My Wonderful Obsession 22 free porn video

My Wonderful Obsession Part 22: Male Attention Like a clear signal that the hot weather had run its course, the last week of summer before school resumed was a lot milder than what I'd become used to. Kath and I had agreed to get together on the Monday for one of our regular backyard sessions, but lazing around in bathing suits didn't seem like such a great idea when the forecast high was only seventy. So that morning we decided we'd do something with a little more physical activity - namely jogging. Being hooked on this form of exercise, I'd managed to get out for a jog once or twice a week all summer, usually very late in the evening when it wasn't quite so hot (in spite of Mom's concern for my safety), and I now owned several items of female exercise wear to do it in. For example, I had two identical tops, a pink one and a white one, that I really liked because they exposed my midriff area. They had a single wide band down the back between my shoulder blades, and a scoop neck at the front. They also provided great breast support, which was becoming more important to me, even though my little boobs seemed to be growing way too slowly for my likes. Even so, I'd become so accustomed to wearing a bra that if I didn't have some support, they bounced and jiggled, and chafed on the fabric of my shirt even if I just walked fast. Naturally, running made it worse! I had no idea how women who went 'bra-less' could put up with the annoyance. I'd also bought myself a pair of form-hugging black lycra shorts that went from belly button to mid-thigh. They were a bit more of a challenge for me, since I absolutely HAD to wear my gaff under them. But I sure loved the result - a nicely rounded female looking butt and hips - so I just learned to put up with the discomfort in my groin area while I ran. It was really great to have Kath as a jogging partner again. Her parents forbade her from going out with me late at night, even though we both would have been a lot safer running as a pair, so it was the first time we actually ran together since school was out. After we were a safe distance from home, I decided to lead off with a question about this very topic. "I don't get what's up with your Mom and Dad," I said, slowing down so we could converse. "I'm sure they used to be, like, a lot cooler about everything." "You're so right, they were," Kath agreed. "Or at least my Mom was. Dad never seemed to care that much. I've been doing some thinking about it, and there's really only two things that've changed in my life - you know, that could set them off like that." "Ben's one," I stated. "What's the other?" "You, silly." "ME? That can't be - your Mom's known about me for what, three years?" "Yeah, but my Dad only found out this summer." "Really? But didn't he see me in the play on the last night?" "Sure, but he came late and left early, so he never put two and two together, and Mom never told him it was you. But when he started seeing you coming and going wearing dresses and stuff, he asked Mom who the new girl next door was." Kath began laughing and shaking her head. "He nearly flipped out when Mom told him it was you, and like, what you were up to. It was bad enough that you were in drag all the time, but when he found out you had a boyfriend he told me I wasn't allowed to hang out with you any more ... as if I'd ever go along with THAT concept." "He DID? Oh my God, I had no idea ..." The revelation made me feel awful. "So are you in trouble 'cause you're still hanging out with me?" "Naw - Mom got him calmed down and now he's just mildly pissed. But she's kind of taking his side these days and guess who gets all the grief - lucky me." I felt even more awful hearing this. "Kath, I'm so sorry ..." "Like, it's not your fault if they're prejudiced. And I told them so, too." "I bet THAT went over real well." "Oh yeah! Prejudiced people never like hearing the truth about themselves, right? But really - why should ANYONE get all hung up about how you live YOUR life? As long as you're not hurting anybody, or stealing anything, like, it's none of their business! Why can't people just live and let live?" There Kath went again - little miss Utopian herself! "Welcome to the real world, Kath," I admonished her. "Most people don't like it when their ideas about how everything works get turned upside down. I can sort of see where they're coming from - boys aren't supposed to be walking around dressed like girls, wearing nail polish and makeup ... and they're definitely not supposed to have boyfriends, right? They think it's just not natural ..." "Well I don't give a shit what they think about it. They have no right to tell you what you should or shouldn't wear, or how you should or shouldn't look, and who you should or shouldn't hang out with. And they can't tell me who my friends should be or shouldn't be. They can go to hell as far as I'm concerned." 'Wow,' I thought while listening to her rant, 'Kath's getting all worked up about this'. So I tried to calm her down. "Okay, okay, you made your point. And I'm really blown away by how you're, like, standing up for me and all ..." "I'm not standing up for YOU," she interrupted, "I'm standing up for what's right." "I get that, I really do. But you still have to live with your Mom and Dad, so like, maybe it would help if you tried to see things from their point of view?" "Why should I do that, when they're the ones who're prejudiced?" "Okay, I get your point. They're prejudiced about Sandy, but why in the world are they giving you a hard time about Ben? It's not like he's doing anything weird like me ..." "Too much happening all at once? I dunno - maybe they just can't accept that their little baby girl's all grown up now. She's dating a guy - like, how scary is THAT?" "THAT makes MORE sense - after all, you're their only child." "You already pointed that out. But I'm almost eighteen! I'm going to date guys if I feel like it, right?" I had no doubt in my mind that she was serious. Kath was always the kind of person who knew what she wanted; I just doubted she fully understood what she should expect to receive in her position as a teenage girl still being supported by her parents. "Yeah - you're in that age category now," I agreed. "So are you telling me they don't want you to date at all?" "Sometimes it feels that way. But they're definitely worried I'm getting too serious with Ben." "Have they actually met him yet?" I felt that if Kath's parents got to know Ben, they'd be glad their daughter was dating HIM and not some loser. "Only at the front door when he comes to pick me up. But they hardly give him the time of day. It's really embarrassing ... and very frustrating, Sandy." I couldn't imagine what it would be like if my family gave Mark the cold shoulder. I'd probably want to elope with him! "So exactly HOW serious are you two getting?" "Serious." "You had sex yet?" "SANDY! What kind of question is that? And what if we did? Why would I tell you?" "'Cause we're very frank with each other? And we're bestest friends?" Kath laughed, a little nervously I thought. "Okay, bestest friend - if I tell you, you have to tell me too." Now it was my turn to laugh. "Except you know I can't do it, so there's not much for ME to tell ..." "Ha! There's still a lot you CAN do, so don't try fooling me. I've seen you two getting all touchy-feely with each other. And that's only in public - who knows what you're up to in private!" "KATH!" I giggled, "Stop it! Now you're embarrassing ME ..." "So what HAVE you been up to? Did you get naked yet? Like, I'm waiting ..." 'Oh my God,' I thought, 'this is like true confessions!' "So what if we did? There's nothing wrong with that, is there?" Kath looked me square in the face, and there was a smirk on hers. "I KNEW IT! I KNEW you and Mark were doing it." "How could you know that? I never said a THING ..." "You didn't have to - it's written all over your face. Sandy, in case you haven't noticed, you're a gorgeous chick now. Like, guys are always checking you out - you should see the look on their faces, like all they wanna do is get you in bed. Why should Mark be any different?" "Mark IS different! I mean, he's a normal guy and all, but don't forget he knows something those other guys don't ..." "Sandy, that doesn't register with Mark at all and you know it - you can tell by how he has this puppy-dog look in his eyes whenever you're with him, and he's always putting his hands all over you, playing with your hair, sniffing your perfume ...he's totally crazy about you!" Hearing her say that made me feel great inside. "Sounds a lot like how Ben is with you, if you ask me ..." "I wish! I'd love it if he paid as much attention to me as Mark does with you!" 'Then start being more of a girl and less of a tomboy,' I thought to myself. "C'mon, Kath, you know how he feels about you. Like, hasn't he told you he's in love with you?" She grinned at the thought. "Uh, yeah - he did. Once or twice ..." "Thought so," I said with satisfaction. Then I went for broke. "So how many times have you been naked with him?" Kath immediately shot me a surprised look and slowed to a walk. Then she shrugged and replied, "A few ... I wasn't really sure if I should, but it kinda seemed right at the time ..." "Where?" "Not at my place, that's for sure. A couple of times at his, and once on a hike ..." "Did you have sex?" "Hmm ... sort of. I guess you could call it that. It was, uh ... oh damn, like, this is really embarrassing ..." "It was oral sex, right?" She laughed nervously. Then Kath pursed her lips and her face took on a guilty look. "Uh-huh ... that's what it was." For a moment I thought she was going to cry, so I immediately gave her a hug which she returned eagerly. "It's okay - as long as you felt right about it - that's all that matters." "I dunno - I did at the time, but now I'm not so sure. Sandy, do you think Ben took advantage of me?" That question caught me off guard. "Uh ... I'm not sure either." I was silent for a minute, exploring my own feelings about my 'encounters' with Mark. I knew that I was always a willing participant, but then again I wasn't a true female like Kath, so how could I really know how she felt about having sex with a guy? I began to feel badly about making her 'fess up. Then it occurred to me that it was probably just our personality differences at play here - I, being the servant, would do almost anything to please my guy and as long as he was happy, so was I. Kath, on the other hand, might want to make Ben happy but afterwards she'd feel like she gave something away, like her dignity, so of course she'd feel like she was taken advantage of. On the OTHER hand ... I finally spoke up. "Ben's a wonderful guy. The best. I don't think he's capable of doing that." "So how did YOU feel after you did it?" Before I clued into what she was asking I gave her my answer, confirming her guesses about my sex life in the process. "I didn't feel like Mark took advantage of me - I loved doing it for him." Then I realized what I'd just said. "Oh ... I mean, I didn't have oral sex with him, I just, uh ..." "You just gave him a hand job, didn't you ... Sandy, that's not exactly having real sex, you know." "It isn't? Well, blow jobs aren't really having sex, either! President Clinton said so, didn't he?" We both giggled and I sensed that Kath's mood had lightened a bit. "But they're a lot closer than hand jobs. So I'm way ahead of YOU!" "I didn't know this was a competition. Okay, if it makes you feel better, I promise I'll try that sometime. Then I can let you know if I feel taken advantage of." "Sure thing - you DO that. And it's NOT a competition - I don't feel the slightest need to go any farther with Ben." "You mean 'further,' don't you? But hey, you didn't tell me if he put his hands or fingers anywhere he shouldn't have. Did he?" "You're sure nosy, Sandy Johnson. What if he did? Are you getting jealous?" The question almost stopped me dead in my tracks. 'How do I answer that one?' I wondered. So I opted for an oblique reply. "I'm ALWAYS jealous about YOU, my dear friend. I don't want to lose you to the first hot guy that comes along, you know ..." "Same here," she agreed. "Promise me Mark won't come between us?" "Sure. Promise me Ben won't come between us either?" We shook on it, then picked up our pace and didn't talk again for a few blocks. Kath was the first to speak, and we slowed back down to converse. "So are you going to need more BCP's?" "Pills? Uh, I don't think so ..." I hadn't yet told Kath what was in store for me later that week. "I'm, like, making other plans. I have an appointment with the endocrinologist on Friday." "So you're going on hormones ... right?" "NOW who's nosy? Okay, I guess I did say I wouldn't keep any secrets from you. Yes, if you must know, I'm starting on hormones. Or maybe I should say I'm getting my OWN prescription - so like, I won't have to bum them off other people from now on." "It's about time!" "Kath, it's not that easy ... it's against some kind of rule for a doctor to give an underage boy female hormones. They had to make an exception for me." "Well I'm sure they didn't have to think about it very long ... like, you're ninety percent female already." "I wish!" I laughed, taking that as a compliment anyway. "I'll probably never be ninety percent. But the main thing is, I'm committed. So from now on I'm only your girlfriend, okay? I have to live like this full time to qualify for the next step." "So you're really going back to school as Sandra ..." "Yup. Full speed ahead, damn the torpedoes - that's me!" "Well I wish you the best of luck, sweetie. I can hardly wait to hear the sound of heads exploding in the principal's office." "Aw, he'll come around. It's our old buddy Justin and his loser friends that I'm worried about." "I know. But if it makes you feel any better, you have a lot of your own friends there now. I'm sure they'll look out for you ... I know I sure will." THAT comment deserved a big hug in return, and that's exactly what she got. "Love you, Kath." "You too. Just remember about the maid thing ..." "How could I ever forget? Well, at least this way, I won't look too out of place in that uniform!" Kath changed the subject as we resumed our trot. "So I guess this means you won't be auditioning for any MALE parts this year." I laughed. "You got that right - I did bad enough last year when I was still one myself!" "So that means we'll be competing for the female lead?" 'Holy crap,' I thought, 'that never crossed my mind.' "Uh, hopefully not. I really don't want to compete with you - like, it wouldn't be fair." "Wouldn't be fair? Why not?" "Well, you know ... Mr. Nelson?" "Oh, you mean 'cause he's a little on the gay side, so he'll pick you instead of a real girl?" "That's kind of what I mean." "Sandy, that doesn't matter one bit. You still have to audition. Anyway, we don't know what show they'll be doing. As long as we both get decent parts, that's all that matters, right?" I seriously hoped that whatever the show would be, both of us would get plum parts. The thought that I might prevent Kath from having her own dream come true was too awful to contemplate. So instead I swung the conversation back to something Kath brought up earlier, something I was still wondering about ... "How come you asked me about BCP's anyway? Are you thinking of going on the Pill yourself?" Kath didn't reply for a while. Finally she said, "Maybe I just needed to know if I should go back and get a new prescription for YOU." "Except this time you want them for yourself ... I'm right, aren't I?" Kath looked like she was thinking about how to answer again. "Maybe," she said slowly. Then she picked up the pace dramatically and I had to struggle to keep up. We must have gone another five blocks before she slowed down again. Good thing - we were both totally winded! I decided to lay off the topic of sex for the time being, and when I finally caught my breath again there was a new one I wanted to discuss. "Kath, can I ask you a huge favor?" "Depends what it is." "I need to get new shoes for work tomorrow. Maybe a new top too." "So you want me to drive you to the mall?" "Uh-huh ... and maybe could you drop me at Turning Heads after that? I have an appointment at three." "Sandy, for a guy you're awfully high maintenance! It was bad enough when you turned into a fashionista, but now you're hanging out at the beauty parlor too? Like, you're going totally off the deep end, aren't you?" "Pretty please?" "And what's in it for me?" "Well, for starters, I have another new dress for you ... and I could fix you up for another hot date ..." To my surprise, Kath seemed to be interested. At least in the idea of another hot date. "Go on ..." "I'd buy you lunch?" "Well, that's probably the best offer I'll get all day, so ..." "So you'll drive me?" "I'll go. But on one condition - you can't shop in every last store in the entire mall." "Like, when have I ever done that?" "I'm just saying - don't get any ideas, okay?" I turned to see Kath's expression and was relieved to see her grinning back at me. She obviously knew me way too well! ***** It may have been a milder day than normal, but we were still all hot and sweaty when we got back from our run, so we headed into our respective houses to shower and change for our trip to the mall. I was SO glad Kath was able to use her Mom's car that afternoon - our 'girlfriend' time together was totally enjoyable and I didn't want it to end. Besides, I always held out the hope that she'd get into being more girly like me, so we could have more fun times together, and to that end I felt that taking her shopping with me was a good strategy. We parked at the entrance nearest the food court so I could buy Kath lunch as promised. After that, our first port of call was a shoe store I'd window-shopped once or twice. Their shoes looked very chic, but