New York Job
It was my very first job out of college and you’ll never guess where. I began to work in none other than the Empire State Building in New York City! I was employed by a firm that had offices way up high in the building. Excited to be in the ‘Big Apple’, I took the elevator up to the viewing floor and looked out over New York City. The view from there was out of this world and I doubted I’d ever get tired of it. While I was out there, I looked up at the massive tower at the top of the building, wondering how they got it up there.

Looking up, I realized there were a lot of radio and TV stations broadcasting from up there and wondered where the equipment was since I hadn’t seen any of it. Just out of curiosity I asked around and people acted like it was kind of a secret. So I explored on my own when I had time and learned that there was a hidden floor, not on the list in the elevators. A little research informed me that most tall buildings did this, creating a kind of half floor to put equipment in, away from people in the regular office spaces.
It took me a while but I finally found out how to access the secret floor. It could only be accessed via a certain utility elevator. When I performed the correct action on the elevator panel, the door opened to reveal a lower than normal 7 foot high floor. It was filled with racks of equipment and the loud noise of many fans running. This was a restricted area but still being curious, I explored it anyway. The view of the city from this floor was really great, but its windows needed cleaning, since personnel rarely visited it.
Touching nothing, I walked around, finding that there were monitors showing what was being transmitted and transmitters for several radio stations. I checked as well as I could for security cameras but found none. There were racks and racks of equipment all humming and the room was warm. That gave me a naughty idea.
After my work day was over, I took the elevator up to the hidden floor. Stepping out of the elevator, I paused, looked and listened very hard for a good amount of time. No one seemed to be around, so my need to be naughty surged. I stripped off my clothes and put them in a box near the elevator door so if someone came up I’d be trapped naked. Feeling nude and free, but also a little scared, I walked around and wondered if someone could see me — after all, the floor did have windows although the lighting was dim. I leaned over and looked out one of the windows and wondered again if anyone happened to be looking through binoculars or a telescope and could see me naked. A thrill ran through me at the thought of that possibility. A little turned on, I pressed my body against the dirty window to give my imaginary voyeur a better look, and left a faint print of my boobs on the dirty glass.
Satisfied for the moment, I got dressed and went down the fire stairs one floor. From there I took a normal elevator and left the building. That night I watched the TV news channel and wondered what would happen if a naked girl came on as a news item. I wasn’t sure if any device on the hidden floor could interrupt a broadcast with ‘breaking news’ and a visual report. I actually dared not do that because that would get me into real trouble. But I was so tempted to do it that my heart raced with excitement at the thought.
As if I was becoming addicted, I started to go up there several times a week until the thrill of walking around naked and peering out windows on the hidden floor started to fade. Therefore, I wanted to add more danger to this adventure so I brought my handcuffs and leg cuffs, hiding their keys in the stairwell. It was unlikely that anyone would come onto this floor but I stacked stuff against the elevator door so if it opened there would be a crash. That would give me time to hide and since I was cuffed, I needed such an advanced warning to have enough time to move and hide.
One night I stayed late, doing my naked and cuffed thing when I heard the crash. I dashed behind a row of equipment racks and hid the best I could. I spotted a young guy with a clip board walking around. From the glimpses I risked, he seemed to be recording meter readings from the equipment. I realized there was a partially empty rack, almost like a locker, and I silently slipped inside. It was tight in there, but I fit. I didn’t close the rack door because I didn’t know if I could open it from the inside, especially handcuffed. There were metal panels filling the rack front, some were missing so I stooped down not to be seen. I could hear him walking and at one point he was so close to me that I could hear him writing on his paperwork. After a bit, all was quiet so I straightened up and peeked out only to find myself staring right into the eyes of the young man!
I was in shock and so was he! Gulping, he smiled and asked, “Are you all right?”
Tongue-tied, I was so flooded with shame that I couldn’t bring myself to answer. Reaching out he slowly opened the rack door, saw me fully, and went completely silent as his jaw dropped. I guess he really wasn’t expecting to spot a naked woman during his rounds.
Now I found my voice. “Please, please don’t report me,” I begged him.
He replied, “This is certainly an unexpected pleasure, Miss.” As he helped me out of my hiding place, he saw my cuffs. “Why are you handcuffed, and why are your ankles cuffed with that short chain between them?” he asked.
I’m sure my cheeks blushed scarlet with mortification at having to explain my actions, but I was desperate. “Well, I have a need or urge to do naughty things I guess you could say. I had the urge to find this hidden floor, and once I found it and looked around, it gave me the urge to walk around here naked. I was thrilled to imagine that someone might be seeing me through those windows. But when that thrill faded, I felt I had to get even more naughty. So now I’m not only naked, but I’m moving around with my hands and legs cuffed. It’s a sort of self bondage thing.”
