Moving on

The Uber Driver

I'm now thinking back to two months after I had turned eighteen. During this time, Angela and I had already decided to break up. She was relocating to Washington State for college. Being single felt liberating by the the time I got over my break-up. For the most part, life was all about hanging with my boys, playing basketball, going to the gym, smoke a pair, and best of all... sex. That said, I once met a girl online named Sandra; someone who was Hispanic like me, and we met through social media. She first hit me up letting me know how cute I was. We eventually met one on one, and during the week I've been seeing her, she was clearly all about having fun herself, but was a bit of a bad girl, not like that of Angela. She did not belong to a group, but she seemed like the female version of me. To top it off, she was gorgeous, even more beautiful than Angela.

After a week of getting to know each other in places like the park and the mall, Sandra and I decided to get to know each other in the sheets. Mi madré had her usual day at work, which I figured was perfect since she normally returns home at about 5pm. Sandra came over at noon, and guiding her to my bedroom, we quickly got busy. As I worked her over with my usual eight inch phatty, poor girl was struggling not to moan too loud because the neighbors from the lower floors of my apartment building would probably hear us. Then, getting a bit too bold, I pulled out my cock from her clit and went for anal. Well, um... that definitely was NOT gonna work. Before I knew it, I felt the sharp sensation of the back of Sandra's hand right across my right cheek. “What the fuck are you doing?!” she shouted. “What?!” I responded, as I was favoring my (what could be a bruised) right cheek. “Don't do that again” she said. Despite that, we reluctantly tried to resume where we left off, until the surprising sound of “What's going on in there?” scared the shit out of us! We quickly got dressed, but things took a turn for the worst when there was a banging knock at my bedroom door. No question it was mama. Even though we managed to get dressed for the most part, save me without a shirt on, mi madré was pissed! After opening the door, Sandra reacted with “I'm so sorry”, as she was just about as scared as I was, only for mama to say to her “Get out”. Sandra did so without a peep and got the hell out of there. Me, well... as much as I wanted to do the same and get the fuck out of there at that moment, I instead looked into my mother's furious eyes as I slowly but surely put a shirt on. I barely got out the words of how I thought she had to work, before she told me how she left early since business was slow that day. Taking a deep breath, she said “Know this: for as long as you continue to live with me, there will be rules; especially against this! I don't have time to explain it to you because your grandmother and your uncle are on the way, but I promise you this, this is NOT over!”. Handing over a bottle of febreeze air-spray, she told me to spray my room, since it did smell like sex.

Sure enough, mi abuela came to visit us along with my Uncle Ramon, who happens to be my mother's older brother. After some talking, Uncle Ramon invited both myself and my mother to come visit them in New York. It seemed like the perfect time for mama to take time off from her job since she has plenty of paid time off to use. I tried to tell Uncle Ramon and grandma that I could not make it, but mama interrupted and said “We'll be glad to”. We would leave the following Monday. Given the sudden plans to go out of town to visit family, I was pissed off. I originally did not want to go. Not even my boys were happy with me leaving town because they had something planned the following week. They did, however, decide to postpone those plans until I returned back. The following Saturday night, I had already finished packing up for the trip, and so did my mother. We were to stay at my uncle's place in Manhattan, New York. Mi madré had already went to bed at this point. Trust me, it's the first major peace and quiet I had since the incident with Sandra two days before. I laid on my bed, wearing only my boxers, with the portable air conditioner running since it was still a hot summer, and had my headsets on, listening to music. Out of nowhere, I had a boner; the results of being young and full of cum with hormones through the roof. My thoughts immediately turned to the website where I met and later hooked up with my “Bendover” guy in his hotel room... fuck, that was a good night! I went online to see if he still had his page on the same dating site where we met, but no, it was gone. What a shame I thought. I had to settle for jerking off that night. Just to get inside that ass again...

Then the day I was not looking forward to finally came; the trip to New York. Uncle Ramon paid for our round-trip tickets via airplane. We awoke at a ridiculously early 4:20am, just so that we would make it for our flight. We eventually arrived at an airport in New York at around 5pm. Suddenly, I found myself to be glad that I went on this trip, because the first time seeing New York City with high rise buildings lit up at night through the windows placed a huge smile on my face, and mi madré saw my expression, later perceiving it as that perfect bright smile. With her own smile, she nodded for us to head for the exit. Uncle Ramon could not pick us up that evening since he had to work, so we opted for an Uber instead.

