The Answering Service free porn video

The Answering Service ? by: Ricky Hey, we're not in a recession! It says so on the news and of course I believe it. I get to listen to the news a lot lately, because the only job I can find is answering phones. "Hello, Doctor's office." "Hello, Mr. Pint's Emergency service." "Hello, Dale Plumbing." There's plenty of time to listen to the radio on the night shift. Actually, it isn't a bad job, in fact the training was a blast. I was the only man among six woman while I learned the ropes, Jenny, the boss, even joked about the 'token male' when she hired me. I got a kick out of being 'one of the girls' as it were. After they got to know me we chatted and joked and complained without those little embarrassed pauses that first occurred when they realized a man was listening. You've probably figured out that I'm a crossdresser, not that it would take a psychic to figure it out, and I loved it. It was the next best thing to being dressed. Once my training was finished I was moved to the midnight shift. The office is hidden in a small, suburban plaza and I suspect the boss was pleased there would be a man there at night. I'm afraid I inspire that macho image, much to my regret. I'm a big guy, over 6 foot and built like a linebacker. My Mediterranean heritage has endowed me with a 5 o'clock shadow that kicks in about 11AM. I swear there's a gorilla in my lineage because I have enough hair on my arms and chest to make a couple of wigs. Sometimes I curse the fates that made me want to wear dresses, but hey - it still feels wonderful no matter how I look. My apologies to all of you who want your fantasy crossdressers to magically turn into beautiful women, but I'd need a fairy godmother with about 2 metric tons of pixie dust to transform me to a believable woman. So anyway, it was just Carol and me in the office for the second shift. Once again I have to apologize, Carol isn't a sex goddess, she didn't come on as a nympho. Hell, she seemed perfectly normal, a good looking body; small tits, good hips, short hair and pleasant voice. For the first couple of weeks she was just a co-worker. We became friends as we talked during the slow times, but nothing more. She was divorced, had a couple of grown kids and loved Bluegrass music. One evening Carol came in with a grim look on her face. She just grunted at me instead of her usual happy smile and sat down in her chair. She kept to herself as the evening shift took off and just sat there not saying anything unless she was answering a call. She wouldn't talk, and somewhere around three in the morning I couldn't take any more. "C'mon Carol, what's the matter?" I had to beg and plead a little, but she had to talk to somebody and I was there and receptive. The upshot was she was incredibly frustrated with her parents. They had just learned from a 'friend' that her grown son was gay, and it hadn't gone well. She had learned to accept him as he was, but there had been a great dustup just before she had to come to work with shouting, recriminations, threats involving wills and... well you get the picture. Naturally, this crossdresser's curiosity was instantly aroused, but Carol needed help. I stood behind her and began to gently massage her neck. She was about as tight as I have ever felt and for a few minutes she resisted. I flatter myself that my hands are irresistible, and it wasn't long before I felt her relax a bit. I worked my way up and down her neck a couple of times, then started to encourage her to talk about son. I kept rubbing, kneading my way down her back as she poured out her story. She told me about her ex, how she had raised two kids without help, her guilt when her son came out, how she learned to accept her son as a gay man with a partner who turned out to be a very likable person. I don't remember quite when, but somewhere along the line she was in my lap and holding me tight. I felt her tears begin to dampen my shoulder as I caressed and soothed her, speaking gently, encouraging her to let go of her anger and frustration. It was so gradual that we hardly noticed when the touching became erotic. I think I first realized what was happening when she began to nibble my ear. I noticed that my hands were under her T-shirt and playing with her bra strap about then. Since she was sitting on my lap, I had no doubt she recognized my interest in her, so I unhooked her bra and pulled up her shirt. Her breasts were firm under the utilitarian white bra she wore. I cupped one in my hand and felt the warm, pliant weight in my palm. Her nipple was crinkled and as I watched it began to grow. I drew my thumb over it and she let out a moan. I worshiped at her breasts, drawing one to my lips and kissing it gently. She had a light, salty taste and I played my eager tongue around the dark skin of her aureole. She leaned back so I could get a better position and I began to flick my tongue over her erect nipples, slowly at first, then raising the tempo as she encouraged me. I felt her flesh fill my mouth as I sucked on her breast, cool against the warmth of my mouth until my heat flowed into her. She had started to squirm in my lap as I licked her until she was about to fall off. Placing her on the soft carpet I pulled down her pants and settled my face between her legs. I paused to inhale her fragrance and just then the damn phone rang! I groped for the headset and handed it to her, pushing the button on the console. "Hello, answering service..." As she talked I proceeded to brush aside her sparse pubic hair and reveal her damp cunt lips. I played with them a little as she spoke, not too actively, though, it wouldn't do to have the customer suspect what was happening. As she said, "Goodbye" and I dove into her muff. I hadn't been able to inhale the sweet scent of a woman in so long it was almost like the first time. I was heady with the aroma and breathed gently on her swelling pussy lips, stirring up a fresh wave of her feminine perfume. She sighed gently when my tongue touched her crotch, still protected