Naked And Cumming On Business Trips

As stated in my previous stories, I am small in stature, a small guy wearing a size 2 dress. I tan myself quite a bit so that I have very visible white triangles of skin around my nipples, ass, and landing strip. I use tucking as a way to hide my cock, I have become very good at makeup and follow the latest trends in fashion. I really enjoy dressing as a girl and giving guys views of my tits and landing strip area. When they find out I am a guy, they are shocked, and even if they don't, they want to see every bit of my little body. I am always eager to help them see my privates as often as possible.

Through my working life, I struggled to find ways for me to be out and about to fulfill my need to be a girl as well as the high I get from having either my tits or landing strip seen by guys. That high is something I almost live for. How to manage that when working is what plays in my mind all the time.

I recently took a position that required me to travel to several customers around the country every month. During these trips there would be others joining, some were local to the customer and others were from other locations. I found that by waiting until I knew what hotels everyone was staying in, I could then pick a hotel that none of my coworkers were in. This allowed me to try new adventures in being naked in public!!!

The first time I did this was at a smaller hotel that was part of a big chain. I flew in, got to the hotel and checked in around 7pm. Getting to my room, I unpacked my bags and pulled out some of my pretty bras, panties, and sexy clothes. I had never done this before but in my research for the hotel, they had a pool, jacuzzi, and workout room. Thinking about these environments, I had gone off and purchased two really cute bikinis to wear. One had really great rows of bright red, blue, and yellow strips of sequins, the other was a white crocheted material. Both had twin rows of straps on the side to adjust the fit. Looking at both in my room, I picked the pretty one with sequins to wear.

Waiting until about 9pm, I looked out the room window and saw it was very dark. I got into my bikini then covered myself with a long tshirt. On my little body, it looked like a loose, white dress! I navigated through the hotel and out to the pool. Walking through the area by the lobby, there were many guys watching as I walked past them I could see they looked at me not sure if what they were looking at was a girl or a guy. To me, either one just raised my excitement and need to cum.

Most pools at business hotels don't have many people that use them unless the hotel is also part of or near some city attraction. Pool areas are also usually well lit for safety reasons as well as to prevent unauthorized people from using the pool. Local kids jumping the fence comes to mind.

Going through the pool gate with my room card, I had full access to the pool and jacuzzi. The pool area was very large with multiple connected segments expanding over a large area. I made my way to the side of the pool that was the furthest point from the main hotel. I stepped into the pool with the tshirt on. Doing this made the tshirt completely wet and it was easy to see I was wearing a bikini underneath. Feeling more excited now that I was alone in this large area, I got out of my tshirt. This exposed my cute bikini to anyone looking. Getting into the pool, the water felt amazing and I slowly swam around the small area where I got in. Swimming around, the water really felt great against my skin but also the way the water flowed around my bikini top and bottom made me feel like a real girl. I swam around for like 30 minutes, expanding the area until I was using a good half of the pool. No one else had entered the pool area, not even hotel employees, so I was confident in my solitude.

My level of excitement started to go up as I swam around and I decided to take off my bikini. I swam back to the chair with the towel and removed my bikini top and bottom tossing them onto the chair. Looking down at my cute nipples and white triangles, I was feeling really cute and sexy! Looking further down to my landing strip and little cock framed by the triangle of white skin made me so happy! As the air hit them, my nipples firmed up and stuck out a little. swimming around I could feel the water flow against my landing strip and cock, making more excited! I was definitely feeling awesome!!! I swam around to the other side of the pool getting closer to the main hotel area. Swimming and just floating, I was feeling pretty good. There were the occasional people or workers walking by on the other side of the fence or in the towel area cleaning and straightening things out. These close encounters got me excited at the chance of getting caught. I loved just floating on my back as my little tits and landing strip were exposed and in full view.

