Loading...The first time that I met Diane was my first interview with her. I was a little nervous, of course, as I sat in the waiting area. I had already filled out my application and had a meeting with the personnel manager. Diane was the office manager and the job reported to her, so meeting with her was the next step. I remember seeing her walk into the room, look at me and smile. She said my name and I stood up and shook her hand, and then she led me down the hallway to her office.
Even that day I noticed. She was wearing a charcoal gray suit with a white blouse and her long blonde hair was pinned very neatly in a bun. She wore make-up, but it was simple and understated, as were the few pieces of jewelry she had on. Everything about Diane’s appearance was professional and business-like, except, she wore sheer black hose and black high-heeled pumps. Being more concerned with myself and how I looked and what I said, I didn’t really think about it. I was wearing my “interview” suit – a navy blue jacket and skirt with a white blouse, tan pantyhose, and blue pumps with two or two and a half inch heels. I just tried to sit the right way and answer questions intelligently and do all the things you’re supposed to do on a job interview to get hired.
Well, we talked for almost an hour and I felt pretty relaxed with Diane, and when we finished she congratulated me and offered me the position. The job wasn’t much but it was my first professional office experience, so I worked hard and tried to learn as much as I could. Diane was a good manager, or at least I thought so. She was very aware of everything going on, and handled things in a very business-like manner. She didn’t talk much with any of the girls in the office unless it pertained to work, although she always seemed to be a little nicer to me. She would smile when we made eye contact throughout the day, and when I didn’t know something and had to ask for help, she would explain the answers in a gentle and encouraging tone of voice. Diane really made me feel comfortable.
I learned how to conduct myself in a business setting by watching her. She was always polite to people, especially customers on the phone. Her concentration on the work never wavered, and her demeanor and appearance were completely professional. Diane’s suits and dresses were always conservative and corporate, very much the ideal for the office environment. But no matter which outfit she came to work in, she always wore high heels. It was a real contrast, seeing her in business suit and a pair of pumps with 3 or 4 inch spike heels, sometimes even higher. She was very attractive, probably in her late 20’s or early 30’s, with blonde hair, beautiful facial features and a shapely body, and maybe this was her way of expressing some femininity in her professional role. I couldn’t quite figure it out and it certainly never came up in any conversation, so I didn’t worry about it.
One afternoon around 4:30 Diane asked me if I could stay after 5 because she wanted to meet with me. She spoke very quietly to me when she asked, giving me the impression that wanted no one else to know about it. I told her I would gladly stay, she smiled, thanked me, and went to her office. I got a bit nervous over the next half hour as I tried to imagine what the meeting was to be about. The others in the office left right at 5, and I sat at my desk for a few minutes waiting for Diane to finish a phone call. I heard her hang up the phone and I got up and walked into her office. “Are you ready for me now?” I asked.
“Yes, Jackie. Thanks for waiting. Please close the door,” Diane said.
I did and then walked over and sat down in one of the two chairs in front of her desk. Diane was finishing some paperwork so I waited for a minute or so as she made notes and shuffled the documents in front of her. Finally, she looked up at me and smiled as she let out a tired sigh. “I’m sorry to keep you waiting Jackie, but things are so busy right now…” she said.
“Oh that’s alright, I understand,” I replied.
She smiled again and said, “Yes, I know you do. You certainly have been doing more than your share of the work, and doing a very good job. That’s why I wanted to talk with you today.”
I thanked her and felt my cheeks getting red. I really valued her opinion and it was so nice to get such a compliment. Diane went on to tell me that she wanted me to be a Special Assistant to her, to handle projects as they came up, to report results to her, and to learn more of the responsibilities of her position.
“You see, Jackie, I think you’re very talented and have lots of potential, so I’d like to give you as much extra help as I can. Would you be interested in working with me in this way?”
Well, I was so excited I told her “yes” right away and that I was honored that she thought so much of me to make such an offer. I thanked her several times as I was leaving her office and I could see that she was pleased with my reaction and response. I went back to my desk and as I was gathering up my things to leave, Diane came over to me.
“I was going to the mall to get a bite to eat and maybe do some shopping. Would you like to join me, Jackie?” She caught me by surprise because I had never seen Diane socialize with anyone in the office, but I was still so excited by our meeting that I didn’t hesitate more than a moment and said “yes.” We reached the parking lot and Diane offered to drive, so we got into her red 300ZX and drove off.
Once at the mall, we stopped and had a light dinner of salad and iced tea, and then strolled around. Diane looked at suits in several different stores and tried on a few. With each one she put on, she asked for my opinion. I told her each time that the suit looked great on her and truthfully, every one of them did. It felt a little odd at first, but Diane was so sincere and relaxed that it was like being out shopping with one of my girlfriends. Here was my boss, this beautiful and successful professional woman, a woman I looked up to and whose opinion I valued, wanting to know what I thought. She finally decided on a light tan wool suit that fit her so perfectly, it didn’t need any tailoring so she paid for it and took it with her.
“Thanks for your help, Jackie. It’s nice to have someone besides the saleswoman telling me how things look on me,” she said to me as we left the store. “Of course, now I’ll need new shoes to go with my new suit,” Diane continued with a laugh, “You don’t mind, do you?”
“Oh no, not at all. In fact, I need some new shoes myself,” I replied.
“Great,” she said with a soft smile, “I’m glad you came along tonight. It’s nice to get to know you better away from all the craziness of the office.” Her words were so nice and sincere that I felt a little flutter inside as we walked along there in the mall, aware of her letting me see another side of herself that she had never shown at work. I thought that it was one of those special moments that rarely happens between two people, especially for a boss and one of her employees.
Diane led me into a shoe store where we began browsing. I noticed a selection of dress shoes along one wall and I started to look for a pair of black pumps for work. Diane had gone to another part of the store where I could see her looking over a selection of high heels on display. I had a low-heeled pump in my hands, waiting to ask a salesperson for a pair in size 7, when I wandered over to Diane. She had already asked to be brought a pair of beige leather pumps. The shoe in her hand had a slim heel that must have been 4 inches high. It was exactly the style of shoes she wore to work; just like the dark blue pair she was now wearing.
She turned to me and said, “Have you found anything?” and then noticed the shoe in my hands. “Oh, that’s nice Jackie. You know, I’ve always liked to wear really pretty shoes to work. Some women complain about having to wear heels, but even at the office I like to look nice,” she said.
“I guess I thought I should stay conservative at work,” I replied awkwardly, not really knowing what to say. “Actually, I don’t even own any ‘real’ high heels.”
“Well, you have a nice figure and nice legs; you could certainly wear them if you wanted to,” Diane told me with a smile, “And anyway, your work and your demeanor are always very professional. You don’t have to worry about conforming to every rule there is; be yourself.”
As I listened to her, I was touched by her compliments for my work and by the fact that she had noticed me in a physical way. I had been complimented by other females – friends, relatives, co-workers – but there was something special about it coming from Diane. And there was something about what she said, and how she said it… like she was secretly encouraging me to wear heels like she did. I stood there silently for a minute as Diane turned to sit down and try on the shoes the saleswoman brought out to her.
Then the woman looked over at me and asked, “Would you like to see anything?” Without a thought, I pointed to a black leather, high heeled pump on the table in front of me and said, “Yes. Size seven, please.” As she walked behind the counter and disappeared into the back of the store, I returned the low-heeled shoe to the shelf where I found it and took a seat.
I watched Diane strolling slowly around the store in the new shoes and I found myself gazing at her and admiring how gracefully she moved and how feminine she was in those high heels. And I wanted to feel like she looked. I slipped off my work shoes and bent forward to remove the black heels from the box placed in front of me. It took a moment or two for me to wiggle my toes into each shoe and then press my heel down so each foot was nestled into the pumps. I remember looking down and thinking that the heels looked nice on me, and then I stood up to walk in them. I wobbled a little at first, but I stepped slowly and carefully towards a mirror and adjusted to them quickly. First facing the mirror and then turning from side to side, I glanced at the reflection and was very pleased. They were very pretty, and I felt pretty wearing them.
