Let's Play

New York City... the big apple. The city that never sleeps. I loved it there. It was one of the most exciting places I have ever lived in, and I wanted to continue to stay there. As it happens, however, recognition at my job had lead to opportunities I just could not pass up and I was to relocate across the states. I had moved to San Diego, California, which was another exciting city. Not even two weeks had passed since I had moved here, and already I was in for a series of firsts in my life. Allow me to explain...

My name is Travis. I am a mix between Filipino and Caucasian. My dad's a white Caucasian working for a law firm while his wife, and my mother, is a Filipino government worker in Washington, DC, where I was born and raised for the most part. I have two younger identical twin brothers and a younger sister, all who are attending college and pursuing their own majors. While I was attending college, I manage to land my first job in an office for Real Estate. After graduating, I was offered a job as an agent for Chelsea and Benoit's Real Estate in New York. I've been working for them for eight years by far, and during that time, the company rose to prominence in the field, and they were seeking to expand their brand and their business, which is inevitable for a successful company. I was offered the position of General Manager in their newly built facility in San Diego, California, which I accepted. Unfortunately, my boyfriend of two years, Leon, did not want to move across the states, and I completely understood this as he was well established in New York for his own business. We ultimately decided to break up, and as upsetting as it was, I had to keep my head in the game.

It was the beginning of summer in San Diego, and I had settled into my new loft apartment. It was the biggest place I had ever moved in, and I loved every bit of it. I was considering to one day get myself a puppy as it was ideal to have a pet in such a large space. The following day after moving in, I had toured the new office building that was a ten minute walk from my new place, and I must say, this glass structure of a building should be the main building for the overall company. It was beautiful; the outside, and even more so, the inside.

It would be at least three weeks until the building would be open for business, so I had  some vacation time... sort of. There was a lot to go through while at my new home, but I was excited for this new venture. Friday afternoon, I decided to head out and do some grocery shopping. I had noticed that someone else was also moving in, just down the hall from where I was staying. I didn't think much of it, I just went about my business. As I was approaching the elevator, passing the two gentleman moving their belongings into their apartment, I suddenly heard my name: “Travis?”. I looked at the older gentleman, and just like that, I remembered who he was: Mr. Kyle Banks; my former neighbor from Washington, DC. I could not believe it. I excitedly replied “Mr. Banks” as I shook his hand. Like my dad, Mr. Banks is also a Caucasian male and so was his wife, whom he is still married to. I've known him up until the age of twelve, which was the age where I had relocated from one place to another in DC. He and his wife were the ideal neighbors and our families got along great. Mr. Banks revealed that he and his family had since moved out of DC to Sacramento where he did some construction for a while before getting involved in an architectural business, eventually becoming head of the company. Mr. Banks had introduced me to his son Joshua, whom I had not seen since he was an infant. He grew up to be very handsome young man, and is indeed taller than me at 5'10. Then again, I am 5'5, so it's easy for a lot individuals, male and female, to surpass me in height. Joshua had moved to San Diego to attend the San Diego State University in the fall to attend their Business Management program, the same program I once attended in DC, so he and Mr. Banks navigated here, via truck, to settle into his own loft. Yeah, Joshua was getting his own loft. Talk about spoiled! Don't know how the Co-ops approved an 18 year old being the sole tenant of one of their units, but never-the-less, it happened. Mr. Banks would remain in Sacramento while his son remained on his own here, therefore, his newly christened adult son would be on his own in many ways.

The following morning, I woke up to get my day started which involved preparing to go to the beach and maybe check out some social areas where I could meet some potential friends. I was in my underwear (navy blue briefs) when I went outside on my new balcony to shake the cobwebs from my slumber. Needless to say, no one saw me as it was still early at 6am on a Saturday and people were still sleeping. That did not mean there was no one outside of course. I noticed a group of young guys playing in a basketball court which was a bird's eye view from where I could see from the balcony. Among them, was Joshua, and like the rest of the guys present, he was shirtless as they played their game. Joshua had certainly grew up into a fine young man. He has ripped abs, and a firm chest. With somewhat long brown hair, he has a bit of a skater boy image to him. I only briefly stared at him and the other guys before retreating back to my apartment, as I wanted to come up with at list on what else to do on that day.

