12 comments/ 48027 views/ 48 favorites Daddy's CD Waitress By: pantycladlad My college graduation was just a few weeks off, and I looked forward to it as I had my recent twenty second birthday. My widowed mother ran a boarding house along with being a secretary in an office downtown. To help out, I did the odd jobs around the house and usually prepared the dinner for ourselves and the boarders. Finances caused me to stay at home and attend the local community college. I was a bit shy, and my small build and fine features made me look younger than my real age. I was called "Baby Face", behind my back, and was somewhat a loner. One of our men boarders I did consider a friend. He was understanding, and always made me feel comfortable in his company, the other two ignored me. With a lot of free time, and since I was out of school early and helped around the house, my time was left unsupervised. One day I discovered a pair of my mother's nylons she was throwing away. Always curious about girls, I wondered how these felt when a girl wore them. As you can guess, I tried them on and the result was electrifying!! It wasn't long before I was sliding them on almost daily, soon added a pair of my mother's panties I'd slipped out of her dresser drawer. I quickly learned to hold my hosiery in place with rubber bands as garters. I loved strutting around my third floor room clad in these garments, parading back and forth in front of the closet mirror. I'd often dart into the bathroom, when home alone, to masturbate until I achieved an orgasm. The friendly male boarder had the only other room on the third floor, and he usually came home just before dinner. One day in the bathroom, playing with myself while wearing in my feminine items, the friendly boarder walked in on me. I realized I hadn't shut the door all the way. "Oops," he said when he saw me sitting there with dick in hand and wearing panties and a pair of nylons. "I thought the room was unoccupied. Sorry," he muttered as he quickly backed out of the room fully aware of what I was up to. I was humiliated, and quickly stripped out of my things and wrapped a towel around myself as I headed for my bedroom. "Wait a minute," I heard his voice call from his room, and glancing back found him beckoning to me. "I don't want you to feel embarrassed about this. I understand," he added, "I was your age once." His words were meant to make me feel better, but, still blushing, I turned and resumed my hasty retreat to the safety of my room. Wait , wait a minute," he repeated. "I want to apologize, all right?" At his insistence I let him lead me into his room. Offering a chair, he explained he did "understand", but that if I was going to try dressing in girl's clothes I should do it right. He confided in me that I should try new nylons instead of old 'runned' discards, and something proper to hold them up - like a garter belt. He knew how to appeal to what I wanted, and soon had me confiding in him. He learned my measurements and promised some new articles for me the next day. I was so happy to have such a good friend who didn't think me a freak. The next afternoon, as soon as I'd arrived home, Earl called me into his room and handed me a package. Inside I found two pair of sheer black seamless nylons with reinforced heels and toes, a frilly pink garter belt with satin ribbons on the garters, and a pair of pink nylon brief style panties that were sinfully sheer and revealing. At his insistence I tried on the garments right there, "so that he could be sure he had purchased the right sizes." I loved the wonderful feel of the clothing, and didn't object when he helped me put on the garter belt and attach my stockings. It was thrilling to walk around so clad in front of another person, especially one who approved of my desire to dress up in girl's things, and my initial nervousness at dressing up in his presence disappeared despite my now having a hard-on. Earl talked me into wearing my new outfit under my boy's slacks and shirt to help Mom prepare dinner that evening, knowing full well how stimulated my feminine garments would keep me. "You can come back up and 'get off' later on," he advised. His reference to my masturbating seem natural, and I didn't give it a thought. I did help fix dinner, and found my every movement delightful as the wonderful garments rubbed against me in such a sensual manner. I was turned on like crazy, and had a raging hard-on that was difficult to hide from view. I wore a loose white apron to keep it from everyone's sight. I could hardly wait to clean off the table and wash dishes so I could head back upstairs and take care of the "problem" in my panties. When I went up to do my homework I found Earl waiting in the upper hall. "Well?" he intoned. "Don't they feel great? Does it make you feel truly girlish?" "Like crazy," I admitted. "Girls are so lucky to be able to wear such wonderful clothes. I've had a hard-on ever since we got me into these! You should see the great 'throbber' they've given me!!" I went on, recalling how we had both laughed at the hard-on I'd developed almost immediately when I put my new lingerie on. Wanting to see if it was true, he got me to slip off my clothes and model my out- fit for him again. There I was in his room parading around in my panties, garter belt, and sexy nylons, enjoying how it felt and knowing it was thrilling him, too. I found it exciting when he complimented me on how pretty I looked. "I owe you something for interrupting you like I did yesterday," he said and then before I realized what he was doing he stroked my dong through the filmy panties. "As kids we used to have 'circle jerks' where we'd jack off the guy next to one side so that when we each did it we completed a full circle being jacked off. I owe you a good jacking off for what happened and for your bravery." I knew I should resist, my mind said I should stop him, but he knew what he was doing and the wonderful feelings were too intense for me to act. I stood there leaning against him as he fondled me through my silky panties and was unresistant when he lowered the front and began to languidly jack me off. "There are a lot of girls who would love to look as good as you do in these clothes you have on," he whispered to me as he slipped his other arm around me and held me close to him as he worked on me. "I think you are very lucky to wear these sexy garments and enjoy them while you look so pretty." "Oohhh, yesss. Oohh, th-thank you. I-I even, oohhhh...., feel pretty," I found myself muttering as the sensations overran me. "I think you like what I'm doing to you, don't you Eric," he asked as his other hand slid down to cup and feel up my ass through the sexy panty material as he kept running his hand up and down my cock. "I think you really want me to make you cum, and feel soooo good while you wear your pretty panties and nylons." "Oohh..... Ye-yess... Make me cummm! It has never felt.... ummm, oohh... this good when..... oohh yesss... when I do it to my.... ummmnn, oohhh... myself." "Would you like me to get you a pretty nightgown to sleep in?" he inquired as he slipped his hand inside my panties and played with my ass as he increased the tempo of his jacking me off. "Would you like that, and perhaps model it for me?" he went on as a finger toyed with my butt hole and I began to stiffen to shoot. "Oohh... ohh... Ohh yesss, please do!! Oh-ohhhhh.... I-I'm cummeenng!!" I burst out and began to fire spurt after spurt onto the carpet as he kept up his assault on me while I soared into the throes of my orgasming! I left his room a little later, feeling guilty but eager to try all this again. The next night I was sleeping in a long feminine silky sheer nightgown he'd given me. Soon he had me shaving my legs, and this greatly increased my sensitivity to my nylons. Each time I would model the new items for him as he jacked me off. Our sessions were becoming more and more passionate, and he kissed me one day as I came. Within a week I was captivated by him, and could hardly wait to dress up in some sexy number and be with him. We had progressed to jacking each other off, and I was always thrilled to feel his stiffness in my hands and make this older man shoot his cum in such strong streams while I enjoyed working on him. Between kisses, one afternoon, he asked if I would like to go up to his cottage for a week-end. He would explain to my mother that he needed my help putting in his dock for the summer and would pay me for my labor. I would be able to dress in feminine clothing for the entire week-end and pretend I was a girl! I immediately jumped at the chance, and that evening at dinner he casually made a comment to my mother about needing help on putting in his dock at his cottage. "Maybe Eric could lend you a hand," my mother responded innocently. "Could you pay him instead of someone else you might hire?" "Why not," Earl replied. "I usually pay twenty to twenty-five dollars, and I'm sure Eric could use the cash. If we can get the dock in the lake then perhaps he can help me put the boat in as well. If we don't get it all done next week-end maybe he can return in a week or so and we'll drop the boat in the lake then." Mom was delighted, and asked me if I'd agree to helping Earl. It took restraint to not act too excited about the prospect of going with him for the week-end. The dinner table conversation drifted to other subjects, and soon everyone was talking about the local theatre which was in the final stages of being refurbished and had begun showing movie classics. Wednesday evening it was holding a special showing of "Psycho", even though renovations were incomplete. Everyone in the house wanted to go, but we understood the theatre was sold out. "Let me call the manager," Earl offered. "He is a friend of mine, and I'll ask if any seats are still available if anyone is interested." He disappeared into the other room to make the phone call, and in a few minutes returned with a broad smile on his face. "Yes, he has a few seats he can set up in a couple of areas still being renovated, we can't all sit together, but he thinks he can get all of us in so I made a commitment that we'd all be there." We were all abuzz, and I was especially delighted with Earl and what he had done for everyone in the house as well as for me for the upcoming week-end. We had dinner early the next evening, and afterward everyone went to their rooms to get whatever they needed to take to the show. Earl stopped me in the hallway on our floor and asked me if I would be "wearing", our code word for me having on any lingerie under my outer clothes. I admitted I hadn't planned on it, so he invited me into his room and presented me with a pair of sheer white flare leg panties with scads of soft lace at the hem. "Try these, they're different than the brief style panties you usually wear, and will be a lot of fun for you to have on. No one will know but us, do it," he insisted. I quickly got out of my male clothes and slipped on a garter belt, nylons, and the silky panties. They felt wonderful, but I didn't have time to admire them as the rest of the house was waiting for me downstairs so I hurriedly pulled on my slacks and a pair of socks over my stockings before slipping into my loafers. As I rushed down the steps to the living room I found my penis flopping around inside the silky confines and I knew Earl had meant for me to be turned on all evening at the show. I couldn't resist a slight smile and wink at him when no one was looking. We were among the first to arrive at the theatre, and the manager apologized for not being able to put us together. My mother, and the secretary who had a room on the first floor, were given the best seats, located in a private box off to the left and just below the balcony. They would have an excellent view of the film, and could only be seen from the balcony, which was closed we were informed. Earl tossed a coin to see where the remaining four of us would be seated. The other two guys got seats off to the side toward the rear, and Earl and I had to settle for the other two seats which we all thought were singles. Earl whispered that we'd be sitting in the balcony, where the manager had held seats for whoever lost the toss. I found Earl engineered the coin toss to favor the two of us. "Sorry about the balcony seats," the manager offered. "That's the unfinished area, but I was able to get a couple of seats open for the overflow of your group. I hope you don't mind. You should be able to see the film just fine, though." Everyone had been happy with the seating, and Earl and I took the stairs to the balcony, where they didn't know we'd be, as the manager closed off the steps behinds us with a decorative rope and hung a sign "closed" on it. Four seats were actually available, with the rest of the area being covered with canvas to protect the upholstery from paint being applied to the remainder of the ceiling. Scaffolding was everywhere, but did not restrict our view of the screen. I found we could see the private box where my mother and her friend had seats. "We've the whole balcony to ourselves," Earl whispered in my ear as he ushered me into the row at the back of the balcony and I moved down to the seat furthest from the aisle. Even with the house lights on, no one could see us from even the rows closest to the screen and stage, had they turned around to look for us. As the lights dimmed and the previews began, Earl's hand held mine, and asked how I liked my new panties had had given me. "They're kind of exciting," I giggled. "I find I flop around in them, and it is difficult to avoid having my hard-on show in the front of my slacks. But I love wearing them, and will want to wear them often. My nylons make my slacks feel so very silky and sensual against my legs. "Thank you for the gift of these panties," I said as Earl's hand free hand moved over and gently massaged my penis. "I kind of feel like I'm sitting in the theatre with my girlfriend," he murmured as the first preview ended and a second began. "I hope you don't mind," he said as continued to feel me up while releasing my hand to put his arm around me. "N, no," I stammered, somehow surprised at his sensual assault on me and