After Prom Fun (1/2)

I’d already rented a hotel room for the night. It was a decent place and I already checked in earlier. It allowed the three of us to head directly into the room instead of awkwardly waiting around the lobby for me to get the key.

As we rode the elevator up, I glanced over at Ryan. He seemed perfectly calm despite the circumstances. Since prom had started winding down, I’d been on edge. It was the good sort of edge. Like a kid trying to fall asleep knowing presents were going to be there when they woke up.

I still couldn’t believe it. I was going to watch Emma and Ryan.

Live.

No pictures. No camera. No video. This was all going to be done right in front of me. I would see it all. Hear it. Smell it. My body was wired as I unlocked the door and held it open for them. I fought to control my excitement. Emma was right. I was a pervert. No man should be this excited about watching his girlfriend with another man, yet here I was bouncing around like a damn kid who stuffed down a bag of candy and washed it down with a few energy drinks.

Emma stopped me by the door, letting Ryan wander deeper into the room.

“Are you sure about this?” she asked softly.

I nodded quickly. I was already starting to get hard just at the anticipation of what was going to happen.

“If it’s ever gets too much, or even gets close, you know what to say, right?”

“Emma, it’s fine. Nothing I haven’t seen before.”

“No, Isaac. This is different and you know it.”

I took a deep breath and slowly let it out. Some of the energy thankfully left with it. “I know, but I do want this to happen.”

Her serious expression broke into a softer one with a smile. “God, you are such a pervert.”

We shared a kiss. It wasn’t like the other ones we gave each other during prom. This was heavy, with passion and emotion behind it.

Stepping back, she looked up at me. “Are you going to masturbate while you watch?”

I blinked a few times. I hadn’t thought that far ahead. “I don’t know. Kinda seems awkward.”

She rolled her eyes. “As if watching isn’t?”

“When you put it that way…”

“I want you to,” she said, staring into my eyes. Reaching out, she gently brushed my hands. “I want us both to enjoy this.” There was an impish gleam in her eye. “Besides, I think it would be hot looking over to see you desperately jerking off to him fucking me.”

“You slut,” I said, playfully grabbing at her sides. Giggling, she danced out of my grasp. I chased after her, stopping when I saw she had run to Ryan, putting him between us. Her hands rested against him, holding him in place.

The playful atmosphere faded as I remembered what was about to happen. For the first time, Ryan looked out of his element.

“Not going to lie,” he started, glancing at me. “This is a first for me. Never had an audience before.”

“No different than filming,” Emma said as she released him.

“Bit different than filming,” he said with a chuckle. “That aside, I’m down if you two are.”

I nodded. Emma didn’t say anything, looking at me.

“Okay. Anything I should know before we get started? I don’t want to cross any boundaries or anything.”

I shook my head but was surprised when Emma spoke up. “No dirty talk,” she said as Ryan glanced at her. “You aren’t one to really do that anyway, but it would be best for everyone if we just avoided it.”

He shrugged. “Sure.”

“Other than that, everything should be fair game.” She looked at me to confirm.

“I can’t think of anything. What about you?”

He thought for a moment. “Any plans on joining in?” I shook my head. “Then I have nothing.” He wore that charming smile of his. “I don’t mind doubling up on a girl, but there are a few things I’m particular about. Future reference if you two ever want a third.”

“Well, you don’t have to worry about that tonight. I’m all yours.” She gave me a pointed look as she said that. “Why don’t you start shedding some of those layers while I talk to my boyfriend.” She passed him without a glance, her eyes laser-focused on me. My heart raced at the familiar look. It seemed like I wasn’t going to escape a bit of teasing before the main event. I could only imagine what she had in mind.

I naturally reached out for her as she approached. Hands on her hips, I held her close as she stared up at me. “It’s not too late,” she whispered. “We can still go with the original plan.” Her hand rested against my chest. There was an almost pleading look to her as her eyes searched mine. There was a brief silence as we stared at each other. Her voice dropped again so that I almost couldn’t hear. “But that’s not what you want, is it?”

I barely managed to croak out a ‘no.’

Her expression flickered. It was a weird sight as the persona she had dawned dropped and revealed…Emma. Simply Emma. Her expression softened and it was clear that something had changed. I didn’t see any of the desire she normally had when she teased me.

“Tell me what you want.” Her hand pawed at my chest, eyes staring into mine. “Anything you want, I’ll do. I want to make this as good for you as it is for me.”

Not expecting anything like this. It had my mind spinning. What did I want? I dug at it, taking it as seriously as she was. The fact that she was putting off teasing me showed I needed to give it nothing less.

