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Samantha Loveby: Jilly Lacy
Im a 26 year-old male, single, and have always considered myself straight. Thats why this particular incident took me by such surprise. Youll see what I mean.
It started one evening when I got a phone call from a friend of mine named Sam. I say he was a friend, but he was really only an acquaintance. I had met him through some friends of mine, and I had some suspicions he might be gay, but no absolute knowledge. He was a rather small and delicate guy, with clear skin, feminine facial features and striking blue eyes. He also wore his dark brown hair long and full, like a girl would. But I had never really even talked to him for more than a couple minutes, and had never been alone with him, so when he called and said he wanted to come over to my apartment, I was surprised. I asked him why, and he said he had a surprise for me. I said OK, since I didnt really have anything else to do. I sat back down and resumed watching the game, and had almost forgotten about Sam, when the doorbell rang. It was him, and he had a strange, nervous air about him. He was smiling, but was also avoiding direct eye contact. Anyway, I invited him in, and he came in quickly, carrying a backpack. He sat down on the sofa opposite where I had been sitting. I sat down, too.
"So, whats this big surprise?" I said. He muttered something I didnt understand and changed the subject. He was getting increasingly nervous. So I asked him what was in the backpack. Again, he didnt really answer me. Then, he told me he needed to use the restroom, so I told him where it was. He took the backpack with him.
He was gone for a long time, like a half-hour. I had opened a bottle of wine, and was really starting to worry about him, and was about to get up and go ask him through the door if he was all right, when the door opened and out he came. Or should I say, out SHE came?
Instead of the Sam that had gone in, there stood a beautiful girl, with the same long, dark brown hair and blue eyes as Sam. She was incredibly gorgeous and sexy. She wore a short black satin skirt, and a long sleeved black sheer blouse, so sheer that I could clearly see her lacy black satin bra underneath. I could also see how soft and clear and even her skin was under the blouse. She had on sheer black hose, and sexy high-heel black strappy sandals, sandals that revealed most of the foot. I keep saying she, even though I knew it was really my friend Sam, because she looked so incredibly beautiful and lustworthy.
Sams face, which had naturally girlish features, had been done up with an expert makeup job. She had thick, black eyelashes, eyeliner and eye shadow, and soft, wet, full red lips. She also had earrings and a matching gold necklace. I had only subconsciously noticed that Sams fingernails were long before, but now they were beautifully manicured and polished. I had to admire the transformation for its own merit, regardless of the fact that, standing there in this room with this fantastic looking babe, I was getting really horny.
Now, as I said earlier, I have always been straight, so the idea of being turned on by this male friend of mine, no matter how much he looked like a sexy woman, was making me very uncomfortable.
All this time, neither of us had said a word. Finally, