My First Experience with Another Woman

by Jen L. Lee � 2013

Hey, how are y'all doing? My name is Courtney and I've been told y'all might find my story interesting so I'm going to tell it to you. I hope y'all find it sexy. I love telling it because remembering it all makes me feel real good.

I've always liked pretty things and I don't handle boredom well. Unfortunately, I was born into a family where my dad was a no-account and my momma just took his abuse. By the time I was 14, I knew I had to get out of there and make my way in the world. There wasn't going to be anyone who would save my black ass if I didn't save it myself. I was not going to be like my momma, 3 kids by the age of 22. Nuh-uh, not this little black bitch, I was too smart and too pretty for the idiots who hung around my block, hoping for a piece of my ass.

I ended up on the streets of Toronto with just $20 to my name and a small suitcase to call my own. I found a place I could stay for free for a few nights and knew I had to hustle and find a way to earn some more dough. I didn't want to be poor and living on the streets. I didn't have the best education in the world so I couldn't apply for a lot of jobs. What I did have was good looks, brains and a good work ethic. I was willing to do whatever it took to survive. If I had to wash dishes to put food in my mouth, I would wash dishes.

For the first few weeks, I did a lot of odd jobs. I walked around and offered to do whatever was needed. I delivered groceries; I swept storefronts, cleaned bathrooms, walked a few dogs and cleaned a few apartments. I found a better place to stay and I was smart with my money. Whatever I earned, half went into the bank. If I wanted to stay in Toronto, I might have to worry about lean times and Toronto in winter can get very cold. I was NOT going to be one of those kids you see on the street asking for change. I was lucky that I looked a lot older than 14, no one who gave me work asked about my age and most paid me in cash. Like I said, no street life for this girl. I respected myself way too much for that. I made a note of where all the places were that offered free meals if I ever needed one. I knew where the nearest food banks were. So far, I was doing okay. I had earned enough money so that I could stay put, eat some food and wash my clothes. I wasn't hanging out in trendy clubs with sexy people, but you never knew � some day, I just might be. I was just as pretty and downright sexy as any of them. I was a hot little chickie who believed that someday, I'd have the world by the tail.

I like Toronto, it's a city on the go 24-7 and it's full of gorgeous people. The women there are very sexy and there's a lot of very sexy women there. I noticed. By the age of 13, I was starting to figure out I wasn't much into dudes. It was the ladies who got my motor running. I hadn't been with any yet, but given the opportunity, that was where Courtney wanted to swing.

Like I said, I'm a pretty savvy chick. I knew it was important to have one nice set of clothes and to be clean at all times. I was there about 2 months when I found a nice restaurant that was looking for servers. I got out my nicest clothes and made sure I got plenty of rest. I showed up for the interview 15 minutes early. I knew from the look in the guy's eyes that as long as I didn't act like some coked-out weirdo, I would get the job. I made sure to play up my looks throughout the entire interview, but I also paid attention to everything he asked me and answered each question thoughtfully. By the time I left, little Courtney had her first full-time job!

It was a nice place and the other girls were all very nice. A few of them actually hit on me, but I didn't want any problems at work. I think my boss knew that I wasn't 16 yet, but he was a nice old guy and gave me a break by hiring me. The place was always busy too and I got to know my regulars very well. I flirted just a little bit and was always smiling. I made good tips and now I could actually afford to spend some money. I got some more clothes, I bought myself a small portable DVD player so I would have something to do at night and I was eating better. The restaurant fed all of us and I was popular with the cooks because I liked everything they gave us. Why shouldn't I? I had never eaten so well in my life!

I had been there about six months when my life changed again. This woman comes in and she looks out of place. Our restaurant was nice, but not fancy. This lady, she is fancy with a capital "F". She walks over to one of my tables, sits down and crosses her legs. She has legs all the way up to HERE. She lowers her sunglasses down the bridge of her nose and removes the pretty hat she has been wearing. She is gorgeous, I'm talking Playboy gorgeous. She's maybe 30, 35 and blonde. What made me feel really tingly is that this hot mama was scoping ME out. She wasn't even shy about it either, she kept looking me up and down. I thought "Okay, if she wants to play, I'm 15 and I look 18 and I can roll with that." I had no idea � I would have been like a little guppy in the shark tank.

"What's good here?" She asked me in a voice that had a slight trace of a French accent.

"Everything ma'am," I answered truthfully. "We aren't the fanciest place in town, but our cook is good and the food is consistently good. It depends on what you're in the mood for, but everything really is good."

"What about you, young lady?" She smiled at me. Her teeth were as perfect as the rest of her. "Are you good?"

Some of my women customers had flirted with me, so this was nothing new. "When I have to be, ma'am," I smiled.

"What about when you don't have to be?"

"Then it depends on the situation, ma'am," I answered. That answer seemed to please her. The smile got wider.

"You don't have to call me ma'am, I am Monique and I'd like something light or something really decadent, not sure which," she answered.

"Well � Monique � we have wonderful quiche that is made fresh every day, garden salads and a cheesecake that makes me gain three pounds just by looking at it," I smiled back. "I'd be happy to bring you whatever you'd like."

"What the hell," she smiled. "I'll have all of the above. And coffee. Lord, after the day I've had, I need coffee."

"I'll put on a fresh pot," I told her before hurrying away. Ever get the feeling everything you do for someone is going to matter? That is the feeling I got with Monique. Make the lady happy and I wouldn't regret it.

I hurried back and gave the cook my order. He looked out to the restaurant, it was past lunch and we were quiet. His eyes went wide. "Do you know who that IS you're waiting on?" Jeremy asked me. I shook my head and he told me. Evidently, Monique had been a former men's magazine model and had achieved a fair bit of notoriety. My earlier guess had been right on the money. All I knew is that she was hot and I would have bent over backwards to make sure she enjoyed her time at the restaurant. I hurried back with fresh coffee and she took a mouthful and let out a heavy sigh.

"Oh lord, that's good," she told me. "I often find it's the places like this that have the best coffee and the fancy places serve utter swill. Thank you dear, I didn't catch your name."

"It's Courtney, I'm glad you like the coffee," I told her. "Your lunch will be ready soon and we're not busy, so if there is anything I can get you or anything I can do to make your meal nicer, please let me know."

"How sweet, merci Courtney," she said. She kept looking at my ass as I bussed some tables. Our uniforms can be a bit on the short side and know that I have one fine ass. I let her look because every chance I got, I looked back at her. She was wearing thigh-length black boots that likely cost more than I earned in a week and a suede coat and had just enough bling to let you know she had money but not so much that she was being ostentatious. Sexy Monique was wearing a very pretty white skirt and low-cut silk blouse. If she wasn't the hottest woman I had ever seen, I don't know who was.

When I looked back at Monique, she would flash me her gorgeous smile or cross her legs, she was teasing me and she knew it was affecting me. I really was into her and I made sure not to play it coy. I made several excuses to go to her table and refill her coffee and ask her about the food. She really enjoyed it, another thing I find sexy. Food is almost as much fun as sex, someone who knows that knows a lot of other things. She ate the cherry cheesecake like she was trying to seduce me, licking her lips and making breathy little sounds with each bite. Poor Jeremy, he was stuck back in the kitchen and I was out here with this gorgeous blonde woman working her wiles on me. I was equally demonstrative, I made sure to hint that I could be had for a little one-on-one session in her bedroom.

"I've had a lovely meal, Courtney, thank you," Monique smiled and stood up. Oh no, she was leaving! What could I do to make her stay? "I appreciate all your attention," she smiled at me before pressing money into my hand and walking out the door. Well, if nothing else, she had brightened up an otherwise-dull day. It wasn't until I looked down in my palm that I saw she had left me a $20 tip! Not only that, rolled up inside the cash was a note with her phone number written on it. The hot mama really did wanna play. I could hardly wait for my shift to end so that I could call her and set something up. I know I probably wore the biggest smile for the remainder of the day.

I got home and fumbled for change. I ran to the closest pay phone and dialed her number. She answered on the first ring.

"Hello, it's Courtney, from the restaurant this afternoon?"

"Oh darling, as if I'd ever forget you," she said with honey dripping from her voice. "I hoped you'd call. Are you interested in a little get-together?"

"Yes," I breathed excitedly. "At least, if you mean what I think you mean by `get-together'. I'm sorry, I'm babbling, it's just that you're the most exciting woman I've ever met."

