Working Late
I was inspired to write this story after reading "Cleaning Job" also posted on this site.
EXHIBITIONIST TENDENCIES
I work for a consulting firm, and had been working crazy hours the last couple weeks. In fact, most of the time that I had spent at home had been sleeping. Working so much had left me little time for anything else, including getting off. I was extremely horny, and had been getting turned on very easily the last couple of days. At night I would get home, but be too tired to do anything but fall asleep as soon as I lay down in bed.
If I had the time, I would have not trouble finding someone to help me relieve myself. I'm 34, 5'11", 165# with brown hair and brown eyes. I work out several times a week, so my body is in good shape. I have a goatee, and a hairy chest. My right nipple is pierced, and I love having other guys pull on the ring.
This particular Thursday night, I once again found myself at the office late. It was about 10:00, and I was the only one left still working. I knew that it wasn't a good idea, but I was so horny that I decided to relieve myself at work. I closed my office door, and logged onto a porn site. I work in a high-rise office building on the 30th floor. Although I do have exhibitionist tendencies, I turned the light out so no one could watch me from another building.
The web site was one where you can watch guys jerk off on camera. Although the guy on screen was a little young for my taste, he had a great face, a hot body, and a nice looking cock.
I started out just massaging my crotch through my pants. However, the guy on the camera started putting on a good show, so I unzipped my pants and pulled out my cock and balls. I didn't pull my pants down, nor did I unbutton my shirt.
In no time at all, I was fully hard, and I was stroking away at my 7.5" thick shaft. I have large balls that I was also pulling on while jacking off. Since I was watching my computer, I was facing the window. As horny as I was, I didn't want to get off too fast. After I had been jacking about ten minutes, the door to my office opened. Looking at the reflection in the window, I saw the cleaning boy. I had forgotten that the cleaning staff would still be around.
I had seen this guy around several times and always thought he was kind of cute. He's probably about 22, Middle Eastern, with short dark hair. He was always clean-shaven, but I could tell he had heavy facial hair.
In the reflection, I saw the surprise on his face to find me in the office. He looked at the computer screen and froze. He didn't come closer, but he also didn't flee. I turned my office chair around to face him and smiled. I told him to shut the door to my office. He did so, and stood there staring at my cock and balls.
I motioned for him to come closer to me, but he shook his head that he would not. I told him if he just wanted to watch, that was fine with me. I started again stroking away at my hard and horny cock. I pulled my shirt up a little bit, because I didn't want to shoot cum all over it.
I looked into his eyes. He was still staring at my cock and balls, and I could see the bulge in his crotch area. He was obviously turned on, but also afraid. I was getting close now, and continued to stare at him as I stroked. I gave my balls one last tug, and I exploded. Between the fact that it had been so long since I had cum, and the fact that I had an audience, I shot an enormous load. I had not pulled my shirt up high enough since I shot up to my upper chest.
I ran my fingers through the cum and brought it to my mouth. It tasted good, so I continued to eat as much of it as I could. The boy continued to stare, and as his cock continued to bulge in his pants. As I was cleaning up, he slipped out the door and closed it behind him.
Although I was disappointed that he had not jerked off for me, I was still turned on knowing that I had gotten him so horny. I turned off my computer and went home. As had been the case recently, I fell asleep as soon as I lay down in bed.
WATCHING EACH OTHER
As hot as the previous evening had been, I could not bring myself to work late on Friday night. I had another deadline quickly approaching, but I could work over the weekend from home. Since the cleaning crew would not be in over the weekend, I had no incentive to actually go in to the office on Saturday or Sunday.
On Monday morning, I got to work early. When I opened the drawer of my desk, I was surprised to find a pair of white jockeys. They had a note on them that said, "I missed you Friday night." I held them up to my face and noticed the smell of cum. I then noticed that they were crunchy in the crotch area. So the cleaning boy had returned, and left me an inspiring gift. Now I regretted not working late on Friday night.
Throughout the day, I kept getting hard thinking about the pair of underwear. Had the cleaning boy overcome his fears, and was now ready to do more than watch? I certainly hoped so.
Although I would have worked late that night regardless, I was busy working on my project that night. I closed my door a little before 10:00 so that I was ready to welcome my cleaning boy. As expected, he came into my office right at the expected time. I could see the look of disappointment on his face when he saw that I was working. I again told him to come in and shut the door.