yet not wanting him to stop. "I, I just don't want to get caught and get into trouble." "Nothing to worry about," he grinned. "I told the manager to leave us alone so we could have fun with each other, no one will come up with the stairs roped off with the sign. The manager is gay, and understands," he added as his free hand undid the zipper of my pants. "Want to pretend you are my girlfriend while we're here?" he asked, sliding his fingers inside my trousers and rubbing me through the silky panties. "Ooh, Earl.....," I whispered in response as I let my head rest on his shoulder, "It would be exciting. You know I love what we do together. I've ju, just ne...ver," I began to stutter as I whispered when his hand slithered inside my panties, "done any..... Oohhh.... thing..... like thi....is oth...er......uummmnnn, tha..an wh..... , oohh Earl....." and stopped long enough to let him kiss me softly and put his tongue in my mouth. "wh...at we...'ve do...ne at, ooh, the house," I said. "Just relax, Erica. Oh, yes, I'm going to call you Erica whenever you are 'wearing' for us," he said. "Look down at the box seats," he went on, and I found my eyes traveling to my mother and Sally the secretary who had a first floor room. "Tell me what they are doing," he insisted as he felt my stiff member through the layer of silky material. "Why, why they're..... they just kissed each other," I mumbled in astonishment. "Sally is feeling up my mom and kissing her," I went on in amazement. "And you weren't aware they've been getting together for some time?" he asked as he kissed my ear and teased my stiff dick. I found it exciting, and began feeling him through his trousers as he kept on kissing me and feeling me. Soon I was drooling with passion and not caring what my mother and her girlfriend were doing, although I could see her friend Sally had her hand up my mom's skirt. "Slide your slacks and your panties down to your ankles," he whispered in the dark and I raised my hips to let him help me lower my garments. As soon as my clothes were around my ankles, he slipped to the floor between my knees and turned me at an angle across the seat. In the dim light from the screen I could see my silky panties shining in the darkness in contrast against my shiny black nylons and dark trousers below them while in the distance I could see my mother being fingered by her girlfriend. "You're going to love this, Erica," he whispered as he slowly jacked me off. "Oohh, Earl, I just don't want to make a mess when, oooohhhh..., you ma..ke me, uummnnhh, cummm, Darling." "I've got that taken care of," he whispered, and kissed the end of my pecker. This new sensation almost made me bolt upright from the seat, but he held me down and let his lips slip down over my stiff dick to engulf it with his mouth. Slowly, he sucked on me and pulled his mouth up my shaft, only to slide it back down again and repeat the action. I was lost in a whirlwind of desire, and ran my fingers through his hair as he work- ed on me. The heel of my other hand was in my mouth to prevent me from making moaning noises that I'm sure would have been heard by the theatre goers below. His soft slurping on my cock was driving me wild, and I knew I had to cum soon! My hips began to thrust up to meet his lips as he sucked down on my dick, and I found I was tossing my head from side to side as he kept up his assault! "Oohhh, Darling......," I breathed as he softly slobbered away around my dick, pausing only long enough to kiss and lick my balls before returning to my cock. Suddenly I began to cum, almost without forewarning, and spewed forth copious amounts of hot gism as Earl continued to suck and move his lips up and down on my shaft. He kept sucking me until I could cum no more and began to soften in his oral grasp. Letting my slackening dick slip from his mouth, he eased back up next to me and held me in his arms as I tried to recover from the treatment he had just given me. I knew I wanted this to happen again and again, and hoped he would do me every time that I dressed in my pretty clothing. "Still want to be my girlfriend next week-end?" he whispered in my ear as he kissed it and gently fondled my balls and soft pecker. "Ohh, yess, more than ever," I murmured in response, and let him kiss me on the lips before sliding his tongue inside my mouth to give me a deep French kiss. I could taste a subtle sensation of my own cum juice on his lips as he kissed me. "I've never cum that hard before," I admitted as I put my hand over his while he continued to feel me. "I hope you'll do it again, Darling." Earl helped me pull my panties back up into place and restore my trousers to their normal position, but kept my zipper down so he could feel me anytime he wanted. I reclined my head on his shoulder and gently kneaded his cock through his pants as we stared at the movie. Daddy's CD Waitress "Do you want me to suck you," I asked as I kissed his neck and felt him up. "I feel I should repay you for what you did for me, Darling." "Later, Erica," he whispered and kissed me softly. "Tonight before we go to bed you can get on your knees and suck me off, okay?" I merely nodded and smiled up at him as I snuggled closer and we each played with each other. Off in the distance in the box, I could see Sally with her head under the skirt of my mom's dress and watched as my mom's head rolled back as she began to shudder through her cumming. Maybe getting away to spend week-ends with Earl would be easier than I had thought. "Friday, I want you to come home from your classes as early as you can. It will give us more time together at the lake." "Sure, Earl, Darling. I can get out at noon if that will help. We have a workshop that I've already done so I can skip that." "Good. I've gotten some other new clothes for you, and they will be on top of the other garments of yours you keep in my bureau. I'll want you to use dipilatory on some new areas that I'll define for you tonight. That way you will feel as feminine as possible. Also, I'll want you to wear exactly what I have laid out for you. I will be there as soon as I can so we can leave. Understood?" "Y-yes, I'll do it," I said, admitting to Earl I liked having him dominate me. By the time he'd zipped up my pants, I was agreeing to using the dipilatory all over and to reduce my pubic area to just a narrow feminine vertical patch. My balls and cock would be totally hair free, and I would powder my body before putting on whatever surprise he had in store for me to wear for the trip. The last few minutes of the movie we watched without feeling each other, so that our hard-ons would go away before we headed back to the rest of the crowd. No one let on what they had done with each other during the film, and that was just as well, it occurred to me. "No questions, no answers necessary," I thought. That night, after everyone had gone to bed, I crept into Earl's room as agreed. I wore my pretty white sheer nylon babydoll nightie and a pair of sheer white string bikini panties over a white satin six suspender garterbelt and black seamless nylons. I knew Earl liked to see me in that