Risky Bi'niss

I know I said I would hold off on seeing the Haley Joel Osment-looking kid until July (yes, I marked the calendar) but he's called me a few times saying how much he wants to come back over. It's not a "needy" kind of call either; he's very confident and it's usually like, "I'm getting hot and hard thinking about getting with you again. Can I come over?" Last night he called around 8pm and I told him if he could come over soon, then alright. He said he was with friends and he'd try to break away as soon as possible. Of course, that meant 10:30 by the time he actually got here. This time he was pretty agressive and immediately started kissing me and taking my shirt off. OK, here's the thing-- I haven't had sex in over a week for various reasons, but I HAVE been doubleing down at the gym to make up for it. So, when he got my shirt off he literally ghasped and said, "You're HUGE." and started rubbing my shoulders and chest.

We made it into my boning-lair and he asked, "are you wearing a jockstrap?" I responded, "No. let's save that for round 2." He replied, "Well, I don't have that much time this time. I need to get back to my friends at the movies. I'm technically just getting popcorn." I nodded "Well, we'd better get down to it then." I pulled off his clothes and forgot how lanky this kid was/is. Then I put him in the butts-up position and thought, "Fuck it!" and grabbed my camera to take a couple of pics. He noticed the flash and asked what I was doing and I replied, "I want to show you some before and after pics." then showed him his ass from the LCD in my camera and he liked it. Then I set the camera down and started eating his hole out. "You like that?" he asked. I didn't reply verbally, but started tongueing him deeper and faster to let him know. I stood up to suit up and he caught a glance at the long ranger and said "Come over here". I walked over and put it to his face and he grabbed it and stroked it, eyes wide. "That is massive. It's bigger than I remember." I saw a little apprehension in his eyes, "I haven't had sex in awhile so I have a lot of cum in my balls. Don't worry, you'll do fine."

I got behind him and eased my cock into his ass. We did have a little trouble this time. Usually I can control my cock and get it softer when necessary in order to slide it in. But this time my boner would not get soft. So, we just had to keep trying inch by inch. After a few tries and about 5 minutes it was all the way in and we were fucking. We did it for awhile, then I flipped him on his back. But after only about a minute he said, "you're too big this time. It's really starting to hurt." at that point I said, "hold on, I'm gonna cum!" Now the pain in his face turned to excitement, "you are?" Then I pumped lightly until I came. This was pretty easy, since I could have cum at any time (I was that horny). This left the kid with his little boy dick as hard as a board (he never got soft from the moment he stepped in my front door). I asked him, "how doo you want to cum?" He replied, "I want to fuck YOU now." Yeah...that wasn't gonna happen. I started rocking my dick in and out of him (I was still hard too) and stroking his 4 inch dick. He whined, "I want to fuck YOU." but now I was stroking harder and pumping deeper. He kept whining over and over "I want to fuck YOU now" like a spoiled kid and then suddenly his dick started squirting all over both of us like a geiser. When he left, I said to myself, "OK. You had your fun. No more until July! No matter how often he calls!"

On another front, I've been looking very heavily for other employment. I have 2 opportunities: both which will take me back to Latin America often. My clueless jinder boss has been getting more and more paranoid (well, rightfully so, in my case) and really been micromanaging the entire team. The other jobs I've been looking for pay a bit less, but I'd be willing to take the cut just to be in a more autonomous and fulfilling environment. We'll see how it all works out.

When in Orlando, be sure to go to Disneyworld.

Cuz I sure did, in the metaphorical sense that is. You see, it all started Saturday eve
[Insert Flash-back sequence here]
I got to Orlando where coincidentally a fuck-bud of mine was also visiting on business. I told him he should give up his hotel room since he was paying for it out of pocket for an extra night and just bunk with me at my hotel. He was grateful, which of course meant the Long Ranger was booked for the first night. The only problem was the next morning my fuck-bud needed to be at the airport for an early flight. And being a gentleman I said I'd take him, which made me groggy and sleep-deprived for most of the day Sunday.

