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Lady Boss Ch. 02

Story Info
Janice continues her journey into the lesbian world.
7.1k words
4.77
9.9k
15

Part 2 of the 3 part series

Updated 10/11/2024
Created 05/01/2024
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For full background, you should read Chapter 1 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 her new office, 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.

*****

I sat at my desk and adjusted the silver picture frame that showed my two daughters smiling down at the camera. They were probably the best thing that came out of my marriage to John, and I was thankful that they were both already away at college when the final breakup came. It certainly made the decision to move halfway across the country a lot easier. Norma the eldest was close to finishing her bachelor's degree and Brandy at two years younger had yet to decide what her major would be if she continued after two years. They had both mentioned that they were undecided as to who they would like to live with, leaving me in a quandary about how my life would look different if one, or both, decided they wanted to move in with me. Would I need to buy a house rather than my very lovely apartment? What would their reaction be to me becoming a lesbian? However, on the latter question, I wasn't quite sure where things were going.

At work, it was like nothing had happened as Kayla seemed to go to lengths to make sure there was no indication of what happened between us a few days ago. At first, I was upset but at the same time realised that it was the best as we all know how office gossip spreads. Every time she would drop into the office or walk past me, she would always call me 'lady boss' and smile, which made me shiver with delight as I felt myself getting damp. One thing that did change was I found myself looking at other women differently and wondering if they were looking at me differently.

I still talked with Kayla, but she was giving me clear messages that she would see me when she wanted to. I was a little confused and also, if I am honest with myself, a little hurt.

One day she came into my office, and I decided I needed to find out exactly where I stood.

"Kayla, I need to know where things are between us."

She glanced around to make sure no one was within earshot.

"I really like you lady boss and I enjoyed our time together but I'm not looking for an exclusive or committed relationship and I'm sure both of us are not looking for anything serious."

Inside I was crestfallen but determined that she wouldn't know.

"So maybe we can get together this evening then?"

"Would love to but I have a 'friend' staying over."

After she left my office, I sat back in my chair and stared out of the window, contemplating what was happening. On the one hand, I had enjoyed lesbian sex a lot more than I thought, and it was certainly something I wanted to do again. I was disappointed by Kayla's attitude, but it obviously wasn't a love story to her. I had met more than one man in my life who was like that, I guess women were no different. Spinning my chair back to my desk I decided that life would go on as normal, I wasn't some love-struck teenager, but I was definitely going down the path to becoming a confirmed lesbian.

*****

A few days later I looked up from my desk and saw Kayla leaning against the doorframe in her usual pose, with a broad smile on her face.

"Hey Lady Boss, I was wondering if you had any more of that expensive wine left and fancied sharing a bottle."

Part of me wanted to decline but inside I wanted a repeat experience of the feelings the first time she took me.

"Tell you what, it comes from the shop on the corner near my apartment so why don't you buy the wine, and I will cook dinner? Shall we say eight?"

As she nodded and as she went to leave, I added, "And don't forget your toothbrush."

I wanted not only to show her I could cook but also that I still had some control in the bedroom.

*****

"Simple is often best," my mother always used to tell me, so sticking to her advice I made a simple salad to accompany some good ole southern chicken. I had thought long and hard about what to wear that evening and decided I wanted to give a clear message. When I answered the door I had on the apron that I wore to protect my clothes when working on the stove. Kayla was on time and sporting two bottles of the same wine as I had bought to hers the first night we had got together. I couldn't help noticing she had brought a small backpack and I hoped it contained what I wanted it to contain.

"Great taste in wine," I said laughing and then followed it with, "Hope you like chicken."

As I turned away and walked back into the kitchen, I knew that she could see that under the apron I was naked apart from a pair of grip top stockings.

"Hope it's finger-licking good," she said as she leant against the door frame as she often did in my office.

"You talking about the chicken or something else?" I said without even turning around but wiggled my ass.

"That chicken going to spoil in the next 15 minutes or so?"