So I stopped thinking and gave voice to what I felt.

“I want you to enjoy it, Emma. Completely. Have the type of amazing sex that you can only get from Ryan. It’s okay to lose yourself in the pleasure. The better you feel, the better it is.”

“That’s it?”

“That’s it.” Leaning forward, I kissed her forehead.

Then I let her go.

She returned to Ryan. A glance my way was the last thing I got before she wrapped her arms around his neck and pulled him into a kiss. My heart was doing its best to beat the shit out of my ribs as I watched Ryan return the kiss as if it were natural. Seeing the two, there was a chemistry there that only two stupidly attractive people could have. Yet the ache I felt, the jealousy that threatened to gut me was reduced to a simmer as they broke the kiss. Emma was once more looking at me, lips slightly parted as she asked me a silent question. Permission to proceed.

My silence was all she needed.

Things were escalating quickly as the cautious passion that had once been there ignited into a hunger. Fueled by lust, clothes began to fall away as they hungrily attacked each other’s lips. The kissing no longer hit me as it had before. This time, it was the sight of Emma’s naked body pressing against Ryan as they gasped for air between kisses. Or how she pushed him back onto the bed. Frozen in place, I watched as she knelt between his legs. Tossing her hair behind her shoulders, she gently ran her hands along his stiff cock. For the briefest of moments, her eyes met mine as her mouth opened. Still locked on me, she took Ryan’s cock in her mouth. He groaned as she gradually worked the entire thing into her mouth. Eyes once more on her partner, she pumped at the base of his cock as her lips and tongue teased the tip.

“Fuck, Emma,” he gasped as his hand ran over her head.

This was so much more intense than anything before. I’d seen her in countless pictures and videos, yet standing here watching her give Ryan a blowjob was unreal. It was the way she constantly gave me little looks, giving him just enough attention to pleasure him, yet always checking to see how I was doing. Sure, she did something like that in her videos, but this was personal. It lacked the teasing nature of the videos. Here, she was making sure I was enjoying myself as much as Ryan was.

It made me feel a part of this in a way no video ever could.

Ryan was quite vocal, groaning and breathing heavily. Emma was making it clear she knew just what he liked. Each time she did something new, it got a moan from him. Like pausing to run her tongue slowly along the underside of his cock. Quickly working her hand up and down as she ran her lips over the head. The sucking noises and wet smacks as she casually sucked him off as if it were the most natural thing.

“Emma,” he grunted, face scrunching together. “If it’s your intention to make me cum, keep going. If not…” He let out a long breath.

She stopped, looking up at him as she slowly ran the tip of her tongue over her lips and brushed the hair that had fallen loose behind her ear. “I have other plans for that.”

Getting to her feet, she casually pushed him back onto the bed. “No, turn the other way,” she said, gesturing for him to lay on the bed like he was sleeping on it. While he shifted position, she looked over at me. “Do you have a condom?”

“Yeah, it’s in my—”

“Shh,” she said, waving him off. He wisely shut up, recognizing he had no place in what was happening. Her gaze never left me. “Do you?”

Digging out my wallet, I removed one of the condoms I’d brought. My legs were stiff as I awkwardly made my way to her. By the look she was giving me, I understood what this was. One last check if this was what I wanted. She wanted my permission to continue. Eyes never leaving hers, I put the unopened condom in her hand. There was no stopping this. I didn’t want it to stop.

I felt her hand on my chest. For a moment, I thought she was going to kiss me. Instead, the pressure increased as she pushed me away. Continued to push me until I felt the other bed against my legs. Another push and I was **** to sit. I stared up at her, admiring the naked beauty of my girlfriend.

“Open it for me,” she said, returning the condom to my hand. Fumbling, I managed to open it, handing it back to her. There was another moment where we silently stared at one another. She gave me a warm smile, then turned and walked away.

My gaze followed her. Followed her as she returned to the other bed. The one where Ryan waited for her. My hands shook as I watched her take the condom I’d given her—the one that we were supposed to use—and skillfully rolled it onto his waiting cock. Heart hammering, I leaned forward in anticipation as she climbed onto the bed with him. Straddling him, she tossed her hair back before moving herself into position.

This was happening.

Actually happening.

Her hand reached down to take hold of his cock, guiding it towards her.

She didn’t look at me, her attention on Ryan as she slowly lowered herself. I was holding my breath, watching as she took him inside her. A moan escaped her as pleasure washed over her face. Everything around me simply…fell away. All I could see was Emma. Gorgeous, precious, Emma. My girlfriend. The woman who filled me with such complex and wonderful emotions.

