It was my first time traveling for business and I was looking forward to it. I flew into San Jose in the morning, went straight to our office and met with my boss. After grabbing lunch with him he told me to head to my hotel and get settled in for the week. I was really excited to check into my room. It felt like a milestone to travel alone, stay in a hotel, visit a new city, meet new people, eat at different places.
The room was probably fairly standard, but compared to my modest apartment it seemed really nice. I tested the bed and surfed the tv channels for a moment before beginning to unpack. I looked for an iron in the closet to press my dress shirts for the week, and after not finding one called down to the front desk on the room phone. The staff who answered my call told me to bring my clothes down for a complimentary service that I assume was part of our corporate deal. Impressed, I finished unpacking and gathered the shirts I wanted ironed. I took the elevator down to the lobby and waited at the front desk. There was a guest in front of me being helped so I waited patiently, taking in my surroundings.
As I examined the décor, shirts tucked under my arm, a man caught my eye passing through the lobby and turning down the opposite hall. I only saw him for a moment, but he looked like my type. He was wearing short swim trunks and obviously headed out for a relaxing afternoon. I shamelessly stared at his thick legs and ass as he walked away and let my imagination run.
"Can I help you, sir?" The hotel staff interrupted my daydreaming.
"Yes, I called about having some shirts pressed."
"Oh, yes. I will take those, sir." I handed him my shirts and he explained that they would give me a call when the shirts were done.
I thanked him and made a beeline to the pool area, hoping for a closer look at the man who caught my eye. Without thinking, I walked out to the pool and found him reclining in a chair, reading a book underneath the shade of a large umbrella. He was wearing short navy swim trunks and a cut off that exposed his bulky arms, a mass of muscle and fat that seemed to typify the rest of his body. He glanced up from the book and looked right in my direction. I swiftly diverted my eyes and tried to look inconspicuous, suddenly realizing I was helplessly out of place standing by the pool, alone, in my dress clothes.
"Looking for something?"
I looked back in his direction, praying he wasn't talking to me. There was one mother with two small children at the opposite end of the pool, but no one else. He was clearly talking to me. "Oh.... no, I was just... checking out the pool." I paused, further unnerved by his smirk, and then added, "I was thinking of taking a dip."
He nodded, still smirking: a look that assured me he didn't buy my alibi. Almost as if he were testing me, he set his book down and sat up in his chair. He grabbed the base of his shirt with both arms and lifted it over his head. I turned away.
He walked to the edge of the pool in front of him, ten feet to my left, and sat with his legs dipped in the water and continued leafing through his book. "Water's nice."
Unsure of how to act, I just smiled shyly and headed back to the lobby to go back up to my room. I wondered if he watched me go, as I had watched him moments before, but didn't dare turn around to check. As I stood alone in the elevator I contemplated my options. I almost felt obligated to change and return to the pool so that it wasn't glaringly obvious that my excuse was fabricated. If I headed back to the pool and took a swim maybe it would be more believable that I wasn't caught shamelessly staring. But, I was also apprehensive about being seen. There were going to be plenty of my co-workers staying at this hotel, many of whom I'd never met before.
I decided to go for a quick swim. I was just going to relax, enjoy the sun and the water, and come back to my room.
When I returned to the pool, the man was back on his chair in the shade. He was wearing sunglasses, hiding whether his eyes were open or closed, but I didn't dare look his way. I found my own lounge chair and laid out in the sun, closing my eyes and enjoying the warmth.
I wondered if he was staring at me the way I had gawked at him before he noticed. The heat felt nice for a while, but I quickly understood why he was in the shade. I needed to cool off so I sat up and headed for the water but when I got up, I noticed that the man had left. I was disheartened until I noticed he'd left his book behind. I turned to the lobby door to see if I could catch him but he was nowhere in sight.