Listening to my story, his expression changed from confused curiosity to one of acceptance. He grinned impishly and told me, “My silence has a price, Miss. That price is one kiss.”
I immediately felt relief at the way in which he was handling this situation. And I also found I didn’t mind him looking at my nudity, since his eyes signaled admiration. So I kissed him, and made sure that the kiss was a long thorough one.
“Mmmm… that was a wonderfully heartfelt kiss. Thank you for that. So where are the keys to your cuffs? I think we’d better get them off you now,” he stated.
“The keys are in the stairwell, just in the corner there, since I usually leave by those stairs,” I replied.
Gallantly, he retrieved my keys and let me loose. Emboldened, I didn’t try to hide my body from him as I quickly dressed.
He asked, “Would you like to get a bite to eat with me? I’d like to learn more about you, Miss.”
“My name is Ruth, Sir. And what is yours, please?”
“I’m Harold, but I prefer to be called Harry,” he informed me.
“Harry it is then, and yes, I’d like to have a bite to eat with you. Please lead the way.”
Together, we left the building and hit an all night corner deli. To make a long story short, I found Harry to be very nice and interesting. Over time we became close friends. We’re dating now and he helps supports my interest and needs, creating for me many memorable evenings. I’m having a great time because while having metal cuffs clicked onto my wrists and ankles can be exciting, it’s even more arousing when Harry undresses me, and then he proceeds to take a soft, velvety rope and ties me up in ingenious ways. Surprisingly, because of his job he knew more secret locations in various skyscrapers and we’ve used them over time.
We were on the hidden floor of the Chrysler Building way up near the pinnacle when he bound my legs and thighs together so I was either forced to kneel or else topple over onto my side. Then he bound my hands behind my head, and caressed my very vulnerable breasts enough to make me start to drip. That was the first time that he walked out of my sight, leaving me like that for about 10 minutes. Being stripped naked and bound like that in a strange location and seemingly abandoned I found to be both scary and exciting. When he returned to me and pulled out his cock, I was more than happy to suck him until he was fully erect. Then he eased me onto my side and got onto his side behind me and spooned and fucked me until he made me cum. Then he helped me back onto my quivering knees and jacked off into my mouth, although a couple of his spurts hit my cheeks. That was the first time that I swallowed Harry’s semen — very memorable!
When we got access to the cupola near the very top of the Metropolitan Life Tower, after Harry got me naked, he pulled out 2 sets of handcuffs. Making me stand facing one of the narrow windows that faced another tall building, he cuffed my left wrist to a protrusion near the top left of the window. Taking the other handcuff, he secured my right wrist similarly to the upper right of the window. So the front of my nude body was trapped against the window! Then the lovely fiend sat on the floor behind me and planted his feet so that mine were forced apart. And the next thing I knew, he’d switched on a cock-shaped vibrator and began fucking me with it! Soon he had me moaning, groaning and writhing. If anyone happened to be studying this cupola with a telescope, they were getting quite a show, Especially when I could no longer stifle my climax! I howled and quivered until the shock waves of that orgasm ebbed. Quickly we made our escape, since there was a finite chance we might’ve been noticed.
Harry managed to learn how to access a maintenance hatch for one of the specially designed higher windbreak levels in the 432 Park Avenue building, but we didn’t dare venture out onto it, since winds could actually gust through there dangerously. But we enjoyed the incredible view for a few minutes with Harry holding me against him in a tight cuddle.
He also got us into the top floor of a famous New York City landmark — the Flatiron Building. My darling idiot wouldn’t be satisfied until I handed him all my clothing and ran all the way down its long hallway and back. I was rather nervous, wondering if any of the many doors would swing open, even though it was late at night. But when nothing happened, a rather disappointed me decided to repeat that hallway journey, but this time strolling along, rather than running. Still no doors opened and no heads popped out to see my nude body as I strolled along looking nonchalant. But this stroll was a lot more thrilling than that first quick run had been. I had time to savor what I was attempting, and Harry got to savor watching every shift of my buttocks as I walked along.
The most memorable event took place in the hidden level inside the golden tower atop the New York Life Building. It was memorable because after Harry disrobed me completely, he commanded me, “Ruth, lie down on your back.” After I obeyed, he continued, “Now reach down with each of your hands and grasp your corresponding ankle.” In that weird position, I could only easily do that by bending my knees to reach my ankles. “Good… stay just like that.” He then proceeded to tie my forearm to my shin and my elbow to my thigh on each side, trussing me up well. The only way I could be comfortable, restrained like that would be if I let my knees fall out toward either side, which gave Harry an obscene look at my pussy, of course. So when he also undressed, I assumed he was going to fuck me like that.
