Watching (alternate branch)

Mike came over pretty early that Saturday afternoon. He had managed to score a couple of six packs of beer off of a cousin of his, so we stashed them in the downstairs fridge and then played some games for a couple of hours.

“Man,” he said to me, “you seem a lot better today than you were on Thursday.”

I was a lot better, for sure. I had a pretty good idea what Emma had planned for me. I knew there would be pain, and that it would not only be on purpose, but it would also be for a purpose. I was ready for it. I was ready for the things we would learn from it. Once we understood my own desires, then I believed Emma would finally be mine, totally and completely. Well ... except that I would likely still want her to fuck others. I was anxious to make that happen, knowing full well that it was going to hurt along the way.

I didn’t want to tell him about Emma. I wanted her arrival to be a surprise.

“Yeah,” I said, “I’m definitely feeling a lot better today. Last night was rough…”

“Very rough indeed,” Mike interrupted with a smile. “But Sarah likes it rough.”

“Ha ha,” I said with a scowl, “very funny.”

“I was dead serious,” he replied, still grinning at me.

“Well thanks for rubbing it in, then.”

“Anything for a friend,” he said, chuckling at me.

“Anyway,” I continued, “it was a little dicey last night, but today feels like a fresh start.”

“I’m glad for that,” he said enthusiastically.

“Me too,” I agreed. I hoped this would be the last restart of things between Emma and I.

I’d already texted Emma. I was going to put in an order for pizza, but rather than have it delivered, I was going to have her pick it up and bring it and have Mike answer the door when she arrived. That ought to make it a real surprise when she showed up.

She let me know when she was ready to leave and I ordered the pizza.

It was about 6:30 that the doorbell rang. I told Mike I had to use the bathroom and asked if he’d run up and get the pizza.

I really did have to use the bathroom. When I returned, they were coming down the stairs together. Emma was carrying two pizza boxes, just as I had ordered.

“Hey,” Mike declared when he saw me, “look who I found delivering pizza.”

“I had no idea you were delivering pizza these days,” I said to Emma with a smile.

“I had this great idea for a new business,” she replied, smiling back at me. “Pizza and Pussy, I call it. Why not combine two of men’s greatest interests into one thing?”

“Ummm,” Mike stammered, a little shocked by her lewd statement.

“Oh, come on,” she said, swatting him on the arm. “You can’t be shocked by that joke. You’ve already had the pussy. Surely joking about it can’t be that big of a deal.”

“But,” he stammered, “ummm … you two are …”

“Back together again,” she said, “but he’s still only getting the pizza tonight.”

“Wait,” Mike said looking at me, “when did this happen?”

“This morning,” I answered.

“And all this time you said nothing about it?” He asked, clearly a little perturbed.

“I wanted her arrival to be a surprise,” I said.

“Well, it fucking worked. Shock was more like it. I was expecting some fireworks when she came down here.”

“You’ll have to wait until later for those,” Emma said suggestively, setting the pizza boxes down on a table and giving both Mike and me a big hug, adding a quick peck on the lips to my hug. “God it’s good to be back together again. I really wish I hadn’t fucked things up with the D&D group. That was a lot of fun.”

“No big deal,” Mike chimed in. “Owen was a major asshole. We’d been wanting to get rid of him anyway.”

“Still,” she said, “I’d like to keep playing. Do you suppose we could get Trent or Ben to come back? I actually think I’ve just about convinced Cameron to come play. He played a lot back in middle school.”

“We might get Trent to come back,” I replied, “but I don’t think Ben would. He fed too much off Owen. Can we handle two really quiet people if we have both Cameron and Trent?”

“Maybe,” Mike said, “but we’d probably have to find someone else that was a little more dynamic to keep the group interesting.”

“What?” Emma said in mock indignation, “you don’t think I’m interesting?”

“That’s not what I meant,” Mike said defensively. Emma just laughed at him. “I just think we’d still need someone as energetic as Owen, but just not quite as much of an asshole.”

“You’re probably right,” I agreed. “I’ll work on Trent. Emma, you work on Cameron. Mike, why don’t you try to get Boyd interested again?”