outfit, and I was eager to please him in every way I could. Creeping through the dark hallway, I found his room and let myself in without knocking. Earl was laying on his bed in the nude, slowly stroking his stiff rod that was standing upright from his reclining form. The lamp on the nightstand outlined his strong form in the dim light, and I once again admired his masculine good looks. "I'm beginning to think more and more like a girl," I thought to myself as I eased onto the mattress next to him. He wrapped me in his arms and we kissed deeply. I let him pull me closely to him, and did not resist when he lay atop me as we necked. I found it thrilled me to feel his stiff dick rubbing mine through my panties and sheer nightie. Slowly, he began to rock against me as we lay there in each other's arms. The thrust of his pelvis and stiff pecker against my own through my panties was a new form of excitement for me and I realized I would cum just from our mutual rubbing. "It feels sooo good when you lay atop me and dry fuck me," I said softly as I smiled up at him when we paused for air. "Do you want me to suck you off like you did me, or would you rather do this?" "Do you like it?" he asked, thrusting once more and continuing the rythm. "I love it," I breathed. "You're going to make me cum if you don't stop. Or is that your plan, Darling?" "No, I want you to suck me off and be my pretty little cock-sucker. This week-end I'm going to get you into this position again, only I'll have my big dick up your sweet little asshole and will fuck you like the girl you would like to be." We kissed again, and then he guided me to the side of the bed, where I knelt and felt his stiff dong before tentatively taking it in my mouth and imitating what he had done for me in the balcony of the theatre. This was a totally new sensation for me, and as I had found a few days earlier I was discovering a new thrill for me. I loved the stiff and yet pliant feel of his dick in my hand and even more so in my mouth. I enjoyed feeling the corona of the head of his dick with my lips and tongue and then the feeling it gave me to have as much of him inside my mouth as I could while I suckled on him. Teasing the sensitive underside of his cockhead turned me on all the more, but I didn't realize how instantly addictive cocksucking could be. As I knelt on the carpet my slippery nylons made me slide about, but I didn't mind the sexy distraction as I enjoyed what I was doing for Earl. I cupped and felt his soft furry balls in my hands, and stopped to kiss and lick them from time to time. I was eager to make him cum and find out what cum would taste like. "Will I like it?" I wondered, "Or, will it make me sick?" were thoughts racing through my mind as I slavishly suckled on his dick, letting out slurping sounds every now and then and playing with myself through my silky panties with my free hand. "Ohh, Baby....." Earl moaned at last as he began to fuck back at my lips. "I'm going to cum, Erica...... Get ready to suck down my cum juice, Baby!" As he spoke I could feel his balls begin to tighten, and then his dick began to throb in my mouth and fire forth spurts of his hot cum juice for me. His cum juice was somewhat thick and silky, while mild to the taste. I found his shooting was very quickly filling my mouth, and I had to gulp down his nectar as fast as I could to avoid spilling any of it. The taste was decidedly pleasant, I determined, and I would also learn it was an addictive taste. "Ohh, you're a fine cocksucker, Erica," Earl moaned at last as I finally let his now deflating tool slip from my still sucking lips. "You really made me cum. I'll have to give you plenty of chances to suck me off on our week-end at the lake." "Oh, I hope so," I laughed quietly, in the semi-darkness as I played with myself through my panties. Soon Earl had me jacking myself off for his enjoyment. Friday after school we were on our way. I had arrived early and used the dipilatory on my legs, arms, underarms, and chest as Earl had directed. My lingerie, under my masculine outer clothes, was a thin white nylon bra, white satin garter belt with six suspenders, black seamed nylons, sheer white nylon brief style panties, and a thin white nylon camisole over a pair of while nylon slack liners. It all felt wonderful under my shirt and trousers, as well as making me very horny. Earl wanted me wear lingerie under my boy's clothes, "to take advantage each minute available to dress up like a girl." His ploy really was to have me constantly turned on during the drive so that his moves on me would be accepted. My nylons pulled tautly against the suspenders of my garter belt and felt so sensual inside my slack liners and trousers as the car motored along the highway. My hard-on was straining against my sexy panties as I reveled in the pleasures derived from my undies that so sensually rubbed against my skin. Outside town he reached over and held my hand as we drove, occasionally rubbing my legs with his hand while telling me that he'd added some wonderful items to my wardrobe. As he talked I learned he found a new dress for me and a skirt and blouse, even a girl's bathing suit as well. Some new pieces of lingerie along with make-up were awaiting me, as were my first pair of high heels.These were exciting words for me to hear, and I found myself unable to wait. "To spend a few days living as a girl is too thrilling!" I though to myself as we drove along. I liked having Earl hold my hand, and thrilled to the feelings on my legs as he made my slacks slide against the nylon liners and silken stockings encasing my limbs. Boldly, I reached over with my free hand to rub his dick through his pants as he drove, finding I was becoming hooked on his love muscle. I began to fantasize about rubbing our two cocks together, and hoped he'd let me if I asked. "Be careful, young lady," he admonished while smiling at me, "You could make me have an accident." I was happy to notice he did nothing to stop me from feeling him as we drove, and was pleased that he referred to me as "young lady". I found I enjoyed this David Niven look-alike guy, and anxious to model for him whatever he had selected for me to wear that week-end. "A whole wardrobe of girl's stuff!" I thought to myself, and felt like a real Cinderella. "What if someone sees us?" I asked suddenly with a bit of concern in my voice. "My cottage is a two-storey 'A-frame' chalet out at the end of a peninsula. The only person who could see anything is a neighbor who wears nothing but women's clothes and everyone thinks he's a woman. You'll be okay, but if anyone asks anything just refer to me as 'Daddy'." "Okay, 'Daddy'," I grinned and slid my hand inside the waist band of his trousers to toy with his stiff meat without any layers of clothing to interfere, and found my- self eager to see this neighbor who liked to wear the same kind of clothing as me. "I think I'll have to give you a new way to cum this week-end," he laughed, inter- rupting my musing as he turned off of the freeway onto the road leading toward the lake area. "I think you're getting horny wearing