May the Best Man Win (Patreon)

Shawn knew that most girls would have celebrated their 22ndbirthday with a gaggle of female friends. They’d have gone bar and club hopping, danced with a bunch of guys, and possibly hooked up before the end of the night. Ella was not like most girls.

She didn’t really have female friends. Instead, she had Shawn and Jared. The three of them had been inseparable since they’d met their first year of college. Despite their recent graduation, they were still close and spent most weekends together.

When they first met, Shawn had a crush on Ella. She was super cute and always dressed in sweaters, which he loved. They flirted a little, but nothing ever came of it, and before he knew it Jared came along and they formed a tight trio that seemed to always ensure that Ella wouldn’t hook up with either of them.

That didn’t stop Shawn from lusting after her, though. He hid his attraction to Ella, but he couldn’t make it go away. Sometimes he fantasized about her. She would creep into his head as he was masturbating and before he knew it the two of them were having fictional sex as he pulled on his cock and spewed his seed.

When he thought it was safe, Shawn would stare. He’d soak in Ella’s beauty in the feminine, soft, fuzzy sweaters she loved to wear. He would stare at her slender, smooth legs and dream of being between them. He would wonder what it was like to kiss her soft lips. As it turned out, he wasn’t being as sly as he thought.

“I think it’s time to talk about it,” Ella said as they all fell onto her couch towards the end of the evening. Her birthday celebration was almost over and they were all a little drunk.

“Talk about what?” Jared asked.

“Guys, I’m not stupid, okay,” she continued. “I see things. I’m observant.”

“Ella, what are you talking about?” Shawn asked.

Ella was seated between her two best friends and she grabbed each of them by the knee and said, “I’m talking about the fact that you both clearly want to fuck me.”

Denials were quickly issued by both Shawn and Jared. They weren’t particularly believable.

Ella laughed as she stood up and turned around. She’d worn a skintight, one sleeve top and a short skirt for their evening out and she looked breathtaking. Her hair was styled in a far sexier manner than usual and her legs looked better than usual thanks to the three inches heels she’d worn.

“Guys, seriously, you’re terrible liars. That’s okay, though. This kind of thing was bound to happen,” Ella explained as she swayed and slurred every fourth word.

Jared looked over at Shawn and shrugged his shoulders, as if to say that he clearly understood that Ella was being crazy.

Shawn knew she was right. He’d fantasized about fucking her countless times. He suspected Jared had done the same. He’d seen his friend staring. Somehow they’d managed to keep things from turning competitive and unpleasant, but Shawn had no illusions about the fact that both he and his friend wanted to be with Ella.

She leaned forward and pointed at them both. “I see the way you look at me. Both of you. I’m not blind. You seem to think I am, but I’m not.”

Jared leaned forward and tried to calm her down. “Ella, you’re wrong. You’re a beautiful girl so Shawn and I have probably stared from time to time, but we’re not trying to fuck you. I promise, we’re really not.”

Ella ignored him. “It’s okay that you both want me. It really is. The truth is, I’ve thought about it. In fact, I’ve thought about it enough that I’ve come up with a plan.”

Shawn tried not to look too excited, but he was open to any plan that involved him getting to sleep with Ella.

“A plan?” he asked.

Ella looked at him and then back to Shawn and smiled. “Look at you two. Look at how excited you are. You’re both such terrible liars. Of course you want to fuck me, and now that you think there’s a chance it might happen you’re almost literally falling out of your seats.”

Shawn felt a little embarrassed as he sat back again.

“Well, I have some good news,” Ella continued. “You’re both going to fuck me.”

Shawn looked over at Jared and then back to Ella.

“I’m sorry?” Jared said.

“That’s right. You’re both going to fuck me tonight. We’re going to have a little competition.”

Shawn tried to calm the excitement he was feeling. Even if it was coming about in a decidedly strange way, he couldn’t help but get turned on. He’d dreamed of being with Ella for so long that he felt willing to go along with almost anything to make it happen.

“Competition, Ella? Are you crazy?” Jared asked.

“No, Jared. I’m horny and it’s my birthday so I’m going to get fucked. If you guys aren’t willing I could always call someone else.”

Shawn looked over at his friend and then back to Ella before asking, “What kind of competition did you have in mind?”

