My Grace

by

Pamela

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I'm a pretty good-looking guy and women flirt with me a lot, so it's always been easy for me to have girlfriends. The problem is, these relationships are never very happy and never last very long. In fact, many of the women I date are disappointed in me because I'm not decisive. I don't make up plans for things for us to do or take control by suggesting which restaurant to eat at, or which show or movie to see. I seem to them like I'm always waiting for them to take the lead and they're not comfortable with that. They want me to be more of a man. Many other women are not happy with me because they're disappointed in my physique. These women typically meet me when I'm clothed, but the first time we're naked having sex, they're disappointed in my thin arms and legs that are not piled upon by muscles. These women say, "If I wanted to date someone with a body like that, I'd just go out with a girl." Mind you, none of these women have complained about my penis, which they consider to be a pretty decent one. It gets boners when needed and performs reasonably well when girls want a good screw. But if they want me to possess them during the sex act like some kind of muscle hunk, forget about it.

You might think that I could just go to a gym, work out, get some bulging muscles and then the women would be happy, and I might get into a nice relationship. The problem with that is, if the truth be told, I want to be the girl in my relationships with women. I love women. I'm crazy about women. I want to have sex and marriage with a woman. But I want this in the context of me being a passive and sweet woman. I want to be the gentle, feminine girl in the relationship. I want my wife or lover to be the decisive one, the one who might care to have muscles. I don't want the muscles; I don't want to be making decisions all the time. I just want to be a gentle female presence in our marriage.

You can see that the prospects of my achieving the kind of relationship I crave are not too good. I hope that eventually I'll meet a woman who wants me to be her young and innocent girl partner. In my fantasy, she loves all my girl-like qualities, but also likes my penis and the fact I have one. This way we get the best of both worlds.

My search for my imaginary dream woman has led me to try all kinds of different schemes for meeting women. One somewhat offbeat approach that I heard about from my friend, Tony, is speed dating, and when I saw an announcement for such an event, I signed up for it. In this case there are about 20 women seated in a circle facing out, and an equal number of guys. And each guy had just 4 minutes to talk to each woman. A bell goes off to signal our move to the next woman. About 10 women into the event, I overheard the woman I'd be going to next, telling the man who was there that she wasn't into "dumb jocks" and so he ought to just move along before she got bored. I couldn't believe that she'd talk that way to a guy, but when I glanced over to see his reaction, I saw that he was laughing. To say the least, I was intrigued by this woman.

The bell rang and I had the feeling that I would be her next victim. She was older than the other women, at least 40 years old if not in her mid-40's. I am just 28, so she is certainly an older woman from my point of view. Perhaps one could say that she is too old for me. But the truth is, I've never had a problem with older women. I think they can be much more interesting and sexier than younger women. They have a lot of experience and they've reached an age where they know exactly what they want in a man. And, in particular, if they wanted a guy like me, they'd know it by now.

I sat down at her table and saw that her name tag said "Grace". "Hi, Grace," I said. She studied my name tag a second and then looked up at me and said, "You know, Blake, I could see you in some rouge. Don't you think?"

"What?" I said, surprised.

"Rouge. You know what rouge is?" she said sarcastically.

I nodded my head.

"Good, because I could see putting some rouge on you. It could be a very cute look for you."

I was flummoxed. I didn't know what to say. My main thought was to wonder if this woman had somehow found out about my secret desires.

"OK, I guess. If you want to rouge me up that might be fun," I said feeling embarrassed that maybe I was getting too close to the truth for my own good.

"I like a man who knows his limitations," she said.

"Limitations?" I said.

"Knows how much man he is and doesn't pretend or try to be more man than he is."

Grace said all of this thoughtfully and she stared at my eyes and I had to fight a reflex to turn away. She seemed to exude a steadfastness that I would have a devil of time trying to keep up with. Her face was not beautiful, but then again it was attractive. Some wrinkles around the eyes, what you'd expect for someone her age. Her hair was blonde and straight and well-coiffed, and she had a bright sparkly blue stone, perhaps a topaz or aquamarine dangling around her neck on a very thin gold chain. I also could not help but notice that she was far from flat chested, and with her well-toned frame she looked very very good.

The bell rang to move on, and I felt a sudden panic. I liked Grace. She was the one woman so far who had impressed me.

"I'd like to..." I started to say, and she said, "my number is on the list." and she turned away to look at the next man as he came over.

***

I contemplated for a few days what I should do. Was Grace joking - like she seemed to be doing with the other men - or was what she said meant personally just for me? Was it a very specific message because she saw something in me that she liked? Did she really like what she saw of me? No woman had ever before recommended that I wear rouge. What did she mean by that? I was so curious by this remark that I decided I had to call her, if for no other reason than to stop myself from thinking about her anymore.

On the list of women, there was only one Grace and I rang the number. After two rings I heard her voice say "hello" and just the sound of it again made me feel excited in a strange way.

"Hello, is that you Grace?"

"You're my little friend from the other day. The one who wants me to rouge him up." Grace laughed heartily and I couldn't tell if she was laughing at me or laughing at the idea of me calling her.

"That's me," I said.

"I thought you might call," Grace said.

"How did you know that?"

"You asked for my number."

"Right, well I'm not going to pretend that I did not find you refreshing."

"Refreshing from what?"

"There was something about you that none of the other women had. I found myself thinking about you and wanting to see you again."

"Aren't you much too young for me?"

"Please, Grace. It may be a problem for you, but not for me. I'm sure you'll find me tiresome in no time at all."

Grace laughed and said, "Perhaps."

"When can I see you?" I asked and found that I couldn't breathe until I heard her accept the invitation.

"Come over now," Grace said.

My heart leapt up into my throat and I said, "Now?"

"Are you busy?"