I thought I'd better try and return his book. It was only polite. I headed towards his chair and picked up his book. As I grabbed it, I immediately noticed a small hotel sleeve - the plastic cover they give you with your room key when you check in. Room 304. I debated whether this was all intentional or not. It seemed plausible enough to conceive he could have accidentally left the book behind and used the sleeve as a bookmark. But it seemed calculated. He knew I'd look over and see his book and that I'd be eager to return it. The whole interaction seemed pretty forward, but I was bad at reading people and also guarded against embarrassing myself by assuming he was interested. I also wasn't sure I wanted anything more. I have fantasized about men like him for years, but I'd never actually been with another man. I skipped my swim and headed back inside the hotel.
I walked through the hall and into an empty elevator, contemplating my options. I was going to head back my room and take my time. Part of me begged to let go and see where it went. I felt this indescribable urge just to see him again, but my mind battled the feeling, reminding me of all the reasons I shouldn't indulge my thoughts.
I could leave a note with the book explaining what happened or even give it to the front desk and have them return it to him. Or I could just politely return it to his door. Nothing is going to happen anyway. You're overthinking it. The back and forth waged on in my mind when the elevator dinged and I stepped off, only now aware I had inadvertently pushed the button for the third floor instead of my own. As I stepped into the hallway I panicked and almost turned back to the elevator, but I could see Room 304 just down the hallway and something stopped me.
As if everything else around me had disappeared, I slowly and hypnotically approached the "3-0-4" unable to see anything else. I unconsciously knocked on the door and, all at once, realized what I was doing. I froze with fear, and the door opened. He stood before me in his plush, white robe.
"I..." It was my first good look at him, and I became flustered. He was stunningly handsome with intense eyes, chubby cheeks and an imposing presence. "I believe you left this at the pool." I offered him his book and he grabbed it with a smile.
"Thank you, son. Why don't you come in?"
I panicked and stammered, unable to give a response. I was overwhelmed with lust. I couldn't even bring myself to meet his eyeline, staring instead at his chest. His robe was tied shut but revealed his white hair and soft, lightly golden skin. I finally looked into his eyes for the first time and knew I was caught. "I.. can't" I finally muttered. My eyes never left his.
He took a step closer and I froze. My body trembled in a way I'd never felt. I knew it was my last chance to get away, but I couldn't seem to move at all.
"I can't." The words were empty.
"We both know why you're here." He grabbed my erection through my shorts and my surrender was complete. I feebly fell into his chest, intoxicated by his proximity.
He pulled me inside and shut the door. My dick throbbed in his hand, aching like the rest of my body for more. He sat me on the edge of his bed and knelt in front of me, grabbing the waistband of my swimsuit and pulling them off. My erection sprang to life and was quickly engulfed. The feeling was overwhelming. I was no virgin, but I had tried my whole life to suppress my homosexuality. My prior experiences were purely physical and immeasurably less satisfying than this. I accepted I was gay years ago, but this was my first real sex. The incredible physical feeling was matched with an insatiable desire.
My whole body tingled as he swallowed my dick. I squirmed and shifted, arching my neck back towards his headboard. I wasn't going to last long, and I was desperate to feel his body.
I sat up straight, gently lifted his head off of me and brought him to a standing position in front of me. I slowly pulled one end of his belt, undoing the knot and causing his robe to fall open. His own erection stood right at my eye level, poking out from an all-natural bush of gray hair. That hair extended all over his legs, round belly and chest. I slid my arms around his waist grabbing his cheeks and pulling him towards me, eagerly taking him in. I had craved this my whole life and impatiently sucked on his cock. His hand naturally rested on the back of my head and assisted as I energetically bounced and bobbed around his cock. Without slowing, I looked up and watched as he enjoyed my eager mouth.
At first, his head was craned back like mine had been. He grunted periodically and when he did his hand would grasp my hair a little tighter, encouraging me. His body was so strikingly manly. He was strong but soft, overweight and naturally hairy. My hands travelled from his ass to his thighs, gently raking through his hair and massaging his legs. He looked down in my eyes and began to use a little more force.
"I can spot a cocksucker when I see one, boy." I flinched at the word before realizing its accuracy. "Most people don't pay old men like me any mind."
He pushed me deeper down his cock and held me there, pushing his pubes into my face and interrupting my flow. I was losing my breath, but wanted him to use me. He released me and moved me back and forth again, re-establishing my rhythm.