The smile on her face.

The way the pleasure relaxed her as no other thing could.

My girlfriend was glowing. A beacon that held my gaze like a sailor **** for shore. I was mesmerized by the sight, unable to look away. See anything but the radiant woman before me. The burning in my chest was the only thing that pulled me back to reality. I’d been holding my breath, stunned by the sight. Releasing it caused the world to rush back.

Emma’s moans crashed into me as I took a sharp breath. They were of a woman thoroughly enjoying herself. Ryan’s were there too. He wasn’t shy about expressing his pleasure. His deeper voice slower, carrying more power than the lighter, faster gasps from Emma. The sound of skin meeting. The sight of his hands roaming over Emma’s sides, clasping her hips and pulling her down against him.

She tilted her head back, eyes closed. Her hips began swaying forward and back, giving a small grinding motion to her graceful up and down movements.

“Ryan,” she gasped, eyes still closed. “Ryan.”

My body was shaking from the intense emotions inside me. Not once did I feel the need to turn away. How could I? I’d never seen Emma so beautiful than the way she was now, lost in the pleasure pouring through her. Pleasure Ryan was giving her. Pleasure she accepted and craved.

A part of me wondered why I wasn’t jealous. It was there, kinda. It had nothing to do with my girlfriend fucking another guy, but that I wasn’t the one making her experience all that pleasure. I wasn’t the one making her give those wonderful expressions. Making her so radiant and beautiful. But it was hard to get jealous when I understood Emma was doing this for me. Yes, she was certainly enjoying herself, but that enjoyment came from my desire to see her like this. Seeing her driven to the height of pleasure was intoxicating.

Sure, it would have been nice to be the one getting her there, but this way I was able to fully appreciate the sights and sounds of Emma.

Ryan changed things up. Seemingly unsatisfied with the pace she had taken, he grabbed her. Holding her close, she made an excited yelp as he flipped their roles. There was a grin on his face as he found himself over her. Putting on her innocent persona, she stared up at him with big eyes, almost silently begging him to be gentle with her.

Grabbing her legs, he hooked them under his arms and shifted forward. The light moans she had before were quickly replaced by rapid gasps and cries of passion as he thrust his hips against her. Like a dam bursting, Emma let out a sharp cry, driving her head back onto the bed as he ravaged her body. He **** the pleasure inside her to the absolute limit. She was drowning in it. Releasing it the only way she knew how; through loud moans and cries. She repeated his name several times, almost in a pleading way. Her face…

The expression she had. The look of complete and utter bliss.

That was my limit. It was too much.

Freeing my trapped cock, I began hammering at my erection with everything I had. My eyes never left Emma. The lovely expressions she made. The sound of her cries. The way her firm breasts shook from the **** of Ryan’s thrusts; her cute pink nipples standing firm atop them. How her eyes never left Ryan, begging him to give her more. More pleasure. More wonderful pleasure. The type of pleasure only he could give her.

Her head turned and our eyes met. I could see her take in the sight of me, sitting on the bed, furiously masturbating to her and Ryan. I didn’t stop. Couldn’t stop. Not with the wondrous sight before me.

She was panting, her body jerking with each of Ryan’s thrusts. Her eyes didn’t leave me though. She didn’t say anything, probably picking up that I didn’t want her to. I could see everything she wanted to say. The burning question in her eyes.

‘Are you enjoying this as much as I am?’

What a twisted pair we were, because there was only one, unassailable answer in my mind.

Yes.

I knew I was close. How could I possibly not with the impossibly erotic sight before me? The orgasm building within me was like nothing I’d ever felt—not since Emma had given me that handjob while I watched a video of her and another guy.

My movements were more instinct than conscious thought. Standing, I shuffled awkwardly over to the other bed. Her eyes widened slightly at my approach, unsure of what was happening. Jerking wildly, I stared down at her. Ryan, to his credit, didn’t stop. Thank god. I didn’t want him to. Not when she was feeling this good.

“Emma,” I gasped, growing closer. “Emma.” My voice was a bit higher, strained as I struggled to hold myself back. I wanted to enjoy this longer. To fully cherish the sight of her.

Her eyes never left mine as we stared at each other. “Isaac,” she cried out, jaw quivering. I think she was close. God, I hoped she was close. I wanted to see it. I wanted to see her cum. I needed it. “It’s so fucking good,” she whimpered.

I was hanging on by a thread, but I couldn’t stop. Not when I was so close. “Yeah?” I gasped. “You going to cum?”

“I am,” she gasped as her eyes never left mine.

“Good. Cum for me, Emma. Cum all over Ryan’s cock.”