your finer things on this trip," he went on as his right hand toyed with a garter tab holding my stocking and I suddenly realized even that was exciting me. "Yes, Daddy," I laughed, and suddenly blushed like a girl as I grinned at him. I star- ed down at my hard-on making a tent shape in the front of my slacks, and knew I just had to get off soon. "I guess I need to suck you off again," I admitted, blushing at my blurted words. Our journey took us through a small village along the edge of the large lake, and I saw the long peninsula running out into the water. We arrived at the chalet which I discovered was a year round home. He carried our things into the building, and then led me into the kitchen where he said, "A toast to your femininity." Earl winked at me raising a wine glass and offering me a fresh soft drink. "Here's to a week-end for you, and a chance to live every moment as the beautiful young lady you want to be, and we know is hidden inside," he concluded and kissed me lightly on the forehead as we clinked glasses. I smiled in response and joined him in his toast to me. His arm around my shoulder let him easily lead me through the chalet showing me all the rooms and their furnishings. We ended the tour in the upstairs bedroom, where my new outfits were on display. A dress, skirt and blouse, plus the high heels, more nylons, make-up, a wig, scads of sexy new lingerie, and all for me!! "Oh, Daddy!! How can I ever thank you enough?!" I squealed as I hugged him and admired the wonderful outfits I would enjoy wearing. "I think we can find a way, Erica," he muttered as he tilted my chin up and kissed me deeply. Our glasses found their way to a table top and we continued to kiss deeply as he undid the front of my slacks. It was time for a "circle jerk", and I was needing it!! As we necked he undid my shirt, removing it, along with the slacks and slack liners with only my boyish slacks and my loafers on, leaving me clad in just my lingerie. It was different this time as Earl stripped nude. I loved how I must have looked to him clad in just my white camisole, panties and black nylons with garter belt. I felt so sexual, and needed release. His hard meat jutted straight out and looked so powerful, I couldn't resist wrapping a hand around it and stroking him as we fell onto the bed sheet kissing. Earl fondled me through my panties, and soon I was panting and wanting more. We were really getting into the kissing end of it this time, and he was really getting me worked up. It was thrilling to neck with him. He lubed his finger and slid it in my ass. He'd done this before to get me excited and I moaned with delight and anticipation as he slowly worked it in. "Let me lay on top of you," he whispered, "I want you to feel more like a girl." Cooperatively I let him slide up over me and spread my nylon sheathed legs as he wiggled between my silken knees. His finger in my ass teased me to new heights of wanting to get off, and then he removed it as our tongues dueled. "I'm going to make a real woman of you this week-end, Erica," he whispered into my ear as he kissed and licked at it. It was then I thought I felt his finger push against my anal opening, and relaxed to allow him to slide it inside. "I'm going to fuck you, Erica," he hissed while kissing me. "I'm going to fuck your boi pussy and take your pretty little cherry! When I slide my hard dick up your cute little back cunt I'm going to fuck you silly!!" At first I thought he was kidding, but then I realized it was his cock pressing into my rectum and suddenly understood what he meant. My eyes welled up with fear, and I clenched up my ass muscles, but I was too late as he had already pushed the large purple corona of his dick inside the ring of my opening. I was torn with desire and fright at the same time. "Plea-please sto-op, it's go-going to... oohhh, Earl!! It's go-ing to hu-urt.... Oohhh, Da-ddy!!!, you're sho-ving i-it all-ll th-the wa-ay in-side me!! Oohh, mmngfh, ....ooohh ye-yesss!! I ha-ad no-o idea!!! Ohh, Da-ddy, fu-fuck me-ee!!" I managed to blabber as the sensations took over and the pain I had feared never material- ized. All I wanted was to be his little girl and get a good and thorough fucking! "You like this, don't you Erica?" he whispered as he kept his pistoning of his prick in and out of my virginal ass. "You needed for me to fuck you, didn't you?" "Oo-ohh, ye-ssss, Da-ddy!!" I blubbered on as his pounding of me forced my words to come out in broken gasps while I bounced against the mattress. "I-I thi-ink I'm go-ing to-o cu-ummmm!!" As I cried out I began to spurt forth hot cum from my cockette and felt Earl stiffen and then begin to throb inside my back passage. It was a wonderful sensation to realize we were cumming at the same time, and I hugged and kissed him as we soared through our throes of our passionate orgasms! At last he softened and slipped out of me and then gently helped me off of the bed and into the bathroom where he stripped me and we showered together. "For the whole week-end I want you to think of yourself as a girl. Wear only girl's clothes and expect to be treated just as if you were 100% female. You will be fucked and sucked just as if you were the girl you really want to be, because we both know you enjoy it and want it." "Oh, yes, Daddy," I agreed as he toweled me dry and then dusted me with powder before leading me into the closet and helped me select a fresh outfit for the rest of the evening. I was so eager to try everything he had proposed, and it sounded just idyllic to be a girl for a whole two days and be regarded as such. Soon I found myself wearing a pretty pink garter belt with six suspenders and lots of lace trim. Under the satin ribbons at the garter tabs were the tops of a pair black seamless nylons running straight up my long legs. A very sheer pair of pink nylon panties cradled my cock and balls, and the stimulation of the outfit was al- ready making me return to hardness. A bra of pink satin with seamless cups was fitted around my hairless chest and a pair of very realistic silicone breasts, with stiff nipples, were inserted into the cups and I felt the adhesive gluing them to me. They weighed and bounced just like the real thing, and I marveled at how much they added to my feeling like a girl as I was unable to resist staring down at them and feeling them as if trying to feel myself up. Earl let a pink nylon full slip drift down over me that had about three inches of lace along the hem, and then came a white long sleeved blouse of polyester and a tight mini-skirt in black. The hem of the skirt reached about five inches above my knees, and matched the length of the slip. My stocking tops were barely hidden from view. My loafers were sufficient for this evening, I was informed as I could wear my high heels the next day and learn how to walk with them. Earl helped me with my make-up, and I loved the feel and attention my face was getting. The false eyelashes dramatized my eyes and made them look seductive, while the blonde wig in a curly shoulder length style gave me a convincing feminine look. Delicate pearl dangly