Getting an Uber ride was pretty rough at first. Driver after driver was canceling on us for about six times. Taking a taxi was not an option since the line for taxi services was... well... who knows how long that line extended. Mama and I agreed that taking the Uber was the way to go. We finally got our ride, and it so happens that the driver was another young Hispanic male; a pretty boy with a high fade stylish cut, handsome face, and a feminine personality. I was taken back a bit when I first saw him, but at the the same time I was thinking “yummy!”. Michael was his name. He was very nice and professional as he drove me and my mother to my uncle's house. While heading for Manhattan, I caught some of the views of New York, but the view that distracted me the most was my driver. Even though it was dark, I wanted to check out the driver as much as I could to see what he was working with. He was wearing a pair of black jean short shorts that night, so I took notice to his legs... he had smooth legs. I then received a tap on the arm from mi madré as she quietly asked me “What are you looking at?”. I told her “Nothing, I was just daydreaming”. We finally arrived at my uncle's place which happened to be a loft in the Soho neighborhood. When we stepped inside the loft, it was one sweet setup. The place had three bedrooms, one and a half bathrooms, and a large living room space with a kitchen area on the far end. It was a two-level loft that had stairs leading to the second level. Two of the bedrooms were on the lower level while the third bedroom was upstairs which was my uncle's room. My grandmother, who is now retired, stays in one of the bedrooms downstairs while the other is a guest bedroom. My uncle owns two apartments in New York. Other than that particular loft, he also owns a studio apartment that's closer to his workplace and also shares with his fiancé. Mi abuela says how lately he's been spending more time at the studio apartment than at the loft for “obvious reasons”. After a night on the town with my mother and grandmother, the sleeping arrangements were for mama to sleep in the guest bedroom, while I slept on the living room couch, which converts into a comfortable sleeping bed. I was always accustomed to sleeping butt-ass naked, but since I was not sleeping in a bedroom, that was not much of an option. To compensate for this, I slept only in my black tank-top shirt with my pants folded and set to the side. As for the rest of my naked ass, I slept under the covers just hoping they won't come off as I slept.

Fortunately, I was the first to wake up the following morning. I got dressed, and helped myself to some breakfast. A few hours later, Uncle Ramon, who spent the night at his other apartment, came over to the loft. After a lengthy discussion he said how I should go solo and explore what New York has to offer. He even gave me a Visa Card... with a three thousand dollar spending limit! Mama, said how that was just too much, but Uncle Ramon insisted to “live a little”. He recommended I spent the day touring New York; seeing the sights, eat at good places, and... maybe get lucky *wink wink*. No way was I gonna pass up this opportunity, so I did what mi tío suggested. Around 11am that day, I went out and started off by taking pictures of historic places like the Empire State Building, the Chrysler Building, the Manhattan bridges, and strolled through Central Park. All images I captured on my phone and posted them on my social media. Some of the pictures I had taken had selfie pics. When it was time for me to grab some food, I went to a pizza spot called Randy's, which had a high rating online, and ordered a few slices of pepperoni pizza with seasoned fries. The food was amazing, and my face lit up the first time I tried it. One of the cooks saw this, and asked “Good, huh?”, and with food in my mouth, I responded with both thumbs raised high up. I then decided to hang out at Brookfield Place doing a bit of shopping along the way, and after concluding my sight-seeing for the day, it was time to head back to my uncle's. I gave mi madré the heads up that I was on my way home.

Once again, I decided to get an Uber to take me back to Soho. When I ordered an Uber, to my shock and surprise, it was the same Uber Driver from last night; Michael. As he was on his way, I was thinking to myself “please don't cancel on me, pretty please don't cancel on me!”. Thankfully, he did not cancel, and I'm thinking “fuck yes!”. As I boarded the passenger seat, he greeted me with “Well, hello again”. I told him thanks again, and he said no problem. Since we were dealing with some traffic, I used that time to get to know him. Michael was a New York native originally from Brooklyn. After getting acquainted a little bit more, I did ask him some of the more bold questions if he was gay and into guys, and he quickly (and excitedly) confirmed that he was. I asked him what kind of guys he's into. At first, he was too shy to tell me, since he said it was kinda “graphic”. But, I said to him, “You can tell me. Think of it as a no holds barred discussion”. First, he said he was into tall guys. I did know how tall he was since he was in the driver's seat, or what he perceived as tall, but I could only hope that 6'1 was tall enough for him. Then he told me he loves getting dicked down, especially from guys with big dicks. Well, that was certainly my queue. I decided to whip it out for him, and asked him “Like this one?”, as I flashed my semi-hard polla. “Oh, my god!” he said as he helped himself by stroking it. “That's perfect!” he went on to say. At first, I did not know how this was gonna go since I was on my way back to the loft, but I really wanted this guy. Michael then asked me if I was staying in the Soho neighborhood, which I said to him that I was. Then he said he had an idea.