Boyd was a friend of Mike's that used to play with us until he decided he was too busy. With school starting to wind down, and him already accepted into University of Illinois, maybe he’d like a chance to kick back a little.

“I’ll ask,” Mike agreed.

“Good,” Emma said with a smile. “I’d really like to play again. It was so much fun.”

“It was lots more fun once you joined us,” I said to her.

“Aww,” she said, “that’s so sweet of you to say.”

“It’s also 100% true,” Mike added. Then he headed towards the fridge.

“Who wants a cold beer to go with the pizza?” He asked.

We both answered in the affirmative and Mike brought us all a cold beer and we ate pizza and just talked. It was really good to be able to just hang out with Emma again as friends. There had been a lot of drama in the last little while, so it was good to just hang out and talk and laugh together with Emma and Mike.

We each had a second beer as we filled up on pizza and then we sat and just played Super Smash Bros. for the next couple of hours. While the game is lots of fun on its own, it gets hilariously entertaining when everyone playing it is a little drunk.

We had started on the second six pack when we decided to kick back and relax a little. We opened up Netflix and started watching Breaking Bad. We were all just sitting on the couch, with me in the middle and Emma on my left, snuggling comfortably against me. God it felt so good to have her body next to mine like that, even knowing that she wasn’t going to go any further with me physically for a little while.

I think I knew what she was doing, forcing me to come to terms with my own desires, to know exactly what I expected from her, before she was willing to open herself up to me again. At least that was what I hoped she was doing. I was glad to just spend time with her as a friend, no matter what. The only person I knew who I would consider a closer friend to me was Mike.

We were two episodes in when Mike asked to pause the video while he went to the bathroom. As soon as he stepped out of the room, Emma leaned in and kissed me tenderly on the neck.

“Do you trust me, Isaac?” She asked me.

“Yes,” I said.

“Are you sure?” She asked.

“Yes,” I repeated.

“I’m going to push you hard, Isaac. You need to figure out what you really want out of this relationship. I’m going to help you do that, but … you're going to have to trust me completely and totally and let me show you what things hurt in a good way and what things hurt in a bad way. You get that, right?”

“I think so,” I said.

“Then switch places with me,” she said to me. “I want to be in the middle now.”

I looked at her inquisitively. The only reason I could think of for her being in the middle was to be next to Mike.

“Why?” I asked.

“I already gave you the answer, Isaac. You’ll do it because I told you to and because you trust me. I’m going to find your real boundaries Issac, but only if you believe in me enough to let me.”

Oh my!

She wanted to be close to Mike. She had already joked about bringing pizza and pussy. She’d also said that I would only be getting pizza from the deal, but as I looked back, I realized she hadn’t said the same thing about Mike. Was she planning on having sex with him again? That thought set my heart racing.

But I stood up.

“I need to go to the bathroom too,” I said.

“Are you letting me take your spot while you’re gone, Isaac?”

“Yes,” I said.

She gave me a smile that filled me with a mixture of anticipation and dread. That was the beauty of a relationship with Emma. She knew exactly how to combine those two emotions in a way that was incredibly exhilarating. It was not unlike the sense of dread and eager anticipation I feel when climbing up the very first part of a big roller coaster. It's scary to be going so high, knowing you are about to experience the free fall of that first drop. It's also incredibly exciting. Such is our nature.

When I came back from the bathroom, Emma was in my spot in the middle of the couch, with Mike right next to her, and she was cuddling with him. She had her right arm tucked behind the small of his back, with her head resting on his arm. He had his left arm draped across her shoulders.

He saw me look at him when I walked in.

“She … umm,” he stammered, “she just asked if she could cuddle with me. I …”

“It’s cool, Mike,” I interrupted him. “If she wants to cuddle with you, I’m totally okay with that.”

Mike visibly relaxed after I said that. He looked happy to have Emma pressed against him, just like I had felt when she was pressed against me. We were just finishing the next episode of the show when I heard Mike again.

“Emma?” He said, with nervousness in his voice.

I looked over and her left hand was no longer in her lap. She was tracing her fingertips, very lightly and slowly up and down his thigh. He was wearing shorts, so her fingers were tracing the bare skin of his thigh.