“Those are very nice, Jackie. Do you like them?” Diane said as she walked up beside me.
“Mmm, yes, I do like them,” I replied, still staring into the mirror.
Diane remained next to me for a moment longer, and then went to the counter to pay for her purchase. With her gentle encouragement, I decided to buy the high heels and I remember at that moment I was sort of excited about my decision. I guess there was something about Diane’s approval, and wanting to be like her, and even being a little “wild” that made it fun.
We left the mall and drove back to the office parking lot so I could get my car. Diane told me she enjoyed the evening, and I thanked her again for her offer, and for inviting me to go out with her. It was quite a day, and I had a hard time falling asleep that night.
The next day, I wore my new shoes to work. It felt a little strange in the morning as I stepped into them and saw myself in my full-length mirror. Dressed in my dark gray business suit, white blouse, and tan pantyhose with these black high heels instead of my usual, conservative pumps I was very self-conscious. But thinking about Diane and what she had said the night before, I relaxed and headed to the office.
I had to concentrate on walking more slowly than usual in the heels but I felt nice in them and I thought my legs looked nicer, too. It was a very busy day at work and I was occupied all day long. Diane smiled when she saw me in the morning and even took a second to come over to my desk and tell me that I looked very nice. I thought it was sweet of her to do that especially because of how hectic it was. We didn’t have time to talk about my new responsibilities or anything else that day, but I was aware of how good I felt all day.
Over the next four or five weeks, Diane gave me more special projects to work on and I was able to handle most things. When I needed help, she patiently explained things and encouraged me. We were working together more frequently and maintained our good business relationship in the office. After work, we were often the last ones to leave, and Diane would invite me to go out to dinner once or twice a week. Sometimes we would also go see a movie but usually we would just sit and talk in a restaurant, or go to the mall. It was a chance to unwind, and we got along well.
It was nice to develop this friendship with her because Diane was a few years older than me and I really admired her professionalism and confidence. I was actually flattered that she wanted to socialize with me and form a friendship outside of work. I found myself emulating her and I valued her opinions and approval.
In the weeks following our first shopping trip, I returned to the mall several times to buy new suits and dresses because I wanted to look my best on the job. I also bought quite a few pairs of high heels to wear to work. I found that I really liked the way I looked and how I felt when I wore them. Although I bought most of my new things when I was by myself, Diane always noticed and complimented me when I wore something new to the office. Every time she did, it made me feel special.
One evening at the mall we stopped into Victoria’s Secret and started to browse. We moved through the store ending up in the room where the bras and undergarments were displayed. Diane said she needed a few new things and began to pick out lace bras. I had never really shopped in the store before so I was a bit fascinated by all the exotic things they had. I wandered around and came up to Diane who had moved from the bras to a wall rack where she looked through a selection of garter belts.
As she took a hanger out and examined the tag on the pink lace garter, I asked, “Is that for you?”
“Yes,” she giggled. “Does that surprise you?”
I began to smile and blush, and I replied, “Well, no … I guess, I …,” as my voice trailed off.
“Have you ever worn a garterbelt and stockings?” Diane asked. I shook my head and looked away, feeling slightly embarrassed and un-sophisticated. Diane touched my shoulder and said softly, “Don’t be embarrassed Jackie. I didn’t mean to make you feel uncomfortable.”
“Oh, I know you didn’t,” I said as I turned back to her, “I just never knew anyone who did, or bought them for herself. I always thought that women got lingerie like this just to wear for their men.”
Diane laughed and said, “No, not always. I guess the first few times I bought things like this it was for the guy I was with, but I realized how pretty I felt when I wore really nice lingerie and I decided I could wear it for myself. I actually prefer stockings over pantyhose; I always feel bound up in pantyhose! And,” she leaned in closer to me and lowered her voice to a whisper, “it’s kind of fun to wear something sexy underneath business clothes, and nobody ever knows it!”
Surprised, I looked at her and the wicked little grin on her face and asked, “You wear this to work?” She nodded, and we both giggled like schoolgirls. I started to look at the rack of garterbelts in front of us, tentatively at first, but with Diane’s prompting, I selected a complete set of lacy white garments. The bra, garter, and bikini panties all matched, and with a salesgirl’s help, I got a pair of tan and a pair of sheer black stockings, also.
Diane showed me how to attach the stockings to the garter snaps, and also told me, “Put the panties on after you put on the stockings; it’s much easier when you have to go to the ladies room!”
We left the store laughing and giggling, and when we got to our cars to go home for the evening Diane asked slyly, “So, what will you be wearing tomorrow?”
“Oh no, I don’t think I could wear this to the office,” I replied.
“Sure you can. Trust me, you can be the perfect professional and still have your own little secrets, Jackie,” she told me. “Go home, try everything on, and see how you feel. It’s up to you, but, I know I love to look and feel pretty even if it is just for myself.”
I smiled and nodded, and then we said good night and drove off in our cars. I was excited as I got home and got undressed because I wanted to see how the lingerie would look on me. I had a little trouble with the garter straps, but after adjusting the length of each and fumbling some as I hooked the snaps to the stockings, I was done. I gazed at my reflection in the mirror for a long time, trying to decide if it looked good on me. I turned one way and then the other, and looked over my shoulder to see myself from the back. The white lingerie was very pretty, and after a while, I smiled because I felt, well, beautiful. Actually, I was somewhat self-conscious even though I was completely alone, but somehow I even felt sexy and kind of “bad”, like a little girl who had gotten into her big sister’s things without permission.
As I took the lingerie off, I still had doubts about wearing it to work the next day, but I kept thinking of Diane. Deep inside, I think I didn’t want to disappoint her. So without admitting it to myself, I had already decided to wear my new lingerie under my work clothes.
The next morning I woke up early and showered quickly. I took the extra time to put on my sexy new underwear which I still was a little awkward with. After finally getting all four of the garter snaps right, I slipped on the tiny panties and took another look in the mirror. I picked out a loose fitting, long sleeved blue dress to wear. It was fairly simple, with a high neckline and a hem that came down to my knees. It had small, gold buttons all the way up the front, and a black patent leather belt around the waist. I guess I wanted to make sure my clothes were as conservative as possible so that no one could possibly know what I was wearing beneath. I stepped into a pair of dark blue high heeled pumps, and stared into the mirror for a few minutes to make sure there were no signs at all of my sexy secret. Satisfied that I outwardly looked as I normally did, I hurried off to work.
I didn’t see Diane until late morning when she returned from a management meeting. We were finishing an important internal report and I was very busy. She came to my desk to ask for a document and hurried off, but before she did, she asked me how I was. I smiled and said I was fine. In her most business-like way she smiled and said, “That’s good,” but then winked at me. It was probably the first time I had ever seen Diane let her personal side show in the office. We worked very hard all day on the report, and long after everyone else had left, Diane and I remained to finish it.
At about 6:30 I walked into her office with the final document. Diane was seated behind her desk, her chair turned to one side, and she seemed to be staring off into space when I approached the desk and placed the report on it. “Here’s the final version, Diane,” I said. She didn’t move or acknowledge me, and looking at her for a moment, I finally asked, “Is everything alright?”
She turned towards me with a start, and said softly, “Yes… yes, everything is fine. You did a great job on this Jackie, thank you very much.”
I thanked her, but something didn’t seem right and as I stood there wondering, Diane asked me if I had a few minutes. “Sure,” I replied.
“Would you mind closing the door before you sit down, Jackie?” she asked.
I closed the door, and returned to sit in one of the chairs in front of her desk. I experienced a strange tingling inside because I had never seen her like this before and I wondered what was going to happen.
Looking at me, Diane said, “You look very nice today. You wore your new outfit today, didn’t you?”
“Yes, I did. Could you tell?”
“No, not outwardly, but I thought you would,” she answered. I sat back in the chair and crossed my legs as she continued. “You know, Jackie, I’m really proud of the work you do here and how you’ve grown since you started. You should be proud, too. I’m also very happy with how we have gotten to know each other outside of work. I really treasure our friendship, and I would never want to jepordize it.”