by a thin layer of her black curls. With long sweeps of my head drew my tongue along her slit, going deeper ever so gradually until at last I found the wetness concealed within her pussy lips. My tongue slid unerringly for her clit and I was rewarded by a sudden intake of breath. If I had thought her scent was delicious, the taste of her pussy was ambrosia. I slid my tongue over the sweetness of her body, savoring the soft, warm flesh. Each time I caressed her clit she moaned, and when dove into her love hole she began to thrust her hips upward into my face. As her wetness grew I gently began to suck on her clit, pulling the soft flesh of her cunt into my mouth and playing with it. That was what did it, she screamed and came, thrashing under me as I tried to hold on to her. "Close your eyes, darling. I have something for you." So OK, I didn't want her to see me take off my pantyhose and panties just then. I quickly shucked out of my clothes and felt my peter spring free, swinging gently and ready for action. She was still lying on the soft carpet so I knelt down and entered her. She was ready, and I slid in without resistance. She gasped as I slipped home and I paused for a moment to savor the silky heat that enclosed my throbbing penis. I withdrew slowly, taking my time as I my pole departed her wetness, then slowly plunged my peter into her again. She obviously liked this slow fucking, for each time I slithered home her rising cry accompanied my thrusts. Gradually the tempo increased until I was fucking for all I was worth. She was yelling at me to fuck her harder, and I did. The end came suddenly, I exploded inside her, my cum jetting as I continued to drive my rod in and out of her body until at last I could not continue. If it wasn't for the fucking phone I might still be lying there with my spent prick inside her, but ring it did. Since I was hardly in a condition to talk with the cum still dribbling out of my cock, she again took the message. She finished and hung up the phone then, wiping her sweating brow, she said, "I don't believe it! That was the most intense fuck I have ever felt, and I don't believe I managed to take that phone call without cracking up!" She sat up and gave me a hug. "I've never done anything like that before, you know." "That makes two of us, but it just happened so naturally. You are one amazing woman." I was going to say more, but I couldn't have been heard over her sudden laughter. She was pointing to my pantyhose and yellow flowered panties as they lay tangled in my pants. With a visible effort she controlled her laughter. "You have pretty good taste for a man, those panties are prettier than mine. You know what my dad was shouting this afternoon when we had the fight? He was demanding to know how I could have raised a son who wants to wear panties. The word 'sissy' came up several times, and here I am not two hours later getting fucked by a man who wears panties! Well, I sure as hell don't have to ask if you're gay. You're going to have to meet my son's partner, he looks pretty good when he dresses up for a night on the town." Whew! It may sound silly, but my relief overwhelmed me that I wasn't going to have to tell Carol why I was wearing panties. You'd think that after having just screwed a woman I had known only a few weeks on the floor of the office this wouldn't even rate a bump on the worry scale, but I had been was terrified of telling her from the moment my sexual haze had abated. Needless to say, we had plenty to talk about for the rest of the night. The next day I waited impatiently for the evening shift to leave, it seemed like forever before we were alone. Ironically enough the time stretched longer than usual while the girls gave Carol a ribbing because she was wearing a skirt tonight. "So, did you wear it?" she asked. 'It', of course, was my favorite bra. I lifted my sweatshirt to reveal the pale blue satin bra I was wearing. "Very nice! I hope you brought your falsies so we can enjoy it tonight." Just then the phone rang, and I had to talk for a while when I really wanted to go out to the car and bring in the bag with my breast forms and dress. The sacrifices one makes for gainful employment! Eventually the calls slowed down and I got my bag. I was about to go in the bathroom to change, but Carol stopped me. "After last night, do you really have to hide from me while you change?" Yeah, it did seem pretty stupid when she put it that way. I put my bag down on a table and took off my sweatshirt and started to unbutton my pants. "Here, let me help." She fished in my bag and found one of my breast forms. She giggled and played with it. "It even has a nipple, cool! She took hold of the cup of my bra and slipped the form in, it's twin soon joined it on the other side. My pants hit the floor to reveal the matching garter belt and panties. I stood there while she inspected me. What really surprised me was that I didn't feel the least bit foolish. No one had ever seen me dressed before and here I was showing off my lingerie to a virtual stranger without the least hesitation. She looked at the growing bulge in my panties and laughed. "I hope that you have a full skirt to hide that until we don't have to worry about too many phone calls. I intend to take shameless advantage of you now that I know how good you are with that pecker." I never thought I would be in a situation where I didn't want to put on a skirt, but part of me wanted to lay her on the floor and fuck her silly while the rest wanted to spend as much time in my skirt and blouse as I could. I shook myself, which elicited another giggle as my boobs bounced, put on my blouse, fastened my skirt and donned my wig. As much as I had wanted to bring it, I left the makeup at home. We both agreed it could be a problem removing it before the morning shift came in. The night passed in a whirl of conflicting emotions. I was very aware of Carol as a woman, I could hardly wait to make love to her again, yet I wanted to stay dressed in my skirt forever. Between being dressed and