When I pushed my chair back from my desk, he could see that my pants and underwear were down around my ankles. I nodded towards a chair in front of my desk and invited him to sit down. He sat down slowly and looked at me lustfully.
I told him that I enjoyed finding his underwear, and asked if he had jerked off in my office. He said that he had not. In fact, he had gone to the washroom and jerked off after watching me on Thursday night. So the cum would have been dried had I found it on Friday night.
I then asked if he wanted to jerk off with me. I could see the hesitation so I asked if he would be open to watching each other without any physical contact. This seemed agreeable to him, so he undid his pants and pulled both his pants and underwear down below his balls.
He had very thick dark pubic hair all around his dick and balls. His dick was quickly hardening and lengthening. His dick was uncut, and looked like it was about 6" long with average thickness. His balls were also average size, and very hairy. He began stroking immediately, and was looking at my equipment while he stroked.
I told him to slow down or he would cum too quickly. I then started stroking my cock, which was soon at full hardness. Since he had one hand that was idle, I told him to fondle his balls as he stroked. He obviously liked the sensation because once he got his free hand on his balls it stayed there.
We watched each other as we stroked away. I asked how he was coming and he just nodded. I told him that I was getting close, and would probably be shooting in just a couple minutes. He said that he was also getting close. I stopped stroking for a minute, and took off both my shirt and undershirt. I started pulling on the hoop through my nipple as I stroked away at my cock. He seemed very fascinated by my pierced nipple.
As I was zeroing in on my orgasm, I looked into his eyes and told him "here it comes." I pulled hard on my nipple ring as I started to cum. Similar to the week before; I shot a huge load that landed on my chest and stomach. As I was shooting, I heard a gasp and looked up to see my companion shooting his load. He also shot a huge load that landed in his pubic hair, and on his stomach.
I started to lick up the cum from my stomach and chest. The cleaning boy hesitatingly scooped up some of his own cum and raised it to his mouth. He licked it slowly, but then decided he liked it. He ended up eating his own cum, just as I had done with my own.
As I went home for the evening, I felt more satisfied than I had after our prior encounter.
MUTUAL MASTURBATION
Now that I had gotten the cleaning boy to masturbate for me, my next goal was for us to masturbate each other. Given that he was slowly opening up, I thought that I might be able to get him to do this the next time I stayed late. Unfortunately, I could not stay late on Tuesday night, because I had to go to dinner with a client. Knowing that he would be looking forward to seeing me, I thought I should leave him something to know that I hadn't forgotten.
After considering a pair of underwear filled with my load, I came up with a better idea. I ran out at lunch and bought a porno magazine that I thought he'd like. I then sealed it in a brown envelope, and left it on my chair with a note on it. The note said, "Sorry I couldn't be here tonight. This should tide you over. See you tomorrow night." After my business dinner, I went home and fell quickly to sleep.
The next morning I got to work and found that the envelope was gone. He had not, however, left a note or anything in return. I hoped that I hadn't shocked or scared him. That night, I was at my desk working when he came by right around 10:00 as always. He told me that he had enjoyed the magazine right there in my office. He had not left anything for me, however, because he had licked it all up.
I told him that I was glad he enjoyed the taste, and asked if he was horny tonight. He shut the door to my office and said that he was. To my surprise, he pulled his pants and underwear down to his ankles as he sat down in the chair across from my desk. I was excited when he also pulled off the t-shirt he was wearing. His chest was somewhat developed, and moderately hairy. I licked my lips as I looked at his large nipples.
I also pulled down my pants and off my shirt. As I sat down across from him, I asked if I could touch his cock. He tentatively answered "yes." I scooted my chair around so that we were sitting facing each other close together. I reached up and took his cock into my hand. It was in the beginning stages of getting hard.
I slowly slid his foreskin back and forth over the cockhead. Looking up at his face, I could see that he was really enjoying my hand on his dick. I asked if another man had ever touched him, and he said that he had not. I slowly stroked his cock with one hand, and pulled down his balls with the other. His balls were tight, but I managed to get them stretched out. He moaned as I stroked.
I hadn't touched myself yet, but I was rock hard. I was enjoying this so much, I didn't even think about my own cock. I knew it wouldn't take long given that another guy had never stroked him before, but he came even faster than I expected. It was a big load, so my hands were covered. I had him lick some of it off of my hand, but I also used some of it to lubricate my own dick.