In the afternoon that followed, I strolled down the beach, oblivious that a massive party was scheduled that day, until I heard the sounds of loud music. It was attended by a lot of people, most of whom were college-age. I smiled as I passed by, but continued to stroll on by as I was trying to become more familiar with my new city. Then I heard my name, and this time, it was Joshua. He asked me to join him, and seeing as I had nothing major going on at the time, I figured, what the hell. He introduced me to four other people he had just met, all whom were very polite and funny at the same time. The day had progressed and as a group, we talked about ourselves, with each of us coming from different aspects of life, and it was one fun conversation after another that lasted for hours. As nice as it was, I could feel stomach pains as the unfortunate side-effect of hunger, and decided to get to get some food and head back home. Joshua decided to go with me. We headed to a restaurant that served cheddar chili-fries, my favorite food, and it was sublime. As we ate at the restaurant, we had some more friendly chatting that involved our family history.

Our conversation became more personal when we headed back to our apartments. He asked me out of the blue “What kind of guys are you into?”. I was taken back a bit as I had not revealed my sexuality outright, but it's easy to tell by my personality, that I'm gay. I did not know if he was into girls, guys, or even both. Of course, I did not ask him this, and just stuck with answering his questions. I told him I've always been into men I could really click with after getting to know them, which was true. Even though my hormones were naturally flaring when I was younger, I was never really into random hook-ups. I always had my tryst with people whom I knew for some time. I also did not let on that I was into guys closer to my age, though at first, I did not think it was necessary. Although Joshua was legally an adult now, the age gap between us I felt was significant. Therefore, I was not really into someone who was a decade younger than me. I did, however, ask him about his personal life. He told me he was dating a girl for a long time before graduating from high school, but had to break it up due to coming to San Diego. The same reason why Leon and I broke up while in New York; that we had in common. He also confided in me on how much he wished he had his first sexual experience before leaving home as he wanted to know what it was like. Another thing we had in common, when I was around his age; both of our parents had made sure that we never did things we were not suppose to do while still attending high school. With me, my parents were cool with my coming out of the closet, and for them, it was a good thing because the same rules applied to me and my sister; no boys upstairs. I told Joshua this, and this was made him laugh. Makes me laugh to even think about it. He told me he could not believe I was 30 years of age, as I looked to be in my early twenties, but I responded of how it must be genetics.

The next day, Joshua invited me to a beach party for the students attending San Diego State University. There was a lot of delicious looking food, and a lot of tempting snacks and drinks, but thankfully no alcohol. Not to sound like a parent or an officer, but the lack of alcohol was a good thing, because I doubt everyone there was over 21. Besides, I'm not into alcohol. Never have. That did not mean that things did not get crazy though. Some of the guys there did some rough housing and it escalated to the point where they decided to do some wrestling on the beach, and yours truly became the referee. I had not had that much fun in a long time. The fun ended when it was 2am in the morning, and Joshua and I headed back to our lofts. I was contemplating on getting some sleep, but I was not tired, neither was Joshua, so we decided to head to his place to play some tennis... table tennis. It was a long time since I played that game. We reached his loft, and he invited me to be the first to enter. It was strange, however, as I had a feeling that he was checking me out when I entered the apartment. That's what I thought at first, but then I concluded that I was just being silly. Upon setting up the tennis table, Joshua immediately removed his shirt. “Wow” was the reaction in my mind. And then... it was game on. We played for about fifteen minutes, and needless-to-say, Joshua won, especially as a result of my rusty skills in table tennis. I admitted defeat, and Joshua wanted to play another game, but this time, he wanted to make things more interesting according to him; strip table tennis. “Really?” I asked him. He explained for every ball that gets past the player they had to remove an article of clothing. I was surprised by this stipulation and thought what this could possibly lead into, and this was the time to say in my head “Nope, not gonna happen”. I told him I should get going, as I had a lot of work to prepare for my job in a few weeks, which I had done with an ample amount of time remaining, but I just did not want to go that route with Joshua. He almost had a look of disappointment, and I was feeling bad, but never-the-less, he said he understood and thanked me for accompanying him to the party. I did not get an ounce of sleep for the remainder of that night, however.

