Headed for Double-Trouble
I haven't been neglecting the blog again, rather I've been pretty sick for the last week and so I haven't been doing much dating. As for updates, I was supposed to go out again with B.D. on Wednesday night, but we were both feeling under the weather, so we're meeting up on Sunday night.
I did, however, go out with K.T. last night. We went mini-golfing and she took me to school. This, of course, was definitely not according to plan, especially since I made a bet with her before the game that the loser should cook the winner dinner. Looks like I need to dust off my cookbooks. Overall, I had a great time with her. We had a lot of fun on the links and then went out for coffee afterward; things seemed to flow pretty well. When I took her home at the end of the night, there was a little bit of fooling around, but nothing worth describing in detail.
Why do I have a feeling that this is headed for a train wreck? Here are two girls, both of whom I like quite a bit and could easily see myself becoming serious with either one. Hopefully, a reason to choose one over the other makes itself apparent soon.
And the Dating Continues...
Man, I wish I'd checked out this on-line dating thing earlier. I feel like I'm on some sort of dating show, going out with a new girl every night of the week! There are three front runners right now: B.D. (from the last post), U.M. and K.T.
I met up with U.M. for sushi last week. My first impression was that she had a really, really pretty face. Her hair was auburn in color and reached her shoulders. She wore a white button-up shirt, jeans and a leather jacket. Fit would be the word I would use to define her physique; her proportions were in line with a typical pear-shaped body.
The date went pretty well. I didn't feel quite as comfortable with her as I'd felt with B.D. U.M. is in real estate and is 5 years my elder. Overall, though, I didn't notice the age difference while talking to her. And, unfortunately, I failed to hook up with an older woman that night. The end of the date was hardly noteworthy. I plan on seeing her again this week.
K.T. and I met for coffee on Saturday afternoon. My first impression of her was that she didn’t really resemble her profile pictures; in fact, at first I wasn’t sure if it was really her or not. This wasn't a bad thing, as she was still quite attractive. From what I could tell, she looked to be in good shape, as well. Damn this cold weather and the requisite coats and sweaters that these girls are forced to wear.
Our time spent together passed quickly. Again, I didn't feel the same level of comfort that I had when B.D. and I'd met up, but overall I think things went well. I'd certainly like to see her a few more times.
On Sunday, I had my first real date with B.D. We had lunch together and then saw a movie. After spending more time with her, it's very easy for me to say that of all the girls, I'm the most interested in B.D. We get along really well together and seem to share a lot of the same views and philosophies. At the end of the date, I found myself wanting the date to continue. I will definitely be going out with her again this week.
I think that brings everything up to date. This week, I plan on getting together with all three girls and perhaps shuffling another one or two more into the mix. Hopefully, I'll be able to make some strides in the bedroom soon.
The Feeler Date
Whenever I'm meeting someone new, I always like to do a pre-date first. Meet up for drinks or coffee, feel the person out for an hour or so and, if they check out, make plans for a real first date in the near future. Of course, this plan of attack usually eliminates the opportunity for any sort of intimacy, but then again, these are people I'm looking to date, not just hookup with (I have a whole other plan of attack for that). In fact, I don't even try to make a move during these encounters; I always end the night with a hug and nothing more.
Had a great date with B.D. last night; we met up for drinks at a bar near her place. She's two years my younger, well traveled and educated, and works as a director in a high profile office. Looks wise, she's about 5'4", in great shape, has shoulder length, strawberry-blond hair. Admittedly, I can't give too detailed a description of her body because I was trying to scope things out without getting caught and my fleeting glances didn't add up to much (but, I did like what I remember). She did look well put together, though (a quality I appreciate).
The conversation was effort- and lull-less and I felt like we connected on a lot of things. We shared quite a few laughs and it was easy to tell that she was having as good a time as I was. I definitely plan on seeing her again and look forward to the opportunity.
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!