"Better be a darn sight longer than 15 minutes and it ain't gonna spoil."

I turned round to find that the small backpack that she had been sporting did contain what I had hoped and I watched as she secured the strap-on harness in place over her jeans.

"Close your mouth you look silly," she laughed, and I realised I had been drooling.

I couldn't work out what it was that was so attractive to me about a strap-on. It was the same shape and look like a real cock, although it stayed hard forever. I guess it was what it was attached to that ultimately made it so sexy. Kayla didn't have huge breasts, but they were firm and her body was in excellent shape.

I almost tore the apron off in my eagerness to be naked displaying a lot more brazenness than I ever did in my youth. She watched me strip with a lewd look on her face and to emphasise her feeling, gripped the base and pointed it in my direction.

"Are you wet?"

"Fuck yes," I swore as I lay back on the couch and opened my legs in invitation, splaying myself in a wanton display of lust.

She knelt between my legs and started to lick me up and down, side to side, round and round. Her tongue probing, her lips tugging and her teeth nibbling as she reduced my whole groin area to a mass of screaming nerve endings. She sucked on my clit like it was a miniature cock of its own and I could feel myself ready to explode. Just before I burst, she stopped and stood over me.

"Do you want a good fucking?"

"Yes... yes...a thousand times yes," I groaned trying feebly to pull her to me so she could bury the dildo deep.

"Good," she laughed as she bent her legs and slid the dildo home, her mouth clamped to mine as she kissed me hard on the mouth.

I could feel her tongue probing mine as she fucked me with long slow steady strokes, my legs wrapped around her body urging her onwards and keeping her trapped inside. Her strokes were relentless and even when I cried out in climax, she never stopped fucking me, demanding I keep cumming until she was satisfied it was enough.

*****

Once the food was finished, she stood and removed the harness, laying it on the table next to her plate. I was panting with desire as she slowly removed her clothes. It wasn't a strip tease show, more of a measured disrobing to slowly reveal her powerful and well-muscled body. When she was fully naked, she picked up the harness with one finger, letting the dildo swing like some pornographic metronome. It looked even bigger like that, its flesh-coloured shaft and veins making it look slightly menacing yet so attractive.

"Well?" she drawled, raising her eyebrow quizzically though it must have been obvious from my face. I almost dragged her to the bedroom for another session. I lay on the bed with my legs open, showing what I wanted but she just looked at me and laughed. I started touching myself in wanton lust as she fastened the harness before settling the dildo into a comfortable position.

"I think on all fours is more apt, don't you?"

I was so turned on and horny I simply rolled over and stuck my ass in the air, wiggling it in invitation. I couldn't help yelping in surprise as she slapped my ass cheek, not ultra painful but enough to make me know I had been slapped.

"Time for you to do some work," she said as I felt her position the head of the strap-on at my entrance.

I wasn't sure what she meant, but a slightly lighter swat of my butt gave me the encouragement to push back to her. Instead of her riding me as I was used to her doing, this time she stood still as I rocked back onto the plastic cock. As I got into the rhythm and used to the action, I started to rock back and forward at a greater speed feeling it fully enter me, before moving forward so it left my body.

"Good girl, ride that cock."

Her words of encouragement rang in my ears as I could feel myself starting to build towards an orgasm. I reached between my legs and started to strum my clit and just as I started to cum, I felt her grab my hips and take over the action. Slamming hard in and out at speed, I thrashed as I came over and over until I could take no more. I collapsed onto the bed in sheer exhaustion, and she lay on top of me as we both recovered our senses.

"That was amazing," Kayla said as she lay on my bed, the strap on jutting up from her groin, still coated with my juices that shone in the fading sunlight.

"The chicken or the sex?" I laughed.

"Both, though I couldn't eat any more chicken, I could eat more of you."

I laughed and gently probed as I wanted to confirm where the relationship between myself and Kayla was and where it was going.

"So, what are your plans for the future?" I asked casually.