By the afternoon, I realized by the high quantities of pasty-white teenage girls in halter-tops (and equally annoying amount of inbred looking scrawny teenage boys in baggy shorts and oversized T-shirts) that this was actually Spring Break going on. Lucky me. So, I decided to get online and find some sexual escapades to get me out of the hotel. Pretty quickly, a blond-twink hit me up asking if I was into 3-ways. "Uh...YEAH!" He mentioned he was there with a "friend" who was inexperienced at bottoming, but he wanted to try it out with someone with a large dick. OK, my first thought was this was a classic bait-and-switch, and this "friend" was going to be a 50-year-old bear named "Bubba" with a comb-over. But blond-twink assured me his friend was 20 years old and good looking, so I thought I'd take a chance and head over to what blond-twink described as his "luxury appartment" (which in Orlando apparently means it comes indoor plumbing).

When I got there, blond-twink answered the door and looked exactly like his pic; blond, lanky/toned, cute kid. He let me in and I followed him to the bedroom where an even younger-looking brunette-twink was lying there on the bed in a T-Shirt and baggy shorts (the national dress) watching TV. He didn't even look up or even make eye contact with me, which gave me a suspicion that something might not be right. So, strategically I decided to get blond-twink started, and began to rub my crotch in front of him, then flipped my dick out of my sweats. He went for it and began sucking me. Slowly I moved us over towards the bed until my cock was right in front of brunette-twink. Blond-twink looked over at him and took my dick out of his mouth to say, "you want some of this?" Brunette-twink smiled and burried his head in the pillow like a shy kid. OK, NOW I got it; this was for real. While blond-twink sucked me, I started I started giving brunette-twink a back-rub which he seemed to really enjoy. Eventually I pulled off his shirt (blond-twink's shirt too, as I didn't want to show favorites). I pulled blond-twink on the bed, pulled down his pants (he had a BEAUTIFUL ass) and putt him butts-up doggie style so I could tongue his hole. He was moaning a lot, and I was hoping brunette-twink would take the bait. I pulled down his shorts too, with no struggle, put him in the same position and burried my face in his cheeks. Yup, he liked it. Then for posterity, I took these pics:

Ain't they cuter then a June-bug in May? And yes, I realize my phone's camera sucks from being dropped one too many times.

What I REALLY wanted to do was fuck them both, so I suited up and started with blond-twink; just got behind him and popped my boner into his hole. I was able to slide the whole thing in and he took it like a champ; beore long I was riding, pumping, and thrusting inside him at will. I started to massage brunette-twink's hole and getting my thumb about half-way in, then in one move pulled out of blond-twink and pushed my cock inside brunette-twink. He didn't resist, but started to whine. Just then Blond-twink grabbed his face and planted a huge long kiss on him. I slowly inched the long-ranger in, then started rocking my hips. After a few minutes I was able to get some long deep strokes off.

Just as I was getting used to brunette-twinks really tight hole, blond-twink reached around to hold his ass cheeks open. Now how could I refuse?? I slipped out of brunette-twink and into blond-twink. After I was back inside him, I realized I liked his ass better; his hole fit my cock like a glove and had more glutes to bounce off. I took the opportunity to start butt-slamming him, which prompted him to start jacking his 4" dick off. Soon we were both cumming pretty loudly and I looked over to see brunette-twink was jacking his dick off and came on blond-twink's legs.

Afterwards, it turns out blond-twink was a former (?) porn-dude from "bad-puppy" (whatever that is...I'm not into porn) and was giving brunette-twink some pointers as he was curious about possibly doing it too. All in all, good times. Very hot. But definitely good to be back home. Tomorrow I head to San Diego for a job interview I'm not even remotely considering (but hey, free trip to San Diego). While there I'll take an extra day and stay with Underdawg. Should be fun.

Deep inside my head

Here's a weird story that I need to start out by saying I'm seriously NOT an obsessive type person. About 6 years ago now (DAYUM! time is going by) I worked with a guy that I thought was totally cool to hang around; tall, masculine, dark-hair/goatee, laid-back and sligthly techie-geeky (like a MUCH better looking David Arquette)...I'll call him "Loozer". He'd flirt with me from time to time, but I'm a major flirt with both men and women around the office, so I just took it in stride. Even though I have pretty good gaydar, I thought in his case that was just wishful thinking. One Saturday morning I was online on a site I no longer frequent and got messaged by someone I had been talking to for literally years, but we never hooked up. This time he was very serious about it, and gave me his phone so I could get directions. When I called him, there was something about his voice that was familiar, and just then it dawned on me that it was indeed Loozer. He didn't know it was me, and I panicked and said it's not going to work and hung up.