listening to Carol talk about what she wanted to do tome I spent several hours with my penis doing battle with the elastic of my panties. At the stroke of three Carol looked over to me and said, "It's time. Take off your panties and sit back down. I did, and saw hers drop around her ankles. She stepped out of them and knelt before me. Lifting my skirt she spread my legs and peered intently at my flagstaff, which was now no longer at half mast but fully raised. Her hand caressed my balls as they hung there, a touch as light as spun sugar, then her fingers surrounded my shaft and she began to slowly pump up and down its length. She murmured low noises as she played with my tool, slowly tickling my balls with one hand as she pumped my shaft with the other. I was relaxing to her rhythm, leaning back with my eyes closed and riding the waves of pleasure. Without warning I felt my cock hanging in the air by it's own weight, bereft of any contact. A rustle of clothing, a tug on my hair and suddenly my balls were engulfed in the warm cavern of her mouth. She sucked ever so gently as she played with my penis, toying with me; rapid, random touches of her fingers exciting me as she flicked my cock with her hands. I spent an eternity as she played with my manhood until once again my pecker protruded before me with no support. I opened my eyes and saw her skirt drop to the floor, then she climbed aboard the chair and settled herself over my throbbing member. She had hardly started to move when the phone rang. I cursed mightily but blindly searched for the headset and settled it over my ear. With a great effort I managed to answer the phone without heavy breathing reminiscent of an obscene phone call. While I talked she was slowly squirming around on my lap, working my frustrated pecker just enough to keep me hard. At that moment I hated all mothers of small, sick children, for not only did I have to listen to her I had to track down the doctor as well. It was a delicious frustration, though, with Carol gently riding my pecker for a good 10 minutes. Midway through waking the doctor I began to feel her love juices drizzle down the crack in my ass, my aching pole kept her on the verge of excitement by her slow, deliberate motions. At last the call was over and before I could remove the headset she grabbed the control of the chair and we bounced floorward together. Like straddling a bike, Carol's legs were in the proper position for a good, long ride, and ride she did. Each time she relaxed her legs and slid down my pole I felt my breast forms bounce in my bra, an incredibly erotic feeling. She was in complete control, I just hung on to the seat and enjoyed the ride. I felt that old feeling begin deep in my balls as my spunk readied itself for the outward journey. I warned her it was almost time and it redoubled her frenzy. Then it happened, my balls tightened, my eyes closed and I let go, filling her with streams of my sperm as she continued to ride my pulsing pecker. A few more bounces and she came with me, crying to the heavens as she clutched my spurting pecker within her. Once, twice more she rose to let my manhood partially escape, then she settled down with me buried deep in her slit until we were able to speak again. The night passed with no more excitement. Just before the end of the shift I reluctantly put on my street clothes and as we left in the dawn she nibbled my ear and whispered a promise to meet me at my place at four o'clock that afternoon, once we had gotten some well deserved rest. I really didn't think I would be able to sleep, Carol had arranged a double date for us with her son Keith and his partner Jackie. This was to be my public debut, with Jackie doing her level best to turn me into a drag queen for the evening. One minute I was so excited I was practically spinning, the next I was scared shitless at going out in public. Hell, I knew I couldn't pass. I was scared of being humiliated, but dreamed of feeling my skirt swirl and my boobs bounce as I walked down the street. With all this running through my head I lay in bed and was surprised to hear the doorbell ring. Damned if I hadn't fallen asleep anyway. Now usually the sound of the doorbell ringing while I'm in my nightgown is cause for a quick pang of guilt and a fast change, but this time I peeked out the window, saw it was Carol and opened the door. She grinned at me and gave me a big hug, followed by an equally enthusiastic kiss. I hadn't been wakened with a kiss in a lot of years, and it felt great. "So what do I call you when you're dressed? Somehow 'Luke' just doesn't cut it." "I use Lucy on line, so I guess that's good enough." "OK, Lucy, are you awake enough to show off your wardrobe?" Suddenly butterflies were in my stomach, what would she think of my taste in clothes? It seems silly thing to worry about after last night, but worry I did. I took her to my bedroom and let her look in the closet. "Lucy, you have very good taste. You certainly know what would flatter a woman your age. If you weren't so much bigger than me I would try to borrow that gold pantsuit." She pulled out my gypsy skirt, black with copious embroidery. "Perfect! Lots of color, but not flashy. You must have a favorite blouse you wear with this." She was right, it was deep blue with muted swirls of color, long puffy sleeves and a high collar. The material was just this side of see through, offering a tantalizing glimpse of bra as the material shifted. Sexy as hell, at least on someone a hundred pounds lighter than I am. Could I really wear that in public? "Gorgeous! Perfect!" she cried. Apparently I was going to wear it tonight. "I hope you have a really lacy bra to wear under this." Of course I did, so I got it out and showed her. "All we need is a pair of high black boots and we're done." Oops, the closet refused to yield up any boots, just flats. "So we go shopping on the way over to Keith's place, and I guarantee Jackie has enough jewelry to complement this outfit." I was caught up in a whirlwind, blown about the room as she helped