by luvnursox
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These days, it seems people are just happy to have a job in general. I myself hadn’t been working for months after the whole mortgage crisis. So at this point I was looking for almost anything to get me back on my feet. I never thought that being just an assistant would take me places…
I began working as junior assistant for 3 executives at a local marketing firm in downtown Chicago November of last year. Not exactly my area but I needed a job. I pretty much did everything and anything any they asked me to, whether it be booking flights, scheduling appointments, making coffee, you name it I did. 3 months ago, I was moved to another account manager to be his full time assistant because his original one left the company.
Needless to say I was ecstatic because it was a step up from junior assistant in less than 1 year, but also I would only be doing work for him, and not 3 different people so less stress. When I found out I went over to his office to introduce myself and as I walked through the door of his office, there he was, one of the most handsome clean cut men I’ve met in a long time. Derrick, 37 about 5’11 and built like a model out of a catalog. He had on a heather grey suit and light yellow shirt. Very handsome and well kept. I must have stood there for a few seconds staring at him up and down because I didn’t even notice him ask me to sit down.
As we sat down in his office, he faced and crossed his leg over, and as his pant leg raised a little, I noticed he was wearing these great patterned brown/yellow gold toe argyle socks inside of some very nice tan cordovan lace up shoes. I recognize the socks anywhere, very distinct pattern since I own a few pairs of those myself. Anyway, we talked and he told me what he expected and that he would be depending on me to be his backbone and keep him organized. That’s pretty much all I caught during the conversation because I couldn’t take my eyes of him flicking his foot while we talked. I kept wondering what his socked feet smelled like in those nice shoes. If the man looks this good as first impressions go, I can imagine what’s underneath would be even better!
So things were going well as the months went by, he’d have me pick up his laundry, schedule appointments, anything a typical assistant would do. But 3 weeks ago is when everything turned for the better. We’ve been working on landing a very large client for the last 2 months and 3 weeks ago was our first big meeting with them. We were working so late one night preparing the presentation for the next day that we never ended up staying in the office that night.
As you can imagine I would have hoped for something to develop that night, but I wasn’t that lucky, not even to see him walking around in his socked feet and sneak a sniff at his shoes. But the morning he was to give the big presentation, he was coming back from breakfast a little late and on the way back, he stepped in some wet concrete outside of our building, pretty much messing up his nicely polished black captoes. He called me into his office and asked me to help him clean his shoes off His presentation was in 15 minutes and he started to panick, he wanted everything to be pitch perfect. Presentation is everything in this industry so he couldn’t go in there with his shoes messed up. We went into his office sat him down on the couch in his office so he could relax for a sec and I lifted his foot and tried to wipe off as much of the mess as I could, but it just kept smearing. I told him I was going to take his shoe off to try clean it up while he gathered the presentation.
I unlaced his right one and took it from him, got up and ran back to my desk and as soon as I was out the door, I held the Johnston and Murphy captoe to my nose…it was amazing!!! The perfect mixture of leather scent mixed with sweat from a clean but slightly odorous foot since he had been in them an entire day already. I got hard as a rock in a 5 seconds flat it was so good. I tried wiping it off but it was already drying as it smeared.
I walked back into his office and told him, let’s change shoes and he could wear mine during the presentation. And while he was delivering it, I would get his shoes cleaned. He said ok, and proceeded to take off his left shoe and he handed it to me. I slipped mine off and gave my lace up KC’s to him and I watched him put them on. His black gold toe ADC socked feet slide right into my shoes and he laced them up.
I couldn’t believe his feet with in my shoes! Man I could have shot a load right then and there. As he left for boardroom, I stayed in his office to straighten up and once he was out the door, I held his left shoe up to my nose and the warm moist scent of the JM captoes and the leather just made my job 10 times better that day that I went to the men’s restroom and jacked off in the stall. I came so hard smelling the shoe that I was practically exhausted. Afterwards I left to go to the shoe shiner downstairs to get these bad boys cleaned.
2 Hours later, I was back in my office and he came back looking confident and handsome as he always does. We walked into his office and said we’ll see what happens. I told him, I had his shoes cleaned and polished and was ready to give them back to him. He said luckily his feet fit into my shoes otherwise it would have been bad looking un-presentable to the clients. I slipped his shoes off and he sat down and started to take mine off. He handed them back to me and they were so warm! I jokingly made a comment about them being a little smelly as he gave them back to me, and he said, “sorry about that, my feet get sweaty when I’m nervous. I hope you didn’t find my shoes too moist or stinky when you had them on and got them cleaned.” I brushed it off as if I didn’t notice but in my mind, I hoped to get them again like they were that day LOL.
Friday rolled around and we finally got the call. The client had agreed to work with my boss and our firm. It was a pretty big victory for us since they exclusively asked to work with my boss only. After all of the hard work, my boss and I decided to go out for drinks to celebrate that night. It was hard work, long nights and days well spent, and we knew our work was just beginning. 11pm rolls around and we must have lost track of time. We were practically hammered. I live a few blocks from work in an apartment while his house was up in the burbs.