The next week at work I approached him a few times and asked if he wanted to grab dinner and some beers and we set plans for later that week. Long story short, we had what was to me the perfect evening; dinner, cool hang-out conversation, back to my place for some weird animation videos (we were both into that), then as he was leaving, we had a few long moments by my front door, until finally I grabbed him and planted a LONG kiss on his lips. Then I looked deeply into his eyes and said, "Just think about it, man." His eyes were wide open then he snickered and said, "straaaaaaaaange" and shook his head and walked away. Thus began a 1-year long brain-fuck which actually and admittedly became an obsession on my part. Long story short, I never got anywhere with him and it turned out the reason was because he was only into guys when he was high on drugs and alcohol (which finally got him fired). In other words, whatever I thought might have been with this guy was all in my head.

Why am I mentioning this? This evening I was at the gym doing free-weights/curls and listening to some music during my workout. Unfortunately, my mind was wondering and it suddenly dawned on me that I was begining to do some steps in a very "ethnic" dance because I was so into the music playing in my earbuds. I caught myself and took a quick, casual glance around to see if anyone was paying attention or saw me. And there was the Greek kid with a huge smile on his face. He walked over and greeted me, and I made small talk, telling him I was leaving for Orlando tomorrow morning. Long story short, I ended up walking him to the car-garage and fucking him right in the stairwell on the way down. Neither of us took our clothes off: just his sweats pulled down past his ass and my cock sticking out of my gym-shorts pounding it from behind.

If there is a moral here (and I'm not convinced there is, since this post may just be a random stream of consciousness) I guess it's that I need to recognize when I'm too deep inside my head. Whether that's overthinking situations in life or just disconnecting to people around me. Why? So that I don't miss any opportunities, or obsess over opportunities I perceive I may have missed. Anyway, Hill is coming over in a few to spend the night then take me to the airport tomorrow morning. He'll be good for another fuck, so gotta save up my energy before bed-time.

And now, for no particular reason, here is a video which sums up why I like the state of New Jersey:

Brighter Days

Not gonna spend too much time on this, but to answer the comments/emails I've been getting, I hooked up with a chick I work with. VERY hot, but very BAD decision on both our parts for more reasons I can (or will) go into here. Luckily, this last week (and most likely this coming week) was/will be extremely busy for everyone; I'm talking 12 hour days. So, thus far there has been no fall-out because there just has been no free time to talk/dwell on it. Anyway, there it is.

OK, on to more homo-erotic fair, Saturday eve I went to a party down in Santa Cruz. I got the invite from a guy I don't know, but we've been chatting online for awhile and I decided to take him up on the invitation since he said most of the guys coming were "cool, laid back and around our age" (I was one of the few he didn't actually know). Santa Cruz is about 1 hour 15 mins from my place, so not near but not the end of the earth either. When I got there, his description was not far off as far as the guys that were there. The host himself was very cool and extremely outgoing (he was incredibly buffed and was used to having guys hang off him and enjoyed being the center of attention with the added bonus of it happening at his own party).

I had never met anyone there in person, and only knew the host from online, until I saw a guy I had fucked a few times about 7 or so years ago. Back then, he was a hot mid-20's white guy; buffed, blond and former military. Now, he was noticeably "blobby" and was still trying to pull off the impression of a military crew-cut even tho his receding hairline forced him to have "bangs" as camouflage. He had blown me off the last time I tried to hook up with him (yes, I still remember it--but just because I have an excellent memory, and NOT because he was particularly memorable). He saw me, and I think didn't recognize me at first, but then when he realized we had already had sex several times, he acted even more standofish and casual. It was almost as if he gave the impression of, "yeah, you may be hotter than me now, but you'll never be able to take back the fact that I rejected YOU." Maybe it's just my twisted sense of reality or I was just reading too much into it. Either way, the way this boy (hmmmm, since he's mostly bald now I think he doesn't qualify as a boy anymore) was drinking and shoving down food, his brightest days are behind him. And I'm not bitter, but just grateful I know this is not the case with my life.