"No, no, no, it's just that I wasn't expecting you... but that's great, I mean it's wonderful. I'd love to come over."

"You've got my address. See you soon."

"Bye," I said, and we hung up.

I hadn't been so excited about seeing a woman in years. She lived a few miles away and it would take just a few minutes to get there. I washed my face and put on my favorite shirt and jeans and stepped outside. The air was fresh and scented, and I felt a strange magical feeling of happiness. Finally, I had a woman to see who might actually like me the way I am. I stepped into my 280Z and turned the engine on. At that moment the rashness of what I was about to do overcame me. What if I didn't remember her correctly? What if she was not attractive? What if there was some weird thing about her, like she covered herself in Noxema skin cream? I pushed those thoughts aside and trusted my instinct. She was no old lady, that was for sure, and she was very pretty in her own way, and there was the fact of her nice figure which I would love to explore further.

***

After I knocked on Grace's door, I had to wait almost a minute until she answered. One look at her and I immediately had no regret for what I had done. She had an amused look on her face, and she was gorgeous. She was wearing a faintly violet dress of a thin material that allowed me to see the outlines of her bra, and there was a lavender scent about her. She must have put some perfume on minutes ago.

"Let me get you a drink. What would you like?"

"Do you have wine," I said. I was suddenly nervous.

"White?" she asked me, and I nodded. Grace poured me a glass of wine and I watched as she poured herself a Jack Daniels and dropped in a few ice cubes.

"Come, sit down," she said.

I followed her to a comfortable sofa in the living room and sat down on one end while she sat down on the other and sipped her drink while regarding me.

"I'm happy you didn't mind me coming," I said.

"You seemed funny to me the other day. You must be very smart. Are you a scientist?"

"Yeah. I do research at a lab."

"I figured it was something like that."

Grace sipped her whiskey and eyed me with amusement from the other end of the couch. I began to feel at ease. "I don't know too much about you," I said. I looked around the living room trying to get a sense of the furniture thinking it might say something about her. There was little that was extraordinary. Some framed pictures of a field with hay rolled up for the winter.

"What do you want to know," Grace said.

"What do you do for a living? Well, supposing you have to work, do you?"

Grace laughed, "I run a kindergarten."

"Cool," I said suddenly feeling nervous again. "It's got kids in it I bet. Young kids. A lot of them?"

Grace looked increasingly pretty as the whiskey settled down inside her. Her face warmed a bit and softened, and her eyes seemed sexy.

"Yes, we do have kids."

"Your eyes are sexy. I'm sitting here and I'm thinking about your eyes."

Not only her eyes, but she had moved in a way that had pulled tightly on her blouse emphasizing the prominence of her breasts. I knew that having her like me was becoming something that I really wanted. I was already at a point where I'd be hurt if Grace did not desire me.

"What a nice thing to say," Grace said.

I gazed at the large space between us and I knew that somehow, I'd have to cross that territory and when I got to the other side, it would feel... it would feel like I'd finally arrived somewhere. I'd be in the arms of a woman, a sexy woman, a woman who knew what she wanted.

"I was wondering if you're married, or, I mean, were you married. What about kids?" I said.

"I'm divorced. My husband was a minister and he was cheating on me with a former nun. It was ugly to say the least, but the congregation never fired him. My supposed friends in the flock knew all about it and never said a word." Grace turned away and stared off into the distance as if to compose herself.

"I'm sorry to hear that. Children?"

"I've two sons and a daughter. The youngest is eighteen and away at college."

Grace was finishing her drink and I'd barely drank half my glass of wine. She got up and poured herself another Jack Daniels and sat down where she had been.

"Why were you at the speed dating?" I asked.

Grace laughed. "Why were you there?"

"It seemed like something to do. I had no idea I'd meet someone like you there."

"Someone like me?"

"You know. Exotic. Mysterious. Knowing in some kind of formidable way."

"Formidable?" Grace smiled and even laughed slightly. Perhaps it was the Jack Daniels since I couldn't know for sure if I was being truly witty or not. "I'm sorry you find me formidable. Like the Queen Mary?"

"You know what I mean. You've lived and that's really nice. I like that about you. The sense that you've seen a lot."

"I think you're very wise for someone so young."

It was my turn to laugh. "I know you're teasing me Grace."

"Come sit closer," Grace said, and I felt an immediate rush of excitement. I moved over to the cushion next to her. Close enough to feel her warmth and smell the slight emanations of lavender.

I could tell from my peripheral vision that Grace was regarding the side of my face as I stared off straight ahead. Finally, I glanced at her and saw her eyes trained intensely upon me. I felt that she was admiring me as if I was very beautiful to her. Across the short distance between us she seemed sensuous. I couldn't believe my good luck in having met her and that she seemed to like me.

I felt her put her arm across my shoulder and I leaned back on the sofa and turned to look at her. If she leaned in, we'd be kissing in a second. With her other hand she gently touched my cheek. "You know, I was right, that with a little rouge, you'll be very pretty," she said.

I'm sure I blushed intensely. "You mean I'm not pretty now?"

Grace laughed again. "Of course, you're pretty now. But a little rouge, what can I say? Rouge will add the final perfection."

I knew that I would love for Grace to put some rouge on my cheeks, but I was afraid to commit myself by asking her to do it. I hoped she would take the initiative. I waited in suspense caught between thoughts of how wonderful it would be if she did put rouge on me and fear that she was only joking and not serious.

I felt her fingers gently slide against my shoulder. My heart beat faster and my mind followed the slow path of her fingers.

"Fetch my purse. It's on the kitchen counter." Grace pointed to the doorway to the kitchen.

I got up and went to the kitchen where I saw her purse and picked it up and brought it to her. It was an attractive dark bluish leather bag with a brass plate attached to the front that said "Dooney & Bourke".