I smiled and blushed as I listened to Diane, and said, “Thank you, Diane. You have been very good to me and I really appreciate how you’ve helped and encouraged me. And, it’s been really nice becoming friends with you. I’ve felt kind of honored that you wanted to socialize with me. I mean, I’m just out of school and haven’t been out in the world like you have. You’ve been very nice to me. I’ve learned so much from you.”
She smiled as I said that, and replied, “That’s nice of you to say. It has been fun for me to see you blossom Jackie, and not just as an employee.”
Diane reached up and began to unclip her hair from the neat bun it was pinned into on her head. “I’ve watched you become a very professional, very beautiful woman in the last few months. And I guess that’s part of my problem, Jackie.”
She released her long blonde hair as she spoke, and as I watched her shake her head gently from side to side and fluff her hair with her hands, I realized that in all the time I had known her I had never seen Diane with her hair down. Listening to her sweet voice and seeing her long, soft locks framing her face and tumbling down her shoulders, I was struck with just how beautiful she was, and at that moment, I thought that she was more beautiful than anyone I had ever seen.
Before I could ask her what she meant, Diane stood up and walked around the desk to sit in the chair next to me. As she did, I noticed that the black skirt she wore now was unbuttoned half way up from the hem. With each step the skirt opened to reveal much of her legs; I even saw the dark band of her stockingtops. Once seated, she turned in the chair to face me and with her legs crossed at the ankles, side by side, her skirt fell open, uncovering one pink garter strap fastened to the front of her sheer black stocking. “How did it feel today, wearing your new lingerie?” she asked.
“Oh, it was different,” I said, thinking how to describe just how I felt. “I was aware of it all day, even when I was busy. It was almost a distraction… I felt like I was tricking everyone because I was wearing this plain dress but underneath was all the lace and the stockings.”
“You felt very feminine, didn’t you?” Diane asked.
“Yes, I did. It was a nice feeling,” I told her.
She smiled and nodded, “Yes, I love that feeling. Even though I’m a manager in this professional office, I need to feel feminine and beautiful. That’s why I almost always wear that kind of lingerie, and why I always wear high heels. I love to be noticed by others and see a look of attraction in their eyes. Jackie, you see me every day. You think I’m attractive, don’t you?”
There was something in the tone of her voice that moved me, telling me that she truly wanted to know, that it was important to her. It was a feeling I had never had before, and a shiver ran up my back. There was something happening that I couldn’t explain, and I was aware that my heart was beating faster and my mouth was dry. Instinctively I licked my lips before I spoke.
“Oh yes, Diane. I remember thinking how beautiful you were the first day we met, and seeing you every day and working with you, I know that you are. I guess I wish I could be more like you… you’ve really influenced me. I mean, I started to wear heels because of you, seeing how great you look every day at work. And last night, I never would have bought the lingerie, but because you were so encouraging, I decided to go ahead. I think you are incredibly feminine… and beautiful.”
Diane blushed as she listened to me and looked very pleased. “Thank you Jackie, that’s very sweet”, and with that she leaned over and kissed me. It was gentle and lasted for only a moment, but as our lips parted, our faces so close together, Diane looked into my eyes and then again pressed her lips to mine. This time it was with passion and I was frozen still for what felt like forever.
My mind raced, filled with a thousand thoughts. I couldn’t believe it was real! “This isn’t happening” flashed through my mind over and over, and I wanted to pull away, but couldn’t. I wasn’t returning her kiss, but something kept me from breaking away. The kiss was at once soft but firm, her tender red lips caressing mine. She reached her hand up to the side of my head, intertwining her fingers with my hair, cradling my head while holding it close so I couldn’t pull back. Reflexively, my eyes were closed. I whimpered softly, feeling trapped and feeling myself giving in to her. Yes, I did have feelings for Diane, and with her touch she was overcoming my resistance and stirring desires I had never known… I felt tears welling up in my eyes… and a wave of arousal flowed over my body, especially in my crotch. Hesitantly at first, then more surely, I returned her kisses… I gave in to her.
Oh, what a release! It was if I had been struck by lightning! I moved my lips with Diane’s, and I began to tremble from the emotion. She sensed my consent, and kissed me even more passionately. Her tongue slid into my mouth and danced around mine. I reached my shaking hand out to her side and clumsily clutched her arm before reaching a bit further to place my hand on her back. My pussy ached, and I squirmed in the chair to rub my legs together for some relief. I tasted her in my mouth, and with every breath I inhaled the fragrance of her perfume mixed with her warm skin. All of these wonderful sensations were overwhelming and I thought again that this wasn’t real, that I was in some kind of dream.
Diane finally released her grasp and pulled her head back, gasping for a breath while softly moaning my name. I stared at her, and felt an intense longing. “I’ve dreamed of doing that for so long, Jackie,” she whispered, “I hope you’re not angry with me.”
I attempted to speak, but no words came to me. I gently shook my head, and swallowed. After an awkward moment, I was still staring at her face and finally spoke. “Diane, I… I never knew…”
Diane nodded and said, “Yes, I know. I can’t believe it myself, but every day that has passed I’ve found myself more and more attracted to you Jackie. I’ve been so afraid of shocking you, of scaring you away. I don’t want to lose you, Jackie.” She stood up in front of me, watching my face intently for my reaction to her words. “If you want to leave now, I’ll understand,” she whispered.
I sat in the chair, looking into her beautiful blue eyes, and could see the sincerity and emotion in them. I was then aware that my gaze had moved down to Diane’s body, and I looked at her breasts covered by her white blouse, and her waist and hips, and the slim black skirt she wore, and her shapely legs encased in black stockings, and her spike-heeled black leather pumps. I looked again at her eyes and her beautiful face, as I remained seated in the chair.
Diane smiled then, and said, “I want to undress you, Jackie. I want to see how beautiful you are in your new lingerie.” Even with everything that was happening, I was still taken aback, surprised by her directness and boldness.
“Oh Diane,” I whispered, and hesitated before saying, “I… I want to please you.”
She extended her right hand to me, and I reached up with my left and she silently guided me to stand up. She moved closer and our bellies touched lightly as she again kissed me. My arms hung limp at my sides and with my eyes closed as we kissed, my body swayed slightly. It was hard standing there, especially in high heels, because my knees seemed ready to buckle at any moment. Diane’s fingers began to unbutton the top button of my dress, and she continued to kiss me and also whisper to me as she undid each successive button. She told me what a beautiful woman I was, how she had enjoyed watching me become more confident in myself, seeing me be more sensual, not afraid to be attractive at the office. As she unbuttoned my dress, she began to pull it back off of my shoulders so she could kiss and lick the bare skin of my neck and shoulders. Her hands reached my belt and quickly unbuckled it so she could continue to undo the buttons further down. She tugged the dress up as she reached the last few buttons near the hem, and when she finally unbuttoned the last one I became aware of how intense my arousal was. I had never imagined being undressed could be so erotic, and Diane’s words, kisses and caresses were driving me out of my mind! When she slid the dress off my shoulders, and it fell off of my arms and onto the floor, a shiver overcame my entire body. I didn’t care anymore about what was “right” or what wasn’t; I wanted Diane more than anyone before in my life!
“Oh, Jackie! Let me look at you!” Diane cried. She took a step back, leaned against her desk, and looked at me from head to toe over and over again. “Jackie, you are gorgeous,” she sighed, “Even more than I had dreamed!”
My cheeks flushed red and I felt a twinge of embarrassment at her words, but I did feel gorgeous. I felt more beautiful at that moment than I had ever felt.
“Thank you. Do you really think it looks good on me?” I asked.
“Oh yes, Jackie. The white lace is so pretty… everything fits so well,” she replied. “And I love the way those stockings and your high heels complement your legs. Jackie, I think you’re perfect.”