me select stockings, panties and accessories and stow them into an overnight bag. I took off my nightgown and was about to hang up my sleeping bra when she said, "Bring them too, in case we end up at my place." I obeyed. I followed her out to her car. I followed her into the shoe store, wincing as I paid the bill, but determined to go first class tonight. I followed behind her at the makeup counter of a store I had never heard of as she consulted Jackie's list and handed me bottles and vials of makeup far beyond my drugstore experience. I followed her into a nondescript suburban ranch. I met Keith. I met Jackie. I ate some delectable middle eastern concoction while I got to know the two crazy people who were going to attempt my transformation. I was having the time of my life, Keith and Jackie were intelligent, funny, obviously in love and having a wonderful time twitting Carol about dating a crossdresser. I was unfailingly addressed as 'Lucy' as the conversation ranged from international events to family gossip. As we polished off dessert Jackie stood and looked at her watch. "It's about time to start, I think. If you're not afraid to share the bathroom with a flaming queen we need to make ourselves beautiful. Don't worry, Keith is my man and I'm not about to try and seduce you away from Carol. Besides, you're too old for me. You shower first while I get the makeup and my things ready. Be sure to soak your beard as long as you can stand it, but leave the rest of us some hot water, huh?" I took a shower, shaving my legs and arms and other assorted parts of my body. Get you mind out of the gutter, shaving down there is prickly and once in my youth was enough for me, thank you very much! I called out to Jackie that it was her turn. She unselfconsciously shucked her robe and stepped into the shower. I couldn't resist checking her out, and frankly I would still be willing to do something stupid, illegal or both to trade bodies with her. She was slim and graceful and I had no doubt she would never be read. And yes, I checked out what was between her legs, but I'm not going to tell you about it; this story is about my adventures, so you can just keep wondering. While Jackie showered I carefully shaved, then adjourned to the guest room where I slipped stockings over my newly shorn legs. I was stepping into my panties when Carol joined me and began to undress while I was dressing up. This was a good thing, because I never have been able to lace a boned girdle in back properly, I needed her help. If you have ever seen a Victorian woman being laced into a corset, you know what happened next. She didn't quite jam her knee in my back as she strained against the laces, but by the time she was done I had a modest waist and equally modest padded hips. Since I wasn't in much of a condition to bend she kindly attached my garters, then helped me put on my bra and slip in the forms. Jackie had warned me to stick to my underwear until my makeup was complete, joking about needing industrial strength foundation for my unfortunate' complexion, so I donned a fuzzy robe and sat down to wait. It was obvious that Jackie was serious about her own transformation. The makeup table took up quite a bit of their bedroom, with enough lights to grace a Hollywood marquee, dozens of little drawers and cubby holes and a near infinite array of bottles of mystic potions and powders. No cauldrons of frogs or eyes of newt were visible, but magic was clearly practiced at this altar. Jackie, towel around her hair and clad in a plain white terrycloth bathrobe, sat me down and turned on the lights. Suddenly I had stage fright, in the merciless glare I saw a middle aged man with fake boobs staring out of the mirror. How did I get into this situation. I had to be crazy! Thin I noticed Jackie, one hand on her hip and the other making limp-wristed motions in the air in the perfect parody of a stereotypical gay man. My panic vanished and I burst out laughing. "Lucy, if you intend to keep doing this you had better look into electrolysis, I'll never regret the time and money, it was worth it. Honey, if I can pull this one off, I'm a cinch for the Academy Awards. You, Lucy, will be my masterpiece." I really wanted to watch and learn how to do makeup right, but I found myself closing my eyes and drifting as Jackie plied her trade. If there is a quintessential feminine experience, it must be found in the beauty parlor. No ordinary male who eschews the joys of bra and panties will know how genuinely wonderful it is to simple sit there and have someone else fuss over you. I was the center of Jackie's attention as she spread mystic potions on my face. I was a completely passive receptacle, soaking in the attention she lavished on me without thought or consciousness. I responded to commands like, "Close hour eyes" or "Don't move now" with a unthinking trust, as Jackie brushed and puffed and powdered me. "Lucy, dear, I think you're ready. Give me the wig, Carol." Jackie settled the mass of soft, black curls on my head and tugged this way and that to settle it in place. "Not bad at all, if I do say so myself. Sit down, Carol darling, we wouldn't want Lucy to outshine my mother in law, now would we?" It was obvious that Carol hadn't been expecting this. Sometime during the proceedings Keith had joined us and he urged his mother to sit down take advantage of Jackie's artistry. "You know, I've never really been into the drag scene, but watching the three of you having such a good time I'm a bit jealous." At Jackie's pained look he quickly continued, "Don't worry, love, not tonight. Besides I'm not about to start shaving after all these years, you will continue to reign as the only queen in the family unless Lucy marries mother." When Carol had been properly painted Jackie shooed us out of the room to 'Give me some peace and quiet to get myself ready'. Carol and I helped each other into our clothes. She had chosen a black silk pantsuit embroidered with subtle stitching that showed off her slim body very nicely. A red scarf provided