Grace opened the purse and reached into a side pocket and took out a small compact. She turned to me and regarded my face and then opened the compact revealing a small brush within. Grace worked the brush into the rouge and then dabbled it on my face. I felt an electric charge pass into me. I couldn't believe how much fun this was.

I stared at Grace's face as she worked. Her eyes looked into mine and she said, "You shouldn't stare."

"I think you're beautiful."

Grace smiled, "I'm much too old for you. Too old in many ways."

"Don't say that."

A few minutes later Grace was done and said, "Now you're pretty. Take a look at yourself in the mirror," Grace pointed at a nearby mirror on the wall.

I got up and did as she said. My cheeks shone with a red coloring. My heart beat intensely and I felt a thrill like I had never felt before. I suddenly thought to say, "I like being pretty," and the moment after I said it, I felt a deep pounding of my heart in my chest.

I rejoined Grace on the sofa sitting close to her. She once again put her arm across my back, and we looked at each other. I focused on her lips and I wished that she would kiss me. "You like being the girl, don't you," Grace said.

"What do you mean?" I said, barely able to breathe.

"It’s not just that you like being pretty. You like being pretty because you want to be the girl. Am I right?"

"What?" I said, with my ears ringing. How could Grace be so perceptive?

"You like older women, because they're more likely to treat you as the girl in the relationship. Am I right?"

"I don't see..."

"I'm not going to cut your head off. Tell me the truth."

"Well, yes, I guess I do like the idea that I can have the girl part."

"That's what I sensed when I first met you. Here's a guy who wants to be the girl in his relationships with women."

"And do you like that kind of man?"

"Yes, I do. To be honest, you're the kind of man I was hoping to meet at the speed dating. They're not easy to find, since men tend to jealously guard their masculinity."

"But when you saw me, you knew that I wasn't like that?"

"Yes. I could see that you have thin girl-like arms. No definition. No biceps worth speaking of. You also have a graceful quality about how you move your arms and body that seem on the verge of being feminine. In short, I saw a man who would really rather be the girl."

I felt immobilized. It seemed like my future was teetering on an edge, with Grace holding the power to either grant me great happiness or great regret.

"You're being the girl right now, aren't you Blake?" Grace continued.

"What do you mean?" I said.

"I've put my arm across your shoulder, like the way a man would, and you're sitting here passively like a girl wondering if I'm going to kiss you."

"Well, are you?" I said feeling bold.

With one arm across my back and the other guiding my chin towards her, Grace moved her lips onto mine and gave me a gentle kiss. I was so aroused I was ready to explode. After a minute or two I felt her lips opening up, drawing my lips apart with hers. Her tongue came out and filled my mouth. During the whole kiss, I sat passively on the sofa as Grace pressed her mouth over mine and held me. Eventually, I put my arms around her and gently hugged her as we kissed. I felt like I may swoon at any moment.

After the long kiss, Grace said, "I love you being the girl, Blake. You supply a feminine warmth and affection that stirs up something inside of me. On top of that, you can supply the right biological equipment for love making."

Grace leaned in and kissed me again and then after a while said, "I think you kiss like a young girl does - pliant and willing and responding to my lead. I think that you not only want to be a girl, but you want to be about twelve or thirteen years old. Old enough to start developing breasts and having your period, but still young enough to wear the pretty clothes that you see young girls wearing. Am I right?"

"I can't believe how well you know me," I said. "And you're sure this doesn't repulse you?"

"I like the idea that you'll be a young girl. I get to be the older woman, in fact, your Aunt Grace, in the sense of an older friend of your parents. You're my young protege that I instruct in the ways of womanhood. That's a big turn on for me!"

"What you're saying gets me very excited. I especially like being a girl that you can guide and direct. I want you to tell me everything I should be doing."

"We need to find a nice girl's name for you, Blake."

"What do you suggest?" I said.

"I'm thinking something like Juliet or Diane. Which do you like? What would you like to be your girl's name?"

"I like both of them, but I think I would prefer being Juliet."

"Then Juliet it is. Aunt Grace and the lovely ingénue, Juliet. Juliet is pretty, she's feminine, delicate and graceful. And, she's crazy about her Aunt Grace."

"Aunt Grace is beautiful, sophisticated, worldly, strong and knows exactly what she wants to do with Juliet."

"What do you think she wants to do with Juliet right now?"

"Kiss her, I hope."

We shared another long, deep kiss and when it ended Grace looked into my eyes and said, "Now it's time for you to move your pretty butt upstairs."

"Upstairs?" I said.

"My bedroom. Come with me," Grace said and I followed her to her bedroom at the top of the stairs to the left. Straight ahead was a bathroom and to the right was her son's room. Her bedroom contained a high queen-sized brass bed with a dark blue quilt neatly made on it. There was a formidable, well-polished wooden dresser with shiny brass fittings and a large mirror on the wall over it. Several exotic looking perfume bottles were neatly placed on a fancy lacy doily in front of the mirror. Off to one side there was a door to a closet and to a private bathroom.

Grace went into the bathroom without closing the door and a minute later I heard the sound of her peeing, then she loudly took some tissue and I assumed she cleaned herself. Then I heard the sound of running water and she came out. She had taken off her blouse and skirt and was dressed only in a white bra and panties.

Now in front of me, as Grace took off her bra, I became transfixed by the sight of her breasts swinging free of the cups. She was well endowed, yet her breasts were very beautiful projecting outwards with smooth white skin and deep red erect nipples. She stepped out of her panties and I saw that her pubic hair was blonde and wispy, and I stared in amazement at the sweet formation of her pussy nestled between her womanly thighs.

Now naked in front of me, Grace said, "Let me see what you look like."

