whispered, breaking the kiss.

Winston was breathing hard now, lost in the heat. Lost in the sensations of Jeff's cock pressed against his leg while Jeff grabbed and squeezed Winston's cock. Winston could've cum just from that and the thought brought him briefly back to his senses, but only for a moment. Before he could stop himself, he leaned in and kissed Jeff again. The two men made out furiously for another minute or so while Jeff continued to fondle and squeeze Winston's cock. Jeff pulled away.

"I want it in my mouth now," He said.

Jeff kneeled down while tugging at Winston's pants. Winston hurriedly undid the button and zipper. They both worked together to yank down Winston's pants and boxers, freeing his hard, needy cock. Before Winston could think, Jeff's mouth and tongue were all over his cock, licking and exploring. Winston exhaled, relaxing into it. Jeff's tongue swirled over the head of his cock earning another sigh from Winston. Jeff took his time, licking all over Winston's shaft and balls and sucking slowly on the tip. Winston heard a groan escape his partially opened mouth. His cock was rock hard now. Then Jeff did it. He took Winston's entire cock all the way to the back of his throat and sucked slowly. The sensations felt unreal as waves of pleasure shot through Winston's body. Jeff bobbed his head back and forth, taking Winston's cock all the way to the back of his throat and then out again.

"Fuck!" Winston moaned.

He'd never felt anything like this in his life. Winston's lubed up hand that was usually a stand in had nothing on Jeff's warm, wet mouth. And the suction. There was no way Winston could ever replicate the clip at which Jeff was alternating between sucking and backing off, and sucking harder and backing off. Winston's cock was getting harder and harder. He heard the sound of his own voice moaning and grunting as Jeff sucked his cock. Then Winston felt Jeff's hand grab and gently squeeze his balls. That's when he lost it.

"Fuck! Fuck! I'm gonna cum, I'm gonna.." Winston stammered.

Jeff didn't let up, and a second later Winston felt his climax overtake his body, and he moaned loudly as he shot his load into Jeff's eager mouth. Jeff sucked harder and harder, his own moaning muffled by Winston's cock and cum shooting down his throat. Jeff swallowed down every drop while Winston groaned and grunted as he came. Jeff slowed his pace, sucking softer and slower. Winston's whole body was trembling and he braced his hands against the wall behind him to steady himself. Jeff gave one final suck, drinking down the last drops of Winston's cum before standing up and wiping his mouth with the back of his hand.

"Fuck, that was hot," Jeff said.

"Yeah..." Winston said, still catching his breath.

"Did you enjoy it?" Jeff asked.

"Fuck yeah," Winston said, "That was fucking amazing."

"Good," Jeff said, "Well, I gotta go. Hit me up on Grindr if you wanna do this again."

And with that, Jeff turned around and unlocked the door. He glanced back briefly at Winston standing there with his pants and boxers still down around his ankles and his softening cock still out. Then he opened the door and walked out.