tagCelebrities & Fan FictionThree-Way Hall Pass

Three-Way Hall Pass


I didn't think it was possible to get any luckier in these last three months. After all, I was already pushing my good fortune thanks to Alison Brie.

I pushed it by actually meeting the gorgeous, irresistible star of "Community" and "Mad Men" three months ago. Then I really pushed it by getting lucky enough to sleep with her not long after. I really should have been struck down by lightning when we actually saw each other again afterwards, then kept seeing each other. By the time we actually started dating, I should have been swallowed whole by the jaws of Hell after my deal with the devil got called in.

And it really should have killed me when the topic of a threesome came up. Yet since I wasn't the one who brought it up, I got spared somehow.

After watching the movie "Hall Pass" one night, me and Alison somehow got to talking about what we might do -- and who we'd do it with -- if we had consequence free time off from our budding relationship. I wasn't comfortable with answering, since I already had my dream girl and I told her so. That got her flattered enough to go more all out than usual during sex that night -- but it also got her more interested in the hall pass topic afterwards.

Alison seemed to think it would be best to get any 'Hall Pass' fantasies out of the way early in the relationship. I had to wonder if she was having doubts about us if she was thinking that way, yet she said it was the exact opposite.

She was a sexually adventurous woman, which mixed and clashed with her sweet, bubbly persona that she perfected on TV and in interviews. But that mix of being really sweet and approachable, yet sexy and seductive, is what drew me to Alison on TV and in real life as well. She could switch from innocent little girl to sultry siren at the drop of a hat -- and she could do just about anything else with that body as well. With all that, I wasn't exactly looking to go anywhere.

Although Alison did trust me and herself, she figured we were in a good enough place that we could try something like a three-way, get it out of the way early and then fully settle for each other from then on in. I just had to pick the girl, celebrity or not, and she'd try to make it happen.

I didn't have to pick someone right away, so that wasn't my goal when we went to an industry party a week later. As her plus one, and as someone trying not to embarrass himself in front of the other TV stars there, I had other priorities on my mind. Trying not to get hard in public over Alison's tight, cleavage and curve flattering purple dress was also a concern as well.

But I got distracted from that, as much as I could, by geeking out over meeting my other favorite TV figures. Alison did let me walk around by myself as she caught up with some friends, so I must have been safe enough to behave on my own.

I didn't get lost and I didn't embarrass myself, so all was going well. Eventually I wanted to catch up to Alison, however, so I started walking around to look for her. Yet when I did find her, for a minute I thought she was talking to a double.

I shook that off after a second, since Emmy Rossum was wearing a light blue dress instead of a purple one like Alison's, and her hair was wavier too. However, it wasn't exactly crazy to mistake the "Shameless" and "Phantom of the Opera" star/singer in other ways. As I went over to the two actresses, that became even clearer.

Emmy's eyes were brown and not blue, but they were just as wide, deep, slightly doeish and quite easy to get thoroughly lost in, like Alison's. She had the same kind of wide, lovely smile as well and the same striking, smooth looking pale skin, while her chest had its own impressive outline and cleavage as well. I couldn't help but note that I had seen both these women naked as well -- although I saw Alison nude up close and personal, and Emmy nude in "Shameless" sex scenes.

But even just on TV, Emmy's nude form was quite impressive to me. By that measure, seeing it up close and personal.....

"Hey, quit checking us out and get over here!" Alison called out with a smirk, which snapped me out of it and made me actually walk towards them. I briefly worried if saying "checking us out" had made either of them suspicious, yet Alison still had a smile on as she introduced me to a smiling Emmy.

"I didn't know you two knew each other," I questioned Alison.

"Well, we just see each other once in a while at parties like this. We gossip, talk about our shows, that sort of thing," Alison clarified.

"And does that gossip include new boyfriends, I'm afraid to ask?" I couldn't help but check.

"Not that graphically until now," Emmy chimed in, then reassured me she was kidding after I got a little red. She promised that Alison spoke very highly of me, with smut-free details, which both settled me down and turned me just the littlest bit on.