a splash of color. She handed me a pair of three inch gold hoop earrings (yes, my ears are both pierced) to go with the gypsy skirt I wore, and before long I jingled when I moved as the gold bracelets on my wrists sounded their melody. I tied on a black silk scarf and we waited in great anticipation for our companions to emerge. Jackie was stunning; seething masses of tight, golden curls, a long, flowing, tiger striped caftan and heels high enough to support a skyscraper. From each ear dangled what had to be a tiger claw, matching the gold necklace of claws that accented her bosom. Not to be outdone, Keith was resplendent in a sparkling white tux.. We were ready to go, but I suddenly realized that in all the excitement I had not thought to ask where we were going! "To the symphony, darlings. We have season tickets and the performance tonight is something that you will cherish for the rest of your lives." He plucked an ebony cane from the stand in the hall, flung the door wide and bowed to us. I couldn't believe it! I had expected a movie, maybe a gay bar, something small and intimate. I was going out fully dressed for the first time and they expected me to mingle with thousands of people in a brightly lit concert hall? Carol was looking as stunned as I was, but Jackie was grinning ferociously. "Come, come, my dear mother. Did you think that I would fail to make your first date in some years a memorable experience? Did you think I would hide the resplendent Lucy in some dim corner on tonight of all nights? Don your wrap, for our limousine awaits!" Damned if there wasn't a white limo waiting for us at the curb. The driver emerged, tipped his hat smartly and opened the door for his passengers with a completely unperturbed expression on his face. I settled my skirts on the leather seat, feeling the warmth of Carol's body next to mine and we were moving. I was afraid to speak, but Carol was not so reluctant. "Keith, you are the most incorrigible showoff on the planet. I should have drowned you at birth, before your smile got to me. I should have sold you to the gypsies. I should made your father keep you when he walked out on me and let him cope with you. I should have ..." I don't know what she should have done because she grabbed Keith and kissed him. "I love you, dammit, and Jackie too. You've make your poor mother proud. Lucy, I wasn't planning on this, I think we're really going to have fun tonight!" Completely confused, I settled for kissing Carol, carefully so as not to mess up the makeup. I had started to relax as we motored across town, but panic struck again when the limo pulled up before the marquee and the driver opened the door. There must have been a hundred people out there, and every single one of them was staring at the limo and at me. Of course I was the first one to emerge. Clutching my pocketbook I tried to remember how a lady emerges from a vehicle. The driver extended his hand and I took it. I was standing alone in front of the crowd, but suddenly no one was screaming 'It's a man!' or even staring too hard. My companions soon joined me and, as flamboyant as we were we completely blended into the crowd of music lovers in their finery. Keith was rightand the performance was magnificent. By the intermission I had acquired sufficient confidence to join the crowd in the foyer. The perfect gentleman, Keith politely fought his way to the bar and returned with drinks. Still not sure of my voice I simply listened as he and Jackie discussed the composers, the orchestra and the soloist. As the lights flashed, Carol gook my arm and suggested we powder our noses. I had been surreptitiously keeping my eye on the lady's room line, hoping it would diminish. Here, as in every public building, some damned male architect had made the ladies room far to small and I had no choice but to join the line. I stood next to a diminutive, blue haired grandmother. She glanced my way with idle curiosity, but her eyes lingered on me long enough to know I had been read. I smiled and she turned away to my vast relief. I entered the stall, remembered to sit like a lady, and discovered that relieving oneself while wearing a girdle is no mean task. My panties were held fast and buried under the garters that held up my stockings. How the devil did those Victorian women cope with this? Perhaps this was how the habit of visiting the restrooms in pairs developed among women. They needed someone to help you put your clothes back on! I managed to cope and tried to quickly wash my hands and fix my makeup. The performance was about to start, but the diminutive woman emerged and again looked at me very carefully. At last she put her hand on my arm and said, "You're doing very well, my dear. I hope you are enjoying the concert." She left, leaving me standing bemused before the mirror. I quickly joined Carol and we returned to our seats. After the concert the limo dropped us off Jackie's favorite bar, where we met several of their friends. We danced a little, shouted over the din, my voice not being a problem there, and closed the place down. We joined several of their friends for some further partying after we left the bar. I felt rather pleased that the old folks were still going strong while the youngsters were wilting, but after all we worked third shift. On the way home we stopped for a couple of videos and settled in on the couch to watch them. The night had been exciting, but it was nice to relax. I started to become aware of small things. The sensuous feel of my wig as the hair brushed my neck, the subtle tug on my ears from the heavy earrings I wore. The pressure of my girdle around my belly, something I had been able to ignore throughout the excitement of the evening, began to be apparent as we cuddled on the couch. Carol shifted and snuggled closer, resting her back on my breasts. I was completely unprepared for how erotic this was. The heavy warmth of my breast forms had been a pleasant sensation whenever I moved, reminding me of just how glorious it was to be fully dressed and out in