they were a little pricey - like a hundred a pair or more. After trying on a couple of different styles that either didn't fit very well, had the wrong heel, or were the wrong color, I lost interest and so off we headed to the next place. And then the next. By the time we left the third one, we'd burned up more than half an hour and I could tell that my friend was getting impatient. "We're not shopping in every last store - remember?" she warned. "How about just every shoe store?" I suggested, worried that I might not find what I was looking for. But my shoes just HAD to be perfect! "I don't know why you're being so fussy," she said. "Like, everything you've tried on looks totally fine to me." "Maybe you should try some on yourself. Then you'd see what I'm being fussy." "No thanks - I'm not much into heels." "Well, I want to see you in them anyway. Let's try this place." The shop we were entering was a little smaller than the other ones we'd visited, and their offerings looked a bit more conservative, but I immediately spotted a pair of black patent pumps with an adjustable strap across the front. These ones had a slightly shorter, sturdier heel that I knew would be appropriate for my new job. But did they have a pair to fit me? The salesgirl brought three pairs of different sizes and widths out and I proceeded to try on the first pair and walk around the store in them. I noticed right away how steadily I could walk in these shoes, considering they had three inches of heel. "These feel a bit too narrow," I told the lady as I sat back down. "But I like having the strap." "They're Mary-Janes," the salesgirl explained. "A lot of girls buy them for working in restaurants." "That's exactly what I want them for!" "I like them on you," said Kath encouragingly. "They're not too wild- looking like the other ones you were trying on. They still have a decent heel though." The saleslady agreed with Kath and helped me slip into the next option which was wider, but when I stood, the toe box seemed a little too snug. In the meantime Kath had slipped her feet into the first pair and had joined me in front of the mirror. We looked very silly - me with my short denim skirt and Kath with her long, baggy shorts - both wearing our shiny Mary-Janes. At least MY legs were dark enough to almost pull off the look, not at all like hers which were freckled and way too fair for jet-black pumps. "Sandy, these fit me perfectly!" she said excitedly. "I can't believe how comfy they are." "You mean you'd actually wear shoes like these?" I prompted, forgetting my own quest for the time being. "Uh ... sure! Why not? They're nice ... and I kinda like how they make my legs look. I could wear some dark pantyhose with them ..." "Kath, maybe you should try the red ones. That color might suit you better." "Um, we don't have the Mary-Jane style in red," the salesgirl told us. "They're basically the same shoe but without the strap. I'll see if we've got that size if you like." "Sure," I replied before Kath could say anything. I could hardly believe my ears. Maybe Kath was finally growing up, or at least getting used to the idea that she was a girl. I sure hoped so - there's nothing that would've made me happier than being able to share my love of clothes and makeup (and even shoes!) with my best friend. A minute later Kath was parading around the store in a pair of very showy bright red pumps. They looked so perfect on her! "Kath, you just HAVE to get those," I ordered, "then we'll go find something nice to go with them!" "Sandy, are you out of your mind? Since when do I wear shoes like this? Bad enough that they're high heels, but RED? That's insane." "No they're not - they're fun! And they make your legs look so long and fabulous ..." I just knew I could talk Kath into buying those shoes. How? 'Cause she was already standing in front of a mirror, checking out how amazing her ankles and legs looked, turning back and forth to see them from all angles like I'd often seen women do with dressy shoes. "Well, they are kinda cool ... but I don't know if I should. Sixty bucks? Like, I've never spent THAT much for shoes - especially shoes I'd hardly ever wear." "Oh, trust me - I'll make sure you wear them LOTS - like on double dates for instance? And they'll be perfect for the prom ..." Mention of the prom seemed to change Kath's mind about buying those red shoes, even though the dance wouldn't happen for another eight months. "Okay, I'll get them," she announced at last. "But if I get grief from my folks, I'm blaming Sandy Johnson for being such a corrupting influence on me." "I don't care," I laughed. "Like, they already think I'm off my rocker anyway." While Kath made yet another circuit of the store aisles in her fancy new shoes, I stood up to see how the third pair of Mary-Janes felt. These were MUCH better - no problems with my toes and only slightly squishy at the widest part of my feet. I smiled at the salesgirl and announced, "I'll take them!" We each paid and as the girl packed up our purchases, for the first time I noticed the store's name on the shopping bags: "Naturalizer". "Figures," I told Kath, "Naturalizer's what my Mom always buys. No wonder they're the only ones I could get to fit me." "Like mother, like daughter," Kath chuckled. "Good thing for me they also sell skinnier shoes." I'm glad she didn't add 'for real girls' to that line, but that's exactly what I was thinking. My feet were obviously not feminine enough - they were wider like a boy's and I couldn't flex them to point my toes either. 