The Trip Ch. 01

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Free-wheeling girl lets loose during vacation.
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Part 1. Hotel

My best friend from college, Julie, was visiting Phoenix with her boyfriend, Dan. Her boyfriend was coming over for a company training trip and Julie decided to tag along for a short vacation and also because she hadn't seen me in a couple of years.

I was not far in Tucson. And drove up to meet them. I waited till the last minute and the hotels were pretty booked up so I had a difficult time finding the room of my choice/budget. But Julie and Dan had two queen-sized beds in their room and offered that I stay with them. I accepted.

Julie was a free spirit, and combined with her good looks, she was always found a way to have a good time and show her wild side. For some reason though, she did not have too many girl friends in college, and her and I ended up hanging out a lot together. I always found her attractive, but somehow we never ended hooking up. I was the yin to her yang. She was wild and I was calm.

I got to the hotel and made my way up to their room. After saying our hellos, we took turns changing in the bathroom and headed out for dinner.

Julie wore a cute little khaki skirt and a little white tank top, and some high-heeled sandals with straps. She looked hot as usual with her short-cropped dirty blonde hair, Meg Ryan smile, and her perfect, mostly natural, tan. She had nice perky, firm and full, but not too big breasts. Much of the time she could get away without wearing a bra, and due to her free spirit, she didn't like wearing one, and she did that as much as she could (she avoided panties just as much). She was about 5'7" with a sexy tight ass and athletic legs to match. Even with her good looks, she was unassuming, and not self conscious or shy. Which made her even hotter to me.

After dinner we headed back to the hotel. Dan had to get up early for his training, so I hit the bed, but Julie and I went down to the hotel bar for drinks. To get the vacation going, we both started doing shots. It wasn't long before Julie was wasted, and we headed back up to the room.

Due to her inebriation, Julie could not manage to undo the straps on her sandals. So she sat back on a chair, raised her legs one at a time and asked me to unbuckle them. Her skirt slid under her butt as she did so, and completely exposed her panty-less and neatly trimmed bush and ass. Since I was wasted as well it wasn't until I undid the second sandal that I realized what was happening. Julie followed his eyes to her exposed self, and realizing her "oops" giggled, and quickly covered up.

Since she was used to sleeping naked, Julie did not bring anything to sleep in. Dan loved to see her in lingerie, so she did bring a little black sheer baby doll and a g-string to match.

In her drunkenness she thought that her lingerie would provide her with some semblance of modesty, so she put that on while I was using the bathroom. When I came out of the bathroom, the room was pretty dimly lit. I looked at Julie and did not think twice of it. Until Julie went to get cigarettes out of her luggage and turned on a lamp. Then the light just came right through her outfit and silhouetted her perfect breasts and nipples. As she was sifting through her luggage, she bent over. The baby doll rose up and her perfect ass, accented by the g-string, came into view. I was in hard-on heaven!

I couldn't believe he was looking at Julie practically naked. She asked me if he would join her for a smoke, and like someone hypnotized, he followed her out to the balcony.

I was in shock. I could not comprehend that Julie was talking to him face to face and he could clearly see her tits. Every so often, a breeze would pick up the hem of Julie's baby doll and completely expose her butt.

After her smoke, Julie decided to call it a night. And I had to go jerk off in the bathroom to get some relief.

Dan was gone early next morning, before both Julie and I were up.

When woke I up, Julie was sitting on the balcony smoking. Much to my delight, she was still in the same outfit as last night.

When I came out to the balcony, Julie did not seem at all uncomfortable by her state of semi- undress. In the daylight, her lingerie was completely transparent.

Julie and I sat across from each other, had a smoke and made caught up on old times for a little while.

Julie said to me " Sam, I am so ready to have a good time. I love Dan, but he is such a bore. He doesn't realize I really enjoy my freedom. Will you help me have a good time during my vacation?"

"I'll do my best," I said with a smile.

Mean while, I could not help and stare at her tits as she spoke to me.

I was in boxer shorts, which did little to hide my excitement.

