Lady Boss

For full background, you should read previous chapters but in summary, Janice is a successful businesswoman who is fighting to succeed in a man's world. Denied promotion in her hometown in order to run her own office, she had to move halfway across America. In the process, she finished her failing marriage which was in many ways a relief.

In chapter 1 she met Kayla a tall basketball-playing lesbian. They eventually ended up in bed, and Janice experienced lesbian love for the first time in her life.

In chapter 2 she went to a party organised by Roxxanne, a friend of Kayla's. She also met Lexi who fucked Janice with a ferocity she had not thought possible. At the end of chapter 2, Janice is contacted by Roxanne and asked out on a date.

*****

I clicked the phone dead and placed it on the seat next to the bath as I stared at the steamy mirror and contemplated Roxanne's words.

She seemed to know where I lived yet I don't recall telling her that when we met last weekend. She must have known I went off with Lexi and she obviously knew what Lexi was like. My body was only just recovering from the repeated and brutal fucking she had given me many times both that night and the following day. I had to admit that the memory made me get tingly, as deep down I knew I liked the way she handled my body.

"You are becoming a sub," I laughed to myself out loud and then started to think about Roxanne. I remembered her curly blonde hair that framed her gentle face and her well-defined body. I mused as to whether she would treat me in the same way as Kayla, or perhaps even as roughly as Lexi did.

Grabbing my phone, I navigated quickly to some hidden links and within minutes the screen came alive with two women locked in a 69, licking each other enthusiastically. As their on-screen groans grew louder my own moans joined theirs as I rubbed myself towards a climax. When one of them appeared with a strap-on and began to fuck the other I kept muttering, "Harder... deeper... faster," until finally, I arched out of the water as the three of us climaxed together.

*****

At exactly eight o'clock my doorbell rang, and I opened it to find a radiant-looking Roxanne clutching a bouquet.

"Hi, you look stunning," she said with a look that made me melt inside. To be honest, if she had told me to strip at that moment I would have, perhaps with what I had experienced with Kayla and Lexi it was what I expected, instead, she held out her hand,

"Come my Princess, your carriage awaits."

We arrived at the Italian restaurant which, from the outside looked quite norma,l but inside you were transported to a Tuscan courtyard with small tables around a central water feature. It had been skilfully designed so that with the addition of the carefully placed plants, every table seemed almost private, a perfect place for a romantic dinner.

"Are you hungry?"

It was on the tip of my tongue to make some remark but that would have seemed perhaps coarse.

"Not really, perhaps you could choose for us Roxanne."

"Please call me Roxy, all my friends...and lovers do."

Turning to the waitress she spoke in what must have been fluent Italian as the waitress nodded and made appreciative noises as she scribbled on her pad. She returned a few moments later with a bottle of Vernaccia di San Gimignano.

"I think you will like this wine," she said softly as she swilled the taster in her glass. Nodding to the waitress she went on, "It is one of the most delicate white wines to come out of Tuscany,"

I took my first sip, and the beautiful floral and fruit aromas burst in my mouth matching its savoury character.

"You have an excellent taste in wine," I murmured as the wine rolled around my mouth.

"I have an excellent taste in women as well," she laughed softly, raising her glass to toast me.

As we talked the waitress bought small dishes of a wide variety of foods ranging from simple olives through to herring, squid and salami.

"Cicchetti," she said waving her hand at the food, "the Italian equivalent of Spanish tapas."

I nodded appreciatively as my taste buds did a dance that matched the one going on between my legs.

She rather talked about herself, life, and different subjects, then she zoomed in on me.

"You know what elegance looks like, how it feels," and as she spoke, she put her hand on mine and rolled her thumb on the back of my hand. "The way you speak, and dress tells me a lot."

I was both flattered and intrigued, smiling I said, "So what do you know about me?"

"The Rolex watch you have on your wrist tells me you are in a high position."

I said nothing as it wasn't hard to know who I was with what the internet offered these days.

"Your beautiful eyes have a lot of depth, your lips are so inviting, and your smooth neck is so kissable." She never moved her hand when the waitress came with more wine, rather smiled at her and I still remember the excited look in that waitress's eyes.

