14 comments/ 24172 views/ 20 favorites Office Secret By: bullockhall I am a bisexual male who enjoys crossdressing in private. Nobody in my office knows my secret, and I planned to keep it that way. Suits and ties during the week, lingerie and stockings on the weekend. Lately I've begun wearing panties under my suit to enjoy the feeling all day. When I woke up this morning I was feeling naughty. It was Monday morning. I'd been dressed all weekend, my legs were shaved, and I wasn't ready to give up the feeling. After I showered and shaved, I looked in my underwear drawer and sighed. "Oh, what the hell." I said aloud, and closed the drawer. I opened the drawer below it and gazed at my lingerie collection. Selecting a beautiful black lace teddy with a thong back I held it up to my chest and admired my reflection in the mirror. I chose matching thigh-high stockings and sat on the bed to get dressed. I slid the stockings up my legs, then stepped into the teddy, adjusting the straps on my shoulders and feeling the thong slide between my ass cheeks. Sadly I covered my lingerie with a boring old suit. I'd miss my makeup and high heels, but this was better than nothing. I walked into the office, greeted my coworkers, chatted about the weekend, and settled down in my ofice. I was supposed to be working on a project with friend Tony who had the office next to mine, but Tony was late. Tony was always late. He was a few years younger than me, and handsome in a rugged sort of way. I had a little crush on Tony for years, so I never mentioned his tardiness. He worked late and was good at his job, so it evened out. I hung my jacket over my desk chair and started to work. About an hour later Tony flew in, dropped his jacket and briefcase on his desk and popped his head into my office. "Let me grab a coffee and I'll help you get started on that project." "Almost done." I muttered to his back as he scooted away. I needed one more file to finish the project. It was stored on the top shelf behind my desk. I reched up for the file but it was above my head. I grabbed the visitor chair, stood on it, and reached as far as I could, standing on my toes. "What the hell? What's that?" I turned at the sound and saw Tony standing in my office door. He was staring at my waist. I looked down to follow his gaze and realized my shirt had pulled out of my pants and my teddy was showing. I jumped down off the chair and quickly tried to tuck my shirt back in. "Sorry, sorry, it's nothing." I stuttered. " No.....it's not nothing." Tony replied. He put the coffee down and closed my office door, locking it. "Show me!" he whispered. "I don't know what you're talking about." I stammered. "Let's get back to work." He walked right up to me, pinning me against the bookcase. "No, show me." he whispered. I was stunned at his response. I stared into his eyes, six inches from mine. "Please." he whispered. I felt like I was in a trance. I reached down, pulled my shirttail from my pants and lifted it up. The waist of my teddy was showing. It was very high cut, and the lace trim showed where it crossed the top of my hip. Tony ran his hand softly over the lace and slid his finger under the edge and across my skin. I shivered. He took my shirt in his hands and began undoing the buttons. When he opened the last button he pulled my tie off and dropped my shirt on the floor. Tony ran his hands over my chest and down my sides. I moaned, and felt like I was melting. He leaned in and whispered in my ear, "Can I see the rest?" My hands were shaking as I undid my belt and dropped my pants to the floor. Tony ran his gaze over my entire body. "You're so beautiful." he whispered as he took me in his arms, his hands running running down my back and coming to rest on my bare buttocks. It was Tony's turn to moan as he pulled me to him. Our lips met, and we kissed. Our tongues danced in each other's mouths as I wrapped my arms around his neck. He rubbed his groin against me, my erection threatening to tear through the flimsy teddy. Tony wrapped his hands under my butt cheeks and lifted me up. I wrapped my legs around his waste and he carried me to the desk. Laying me down he kissed his way down my body, stopping at my throbbing erection. He kissed his way up and down my hard cock, then pulled the bottom of my teddy to the side. My cock sprung out, precum dripping down its length. "I want you." I whispered. Tony smiled, and began undoing his belt buckle. Suddenly the door handle of my office jiggled. Thank God it was