I shyly undressed in front of Grace, aware of her eyes taking in every facet of my body. Naked, my penis stood out straight and so hard it was painful. I could see Grace staring at it with hunger in her eyes.

"Come lie down, Juliet. Are you afraid?"

"A little."

"No need to fear, Aunt Grace will be gentle with you."

I lay down on the bed and Grace climbed over me. She took my hands and moved them up above my head and then held them down. I felt her vagina swallow up my member and then Grace started to rhythmically thrust herself up and down upon the shaft. "God, I love this," Grace said. "I love how you fill me up." Unable to move my arms, I lay passively while Grace moved at will upon my body.

Grace continued to move slowly and rhythmically, and she stared down at me and I looked up into her face. I felt overpowered by her, as if I truly was a young girl and she was a woman of the world. I watched her breasts sway and felt great pleasure in my penis. I was happy that Grace was able to take pleasure from my body.

Grace picked up the pace and then in short order she came. I was on the verge of cumming but not quite there. Grace stopped moving with my penis held firmly inside her. I hoped that she would finish me off and when she didn't move, I said, "Please go on, Grace."

"Go on?" she said.

"Yes, please," I said.

"Tell me about yourself."

"What?"

"I don't know much about you."

"I can tell you later Aunt Grace, but please go on!" My boner was throbbing inside of Grace and I was becoming more and more desperate for release.

"No, I'd like to hear a little about you now." Grace moved her hips a tiny bit as if to verify that I still had a hard boner. "Go on."

"Like what?" I said.

"Where are you from?"

"Pittsburgh. Oh, gosh, Aunt Grace. Please continue!"

Grace laughed and said, "Soon enough, Juliet. Right now, tell me more about where you went to school. About your family. Whatever."

I went into a rapid-fire biography of my college years, my family and a bit about a former girlfriend that I had been serious with for a while.

I looked up imploringly into Grace's eyes and said, "Is that enough?"

She stared down at me, clearly relishing the control she had over our lovemaking. She smiled and said, "OK, Juliet," and then slowly started moving her hips again. I almost jumped out of my skin I was so aroused and in short order I was in the throes of an orgasm. This brought Grace over the top as well and she orgasmed for the second time.

Grace rolled off of me and we lay together, in that special peace that comes from having had a wonderful and powerful fuck. Except that I had a small problem. Where normally my erection would go away after climaxing, this time it wouldn't, and I was pretty sure it was because I was reeling from the excitement of having finally found a woman who wanted me to be a young girl. While having an erection that wouldn't go away was troubling, it was made worse by the fact that I now had to pee. As long as I was erect, I would not be able to pee. As long as I had to pee, I would be uncomfortable. I tried to ignore the situation and at first, I felt happy to lie next to Grace, gently touching her breasts and occasionally kissing her. She was in a soft haze of contentment and seemed happy to be there with me. After an hour my hard-on had still not subsided, and I was approaching the point of having to desperately pee. I had no choice but to explain the situation to Grace.

"What a dilemma. I never heard of such a thing. What can we do about it?" she asked me.

"My only hope is that we have sex again so that this time my boner will hopefully go down so I can pee."

Grace laughed and said, "Lie on your back, my dear, and I'll be happy to fuck you again."

She climbed back over me and once again placed my penis in her and began screwing me. Our bodies quickly found a mutual rhythm and in short order I was able to climax. This time my erection faded and ten minutes later I was finally able to pee.

"I love your openness and honesty," Grace said when we were done. "There is so much girl in you. "

I blushed and snuggled up close to Grace.

***

The next time I saw Grace was a week later. Once again, she seemed wondrously sexy. She had recently bathed, and her hair was damp. She smelled slightly of lavender and she wore a thin robe over a light blue teddy. I again sat close to her on the sofa and she sipped whiskey and I had some wine. She regarded me with a slight smile with her lips parted showing a bit of her teeth. Anticipating the fact that we'd soon be making love again, I felt euphoric, but I also wondered if she would want to put rouge on me again.

Grace put her arm on my shoulder and moved her lips in to kiss me. I sank back against the sofa and Grace pushed hard against me and her mouth forced mine open and her tongue was once again inside my mouth. I sucked on her tongue and she put her free hand gently on my cheek and then on my neck pushing my face in closer to hers. The kiss must have gone on for five minutes when she broke it off.

She leaned back and kept her arm on my back while the other fell against my chest. While we embraced her fingers moved under the front of my shirt and then softly caressed my belly and moved up to my chest. Her hand gently touched one of my nipples and then the other and then her hand gently cupped one of my breasts. She said, "Juliet, I think you must be very horny tonight. You didn't even wear a bra."

I was so surprised by what I heard that I wasn't sure if I'd heard her correctly. But it was clear what she had said. I said the first thing that jumped into my mind, "I thought that if I didn't wear a bra, then you wouldn't have to waste time taking it off me."

"You're such a smart, horny girl, aren't you?"

My heart pounded in my chest as I waited and wondered what Grace might say next. Finally, I said, "I really liked wearing rouge."

Grace said, "bring me my purse we'll put some pretty rouge on you."

I got the rouge and like the last time she expertly put it on me. When she was done, she said, "Now I want to do your eyes."

"My eyes?" I asked.

"First I'll fix up your eyebrows. They can be thinned a little and then I'll but some eye liner, eye shadow and mascara on you like any girl would want to have for a big night out. You have pretty eyes; you should show them off."

"If you think so."

"I do. Let's try blue and see how that looks."

"OK," I said.

Grace spent a few minutes putting makeup on my eyes and when she was done, she said, "All done. Very pretty."

"Can I see myself?" I said.

"Go to the mirror."

