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Chapter 5
What Happens?
You Get In
You're released as you enter the elevator, as it provides you something to lean on to stop you from dropping to the ground exhausted. You click your floor, but are frustrated to find that this elevator is excruciating slow. For such a seemingly nice hotel, they have made a horrible impression on you. You are regretting your decision to go with such an "upgrade" from your normal hotels. Granted, it's not all bad. You did hear that Olivia Holt was staying here, which was honestly like half the reason you went here. Being 23, your window for getting with girls like that and it not being creepy is rapidly closing, and even though you never thought you'd have a shot, it'd be great to see one of the soon to be hottest women alive.
Ding!
The elevator finally reached you floor as you stumble out, unprepared to have to carry your weight. You manage to gather your composure, and somehow make it to the door of your room, despite your vision coming in waves. You line the key up and try to get it in, but missed. Then you gear up for a second run, and this time:
Click!
You turn the knob and rush in, your prime objective being to find a bed. Purely off instinct, you flip the light switch on as you walk into the room. However, as you enter you see that the first room is not a bedroom, it's a kitchen. So you move to the next room, ignoring the quality of the hotel room. The next room you reached was the bathroom, so you know a bedroom has to be nearby. You move to the next door and are relieved to find that this one has a bed. As you step closer to the bed, you try taking off you shoes and belt, as to be as comfortable as possible. You whip your belt at the door and knock you shoes behind you as you dive into the bed. You never notice how disheveled the bed sheets are, but as you turn to the side and feel something, you immediately jump out of the bed.
"WHAT THE---!?!?!" You scream
You rush for the door, looking for the light switch. As you flip the switch, your surroundings are revealed to you. However, the more important piece is the person, laying in your bed. You quietly turn the corner to get a look at the intruder. Her face is flat down in the bed, so all you know is that she is blonde. She has the sheets slightly rolled up, so you can see that she has a nightgown on. Once you're able to get your eyes off of the mystery blonde, you notice the side table has a glass on it with some sort of paper and her purse. You tiptoe over, trying not to wake the stranger. Once you reach the nightstand, begin searching the purse, hoping to find some sort of ID. After some fumbling and picking up various make ups, you find her wallet. You open it up and get a look at her ID.
A smile creeps across her face as you identify her as Olivia Holt, the very girl you were hoping to pursue is now laying in your bed. As you try and contain your excitement, you realize you completely skipped over the other items on the nightstand. One is a glass that appeared to have water or soda or something it, and the other is a wrapper.. For a.. Sleeping pill? Sleeping pill! You pump your fists in the air as now, not only is Olivia Holt sleeping in your bed, but now she is also never gonna know if you decide to fuck her. Just to confirm both her unconsciousness and identity, you turn her face over to the side, and are jovial to see that both factors are true. So many thoughts are running through your head, all of them focused around sex, so the first thing you have to do before you do anything else is find a condom. You don't think you brought one, but what could it hurt to check? You walk out of the bedroom and are shocked to see the size of the room. That's when it strikes you that the drowsy employee must've given you the wrong room number off the computer.
Laughing, you rush through your luggage, sprawling everything over the ground. Unfortunately, you aren't able to find a condom, so you head to the bathroom, hoping that the sweet starlet had a dirty side. As if you didn't have one before, just imagining why Olivia Holt would have a condom drove your dick crazy. A steady boyfriend which she was weekly sex with? A friend with benefits she sees when she's out of town? Or the best of all, a random fuck? You prayed just one was true as you frantically searched through her things.
"YES!" You victoriously yell as you find one.
You rush back into the bedroom, glad to find the blonde still fast asleep. You quickly throw off your shirt, with your pants not far behind. You drop your underwear and quickly try to put on the miraculous condom. Once you've got everything ready, you take a deep breath and pull back the covers.
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Hottest Women of Hollywood
Katy Perry, Ariana Grande, and many, many more
A hot sex story is written for the hottest stars
Updated on Nov 11, 2024
by jjgarces
Created on Sep 19, 2015
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