public. With Carol resting comfortably against me my forms were pressed against my chest, incredibly warm against my skin. The straps pulled on my shoulders and an electric thrill ran through my body. I reached around her and cupped her breasts in my hands, hugging her tightly to my body. She sighed and wiggled, again sending a thrill through me. My prick was starting to react, but trapped beneath the girdle and panties there was no room for it to do much. I began to play with Carol's titties, sliding the soft silk slide over her bra. I could feel the lace on her bra cups as I played with her breasts. I soon felt her nipples rise beneath my fingers, so I began to circle them ever so slowly. They eagerly responded and I spent a long and happy time pinching and playing with them as they pressed outward against her bra. I undid one button of her silk blouse and ran a finger along the edge of her bra cup, tracing the outline along her bosom. Her wiggling was driving my own breast forms against my chest, waves of lust to run over my body and my hardening cock was straining in vain against my girdle. I burrowed beneath the soft cup of her bra and found her crinkled nipple. She reacted sharply as I gently pinched it, pressing back against me and once again I felt the straps pull against me as her gyrations pulled my bra downward. I slid my hand beneath the waist of her pantsuit and was delighted to Find she wore no panties. My fingers caressed her pubes, sliding across her shining, curly hair. Her delightful tush started grinding in time to my pressure, rubbing against my caged cock. She was so hot that I just continued rubbing her silken hair, pressing gently against her burning flesh until she screamed and slammed into my breasts, as she came under my hand. She shuddered foreword, once again compressing my throbbing rod, then again slammed into my breasts. With a cry Carol fell off the couch and burrowed under my skirt. She was frustrated for a moment by my panties, trapped as they were beneath my girdle, but she undid the last couple of hooks and pulled until the waistband was below my balls and my seething cock was free. She devoured me in one swift stroke and I leaned back as she bobbed up and down my pole. The rising and falling of my skirt concealed her head but by this time I had shut my eyes and was lost in the feeling as fire surrounded my manhood and waves of pleasure flowed form my breast forms as they bounced on my chest. Suddenly she stopped. She stood and with a tug my skirt was gone. She flung off her clothes, settled on the couch and spread her legs wide. I knelt before her, then with a thrust of my hips buried my pecker deep into her pussy. The height of the couch was perfect and I commenced to slowly and thoroughly fucking this wonderful lady. As I pressed my pecker into her I could feel the garters over my ass cheeks tighten. Pulling back caused the tight girdle to press against my stomach. I slowly slid in and out of her freely flowing crotch, reveling as my pubes pressed against hers and I was completely surrounded by her womanhood. I inched slowly back and let my aching cock hang suspended in the air an inch from her lovely slit, then unhurriedly spread her pussy lips as my member slid in once more. I increased the pace gradually, until my boobs were swinging in rhythm to my fucking. She came as I fucked her, crying out and spraying juices from her cunt to roll off my balls. Each time I pounded into her delectable snatch my girdle gripped me tightly until at last I could delay no longer. The tightness of the girdle around my belly was violently erotic as I started to pump my cum into her it must have provided jet propulsion, for I have never come so hard before. I stayed hard even as I spewed my juice into her. The cum coated my pecker as I filled her and I continued to pump in and out of her slippery slit as the head of my cock simply exploded. With one last thrust I buried myself in her and pressed hard against her body as my spent shaft twitched and shuddered, the last of my juices flowing inside her beautiful body. Dawn was breaking as we undressed and began to remove our makeup. This is not anywhere near as much fun as putting it on. There is nothing romantic about gobs of cold cream and gooey tissues. Since I required industrial strength makeup it took a great deal of the stuff to clean my face, and there was always one little bit that just wouldn't come off. Now I know why these stories avoid telling you about removing the illusion, a pile of soggy tissues in the wastebasket just doesn't fit into the flow of the story, does it? ........ Over the next few months my life changed dramatically. When Carol's lease came up for renewal she moved in with me, providing a couple of weeks worth of gossip for the office rumor mill. Under Jackie's tutelage I grew more adept at applying makeup; we double dated with Kevin and Jacki frequently. Oddly enough, I learned that even though I do not pass well, going to the theater or the symphony or similar 'refined' activities I had no trouble at all. I got many curious looks but the people who attend such events are much too sophisticated to cause a public fuss. Clubs and bars presented another challenge. Sure, we spent a lot of time at gay bars, but even Keith and Jacki tired of the same old places. So it was that the four of us went out to dinner one Saturday night. Something was obviously going on I didn't know about, because my companions were acting strangely. Carol had agonized about what we were going to wear and insisted we get dressed over at Keith & Jackie's place. As we were going to dinner I was going to pass on the cincher, but she insisted I wear it. Even though I was getting pretty good at makeup, Jackie insisted in doing my face for me. Keith was grinning whenever my gaze fell upon him. I tried to insist on some answers but my pleas were in vain. None of them would say a thing except, "We have a surprise for you tonight!" We arrived at the restaurant and were conducted to a small banquet room. The