She went on, "Your body flows so well, your long-toned legs are an endless tease, and your beautiful feet end the tale of your classy beauty."

I was so flattered, so excited, so ready to go with her that night but instead, she walked me to her car, opened the door and drove me to my place. When we arrived, she lifted my chin, and turned it her way followed by a soft long kiss. I was a puddle of emotions in the seat, and suspected I was leaving a puddle of something else, as she went on,

"I won't push you to have sex with me, you'll rather crawl to my feet and beg me to fuck you." I found myself hesitant to leave her car, but she made her intentions clear, "Good night, Lady Boss."

As I shut the door to my apartment, I felt like I had returned from my first prom, flushed and giddy. Walking into the lounge I pulled the laptop to me and within a few clicks a lesbian sex scene was playing on the screen. As the two women kissed and touched, I rubbed my wetness, my fingers slipping inside my panties as I wished Roxy had done to me. As the scene became hotter, I pulled the material aside and pushed a finger deep inside, my palm pressed against my clit as I drove myself to an orgasm moaning her name.

*****

I was like a teenager as I waited for the phone to ring or a text message to appear, but she didn't ask for another date so in the end I decided to take a little control and texted her.

Janice: Really enjoyed last week, wondered what you were doing this weekend.

Roxy: Just relaxing by the pool

There was no acknowledgement of the date, and I started to worry that perhaps I had seen something more there than there actually was, but then I remembered the kiss. There was no invitation to join her, just a simple statement, maybe she wasn't as interested as I was. Deciding that I needed to take action and force the issue I texted back,

Janice: Sounds great, would it be OK if I joined you?

Roxy: Come on over.

I selected my swimwear with care as I have a range to choose from. At one end I have the reselectable one piece for serious swimming getting more revealing through high cut on the hip and plunging necklines one piece. The same range went for bikinis, and I sorted through until I finally found the one I wanted. To say it was a bikini was in some ways false under trade descriptions as it was little more than a few scraps of cloth joined together by string. After a quick try on I realised that I would have to remove most of my pubic hair.

When I got to her place and revealed my sexy bikini, I wanted to make it clear I was there for her to take. Her killer body made me feel outclassed though as although more substantial than mine she looked incredible in her bikini. She was tall, not thick but with a strong Amazonian body, heavy arms, heavy waist and big calves. When she lay by the pool, I was in awe looking at her.

"You look amazing."

Without moving, she smiled as she said, "You can't keep your eyes off of me, can you?"

"No, I can't," I said laughing softly.

"I'm not Lexi or Kayla. To get what you need, you have to want me more than I want you," with a twinkle in her strong eyes that zeroed on mine.

Her words buzzed through my head as she stood and went in to get us the cold bottle of wine, she had put in the fridge. She looked like Wonder Woman as she walked back, poured the wine and started talking casually. I knew that it was my move to make. I thought it shouldn't be slutty or degrading, but I had to show her I wanted her... badly.

"You are different you know," I said as I sipped from the cold wine.

"How?"

"Kayla chased me at work and off work, not that I didn't want her, but she knew I was curious and lusting, so she seized on the opportunity. She played with my ego."

"Do you blame her?" she said smiling with her hand brushing on my arm.

I smiled, "I'm actually happy she did, but I'm just stating the facts. Lexi was all different. Full of raw lust, seduction, animalistic instincts and hard sex that I loved, but again, just facts".

"Uh huh, and how am I different?"

I sat in my chair weighing up my words, "You are patient, didn't get turned off by me going with Lexi that night." Her hand was now on my leg, "You don't chase, you treat a woman well, ask her out and don't end it with sex."

"Well thought out and spoken Janice, nothing I didn't expect."

I went on, "You are confident, you know who you are and what you have, want the other woman to see it. Believe me, I see it."

I felt I was speaking to her with a different perspective. Not the raw sex or lust, but rather focusing on her character and traits.

"That's a big dose of compliments," she said as she smiled, leaned over and kissed me, then jumped in the pool.

I knew she was taking her time, spending time getting to know me and letting me know her more. She talked about life, work and family, but she wasn't pushing me to reveal more. She had small bites ready for us and the whole atmosphere made it a nice, relaxing Saturday. Was I lusting? Yes...but I knew this wasn't going to be a 'wham bam, thank you ma'am' thing. It was slower, and smoother which felt more satisfying.