Ella smiled like she knew that was where they’d end up all along. “It’s simple, really. You both get to fuck me. Whoever’s better gets to take me all the way to orgasm and finish inside me.”

Shawn had to fight against groaning. All he could think about was how wondrous it would feel to cum inside Ella. He thought about how wet and warm her pussy would feel and how intensely arousing it would be to be naked with her.

“Umm, I don’t…I don’t know,” Shawn said. “Doesn’t this seem insane? I mean, isn’t this how friendships like ours come to an end?”

There was honesty behind his question. He knew their trio was unlikely in the first place and the fact that it had lasted for four years was impressive enough. He wanted it to last longer, though. He also wanted to fuck Ella.

“Let’s do it,” Jared said.

“What?” Shawn practically yelled as he looked over at his friend.

“Fuck it, man. Let’s do it. She clearly wants this. It’s her birthday. What’s the harm? Plus, c’mon, we both know we’ve thought about it. She’s beautiful. She’s sexy as hell. I mean, look at her. How could you not want to fuck her?”

Shawn looked at Ella. She had a big smile on her face. She was getting her way, so of course she did.

“You’re going to go first, Shawn,” she said while straddling him on the couch.

Before he could say anything, Ella’s lips were on his and her tongue was in his mouth. Desire flooded his body and his hands moved to her ass. He pulled up her skirt and ran his fingers over the soft flesh he found. She moaned into his mouth.

Shawn was all in. The lust that had been building for years was finally unleashed. It was as if Jared wasn’t even in the room. He didn’t care about anything other than being inside the friend that he’d lusted after for so long.

“I need you to fuck me, Shawn,” she said.

“My pleasure,” he replied.

Ella rolled onto her back, occupying the space Jared had evacuated when he moved away from the couch. She lifted up her skirt, pulled down her panties, and said, “Put your cock inside me, Shawn.”

Shawn stood up and stripped out of his clothes as quickly as possible. He was still a little drunk and he stumbled a few times, but eventually his stiff cock was exposed and heading towards Ella’s pussy like a heat-seeking missile.

She smiled, opened her legs, and welcomed him between them.

“Do you want to fuck me, Shawn?” Ella asked as she reached between their legs and stroked his cock.

“Yes,” he answered.

“Have you wanted to fuck me for a long time?”

“Yes,” he said before moaning as she rubbed the head of his cock over her pussy lips.

Ella seemed to take great delight in knowing that his lust was long-gestating.

“Do you think you’re going to win the competition?” she asked.

Shawn hadn’t thought about Jared since Ella had straddled him. He’d forgotten that he wasn’t going to get to cum inside her unless he won the competition. He didn’t really care. He just wanted to feel her pussy.

“I don’t know,” he answered.

“Let’s find out,” Ella replied as she took Shawn inside her.

Her pussy was magnificent in every way. It was better than he’d imagined. It was tight and wet and felt intensely hot around his cock. He pushed inside her. He fucked Ella as she wrapped her legs around him and kissed his neck.

“Fuck me, Shawn,” she said in a voice that was far lustier than he’d ever imagined in the many masturbation sessions that featured Ella as their centerpiece.

Shawn did exactly as the beautiful girl beneath him desired. He fucked her. He fucked her hard and fast. He kissed her feverishly and basked in the bliss of finally being inside someone he’d lusted after for so long.

“Okay, that’s good,” Ella said as she gently pushed on his chest. “It’s Jared’s turn now.”

Shawn was crushed. He just wanted to cum inside her. He wanted to finish. He’d accepted the rules, though. They were having a competition and he had to play fair.

“That was lovely. Thank you,” she said to Shawn as he pulled out and put his pants back on.

He couldn’t help but feel like Ella didn’t seem totally thrilled with the sex they’d just had. Calling it “lovely” wasn’t quite what he was hoping for.

Ella smiled as she looked over at Jared. “It’s your turn,” she said.

Jared stood and stripped as Ella’s eyes roamed over his body. He pulled his shirt off and revealed a chest and abs that were the result of his daily trips to the gym. He unzipped his pants and pulled them down, revealing a cock that was considerably larger than Shawn’s.