What I noticed about an hour into the party was that there was NO sex or sexual overtones at all here: there was no hot-tub, no pretense to get naked or show off your body, no dark corner or backroom to "get it on" covertly. This was just a plain old "mixer", which was just fine. But there was a tall white guy with dark hair, goatee who I'd met and started talking to on a few occasions. He was drinking a lot and not really too bright, but I could tell he was interested. Also, it turned out he lived even futher away in Soquel with a room-mate (see: boyfriend), and I wasn't really that invested to add another 1/2 hour to my drive home anyway. And since I gathered there would be no opportunity for even quick bathroom sex (there was a very loud, obnoxious chick who was chatting in front of the only bathroom with another guy the whole time and would make inappropriate comments as anyone entered) I had just written the possibility of fucking this guy off. But then I started doing some math; there was a couple (2 Mexican guys; one HOT but effeminate and one kind of stubby but masculine) who had been cruising me the whole night. I wasn't really into them but thought I might be able to use their place if they lived close by. Sure enough, they started dropping hints to me, asking if I wanted to stop by their place on my way back up the peninsula. Well....

I convinced the tall guy to take a drive with me to the other couple's place. The tall guy said we could do that, but he didn't have a ride and was going to call a friend of his to pick him up at the host of the party's house, so I'd need to take him back there. Whatever. We ended up at the couple's house and after they all had a few more drinks, into their bedroom. The couple started messing around at first and I just went to work on the tall guy; taking off his clothes, then flopping my dick out and have him suck it. The couple continued to play with each other, but I could tell them were doing it just for show--they were really interested in watching US. I pulled the tall guy off my dick and then undid his clothes. He had a nice body, and a pretty nice dick (with a prince-Albert). I suited up, laid him on the bed and just mounted him missionary; sliding my cock inside his ass. He whined and lifted his legs to accommodate me. I took this as a signal and started going to town. He was LOVING it and telling me how good it felt. Just then the stubby Mexican guy came up to us with a rubber hanging off his fat dick and said, "can I have a turn?" I looked down at the tall guy who flashed a look of worry. Now, I don't know WHAT came over me, but I felt like a total pimp and just pulled out and said, "sure, go for it dude." And without a whimper, the tall guy let the stubby guy mount him and continue fucking where I left off. I went over to the hot looking but effeminate guy and started rubbing my cock on his hole to pop it in. He wiggled his butt around and said, "not right now. Maybe later." I was like, "pssshh, fuck that. You're not worth waiting for" in my head and just walked back over to his boyfriend, still giving it to the tall guy and said, "OK, my turn."

The tall guy was glad to have me back and pushed the Mexican guy out and swung his ass over towards me, and I put the long ranger back in the saddle. I said to him, "you like that, don't you. You like getting fucked." He responded, "yeah, it feels good like this". I said, "you should probably give our host another turn." He whined, "But I like it when you do it." I was feeling VERY sadistic and said, "yeah, well you better do a good job or I'm gonna let him back on top of you." right in ear shot of the couple. I was getting off on the power of being able to pimp the tall guy's ass out at any moment, and rubbing everyone's face in the fact that I was the stud in the sack, and he wanted MY dick in him. And for some reason, knowing I was so far from home and I'd most likely NEVER see any of these guys again, I just pounded the tall dude until I let loose and started cumming like an animal, shouting at him, "you're gonna take my cock, BITCH! I'm gonna fucking cum in your ass and use it as my own private pussy!" Then when I was done, I just pulled out and casually grabbed my clothes, turned to the couple and asked "where's the bathroom?" The stubby guy said, "Oh, down the hall, let me show you where the light is" As he showed me down the hall and turned on the light to the bathroom, I whispered, "hey, do you think you could take that dude back to the other place for me? I really need to head back home now." He nodded and smiled and said, "sure, no problem."

In the coming week, I'll be in Orlando, Florida for work. I'm actually toying with the idea of putting an ad for a sex party up. Not sure about it, but since I'll be in bigger size hotel room, I'm thinking I just might. Details to come. And now we come full circle, with....

I did a bad, bad thing