“Sshhh,” she whispered to him. “It’s okay Mike. Tell him it’s okay Isaac.”

I wasn’t at all sure it was okay. I’d wondered how exciting it would be to watch her with another guy in person. I wasn’t at all sure how I would be able to handle it if it was my best friend. But the question still burned in my mind - “do you trust me?” I’d told her I had. I decided it was time for me to actually trust her.

“It’s okay Mike,” I said, trying to keep my own insecurities out of my voice.

“Oh god,” Mike groaned as she continued to lightly and seductively stroke his thigh.

She would trace her fingers down his thigh to his knee and then back up to the edge of his shorts. After a few passes, she began to dip her fingers inside the leg band of his shorts.

He moaned when a few passes later, while she had her hand a couple inches inside his shorts, she slid her hand downwards onto his inner thigh instead of leaving it on his upper thigh.

“I’m not sure we should…” Mike started to say.

“Tell him Isaac,” she said to me. “Tell him you want to watch. He needs to hear you say it.”

Mike looked over at me like he was **** for me to save him from a lion that wanted to eat him. I wasn’t planning on rescuing him at all. I had no intention of stopping Emma. I had no idea how far she intended to take this. I knew it scared the hell out of me, but I also knew that I was rapidly hardening in the front of my pants.

“Just relax Mike,” I said to him. “Anything she’s okay with … I’m okay with.”

"You didn't tell him what we both need to hear, Isaac," Emma said, chastising me.

"I ..." I hesitated, "I want to watch."

“But,” Mike started to say. Emma cut him off with a kiss. This was no little peck on the cheek, it was a deep, probing kiss with her tongue demanding entrance into his mouth. For a split second, he hesitated, but then he allowed her tongue entrance and began to swirl his own tongue around the intruder.

She broke the kiss and he looked at me.

“You’re sure?” He asked.

No. I was not at all sure. I felt a fear deep inside my gut at what I was sure was about to happen.

Pizza and Pussy.

Those were her words. But I felt a nearly overwhelming urge welling up inside me that wanted to engage in hand to hand combat with that fear. Emma wanted to see which emotion would win that battle, and I was going to let her.

“I’m sure,” I said, smiling at him, trying to make sure he couldn’t see my fear. “Very, very sure.”

I reached down and stroked the front of my pants. What was inside was as hard as steel. God, we were really going to do this!

She turned and lifted her left leg over his lap so that she was straddling him, and then took his face into her hands and began to kiss him again, twice as aggressively as before. There was no hesitation from him then. He kissed her back, and he moved his hands onto her back and rather rapidly lowered them onto her ass.

I had been admiring that ass all evening, and I suspected Mike had been as well. The speed with which he moved his hands to her ass confirmed that suspicion. She was wearing yoga pants and a tight t-shirt that was just long enough to not bare any of her midriff, but not even close to long enough to hide how great her ass looked in those yoga pants.

Emma broke the kiss and moved back away from him enough to pull her t-shirt up and off and drop it into my lap.

“Where are we going with this, Emma?” Mike asked.

She pressed her index finger against his lips to silence him.

“Just relax and go with the flow Mike,” she said quietly. “Unless you want me to stop?”

God she looked so hot straddling Mike with her shirt off, her lacy white bra being the only thing concealing her breasts from our view.

Mike looked at me then, asking with his gaze if I wanted him to stop.

“I sure as hell don’t want you to stop,” I said. At that moment, I could still feel the pain of watching my best friend with my girlfriend, but the pressure I felt in my groin had clearly taken the upper hand in fighting back that fear. I didn’t just say it because I knew that Emma wanted me to. I was really beginning to feel a need to see her go through with this.

He smiled at me.

“And I sure as hell don’t want to stop. I’m not sure why you want this to happen, but right now, I’m not sure I care.”

He turned back to look at Emma.

“Jesus you are beautiful,” he said to her with a big grin.

She kissed him again, still caressing his face with her hands. He let his hands wander all over her back, luxuriating in the feel of her deliciously bare skin.

She broke off the kiss and looked at me.

“The latch is in the back, Isaac. Why don’t you undo it for me?”