Diane stepped forward and took me into her arms and we began kissing passionately again. This time, I felt more in control of myself and as my left hand clutched Diane’s back and pulled her close to me, my right hand tentatively caressed her ass. Diane’s right leg had wiggled in between my legs and she sensuously rubbed it against them. I was aware of how pleasurable I found the kisses and caresses of a woman; there was something so pleasing about the way she touched me. No man had ever done anything like it to me. It was as if Diane knew exactly what I liked and what would arouse me. And by that time, I was over the initial shock and was more comfortable… well, as comfortable as I could be. I wavered continuously between denial, guilt, and unbelievable pleasure, but I have to admit, the pleasure was winning out in my mind.
I squeezed Diane’s cheek and noticed how firm her ass was. I felt a garter strap as I lightly caressed her, and I began to wonder what was Diane wearing underneath her clothes. She continued to hold and kiss me, but my curiosity grew, and I suddenly felt bold. I pulled my head away and said quietly, “I would love to see the lingerie that you’re wearing. Would you show me… please?”
Diane stared into my eyes for a moment, the slightest hint of a smile on her lips, and then whispered, “I would love to, Jackie.”
My hands now rested on her hips, and she reached up with her hands to unbutton her blouse. She glanced down as her fingers gently and slowly pushed each button through the hole, but her gaze was mostly on me, watching for reactions on my face. Silently we stood there, Diane disrobing and me watching intently. She tugged up on her blouse, pulling it out of the waistband of her skirt, to reach the last button. Even though it was unbuttoned, her blouse hung closed so I still hadn’t gotten a good look at her, and Diane even teasingly brought her arms up in front of her to undo the cuffs which prevented me from seeing anything. Finally, she opened the blouse, shrugged it off of her shoulders, and tossed it aside on the chair.
Diane was wearing a pale pink lace bra that looked great on her. The delicate lace strained to contain her breasts, which were much larger than I had thought. The bra was very low cut and her full, round breasts were almost spilling out of the top. The skin of Diane’s shoulders and chest was smooth and clear. Her blonde hair tumbled onto her shoulders, most of it falling down her back but some of it was draped on her chest. Diane had this wild, unbridled look now that was so totally different from her usual appearance.
I studied every inch of her face and upper body now, and I was aware of how deeply she was breathing. She must have been very aroused and was fighting to contain herself. I found myself still fighting to contain my emotions; inside I was yearning to touch her, but part of me still wanted to hold back. At that exact moment, Diane whispered, “Jackie, unbutton my skirt.” It was if she knew I was hesitant and was doing just the right things to sway me. I know my eyes opened even wider when I heard that, but her words were so sweet and seducing, I did as she asked.
There were only 4 buttons still buttoned and I reached for the lowest one. Diane turned herself ever so slightly to give me a perfect view. My fingers trembled just a little as I unbuttoned the first and then the second.
“Don’t be afraid, Jackie. Go ahead… push it open… look,” she whispered in encouragement, and I did push aside the material to glimpse her thighs and her crotch.
As I undid the last button on the skirt, Diane softly moaned, “Mmm, yes… just let it fall.”
I did, and as I took a half-step back, Diane stood before me wearing a lace garterbelt and bikini panties that matched her bra, the sheer black stockings, and her black leather stiletto-heeled pumps. My heart was pounding; excited from having just undressed this beautiful woman, and now watching her sighing sensuously, eyes closed, hips and legs writhing ever so slightly in arousal. I ached for Diane now, completely.
“Oh, thank you Jackie. That was wonderful, you made me feel so sexy!” Diane panted, “Do you like what I’m wearing?” I nodded silently as she continued. “After shopping last night I could hardly sleep, thinking about you and hoping so much that you would wear your new lingerie today. I didn’t consciously plan this, but, when I got dressed this morning I wore this outfit because it’s one of my favorites. I guess deep down inside I was hoping something would happen…” Diane’s voice trailed off as she looked into my eyes.
This time, I moved forward to embrace her, and we kissed and held each other for a long time. Our bodies were pressed together, and I was thrilled by the warmth and softness of her skin. Diane began to run her hands over my ass, and then slipped them under my panties to caress and squeeze the bare skin of my cheeks. Next, she ran her hands up and over my hips and sides, and began to gently touch my breasts through the lace of my bra. Each time she moved ahead and touched me where she hadn’t before, I was aware of her doing it in a gentle, sensitive way… being almost tentative, definitely not aggressive, wanting not to frighten me… allowing me to feel the pleasure of her advances and her touch. And each time she did, I was falling deeper and deeper under her spell. Diane kissed my cheek, then brought her lips up to my right ear and whispered, “Let’s go over to the couch.” We walked together, holding hands, and sat down on the cloth-covered sofa.
Diane stroked my hair with her left hand and leaned towards me to once again kiss me, while she played with my bra strap with her right hand. I felt her slide the strap down off of my shoulder and I kissed her more passionately. With that, Diane reached out and unclasped the bra, releasing my breasts. I let out a quiet moan and she gently whispered, “Jackie, I’ll make this so wonderful…”
Diane lowered her head and began to lick and kiss my chest. I leaned back, overcome by the sheer pleasure I was experiencing; I had never felt such intense arousal. She placed her lips around one of my nipples and sucked ever so gently, and I softly called out her name. She did this over and over again before moving over to my other breast to do the same.
After several minutes of this gentle, loving foreplay, Diane’s hands wandered from my breasts down my torso, and she began to stroke my thighs and hips. I could feel her fingernails lightly scratching the bare skin of my legs above my stockings, and I was aware that my crotch was getting wet from my excitement. Diane continued to kiss and suck my breasts, and as she moved, her long hair fell down upon my sides and my belly and it tickled me. My head was leaned back resting on the top of the sofa, and my eyes were closed as Diane continued to caress me. I reveled in the incredible pleasure she was giving me. I felt a tugging at my waist and looked down to see Diane’s fingers clutching the top of my panties, pulling them down. She looked up at me and whispered, “I think we should take these off, Jackie.”
I pressed my back into the sofa and lifted myself up enough for her to slip the panties down over my cheeks and hips, and then she carefully slid them past the garters, down my legs, and over my high heels. As she moved the tiny white panties towards my ankles I started to slip one foot out of its shoe, but before I could Diane turned and said softly, “No Jackie, leave them on,” and I complied.
She was sitting forward on the front edge of the couch and after dropping my panties on the floor, Diane began to run her hands up and down my legs. While lightly stroking them Diane began talking.
“You really have beautiful legs, Jackie. They’re shaped so nicely and they’re long and firm… they look great in these stockings, too. I remember noticing your legs the day you came in to interview with me, but once you started to wear high heels, I couldn’t help myself from staring at your legs every chance I had…”
I was flattered by her words, and I was really enjoying the sensation of Diane caressing my legs, so I shifted my hips a bit towards her and I crossed my left leg over my right, bringing them closer to her. She continued touching my legs and her eyes roamed over them, and she would glance back at me occasionally while talking. “I thought it was great when you started buying high heels and wearing them to work. To me, a woman who wears high heels is in touch with her feminine, sensual side. It shows that she wants to look like a woman, that she wants to express her sexiness… she’s not afraid of being feminine and sexy. I was happy to see you show that, Jackie.”
“I never really admitted it to anyone, but you know, I do feel prettier when I wear high heels,” I replied. “I think I secretly envied you for how you could be this successful business professional but yet come to work every day and still look so beautiful. I saw how people watched you, how men would look at you again and again, trying to be discreet and not stare. I guess I wanted that for myself… deep down inside I guess I wanted to be … desired. I just never imagined…”
I didn’t finish the sentence. Diane looked at me for a moment and then said softly, “I hope you aren’t disappointed.”
Something in the expression on her face and the tone of her voice touched me so that I felt a sudden ache in my heart, and I reached my hand out to her shoulder and quickly said, “Oh no, no! No one has ever made me feel like this before. You’ve made me feel so beautiful, and… so sexy.”
“And you are, Jackie,” she interjected. I smiled and felt my face blushing, and then thanked her.
“I guess I’m just a little overwhelmed… ” I hesitated and then continued in a slow, steady voice, “…but, I don’t want this to stop.”