'Maybe I could teach my feet to do that if I practiced a lot,' I mused. We'd no sooner left the shop than I tugged Kath sideways into a ladies' clothing store that I hoped would have another item I needed. "Hey, this isn't a shoe store!" she complained. "I just need to see if they have any black shirts or blouses - it'll only take a minute! Please?" Okay, so it took more like half an hour, but I WAS able to find two black tops: a tailored three-quarter sleeve button-up shirt, and a short-sleeve, looser-fitting satin blouse with a wide scoop neckline and no buttons cluttering the front. Walking back through the mall in the direction of the food court, Kath was in the middle of bugging me about my shopping addiction when a pair of very sparkly earrings at a portable jewelry kiosk caught my attention. I grabbed my friend by the arm and said, "Hang on!" "Sandy - are you serious?" she asked with a note of resignation in her voice. But I just had to push my luck with my friend once more, 'cause those earrings would be so perfect, especially since my hair was about to get a lot shorter and I needed SOMETHING to make up for the loss of one of my best feminine attributes. It was definitely an impulse purchase, and when we resumed our hike to the car Kath said, "See what I mean?" Sure, I know I was hooked on buying stuff for myself. But it was all for a good cause - namely making myself look my best! Of course, that didn't stop Kath from lecturing me about my 'problem'. "I'm beginning to worry a lot about you, Sandy," she said as we pulled out of the parking lot. "You're not getting over this obsessive- compulsive thing at all. Like, if anything, you're getting a lot worse." "I didn't think I was THAT bad," I protested. "You know how much I like putting my best face forward ..." "Do I EVER. But it's not healthy. Like, you really need to chill a bit." To me, that concept would never fly. "No thanks, I'm quite happy with the way I am." "I bet you won't be happy losing all your long hair." "Yeah - it was real nice having it for the whole summer ... but I'll manage." "Somehow I doubt that - what are you going to play with when it's gone?" "What do mean by that?" "I mean, like, you're always playing with your hair, just like a girl - you know, running your fingers through it, teasing it ..." When she said that, I realized I was doing exactly that during our conversation - curling my long hair round and round my fingers. Playing with my hair must have become an unconscious habit, like it was security blanket. Oh my God, Kath was right! "Must be, like, my nerves or something." "Or maybe you're just totally obsessed with your hair?" "Yeah, it could be that too. I guess I really WILL miss it. But I don't have any choice this time - extensions are too expensive and besides, I shouldn't really overdo it for school, right?" "Sandy - that's probably very smart." ***** I was flipping through the pages of the latest 'Seventeen' magazine, my favorite read while waiting for my appointment with Karen. I'd told Kath she didn't have to wait for me, because Mom had promised to pick me up on her way home, and as we said our goodbyes she said, "Be strong!" This particular issue of Seventeen had a great article on short hairstyles. 'How very timely,' I thought with a smile as I noticed there were more than a dozen pictured. There were only three styles I could imagine for myself, though, so I decided to get Karen's opinion. Why did I care? Because my beautiful long tresses were about to come out, before they all fell out on their own! Having hair extensions all summer long had been such a huge treat for me, and they made it so much easier for me to 'be' a girl with little or no extra effort, but all good things must come to an end and so it was with my 'fake' tresses. From here on in, I would be doing my best to grow out my own locks and if I got my wish, they'd eventually look at least half as pretty as the extensions did. Another reason was, extensions are so pricey! Mine had cost more than a month's pay, even with the great deal Karen had given me. As if I was going to do that all over again - NOT! Soon I was being greeted by my favorite (meaning only) hairstylist/esthetician and led to the back of the shop. After getting me settled into a chair, she applied some kind of strong-smelling liquid that left a chill wherever it touched my scalp, then while we were waiting for the solvent to do its job I showed her the pictures. Karen knew in an instant which style would look the best on me. "The bob, obviously," she said with authority. It suits the shape of your face, and as it grows out you can style it two or three different ways to suit the occasion." I totally agreed with her choice, because I thought a bob-style looked very pretty - not the least bit masculine, and it also looked quite youthful and chic. I especially liked how the model's hair parted high on one side and swept around both sides of her face. "But will I have enough hair left for this?" "Should do. Let me figure it out after we get through step one." Karen gave me a pair of safety glasses to wear and she began slowly separating the extensions from my own hair which they'd been bonded to. 'How very sad,' I thought. "I'm going to miss that long hair so much," I told Karen. "Don't worry, honey - I promise you'll love what we replace it with." And of course she was right - when all the washing, cutting and styling was finished and I got spun around for my first look in the mirror, I nearly crapped my drawers. My new look was SO CUTE! Yes, long straight tresses had been very nice to have, but I thought my new bob made me look much prettier in a pixie-girl sort of way. I could almost imagine how it would go with some of the flirtier clothes I owned, and I could totally imagine a shopping trip with Natalie for new ones! "Karen, you're a genius!" I told her for at least the hundredth time. "I know," was her smug reply. My next move was into the private room for a much-needed waxing session. I'd been looking forward to this for the past couple of weeks, as my legs and pits were beginning to show stubble and the last thing I wanted was for Mark's hands to find anything other than perfectly smooth skin on my body. Okay, so I loved that feeling too - maybe even more than he did! And later in the week I'd be at Dr. Cooper's office, where I wanted to appear as physically female as possible to