When I looked in the mirror I was thrilled. Eye makeup was probably the neatest thing there was, and I had to agree with Grace that I was pretty, or at least I felt pretty.

"What about lipstick?" I said. "Don't you think I ought to use it?"

Grace reached in her purse, took out some red lipstick and applied it to my lips. "How's that?"

I looked in the mirror and was even more pleased with my face. I saw Grace's face come into view behind me. "You look like a girl, Juliet. Certainly, with the makeup anyone would think you're one.

I sat down again next to her and we made out for a while. Long, languorous soulful kisses. We switched positions and I had my head in her lap as she leaned over and forcefully kissed me. Her breasts pushed against one side of my head. My arms cradled her head and back.

After some time, Grace led me upstairs to her bed. I had been hoping that Grace would suggest that I wear a bra, but she didn't. When I watched her take off her bra and panties, I said, "Aunt Grace?"

"What Juliet?"

Suddenly embarrassed by what I wanted to say, I stood immobilized until Grace said, "What is it Juliet? Speak up, dear. I can't read your mind."

"Before you implied that I should be wearing a bra, so I was wondering if you would mind terribly if I wore your bra?"

Grace smiled broadly. "Poor Juliet, you should have spoken up before. I would love for you to be wearing a bra and panties like a proper young lady. So, sure you can put on my bra and panties. In the future, I'll make sure that you have your own bra and panties to wear. How's that?"

"I'm so thrilled Aunt Grace," I said. Grace helped me on with her bra whose bandwidth was about right for me. Her panties were a bit large on me, but my boner helped fill them out. The whole concept of me dressed in a bra and panties in front of Grace, as if I actually were a young girl, thrilled me in a way that I had never experienced before. It was as if a volcano of pure, wonderment and excitement poured out of me. I felt magical.

I lay down next to Grace and we looked at each other. "I remember when I had small breasts just like you," Grace said.

"I'm so happy my breasts started to grow," I said.

"All girls worry a bit about that, but they always do start growing. And now you're going to be worrying if they end up being too small, or possibly, too big."

"I hope my breasts end up being as big as yours," I said.

"Why is that?"

"First of all, you have the most beautiful breasts. Second, we'd be able to share our bras."

Grace laughed, "Why would you want to share our bras?"

"Like now, I'm wearing your bra and it makes me feel like I'm very special. I'm the only girl who's probably ever worn one of your bras, apart from you. Am I right?"

"Of course, Juliet, and no other girl has ever worn my panties before," Grace said.

"I love your panties," I said.

"And no girl has ever had such a big boner inside my panties before." Grace reached over and began holding my swollen penis through the soft material of her panties. "Quite a handful," I must say.

"You have a way with girls," I said, and Grace laughed.

We made wonderful love and then slept awhile and then made love again. In the morning Grace made eggs over easy and bacon and coffee.

***

A few days later I was surprised to get a phone call from Grace. She said that we need to meet, and we arranged to get together at a coffee shop. It was clear to me that something very unhappy was about to happen to me. Grace's voice sounded pained and sad and I became morbidly depressed as I came to our rendezvous. Grace arrive a few minutes after me and sat down.

We ordered cappuccinos and Grace said, "I've had a friend, his name is Edgar, that I've known for a long time, since well before I met you. He's a very successful screenwriter who lives in LA and he's been begging me to come there and marry him. For the longest time I've been debating in my mind whether this is something that I want to do. He's very wealthy and he offers me a lifestyle I've never had, but not one that I really desire to have. The way he puts it, there are things he can do for me, that he would love to do for me."

I felt my eyes moistening and a cold dread run through me. It seemed like Grace was telling me this because she had decided to accept his proposal.

"I can see you're about to cry, Juliet, and that makes me so sad. You're such a sensitive girl."

"Are you leaving me," I said and began to cry in earnest.

"Juliet, Juliet," Grace said. "Edgar recently said that I owed it to myself to do an experiment. Move in with him and see how it goes. If it goes well, we get married, if it doesn’t, I come back here. While I love you, probably more than I'll ever love Edgar, the fact of the matter is that I'm too old for you. It's not fair to you to keep you from meeting a lovely woman your own age, and it is also not right that I at least find out if life with Edgar is one that I would enjoy."

Grace took a few tissues from her purse and dabbed at my eyes with them.

"But I love you Grace," I said through my tears.

"And I love you, too, Juliet. We have something special. But even as special as this is, we can't justify passing up opportunities that make real world sense. So, I need to explore this opportunity."

"But you might come back, is that true?"

"I know that you'll pray for that, but remember, you'll not necessarily be praying for my happiness."

"You're right Aunt Grace. I love you so much, I'd rather you be happy even if it means I'm sad."

"That's why I love you so much," Grace said.

***

After a month and a half, the rupture from Grace had settled down into being just a dull ache in my heart. I thought of her occasionally and wondered how her life with Edgar was going, but for the most part I had moved on and was actively thinking about how I could meet another woman. Hopefully one just like Grace.

On a Sunday evening another month later, I had just eaten dinner when the phone rang. "Hello," I said.

"Hi, Juliet."

"Juliet? I think you have the wrong...wait, oh my God," I shouted, "Grace? Is that you Grace?"

"Yes, Juliet dear."

"It's so great to hear your voice!"

"As it is to hear yours. I'm calling because I wonder if you're busy tonight. If not, could you come over?"

"Come over? I thought you're in LA."

"I was, but things didn't work out with my friend, so I've come back. I'm sorry to have put you through so much. I'll understand if you don't want to see me."

"Of course, I want to see you," I said.

"I'm glad. I bought you a few presents in LA that I'd love to give to you, to help make amends."

"Just seeing you will be more than enough amends. But, sure, Grace, I'll be right over. I'm so excited I could bust."