"One day I would like to settle down and get married, provided I find the right woman of course, but that's all in the future. As for now, I enjoy being footloose and fancy-free."

Her words confirmed what I thought, which didn't worry me as much as I thought it would as for now. I just wanted to work out what I wanted from life sexually. I suppose if I was honest with myself, I was truly enjoying this newfound sexual freedom.

"Well before you find Mrs Right, how about you put those talented lips to work?"

Laying back I opened my legs and murmured a low sigh of satisfaction as she started to lick me to heaven.

*****

Over the next few weeks, things settled into a comfortable pattern. Kayla and I would get together once a week and have the most amazing sex, whilst it may not have been love, it was certainly lust with a capital 'L'.

Things started to subtly change with her exerting more dominance over me. The first one was during sex. We were at her apartment and she was fucking me in a doggie when she adjusted her position. She pushed my back down on the mattress with her foot then slid her foot and put it on my head. She started fucking me with her foot pressed on my head and face. The fucking was hot and I thought it was fun then she said, "This is where you'll be when you are with me, boss...under my feet."

When we were done, she got up and showered then went to the living room. I did the same afterwards and followed her to her living room. I sat on the sofa next to the chaise where she fucked me the very first time. She looked at me and said, "Where did I say, boss?"

I was silent for a little bit, didn't know if she really meant it. She looked me in the eyes without saying anything, and I felt her eyes burning with power. I moved and sat on the floor next to her, but she frowned and looked at me.

"Where did I say you should be?"

"At your feet."

With my words, I slipped off the couch and sat next to her leaning against her powerful calves.

"Now you know where you should be," then she put her fingers through my hair and played with it.

I wasn't unhappy in that position although a little worried about how it might translate into the work environment. She wasn't mean or cruel, in fact, her caressing of my hair was like an owner might treat a pet.

*****

I was feeling particularly horny one evening so I texted her.

"Hey, what are you doing this evening?"

Her reply came back a few minutes later,

"Going to dinner with a group of friends," which was then followed with, "Why don't you come along?"

I hesitated as this was the first time she had really acknowledged me outside of the office. I knew she would discrete so I texted back.

"Sure, sounds like fun. Text me the time and address and will meet you there."

*****

I got dressed in something smart yet casual and must admit I was hoping we would go back to her place afterwards. We met outside and as always she looked stunning with her long legs and powerful shoulders. I wanted to drag her back into the ride and go back to hers for wild sex, but knew that would come later if I was lucky.

"Looking good Lady Boss," she said quietly as she rang the bell.

Once inside a very smart and well-decorated house, we moved through to the small wall courtyard where the outside BBQ was located. Kayla introduced me to the women who ranged in age from their 20s to their 50s. They were a mixture of couples and singles, and it was easy to figure out that they were either gay or women who were with their gay girlfriends. When Kayla introduced me, she simply referred to me as someone from the office, with no mention of my position or even a hint that there was more than a friendship between us.

It was a relaxed atmosphere and I soon found myself chatting and enjoying the company. There were several interesting conversations with different styles and approaches. It was another big door opened up by Kayla, but in a different way than when she first fucked me, but still, it was her who took me to the event. Chatting to those other women I found that any pangs of anxiety and uncertainty were replaced with relief and clarity.

The makeup of the couples was interesting as in some cases there were women who were considerably older than the woman they were with. It was like watching myself with one of my daughters, who were both college-age. The difference was that this was clearly not a mother/daughter relationship by the possessive touches that were made from to time. Other couples were of the same age as their partners, ranging from early 20s through to early 40s.

I had a few chats with different couples and groups who clearly knew each other. They were by far independent women who owned businesses or had good jobs... the stereotype of successful women. Their questions were probing without being invasive asking me questions like, "What did I do for a living?"

I was deliberately vague mentioning an office without giving any details of my position, for the evening I just wanted to be me as a woman rather than the position I was in the corporate world. The question arose about when I moved to New York which of course led to how I liked the North compared to the South.