make sure she wouldn't have a change of heart about putting me on hormones. "Are we doing a bikini wax this time?" Karen asked as I settled my body onto the padded table. How did she always know exactly what I wanted? "If you have time, I'd love that." As if I was going to say no! I have to admit, I always felt extra-feminine after going through the pain of getting waxed. It was the result I loved - impossibly soft, smooth skin. I couldn't imagine ever shaving, I was so spoiled by Karen's expert workmanship. But this time, with my new ultra-cute hair style, I felt better than ever before about myself. Maybe my new waitress job and the knowledge that soon I'd be on a proper hormone regimen had something to do with it too, but my quest to be as girly as I could possibly be was going in totally the right direction. When Mom caught sight of me she initially put her hand to her mouth, but her expression quickly changed from surprise to pleasure. "Oh Sandra, I love it!" she exclaimed. "Thank this lady," I giggled, gesturing towards Karen who was making change for me. "She's the miracle worker ..." Karen laughed and shook her head. "Sandy doesn't need miracles, Isabel - she gives me a LOT to work with." I just HAD to give Karen a hug. "Thank you SO much," I told her sincerely. ***** Later that evening, after I put the first big hurdle behind me - working up the courage to phone Mrs. Taylor and give her the bad news that I wouldn't be continuing to work for their catering company after the upcoming long weekend. That was so tough! I'd been with them more than three years, and in a way, I had the Taylors to thank for kick- starting not only my transition but also my serving career. And I made sure to tell Mrs. Taylor how much I appreciated the way she stuck her neck out, against her better judgment, to hire me as my female alter- ego. She sounded quite disappointed but also said she understood where I was coming from, and she even told me how impressed she was at the way I fit in so perfectly with her other girls. Then she asked if my plans were to remain in my new gender role, and when I answered "Yes," she confided that she had been hoping I'd choose that path. Now, I thought, if only her daughter could feel the same way! The second challenge was starting my new job. I didn't have any delusions that being a waitress at a fancy restaurant would be no different than being a catering assistant. It felt like I was getting promoted to the "big leagues" before I even learned to play ball! You can bet I was extra-nervous as I dressed for my new job the next morning. Everything would have to be perfect - sure, Chelsea knew my secret but everyone else would have to only see a beautiful young woman when they looked at me. And it would be the first time ever that I wore all black! Well, my gaff was still skin-tone, but not the lace-trimmed panties and matching bra, which I'd chosen more to make me feel sexy than for the color. Okay, so the gel inserts weren't black either, but they don't count since they're not technically clothing, are they? I was sure a generous bust line would help me fit in better at Milestones, and to be frank, I was kind of looking forward to the extra male attention! I looked myself over carefully after zipping up my skirt but before putting on my new blouse and doing makeup, and even though I was (and still am) the biggest critic of my appearance, I had to admit everything was coming together nicely. Even my new one-day-old short hairdo was more than just okay, thanks to Karen's skill at replicating the bob style we chose from the pages of Seventeen. As I often did (at least daily!) I carefully inspected my body in both of my mirrors, making sure there was no trace of my inner maleness showing. At seventeen, I still had the soft, youthful facial features that had enabled me to pass as a girl in the first place - the big brown eyes, rounded cheeks, smallish nose, full lips, and total lack of protruding brow-line, chin or Adam's apple that most guys my age already sported. My shoulders, arms, hands and torso hadn't (yet) developed like a guy's either - so thankfully! Those parts of me looked perfect, especially with nice embellishments like nail polish and jewelry that I'd become totally addicted to. Even my acne-prone skin was still behaving itself - not one sign of a blemish anywhere. And, THANK GOD, my vocal chords were still working with me - maybe I didn't sound like a fifteen-year old cheerleader anymore, but no question, my voice was still decidedly feminine and I could make it even more so whenever I felt like it. Now that I'd be starting hormones, all of these oh-so-very-important physical traits would hopefully stay as they were. But let's face facts - it was the boobs, the waist and the ass, that would really tell the world they were looking at a real girl. Okay, so my legs looked nice and shapely too, even without the pantyhose that I'd figured wasn't needed for my first day - mainly 'cause they'd just been waxed ultra-smooth and I still wanted to show off the nice dark tan I was so proud of - and with the short skirt, there'd be lots of eye candy on display! As I was admiring the view, I found myself repeatedly sliding my hands over the soft, smooth fabric of the skirt where it followed the pronounced curve of my hips. Then turning sideways I was very pleased to see that the skirt accentuated my butt nicely too. That part of me I was especially proud of - many genuine girls I had observed didn't have the shapely derriere that God (and the Pill?) had given me. I still had a whole hour before Natalie would be around to pick me up, so I spent most of it on my face. The other girls at Milestones, especially Chelsea, always had perfect makeup that made them look just like fashion models - as that 'cad' Mark had noted! So you know I wasn't about to look any less perfect, and with effort and luck, I might be even better. I must have used everything in my makeup toolbox, and