"Isn't that lovely, I find you exciting as well," Monique purred. "Yes, I mean exactly what you think I mean. Are you available in a few hours?" I told her that I was and she rattled off the address. She lived in one of the nicer areas of Toronto and it was a good thing she had given me a few hours. It would take a while to get there from my grungy little pad. I told her I'd be there, hopped in the shower and tried hard not to stimulate myself. I wanted to be on edge for her. I hoped we would do everything together I had fantasized about doing that very afternoon. Once my hair was nearly dry, I found some pretty lingerie (I could finally afford it and had been to La Vie En Rose just the previous week) and wore my nicest skirt and heels. I hoped I would measure up to her demands. I was so horny I was almost jumping up and down. I threw on my coat and got on the TTC to make my way to her luxurious condo. I made it with barely 15 minutes to spare.

She was dressed to kill in a pair of black leather pants that looked like she'd had them painted on and a gauzy black blouse. She didn't play it coy, Monique kissed me and led me into her home. It was the most luxurious place I'd seen in my life. "Drink?" She offered.

"I'm only 15," I finally confessed. I didn't want to lie to this gorgeous creature, not about anything. "I'm not old enough," I protested. She laughed and told me that if I was old enough for what we were going to do tonight, a little alcohol would be the least of my concerns. I laughed, she was right. I accepted a glass of a sparkling wine that was wonderful and sat across from her. I thought it was so cool that she wasn't going to let my age bother her.

"I'm so glad you accepted my invitation," Monique smiled at me. "I found you absolutely charming. Would you believe that I've never been with a black girl?"

"That's okay Monique, I've never been with anyone," I told her and I couldn't believe the look on her face. Evidently, she hadn't quite expected that.

"No, dear girl, you must be joking!" Monique exclaimed as she grabbed my hands. "No one has made love to that perfect body of yours? Oh, we will change that tonight, cher. Before you leave, you will know what it is like to be pampered and adored."

Hearing this hot lady call my body "perfect" made my head swell up to ten times its size. She was incredible and it was undeniable. She moved with such elegance and I loved listening to her talk. I hung on every word. She wasn't modeling any more, she had invested her money well and moved to Toronto so that she could live here with her young girlfriend. They'd had a falling out and Monique was out for a cooling off walk when she happened upon our restaurant. Evidently, she and her girlfriend had yet to make up.

"You're sure that this is something you want, Courtney?" Monique asked me. "You are a lovely young woman and I don't want you to have any regrets later on."

"I came, didn't I?" I smiled at her. "The whole time you were at the restaurant, I couldn't stop staring at you. You took my breath away. I told myself if I ever met someone as beautiful as you, I was going for it. Please, I'm old enough to live on my own and to make my own decisions. I'm willing to do anything you want, only just don't make me wait any longer."

I probably came off sounding like a babbling idiot, but Monique didn't seem to care. She took my wine glass from me and set it down on an ornate table that likely cost as much as I made in a month, if not more. She drew my face to hers and she kissed me. Oh, did she kiss me. It felt like my mind was going swimming because I got totally caught up in that marvelous, sexy kiss.

"Well, you certainly kiss nicely," Monique told me as she brushed a few stray hairs from my eyes. "Let's go to my bedroom and see how well you do other things. Do you have to work tomorrow?"

I shook my head "no" although I would have gladly given an entire day's pay to be with Monique. I felt very weak in the knees and my nipples were hard and my pussy wet. She walked so beautifully in her high heels that it was not hard to tell she had modeled. I know it was likely selfish, but I hoped her girlfriend would stay away for good. I would have loved to have made her my girlfriend, even though that was likely a pie-in-the-sky dream.

Her bedroom was almost like a palace in a fairy tale. Crystal chandeliers, a canopy bed, beautiful antique wood furniture, sheets that were crisp and luxurious. I felt inadequate in such a setting. I know I'm a pretty girl, but Monique was � is � a goddess. She allayed my fears as she sat behind me on the bed and nuzzled my neck. "You are so dark, young and exotic," she told me. "Making love to you is going to be a delightful experience. May I be allowed to undress you?"