A beautiful smile came over Diane’s face as she heard me say that, and I smiled too. It felt so good to say the words, to let her know what I was feeling. Part of me was still apprehensive, even frightened, but I felt unbelievably sexy and I wanted to experience more. I knew Diane would be loving and gentle with me, and I trusted her and wanted her to continue.
She slid off of the couch and knelt down in front of me. She began to play with my left foot, which was still crossed over my right leg. She ran her fingertips over my high-heeled pump, the instep of my foot and my ankle while saying, “I love seeing you wear such pretty shoes, Jackie. They really accentuate the curves of your legs and your ankles. Every day I look forward to seeing you come in, seeing which pair of high heels you’re wearing, watching you walk back and forth, sitting at your desk with your legs crossed just like now… sometimes it’s hard to keep my mind on my work.”
When she paused, she would bend over to lightly kiss my ankle, or my instep, or even the leather of the shoe that covered my toes. I watched her in amazement; I felt like I was being worshipped by her. It was a feeling I had never experienced before, and although I was a little uncomfortable, I tried to relax and enjoy the attention. It was kind of nice.
With her hands, Diane guided me to uncross my legs, and then she began to caress my thighs. She looked into my eyes, and with her hands on the insides of my thighs, she gently pushed my legs apart. I couldn’t take my eyes off of hers, and I offered no resistance. She continued to look at me intently, without speaking a word, and I was suddenly aware of her fingernails lightly scratching the bare skin of my belly and raking through my pubic hairs. I closed my eyes and sighed, trying to stay calm and composed while Diane made this subtle advance and my heart pounded. I opened my eyes and they met Diane’s again for a moment before she lowered her head and kissed my vagina.
“Oh my God…” I moaned as I tensed every muscle in my groin and my thighs. I felt her warm, moist tongue stroke my lips slowly… once, then again… and as she breathed hot breath onto me, I relaxed and moaned again. The pleasure was so intense that I had to lay my head back on the top of the sofa and close my eyes again because I felt dizzy.
Diane’s long blonde locks were draped over both of my thighs and with every movement of her head, her hair caressed and tickled me. She kissed me again and then used her fingers to gently spread open my lips so she could lick me more deeply and begin to tease my clit. Her every touch, whether with her lips or tongue or fingers, was perfect. I was more aroused than I had ever been in my entire life. In a matter of minutes, I was on the verge of an intense climax. I breathed harder and harder, my “oohs” and “aahs” became louder as I could barely control myself, and all the while Diane made love to me… until a shiver shook my whole body and I stiffened every muscle.
I cried out Diane’s name over and over again as the orgasm overcame me. The release and pleasure that flowed over me was so incredible that I felt I would lose consciousness. I clutched Diane’s head with my hands and pressed her even closer into my crotch, and tears of joy welled up in my eyes as I gasped for breath. I couldn’t stop calling out, “Oh, Diane…oh my god, oh my god!” again and again.
Finally, after what seemed forever, the climax subsided and I began to slowly calm down. My body relaxed and began to sink back down into the cushions of the sofa. My hands released the tight grip on her head, and I instinctively cradled her and stroked her hair. I was aware of how hard my heart was still beating, but I tried to calm myself and still savor all the wonderful sensations I was experiencing. Diane gently licked my inner thighs and my lips; they were wet with perspiration and my secretions. Finally, she rose up and cuddled next to me on the couch.
“Thank you, Diane. That was incredible…” I whispered.
“That can be just the beginning…” she whispered in my ear, and then turned my face towards her with her left hand and kissed me. As we kissed, she took her hand away from my cheek and began to tease and arouse me again. I responded immediately to her, and I kissed her with every once of my passion.
When she slipped one finger, and then two, into me, I moaned “Diane… Oooh, yes!”
Her thumb found my clit and she moved her fingers in perfect unison to once again bring me to the brink of orgasm. Our lips were locked together and I thrust my tongue into her mouth, wanting desperately to taste her. I recognized Diane’s warm moistness, but now it was mixed with the salty taste of my own wetness. I had never experienced that sensation before but I did find it intriguing, and arousing. She caressed me so perfectly that before I knew it, I felt myself tense in anticipation of another climax. It came over me more slowly than the first, but it was just as wonderful and seemed to last even longer. I pulled my head back, parting our lips, and moaned in ecstasy once again.
As I laid my head back on the couch and tried to catch my breath, Diane nuzzled me, gently kissing my cheek, neck, and shoulder. At that moment, I felt such a warm, glowing wave of emotion that I turned to her and said, “Diane… I love you.”
She looked at me with a radiant smile and softly said, “Thank you, Jackie. It feels so wonderful to hear you say that. I love you, too.”
We held each other close together there on the sofa for a while without speaking a word. Only tender touches and sweet sighs were exchanged. Finally, I looked into Diane’s eyes and asked, “What should we do now?”
“I don’t want this night to ever end, Jackie. I would love to have you come home with me, if you would,” she softly replied.
My heart fluttered as I heard her words and the emotion in her voice. I sighed and said “Oh yes, Diane, I’d like that very much. I want do something, anything, special to please you. I don’t know if I could ever make you feel like you made me feel, but I want to try,” I told her.
She smiled at me and said, “You don’t have to do anything you don’t want to, Jackie. Just do what feels right.” I nodded and we gazed into each other’s eyes for a few moments while gently touching one another’s face and stroking each other’s hair.
After this silent time, Diane spoke up. “I guess we should get up and get dressed now, but…” She paused, stood up, and took two slow steps away from me. Turning to face me she continued, “I felt so very, very sexy when you helped me to undress and I revealed myself to you, with my hair down… in my lacy lingerie… my stockings… and my high heels.”
Diane’s voice had become a soft purr, and she gazed at me with an innocent yet coy look while her hands lightly touched her breasts. As she talked, she slowly, seductively let her hands move down her body until they came to rest on her thighs. Each of her forefingers toyed with a garter and the stocking it was attached to. “I don’t really want to cover up again… I want to show off a little more. I am so excited and happy that you’re going to come home with me, Jackie, but I guess I just don’t want to leave yet.”
I felt a tingling inside as I watched and listened. Everything was different now. My life as I knew it had changed, and I was experiencing urges and desires I never knew existed. I was drawn totally and completely to this woman, and I would do anything she asked of me.
“Then we’ll stay a little longer,” I said with a breathy, hungry tone in my voice. I shrugged off my unclasped bra and tossed it aside, then reached out my right hand to Diane. She understood my silent call to her and walked over to take my hand with her left as she stood in front of me. My fingers lightly stroked the smooth skin of Diane’s hand, and I gazed at her slender fingers and long, polished nails for a moment or so before I stood up. I wrapped my arms around her and kissed her with all the passion I possessed.
We pressed our bodies together as closely as we could; my nipples, so erect and sensitive, touching hers through the delicate pink lace of her bra… the warm skin of our tummies pressed tight… our hips grinding together ever so slightly, but very erotically… stockinged legs rubbing and intertwining. Diane lifted her right leg and squeezed her knee and thigh between my legs, and I felt the toe of her black leather pump lightly grazing my right ankle, tickling and teasing. Our lips and tongues worked together so perfectly in our long, deep kiss. I was aware of how hard my heart was beating again, and I could even feel Diane’s as I held her so close in my arms.
Without pausing at all to think, my hands found the tiny hooks holding her bra closed and released them. Still kissing passionately, I slid my hands up her back to her shoulders and pulled the bra straps down. I then caressed her neck and her back, feeling the warmth of her soft skin and her long, blonde hair. I began to kiss her neck and also lick and nibble her ears. Diane softly moaned words of pleasure and encouragement, and it felt so good to know I was pleasing her, that I could have that effect on her. I experienced a sense of power at that moment… to learn these things, to discover these secrets that had been hidden inside this beautiful woman – my successful, professional, beautiful boss… that I had the power to sexually arouse her. I wasn’t really thinking about the power she had over me. I was just enjoying this more and more every moment.