Feeling sexy and horny, I started to stroke my cock while I was swimming on my back. Moving my hand up and down the shaft did not make floating very easy. I decided to get out and lie down on one of the lounge chairs. Now lying there, I adjusted the back to be almost flat but up enough where I could look down on my cock. I was rock hard as I looked around to pool and hotel catching glimpses of people here and there. Somewhat hidden, I started to stroke myself. With growing excitement, I stroked my cock to maximize my pleasure. It didn't take long for me to reach orgasm. I gently allowed myself to peak and I groaned with satisfaction as my orgasm hit. I released my cock as soon as I was cumming and because I was on my back, my loose cock was pointing towards my belly. Nice, thick cum shot out and hit my belly. It was amazing to have found a way to be naked and cumming during my business trips!!

After cumming, I just stayed lying down on the lounger, taking in the view and feeling very relaxed after cumming. My cum turning from very thick to more like a clear jelly. I reached down to my belly and used my finger to play and move the cum in a circle. Pulling my finger up, a little cum stayed on it so I licked it up.

Now that I had cum, I was definitely more conscious of the area and people walking around. I stood up, grabbed my tshirt and put it on. I purposely did not put my bikini on because I wanted to ensure I would get reactions from guys as I walked through the hotel and back to my room. My tshirt was still very wet from my first dip into the pool. I grabbed the bikini top and bottom and held them in my hand. I headed back into the hotel with my cum dripping down my body.

Once through the doors, I knew my wet tshirt made my dark and hard nipples stand out against the material. My soft cock now hidden under the tshirt, I felt that I just looked like a girl passing through the hotel. Walking further in, there was some kind of event at the bar, maybe a happy hour, and it was filled with guys hanging out and drinking. I had to walk through this area, wet tshirt and all. There were many guys that saw me and my little nipples. Most kept their eyes on me as I made my way through the area. The charge I was getting was awesome!!

Once I was at the elevator doors, I had to wait for one to come down. The bell rang and the doors opened to allow several guys to walk out. They all looked at me, staring up and down at my wet tshirt look. I was in heaven watching the quick stares at my dark nipples as I walked through.

Back at the room, I was pretty happy with this first attempt at being naked and cumming in public during my business trips.

The second night of my stay, I used my experience from getting naked in the pool and cumming as a start.

Waiting until after 10pm, I looked out of my window and down at the pool area and saw that the whole area was pretty empty. Perfect!! I tied and tucked my cock so that it looked like I had a pussy. I used a thin, skin colored belt to tie the rope pulling my cock so that it would stay in place no matter how I moved. I did my makeup and wig just as I would do to go to the mall or walk the streets. Looking in the mirror, I was the perfect cute girl ready for the pool!! I put on a tshirt that was shorter than last night and looked more like a dress than a tshirt. With nothing underneath, I thought I looked really sexy! My size 2 body with a tucked cock was ready for action!

Walking out of my room, taking the elevator down to the lobby/bar area, I only encountered two guys walking around. I made sure I walked close enough to them so they had to look at me. I looked carefully at their faces to see if they registered my cute look. Getting the look of approval from them, my high was starting right away!!

Because I got a start to my high from exposing myself, instead of heading out to the pool, I decided to go to the bar and position myself so that I could position my legs and tshirt so my landing strip could be seen by anyone nearby. Looking at the layout, I saw that there were a few hi-top tables with bar stools. With this higher position, there were a couple of things I could do to make sure my privates were seen. Getting to the table, I pulled back one of the bar stools that was facing the room and hiked my leg up to sit on the stool. The bartender had a clear view of my exposed landing strip and I could see the approval in his eyes. Exactly what I needed!

A server came over and I ordered a drink. As he walked away, several guys came into the area and probably saw I was the only one there. They sat at a lower table that was only about 10 feet from my table. Now sitting lower than me, a clear view of my legs and intimates were available to them. My sexual charge was getting there. I could feel myself starting to tingle with sexual need and wanting to cum.

Sitting there, I made sure I adjusted myself into different positions, always making sure that my legs would spread apart to reveal my cute pussy area. Every time I moved, I watched as they made sure to look my way knowing I would give them a show. It was time to provide a little more so I got off the barstool as if I was going to the restroom. Opening my legs to step down gave them an open view of my cute landing strip. Awesome! It just made me want to cum even more.