It was Monday morning, and I got a few hours nap after dawn. I decided to head out and grab some breakfast. As the elevator arrived, Joshua was inside, and we were both surprised. We had a brief greeting before going about our day. However, Joshua asked if he could talk to me for a little bit in which I responded “Of course”. He apologized about how things ended last night and he should not have intended on taking things too far, but he genuinely explained how much he likes me. At this point, I revealed to him about my preference as far as age goes, and once again, he was understanding of my choice and expressed how he hoped they can hang out again, which I agreed.

I had stopped by my new office that day to follow up on client lists before the grand opening. I had also looked through a list of properties, and boy was I excited. At the same time, though, I was thinking about Joshua. Part of me said to myself “Don't let this boy distract you from your work”, and the other part of me said “What work?! You've done all you could.” And this was true. I have done all I could at this point. The building was practically empty, and would be so until it was time for business. I decided to call Joshua, and asked him if he was up for a rematch in table tennis this evening, which he happily accepted. After I was done, I headed back to my apartment to freshen up.

It was was past 6pm on the evening that followed and I was ready for that rematch. I knocked on Joshua's door and he greeted me with his bright handsome smile. He invited me in, and I noticed how good he smelled. Not that he ever smelled bad during the previous outings I've been with him, but on this occasion, he certainly freshened up just as I did. This time, I had agreed to his terms from last night, much to his surprise, and when I asked him if that's alright, “Absolutely!” was the response I received. We played once again and the first time, the ball got passed him, so he had to remove his shirt. Next, the ball got past me twice in a row, so I had to remove my own shirt and shoes. He briefly asked me what I tend to do to get myself in shape, and I told him mainly the gym. The game continued, and I got another score. As he proceeded to retrieve the ball, I noticed a pointy area in his sweat-shorts. “Is he hard?” I wondered. Upon removing an article of clothing, which was his shorts, he for sure had an erection through his boxers. I had put up a better game than last night, but ultimately, I lost. The ball past me a few more times for me to strip naked.

Joshua had placed the tennis racket on the table and decided to approach me to get a better look at little ole' naked me. He told me that I was in fantastic shape, and I returned the compliment by telling him how he was in great shape as well. Of course, we both knew that his boner was apparent, and it was a matter of which one of us would mention it first... and that would be me. Then, all of a sudden, he decided to remove his boxers, getting fully nude himself. Looking squarely at his dick, as far as I could tell, he could grow up to seven inches. The girth was not very “dynamic”, but I have already determined in my mind that his cock is capable of hitting the right spots. I sarcastically said to him “You know, by stripping down, you lost the game as well”, and we both giggled a little bit. Getting more bold, I decided to stroke him a little and he placed his right hand over my shoulder as I did it. Next, he pulled me closer to him as he leaned down to kiss me.

Mind you, he was still a virgin at this point, and made me aware of this on the first day we socialized. Something occurred to me when we kissed: I mentioned how I am into someone who I can click with, and Joshua had been great in that regard for the past few days. On top of that, something came over me where I really felt the need to be naughty on this night, and since Joshua was more than ready to take the next step, I was determined that his first time was something not to forget. I made it my mission to drive this boy wild.