Shawn looked at Ella. He saw the delight in her eyes. He was certain she licked her lips as she stared at the dick between his friend’s legs.

“Come give me that cock,” she said.

Shawn left his place on the couch and watched as Jared moved to the space he’d just occupied between Ella’s legs. He watched them kiss deeply and erotically. He watched the beautiful girl he’d just been fucking reach down and grasp Jared’s cock.

Ella moaned as she guided the big dick inside her. She closed her eyes, arched her back, and wrapped her arms tightly around Jared as he filled her.

“Fuck me, Jared. Please, fuck me,” she said.

Jared gave Ella what she wanted, just as Shawn had done. His big cock slid in and out of her pussy. Shawn watched from an angle that gave him a decent view of the sex happening in front of him.

Shawn found it difficult to contain his jealousy. He’d just experienced Ella’s pussy. He knew how perfect it was and he already wanted more. Jared was inside her now, though, and there was no question he had a bigger dick that reached places Shawn couldn’t go.

“He’s the winner,” Ella said a minute after Jared had entered her. “I’m sorry, Shawn, but he’s better. He gets to fuck me. He gets to make me cum. He gets to finish inside me.”

Ella kissed Jared and wrapped her legs around him. She moaned for him as he fucked her harder.

Shawn wasn’t sure what to do. Was he supposed to leave? Did they want him to stay to continue the birthday celebration afterwards? Did he want to leave?

Despite his disappointment, Shawn’s cock hadn’t gone soft. It was still rock hard. It was still dripping precum. He didn’t want to leave. He wanted to stay and watch. It wasn’t nearly as fun as fucking Ella, but there was something arousing about it.

“Your cock feels so good,” Ella said to Jared as she ran her fingers over his muscular back. “You feel so fucking good inside me.”

“Better than him?” Jared asked.

Shawn leaned forward a little. He felt his heart pounding in his chest. Ella looked over at him and smiled.

“Much better,” she said.

The smile returned to her face. She stared at Shawn. He couldn’t tell if she was taunting him or trying to thrill him.

“You can play with yourself, Shawn,” she said. “Go ahead, take your cock out and stroke it while you watch.”

Shawn watched as Jared continued to pump his big cock in and out of Ella’s pussy. He listened to them both moaning. He felt a kind of arousal he didn’t really understand. He’d been given permission, so he pulled out his cock.

With his pants and underwear around his ankles, Shawn masturbated as he watched his friends have sex. His eyes moved over their bodies. He watched the cock slide in and out of Ella’s pussy. He watched her face contort in pleasure.

Ella moaned louder. She closed her eyes and wrapped her arms and legs around Jared. She held him tightly. Shawn watched her thighs tremble.

“Fuck, I’m cumming!” she yelled out.

Shawn felt his cock throb. He didn’t understand his desire and he didn’t care. He didn’t need to. He was turned on watching Ella and Jared fuck. That was all that mattered.

Jared pulled out and Ella kissed him. “You’re incredible,” she said.

Shawn wondered why they were stopping. Jared hadn’t cum yet. Ella had promised the winner would be able to finish inside her.

He watched as she crawled to the end of the couch and shook her ass at Jared. She looked back and smiled at him. “Take me from behind,” she said. “Cum inside me.”

Ella’s gaze turned towards Shawn as Jared slid into her from behind. “Are you enjoying the show, Shawn?” she asked.

He nodded and stroked his cock.

“Is it because you know your friend is better than you? Is it because you like watching his big cock slide into my pussy?” she asked.

Shawn stared at her, but he didn’t say anything. He didn’t know if he liked it because of the reasons she mentioned. He didn’t understand his desire at all.

“Come here,” Ella said as she pointed to the floor in front of her.

Shawn stood up and stepped out of his pants. He walked over and fell to his knees where Ella was pointing. She smiled and stared into his eyes.

“You never stood a chance,” she said.

Shawn couldn’t help but groan. It turned him on. He didn’t really even like that it did. He couldn’t help his desire, though.

Ella smiled. “He’s not just a little better than you, Shawn. He’s much better. I don’t know a woman in the world that would choose you over him.”

Shawn stroked his cock faster. He knew Ella was being cruel, but it turned him on. His dick throbbed as he masturbated.