I felt like I had sandpaper in my mouth and I could see how much my hands were shaking. No matter, I managed to croak out a "yes" and felt the cool, soft sensation of her lips and fingers on my skin. "Your lacy white lingerie is very lovely, it looks so good against your skin," Monique told me as she kissed my shoulders. "Every girl should wear pretty lingerie, it's a compliment to our bodies."

"I don't have a lot, but I like to wear it when I can afford it," I told her. Lingerie was a treat for me and now, I was glad I had visited the store only the week before. Monique seemed to like what I was wearing. I couldn't wait to see what she had on, I knew it would be spectacular.

Monique had me stretch out on the bed and then, she went to work. She undressed me tenderly and she made me feel so beautiful, the way she fussed over my body. She complimented me each time she kissed somewhere knew and she found so many erogenous zones I didn't know I had. One was behind my knee and I nearly went through the roof when she licked me there. I am not a tall girl but I have nice legs and she really seemed to like them, kissing up and down, yet at the same time, totally avoiding my pussy. I was worried I would soak her sheets because I was so wet, yet she didn't seem to care. When she finally started working on my pussy, I screamed so loud that the chandelier shook. I was in a whole other world and I never wanted to come back from that place.

I loved being made love to. We weren't fucking, Monique was showing me pleasure. She was making love to me and proving that I was the passionate young woman I had always known I could be. A lover of women and the softness that only they could provide. I lost count of the orgasms she gave me but I knew no girl could have enjoyed a better first time than I did.

"Well?" She asked me as she moved up alongside me and idly stroked my thigh. "Is it what you had hoped it would be?"

"Oh yes, and so much more," I breathed. "Damn, you are one incredible lady. I'm not gonna be as good as you, but I promise to listen and try my best."

"Then you are off to a good start," Monique told me. She let me undress her, although because I was still shaking so much, she had to help. I knew her lingerie would be pretty and it was, black with a silver brocade. Her thong didn't cover much and her legs were so long and shapely. Her skin was a burnished shade and every part I touched felt like silk. I touched openly and without any fear. She wanted me and she kept murmuring how beautiful her little chocolate bon-bon was. I really liked hearing that, even though it did make me giggle.

I truly loved making love to a woman. I was in right from the beginning. I loved kissing Monique's soft lips and running my fingers through her light, blonde hair. I loved touching her breasts and licking her nipples until they stiffened. Undressing her was so sensual, but kissing down her body make me come alive. I loved seeing how beautiful she looked while I was kissing her and not one time did she make me feel like a silly young girl. Yes, she gave me some hints, but she let me go at my own pace. She let me slip off her thong and I saw that she shaved. It looked so hot that I knew I would do it myself from that day forward. I kissed the inside of her thighs and began salivating for what I knew was coming next. I was going to eat pussy for the very first time.

I didn't hesitate for even a second, I just went for it. Monique was eerily beautiful and had such a strong sensual hold over me, I licked and sucked and did all that I could to bring pleasure to her. I hoped I could make her cum and so I did everything I had ever fantasized about to her beautiful pussy. I made love to that hot blonde sex goddess like my life depended on it. When she pushed me away gently, I could see her azure eyes almost sparkling. I had accomplished my goal. I had made a woman cum for the very first time. I was thrilled and very proud of myself.

I spent the rest of the night and part of the next morning in bed with Monique. She showed me a lot about loving women and there was no further doubt in my mind that women were for me, especially blondes. We saw each other several more times after that and the sex between us only got better.

I wish that I could tell you that Monique and I ended up together but that isn't the case. She and her girlfriend made up and they're still together. However, Monique introduced me to her friend Cheryl and we really hit it off. She's a 5'11" inch bundle of blonde dynamite with cash to spare. She set me up in my own apartment in Queen's Quay and I get a very generous allowance. I don't have to work at the restaurant anymore, although I do a few shifts a week to have something to do. Cheryl also insisted that I finish my education so I went after my G.E.D. and now I'm enrolling at U of T. We get together with Monique and her girlfriend a few times a month. I want us all to have a real fun party and Cheryl's all for it, but Monique says her girlfriend isn't sure she's up for that. I hope she can persuade her. I love my Cheryl and she's a honey, but I want to get with Monique again and her girlfriend Barbie is a cute, petite redhead with a killer body. I know, I can't help being the way that I am. I am NOT a one-girl woman. I'm a bit of a slut, but hey, don't sluts have the most fun?