Julie, asked me" do you mind if I dress like this? I am on vacation and really don't feel like dressing up." I said I didn't and Julie looking down at my tented underwear, smiled and said "I didn't think so".

I didn't realize, but due to my excitement, my enlarged cock had started sliding out of my underwear. I also did not realize that there was pre-cum oozing out of my cock. Suddenly Julie felt something wet on her foot.

She shrieked and bent down to see what it was. At first she took the tip of her finger and wiped off the wetness. She sniffed her finger to try and figure out what it was. Then she felt more of wetness on her. As she put her head under the table to check the source, she saw the tip of my cock sticking out and dripping pre-cum.

Julie started giggling. She said, "Sam I'm so sorry, I did not mean to get you this excited". Before I could digest that information, Julie reached over and squeezed the tip of my penis, making my precum stream out even faster on to her hand. She then tucked my penis back into my boxers. Raised her fingers to her mouth said "mmmmm...I love precum.." while she licked her fingers clean.

With that she leapt up and headed back into the room. While I was still getting over my shock, Julie got on the phone and ordered breakfast through room service.

Embarrassed and in shock, I decided to take a shower to cool things off. For the second time in 24 hours I was jerking off to visions of Julie.

I stepped out of the shower and wrapped a towel around my waste. I started to shave but heard some voices out in the room. When I peaked around the open door I saw it was room service bringing their breakfast.

Julie, stilled dressed in her lingerie, was guiding the man delivering the food towards the balcony, as that's where she wanted the breakfast set up. I couldn't believe she was so non-chalant about her state of undress. The room service guy seemed to be speechless.

Julie bent over to get the tip out for the guy. As she did so, her baby doll pulled up all the way up, exposing her athletic and beautifully tanned ass and g-string. Julie smiled while she tipped him. The man could not help staring at her breasts as she did so and almost tripped on his way out.

I was barely starting to shave when Julie came and pulled me out, saying that the breakfast was getting cold. I had to oblige.

So there we sat on the balcony again. Me in my towel and Julie in her baby doll lingerie. At this point I asked her if Dan didn't mind me dressing so immodestly around other men. She replied that she was a free spirit and always dressed however she liked. Also, she was on vacation, and she didn't feel like she shouldn't be inhibited just because I was there. Then she told me I should loosen up too.

As I was standing up I asked her " and how should I do that?" Before I knew it, Julie had pulled my towel, leaving me completely naked, and ran inside.

Instinctively, I chased after her. With little room to run, she dived on the bed, holding my towel in front of her. I jumped right on top of her, trying to wrestle my towel out of her grip.

Her torso was now over the edge of the bed, with just her g-string clad butt and legs resting on the mattress. And gravity had pulled her top over her head, leaving her completely bare from the waist up. The whole time she was in a fit of giggles!

With me on top of her she became unbalance, both her and I fell over the edge of the bed on to the floor.

Then I felt her skin against my skin. And it hit me. I was lying completely naked on top of an almost naked Julie. In an instant I both got a boner and panicked. And in my panic, grabbed at my towel and pulled. Only, it wasn't my towel. I heard a rip. And found myself holding what was once Julies baby doll.

I looked at my hand. Looked back at the now topless Julie, who now sat up and realized what had just happened. "Shit!" she screamed! And laughed at the same time.

She made a flimsy attempt to cover her breasts with one arm. But due to her laughter, her breasts were jiggling too much to be completely obscured by her feminine arm.

Suddenly she got up. Exclaimed that playtime was over and ran into the shower. Leaving me all at once excited and confused.

Through the open door I heard her shout that now I'd have to take her lingerie shopping, since I tore up her baby doll. She got no arguments from me.

Once I got back to reality, I realized that I had a golf lesson scheduled in little while. I shouted over the shower to Julie that I was leaving, and she shouted back that she would be hanging out at the pool all day and to come look for her there.

(To be continued)

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AnonymousAnonymousover 16 years ago
hmmm....

This story really, really needs an editor.

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