earrings and a matching necklace completed the outfit and I turned to see the result in the mirror and nearly swooned! Looking back at me was a beautiful young girl, although I knew instantly it was me and I was still eighteen. "I look lovely!!" I cried and jumped up and down as I squealed with joy just as such a girl would do. My false tits bounced up and down in my bra, and I realized even further just how a girl would feel! "Oohh, Daddy!! I'm loving this!!" I exclaimed and gave him a big kiss that left some of my lipstick on his lips, to our mutual delight. "Well, how would you like to go for a walk and see how your public approves of your appearance? I'm sure you will get many approving stares, and lots of the young boys would like to figure out how to get into your pretty little silky panties." "Oh, let's do it!" I burst out, confident no one would realize I was really a guy in girls clothing. "I don't know how I can repay you, Daddy," I said as he handed me a purse to carry and threw a cardigan sweater over my shoulders as we headed for the door and into the growing dusk of the warm spring evening. "Well, tonight you and I can play some other games in bed before we go to sleep. By the way, you will sleep with me each night while we are here." As I moved in the skirt I found it restricted my steps, and yet made my slip rub against my nylon clad legs and panty clad ass to excite me more than I could have imagined. My bra, and the slip over my chest thrilled me, too, and I knew I was ready for whatever he wanted of me I was so turned-on. At the door I let him take me in his arms, just like a girl, and give me a deep French kiss that lingered and I felt his hard-on through his pants with my free hand. "Ohh, yess, Daddy. Whatever you want to do to me is fine. I want you to fuck me again, and again." I whispered as we paused in our kissing for a breath of air. "Of course, I'll still get to suck your cock. Won't I, Daddy?" "Oh, yes, you sweet minx," he laughed and lightly spanked my ass through the layers of thrilling material. "Just don't let your outfit turn you on so much that you show off a big hard-on in the front of your pretty little skirt." We both chuckled as we went out the door, but I was sure I could hide even the most rampant of hard-on with my purse held in front of me if necessary. Earl knew what he was doing, and I was loving it. He had me ready for passion whenever he wanted and would soon have me trained as a cock loving transvestite slut. Daddy's CD Waitress I didn't know our destination, but we took a slow walk down from the peninsula to the edge of town and strolled along the shops looking in the windows. Several couples passed us, and I could see the men checking me out in the reflections of the glass windows. The local youths were more obvious, and a few made comments just loud enough to be heard, and I knew they would love to feel me up and get into my panties. Other girls regarded me as one of their own, and apprised me quickly as they wandered past. As a loner all of my life, this new acceptance, even desirability, thrilled me. A lingerie shop displayed darling outfits, and I found myself drooling at all the very scrumptious garments shown. A full-length pink nylon peignoir set, showing an almost transparent nightgown made with yards of flowing material, and a matching robe just as transparent with long sleeves, caught my eye. It was without doubt the most feminine and sexy outfit I'd ever seen!! I wanted to go in and buy it!! At the end of the street, hidden by the shadow of a large window awning, I turned to Earl and kissed him deeply as I spread my legs and softly humped against him and loved it when I felt his hands feeling up my false breasts through my clothes. "I'm hungry, Daddy, but I need for you to take me back to the chalet and fuck me. I need it so much, I can't wait!" I whispered as I came back down off of tip toe. "My friend has invited us for dinner to meet you, so you'll have to wait but it will be worth it. You'll get another good fucking yet tonight!" "I'll try to wait," I pouted with a smile on my lips as he took my arm in his and we strode off toward the peninsula again as fast as I could walk in my tight mini-skirt. I was proud of the looks I had received earlier, and was still being thrilled by the sensual outfit I was clad in. Just the evening breeze wafting across my stockings was almost enough to send me into a sexual frenzy, and my reactions were all Earl had hoped for. He was succeeding in turning me into a young TV slut! The closest house to the chalet turned out to belong to Earl's friend, and I learned he ran the local culinary school as well as operated the small restaurant we had seen in the village as we window shopped. I was interested in meeting this man who dressed as a woman. It would be intriguing to hear his ideas on cross-dressing and what he thought of my appearance as a pretty young woman. Arriving at the modest cottage, situated near Earl's chalet, we were greeted at the door by a beautiful redhaired woman who looked like she was about thirty- five or so. I'd expected to see a man dressed like a woman, and this svelte figure was no man, I was certain. She kissed Earl, in greeting, and then looked at me. "Erica," Earl offered, "Let me introduce Lamarr, better known as Hedy." "Ohh, the thrill is all mine, Erica Dear," he/she gushed as she gave me a hug and kissed me lightly on the lips as women tend to do when greeting each other. "I've heard such great things about you, and you're even lovelier than Earl told me. "Isn't dressing up in women's things even naughtier and more exciting than you could have imagined, Dear? It is still a turn on for me, and I've been living as a woman for almost twenty years. But come on, come on, don't let me stand here blathering. Come in, dinner is nearly ready." I was taken by this ravishing person who looked and sounded 100% female, and the fact that she thought I was pretty endeared her to me even more. I admired her feminine curves as she led us into the small living room offering us seats. Her eyes kept roving over me as she kissed Earl "hello", and then found a glass of wine for each of them and a soft drink for me. "Oh, Erica," she gushed. "You have such a darling feminine look about you, and you certainly are the most convincing young TV I've seen in a long time. I'm truly pleased you came up with Earl for the week-end." Her kind words put me at ease, and we chatted about how I had found my interest in wearing women's clothing and all giggled at how Earl discovered me in the bath. Earl sat next to me on the sofa and had his arm around my shoulders as he casually fondled one of my false breasts while we chatted. Occasionally, he would give me a light kiss on the cheek as we chatted, and I noticed my skirt hem had risen to expose the tops of my black nylons. All of this was not lost on Hedy, and it pleased me that she didn't object to Earl's obvious display of physical affection. I realized she must be aware that we'd had sex together, and didn't object at all. The dinner was a gourmet treat, and I couldn't help praise