She was shaking, looking like she was struggling to hold back. Why was she trying to hold back? I didn’t want that. Show me, dammit! Show me!

“Do it, Emma. Cum. I want you to cum—need you to cum.”

“Isaac! Isaac! I’m sorry! I’m—!”

I was in heaven.

The sight of her—

The sound of her—

With a cry of my own, I felt myself tumble over the edge I’d been skirting for too long. My cum landed over her breasts and chest, still moving from Ryan’s thrusts. Thrusts that were driving my girl wild. Keeping her up in the throes of orgasm.

But even he had a limit. I was still struggling to pump every drop onto her, the pleasure skimming close to pain as he pulled out. Adding his grunts to mine, he had his condom off as he shot his load over her belly and neatly maintained pubic hair.

Stumbling back to my bed, I sat back and gasped. My head was swimming from the intense orgasm—one of the best I’d experienced. As I hoovered in as much air as I could and tried to stop the world from spinning, my eyes never left Emma. The panting, cum-covered Emma. She had a wispy smile on her face as she gasped for air. I met her smile with an exhausted one of my own.

Silence fell over the room as we all caught our breath and enjoyed the post-orgasmic bliss that lingered.

“Ryan? You think you could give us a minute?”

“Sure thing,” he said with a grunt as he slid off the bed. “This was certainly interesting.” He glanced at me, which I only saw because I **** myself to look away from the stunning sight of Emma. “Did—uh—did I do okay?”

“Yeah, man. You did great.”

He let out a relieved breath. “Okay. Cool. Cool. Uh… Right. I’m going to take a quick shower.”

I vaguely heard the door close, my eyes never leaving hers. She pushed herself onto her elbows and my eyes slid down over her body. It was like something snapped in me. The monster inside me had torn open its cage and now rampaged free inside me. Not caring about anything else, I practically lunged at her. I only briefly saw the shock in her eyes as I slammed my lips against hers.

Pinning her against the bed, I devoured her lips. I overwhelmed her with the feelings that had been overflowing inside me. Everything was a blur. All I could think about was Emma. Emma. My Emma. Mine.

The beautiful Emma, covered in cum.

The heavenly Emma, freshly fucked by another man.

I wanted her so badly. I wanted to take her. Take her when another man was fresh in her mind. I wanted her to think of him as I took her. Override all the pleasure he had given her with my own. To drive that man out. Claim her as mine. Remind her who she belonged to.

There was no control to me. I was a being of pure chaos, unable to control the emotions that overwhelmed me.

“I-Isaac,” she gasped, struggling against me. “C-condom. You need a—” I silenced her with a kiss.

A part of me was screaming. Raging against the monster that had been unleashed, struggling to contain it. But it had been denied so long. The hunger was too great.

Somewhere in the chaos, I had worked myself between her legs. The tip of my cock pressed against her slit. The very same place I had watched Ryan enter. A simple thrust—one like I had watched him do dozens of times—and I would finally have what I’d desired for so long.

Yet I hesitated, staring down into the eyes of the most beautiful girl in the world. The expression she had…

Not like this.

Grabbing hold of that thought, I wrestled the beast back into the cage. Pulling away, I felt myself gain control of myself.

“S-sorry,” I muttered, shame hitting me. No idea what had come over me, but that was not the way I wanted things to go. Not for our first time at least. “I don’t know what came over me.”

“It’s fine,” she said, joining me on the edge of the bed. “I had no idea you had that in you. The way you looked at me—”

“I should have never—”

“Stop.” Her hand rested on my leg. She was smiling. “I liked it. It was exciting! I mean, not having a condom on was a big no-no, but other than that…” She nudged me with her body, getting me to look at her. “I guess we know now how to get you really going.”

“You are the most amazing woman.”

She giggled, leaning in for a kiss. “I know.”

Breaking the kiss, my voice was soft. “I really don’t want this to be our first time.”

Emma sighed. “I figured.” She searched my face. “You… don’t mind being second though?”

“You kidding? I’ve always found you ten times hotter after a guy has messed you up.”

“Only ten?”

I grinned. “A hundred.”

Her smile faded. “As glad as I am we both enjoyed this, remember what this is.”

“I know.”

Her expression was serious. “This can be a part of our relationship, but this isn’t our relationship.”

I nodded.

“Good,” she said as she stood up. My eyes followed her as she stood in front of me. I took a moment to eat up the glorious sight in front of me. Between my cum over her chest, Ryan’s over her belly, and the disheveled mess her hair was in, she was a sight to behold. “Now… How about we have some, ‘you’ time?”