However, I gradually got more turned on as I talked with both Alison and Emmy for a few more minutes. They weren't doppelgangers, but talking to Emmy and discreetly checking her out was almost the same as with Alison. They were both gorgeous brunettes with insanely beautiful eyes, perfect smiles, creamy, soft pale skin -- or at least that how I imagined Emmy's -- impressive tits, flawless figures and striking voices that would sound amazing in the throes of passion.

Beyond that, they were just both cool and charming and sweet people. They straddled the line between comedy and drama on TV, sang in their spare time -- although only Emmy sang in an Andrew Lloyd Webber production -- and showed a fair amount of skin, although Emmy was allowed to show a lot more on Showtime.

Alison could be deceptively sweet at times, as part of her appeal, and Emmy seemed to be the exact same way. I could tell there was something naughty beneath that sweet, seemingly innocent face, just like my girlfriend. Plus, since Emmy was reminiscent of Alison, it would only make sense to choose her and make it a little easier to be with someone else.

That settled it, albeit just as Emmy prepared to take her leave and talk to other guests. Before I knew it, she was saying goodbye, shaking my hand and patting me on the upper arm. After that startled me for a moment, I shook it off and took Alison aside. "That's her," I finally whispered while pointing to Emmy.

"Right, that's Emmy, we just talked to her," Alison reminded me. "I don't have to cut you off already, right?" she asked while miming taking a drink.

"No, I mean....that's her," I stressed, hoping that stressing the last phrase would clue her in. Alison looked at me and then back to her, then seemed to get it.

"Oh, her!" she got herself to whisper, then paused and just asked, "Her?" to me. "You're sure?" she finished after I nodded.

"Yeah. I mean, you know each other already, so that breaks the ice. Maybe not that well enough for this, but I sense some....compatibility there," I theorized.

"Well, this isn't just for me. Do you see....compatibility with you and her?" Alison checked. I hoped there weren't any worries or jealousy hidden in that, although this whole thing was her idea. Nevertheless, I knew how to reassure her.

"I do. But I really think it'll only work with you there," I promised. "You two are gorgeous enough apart, but together...." I trailed off before making myself continue. "I won't ever need to act out another fantasy with someone else after that. It'll be all out of my system then. Probably out of yours too."

I couldn't speak to her fantasy system, or even to what mine would be like in the future. But I meant what I said -- this one was hot enough that I didn't see myself needing another one. Alison seemed to be won over, as she concluded, "Well, you could have certainly chosen worse. You couldn't have chosen that much better, either." She seemed to be deep in thought, or at least pretended to be, before asking, "So how do we do this?"

We spent the next few minutes going over the logistics and a game plan, then headed off to put phase 1 in motion. After catching up to Emmy again, we offered to buy her a drink at the nearest bar, since I wanted to hear some behind the scenes stuff from her. That was true, and we figured she needed a little alcohol in her to proceed, so it was a win-win.

But if this was going to happen, Emmy could not actually be drunk -- just slightly tipsy enough to agree to come to Alison's home with us. The rest we would handle from there without needing much more alcohol. For this stage, however, we just talked and drank a little bit, and went through enough banter to lay the groundwork for later. It was always fun bantering with Alison, but Emmy could hold her own as well, further convincing me that I made the right call.

After a couple drinks, me and Alison figured that we had all reached our limit, at least around here. We told Emmy that we didn't bring much more money, but that we could enjoy drinks for free at Alison's place. Fueled by the little buzz and by our fun conversation -- or at least I presumed so -- Emmy agreed to leave with us.

Since we limited our alcohol take, we could drive without risking too much trouble. However, Emmy obviously didn't know the way to Alison's, and we didn't want to risk that she couldn't drive that well, or that she'd get lost. So I offered to drive Emmy there in her car, while Alison took hers alone.

Before we parted, Alison whispered teasingly, "Don't start without me," which was a helpful reminder and an almost too erotic one.

But I got under control enough to head for Emmy's car without arousing -- or attracting -- or rising -- or just provoking suspicion. Soon enough, I was driving it towards Alison's house with Emmy in the back seat, wondering if I needed to break the silence. This was my first one-on-one time with her, and although it was too soon to make a move, it might pay off to lay some more groundwork.

"You're a lucky guy," Emmy spoke up to break the silence for me. "You and Alison, you lucked out, pal."

"Oh yeah. Yeah, I really did," I answered truthfully -- and the truth of that was even clearer tonight. "I keep thinking I'm going to wake up and it'll be a dream after all," I wound up admitting.