We parted just enough that I could kiss Diane’s chest closer and closer to her breasts. I touched her again through the lace bra, and even teasingly scratched at her nipples with my fingernails. I finally pulled the sheer pink cups away from her breasts while she brought her arms forward so we could remove it.
“Oh, Jackie,” Diane sighed as she wrapped her arms around her torso in a sensuous hug. Her full, round breasts stood out with the small, hard nipples showing me that she was extremely aroused. I gazed at her for just a moment before I lowered my head, parted my lips just slightly, and gingerly kissed one nipple for the first time. I felt Diane’s body shiver, and with my lips still surrounding the nipple I touched the tip of my tongue to it. Her body shook again and she groaned. I was amazed at how hard this little bit of flesh was, and instinctively I began to suck on it while my fingers massaged both of her breasts.
“Mmm, that’s so wonderful…,” she moaned. Diane seemed to sway as we stood there and I led her back to the couch so we could be more comfortable.
She fell back into the cushions and leaned back in one corner of the sofa. She immediately extended her arms out to me and I knelt on the seat cushions to lean over her. Diane pulled me down on top of her and I continued kissing and caressing her beautiful breasts. Her skin was so warm and soft that I couldn’t stop licking and kissing her, but while doing that, my hands slowly began to explore her firm, sensuous body. I held her waist in my hands, and then moved my hands onto her hips. My fingers found the garterstraps and the tops of her stockings, and I was especially excited to be touching her thighs. I kept running my hands and fingertips back and forth over the bare skin above the stockings and the rest of her thighs that were covered by the sheer nylon. I was kneeling on the couch, bent over her, still kissing her chest and neck, but I had a strong urge to touch more of her legs.
I straightened up, and with both hands I guided her left leg up towards me and began to kiss the inside of her thigh near her knee. I then let my right cheek lightly graze her stocking covered leg, feeling the firm curves of her calf and the silky smoothness of the sheer, sexy hose. My eyes were closed as I enjoyed this new sensual experience, but I suddenly opened my eyes to see Diane’s glowing face, looking at me and smiling.
I exclaimed, “Oh, Diane… your legs are perfect… just gorgeous – like you.”
“Thank you for saying that, Jackie. You make me feel gorgeous… I love you, Jackie and I love being with you. I’ve never felt so sexy in my life,” she softly replied.
I continued to caress her leg with my hands and lips all the way down to her ankle. I paused for a moment and looked at her foot and shoe. I had never thought so clearly before in my life about just how beautiful and feminine women’s high heels could be. I gazed at her slender, graceful ankle and then at the black leather high heeled pump she wore. My fingertips lightly grazed the soft, supple kidskin leather of the shoe and then ran down the back, right to the tip of the tall, slim stiletto heel. I remember thinking how very sexy Diane always looked in her heels, and I really wanted a pair just like these for myself.
After a few moments, I turned back to Diane, lowered her leg back to the couch, and bent forward to press myself against her. We kissed again, slow and sensually. I squeezed my left hand between our bodies and found her crotch. I thought about taking off her panties to lick and suck her vagina as she had done to me, but in some way I wasn’t ready; I wasn’t sure if I could do it. But, I did want to please Diane and have her experience an orgasm, and I thought I could touch her in just the right way.
I was aware that the tiny pink lace panties were very wet as soon as my fingers touched her. After rubbing her a few times through the damp lace, I worked my hand down under the waistband and touched the warm flesh of her vagina. Diane moaned as I did this, even though our lips were locked in a passionate kiss. I was a little nervous as I began to play with her, but that was mixed with my intense arousal, as each moment of this amazing night that unfolded was a brand new, exciting experience.
My index finger found her clitoris and I gently toyed with it at first. After a few minutes, I stroked her harder and faster, and Diane’s moaning became louder and more passionate. She called out my name, and told me again and again that she loved the way I was touching her, begging me not to stop. She didn’t have to ask; I found that I was really excited by her arousal. I continued to kiss her face and neck, and teased her with an occasional lick or suck of her very erect nipples. As my fingers rubbed more intensely, I even paused for a second and slowly slipped a finger inside her. As soon as I did, Diane arched her back and cried out as I had never heard anyone do in my life. She was very close to an orgasm and I wanted so badly to bring it on that I told her, “I want you to climax… Tell me what do you want me to do.”
“Oh Jackie! Oh, just don’t stop! Just touch me and kiss me… tell me you love me!”
“I do love you Diane, I do,” I cried, and then I kissed her lips again while my tongue slid right into her mouth. I felt her entire body stiffen and go motionless for a few seconds, and then Diane convulsed in orgasm, grabbing me and clutching me to her as she moaned in pleasure. I was in awe of how powerful her climax was, it almost frightened me. But at the same time, I felt such satisfaction because I had done this to her.
As the orgasm subsided, her body relaxed and we lay together on the couch, cradled in each other’s arms.
“Jackie, that was so wonderful,” Diane whispered to me. “I’ve never felt anything like it in my life.”
I looked at her and smiled, then leaned over to gently kiss her cheek. I had a warm feeling inside me that I couldn’t describe. On this night, a whole new world had been opened up to me, and I knew I was going to enjoy it.
We finally got up and began to dress. We didn’t talk much, but there were long gazes and gentle touches that said more than words could. I did have a little feeling of disappointment when I slipped my dress back on, and I thought of what Diane had said earlier about wanting to show off some more. Then she came over and helped me to button up, and I began to look forward to going home with her. A few hours before, I never would have imagined what had just happened, but now, I wanted to do it again.
We left the office, turning out the lights and locking the door behind us. Diane told me to leave my car in the parking lot and to come with her in her car, which I happily did. The ten-minute ride to Diane’s apartment seemed twice as long. We were silent for almost the whole time but every few moments, we would look at each other and smile. I had a very strong urge to touch Diane, and my left hand rested on her right leg during the drive.
When we walked into the apartment, Diane locked the door and turned around, where I was waiting for her. We embraced and kissed long and sweetly. She opened a bottle of wine, which we shared and then we once again undressed each other, down to our garters and stockings and high heels, and we made love. I don’t remember what time it was when we finally removed all of our clothes and curled up together in bed, but I was exhausted. We held each other in our arms, and drifted off to sleep. I remember thinking that maybe all of this hadn’t really happened, that maybe it was some kind of dream, but I knew it wasn’t. God, what a day!
I awoke the next morning and it took a moment or two before I remembered where I was. But the scent of Diane’s perfume on the pillow and the warmth of her body lying behind me triggered it, and everything that had taken place the night before flooded back into my mind. ‘Oh my God,’ I thought to myself, ‘what do we do now?’ Before I could go any further with that thought, I heard Diane sigh and rustle a bit in the sheets. I turned over to see her right next to me. Her eyes opened, she smiled sweetly when she saw me looking at her, and whispered, “Good morning.”
“Hi,” I said softly. I immediately felt a warm rush of emotion inside myself, and I thought that Diane looked even more beautiful today.
“Did you sleep well?” she asked me, and as I nodded she said, “I’m glad.”
We gazed at each other for a few moments when I suddenly thought of the time and exclaimed, “Oh, what time is it? We’ll be late for work!”
“Shhh…” Diane quieted me and then said, “I got up a little while ago and called work. I spoke to Linda in Personnel and told her you began feeling ill last night as we were finishing up, so I drove you home – that’s why your car is still in the parking lot – and I told you to take a sick day. Then I told Linda that I wasn’t feeling well this morning, so I wouldn’t be coming in today, either. It’ll be a quiet day and they won’t even miss us.”
“Are you sure it’s alright?” I asked.
“Yes, don’t worry Jackie. Everything will be fine,” she reassured me. “I was hoping we could spend the day together, away from work, just you and me.” The look on her face told me that Diane was sincere and wanted that very much. Although part of me probably wanted to be alone to sort out everything that had happened, I couldn’t refuse her… I wanted to be with her, too.
“I’d love to,” I replied.
“Great,” she whispered, and then kissed me gently on the lips. Even though it lasted only a second, her sweet kiss conjured up some of the same sensual electricity I felt last night. I could tell that this wasn’t going to end with some awkward apologies or denials.
