My Date With Emily

by

Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa, Consensual, Celebrity, First, Oral Sex, .

Desc: Erotica Sex Story: Emily Osment gives a dying boy more than he wished for.

Let me tell you, getting diagnosed with an inoperable brain tumor three weeks before my eighteenth birthday was one of the worst things that could have ever happened to me. Tonight though would be one of the best nights, if not the last night I had a chance to go out and enjoy myself. I was given around nine months to live, and already three of those had passed. My body starting to feel the effects of the drugs they put me on just to try and keep me from suffering, doctors said I didn't have long until I'd be confined to a hospital bed for the rest of my very short existence.

But tonight the Wishes for the Sick foundation was coming through, one last reprieve before one room became my home. I was always the shy, nerdy type. While others my age had gotten into sports, babes, and cars, I stayed true to my ways and stuck to my computer games, sci-fi books, and my one guilty pleasure, Disney.

Even though it was something reserved for pre-teen girls, I absolutely fell in love with "Hannah Montana." And surprisingly it wasn't like most people, I couldn't actually stand Miley Cyrus, I thought she was an appalling actress. No, my sights were set on her on-screen sidekick, Emily Osment. I'd watched her go from perky and cute sidekick to babe as she grew up on the show, and now Wishes for the Sick was going to give me the chance to meet her.

As you can probably imagine, I've never had a girlfriend and only made it on a few dates in my life, so the chance to meet and hang out with a celebrity, especially my celeb crush was a rather fitting end to things. Due to some of my limitations the plan was rather simple. I'd get picked up in a limo and taken to a hotel suite where I'd finally get to meet Emily and we'd be served dinner. We'd then just sit back on the couch for a few hours and watch a few movies or TV (I actually picked out a bunch of things she was in so we could at least talk about it), then she'd get picked up and taken home by the Limo and I'd get to spend the rest of the night in the suite.

I became more anxious as the limo took me through the city. I wasn't quite sure what to wear so I wore my best dress clothes. Even though it wasn't a real date I brought a flower with me (though perhaps bringing a lily was a little too cheesy, but I didn't have time to turn back now). I just sat back and waited to arrive at the hotel. I must have fallen asleep for a moment as I awoke with a little startle when I heard the door being open. "We've arrived sir," the limo driver said. I climbed out of the limo, grabbed my flower and was mobbed by several camera flashes.

A few cameramen and some people also in fancy suits came up to me. "You must be Daniel," the guy said. He went on to say how he was from Wishes for the Sick, and something about being glad to be able to provide this for me, blah, blah, blah. I have to admit, I wasn't really paying attention, I was a really just nervous at this point. Some smiling and nodding though, a little posing for the camera seemed to placate them though. Pretty soon I was being ushered to an elevator and upstairs. I was about to see if they were able to pull off the last little part of my request. If they couldn't, I wouldn't be worried but it'd be sweet if it happened.

We got out at one of the higher floors and started to proceed down the hall. She wasn't in sight yet, was she in the room already? My question was soon answered as the hotel room door was opened by one of the suits and there stood Emily, and they got the last part of my request. I always thought Emily looked the hottest when she was dressed up as Lola, an alter-ego on the show best described as an anime character come to life.

Emily couldn't be dressed hotter, especially since she was in one of my favorite Lola outfits: little purple heels, tight bright indigo pants that showed off her great legs, a white blouse with purple accents, red plaid jacket, green scarf and of course topped off by a shoulder length light shiny purple wig. Of course to top this off she wore a bright smile on her face as she came and gave me a hug.

"It's so nice to meet you Daniel."

She was hugging me, I was in heaven–Emily Osment was hugging me, and dressed as Lola. Already from her voice I could tell she was just as sweet in person as she seemed on TV. Pictures were also being taken while she was hugging me in greeting. She finally pulled back and we were asked to turn and face the camera, several more pictures being taken. I guess this is the price for something like this, publicity after all.