After my little show in the bar area, I decided I needed a little more excitement so I headed out to the pool area.

Walking through the hotel to the pool area there were several groups of people sitting out at tables near the pool. Most were guys but a couple of girls were there too. I moved over to the far end of the pool where the bushes and trees provided a more sheltered view. I sat at one of the chairs facing the other end of the pool to observe the groups sitting there. There were a good 50ft or more and the pool was designed with wide and narrow areas. They all seemed to be occupied in conversation and weren't looking my way at all. Feeling excited from my exposure at the bar, I decided to take my tshirt off. Now I was totally naked at the pool, my little body feeling every small breeze. I could feel the excitement in my body grow and I was tingling everywhere!

I sat in one of the chairs facing the groups. Looking down on my body, I admired my dark nipples and landing strip highlighted by the triangles of white skin from my tanning sessions. At a distance, I imagined it looked like I was wearing a white bikini to anyone that might look my way. With no one looking my way, I wasn't getting the charge and high I needed. I decided to get into the pool and start swimming around naked. At first just circling the area at the far end, but then getting bolder and swimming closer to the groups sitting at the other end. A few noticed as I got within about 25 feet but quickly went back to their conversations. Needing more, I swam closer to them. In this area of the pool the lighting was brighter. I felt that when they saw me swimming, they would see the white triangles of skin moving through the water. Getting within about 15 feet of the groups, several noticed me swimming. I saw one girl point to me and they all turned to look into the pool. Now I had their attention! I could see on their faces that they realized I was completely naked.

I changed direction, heading away from them towards the center of the pool. I wanted to make sure they could see my naked butt as I moved through the water. I felt that most eyes were on me now, so I switched over to floating on my back exposing my dark nipples and sexy landing strip. Looking over, I could see that they were all paying attention now! I was feeling so sexy and slutty at the same time! I slowly moved my arms and kicked my legs to move myself through the water. Feeling the water move over my hard nipples and landing strip, I really wanted to cum. As I moved in the water, I could see the grins from most of the guys thinking they were looking at a naked girl in the pool. Perfect!

I continued to move around the pool, face up for probably 10 minutes or so. Every time I circled around I could see that most of the guys would take quick glances at my little body as I swam by. Feeling pretty charged up, I decided to head back to the side where my tshirt and towel were. I turned over, swam back and hopped up out of the pool. Moving to my chair, I took the towel and dried my body off, making sure I did it as slowly and sexy as possible. Moving the towel across my tits and slowing wiping down my landing strip, I wanted to make sure they got a show!!

Now that I was dried off, it was time to head back into the hotel. I quickly took my tshirt and waved it in the pool so that it would be soaked. I pulled the tshirt over my head and positioned it over my little body. With a fully wet tshirt, I knew my nipples and butt and maybe my landing strip would be seen through the transparent material. Feeling confident and high with sexual excitement, I walked back through the groups sitting at their tables making sure they saw everything sexy about me!!

It was after midnight at this point. Now that my sexual tension was raised up, I decided just going back to my room was not going to give me what I needed. I took off my tshirt and put on a clean one, added my little skirt and I was ready to cruise the streets like I did back home. Touching up my makeup and wig, I headed out of the hotel and started walking around the area. Several hotels and restaurants on this street. Several cars driving by. This street seemed kind of busy so I kept walking until I found one that wasn't as busy. Looking around, I thought this was the right time to take my tshirt off. Once it was off, I was riding high on how cute I must look to anyone that might see me!! There were some bushes nearby, so I put the tshirt off to the side where I could find it on my way back.