I didn't ask, but I did give him every opportunity for him to stroke me off. It didn't seem that he was ready for that. I didn't worry about it, but just stroked myself off as he watched. It didn't take long for me, as well. I was soon shooting a load on my chest and stomach.
Another welcome release with the cleaning boy was over. I told him that I had enjoyed it, and I hoped he didn't mind me stroking him off. He told me that he had enjoyed it very much.
MUTUAL MASTURBATION 2
The next night, it was business as usual. I was at my desk working when the cleaning boy showed up for our nightly release. My hope was that I could get him to actually play with my cock tonight. We were both stripped down quickly with our pants around our ankles. Just as I was about to reach over and start stroking his cock, he beat me to the punch. I could sense his hesitation as he wrapped his fist around my hardening shaft.
He slowly moved his hand up and down. Since he had never jacked off any cock other than his own, he wasn't sure what to do without a foreskin. He was moving very slowly, and I encouraged him along. Before I knew it, he had a good rhythm going. As much as I was enjoying the hand job, I also wanted to give him some pleasure as well. I reached for his cock which was already fully hard, and started stroking in time with him.
As we stroked away at each other, I took my free hand and lightly pinched one of his nipples. I think it surprised him, but he did not try to resist. I pinched a little more as I stroked his foreskin back and forth over his cockhead. At this rate, I knew it wouldn't take long to finish him off.
I took my hand off his dick, and removed his from mine. I then lined up our cockheads, and slid his foreskin over the head of my cock. It was a tight fit, and felt great. I guided his hand to the joined dicks, and started him in a stroking motion. I then used one of my hands to pinch his nipples, while my other hand pulled on my nipple ring.
We looked into each other's eyes as the stroking continued. It didn't take much longer, and we were both shooting loads into the foreskin that joined our cocks. The cum was drooling out before I pulled my cock out of his foreskin.
I got down on my knees and took the boy's deflating cock into my mouth. I licked his dick free of cum, and then shoved my tongue into his foreskin. He squirmed since he was still sensitive from just cumming. He enjoyed the tongue action though, and started getting hard right away.
I was surprised to see him get hard again so quickly, but he was younger than me. I started giving him a good blowjob while pulling down on his balls. He was soon at full attention in my mouth. I pulled his foreskin back and licked all around the head. I looked up to see him pinching his nipples as I sucked him off. He was soon shooting his second load of the evening into my hungry mouth.
I again gladly licked his cock and foreskin clean. We then got dressed and were done for the evening.
NEXT STEP
We soon got into our normal routine. About four nights a week, the cleaning boy and I would have sex in my office. He was soon on his knees sucking my cock, just as I enjoyed doing to him. He also really got into nipple play. He would chew on my nipples, and I would chew on his. We also continued the docking, and the hand jobs.
One night, I decided to take things to the next step. I laid him back on my desk and was sucking away on his hard cock. As always, he was really into it. From his cock, I moved on to his balls. He was stroking his cock as I sucked on, and stretched out his balls. I then moved back and started licking the area behind his balls. He moaned his appreciation, and stroked harder on his cock.
I then moved to his ass. He looked down nervously at me as I licked around his hole. His erection did not go down, though. It only took a few more licks before he was moaning with pleasure. As I stuck my tongue into his hole, he stroked faster on his hard cock.
I then decided to take things to the next level. I tentatively put a finger at the entrance to his ass and slowly wormed my finger into his hole. At first, he resisted but then started to really get into it. As he stroked away at his cock, he moaned with delight. I wiggled my finger around and found his prostrate. After stroking it a couple times, he shot an enormous load, some of which landed on his chin!
I licked the cum off of his chin and chest, and then kissed him deeply giving him some of his cum. I then stood up close to him stroking my hard cock. The look of lust in his eyes told me to go ahead and do whatever I wanted. It just took a couple more strokes and I was coating his face with a huge load.
He smiled, licked the cum off the tip of my dick, and then licked all around his mouth. I then licked the remaining cum off of his face. I was disappointed that we had both finished so quickly. However, I was looking forward to next time.