"Well, then cram in as much as you can before you wake up," Emmy offered with a chuckle, as I tried to think of clean thoughts about the word cram. "I would if I were you."

"I kind of would too," I assured. "I can't say we've been through a lot, but what we have has been great. And the stuff we plan to go through should be great too," I tried not to hint too strongly. "I really do want to go through everything I can with her. Even the stuff that doesn't have parties and sex."

"That stuff is still a good bonus," Emmy pointed out. "If it's just a bonus and not the main stuff, I guess it's even better. But it's still a great fucking bonus." I smiled at her true statement and chuckled at how she capped it off. "I'll bet it's even better for you with the likes of that, huh?" So Emmy was freely complimenting Alison's body. Interesting.

"It has its benefits. But I'm sure mine benefits her as well. You tried to make me think she told you that already," I recalled.

"Yeah, I get it, that's was a joke. Not entirely, though," Emmy teased. "She did tell me some things while you went to the bathroom. If she wasn't lying, then kudos to you too." Interesting again. I made myself go to the bathroom and jack off to get ready for later, while Alison was gossiping about my body/sex tricks to Emmy. Not a bad team effort.

Finally we made our way to Alison's, as she only had to wait for us for three minutes. Once we got in, we headed to the living room and relaxed for a bit on her couch. After getting comfortable and chatting for a few more minutes, Alison informed Emmy that there were drinks in the kitchen. She told her to make whatever she wanted for the three of us, and she agreed with no trouble.

After Emmy left, me and Alison took in how we were all alone right on schedule. "You know, Emmy reminded me that I'm a lucky man. I didn't have it in me to argue," I set up. Although we were supposed to be making out by now and we didn't have that much time to banter, I felt compelled to get that out there anyway.

"Well, I'm not in a fighting mood myself, either," Alison stated. And with that, the floodgates opened.

I wanted to do this all night anyway, whether Emmy was there or not, so I needed no more convincing to start kissing Alison hard. She responded in kind and snuggled right against me on the couch as our arms went around each other.

Our eyes closed by design, although I did really wish I could sneak a peek at her. To see her beautiful face both serene and sensual from our kissing, her delectable tits pressed against my chest, and her curvy body melting so sensually into mine. I could imagine it and feel it perfectly, so that helped make up for not looking at it too.

Yet we needed to have our eyes closed and to make a lot of groaning noises. Then when Emmy came back with the drinks, gasped and said, "Oh, um....you guys want a breather?" we could pretend like we didn't hear her.

We could pretend we were too caught up in each other and in our bodies to notice her -- and it wasn't that far from the truth. We could pretend we were making each other so hot and wanton, just from kissing and touching and grinding -- and that wasn't a complete lie either. And from all that, some naughty ideas might be implanted in Emmy's mind as well.

We heard Emmy call out for us, but for my part, I truly could barely hear her as I nibbled down to Alison's neck. I almost giggled into it as we kept acting like we didn't hear Emmy -- but Alison's groans did really drown her out anyway. She sounded louder in order to let Emmy know how good I was at this, yet I didn't want her to completely pretend.

So I moved up and suckled deeply on her earlobe, moaned my appreciation right into her ear as I grasped her hair, then kissed and nibbled all the way down to her bare shoulder. Finally I let myself peek at Alison, and at her heaving, full pale breasts rising and falling next to me.

I then leaned over and pecked the exposed top of her right breast, then her exposed cleavage, then the exposed top of her left breast. And in the next split second, I cupped Alison's face and stared into her wide, beautiful, increasingly aroused blue eyes as I slid my tongue in her mouth.

But I made myself break away from Alison's eyes, as hard as that was -- and as hard as other things were. At that, I pretended to finally notice Emmy, then backed away in pretend shock. Alison then gasped in pretend surprise on cue as well. "Jesus, fuck, Emmy! Little warning next time, all right?" Alison pretended to screech.

"I gave you plenty of warnings, you didn't listen!" Emmy pointed out, looking halfway embarrassed. And maybe something else. "You really didn't hear me?"

"I'm sorry, I just got.....distracted. Understandable mistake," I stated while gesturing to Alison, who smirked a bit in response. I doubted all of that was scripted.