Now I was feeling like I was in my full glory! I could hardly wait to flash a passing car or possibly get caught by unknown guys that might take advantage of me. I strutted down the street, waiting for a car to drive by. Looking up and down the empty street, I finally saw headlights turning onto the street. It was time for more excitement! I put myself behind a telephone pole which didn't hide me completely, but in the dark of midnight on an empty street, it was good enough. I waited until the car got closer and then I stepped out from behind the pole to the full brightness of the car's headlights. My dark nipples highlighted by the white triangles of skin, the excitement made my nipples harder. As the car drew closer, I lifted my short skirt to fully display my landing strip. My perfectly shaped landing strip surrounded by a perfect triangle of white skin, it was hard to miss. With all my girly intimates in full view of the car, the charge I was getting was amazing!! Then the car rolled to a stop!!!

The car stopped almost in front of me, there really wasn't a place for me to jump into and hide, so I just stood there. If it had been police, I am not sure what would have happened. Now stopped, the passenger window was coming down and the guy asked if I was ok. "I'm good" I said as I turned and started to walk. Walk where? I had nowhere to hide or quickly get away. Just the empty street. As I walked, the car crept slowly behind me. My skirt so short, I am sure he was looking at my ass cheeks moving up and down as I walked. I had walked about half a block with this car following me. Suddenly the car sped up to be beside me and right next to the curb. The guy said "I need help" as he waved me over. Feeling like maybe he was in trouble or just really lost, I walked to the passenger door and looked at him. He had pulled his pants down and his hard cock was on full display. I hadn't had cum in me for quite a while and the sight of his hard cock hypnotized me. I opened the door to get in.

Getting into the car and sitting on the seat, I immediately dropped my head down into his lap and started sucking him. Nothing was said as I skillfully used my lips and tongue to make sure his cock was happy. After a few minutes of sucking him, he pushed the back of my head down until my lips where pressed firmly against the base of his cock. The shaft of his cock was filling my mouth and the cock head was pushing and turning down my throat. He groaned and his cock started to jerk as it released his sperm into my throat. I moaned with pleasure as his cum shot into me. I gulped it down as fast as he shot it out. It was a good amount which I always really like. Once his gooey load was inside my belly, I felt his cock go soft in my mouth. I sucked on it as it became limp so that it would be completely empty and clean when I released it from my mouth. With my purpose fulfilled, I let his cock drop out of my mouth but I continued to kiss it and lick it, making sure no bit of cum was left. A perfect random blowjob in my mind!

Finishing him up, I opened the door and got out, now back on the street in my girly skirt and no top. Feeling fulfilled, I headed back to the hotel, found my tshirt in the bushes and put it back on. Now fully clothed, sort of, I just walked casually back and went to my room. I got into my room, slipped out of my tshirt and skirt. Looking in the mirror at the cute and naughty girl I had been tonight made me happy. I untied my cock to free it from being tucked. I stroked it to an amazing orgasm as I thought about that hard cock in my mouth and the pleasure I gave it. It was the perfect end to the night!!!

The next night at the hotel, I wasn't sure how it would go but I thought I would first start at the pool. Once in the pool in my cute sequin bikini, I swam back and forth feeling sexy as the water flowed around my body. After 10 or 15 minutes of swimming I decided to take the top of my bikini off. I wanted someone to see my little dark nipples tonight!

As I looked to the gate closest to the hotel, I saw a group of guys that were accessing the pool gate. It looked like they had just come from work or event. I quickly changed direction and swam back to the far area. What I didn't realize was that as I was swimming, one of the guys was walking around the perimeter of the pool. When he stopped he was standing right in front of the chair where my clothes and towel were! My bikini top was right at the top of the pile, the shimmering sequins reflecting in the light. As he walked, he must have seen that I was topless in the pool. Of course, I was really a guy so being without a top wasn't anything major, but the fact that I was small and wore a girls size small bikini, he didn't know I was a guy. All he could see was dark nipples framed by white skin in the shape of a bikini.

I brought myself to the pool edge and hung onto the side. The guy waved and said hi. I waved back but continued to stay against the side of the pool. The pool itself was very well lit under the water so I am sure he could see the shimmer of my sequined bikini bottom highlighting my ass pretty easily. Clinging to the side, I saw him look over to the chair and he saw my bikini top. He looked over to me in the pool and while not actually seeing my entire body, I am sure he realized what was going on.