Kayla was chatting with others so there was not a lot of interactions between us. After she had introduced me to some of her friends when we first arrived she was distant.

I chatted with a married couple which I thought was interesting as I had never chatted before with a married gay couple. They told me how they met, and it struck a note inside how one was married to a guy but left him for her new wife. They had a couple of kids who were pre-school age who were at home with their babysitter.

"I remember my own at that age, seems so long ago now, they grow up so quickly and are both now at college."

The one who was previously married, the mother of the kids said, "My wife is a great parent."

It was so nice as they held hands and her partner kissed her on the cheek telling her she would be rewarded later for her kindness. Although nothing sexual was said it was obvious from the look in their eyes that they were both in love and in lust with each other.

I chatted quite a bit with Roxanne, the hostess. She was my age and owned a small business. Her father was a cook which was where she learned to cook and BBQ. I watched her working the grill with her blonde curly hair and ocean-blue eyes. She was tall, but not as tall as Kayla, and told me she used to come to the basketball scrimmages but hurt her leg and then been busy. Her whole demeanour was soft and comforting, she seemed so gentle and loving.

I moved to the corner where there were a group of women smoking and I took a cigarette, something I hadn't done in a few years. There was some small talk and as they started to drift away one of them stayed and offered me another cigarette...Lexi.

She had black curly hair, a white complexion and dark eyes, I would have said she was a few years older than me and a touch taller. She looked very fit but not athletic like Kayla. She was barefoot in the backyard and leaned back to the wall with one foot on the wall, toes touching the floor. With her wide shoulders that pose looked so sexy, so commanding.

"So, Kayla showed you the goods... but I guess she was just being Kayla after all."

I saw her look towards Kayla who was busy working on a girl on the other side of the yard and I felt blood going to my head

"Hey, no need to stress about it...Kayla is just being herself. Why don't we eat?"

As we walked over to get food Roxanne said, "Lex...easy on my guest will ya?" and we all laughed though their laugh was more knowing than mine.

We sat down to eat at a table and a couple of minutes later, I felt her foot on mine. We were in public, so I guess no one probably saw, but I felt like, "OMG, what is she doing?" I did not pull my foot away. Hers was bare, I was in summer sandals. I never had someone, let alone a woman, flirt with me with her foot and it was giving me flutters in my tummy and a few other places. She flirted with her words too.

"I guess you are in a much more important position than you have let on, probably more than a coworker like Kayla has mentioned."

To emphasise she nodded towards Kayla who was very close to the woman she was chatting with, and the sexual frisson of the pose was clear even from our distance.

Drawing my attention back to her Lexi said softly, "Your body looks great for a Mom."

She never left her foot off of mine as she brushed it on my leg, and played with my foot and leg with her big toe. I never thought footplay would get me excited and I could feel myself getting turned on.

Then Roxanne walked to the table with a classy smile, "Lex...I told you to not bother my new acquaintance," and as she said is she put her hands on my shoulders almost possessively.

I could sense Lexi was bothered by that and my head was spinning as I thought, "Are they competing? Or is Roxanne just being a good hostess?" Either way, it was so different for me to be the one being competed over rather than the one calling the shots.

Roxanne was classier and softer than Lexi who was bold and raw in her approach but you could sense that the pair were almost ready to lock horns, something I had never seen in women before. Others walked to the table so it kind of got diffused and to ease the situation I walked to the kitchen to help take some plates back in. People were starting to leave and Roxanne was there smiling at me as she said, "You having fun? I hope you are not working Saturday."

I must admit my head was spinning a little, perhaps from the effect of the drink or maybe that I had smoked a couple of cigarettes for the first time in ages. I looked around and noticed that Kayla had left with the girl she was verbally devouring earlier so I knew I was out of luck for the evening.

"Hey you look a little tired so if you need to go then no worries.," Roxanne said with a kindly look on her face, "And would it be OK if we exchanged numbers? I would like to get to know you better."

12


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