“Jackie, I was thinking that we could get up, have breakfast, and then go shopping. There’s a new mall about a half hour from here and I thought it would be fun for us to get some new outfits… What do you think?”
I smiled and said, “Yeah, that sounds like fun.”
We got up then and Diane gave me a long, soft, terry cloth robe to put on while she slipped on a short, silk one. We had a nice breakfast of muffins and hot tea while we sat and talked. She offered to let me shower first, but I told her to go ahead. While she did, I sat in a soft chair in her living room, sipping my cup of tea and looking out the glass doors of the balcony at the bright sunshine and beautiful trees outside.
Then it was my turn to shower. I found myself taking an extra long time, washing my hair and then lathering my body with perfumed soap. My mind wandered as I slowly and sensuously ran my hands all over myself; I even started to become aroused. Something had been awakened inside me, and I was so much more aware of pleasurable sensations.
I finished showering and dried myself before wrapping the warm, soft robe around me and walking back into Diane’s bedroom. She sat at the antique vanity, applying her lipstick. When she finished, Diane turned towards me. She still wore only the silk robe, but I gazed at her face and features and thought that each time I looked at her, she was more beautiful than the time before.
Her long blonde hair looked so full and luxurious; instead of the conservative bun she usually wore it in, it was brushed out and fluffed, curling gently around her face and down onto her shoulders. Her face was radiant with her sparkling blue eyes and high cheek bones accented perfectly by her make-up. Her soft, full lips were accentuated by deep crimson lipstick and her long fingernails seemed to have just been painted to match her lips. As I stood still and studied her again and again, Diane looked into my eyes and a beautiful, glowing smile came over her face. She stood up and motioned for me to come to her. I walked over and as I reached her, Diane slipped her left hand onto my right hip and softly kissed me. I felt almost dizzy, once again being overcome by my emotions and the magic of what was happening between us.
“Here, why don’t you sit down so you can get ready,” Diane said. “The hair dryer is right here, and you can use any of the make-up you want. I’m going to get dressed now, and I’ll find something for you to wear.”
I nodded silently, and sat down on the cushioned bench. I began to dry my chestnut brown hair as Diane left the room. Somehow it all still seemed like a dream, I thought as I sat, eyes closed, slowly waving the warm air of the dryer through my hair. After five minutes or so, I shut off the hair dryer, laid it down on the vanity, and looked up at the mirror so I could brush out my hair. Out of the corner of my eye, I saw Diane near the doorway. I turned to see her bending over, slipping the leather strap of a white sling-back pump over her heel. She straightened up and I let out a little sigh as my heart fluttered at the sight of her.
She was wearing a pretty, flower print sun dress with a halter top tied behind her neck. The dress clung to her breasts and her waist but the skirt was loose and flowing, with the hem just below her knees. She stood there in a pair of white leather sling-back pumps with slim high heels, and was also wearing sheer, tan stockings. Even after the revelations of last night, it was still a shock to see Diane in such a feminine dress since over the months I had known her, I had only ever seen her in business suits and professional attire. Gazing at her at that moment, Diane’s beauty and femininity took my breath away. “Oh Diane, you look so beautiful,” I sighed.
She smiled as she walked over to me, bent over to softly kiss my cheek and whispered, “Thank you.” She picked up the hair brush from the vanity, and standing behind me, began to gently run the brush through my hair. I faced forward to see her reflection in the mirror, and Diane looked into my eyes while sensually stroking my hair.
“I don’t get to wear pretty things like this too often,” she said, “and I just wanted to be pretty and feminine today. You make me feel so beautiful, Jackie. I can’t describe how wonderful it is.”
Her gaze drifted down and she seemed to lose herself in the gentle brushing, which felt so good. I closed my eyes for a minute and just enjoyed the touch of her hands, caressing my brown locks, and occasionally rubbing the back of my neck and the tops of my shoulders. She had such an incredible touch; it couldn’t be any more perfect.
“You have such silky hair, Jackie. It feels so luxurious,” she whispered.
I was lost in a sweet reverie, and hardly acknowledged her compliment. I was aware that I was becoming aroused and I squirmed a bit in the seat to try to scratch my “itch.”
I finally opened my eyes and could see Diane’s face in the mirror, softly smiling at me. “Why don’t you finish getting ready, and I’ll bring you something to wear,” she said.
I nodded and sighed, and turned at the waist to face her. “Thank you, Diane. I feel so pampered.”
She leaned over and our lips met in a soft, sweet kiss. Before it could go any further, Diane stood up and said, “I’ll be right back.” She walked out of the bedroom and I watched her every step. I shivered as I thought of my intense attraction to her; it was beyond anything I ever could have imagined.
I turned back to the vanity and began to apply eye make-up and blush, although my cheeks were already flushed from the blood pumping through my body. My hands even trembled slightly – Diane really had an effect on me, I thought. A few minutes later, just as I was applying shiny, red lip gloss to my lips, Diane reentered the room, holding some clothes. She laid them down on the end of the bed, and I stood and went over to where she was.
On top of the stack of garments was a beige lace bra and matching pair of bikini panties. Diane picked them up and handed them to me saying, “I think these will fit you. I hope they’re ok for today.”
I took them from her and said, “I’m sure they’re fine.” I shrugged off the robe and laid it on the bed. Then, I slipped on the bra and closed the fastener in the front. It was very low cut and really lifted my breasts so they seemed much bigger than usual.
“That looks nice on you, Jackie,” Diane said softly.
I turned to admire myself in the mirror, and was very pleased with what I saw. I then stepped into the panties and slid them up and on. I turned back to Diane to see her looking intently at my body, which made me blush a little, but I was flattered, too.
I picked up a pretty pink and white silk blouse next and put that on. The short-sleeved top fit very well, and I buttoned it up just enough to cover the bra. I smoothed the collar and the sides that remained open, so it was comfortable but looking again in the mirror, I saw that it still revealed a good deal of my cleavage. Diane asked me if I liked the blouse, and I told her yes.
“Oh good. I hope you like the skirt, too,” she added.
It was a simple cotton mini-skirt she had brought me, but the bright pink color really made it eye-catching. I wiggled into it, buttoning the 3 small buttons in back, and then smoothed it down on my hips and thighs. The hem came down to about 3 or 4 inches above my knees and I was a little self-conscious because I had never worn such a short skirt.
“Mmm, Jackie… you look so good,” Diane said in a low, dreamy voice.
“Do you really think so?” I asked with a bit of uncertainty.
“Oh yes. Absolutely,” she replied. Diane stared at me for a minute, and seemed very pleased.
Then, she went to her dresser, opened a drawer and removed something, and then went to the closet and brought out a shoe box. She turned back to me and said, “These are a little small for me, but they should fit you.” With that Diane opened the box to show me a pair of pink high-heeled pumps.
“Ooh, those are so pretty…” I said, reaching for the shoes, “… and sexy.”
“They’ll look great on you, Jackie,” she said. “Why don’t you put these on first?” Diane handed me a pair of white lace ankle socks, which she had taken from her dresser. I looked at them as I sat down on the edge of the bed, surprised. They were just like the thin white socks with the lace edging on the cuff that I had worn as a young girl. I had never thought of wearing socks with high heels, and just as that went through my mind, Diane spoke again. “You’ll be surprised how sexy they look… go ahead, Jackie, I’d really like you to wear them with the pink heels.”
‘Why not?’ I thought to myself, and proceeded to slip the delicate anklets on, folding the cuff down and fluffing the lace just like I used to. Then I stepped into the pink leather pumps and stood up. Diane watched me as I walked slowly over to the full-length dressing mirror to see myself.
Gazing at my reflection for several moments, I looked carefully at everything I saw, and I became more and more excited. My shoulder-length brown hair, hanging loose with full, natural curls… my make-up… the silk blouse, opened just enough at the neckline… the slim pink mini-skirt, clinging to my hips and thighs in a most flattering way… my legs, looking so long and shapely… and the contrast of the sweet, innocent anklets and the sexy, feminine high heels… I was a little surprised by my appearance, but very happy, also. I felt more confident, more sure of my femininity and I was thrilled. I whirled around to see Diane still watching me intently, and exclaimed to her, “Diane, I can’t believe how great I look! And I feel so…beautiful.”