It was maybe 4 pm, a couple of hours after I got there, and we were lying by the pool when I looked at her amazing body.

"When you said I would crawl to your feet and beg you to fuck me, I thought it would be my lust that take me there."

"What is it then?"

"It's you, everything you have, personality, character, your intelligence, how you treated me...." I stood from my chase and knelt by hers, "...and of course, your incredible body." With that, I leaned forward, my lips on her foot and I started kissing them.

It didn't feel like I was degrading myself at all as I was kissing her feet, it felt so erotic, so exciting. I've never done that before, and I never thought I would ever do it. They were smooth, nicely kept, and big. Now, I've size 10.5-11 shoes, which is proportionate to my height, hers were as well. It turned out she wore size 12, but hers were bigger, wider, with long thick toes. I found myself enjoying kissing and sucking on them as I went on doing that.

She had a smile on her face, "You look so sexy down there, babe," then with a wink went on, "you indeed crawled to my feet, did not you?". I nodded, she smiled "Roll your tongue on my soles, ankles to my toes, toes to my ankle", I eagerly did, she closed her eyes "that's it, good girl."

I did that and then moved to the other foot when she raised it and continued for a few minutes before she leaned forward, pulled me to my feet and tapped her lap for me to sit there.

She locked her eyes on mine "So sexy," and started kissing me, her hands touching my back and arms, "Let's go inside, babe. "

We walked into the living room, her hand on my ass brushing and touching. Once in, she walked me to the couch, kissed me and laid me down on it. She took off my bikini top and started kissing, sucking and lightly biting on my breasts, I started moaning as her hands slipped onto my mound and started touching there. She kissed her way down my tummy to my pubis before pulling my bikini bottoms down my legs.

"You won't need that," she laughed as she tossed it on the floor. Then she dove into my pussy. "Beautiful," she murmured as she started licking and sucking on it. She licked and sucked forever, sucked hard, taking her time.

"God, she really is different," I was thinking when I felt a thick long finger penetrate me followed by a second. Her mouth never stopped licking and sucking as she fingered me.

"Close?" She said as she looked up into my eyes.

I said nothing but a moan, as she went on to drive me to a huge orgasm. She never stopped while I was orgasming, then lifting her head up, "Your pussy is so swollen," she giggled as she moved up my body, kissing me as she said softly, "and you cum like the class woman you are."

After she went down on me, she wasn't shy to let me know she wanted me to go down on her, and I wanted to please her as she had pleased me. It was exciting and I enjoyed making her moan and writhe as I licked her deeply, and then shallowly varied my pace and pressure. I enjoyed it, things with her were different... a slower pace... more sensual.

After we had both orgasmed, I lay in her arms and we talked, nothing heavy just casual.

"Do you have plans? Do you want me to leave?"

She smiled, "No, we are here till tomorrow night, and you will only be leaving in time to get ready for work."

"You want me to stay?" I asked feeling my heart flutter.

"Certainly, I would love you to stay," she said as she pulled me close into her arms.

It felt so different with her throughout, maybe the contrast between her compared with Lexi and Kayla...but it really felt so different.

As she prepared dinner we were both dressed in short silk robes she had produced for us both to wear. We were spending time talking...drinking wine and I couldn't help but stare at her long legs. She must have caught sight of my gaze,

"Were you staring at my legs? Do you like my big calves?"

"Of course...I'm always staring at you."

She kissed me as she said, "Well...we have time before dinner."

She took me to her bedroom, which was the first time I had entered it. It was lovely, a nicely put bedroom, but what struck me was how cosy it was...like I belonged there.

She kissed me and fell over me on the bed, and I felt her knee between my legs opening me. The robe had parted revealing my nakedness and she went down on me, licking and sucking on my pussy making me writhe around the bed in pleasure.

"I wanna fuck you babe," she winked and slapped my butt. "I thought you just did," I said with a moaning voice, enjoying the playful slap. "Oh no" she laughed as she opened a nightstand drawer "we have not started yet", she looked at me as she pulled a lifelike strap-on "I will fuck you till tomorrow's night", she said with a sexy voice.