I was only half correct.
Because after he lubed up his erection, he unexpectedly pressed the now slippery head of his cock right against my anal opening and started to press inward!
I didn’t want to shout, since we were in a restricted area on that hidden floor, so I merely hissed, “Harry… that’s the wrong hole!”
He leaned over and gave me a very sweet kiss and whispered, “Tonight, it feels like the right one to me, Ruth.” He pressed a little harder and my eyes widened in surprise. I’d heard of anal sex, of course, and I admit I was curious about it. And how many women can claim that their anal virginity was lost while they were tied up inside the golden tower atop the New York Life Building? I figured it had to be an extremely exclusive club! That all flashed quickly through my mind, and I decided I’d better try to learn how to relax that naughty sphincter muscle.
So Harry was trying to push inside my tight, puckered hole, while I was trying to somehow work the muscle to open it and allow the entry. Gradually, I felt that opening being stretched more and more as larger and larger areas of the cock’s head were gaining a foothold in my tight back door. I was grunting and groaning as ripples of pain shot from my ass to my conscious brain. But suddenly things eased, because the entire head had worked its way through my tight anal ring, and that anal ring relaxed somewhat as it closed around the narrower crown where the head attaches to the shaft of the cock. I took several deep, relaxing breaths, thinking the worst was over. That is, until Harry now eased the entire length of what felt like a hot steel poker up into my ass. It was his hot erection, not a poker, but, panting, I had to relax even more to accept this penetration.
After giving me a chance to get used to the large object that was his cock going what my mind labeled as the wrong direction in my back tunnel, Harry started to pull back out, making me sigh. Then he reversed direction going the ‘wrong way’ again. It took several strokes of his cock in and out before my mind gave up trying to label the directions. It helped that as he was now fucking my ass, Harry was also distracting me in a marvelous manner by diddling my clit, and even finger fucking my pussy! Soon I was moaning with heightened arousal and after a heroic effort on Harry’s part, I erupted. I don’t know if my climax was due to my ass being fucked, my pussy and clit being fingered, the look of loving lust in Harry’s face, or the fact that I was tied like this with both of my lower holes so exposed and vulnerable. But I came, hard, for the first time in my life with a cock in my ass. And a few minutes later, I felt my rectum bathed in hot semen for the first time! Those were only the first times of course — Harry and I have done it a lot more since then. Still, I can never look at that golden tower without blushing fiercely now, and I wouldn’t trade that experience for the world!
I could mention that Harry knew a guy that had one of the few residential spaces in the Rockefeller Center — way way up in the sky. But he only took me there when he was going to water his friend’s plants when the guy was out of town. OK, OK… and after the plants were watered we did strip each other, place a large beach towel down on the floor and were very good at sharing. First, I rode his cock with me on top until I came. Then we rolled over and he got on top and he fucked me until he spewed his semen deep inside me. In a way, that was our equivalent of the ‘Mile High’ club, and we wanted to make certain that we both joined.
In fact Harry has lived in NYC all his life and showed me many shops that sold toys and clothing that further fed my interests. He even showed me how to get to the base of the TV tower that I always wondered about. He cuffed me naked and left me there ‘alone’ for over twenty minutes. As I waited, I heard several strange sounds that were both frightening and titillating. Later Harry confessed that he’d moved around out of sight and created those sounds for my amusement. He got both swatted and kissed for that confession.
The next time you see a picture of the Empire State Building, think of me up there, helpless. If you have an excellent imagination, try visualizing Harry being there with me. Imagine him grabbing my naked body and holding me firmly over his knees, swatting my bare ass repeatedly with a paddle or his bare hands. Imagine me, thrilled by the humiliation of being spanked by him, humbly kneeling between his spread knees, my mouth sucking on his cock and his balls. I’m sure you can see in your mind’s eye how I get him so aroused that he starts fucking my tits, and then fucking my mouth until he ejaculates into my mouth and throat. And me submissively swallowing his delicious cum, sucking to pull out the last drops from his dick. And then licking his cock and balls until I clean up every bit of his seed, leaving the cock and balls polished as they gleam with my saliva. I especially like doing this when Harry ties my hands and legs in various ways that restrain me, and all I can do is bob my head as I suck at his manhood. That never gets old — always thrills me and gets my heart racing as the butterflies flutter inside my tummy!
Recently, he asked me to marry him. I readily accepted, and we’re now a happy couple with continuing sky high secrets. I’m so glad I got my New York job, especially since there are so many skyscrapers that Harry and I still haven’t explored!