My brain was a little fuzzy in that moment so it took me a few seconds to realize she was asking me to undo her bra. Oh god! She was asking me to help undress her for my friend.

Pizza and Pussy

She wasn’t just planning on making out with Mike. She was undressing for him. It was becoming more and more obvious where this was going.

I stood and moved behind her. I reached out and took her bra straps into my hands and pushed in on them. I had no real idea what I was doing. I’d never taken a bra off before. But I could see the clasps in the bra and I pressed until they separated. When I let go the straps sprung away from where they were joined, exposing nearly all of her bare back to me.

I started to move back to my seat on the couch, but she pulled away from the kiss again.

“No,” she said. “I want you to stay right there behind me for now.”

She pulled back from him again, sitting up straight. I watched her shrug her shoulders forward until I could see the bra fall forward, dropping down between them. Her back was completely naked. It looked gloriously beautiful. I’ve always loved seeing a woman’s naked back, knowing it meant her breasts were on display, while still hidden from view.

At least, hidden from my view. They were not, of course, hidden from Mike’s view. They were on display right in front of his face.

“Fuck,” he said, his gaze moving down to that incredible sight. “They are absolutely perfect.”

“Not too small?” She asked.

“Oh god no,” he replied quickly.

It felt so decidedly wicked for her to have me stand where I could see that she was exposing her breasts to my best friend, while keeping me from being able to see them.

I watched as Mike’s hands moved up to her chest. I couldn’t see what he was doing, but I knew he was cupping her bare tits in his hands. She moaned in response to his contact. He moaned right back at her. I looked into his face to see the sheer ecstasy he was feeling at getting his hands on such perfect breasts.

He looked at me nervously over her shoulder. I just smiled back at him.

“She’s so perfect,” I said in encouragement.

“Yes, she is,” he agreed as he continued to play with her tits.

She reached her hands out and grabbed the sides of his head and pulled his face down to her chest and moaned again, more loudly this time as he took one of her breasts into his mouth.

“God that feels good,” she said.

I stood there, transfixed. It was an inexplicable mixture of agony and ecstasy to be standing there while my best friend sucked on my girlfriend's tits, right in front of me, without me even getting to see the action. He had seen, fondled and sucked on her breasts, and all I got was the view of her bare back, with full knowledge of what was taking place on the other side, but no visual confirmation. I felt sick to my stomach and hard as a rock at the very same time. I was still a little unsure which of those feelings was going to win out.

Eventually Emma stood and turned towards me, covering her tits with her arm so that I still didn't get to see them. She smiled at me with that evil little grin of hers. She was clearly enjoying doing this right in front of me.

"Come kneel in front of me," she said to me.

I did as she asked.

"Now take off my yoga pants," she said to me. "Let your friend see the ass he's been gawking at all night."

I couldn't stop my fingers from shaking as I reached up and grabbed the waistband of her pants and began to peel them off of her. I was trying to be careful to keep her panties on, since she hadn't told me to remove them, but soon enough I realized she wasn't wearing any. As I pulled the pants down, I was face to face with her beautiful pussy.

Pizza and Pussy.

It was inches away from my face, and I knew I wasn't getting any closer, but that my friend was about to taste it and feel it and fuck it. Shit! She really knew how to push my buttons. She was making me undress her for Mike, to further assure him that I was okay with what was happening, even though I was still unsure if I even was okay with what was happening. All I knew for sure is that I felt powerless to resist her.

Even though I had a very up close and personal view of her pussy, all I could think about as I pulled those pants down was how glorious the view that Mike was getting had to be. She has such a gorgeous ass. We had both been admiring it all night, wrapped tightly in those glorious pants. Now I was revealing it in all its glory to my friend.

When I got the pants to the floor and she stepped out of them, she turned and climbed back on the couch. She hurriedly removed Mike's shirt and then wrapped her arms around him and pressed herself tight against his upper body.

"You can sit back down now, Isaac," she said to me

I sat and watched as she ground her bare pussy against the bulge in Mike's shorts, sliding it up and down on his shaft with only the fabric of his clothes between them. Mike's hands were busy, caressing all over her bare back and ass, squeezing her cheeks and thoroughly enjoying the feel of her fabulous body.

