Monday, November 15, 2004
  I Heart LV, Part II

After rousing the guys from their peaceful slumber with my fishy fingers and tales of DNA deposits, it was time to start the second day of our Vegas adventure. As long as the sun was up, the day remained uneventful. Eating, napping, and gambling fit the bill nicely. When the sun went down, however, things got a lot more interesting.

After dinner, I’d made plans to get together with my Vegas connection (VegasBuddy), so the AngryOriental and I headed over to O’Shea’s to meet up with him and a friend of his. The bar area was totally empty, so we had no problems finding each other. I’d barely asked how he was doing before the bartender (another friend of VegasBuddy’s) had a very heavily poured Long Island placed in front of me. Immediately, I knew how I was going to be doing well all night long. A couple more stiff drinks and we were ready to roll.

VegasBuddy’s friend was dressed fairly casual, so clubbing wasn’t really an option (plus, neither of the locals were really in the mood for anything high energy), so we decided on Margaritaville. I guess a lot of locals hang out there and, of course, these guys knew all the bartenders there, so it seemed like a logical choice.

I would say we rolled into the bar around midnight. There was a pretty decent scene, a live band was playing and a good number of people were dancing. We all bellied up to the bar first and got another couple rounds before really checking the place out. VegasBuddy and his friend were hanging out with the bartenders, so the AngryOriental and I decided to see if there was anything worth our while elsewhere in the bar. Walking around, we passed a couple girls who definitely gave us the once-over. They were a couple relatively attractive blonds, one of whom was sporting quite a nice rack. AngryOriental noticed their piercing stare as well and suggested that we go talk to the girls. Not wanting to miss out on any other possibilities, I offered that we at least finish our reconnaissance.

For some unexplainable reason, Margaritaville shuts down around one o’clock in the morning, which just so happened to be the same time that AngryOriental and I finished not finding any one else worth talking to. Luckily, as we were being herded out the door, I happened to notice the two girls that we’d passed earlier, sitting at a table off on the side of the bar. I wormed my way through the crowd and jumped out of the cattle call just before passing their table.

“Are you two done for the night? My friends and I were thinking about checking out another bar, since it’s so early, and I wanted to see if you’d like to join us?”

Smiling, “sure, that sounds great! I’m [VegasGirl2] and this is my sister.”
“It’s a pleasure; I’m [Dating Fool] and this is [AngryOriental], [VegasBuddy] and his friend…shall we?”

After the introduction, she started giggling. “What’s so funny?” I inquired.

“Oh, I think it’s funny that your name is [Dating Fool]; that’s my son’s name.”

Sweet Jesus! I done found me a MILF!

And with that, we left Jimmy Buffet and all his glory behind. With Treasure Island merely a block away, we decided to head over there to check out the club (I’d picked up a few free passes when I was in there the previous night).

Inside TI, we were walking towards the club, when a guy came out of one of the nearby bars and stopped us. “I was supposed to meet a bunch of friends here tonight, but none of them showed up. I have a bunch of free drink coupons; do you guys want them?”

Does a one-legged duck swim in circles? “Sure, we’ll take them off your hands. Thanks!”

Another couple rounds of free drinks and AngryOriental and are getting to be quite drunk. By now, it’s about 3:00AM and VegasBuddy and his friend are ready to call it a night. Even in my stupor, I can tell that VegasGirl2 is into me, so I’m trying to keep the party going, at least long enough to get the two of us back to a hotel room. Unfortunately, in these situations, I’ve found that sisters are pretty hard to separate, so I’m really banking on AngryOriental. He isn’t getting any sort of vibe from VegasGirl2’s sister, but agrees to stick around as a loyal wingman.

The girls tire of the bar at Treasure Island and want to go somewhere else. VegasGirl2’s sister gets it in her head that she’d like to go to Drai’s and party the rest of the night away. Fortunately, no one else in the group is keen on that idea, so we all conspire to derail that idea. Regardless, we leave TI and start walking back up the strip. We stop to kill some time at The Venetian.

AngryOriental pulls me aside, “Hey, man, I can’t hang any longer. I feel like shit and I’m not feeling anything from this chick. I think you’re on your own from here on out.”

“No problem. Hey, thanks for sticking it out as long as you did. I’ll see you in the morning.” I ran my fingers under his nose, alluding to his wake up call earlier that morning.

“Get that shit away from me! Good luck, asshole.” And with that, there were three.

The two sisters and I started making our way back up the strip towards their hotel room (they were staying at Bally’s). When we got to The Flamingo, the sister announced that she needed to use the bathroom. VegasGirl2 and I took a seat outside.

