Men Wearing Panties, Pantyhose, And Lingerie
Submitted Stories
Title: The Boss
Back in high school I had a part time job working at a thrift store. This was in 1980 and at my sexual awakening I guess you could say. I had been into womens panties since I was around 11 years old and enjoyed them emensely. By my senior yesr I was a full blown crossdressing slut. I couldn't get enough of it. But up to that point had only been with one guy. Anyway, my boss at the time was an older man, he was 55 years old at the time, a little heavy set, but somewhat attratcive. I would always wear something sexy under my regular clothes to work, thinking no one would ever know. One night we were getting ready to close and he asked if I could stay behind to help with the inventory and I said that I could, so he called my parents and told them that he would give me a ride home when we were finished. With that he told me to go up front and secure the store and then come back into his office so we could get started. After I lock up the store I head back to his office and he is sitting there naked rubbing his cock, he looks at me and asks "what sexy outfit do you have on tonight"? I say "I don't know what you're talking about". He the tells me he has seen my panties when I'm bending down putting stuff on the shelves. Standing there with a look of surprise and panic on my face, he asks me again. I tell him, green satin panties, white bra, black thigh highs. He says he wants to see and tells me to remove my clothes. Looking at his hard cock I know that I want this badly, so I take off my jeans and tshirt, showing him my sexy outfit. He then opens a desk drawer and pulls out a short skirt and blouse and tells me to put them on. I put on the short plaid skirt and black top and he walks over to me and starts to kiss me. Shoving his tongue down my throat. I reach down and start stroking his erect cock while he slides his hands up under my skirt and rubs my panty covered ass. I drop to my knees and take him in my mouth, savoring his salty precum. I take him as deep as I can, he moans his approval, grabbing the back of my head, forcing me down farther on his cock. He pulls me up after 15 minutes of sucking his hard meat and sits me on top of his desk, not even clearing it off, just puts me ontop of all his papers, I glance over at a picture of his wife and I tell him that I am going to fuck him better than her and he says "I know". He hikes my skirt up a bit, slides my panties to the side and starts to slip his cock into my awaiting ass. I moan in pure sexual extasy as his balls hit my ass, pounding in and out of me. I wrap my legs around him, pulling him deeper into me, moaning loudly, not caring if anyone could hear in the stores next door. I then tell him I want to fuck in the storefront window, he looks at me with a surprised look on his face and ask's me if I was sure. I said "yes, it is 1130 pm, no one should be around". So he pulls out and leads me to the front, I lay down in the window, spreading my legs and he dives between them shoving his cock to the hilt. Twenty minutes goes by and I see the security car drive by, he parks across the lot, pointing directly at the window, lights off. We keep fucking, too caught in the moment to even care. A few moments go by and all of the sudden the security gaurd is standing infront of the window, cock in hand stroking away. He is an older typical security gaurd, around 65 just living out his retirement years I suppose. He cums on the window almost instanly, smiles, zips up and walks away. I tell my boss to stop for a second, he pulls out, asks if everything is ok and I said yeap, get up, unlock the door and go out and lick the cum off of the window. I go back in and we return to fucking almost instantly, my boss telling me that I am such a dirty little slut and I just smiled. I tell him that we better hurry up and he agreed and asked if I would eat his cum too. I said "most definately"! He pulls out of my ass in starts to jerk his cock infront of my open mouth and suddenly he shoots a huge stream of cum right into the back of my mouth. I immediately take him into my mouth and milk him dry, feeling his cock pulsate as he shoots a large load of steamy jizz into my mouth. We had a wonderful relationship and I even hooked up with the gaurd out in the parking lot on a few nights, before and after fucking my boss.
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