He was in no condition to drive home. I told him he’d have to take a cab home, or he could crash at my apartment. So he decided to just stay over. At the time, I was so drunk the thought didn’t cross my mind as we walked back to my place…probably because I practically dragged him and carried him back and up the stairs to my place. As we got in, I brought him into the living room and threw him down on the couch. I went to get him some water and he was mumbling some nonsense that I couldn’t understand.
When I got back he was almost passed out. I tried to wake him so he could get undressed but he wasn’t budging one bit. He was wearing a black suit white shirt and his famous JM captoes and gold toe socks. I took his jacket off, pulled his shirt up and unbuttoned it. But then I got down to his shoes, and then that’s when it hit me. I have this amazing man in my apartment drunk and still looking great! Before I took them off, I kept saying his name as if to try and wake him up, “Derrick, Derrick?” nothing. I shook him a little, almost no response, he was out like a light.
Surprisingly, being drunk I can still remember what was going through my head at the time, if he caught me, I’d be dead, my job that just started getting better, the ridicule if people found out at the office. I contemplated it in my mind over and over there for a minute but it was just way too good to pass up. The only thing that kept registering was the day before when I had his shoes in my hand and that scent of leather and sweat in a good shoe. That thought alone pushed me to try. I started to unlace his right shoe and slipped it off his feet. I smelled the inside and it was just as ripe and good as I remember. Instant hard-on scent. But even better, was the scent in between his gold toe socked feet.
I put his toes up to my nose and inhaled deeply. MMMMMMMM is all I can say to describe it! Even better than the shoe. The moistness of his socked toes against my face felt so good! I could see the outline of the moistness of the worn socks on his toes. Good and ripe, not rank, but just the perfect scent. It drove me crazy!. As I did this he flexed his toes and I freaked out thinking he was going to wake up but thankfully he didn’t. I went to town on his moist socked feet., putting his toes in my mouth, I could taste the moist sock fibers on my tongue as I lashed it between his toes. They were already moist, but I wanted them wetter.
Nibbling on the tips of his socked feet tugging the sock a little I could feel the tip of his toe nail through the sock on my lips. You know there isn’t a distinct taste to a moist socked foot, but the scent is what made it so good. Even after 15 minutes on just his right foot, they still smelled amazing regardless of my sucking on them like I was a baby to a bottle. I had unzipped myself and stroked myself a little because the pressure built up in my pants was so great I had no choice.
I proceeded to take off his left shoe and was anxious to get those toes against my face. The heat from his sweaty feet felt good as I inhaled the moist socked toes against my nose. I was so hard, I placed him captoe shoe over my cock, I could I feel the heat inside the shoe surrounding my hard cock, I almost wanted to fuck it. 20 minutes had gone by at least of me playing with his left foot, and not 1 budge or shift from Derrick. I was lost in the fun also I guess. Being in the closet, opportunities like this do not come often. I decided to take a chance and moved my way up to his pants. I wanted to see it, and even touch it.
I swear that was the extent of it. I took his shoe off my cock and as I made my way up, positioned myself to have my cock rubbing against his left foot. I know the pre-cum was wiped against toes. I decided to go for it. I wasn’t expecting anything out of it, I just wanted to touch it, and see it. I unzipped his pants and put my hand inside and grabbed his cock. It was semi-hard!!!! I wonder how much of me being at his feet made him hard!!!!!! I took it out of his pants and it was nice and cut. I swear everything about this man was perfect and just right, you could call me goldilocks. I decided to suck it and as I put my lips on it, I felt his toes flex out. I stopped for a second thinking he was waking up, but nothing. I went back down on him, and as I sucked him and he got harder, I started fucking his left foot. I decided to stop and reposition his feet to be covering my cock in between bottoms of his feet.
I moved back up and continued to suck him as I fucked his feet. I was enthralled, feeling my throbbing cock in between his socked feet. I kept going for a few minutes and harder and harder when I was about to cum I stopped so I could make sure I wouldn’t cum on his socked feet. But apparently not fast enough…I moved in time just to shoot a little on his big toe on his left foot. The rest hit the floor and the tops of his shoes. I decided to clean up and get some towels to wipe up the mess I had made. I wiped off the cum off the floor, his socked foot, and his shoes. I went back up to his cock and noticed some cum on the tip of his cock. I went for it and licked it up. It wasn’t much but it was just pre-cum either. I put his cock back in his pants and zipped him up and let him sleep.
The next morning, I woke up and he was just waking up also. I had been a little concerned that he knew something as he woke up. I went into the living room and brought him some coffee. I asked him how he was doing and he had a massive hangover. I gave him some aspirin and water and we talked for a bit. I asked him, “do you remember anything last night?” he said, “not really. I remember the bar and that’s really about it.” “Really? Nothing else?” “nope nothing. I am guessing you had to bring me back here huh?” “yeah, you were in no condition to make it home on your own so I had to.”
He then got up and went to the restroom to fix himself up. Thank goodness he doesn’t remember anything. I can’t believe he doesn’t remember a thing with me at his feet that night. Part of me thinks that he had to know or feel something for him to cum even just a little. It kills me to wonder what he knows and if it will ever happen again. Since then, no other nights like that have happened. But he does have his shoes off more often in the office when I go in there. I catch the occasional toes flexing as he props them up on his desk.
He never used to do that before … I guess I won't find out until the next big client comes along that he tries to land!