A good twenty minutes passed and the sister never returned. VegasGirl2 was obviously a big distressed about the situation, so I suggested that we go look for her sister. Not a second later, guess who comes bounding up? Relieved, VegasGirl2 and I sit back down and the three of us hang around for a bit, talking. Turns out they are in town for their sister’s wedding and this was the bachelorette party. When I asked about the whereabouts of the bride, I was told that she was a total square and had no interest in a night of debauchery. Whatever, one less potential cock-block as far as I was concerned.

Before I knew it, the sun was starting to come up. I remarked that we should probably think about calling it a night. Right on cue, VegasGirl2 asked if I’d like to accompany them back to their hotel room. No, I’d much rather just go back to my room and try to sleep off the blue balls, thanks!

I found myself in the girl’s room, each of whom had now changed into something to sleep in and claimed a bed. VegasGirl2 invited me under the sheets of her bed. “Just play it cool until my sister falls asleep,” she whispered.

Lucky for us, the sister passed out soon after and the night finally started paying off for me. VegasGirl2 rolled over to face me and, after a bit of fumbling, our lips found each other’s. She kissed me deeply and I kissed her back. My hands began to roam and before long, they were cupping a nice, well-sized pair of breasts. I’d be lying if I said they were large and firm, but one out of two wasn’t bad. In addition to the deflated balloon effect, I also noticed the presence of a piercing on her right nipple. I tugged at it, playfully, and she coo’d in response.

The foreplay antics continued and, eventually, I ventured south. As I slid my hand beneath the waist band of her panties, I could immediately sense the impending dampness. As I ran my fingers along her outer lips, VegasGirl2 moaned audibly into my ear, her breath as hot and moist as the air that lay beneath the covers. Responsively, she also lifted her hips up towards my hand, and started grinding away against my fingers. I slipped a couple fingers inside her sloppy wetness, noting that there was still room to roam. So, your son was a natural birth, eh? My fingers continued to effortlessly slide in and out, accompanied by the slurping sounds of one very turned on woman.

About the time she bit into my shoulder, I figured I’d held out long enough. I reached over the side of the bed to retrieve my pants and a condom. In the total darkness that only Vegas curtains can provide, combined with the unfortunate fact that my pants were, unbeknownst to me, inside out, it took me a good minute or two to retrieve Mr. Jimmy. Naturally, this delay of game did nothing to help my state of readiness, so add on a couple more minutes before everyone was in synch and ready to go.

I positioned myself on top of VegasGirl2, her legs wrapped securely around my waist, and entered her without drama. Even through the condom, I could feel the intense heat that surrounded me. Moving slowly, I penetrated her as deeply as I could. “Fuck me hard!” she growled in my ear.

Oh, don’t worry, you’ll get yours. I continued at my own pace, teasing her and allowing the suspense to build. I glanced over to make sure her sister was still dead to the world and then really began to unleash. I sped up and really began to pound her; she was loving it! Suddenly, she grabbed the backs of my arms, squeezed her nails deep into my skin, threw her head back and had one hell of an orgasm! When her death grip subsided, I knew it was my turn. I could feel my own orgasm start to build and I was ready to unleash a torrent of man goo. She reached down between my legs and lightly massaged my balls; this was enough to send me over the edge and I came. Hard.

When the rush of endorphins began to subside, I rolled off of VegasGirl2 and tried to collect my thoughts. I began trying to figure out how best to exit the room without coming off as a total ass. Fortunately, I remembered that the girls had to get up within the next half-hour anyway to meet their sister for breakfast and the ensuing wedding. I let myself pass out for the next 30 minutes.

I was rudely awoken a short time later by someone’s cell phone ringing. I shook my head, trying to clear the haze brought on by the day’s preceding activities. My head throbbed and I wanted to get out of that room more than ever. I fumbled around for my pants and other assorted clothes, dressing myself in a haphazard fashion. The girls were going through a similar routine, trying to ready themselves for breakfast. I said my goodbyes, sighting the desire to let them prepare for the day without my being in the way. I departed post haste and stumbled back up the strip to my hotel.

When I entered our room, I found AngryOriental in the bathroom, audibly purging anything and everything that may have been in his stomach at the time. Our other friend was passed out in a bed, oblivious to the carnage that was taking place on the other side of the wall. I collapsed onto the other bed and tried to garner an hour or two of sleep before our scheduled checkout.

Man, I love that town!
 
Disclaimer: The stories contained within this website are for entertainment purposes only. Any resemblance to something that actually happened is purely coincidental. All names used are purely fictional, just like the characters they represent.
The publically disclosed trials and tribulations of one man's journey through the world of dating.

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