locked. Kate, my assistant, banged on the door and yelled "Staff meeting in 5 minutes!". Tony sighed, redid his belt buckle, and kissed me. "This isn't over." he said and winked at me as he opened my door and stepped out...... Office Secret Conclusion In the opener of this story, my work friend Tony discovered I was wearing lingerie under my work clothing. Instead of being repulsed as I had feared, Tony was aroused and began to express his romantic interest in my office. Unfortunately, we were called into a staff meeting and nothing happened. This is what followed. I sat through the long, boring meeting listening to an assortment of speakers drone on for hours. I barely heard what was being said, all I could think about was what had happened back in my office. Had I made a terrible mistake? Was Tony's interest real, or was he playing with me? I nervously glanced in Tony's direction. He was looking directly at me, a smile playing on the corners of his mouth. I quickly looked down at my notes on the conference table while squirming in my seat. I felt the thong of my teddy slide across my bum, the lacy front pull tight across my groin. I couldn't help it, but I was becoming hard again! I looked at Tony again, and his eyes seemed to be laughing. He winked, and I quickly looked down again and began drawing random squiggles on my notepad, afraid to make eye contact again. The meeting mercifully drew to an end, and everyone began collecting their papers and heading back to their desks. Before we exited the room, Tony announced to everyone there, "Big football game tonight. Anyone want to come over to my place and watch it?" Nobody seemed to want to go to Tony's. "Not tonight buddy." "Sorry, im going to be busy." "Maybe next time!" Every filed out of the room, giving their excuses, until only Tony and I were left. "Looks like it's just us two." He smiled. "Bring some beer...and dress sexy!" He walked out of the room. I walked back to my office with my head swimming. Should I go to Tony's? Of course I should! Should I play it straight, or dress for Tony? Stupid question. After pushing papers around my desk for most of the afternoon, I had made up my mind. I told my assistant that I had to leave a little early to meet a client and headed home to get ready. I raced into my house and stripped naked. I took a long, hot bath with plenty of bath oils and shaved my entire body. When I was hairless, I rubbed lotion all over so my arms, legs, arms, face, and especially my naughty bits were as smooth as silk. Then sitting in front of my mirror I began my makeup. I spent an hour working on my face. Foundation, concealer, rouge, lipstick, eyeliner, and eyelashes all had to be perfect. I learned long ago, you can do makeup fast, or you could do it right. I did it right. Finally I pulled on my favorite wig, the one with the wavy, shoulder length hair. I looked in the mirror. Almost perfect, definitely passable. Now to get dressed. I went to my closet and looked at my collection. Tony asked for sexy, I will give him sexy. I chose a beautiful black and red corset bustier. Red silk in the body, and black cups and black lace trim. The corset pulls my waist into shape and accentuates my hips. The attached cups are padded and give me a more womanly profile. I stepped into a garter belt, and slid on sheer black stockings with a thin red pinstripes to match my bustier. Tiny black see through panties and my favorite 4" black patent leather stiletto heels complete my lingerie. I take my favorite little black dress out of the closet and hold it in front of me as I look in the mirror. It is going to be cold tonight so I'll be wearing an overcoat. No one will know if I'm wearing the dress or not... "Lets blow his socks off!" I drop the dress back on the bed, pull my overcoat on over my lingerie, grab my handbag and a few essentials and head out the door. I walked up the path to Tony's townhouse, my heels clicking on the sidewalk, a sixpack of Heineken in my hand. I rang the bell and waited. The door opened and Tony looked out, a confused expression on his face. How about that! He didn't recognize me! I handed him the Heineken. "You told me to bring beer." His look of confusion changed to a look of shock as he realized who I was. A grin spread across his face. "Wow! Thanks for the beer. What else did you bring me?" I unbuttoned my coat, peeled it off, and draped it over his outstretched arm. I stood before him, visible to the entire neighborhood, wearing only my skimpy lingerie. "Me." His