Our making out lead to his bedroom. He was definitely a very good kisser. I also wanted to make sure I properly showed him the ropes, so I acted as a “guide” through it all. I asked him to relax on the bed. He was still rock-hard, so the only thing to do was to get in between his legs. It was time to take things further; his the blow job. The moment I swallowed his dick, I heard his reaction... “Oh Fuck!”. Yeah, it was his first bj. I deep-throat him several times and worked his balls with my tongue. He has very nice low hanging balls and I loved working on them. During this time, Joshua was panting and moaning, and I felt I had to show some restraint and asked Joshua if he was okay. He told me how amazing it felt, and to keep going... and I obliged. Then I did something that really drove him nuts. Given how well laid back he was, his anus was exposed... and I went on the attack once again with my tongue, after spreading his ass apart. The moment I did this, I looked up at Joshua, and the look he gave me was priceless! His eyes were wide opened and his jaw dropped. His moaning intensified. He then decided to help me out a bit by holding his legs back and assume a more missionary position. I wanted to keep him in a position were he would be nice and relaxed, so I asked him to lay on his stomach on his king-sized bed. He had a very nice looking butt on him as well. The moment he adjusted to the more comfortable position, I spread his legs apart a little and resumed the “tongue attack” on his pink hole. In almost a high pitched tone, I heard the words “oh god!” emitting from him. Two minutes into tongue probing him, I once again looked up and witness him biting his pillow and looked over his shoulder as he continued to moan and squeal. I asked him to lay on his back to work on his cock some more. This involved more deep-throating, and that was the last straw for his dick. He warned me that he was about to cum, but did I stop? Nope! And came he did... right in my mouth. It was easy to tell experience was pleasantly intense for him, but was I done after that? Not a chance!

Then came the next major step; the intercourse. I spat out Joshua's cum, and this along with my spit I used for lubrication. Yeah, I'm nasty, I know. I lubed up my own anus and climbed on top of his still-hard erect dick. Knees-first on the bed, and assuming a cowgirl position for Joshua, and I slowly bounced up and down on his cock. As I quickened the pace, the moaning continued followed by Josh's hand caressing my chest as I was riding him. I was kind of hoping that he would let me ride him until he was ready to release more cum, but it seemed he had other plans. He had me climb off him and had me bend over to the edge of the bed and tried his hand in fucking me himself. He was doing very well, and as it happened, I was right when I thought how his dick could hit all the right spots. I looked down at my own cock, and I could see myself hard, dripping with pre-cum. There were a few times that Joshua had pulled me back to kiss him. I could feel his sweat on my back when he did this. He was certainly into it, and I was definitely enjoying myself as well. We switched positions one last time, and I was now in missionary. Now it's me pulling my legs back, exposing my own anus even more, and I gave Joshua a few winks with it as I flexed my hole a couple of times. He gave off a big smile after seeing this, and I gave him an eye-wink. He proceeded to once again insert that wonderful cock into my hole, fucking me some more. The longer he was at it, the sweatier he got, and believe me, the loft was well air-conditioned. Towards the end, his moans and his breathing got heavier once again, and he looked forward as he made another surprised expression; almost as if he was in a trance. What happened next is the familiar feel of warm and squishy jizz inside me. Joshua collapsed on top me, and I held on to him with his sweat-drenched body as he needed to catch his breath and relax.

I asked Joshua how his first time felt. He said to me; “Dude, I hope I'm not pushing my luck, but we seriously have to do this again sometime”, and I expressed to him on how much I'm looking forward to it, and I really was looking forward to it. He also asked me if it was alright if we slept together for the remainder of the night, and of course I said “Absolutely!”. It was safe to say I wore him out that night, but from the sound of it, taking his virginity was worth it.

So, where did we go from there? Till this day, we've been fooling around on a regular basis. Me hooking up with him at his loft, and Joshua hooking up with me at my loft. These experiences had to be more open-minded, even it means hooking up with someone as young as Joshua. I know that eventually I would want to pursue more than just a regular fling, but for now, Joshua and I are just having fun. It's a good thing we were just a few doors down from one another when returning home from a long day at work, because the new facility for my job has been extremely busy but pleasantly so. More exciting news is that the owners of the company are considering making me a partner for Chelsea & Beniot Real Estate... a partner! The jury's out on that decision, but in the meantime, I would continue to work hard and enjoy me time in San Diego as well as with the “family friend”.