I said the word slowly, with a tone of wonderment in my voice. It was another awakening for me, to see myself as truly beautiful. It seems like such a simple thing but even after last night; after learning of Diane’s attraction to me, after discovering and embracing my feelings – my passion – for her, after reveling in our femininity and sensuality, it was a new and wonderful experience to actually see myself as “beautiful.”
But I was still a little uneasy with this new boldness. I looked longingly into Diane’s eyes and asked, “Do you think I’m really beautiful?”
“Oh yes, Jackie,” she replied with love and reassuring. “You truly are.” She stepped towards me and gently brushed her right hand over my cheek and stroked my hair. “And it means so much to me that you asked me, that what I think matters to you.”
“It really does,” I blurted out emphatically.
Diane smiled and continued. “Thank you, Jackie. I have such intense feelings for you, and what started last night is the most exciting thing I’ve ever experienced. I really enjoyed picking out this outfit for you,” she said softly as her hand drifted down to my shoulder and began caressing the smooth material of the blouse. “I’ve wanted to see the sexier, more feminine side of you for a while and I hope you’ll allow me to choose clothes and lingerie for you to wear. It’s very arousing for me.”
With that, she pulled me to her and gave me a soft, passionate, erotic kiss that sent a shiver through my entire body. The kiss lasted only a minute or so, but I was overcome by my emotions – intense sexual arousal and a sense of being desired completely by her. I couldn’t possibly resist or deny her.
“I’ll wear anything for you,” I moaned, “I want to be beautiful for you.”
“And I want to be beautiful for you,” she whispered.
“You do?”
“Of course. Can’t you tell?” Diane asked, and with that, took a small step back and slowly, teasingly, dragged the hem of her dress up her right leg with her right hand. She turned her leg slightly so her knee was bent towards her left leg and I could see every inch of that shapely leg. My eyes fell upon her sexy, high-heeled pump, moved up to her delicate ankle, perfectly curved calf, and firm thigh. It was then I saw the pretty lace band encircling the top of the tan stocking and the two garter snaps attached to it. Diane now held the dress hem up by her waist so I could plainly see the lacy beige garter belt she wore, without any panties.
She had aroused such a hunger in me by that point that I couldn’t help but exclaim, “Oh god, I want to make love to you!”
Her face lit up with a wicked little smile and she said, “Let’s wait ’til later, love.” She released her hand from the dress, letting it fall back down in place. “I want that, too, but let’s go shopping so we can come back and spend the whole night together trying on our new things. And,” she purred, “the anticipation will make it even sweeter.”
“Ooo, I don’t know if I can wait,” I said breathlessly, “You just do something to me inside… I can’t explain it, but I love it!”
“I’m so happy to hear that,” Diane replied. She was blushing, which made her face even more beautiful and radiant, and told me that she was truly affected by our intimacy, too. Diane leaned towards me and placed one, gentle kiss on my lips and then said, “Come on… Let’s go. There are lots of sexy things I want to get for you, and me!”
We left then and drove off to the mall. It was most fun I had ever had shopping. We went into every clothing and lingerie store in the mall and picked out so many beautiful things. I got a few new dresses that I could wear to the office, and some that I couldn’t!
Although I couldn’t afford to buy much myself, Diane insisted on buying things for me, especially a red satin corset, and a black lace bra, panty, and garter set with black, seamed stockings to go with it. I picked out a few things myself, and even encouraged Diane to get a black satin “Merry Widow” that I knew would be absolutely gorgeous on her. And of course, we looked for all the shoe stores that had high heels!
I tried on a pair of red leather pumps with 5-inch heels that had spiky, silver tips. I really felt hot – almost slutty – in them as I walked around inside the store, wearing the anklets with these totally sexy shoes. I knew Diane liked them when she walked up behind me and whispered, “You look sooo good in those heels. You have to get them!” I had already decided I would, but her reaction just confirmed it and made me grin wickedly.
I had just paid for the red heels and was walking out of the store when Diane called me over to the front window display. She pointed and said, “You wanted a pair of those, didn’t you?” She was pointing to a pair of the same black heels she had worn the day before.
“Ooh, yes! I didn’t even see them. I would love a pair of those,” I exclaimed.
“And they would look great with your new black outfit, too,” Diane said.
“Yeah, they would…” I said a bit dejectedly. I knew I had already spent my limit and I didn’t want to charge too much on my credit card.
“Come on, let’s go back in so you can try them on,” Diane said encouragingly. Before I could protest, she continued, “They’ll be a present from me.”
“Oh, no, I couldn’t. You’ve already bought me so many nice things today,” I said.
“Jackie, I want to. I know how much I love wearing mine, especially after last night, and I want you to feel that way, too. And,” she leaned in to whisper in my ear, “I’m dying to see you wear them with your new black, seamed stockings!”
I giggled, and said, “Well, alright.”
We went back in and I tried on a pair in my size, and they looked great on me. Maybe it was because they were the same shoes Diane had worn the night before when all of this was awoken in me, but for whatever reason, I thought these black high heels were the sexiest shoes I had ever seen. I knew they were the sexiest I had ever worn, and I couldn’t wait to wear them with all of my new black lingerie.
I noticed the salesgirl in the store staring at Diane and me when we came back in and I tried on the heels. Up to that point, we had been discreet with each other and, unconsciously at least, had been careful not to act too affectionately. Throughout the day, we walked together and talked and laughed a lot, but we hadn’t really touched or showed any outward, physical attention to each other. But by this time, Diane seemed to be getting aroused, and I know I was too, so we began to touch each other on the arm, or momentarily hold hands. I knew then we had to leave soon, because it was becoming harder to resist and part of me was uncomfortable about sharing this secret with others. There was this unbelievable attraction between us, but I didn’t want anyone else to know.
I know people were peeking at us or staring at us all day, and I actually enjoyed it. I felt so feminine and beautiful, wearing the blouse and mini skirt with the pink high heels and lace anklets that Diane had given me. And Diane looked gorgeous in her pretty sundress and heels, so we got lots of attention as we strolled around the mall. I had never felt that way before, but I got used to it and really loved the attention. But mostly, I loved being with Diane.
We went back to her apartment that day and made love over and over again. As soon as we got there, we kissed and kissed, and then I did a slow striptease as Diane watched me. We tried on all of our new clothes and lingerie that night, and I loved everything that I got that day, but most of all, I loved my black outfit.
I saved it for last, and I put it on in the bedroom while Diane waited for me in the living room. I slipped on a tight little black cocktail dress over the lingerie, stepped into the leather pumps, and as I looked in the mirror, I thought I was more beautiful at that moment than ever before in my life. As I slowly walked into the living room, Diane’s reaction reinforced that feeling. She made love to me with more passion than I ever thought possible. I felt like the most beautiful, most desirable woman in the world.
We spent the entire weekend together at Diane’s apartment, growing closer to one another.
It’s been almost seven months since that evening at the office that we first made love. We still work together and we always keep up the most professional appearances on the job. Sometimes it is difficult though, being around Diane and seeing her in her business attire while knowing what sexy secrets she’s hiding underneath those clothes. I almost always wear some kind of feminine lingerie under my own suits, and of course we both love to wear high heels to look and feel extra pretty.
I know the men in the office constantly stare at me, and especially my legs, and I see them looking at Diane, too. But, I’m just so attracted to Diane that I don’t give them a second thought. She makes me feel so incredible, so much better than anyone ever has, that I only want to be with her.
I guess I have blossomed, as Diane often says. I have become a completely feminine, sensual woman because of her, and I wouldn’t want to be any other way. I sometimes look at the young college women who come in to interview for jobs, and I wonder if any of them would be open to the incredible experiences I’ve had. Maybe someday I’ll be the one to conduct interviews, and I’ll have to see if any of them are. Then I can help a beautiful young girl to blossom into a woman.