ANAL EXPLORATION
Unfortunately, the next night I had another commitment and could not be there for the cleaning boy. I had an idea of something to leave for him this time. I thought a butt plug and some lube would get him to continue exploring his ass. I wrapped them up in a box, and left them on my desk with one of those "trash" stickers on it. I was sure he'd know to look inside.
The next day, I got to work and found the box and toys in my bottom desk drawer. I was disappointed, because I wanted him to take them home and use them. That night at our scheduled time, he arrived with a smile on his face. He told me that he had really enjoyed the new toy. I looked at him with a puzzled look.
He said that he had used it while lying on my desk, and then cleaned it up and left it so that I could use it on him. He quickly stripped down to his birthday suit and lay back on my desk. With his legs pulled to his chest, he pulled open his ass cheeks showing me his hairy asshole. He then looked up at me with lust and asked me to insert the butt plug in his ass.
I lubed up my fingers and shoved one in his hole. He moaned with pleasure. After warming up his ass, I slid the lubed butt plug slowly into his ass. He was moaning and rapidly stroking his cock. After the plug was all the way in, I went down on his cock that was already rock hard. I pulled the foreskin over my tongue and licked around inside.
At this point, I was still dressed, but my hard cock was straining for release. After giving him a thorough licking, I stood up and stripped myself down. I scooted him up on my desk so his head was hanging over the edge and fed him my hard cock. He swallowed the whole thing. He had become quite good at taking my entire cock without gagging.
While he sucked my cock, he was again stroking at his own cock. I reached down and pinched and twisted his nipples. Between the butt plug, his stroking, and my pinching, he was soon shooting a big load onto his chest.
Seeing and smelling the puddle of cum on his chest really turned me on. I pulled my cock out of his mouth, and lowered my balls in. I then stroked myself a few times and added more cum to his chest.
After cleaning up, I asked him to take the butt plug home so that he could enjoy it some more. He reluctantly agreed, but said he would be bringing it back so I could use it on him again.
GOING ALL THE WAY
I used the butt plug on him several times during the next week. He really enjoyed having it in his ass, and he always shot huge loads when I used it on him. He seemed too naive to realize what the next step would be, so I decided to just show him rather than try to explain it to him.
One Monday night after we hadn't seen each other in a couple days, I had him laying on my desk with the butt plug up his ass. After I got him extremely horny, I quietly pulled out a condom, rolled it down my shaft, and greased it up.
I pulled the butt plug out of his ass while he was stroking away at his cock. He looked up at me, obviously upset that his ass was empty. I quickly popped the head of my cock into his hole. Although he had a look of fear on his face, it quickly turned to pleasure as he realized how good my cockhead felt inside his ass.
I asked him how it felt, and whether he wanted more of my hard cock. He told me that he was totally turned on, and asked that I slide more of my cock into his ass. I slowly slid the next two inches into his tight hole. He was soon whacking away at his cock, but I was afraid he was going to finish too quickly. I took his hands and pushed them away, telling him that I didn't want him to cum too quickly. I suggested that he pinch his nipples instead.
As I looked into his dark eyes, I slowly slid the rest of my cock into his tight ass. He went wild, and was moaning rather loudly. He was pinching his tits very tight, and asked if he could start stroking his cock. I told him that I would stroke him off, but he would have to wait just a little longer.
I slowly pulled my cock out of his ass, and then slowly slipped it back in. After doing this a couple times, I was getting close so I reached down and started stroking his cock. I slid the foreskin on and off his cockhead. It only took a couple strokes for him to shoot an enormous load on his chest and neck.
Watching his face as he came was all I needed to finish off. I shot my load into the condom in his ass. I quickly withdrew my softening cock and disposed of the condom. We wiped up, and he was on his way for the evening.
After this experience, he was always dying to get fucked. I would always draw it out, either making him suck my nipples or cock, or doing the same for him. It was fun to watch him beg to get fucked. He had a tight ass, and I always enjoyed fucking it.
THE END
I knew it couldn't last forever, but I enjoyed it the whole time it was going on. The cleaning boy started to come out of the closet, and he made friends closer to his own age in the process. It didn't take him long to meet his first boyfriend. I totally understood when he didn't want to have sex with me anymore because he wanted to be faithful to his boyfriend. I just worried that his boyfriend would screw around on him and break his heart.
We still see each other as friends, but I miss our hot sessions that we had during those few months of his sexual discovery.