***

Grace answered the door at her house wearing a beautiful ivory blouse and black skirt, that made her look very sophisticated, and what I imagined she looked like during the time she was with Edgar. I felt an instant pang of desire to be holding her and kissing her and we embraced even before we got the front door closed. I pulled away from her embrace to say, "Please promise me that there are no other Edgar's waiting in the wings."

"No, Juliet, he was the only one and there will never be another."

"I don't think I can survive such unhappiness again."

"You poor girl. I feel so terrible that I subjected you to pain. Anyway, I have a few little presents for you, that will hopefully help you to forgive me."

Grace handed me a small, fancy, paper shopping bag closed by a curled-up pink ribbon. I opened up the bag, reached in and took out white tissue paper holding a matching bra and panty. "Oh, my God!" I said, " a bra and panty?"

"Do you like them?"

I held up the delicate panty. It was a light pink with lacy details on the front and sides and then held up the matching bra to take a look at it. "They're so pretty," I said.

"I almost bought you a thong. But not all girls like them."

"The bra and panty are so pretty. I can't thank you enough!"

"You should thank Edgar. He thought they were for me when he paid for them. They're very expensive lingerie, from France. But I strongly believe that pretty girls like you deserve the best. I have a couple of other presents for you waiting upstairs. And, of course, I mean these gifts as a small token of apology for breaking your heart."

"Thank you, Aunt Grace. I feel like my heart is mended all ready. Can I put on my bra and panty?"

"Yes. Let's go upstairs so you can change, and I can give you the rest of your presents."

Upstairs in her bedroom, Grace told me to undress and then watched as I put on the bra and panty. Unlike her bra, my new bra had just an A cup, so it fit my small chest reasonably well. "I’m getting horny just looking at you Juliet," Grace said. "What a cute young girl you are! You’re so pretty now!" Grace fetched a package from the top of her dresser and opened it up. Inside were a pair of pink tights. "I bought these tights for you. You'll need them to go with the last part of your present. I'll help you put them on."

Grace arranged the tights so that we could slip my feet into them and then pulled them up to my waist. To do that, Grace pushed down my boner to help get the waist band of the tights past that obstacle. When the tights were on, my boner still was more than evident. "So now I'll help you with your makeup and then we'll go for the piece de resistance."

I couldn't imagine what Grace was referring to, but I thoroughly enjoyed her helping me put on rouge, lipstick and eyes shadow and mascara.

When I was all made up, she said, "So now I'm going to fluff you up."

"Fluff me up?"

"Yes. I've bought you a very pretty dress. It's a pink, knee length, sleeveless, ball gown that comes with a pink crinoline with 8 layers of tulle." I watched as Grace took the crinoline out of her closet where it had been hanging. She held it up so I could get a good look at it. "You're the kind of girl that they make these fluffy outfits for. Girls that don't want to let go of their childhood when they were allowed to be and often were expected to be cute and feminine. Like all those little girls who take starting ballet classes and wear little frilly tutu's. What I love about you Juliet, is that that girl is you. So, put on the crinoline." Grace held it out while I stepped into it and pulled it up to my waist. "So lovely, Juliet. You're so cute I could pinch your cheeks. Now we get our little girl all dressed in her fancy dress." Grace fetched the dress and had me put my arms up and she lowered the dress over me and pulled the skirt down until it was properly situated around my waist. Then she zipped the dress up my back.

"I still need to get you some patent leather shoes and for that I need your shoe size. Luckily, I made a pretty good guess on the other clothes. Now take a look in the mirror. You're adorable."

Stepping in front of a large mirror in Grace's bedroom, I looked at myself all puffed up like the way Grace had said I ought to look. The full skirt around my waist extended outward and arched downwards to the height of my knees, so it looked like a perfect hemisphere. Whatever identity I had as Blake was lost in the shear girlish femininity of my image. Grace meant her young girl protege Juliet to be cute and pretty.

Grace took my hand and led me downstairs to have our drinks and get ready for the later events. I fairly well swished my way downstairs, so girlish did I feel. I plopped myself down next to Grace on the sofa awaiting her first move. My skirts were bunched up around me as Grace put her arm around me, pulled me toward her and then began kissing me. As we kissed, I slunk down on the sofa and I felt my dress riding up. Then I felt Grace's hand on my thigh and noted its movement up my leg toward my penis. I was as erect as the combined force of the panties and tights would allow. When Grace's hand began feeling my member straining to stand up, a jolt of pleasure ran through me.

While we kissed and Grace alternately squeezed and stroked my penis, I rested my hand on her blouse and felt her breasts lying underneath inside her bra. They were too large for my hand to fully hold and I gently played with them, circumnavigating them as best I could while they remained in her bra. I worked my hand inside her blouse after slowly pulling it out of her skirt. The feeling of her breasts in her bra was captivating. Her soft and pliable heavy breasts lay contained within the confines of the bra cups and drove me toward a frenzy of excitement. When my hand started to explore how it could enter her bra, Grace reached behind herself and unhooked the bra, thus giving me easy access. When she brought her hand back to my penis, she now inserted it down the top of my tights and panties to hold onto my cock. While she now continued manipulating it with great delicacy, I cupped each of her breasts and felt their heft, before finally gently pinching and rubbing her hard nipples. After we continued like this for some time, Grace whispered to me that it was time to go upstairs.