every trick I'd learned from Keri and Natalie! Especially the tricks that made me look more like a twenty-one-year-old than a teenager. Like my hottest red lipstick that I just knew would be perfect for my new job, even though my all-time fave was still hot pink. I have to tell you, in case you haven't figured it out by now - I really, really, REALLY loved the whole creative aspect of making myself over as a pretty girl, but applying makeup was by far the best part - and it was SO much fun! Other boys had hobbies like model airplanes, cars or computer games, but for me there was nothing better or more enjoyable than the art of transforming myself from a plain, or even sloppy, androgynous teenager into a beautiful, feminine, and desirable young woman. One day, I knew, I wouldn't have to pretend to be female anymore, but I'd never stop looking forward to that special process of gender transformation. Next came the new pair of sparkly three-quarter-hoop earrings. I was still super-pleased at what a great match they were for my promise ring. After they were settled properly into my little piercings, I spent at least five minutes posing with my right hand next to them, admiring how the jewelry and my platinum-white nails sparkled with reflected light. "WOW - such a babe!!" I stated with conviction. At last it was time to slip on and button up my new black blouse. Style-wise it was nothing to write home about - kind of like a plain black shirt with a collar, short tails, and sleeves turned back almost to the elbows. But I did appreciate how perfectly it was tailored to fit my narrow waist, so that my rounded hips and protruding derriere would be more obvious. As a matter of fact, it was snug all over - on my shoulders, arms and hips, but especially on my artificially enhanced bust line, which positively bulged against the thin cotton fabric. With the top three buttons left undone, I knew for sure that my customers - at least the male ones - wouldn't be able to take their eyes off my chest, and wondered if they might even get a glimpse of black lace. Oh, how I wished for REAL boobs this big so I could show off some impressive cleavage too! For the first time, I seriously contemplated getting implants if the hormones didn't prove up to the job. I was downstairs thumbing idly through one of Mom's Ladies Home Journals when the doorbell rang. It was the girl I was expecting, and I definitely got the reaction I was expecting too! "Sandra Johnson, YOU are absolutely gorgeous!" gushed Natalie, as she scanned me head to toe with her mouth wide open in amazement. "And I LOVE your hair - it's so cute! It's even better than when it was long. Wow - if I met you on the street I don't think I'd recognize you. You look so much older - I mean more mature ..." "Thanks Natalie - I was hoping you'd approve. And I don't mind looking a bit older ..." "I can't get over how you ... I mean, that your body ... you're so, um ... SHAPELY!" "Do you think so? I really want to look like, convincing, if you know what I mean ..." "Yeah, honey, I know what you mean. And you've got nothing to worry about in THAT department!" We continued our banter all the way to the restaurant, where Natalie wished me luck before heading back to work. Oh, and I forgot - she observed me carefully as I swung my legs out and exited the passenger seat, making sure I heeded her lesson on the proper way for a lady to do that little exercise. Not that I was going to do it boy-style while she was watching! As I walked through the front door the echo from my clicking heels reminded me that I was 'dressed to kill.' Good thing too, 'cause I immediately encountered a beautiful girl with long, perfectly straight blonde hair, dressed almost the same as me except for how the open neckline of HER black top exposed some exceptional cleavage. Now I didn't just feel nervous, I also felt envious! "Hi, you must be Sandra," she greeted me with a dazzling smile. All I could say in reply was a weak "Hello." "I'm Angie. I'll tell Miles you're here," she said, and she scurried away in the direction of his office. I was glad to be reporting for duty a few minutes early, and if my new boss's expression when he laid eyes on me was any indication, I was starting my new job off on the right foot. Once again I got the standard head-to-toe inspection and you already know where his eyes lingered! I don't think he even noticed my new hair-do! After introducing me to the other staff, who were all girls except for Adam the bartender, Miles immediately put me to work with Angie, greeting and seating customers as they arrived for lunch. That was easy - all I had to do was look at the seating map and who was serving in each section, lead each party to their table, tell them who would be serving and what the daily specials were, then ask what they'd like to drink. Having been a customer, I kind of knew the drill already, but Angie was very good at sharing the extra details with me, and besides, with my "Trainee" nametag on, everyone I dealt with seemed to go easy on me. Well, everyone except the two businessmen who decided to have some fun, at first asking me to switch their table, then ordering drinks the bartender told me didn't even exist! Lucky for me I wasn't allowed to actually serve alcoholic drinks anyway, being underage, so their real server got the job of straightening the two jokers out. Angie told me that about half the girls at Milestones were under twenty-one, so they got around the problem by having the older girls, and sometimes even the bartender, deliver drink orders to the tables. Seemed like a good solution to me! Being a Tuesday, and still summertime when many diners prefer restaurants with patios, the lunchtime crowd wasn't huge and I soon felt more at ease in my new role. But did I ever feel like I was on display! There were a few all-female parties who gave me the once-or- twice-over, but the guys were something else altogether. It wasn't too awkward when there