When we were finally able to drive through clear traffic, Michael took me into a parking garage which was only a few minute driving distance from Uncle Ramon's. Once we parked and got settled into a spot, we got to the back of the car, more roomy, and started making out. My favorite thing to do were long sensual kisses on the neck, which I did for Michael, and he loved it. After he climbed on top of me to kiss me some more, I squeezed on his ass cheeks, then helped him removed his shorts. Unlike me, he was free-balling that night, so he was definitely prepared. Next, he helped me pull my pants and boxers down to my ankles, got in between my legs, anthen gave me head. This was the first time a guy has ever given me head. When I hooked up with Bendover, a few months ago, he didn't suck me off. He was positioned in doggy-style the entire time, so I ate him out and fucked him. But here was my ever-so-cute Uber driver sucking me off. I had girls suck my dick before, but Miguel was a fucking pro! He had me gasping time and time gain as he deep-throat my eight phatty over and over. He rode me in a cowgirl position, working my dick like the pro-bottom he was. It felt good as fuck... figuratively and literally. To think, it was just four days ago that I got popped in the face for sticking it up the ass, and now here I am, getting mi polla worked over with a nice smooth ass. The car where Michael and I fucked did not have see through windows, so even if there were people around at the time, unless they notice the car rocking, no one knew what we were doing.

Miguel's moans were music to my ears. I removed him shirt, getting him just about naked. I had most of my clothes on the whole time when he was sucking me and riding me, save for still having only my pants and undies down at my ankles. After I was tweaking and licking Michael's hard nipples, I told him I was close. He hopped off my dick, got back in between my legs and sucked me off some more until I bust a nut. By the time I was done, his face was coated! Jizz was also covering his right eye, so I hurried to grab the towel he had nearby and helped him clean off. Michael got dressed, I pulled my pants up, and he drove me back to my uncle's loft. When we pulled up to the entrance of the building, we had one more long passionate kiss before I had to depart. In many ways, I lucked out again. Another amazing fuck; and it was more than likely I'll never see him again, just like with Bendover. But, of course, on the positive side, I did exactly what Uncle Ramon said I should do that day: see the sights, have good food, and get lucky. Back then, I was not into labels, but these days, I can honestly think of myself as bi; big time lover and pleaser for most.

After spending the remainder of the week in New York, it was time for mi madré and myself to head back home to Los Angeles. Who would have thought that mama insisting that we visit NYC did me a huge favor; good sights, good food, and of course, good sex. We arrived home the following Monday night, then Tuesday morning, I decided to shoot some hoops. When I arrived at the playground, there were my boys; Chico, Paulo, Herman, and Alex, sitting on the bench. When I approached them, from the look on their faces, they did not seem to please to see me. For some reason, they were pissed, and I literally asked them “What the fuck is your problem?”. “Did you have fun, holmes?” says Paulo, smoking a cigarette. I was starting to panic inside, thinking “Oh shit! There's no way they could have known what I did in New York with the Uber driver!”. But as it turned out, they were referring to the pictures I posted on social media. Apparently, they did not think highly of me doing my own thing. They fussed about how they postponed their plans involving the whole group only for me to live it up in New York. As they were giving me a little bit more shit about it, I finally said to them, “What else was I suppose to do? Mi madré insisted we go since I was on thin ice when she caught me fucking a girl under her rooftop”. “OH, SHIT!” they reacted with their eyes lit up and their jaws dropped. “Okay, okay, fair enough” said Chico. So, upon hearing the circumstances of leaving town for a week, I was instantly forgiven and the mood went from a scale of 1 to a solid 10. We decided to shoot some hoops, which is what I was hoping.

As we played basketball, I asked them about the plans they had earlier. Paulo said to me, “Too late, holmes. We could not wait up for you.” He then approached me and showed me his wrist. Paulo had on what was apparently a diamond Rolex. I said to him, “No fucking way is that real!” He said, “But it is holmes. Just asked the guy we yanked it from a few nights ago.” “What do you mean?” I asked. Paulo explained that a man in a suit was walking all by himself at night, and the boys jumped him and grabbed his watch, and I missed out on the action. They were planning to sell the watch online, but will not include me in the cut since I was not there to help them take it. As stunned as I was and knowing full well what they did to this person and taking his valuables was fucked up, I hid my shock and simply replied “Oh, well. Next time then”. And we carried on with playing basketball. Las Sombras has done some crazy shit in the past, but I knew deep down that this was a new low. But, I stuck around; naively thinking that this was as far as it was gonna go.

To be continued...