The most thrilling night of my life.
my first gay encounter was undoubtedly the most thrilling experience that ever happened to me. I still think about how exciting it all was to this very day. It occurred the summer my parents took us ( me, my older brother, and two younger sisters) to Disneyworld.
On our drive down to Florida from Chicago, we stopped overnight in a little town just outside of Nashville, TN. My dad normally liked staying at comfortable and well maintained motor lodges because not only were they inexpensive, but there was usually a pool where we could swim and cool off after a long day’s drive in the car. Normally when we traveled, my dad would get three rooms together (my sisters in one room, me & my older brother in the other and my parents between our two rooms) .
On this particular trip, my father pulled into this rather homey-like motor lodge just off the interstate. There were about 30 rooms or so which formed a rectangle around the courtyard & swimming pool. The front door to each room was located on the outside of the motel while the sliding glass door each room had faced the courtyard & pool.
When we went to check in around 6:30 PM, the lodge was filling up fast and we couldn’t get three rooms together like we normally did. Therefore my parents and sisters stayed in two rooms together on the Eastside of the lodge and my brother & I took a room just across the courtyard & swimming pool on the Westside directly across from their rooms. It was really no big deal since our rooms were only about 50 yards apart. As we were checking in, we could see a few adults and kids going back & forth from their rooms to the pool.
No sooner did we get settled in our room when my brother and I threw on our swimsuits, opened the sliding glass door and walked about 30 feet to the pool. My brother jumped in while I walked down the steps and waded into the pool. The water felt great! It was just perfect to swim in on a warm summer’s night.
After my dad and sisters jumped in a few minutes later, I noticed my brother was chatting with a man over in the shallow end. He appeared to be taller than my brother--about 5’11 with a full head of brown hair. He was in perfect shape too. I guessed he was in his early to mid-thirties. When I waded over to them, he had a rather handsome all American looking face (cleanly shaved) with green eyes and a charming hairy chest. Two rather large rosy nipples accented his chest which made it appear that more masculine and sexy. I figured if he wasn’t married he must have had a slew of women chasing him.
He was telling my brother about a really good diner a mile or so down the road he normally ate at when he stayed overnight at the motor lodge. I overheard him say that he was a traveling salesman and often stayed at this particular lodge cause he enjoyed the pool too after being in his car all day. I didn’t pay much attention to him although I thought he gave me a somewhat of a conspicuous look at first. I had never had a gay encounter and still assumed that I was just going through a phase in life. A few minutes later, I swam off and played around with my two sisters who were over in the deep end.
About an hour later, my dad asked us if we wanted to get something to eat. By now everyone was starving except for me and my mom. We had eaten some soggy ham sandwiches on the drive down she had packed on ice and weren’t all that hungry. And the last thing I wanted to do was get back in the car anyway even if it was just a short drive to get something to eat. My brother and dad wanted to try the diner the man had told my brother about. But just as they got out of the pool, I asked my brother and dad if they would bring me back a burger & fries anyway in case I got hungry later on.
I remained in the pool and informed my brother I would meet him back at our room. After everyone but me and my mom got dressed, hopped in the car and headed out, I swam about 20 laps and got out. I dried off and laid out on a reclining chair for about ten minutes. My mom called out from the her sliding glass door that if I needed anything (like sodas she had in our ice chest in my parents room), she would be in her room.
By now it was starting to get dark so I thought I would head to my nice air conditioned room, turn on the tube and wait for my brother to return with my food. I got up, turned, opened the gate to exit the pool area and walked back to what I thought was my room. I slide open the glass door, brushed the drapes out of the way as I looked down at the floor and walked in. Just as soon as I threw the room key on the table and towel over the chair I looked up and got the shock of my life. There laying on the bed naked with his cock in his hand was the very man my brother was talking to out at the pool. Evidently I had interrupted a jack-off session he was treating himself too. I literally froze in place as my eyes opened wide and I looked him over from head to toe. I abruptly exclaimed, “Gosh, I am so sorry; I must be in the wrong room”.
Indeed I was for I walked in the room right next to mine by mistake.
The man looked at me and said as he kept his hand wrapped around his cock, “Well why don’t come over here and let me take off your trunks so I can see what you look like--your brother is really a nice guy, but you’re a lot cuter and you have such a hot sexy body--in fact I was just jacking-off thinking about you,” as he sat up and turned himself until his feet rested flat on the floor. At the time I was about 5’6, 125 lbs, short brown hair and hazel eyes.
Now I could see his huge cock. It had to be a full eight inches, thick and was crowned with a really mammoth purple cockhead. And while I was scared shitless, nevertheless a voice in the back of my head told me to stay and not haul ass out of there like anyone’s normal reaction would be. To a certain extent he boosted my ego when he informed me that he was masturbating while he fantasized over me.
After a few seconds, he lifted his arms and gestured for me to come over to him. By now my body began to shake and I didn’t know what to do. Finally he said, “Come on over here --it’s OK---you know you want to or else you would have already left by now.--trust me--OK--it your destiny to try this.”