“Come here,” Ella said as she beckoned him closer with a finger.

Shawn crawled towards her. Ella’s fingers found their way to the back of his head. She pulled him close for a soft kiss. She moaned into his mouth as Jared pumped her pussy from behind.

“You’ve fantasized about fucking me for years, haven’t you?” she whispered.

Shawn nodded slowly and said, “Yes.”

Ella smiled. It was the kind of smile that made men fall in love.

“Jared had the same fantasy,” she said. “For years he dreamed of fucking me. He masturbated to the idea of filling me with his big cock. He spilled countless loads thinking about it.”

Shawn had done the same. He understood his friend’s desire. He felt a little sad that he wasn’t the one fucking her, that Jared had claimed victory in that particular contest.

“What Jared didn’t know is that I was having the same fantasy,” Ella said.

Shawn gave her a confused look.

“I’d heard about him from a few friends. I’d heard how good he was. I’d heard how big he was,” she explained. “I wanted him, Shawn. I wanted him inside me. I wanted him to fuck me. I wanted him to make me cum.”

Shawn stroked his cock faster. He let the desire surge through him. He let the lust overwhelm him.

“I didn’t want you. I never fantasized about you.”

Her cruelty was so casual, and yet it thrilled him. Ella moaned as Jared smacked her ass and fucked her harder. Shawn looked up and saw his friend smiling at him. He saw the look of confidence and joy on Jared’s face.

“Then I let him fuck me,” Ella said.

Shawn gave her a confused look. Was she saying that this wasn’t the first time she and Jared had fucked?

“It was a month ago. It was right on this couch. I made the first move. I needed him. I needed to feel his cock inside me, Shawn. I let him fuck me. I spread my legs for him. I let him take me. I let him cum inside me after he’d given me the best orgasm of my life.”

Ella smiled as Shawn stroked his cock furiously. They’d been fucking for a month. The news felt enormous and yet he didn’t stop masturbating for a second.

“I knew you were going to lose, Shawn. I knew you didn’t stand a chance,” she said. “I am going to let you cum, though. You just can’t cum inside me. Only Jared gets to do that. Only the guy with a nice big cock gets to let his load loose in my pussy.”

Jared groaned.

“He’s getting close, Shawn. I know that groan. I can feel his cock throbbing in my pussy. I know what it feels like when he’s about to cum inside me. He’s done it so many times already. We can’t get enough of each other. We fuck all the time. You just don’t know it.”

It was Shawn’s turn to groan.

“Cum on the floor when he cums inside me, Shawn. Do it. Stroke your dick and spill your load all over the floor. That’s what you deserve. He gets my pussy and you get to make a mess on my floor that you’ll have to clean up afterwards.”

Jared spanked Ella’s ass and fucked her harder and faster. He grunted and groaned. Then he pushed his cock inside her and held it there.

“He’s cumming inside me, Shawn. He’s filling me pussy. He’s doing what you wanted to do. Accept your place and cum on the floor. Make a mess,” Ella said as she caressed his face.

Shawn was too turned on to stop. He stroked his cock and ejaculated all over the floor, narrowly missing the couch in the process. He bent over and groaned in pleasure as his seed spilled onto the hardwood while Ella giggled quietly.

“Now clean it up,” she said.

Shawn looked up and saw Ella and Jared cuddled up on the couch. They looked like a happy couple. He grabbed a couple of tissues from the box on the coffee table and wiped his cum off the floor. He headed to the kitchen to toss the cum-soaked tissues in the trash.

“Thank you for a wonderful birthday, boys,” Ella said as she snuggled up next to Jared while Shawn stood to the side of the couch as his cock softened.

“Our pleasure,” Jared said.

Shawn wasn’t sure what to do, so he got dressed and prepared to leave.

“We should do this again,” Ella said as Shawn pulled up his pants.

“Absolutely,” Jared agreed.

Shawn looked at them both and judged that they were serious. They wanted to have this strange threesome again.

“Yeah,” he said. “That would be fun.” He couldn’t believe the words came from his lips.

“Tomorrow?” Ella suggested.

“That would be great,” Shawn replied. He could already feel the same strange, incomprehensible sense of arousal building. “I’ll see you then.”