her for the wonderful meal she had served up. During the course of the dinner conversation Earl brag- ed about the meals I had prepared for the boarding house. "Perhaps you'd like to attend my culinary school, Erica," Hedy offered. "You could work in the restaurant to earn tuition and expenses and then this fall attend the school that I run. Of course," she went on, reassuring me of what I wanted to hear, "You could live here as a girl and even work in the restaurant as a waitress." All this was music to my ears. It gave me a chance to earn some money and then then attend a school to pursue the hobby I really enjoyed - cooking. It would be an experience beyond my dreams and would allow me to live my fantasy of being a girl full time. "But, I enjoy being with Earl during the week," I burst out, but obviously thrilled. "It is tempting, but I hate to leave my friend even though I'd love to be here." "You need to do it, Erica," Earl said as he rubbed my thigh under the table. "You can spend the summer up here at a wonderful resort area and be dressed twenty four hours a day as a girl. It's a great opportunity, and I'd be here week-ends." Hedy nodded as she smiled warmly at me from across the table. I knew I had to take advantage of this rare chance with such accepting friends. "Okay," I replied as I grasped Earl's hand and slid it between my nylon clad legs and shoved it up to my panties. "I'll tell my mother I've found a summer job that will earn my tuition for a culinary school this fall. She has been worried about what I was to do, and this will make eveyone happy!" I said as Earl fondled me. I gasped as he stroked me, and both Hedy and Earl grinned in a knowing way. "You're not jacking her off under my table are you?" Hedy asked as she smiled at the two of us. "No wonder she is agreeable, or do you really want to attend here at my school, Erica?" she asked as she turned to look at me while I began to blush with lust at what I had initiated with Earl. "Yes, yesss" I protested. "I really wa-ant.... ohhh.... to, to..... oohh.... at-attend your.... sch-school," I finally managed to stammer as Earl slowly jacked me under the table and I rubbed him through his trousers. "It's time to show Erica the rest of you nice little cottage," Earl offered as he kept stroking my hard member through the thin material of my little pink panties. "I'm sure she will find it thrilling to see all the rooms." Hedy smiled at us and pushed her chair back from the table and led the way out of the small kitchen area. Earl moved my chair back and help me to my feet, still feel- ing me through my panties. With my skirt and pink slip bunched up around my hips he ushered me across the living room toward the open staircase that led to Hedy's bed room as she strode on ahead of us fully aware of my condition. "Wha, what will Hedy think, Darling," I moaned as my need to get off could no longer be denied. I didn't want Earl to stop, but was worried about appearances. "I want you to let her know how excited you are about attending the school and being a waitress in the restaurant. I want you to let her fuck you. She knows I brought you up for the week-end to fuck you, now it's her turn." "I, I need to do this to get into the school?" I asked incredulously as he propelled me up the stairs and slipped my panties down to the tops of my stockings. "Yes, and to let me know you want to make me happy and get more nice things to wear. I've got a lot of other things I want to buy for you, including a wedding gown for a mock ceremony. "You want all this don't you," he said, knowing I couldn't resist the idea of living as a female. Hedy was turning down the bed, and I realized that the dinner had been a set-up to prepare me for the action in his/her bedroom. He knew I was ready, and I let Earl slip my panties down below my nylon clad knees as Hedy turned to watch us neck- ing in the doorway to her dimly lit bedroom. My need was beyond control, and I didn't resist when he slipped my panties off for me to step out of them. As Earl stripped my blouse and skirt off me, Hedy divested herself of her pretty red satin sheath dress to stand before us in a red full slip and black nylons and red high heels. Slipping a well manicured red finger nail under her slip strap she let first one slide over a shoulder and the other so the slip would slide down over her voluptuous form. She discarded her red satin bra and then her matching panties to stand before us wearing just a red garter belt and black nylons and her red high heels. I was amazed to see Hedy had full feminine breasts with large aereoles and stiff nipples that betrayed his/her arousal. Obviously, he'd had implants, but his erection was all his and at least a full eight inches and very thick. The head was already showing from the under the uncircumcised hood, and glistened with pre- cum. Hedy was ready for action, and I was ready to supply it! By this time Earl had me down to my bra, garter belt, nylons and as he put his lips to my ear, kissing me and then saying to Hedy, "She's ready. She's so hot she needs it so bad." I was surprised at hearing his words, but before I could react Hedy was holding me in her arms and kissing me deeply while rubbing her full breasts against my bra and fondling my bare ass with her hands. "That's it, that's it, Dear," she breathed huskily to me. "Reach up and play with my nice firm titties. Feel them and suck them for me." Robot like I let my hands find her full orbs and found them wonderful to touch. I felt them and played with the stiff nipples until she guided my lips to one of her teats and fed it to me to suckle on. I was quickly lost in the delirium, and didn't even realize she was already slowly jacking my stiff prong as I played with her full breasts. She kissed my ears and neck as she gently guided me onto the bed while I nursed away at her nipple. Earl relaxed on the chaise lounge across the bedroom as he watched my seduction by the beautiful she-male. He had taken off his clothes and slowly played with his erection as he watched the private show we were putting on for him. "Oh, yes, she's ready all right," Hedy grinned as she got me onto my back and slid in between my legs. "Lift your legs up around my waist, Darling," she commanded as I found a new thrill of feeling my nylons rubbing against hers. Reluctantly, I moved my silken sheathed limbs away from hers and wrapped them around her waist as she had me guide her stiff eight incher against my boi pussy. I wanted to get fucked by anyone available, at this point, but wanted to feel my silky nylons rubbing against hers. With a quick push she shoved the head of her dick inside my waiting ass, and I let out a grunt in surprise at her sudden attack. My fingers were still wrapped around her meat, and I kept on guiding her until she had managed to bury her greased tool fully in my rectum. "She's tight," Hedy grinned as she began fucking in and out of me while and lowered her lips to mine to begin a long French kiss. "Ohh, Earl, you, oooh, sure can pick 'em. Erica, your ass feels......oohh, mmmnnhh, sooooo gooood! I'll have to keep you.....ooh,.. well fucked for........ Earl. When you.... ooh you sweet slut... I'll loosen you... ooh,.. up for Earl even... mmmnh, more, Baby." As she spoke I worked with her and was loving the fucking I was getting. While we fucked, Earl moved up onto the bed and kissed Hedy deeply before inserting his cock into my waiting mouth. Soon he positioned himself over me so that he could fuck my face while Hedy was busy drilling my ass. I knew I couldn't cum from the fucking, this time, but didn't want it to stop. I wanted to feel and taste Earl's love juice and have Hedy fill my ass with her creamy cum. "OooOOh.... fu-fuck me-ee....." I managed to gurgle as they worked me over and began to further turn me into the TV slut they hoped I would become for them. "Sh-ove you-rr bi-ig di-ick up..... my... ooohh... assss...." I managed to stutter as Earl removed his dick long enough to turn around and neck with Hedy while she was fucking me. All the while Earl was jacking my needful dick as I sucked on his. Suddenly, I felt Hedy stiffen, and then suddenly stop thrusting in and out of my ass as his dick throbbed in me. I knew he was filling my anal cavity with his cum, and I began to shoot from the knowledge of what he was doing and Earl's stroking of me. Moments later, before I had finished cumming all over myself, Earl started to explode a hot torrent of his love juice down my throat, and I had to swallow as fast as I could to try to get it all. We all collapsed on the sheets, temporarily exhausted from our exertions but happy with our feeling of sexual contentment. "You're a good piece of ass," Hedy commented as he slid his now softening dick out of my ass. "For a girl just starting college, you sure can throw a good fuck." "Thanks," I laughed, softly. "Earl has taught me a lot, but you both sure know how to turn me on and give me a good riding." As I spoke I fondled Earl's sleeping member and somehow wished I could instantly revive it and suck on it some more. However, I knew he would be finished for a bit and unable to play for awhile. "Yeah, Erica likes to be fucked and suck off cock," Earl chuckled as we all lay there fondling one another. "Perhaps she will want to take care of some of your 'better' customers when she works at your restaurant, Hedy. It might keep her satisfied during the week if you cannot give her enough action," he laughed. "She is so pretty and very horny all the time," he concluded. "Sure, I'll just put a sign in the window that says, 'TV waitress inside, likes dick'." "Oh, you two," I giggled, "What are you trying to do make me into a TV slut?" "Hah," laughed Earl and Hedy grinned at me and fed one of her breasts to my mouth. "You love being a TV slut already," he went on, "We must be thinking you might want to become a TV hooker and make big money while you are hav- ing so much fun." I looked at him over Hedy's breast with raised eyebrows as he said this and he noted the look of surprise in my expression. "Well, Erica, dear," he surmised, "If you stop and think about it..... It might not be such a bad deal. With the right customers, that you approve of, Hedy could arrange for you to get some 'action' and keep most of the money. You would be able to enjoy being dressed as a girl, being treated and made love to as a girl, and paid handsomely for it at the same time." "Really?" I asked inquiringly as I pulled my lips off of Hedy's stiff nipple with a smacking sound and looked at her. "Certainly, Dear," she smiled in reply and guided my lips back to her nipple. "I know of a few customers that you would approve of and they sure would love to get into your pretty little panties." "Is either one of you up to fucking me again?" I asked realizing I needed it even again and rolled over onto my tummy ready for more. My response told them I was ready to become a TV whore for them. "Oh, Erica," I heard Hedy murmur as she moved between my spread legs and I felt her hose brush against mine, "You are such a horny little TV. You've got me all ready to do you again. We both need it this night," she finished as I felt the head of her dick rub against my little rosebud and push inside my nether channel. I was still well lubed from her cum, and she began riding in and out of me. It was thrilling to feel her fucking me and also feel her heavy balls slap against my ass. "What about me?" I heard Earl ask and turned my head to see him moving around behind Hedy and grease up his dick. The mirror over the dresser gave me just the right view to see what he was about to do. In moments he was grasping and spreading her ass as she paused in her fucking of me. With ease he slid his dick out of sight between her buns and Hedy moaned in appreciation of his entry into her ass. "Oohh, yess, Baby," she moaned again, and the force of Earl's thrust pushed her deep inside me again. "I love being ass fucked while I have my pecker buried in the ass of another." With a few fumbled attempts we finally all got our rhythm together and writhed in unison on the bed. It was easiest for me, laying on my tummy on the bottom, as I could merely let them have their way. Before long we were all muttering oaths stimulated by our sexual activity and I knew they would each cum again. I wasn't going to be able to cum this time, but found what we were doing to be thrilling and I didn't want it to stop. "Oh, Hedy...." I exclaimed, enjoying the sensations of her prong working in and out of my rectum and her silky nylon slithering against my own with each stroke. "Fuck me good, Darling. I want to become a TV whore for you and Earl!! Ooohh.. mmmnnhh..... yessssss..... Oooh give it to meeee!!!" Just as I felt Hedy pumping her load into my already drenched love canal, I burst out, "Give it to me, Baby! Flood my... ass... with more.. of.. your... cum!! I'll... be happy... to... fuck any...one... either of... you... want... me to," I stuttered between her hard thrusts into me causing my breath to come in gasps. "I'll.. even take... on... gang bangs.... for you!!" I burst out, as I felt Hedy's bare breasts rub- bing against my back and with my hands I stroked her nylon clad legs for her. "Here it comes you beautiful red haired bitch!!" I heard Earl exclaim from the top of our pile of quivering flesh as he pumped his load into her ass. Finally, all the thrustings stopped and and we again lay in a heap of smiling sexual contentment. Cum was oozing out of my ass, and I could feel it running down be- tween my legs and dampening the sheets of the bed. Earl's gizm was also oozing out of Hedy's ass and I could feel it running down between us coating each of us with its slipperiness. When we finally separated, I knelt between each of them and slowly and lovingly licked each of them clean, enjoying the taste of their cum juices still remaining on their dicks. Hedy rolled over onto her tummy and raised up on her knees so that I could kiss and lick her asshole clean of Earl's fresh coating. "She's going to be perfect," Hedy whispered to Earl as they quietly kissed while I worked on her ass. "I already know of some guys who would love to get their stiff dicks up her or in her mouth."