waiter seated us at one end of a long table set for a dozen people. I had grown almost blas? about publicly crossdressing by then, but the idea of sharing a table with strangers wasn't very appealing. My erstwhile companions still wouldn't tell me anything, so I waited impatiently. My questions were answered when Jenny (Remember Jenny? My boss?) appeared at the door. My nervousness grew when she sat beside me. "Hi, Lucy. I'm glad I finally have a chance to meet you in person. I hope you're not too mad at Carol, this was really my idea. You're really very striking as a woman, you know." "Uh, yeah," I croaked, still reeling with shock, "How did you find out?" "Well, let's just say that most of my employees tend to forget the security cameras after a while." "Oh." I sure as hell had. My mind was racing again, scenes of disaster looming. If she had seen me as Lucy that meant she had seen us ... "Relax, Lucy." She broke into my panic. "I erase the tapes if nothing happens I need to know about, and I don't need to know what my employees do to amuse themselves as long as my customers are satisfied. You two are not the first to provide me with a need to fast forward the tape, you know. In fact, unless something unusual happens I only check the tapes once in a while to be sure the camera is working properly. " "You're not going to fire me? Us?" "Heavens, no! You are both doing a great job, why would I fire you? Until they make video phones that really work I don't care how you dress at the office. Since Carol obviously has no objections to your appearance why should I?" She paused a second and looked at me curiously. "If it's not too personal a question, how in the world do you hide that beard of yours?" I introduced Jackie. Since she was in on this little caper I had no compunctions when I spoke. "He's one of the best makeup artists on the planet. Taught me everything I know." "He?" Then the light dawned. "When you said your son would bring his partner AI thought..." She trailed off. "Well, it doesn't matter what I thought. Then this must be Keith next to her. I shook my head, not trusting my voice. "Well, I guess this is a night for surprises. OK, I'm taking bets! Which of the girls will be the last one to figure it out? My money's on Ellen, you'll have to strip down in front of her before she gets the message!" With that she dissolved into helpless laughter. "Promise me you won't cheat. Let them figure it out for themselves!" "OK, you're on, but I'm betting on Terri" At this point several of our co-workers arrived and joined us. The inevitable round of hugs, common to such occasions, commenced while I sat there stunned and silent. I am going to have to kill Carol (later on, the moment was right but it was too public for bloodshed) because she pulled me from my seat and dragged me into the seething mass of hugging women. To my vast surprise not a one of them seemed to realize who I was. I kept my mouth shut, not so confident of my voice, and just listened. We never got to find out who would have won the bet. As the meal progressed there was a wave of whispered conversations and many curious glances were sent our way. It was becoming obvious that my fellow workers were putting two and two together and coming up with a couple of dozen speculations. Jenny finally tinkled her spoon in her water glass and rose. 'I guess I'm the hostess tonight, so I need to introduce our guests. This is Carol's son Keith, and his partner Jackie." She waved their way. "And this is Lucy, who will be a part timer with us when Luke is not available. I think by now you may be able to figure out why he was unable to join us tonight." There was some slightly embarrassed laughter from those who had figured out who I was, then a sudden squeal from Terri. Maybe I had won the bet after all. Her look of sudden comprehension brought forth some genuine laughter and things were starting to settle down when Jenny continued. "I'm sure you'll all treat her as a valued employee and one of the girls. Lucy, introduce yourself, will you?" I added Jenny to my list, right after Carol's, and contemplated life as a serial killer. 'Mysterious Woman Vanishes After Rampage in Answering Service. Cops Baffled: No Clear Motive.' I pulled my thought s back to the present and tried to speak. "Thank you, Jenny, I hope you haven't ruined anyone's appetite other than mine. Ladies, I had no idea what my loving family had cooked up with the boss tonight, and I thank you all for not calling the cops or running screaming among the other diners. I hope you will be able to treat me as well as you have my friend Luke, and I hope you I can count on some of you to escort me safely when it comes time to powder my nose, as it were." Enough, I sat down and silently prayed. To my relief conversation soon started and the meal was as enjoyable as anyone could hope. I spent quite a bit of time talking about crossdressing as the evening progressed and by the time we went home I was practically floating with happiness. Once home we started the ritual of unmaking my makeup. "Do you realize," I mumbled from under a wad of cold cream covered tissues, "I almost had a heart attack when Jenny came in the door? What would the poor doctors have said when the undressed me at the hospital? They would have probably dropped the damn paddles when they took off my bra to get at my heart!" "Don't worry, I would have found your HMO card in your purse and given it to the doctor." Hopeless. I know when I am beaten. I stopped arguing and removed the last of the makeup. We showered together, joyfully soaping and sliding around each other until we were completely clean and warmed through. I found my sleeping bra and nightgown and joined Carol under the covers despite it being very early for us. Laying beside her, I slowly kissed my way down to her nipple, where I began to play with it. She was still damp from our shower, and tasted vaguely of lavender form the soap. She sighed as I took her into my mouth, running my tongue slowly around her flesh. I continued to suck