I watched her fasten the strap-on around her waist, settling the dildo into position as she knelt between my legs. Lifting my ankles in her strong hands she placed them on her shoulders as she poised herself over me. Her breasts hung down in two perfect globes of flesh, her large areolas dark brown, and her proud nipples jutting forward. Looking into my eyes she moved her hips slightly, just letting the head slip inside, smiling as she saw the look of pleasure ripple across my face. Letting her hips do the work she slowly sank into me letting the dildo fill me completely. With her lower body pressed against mine, she murmured,

"Are you OK?"

I wanted to say something profound but all I could manage to utter was, "Yes...fuck yes."

She smiled more broadly and slowly withdrew halfway then let the whole thing fill me again. Her strokes became fuller but were measured, never once stopping as she almost left, nor when she was fully embedded. One of the things that I noticed was her heavy hips. With Lexi or even Kayla, it was intense fucking but with Roxy, it was more powerful, like her hips were heavier.

She pulled the whole dildo almost out of me and then pressed her body against me pushing deeply until she was fully embedded. Holding herself against me I could feel her breasts pressed against mine and then she would lift and pull out before driving deep in again. It was a long relentless fuck that had me crying, laughing, moaning, screaming but above all cumming over and over. When she finally withdrew and rolled onto her back, I wondered if she had finished but clearly, she had other plans.

"I want you to ride it," she said gripping the base and holding it upright like an obscene totem pole.

Throwing my leg over her supine body I straddled her hips with my knees on either side. I had to lift myself to the highest I could manage with the head just touching my pussy lips, then closing my eyes I tentatively pushed down. The sharp sting on her hand on my ass cheek made me yelp,

"Open your eyes, I want to see you take it all."

I pushed down slowly letting open me. Surprisingly in this position, it felt so much bigger. Perhaps I wasn't moving fast enough for her, as I felt her strong hands grip my hips urging me downwards until the whole shaft was inside.

She started to thrust up into me, digging her heels into the bed, then planting the soles of her feet on the mattress so she could thrust up into my body until I was slightly lifted off the bed. Her strong hands gripped my hips pulling me downwards against her thrust making it go even deeper. As she thrust up she would bend her head and latch onto my erect nipples, sucking and chewing them sending me wild.

After she had made me cum more than once, she said in a commanding voice,

"Now ride it."

I started to rock up and down but a tap to my ass stopped me.

"Would you ride a horse like that?"

Pulling my legs under me I put the soles of my feet flat on the bed, my knees bent, like a jockey on a racehorse. I started to ride the dildo as she issued brusque commands.

"Deeper...faster...slower."

My thighs were burning with effort from the hardest workout they had experienced for many years. Her fingers were twisting my nipples like a maniac radio operator trying to find a channel. The pain of her tweaking my nipple, combined with the strain on my thighs and the bruising of my cervix was immense but then it started. Like a warm flood deep inside, the pain suddenly ebbed away to be replaced with a deep buildup of pleasure. When I finally exploded it was the most intense orgasm I had experienced in a long time.

She reached up and pulled me close, kissing my face as I shuddered from the aftershocks of the climax. Holding me close she held me tightly, my head against her breast, as I slowly recovered my senses. As I lay there thinking that life was about perfect, she bent and kissed me softly,

"Gather your strength while I finish dinner. Then after we have eaten, I want to ravish you again."

*****

My relationship with Roxy settled into a comfortable pattern and we started to explore sex openly and honestly. She would spend time talking to me about what she likes to do during sex. She often said, "It's healthier for the relationship to be open about these things and not just let your lover guess what you like or pick on it." I liked that from her.

Apart from sex, the relationship with Roxy lasted longer than Kayla's as we grew closer. It took different shapes at different stages. I was not sure what I wanted as I was still exploring things with women and settling into the new job, new city and new lifestyle that I was learning more about every day. I also was not sure what Roxy wanted. She wanted me to be hers when I was with her, whether we were out for dinner or just relaxing at her place. I was hers, but I could not be there all the time due to time constraints, job and other life commitments. But I'm not sure she wanted a fully committed relationship then. She gave clear signals she didn't want us to be exclusive.