I'll have to admit, dinner was rather awkward. It wasn't like going out to a restaurant to grab a bite to eat, we were surrounded by camera people and the suits the entire time–it didn't really allow us a chance to talk at all. As dinner wore on I was starting to get a little disappointed, this was nothing like what I imagined it would be like. Only a few words were spoken by either of us, most of the talking being between the suits and the photographers.

After dinner started out the same way, we moved to the couch and they took staged pictures of us "talking." This lasted for about 20 minutes, more tuning out on my part, smiling, posing, looking like I was enjoying myself but I was getting bored out of my mind at this point. Finally after probably the three hundredth picture was taken Emily turned to them and said, "I thought this was supposed to be about me spending time with a sick kid, not all these pictures. Now shoo, and pick me up at 10:30."

Three hours, I was actually going to get three hours just to lazily hang out with Emily. Season 1 of Hannah Montana had been playing in the background for a bit now, it was apparently turned on when they started shooting pictures of us hanging out but in my boredom I hadn't noticed it. I just kinda concentrated on the screen while the suits and the photographers left. Once the hotel room door finally shut she got up and latched the door to prevent them from coming back.

"Finally," she said as she came back over and plopped onto the couch again, just sprawling out. Man, even as she just lays where she falls she's hot. "I'm sorry about that," she said while rolling her eyes. "I've never worked with them before, they're trying a little too hard to catch up with Make-A-Wish."

I laughed a little, it was nice to see her a lot more relaxed now. "Yeah," was all I could say in response, still just amazed that I was alone in a room with Lola–er Emily.

"So Daniel, may I ask what's wrong? They didn't really say, just that you were sick and your wish was to go on a date with me," she asked, starting to sit up.

I smiled a little–couldn't help it, she was showing interest. "Well," I started, "About three months ago, right before I turned eighteen I was diagnosed with an inoperable brain tumor. Doctors gave me nine months or so. Based on their projections I only have a few more weeks at best before it will reach a point that I'll be hospitalized permanently."

Emily opened her mouth in shock, and quickly slapped a hand up to cover it. I had to admit, this amused me greatly since I'd seen her do it so many times on TV, now here she was doing it in person. "Don't worry about it," I added hastily, "I've actually come to terms with it already."

It was another long moment before her hand came off her mouth. "I'm so sorry Daniel," she said. Now she started to look nervous and said, "Do you mind if I ask another question."

Another smile from me, "Of course Emily, ask anything."

"Well," she said, looking up and away for a moment in another adorable way, "I was wondering why when you could have asked to do anything you asked to hang out with me? I'm not that famous, I'm actually pretty normal. And won't your girlfriend get jealous?"

A laughed much more loudly this time and looked over to the TV, another one of the scenes she stole in Hannah Montana was on. I looked back to her and said, "Because I fell in love with you watching the show. I think you're a terrific actress and you just looked like someone who would be fun to be around." I'm sure I blushed as I also quickly said, "Plus I think you're totally hot." I reached up to scratch the back of my neck and said, "I also don't have a girlfriend, I've never had one."

"You've never had one? You seem nice though."

"Well," it was my turn to look away from her, "I've always been kind of a nerdy guy, so girls were never interested."

"Ah, high school," she said, "say no more." She smiled very genuinely at me. She went back to watching herself on TV for a moment before she finally turned back and looked at me more earnestly. "Wait, so you've never had a girlfriend?"

"No," I said to her. This was a lot more awkward for me to talk about then my own impending death was.

She now sat up a bit more, edging a little closer. "Is this your first date?"

"Yeah," I responded to her, feeling my cheeks burn a little bit in embarrassment.

"That is SO sweet," she said to me. "You could have done almost anything for your wish and you chose to go on a date, and chose me. That's adorable." She blushed a little and bit her lower lip, looking up at the ceiling as if she was thinking.

This was a bit weird, I didn't really know what to say, but even as she sat there it was still so hot to me, I couldn't have wished for anything more.

"Close your eyes," she barked at me. I don't think I followed through fast enough due to utter shock and she said, "Close your eyes," a little more kindly.

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Story tagged with:
Ma/Fa / Consensual / Celebrity / First / Oral Sex /