We walked upstairs holding hands and when we got to her bedroom, Grace told me to lie on the bed with my head at the foot of the bed. She then got on the bed in the opposite direction. She then said, "I want to bury my face in your crinolines and find that wonderful prick of yours and you can explore inside my skirt. It was evident that Grace intended for us to engage in a 69 which I had only heard about before, but never actually had done. We turned on our sides and lifted our legs to create room for our heads. First Grace pulled my tights down past my rear end. Then she peeled away my crinolines until she got her face to my panties where I could feel her pulling them partway across my buttocks. Then her mouth was over my cock and I felt a surge of pleasure. Meanwhile I put my head inside her skirt and pulled down her panties and found her vagina with my mouth. From this convenient place I could suck on her cunt and massage it with my tongue, while my free arm once again found Grace's tits and I massaged them gently. While we were so enjoying each other, I felt Grace's hand very tenderly touch my balls and begin to massage them and slightly hold them. This added to the delicious pleasure on my cock as her mouth went up and down along it. Just when I thought all was perfection, I realized that Grace had taken a finger on the outside of my panties and begun moving up toward my bottom hole. As it made slow progress, a huge additional pleasure ignited in the outer part of my ass which then magnified and spread up inside me centering on my prostate. Grace seemed to know exactly how intense such feelings can be as she slowly and methodically massaged me there. Intense pleasure now echoed back and forth from my penis to my rear end back to my penis. My glute muscles began contracting with the pleasure and my poor cock just got harder and harder. When Grace sensed that I was approaching an orgasm, she backed off on my penis and just continued in my bottom. Luckily, I was young enough that my heart could withstand the degree of intense pleasure that Grace was driving me to. For herself she seemed to be moaning almost continuously with my licking of her vagina besides the enormous vicarious pleasure she received from sucking on my cock.

We were both nearing climax so Grace got up and had me swivel around on the bed so she could mount me. She captured my cock in her pussy and vigorously moved up and down on it while I watched her boobs bounce around. This time I built up to a towering orgasm that Grace welcomed fully and after the last of my screams of pleasure echoed off the walls she dismounted and lay down beside me. "You're a precious girl, Juliet. Such a wonderful instinct for love making. I’ll always love you."

***

For the next several visits I made to Grace's house, I dressed up in my pink dress and crinoline and we continued to develop our fun games in which I was the young, very sexy Juliet, and she was my kind, Aunt Grace. A recurring theme of our visits was Grace teaching me how to be a compliant and feminine receptacle for all the sexual acts that she wanted to perform. A couple of times, she'd stand in the bedroom and have me sit on the floor at her feet and lick her vagina with my head up inside her skirt. At other times she sit her vagina over my mouth as I lay on the bed and she'd wiggle her hips up and back until she came. No matter what Grace did, I found myself enjoying it more and more. I loved the fact that I could get her so excited.

When I wasn't with Grace, I spent a lot of time thinking about her and about how happy I'll be the next time I see her. One evening when I was with her and in a particularly loving mood I blurted out, "So why don't we get married?"

"There are lots of reasons why, Juliet. Number one is that I'm too old for you and I've already got a family. You deserve the chance to have your own family one day."

"I don't care about having a family. I just love you and want to be your bride!"

"That's so sweet, Juliet," Grace said. "Tell you what. Why don't we have a pretend marriage? That way you can be my bride, and we can be pretend husband and wife."

"I guess that would be nice," I said. "You'll be my husband?"

"Yes, of course. We'll pretend that I'm royalty and you can refer to me as 'My Grace' or something like that."

"Can we have our marriage next week, My Grace?" I said.

"Yes! I'll get you a pretty wedding gown and a tuxedo for me and we'll stage our own wedding. Then after the ceremony, we can have sex as husband and wife for the first time."

"I can't wait!" I said.

"Prepare a wedding vow to read, and I'll do the same," Grace said.

"I will," I said.

***

A week later, when I went to Grace's, she showed me a beautiful white wedding gown that she had bought for me to wear. It was a floor length, white, airy tulle ball gown with a semi-shear bodice and fully lined skirt. I got ready to wear the dress by first putting on my usual bra and panties followed by a white lacy bridal corset that fit around my waist and had long garters dangling from it. Grace had gotten white hose that I put on and she fastened them to the garters. In short order, all I lacked was the gown which Grace had me put on over my head. "This is so much fun, Grace," I said. "I can't think of anything nicer than being your bride. I just love it."

"Last are the high heels I bought for you," and Grace fetched a pair of white heels that she helped me on with. Walk around a bit in them to get your footing, while I change into a tuxedo."

I did as she said and walked back and forth in the bedroom and then out in the hallway and even up and down the stairs. I held on tightly to the handrail and did my best to gather up the skirts of the wedding gown as I stepped up or down. It was a wonderful feeling to pretend I was a young bride on her special day. I went back to the mirror and admired my reflection until Grace came out of the bathroom. She was wearing a tuxedo, a top hat and had a mustache attached to her upper lip. The outfit was effective in making her appear to be masculine.

"I have a pretty bouquet for you to carry in the ceremony," Grace said and handed me a nosegay of beautiful flowers. I held it with both hands and had to struggle to maintain my composure. I felt so loved by Grace and just like a real bride must feel as a man is about to take her as his wife.

"Now for the ceremony," Grace said. She pulled a couple of sheets of paper out of her pocket and read the most beautiful wedding speech. It was about how Grace and I were really perfectly suited for each other. About how she knew that I was the perfect bride for her and that she would always cherish me and protect me. Tears came to my eyes and down my cheeks. Then it was my turn, and I had a speech written out, as well. It talked about how much I wanted to love and nurture Grace. To always be available to make her happy in any way that I could. I know I deeply touched Grace, though she did not cry like I did.

Grace then had another sheet of paper in which she read the traditional wedding vows as if she were the minister. When we had both said, "I do," we exchanged rings that Grace had acquired and then we kissed with Grace holding me in her arms.

Grace said, "Now that we're married, at long last, I want to introduce you into the wonders of lovemaking."

"I'm so excited about that, My Grace," I said, and it was true that beneath my voluminous skirts I had a boner.