while my left hand found her thigh. Gently I ran my fingers along the inner surface of her leg, gliding upward, barely brushing the wisps of hair between her legs and then journeying downward again on the other side. I plied my fingers over her, each time lingering longer to toy with the hair over her pussy before again caressing her thighs. When her squirming told me she was ready for more I began to play with her pussy lips, brushing and gently squeezing them between my fingers. All the while my tongue was consorting with her breast, beating a counterpoint to my fingers slowly working into her pussy. Our extended play in the shower had washed her natural lubricant away, so with my thumb and middle finger I spread wide her pussy lips and gently placed my index finger on her clit. Spending a few delicious moments I massaged her love button, then I moved my finger an inch or so down to burrow into her waiting love hole. Here I found all the juice I could hope for, so I delved into her and coated my finger in her sweet secretions. I slid my finger part way back to her clit, then returned to dive into her wetness again. Each time I got a little farther before needing to return, until at last I slid all the way to her quivering clit. I rapidly slid my finger between pussy and clit as I sucked her breast in time to my flying fingers. Now and then I would pause to palpitate her love button while my tongue flicked over her erect nipple, then I would slide my fingers back into the heated depths of her vagina. She was moaning, "Oh, yes," continuously, working her hips and thrusting into my hand as I slid my fingers in and out of her vagina. Her hips were thrashing beneath my hand as she came the first time, spraying my fingers with the gush of fluid that accompanied her contractions. I moved my hand upward and massaged her swollen love button for a while, listening to her labored breathing and chantlike moan of "Oh God" repeated over and over as I rubbed her clit. Finally she clamped her legs thighs tight about my hand as she came again, her body writhing next to mine. I held her tightly and kept sucking her breast as orgasm washed over her, slowing my tongue as her motions decreased. Finally she lay still in my arms, my finger still clamped between her sweet thighs. We lay entwined for a few minutes, then she gently freed herself and crawled downward on the bed. I felt her warm breath on my crotch as she paused to gaze at my erect member. Not the stuff or porn films, but a serviceable tool that had done it's share of work over the years. However eager my peter was to perform, it looked like it was going to be worked upon for the next few minutes. Suddenly I was engulfed in the sweetness of her mouth, her lips clutching the very base of my manhood as she took it whole into her mouth in one gulp. Slowly she drew her head upward, caressing my dick with her succulent lips. She paused, holding the very tip of my pecker within her and played her tongue over my pee hole, then once again engulfed my engorged member. She soon settled in to a steady pumping, fucking me with her mouth. I lay there trying not to move, letting the experience wash over me as she sucked my dick so magnificently. Sometime she world stop, steadying the end of my protruding pecker with her lips while she ran her fingers along my shaft. Sometimes she took me entirely with in her, lips caressing the root of my rod and sucked gently. I was in ecstasy, I was floating in pure pleasure. With a last flick of her tongue she withdrew, rose to her hands and knees and said simply, "Fuck me!" I urged her around with my hands, lifted the hem of my nightgown and sidled up behind her. Her ass was dripping with the juice of her climax as I spread her ass cheeks. I gazed at the tight brown star of her ass and the bright pink of her pussy. I brought my tool to working position and leaned forward. As I my dick touched her she sighed and I slid home into her waiting cavern. I began thrusting but the hem of my nightgown kept getting in the way. I quickly tucked it under my bra and returned to the business at hand. Grasping her hips I swiveled mine in and out, feeling her muscles grip my penis tightly as I pumped into her. She threw herself backward against my thrusting hips. Spreading her legs and adjusting herself for the deepest penetration I could manage I flailed away, probing her depths and filling her sweet slash. Once more I felt the gush of her love juices as she came yet again. I soon followed, pressing tightly into her as I felt my penis fill and my seed then contract to spew it into her. I rested with her tightly surrounding my pulsing organ, feeling it swell and shrink over and over until at last there was nothing left to pump. "God, you fuck good, Lucy. Stay in me, I don't want to loose you yet." I leaned against her until at last I felt the slight pop when the head of my prick could no longer stay in her. I freed my nightgown, adjusted my bra and lay beside her, avoiding the large wet spot we had left behind us. Eventually even cuddling wasn't enough to keep us interested, so we arose and puttered around the house until the sun rose and we went to bed for the day. Sometimes life is just plain good. ..... I admit I was a little scared on Sunday night when Lucy went to work openly for the first time, but I needn't have worried. I was accepted, or at least tolerated, by my coworkers. In fact, after a few weeks I found I was loosing the urge to take that extra hour needed to become Lucy in public and Luke started coming to work once more. Eventually I found a job in my field, but by that time Lucy had had her freedom for so long it was only with mild regret I left the answering service. The biggest challenge was adjusting to being awake during the day while Carol was still on the night shift. Now that I am making more money, I'm visiting Jackie's electrologist on a regular basis. These days Lucy still goes out at night with her son-in-law and his partner but has retired from the working life. Who says you can't have it all?