She looked over at me while she gave Mike an incredible lap dance.

"God I love doing this, Isaac," she said to me with visible lust in her eyes. "You are going to have to get used to watching this. It makes it so fucking intense."

She grabbed Mike's hands and moved them to her tits as she pulled away and sat back up straight, throwing her head back and moaning in desire as Mike squeezed and massaged the breasts that I still hadn't been allowed to see.

"God damn," I heard Mike whisper. Emma had always been so far out of our league. And now, here he was, sitting on a couch with her completely naked body writhing in his lap as he enjoyed the feeling of her tits in his hands, all right in front of me. I could see why he would say what he said. God damn, indeed.

When she stood again, i finally got to see those breasts I had been dying to see all night long. She stood there, looking hungrily down at him. He quickly pulled off his shorts and underwear in one swift motion, freeing his cock to our view. I noticed what I already knew. He was a little bigger than me in both length and girth. I suspected he was just over average in size at about 6" in length and a little thicker than me.

"Oh fuck yes," Mike moaned loudly, throwing his head back and groaning madly as Emma knelt between his legs, grabbed his cock to pull it towards her and immediately stuffed over half of its length into her mouth. She seemed nearly **** to suck him, bobbing her head up and down aggressively as she took more and more of his length into her mouth. It was incredibly surreal to see his cock sliding in and out of her mouth over and over as she hungrily devoured him.

"Oh fuck," Mike repeated, "I am about to cum."

Rather than let him do that, she pulled back, smiling up at him at first and then looking deep into my eyes.

"This is what you could have had, Isaac," she said to me, "if you'd just been brave enough to take it when it was offered. I was holding nothing back. It wouldn't have just been the meaningless sex I always have. We would have made love, and it would have rocked both our worlds. Now we are left with trying to figure out why the hell you didn't want that, and what you really do want."

"I know," I said, "I'm sorry. I wish I understood what was going on inside of me."

"Tell me, Isaac, what do you want me to do ... right now."

I took a deep breath. It was still quite painful to see her with Mike, but my passions were completely out of control, making that pain feel rather delicious in the moment. I noticed that Mike was staring eagerly at me. I remembered how **** he had been that first time I asked him to sleep with her. That **** was clearly long gone at that moment. I could see the anticipation as he stared at me. There was only one thing he was hoping I would say.

"Fuck him," I said to her.

She smiled at me.

"With pleasure."

She reached over onto the end table and grabbed a condom which she had apparently stashed there earlier in the evening.

Pizza and Pussy.

She had clearly been planning this the whole time.

Careful what you wish for

Her words from earlier in the day came into my mind. She had been planning it from that moment.

She reached over and handed the condom to me.

"Open it for us," she said to me with an intense gaze. "Show us both that this is what you want."

Oh god! I thought she had already pushed all the buttons she could push. Making me open a condom so my friend could fuck her was a whole new level of pain/pleasure.

"Fuck," I whispered. My hands were very visibly shaking as I tore open the condom packet. For a moment I thought she was going to make me put it on him. That thought terrified me enough that I almost got up and ran out of the room, but instead she took the condom from me and carefully rolled it onto his cock. I wasn't sure it was that much better to watch her eagerly sheathing his dick so that she could fuck it.

When it was on, she climbed back into his lap and, without any hesitation, she lined him up and lowered herself onto him, taking his cock inside of her right on my couch, right in front of me.

They groaned in unison and then Emma kissed him again, hungrily and passionately, as she slowly sank until she bottomed out with him buried to the hilt inside of her. He grabbed that perfect ass again, squeezing it hard and using it to move her up and down slowly on his shaft.

God. Fucking. Damn.

It wasn't that long ago when she had taken him into my room to have sex with him the first time. The thought of watching them do it would have completely crushed me back then. Now I was actually watching it, about a foot away from me, and the pressure in the front of my pants was nearly unbearable.

"Come," she said to me, looking hungrily into my eyes. "Kneel down behind me and watch your friend's cock plundering my pussy."

My god, how had I gotten to the point where I desperately needed to do exactly what she just asked me to do?