Well, he was certainly right. Had I not been aroused seeing him sitting there naked with a massive hard-on , I would have already hauled ass out of his room in a split second. But I wanted to touch him especially his sexy chest and beautiful cock given I had always had a craving to touch another guy’s naked body and then suck him. And for some reason, I trusted him.
Finally, I took a deep breath and slowly walked over as a colossal smile suddenly crossed his face. He put me at ease right way when he wrapped his arms around the back of my waist, looked up at me and said, “ Hi, my name is Trent, what’s yours?” Being held by another male sent a rush all through my body for I loved it even though I was still nervous as all hell.
I looked down at him and quietly replied , “My name is Collin”.
He quickly said, “Well it’s nice to meet you, Collin; you haven’t tired this before , have you?”
I shook my head that I hadn’t cause I was too nervous to discuss anything at that point.
He quickly looked deep into my eyes and replied, “Well, it’s OK Collin---the first time I tried this with another guy I was probably more nervous than you---we’ve all been there before.”
Once again his sane and reassuring words put me at ease.
Slowly he pulled down my swimming trunks until they reached my ankles. My soft cock sprang right out in front of his face. At a leisurely pace he wrapped his hand around it and began to stroke me. Within seconds, I sprung a massive hard on. The second I became erect he softly said, “My Collin, you have such a beautiful. dick---it’s so big for a guy your age & size---much bigger than I thought it was.”
I looked down at him and smiled cause I didn’t know how to respond to his rather flattering comment.
Right away I stepped out of my trunks because I knew he wanted me to. The second I did he reached over and grabbed a towel that was laying on his bed and began to dry my damp bottom and nuts while he remained sitting on the side of the bed with his feet flat on the floor. I almost felt like a little kid getting dried off by his father. He was so personable and gentle. He slowly wiped the towel all over my ass drying each of my butt cheeks very carefully. Then he gradually moved the towel around my waist and began to fluff my nuts and cock with it. When he finished padding me down, he slowly placed the towel back on the bed and squeezed my buns ever so gently about five times with his firm hands.
Then he looked up at me and said, “You want to touch my dick, don’t you?”
Finally, I spoke and replied, “Well, is it OK”?
He replied with a smile on his face, “sure it is,” as he grabbed my hand and placed it gently over his cock. The minute I wrapped my hand around it, I knew I couldn’t resist his magnificent piece of meat and it was only a matter of time before it would wind up in my mouth. After I fondled it for a few moments he slowly placed his hands on each side of my waist and gently pulled me down until I was on my knees with his cock looking me right in the face. By now I was mesmerized by his beautiful rod as I remained on my knees and toyed with it in my hand.
Once he knew I felt comfortable with the whole ordeal I had allowed myself to get into, he gently placed his right hand behind my head and pulled me forward until my teenage lips crested up his massive purple cockhead.
Then he said , “Now open your mouth Collin and suck it like I know you want to. ”
Instantly I obeyed his request. I opened my mouth and slid my lips right over it. The instant I did, an incredible rush came over me and I knew at that point I was destined to become a life long gay boy who loved sucking cock. Right away he placed both his hands on each side of my head and began to slowly work my head up & down on his cock. Then he said, “Now move your teeth out of the way and suck me as hard as you can, Collin.”
I followed his recommendation and began to suck his cock has hard as I could while he continued assisting me by lifting and pushing my head up & down.
Once he was sure I got the hang of it, he removed his hands. He placed them flat on the mattress so that he could lean back with his eyes closed and enjoyed the blow job I was treating him to. By now I was went full speed ahead and did I ever love it. I couldn’t believe just how stimulating it was to be sucking another guy off--especially a hot juicy naked man like he was.
After a few seconds, he let out several soft moans just to let me know just how much he enjoyed what I was doing to him. A few seconds later he exclaimed, “Oh Collin --this feels so good, you know that?,” as he lifted one hand and began to stroke his fingers through my hair.
His words only encouraged me and within seconds I began working my lips as fast as I humanly could up & down his shaft. About a minute later I tasted the warm putrid flavor of his seed fill my mouth as he let out one final deep moan. By now I wanted him to know just how much I liked him so I swallowed every drop of his orgasm. I thought the taste of his cum was not only delicious, but so very natural too.
He labored to catch his breath and compose for a about minute while I left my lips parked firmly on his cockhead as the final droplets trickled out of his slit and into my mouth. As he sat there on the edge of the side of his bed, he placed his hands under my armpits and lifted me back to my feet. As I stood hovering above him, he wrapped his hands back around my ass, rubbed them up & down and then side by side a few times and exclaimed, “Gosh Collin-- you did great--I can’t believe that was actually your first time---you’re already as good as a pro.”
By now I felt comfortable being with him so I replied, “Well thanks, I really enjoyed that too.”
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