"Good, because gazing at your beauty has aroused me," Grace said.

For the first time I noticed that there was a significant bulge in the front of the trousers that Grace was wearing. I laughed and said, "I can see that My Grace!"

Though I was laughing I was confused as to what would be causing Grace to have a bulge. I certainly could understand why I had a bulge inside my panties, but Grace?

"I can see you're curious about my trousers, Juliet," Grace said. "Unbutton them and take a look."

I undid Grace's belt, button and zipper and her pants fell to the ground revealing boxer shorts with a large erection inside of it. "Now pull down my boxers," Grace said.

I did so and was surprised to discover that Grace had a large penis. "That's a strap-on, Juliet," Grace said.

I couldn't figure out what Grace intended to do with it, except possibly she wanted me to suck on it as if I was giving her a blow job. "Do you want me to suck on your dick, My Grace?" I said.

"Not now, Juliet. Maybe later, we'll see. Right now, I'm interested in consummating our marriage, which means conquering your sweet maidenhead."

"I am happy to offer it to you, My Grace."

"Good, so stand up and face the bed." I did as she said, but I couldn't figure out what she was getting at, until she told me to bend over. When I did so, I felt Grace come up behind me and lift up the voluminous skirts of my wedding gown and pile them on top of my back. She then put her hand on the waistband of my panties and pulled them down, exposing my rear end. "My, my what a pretty sight," Grace said. "So innocent and waiting to be deflowered. Are you nervous?"

"A little," I said. In fact, I was doing my best to stop myself from panicking. It was clear now what Grace meant by taking away my virginity. She was going to put that strap-on penis of hers up inside of me.

"Isn't it sad that girls on their wedding night have to endure the pain of losing their virginity. The good news is that I'm going to go very, very slowly and gently with you, so that you'll feel a little discomfort that will later turn into a wonderful pleasure. How does that make you feel, Juliet?"

"Better," I said. "I trust you My Grace. I'm sure you know what's best for me."

"Good, First I'm going to put a little oil on my penis and then I'm going to position it over your vagina and start supplying a little bit of pressure."

"OK," I said.

I heard Grace putting some oil on the dildo and then I felt its first contact with my butt hole. The feeling was pleasurable, and I relaxed and enjoyed the fantasy of being bent over lying on the bed in my wedding gown while my husband gently took away my virginity. "You let me know when you're uncomfortable," Grace said.

"OK," I said and then I felt Grace start to push her penis into me. The oil seemed a bit cold, but the penis was definitely well lubricated. I felt the penis pushing a bit into me and my hole opening up slowly.

"How's that, Juliet?" Grace said.

"So far so good," I said. The moment I said that, I felt a strong jolt from Grace as she now pushed much harder on the dildo and I now felt a significant widening of my hole and even that the tip of the penis had managed to get a bit inside me.

"We'll stay here a few minutes in this position while your muscles accommodate my cock."

Grace was right about that. The more time that elapsed the more relaxed I felt my rear end was and the less it seemed like it was resisting her penis.

"Now another push," Grace said, and I felt her bearing down even harder on me. I felt a little pain and I began to squirm a little. I felt Grace's hand on my back as she pushed me down onto the mattress and leaned in hard with her body. Just when the pain was rising up to the point of being unpleasant, Grace stopped further advancing her penis and paused. As before my muscles began to relax after a few minutes. I felt like the penis must be practically in me now, but when Grace started up again pushing I realized that I had to stretch even a bit more, but this time I became certain that her penis was now truly in me since I could feel its presence up inside my butt hole.

Grace paused and said, "We're past the worst part now. We'll let your vagina acclimate to the stretch and then I can start giving you a proper fuck."

While my butt hole felt tender and filled up in a way that it had never been before, it would be an exaggeration to say I was in pain. Like Grace had said, there was some discomfort, but not significant pain.

"So, you're in me now?" I said.

"Yes, you're no longer a virgin," Grace said.

"I'm glad it was you who took my maidenhead," I said.

"My little bride on her wedding day. This is so perfect."

"I love you Grace," I said.

"Now I'm going to start sliding my cock in and out of you," Grace said. "Are you ready?"

"Yes!"

Grace now inched her penis further inside me. It slid easily and I almost jumped because of the intense pleasure it ignited within me. "Oh, my god, Juliet, I've wanted to do this for as long as I can remember," Grace said. "I push my dick in right up to the hilt and then slowly pull it out."

"Oh, God," I started screaming.

Grace continued in a steady rhythm. Sliding her penis inside of me, then slowly pulling it back. After a while I became so overwhelmed by the steady pleasure flowing around my bottom, that I relaxed fully and lay limp, bent over as Grace had her way with me. At one point I felt her reach around to my front and grab a hold of my penis while she pushed her penis deeply into my rear end. So now I had a double dose of pleasure, ricocheting back and forth between my penis and my rear end. Just when I was about to cum, Grace slid her penis outside of me and unstrapped it. She had me lie on the bed and now she availed herself of my boner. I had reached a zone of pure ecstasy where my body vibrated in tune with Grace's steady and powerful thrusting. It wasn't long before we both came and Grace sank down on top of me.

We lay like this for a long while until Grace pushed herself off of me and we lay side by side looking into each other's eyes. The possibilities for the future seemed endless and I said, "My Grace, you have to marry me for real. I'm your girl and you need to be my husband and take care of me until death do us part."

"Oh, yeah?" Grace said. "What are you going to do if I don't marry you for real?"

"I won't let you in my panties anymore!" I said.

"Well, in that case, I guess I'm going to have to marry you." Grace said.

"Good, then that's settled!" I said.

A few minutes later Grace said, "Oh, by the way, I'm going to have to go back inside your panties in about an hour."

"I figured..."

The End