"I guess. But if you just wanted to go at it, why'd you invite me over?" Crap. Maybe Emmy was too much of a smart cookie to dupe. Maybe she did need to be a little drunker before we could get her into this. Yet she couldn't suspect what we were really up to now, so did we need to be worried?

But while I searched for excuses, Alison had one right of the bat. "You're right, we did get a little horny. We figured we'd get it out of the way while we were gone. Now that we have, we can pay attention to you. And these little refreshments we need right now," she finished as she took one of the drinks Emmy had in her hand. I took the one in the other hand -- and strategically brushed my finger over one of hers -- before Emmy paused a bit and went to get her own drinks.

Me and Alison shared a knowing smirk and clinked our glasses together, then took a drink as Emmy came back with hers. We took a few minutes to finish our drinks, occasionally glancing at Emmy and how she was glancing at us, just as we wanted her to. With that, we knew we were ready for phase 2.

"Okay, I'm going to need to clear some room before I drink again. I'll be right back, guys," Alison announced as she headed for the bathroom -- or so she hinted at us.

Now that I was alone with Emmy again, I stared straight ahead and laid my hands on my jeans -- just enough to give her an outline of my visible bulge. I refrained from looking at her for 10 seconds, then glanced discreetly and briefly saw she was checking it out. This made my cock throb a bit more, to say nothing of how it was still throbbing from that make out session.

Picturing how I might have a naked Alison and Emmy in front of me before long didn't help my erection calm down. But I did take my hands off my pants and tried to hide my bulge a bit more, before finally turning to Emmy.

"I'm sorry," I told her as she still seemed slightly flushed. "I shouldn't have gotten carried away like that while you were there. She just gets to me, you know?"

"Yeah, we did go over that earlier," Emmy recalled. Now it was time to make sure she didn't forget again.

"Right, it doesn't do it justice though. Must be something about those big deep eyes and what one glance can do to me. Or how perfect her smile is, or her skin is, or how the rest of her is just the total package. And not just the sexy parts, either," I corrected.

"She acts so sweet and bubbly and chipper, and she really is. But there's such an exciting, excited part hidden beneath that's up for anything. And someone like that, who's so sweet, doe eyed, brunette, perky, funny and just plain fucking sexy in one package.....I kind of lose control sometimes. And I don't care where I am or who's there when it happens, as long as I show a girl like that what she does to me. It's a stupid quirk I have."

I didn't make that much eye contact with Emmy, since I didn't want to give all my arousal away -- or that I was secretly talking about both her and Alison. I couldn't be too forward with that, since if she figured out that I was hitting on her and making another woman hot on purpose, it might be a turn off. It kind of was to me deep down, given that I was trying to sleep with another woman and my awesome girlfriend, even if she gave permission. But if Emmy was offended, she didn't say anything -- and hardly looked offended either.

After letting the silence -- and Emmy's stares -- linger for a few more moments, I got up and announced, "I don't know what's taking her. I might as well see if she fell asleep on the bed or something. I'll be right back," I declared, taking one more look at Emmy before going upstairs.

I knew Alison wasn't going to the bathroom, so I headed right into the bedroom and shut the door almost all the way. Alison was sitting on the bed, then when I saw her, we actually shared a triumphant giggle before we made each other quiet down. "How long do we have until she gets here?" Alison whispered.

"We've got a few minutes, I think," I said. Yet although Emmy looked intrigued and the tiniest bit aroused by now, there was no guarantee she'd come in, see us getting hot and heavy and then get convinced to join in. Just in case, me and Alison needed to make out ourselves to get the ball rolling.

I sat down next to her, just as the weight of this was really setting in. "Alison, thank you for this. If it goes like we planned, I promise I'll never think about another hall pass again. I mean, there's no way I could ever top this. Or this," I gestured right at Alison with the last this, adding some token sentimentality before we got to the dirty stuff. And as Alison gave her sweetest smile, then let it morph into her naughtiest, I knew I chose the right approach.

I celebrated by quickly putting her on her back, making her chuckle as I went back to work kissing her neck. This time I was allowed to do a bit more, however, so I went below her dress and started rubbing up Alison's inner thigh. I then placed my hand on her hip and started fingering the side of her panties, then started to pull them down.

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