were women with them, but if there were only males I got some major stares and even outright leers, directed mostly at my two B's - boobs and butt, if you must know. Some guys tried to engage me in small talk, others told me I reminded them of some movie actress, and one even asked me out! It was all very embarrassing and I began to regret making such an effort to look sexy! Chelsea wasn't working that day, but I was SO lucky to have Angie to work with. Her regular job was waiting tables, which she would be doing later that same day, but today she was filling in for another girl. So I was able to pepper her with questions about how best to do my job. I learned that one of my most important assets when dealing with customers was my smile, not big boobs as I'd previously assumed. Angie shared with me that a dazzling smile could work wonders with even the most jaded person, especially when it was on the face of a beautiful girl. It would even work well on other women, she insisted. I'd already experienced her Julia-Roberts-wide smile when we first met, but up to that point I'd been too nervous to even think of how friendly I looked to others - so I thought of how much she was helping me and I beamed my best one back at her. "How's this?" I asked hopefully. "Oh ... not too bad I guess," she said in a way that left me thinking my smile was well below their high standards. Then she broke into her own gorgeous smile again, and confessed she was pulling my leg - she thought mine was just perfect, especially with my fire-engine-red lipstick. Thank God! Lunchtime was over before I knew it, and things got a lot slower between two and five. So Angie was able to spend more time with me, showing me how the kitchen functioned, going over the menu, and filling me in on a million other details. That last part was nice, because we got to sit for a while with our shoes off, sharing a couple of appetizer items and some great girl-on-girl conversation - mostly about guys of course. I found out that she was between boyfriends, but she wanted to hear all about mine! And like Natalie, Angie told me she loved my hairstyle and even complimented me on my makeup job! By the time things started to pick up again, I felt that I was ready for more responsibility and so did she. The evening hostess showed up at five, and that meant I could start shadowing Angie as she went into 'professional waitress' mode. Soon I was helping to take food orders and delivering plates of appetizers and entrees, and feeling more and more confident as the evening progressed. But oh my, was I ever aware of the men's eyes - it seemed like every time I glanced in the direction of a guy, he was already staring at me with an expression of what I would call frank sexual interest. For the first time I understood what the expression "being undressed by his eyes" meant. And if I was up close, a guy would always look me in the face first, then focus in on my boobs, then check out the rest of me. 'Oh well,' I thought, 'I did ask for it, didn't I?' When I got a moment alone with Angie, I asked her what she thought about all the male attention. "Oh, you get used to it," she replied, fixing me with another dazzling smile. "We're the reason half these guys come here in the first place. Why, do they make you feel uncomfortable?" "Um, maybe a little ... but it's like a compliment, right? Like, they're not really after my body or anything ..." "Sure they are!" she laughed. "And if you ever give them even the tiniest hint that you're available, look out! If I had a buck for every time I've been hit on or asked out ..." I nodded solemnly that I understood. The last thing I wanted was for any other man than Mark to get anywhere near me. So from then on I was careful to stay at a 'professional distance' from certain guys who seemed overly interested. Speaking of overly interested men, my boss Miles stopped me a couple of times to ask how things were going for me. I was able to tell him the truth - "Just great, thank you sir." "You can call me Miles, Sandra," he instructed me. And all in all, my first day on the job WAS pretty good - much better than I expected. And I knew by eight o'clock, the time my shift ended, that I'd made the right decision taking that job. Even with all the male eyes imagining what I looked like with no clothes on! As I strode outside into the bright entrance lights and waved to Mom, I had to smile at the thought that none of those guys could possibly imagine what they'd actually see if they got their wish. ***** "I didn't recognize you, honey," said Mom as we pulled out of Milestones' parking lot. She'd been silent while I settled into the passenger seat and buckled up. Then it dawned on me that maybe she wasn't used to my new hair style yet, and my sexy clothing and shoes must have been foreign to her as well. "Sorry, Mom," I said softly, "I guess my new look kind of took you by surprise, huh?" "More like shock," she replied. "I was just getting used to my sweet little teenage daughter with the pretty clothes and nice long hair, and all of a sudden she's a grown woman, with, um ..." "You mean with a body ... and grown-up clothes?" I prompted, hoping she was really okay with the way I looked. I'd be the first to admit I might have stepped over the line that day. "Well yes - you certainly do have a body, honey. But the way you're dressed you look so much older ..." "Mom, all the waitresses dress like this," I interrupted. "It's the uniform. You want me to fit in, don't you?" She was shaking her head slowly. "Oh, I know ... I understand you have to. It's just such a big change - I just have to get used to the new you, that's all." I started to feel a little badly, like I'd disappointed the most important person in my life. "I'm still your daughter, Mom - and I always will be." "I know ... just so many changes, and they're coming so fast ..." She was right, of course. But for me, the changes couldn't come fast enough! To be continued ....