expression turned back to shock as I walked past him into his house. He quickly looked around to see if anyone had seen us, then followed me into the house and closed the door. He put down my coat and the beer and turned to me. "You...you look..." "Beautiful?" "Yes!" "Sexy?" "Oh, yes!" "Desirable?" "God, yes!" I walked over to him and put my arms around his neck. Surprisingly, in my heels, I was taller than him. "Good. Because I wanted to be beautiful, sexy, and desirable for you." I lowered my lips to his and we kissed. I pulled him tight to me. Tony wrapped his arms around my waist and did the same. We kissed for what seems like hours. When we finally broke the kiss I was short of breath. "Wow!" Tony whispered. "Yeah, wow!" I gasped. "Buy a girl a drink?" "Sure, sorry." Tony stammered. "Beer, wine, something else?" "Wine please, sweetie." Tony walked uncomfortably to the kitchen, the front of his pants tenting noticeably. I went into his living room and sat on the couch. Tony returned with wine for me and a beer for himself. He sat next to me and I snuggled up to him. We sat quietly, sipping our drinks, enjoying each other's company. Tony finally broke the silence. "I can't believe how incredible you look. I've always been attracted to you, I just wished I'd have known more about you." "You've been attracted to me? I've been in love with you since the moment we first met." Tony looked surprised, but smiled and leaned in for a kiss. We made out like teenagers, our hands exploring each others bodies, our tongues exploring each other's mouths. I climbed onto Tony's lap and continued kissing him while rubbing my silk clad ass across his rock hard erection. He moaned and ground himself against me. Breaking his grip, he whispered, "Do you want to move to the bedroom?" "Yes, baby. Anywhere you want, anything you want." Tony stood, took me by the hand, and led me to his bedroom. He stood next to the bed and I undressed him. I removed his shirt, and ran my hands over his hairy chest. I removed his shoes and socks, then undid his belt and zipper. I pulled his pants and underwear down and he stepped out of them. I was on my knees, and the man of my dreams was standing in front of me, naked, his hard cock throbbing and dripping. Well what would you do? I pulled him to me and took him in my mouth. Mmmmm, he tasted so sweet! Tony moaned as I ran my tongue around the tip of his cock then down the length of his shaft. I could have spent all night doing this but I had other plans for him. Pulling away, I planted a kiss on the end of his cock and stood up. I gently pushed Tony back onto the bed. He sat, my crotch right in front of his face. He reached out and took my panties in his hands and slid them down my legs. My hard cock bobbed in front of me. I stepped out of the panties and grabbed my handbag. Removing some lube from the bag I greased up his erection, then myself. Climbing onto the bed I straddled Tony and took his cock in my hand. I rubbed the tip along my greasy ass crack, the circled my hole. "Yes." Tony moaned. I slid the tip of his cock an inch into my hole and eased it out. Back in a lttle more, then back out. His girth stretched me, but not painfully so. When he was about halfway in I released his cock and slowly sat down on him. Now it was my turn to moan as Tony's big cock filled my ass. I rocked back and forth, his cock sliding in and out of me. Tony pulled my face down and kissed me hard as our rythm got faster and faster. Tony began bucking his hips, and I slipped off him, his cock slipping out of me with a plop. I felt so empty! Rolling over, I lay on my back and spread my legs, my arms out to Tony. "Fuck me baby, please fuck me!" Grinning, Tony climbed on top of me, his hard cock gliding easily into my waiting hole. I wrapped my arms around his neck and my legs around his back as he furiously pounded my asshole. "I'm cumming!" Tony yelled, and tried to pull out. "No! I want you inside me!" I moaned, and held him tightly. Tony shuddered, and with a loud moan exploded in me. I felt his warm semen filling me and dripping down my ass. It was more than I could take, and with my own moan came too, my seed squirting all over our already slick stomachs. We lay there like that for a long time, sweaty, sticky, and exhausted. I awoke the next morning in Tony's bed. My head was on his shoulder, my lingerie scattered around the room. I don't know what time we finally finished our lovemaking and fell asleep, but it was late. We never did watch the football game.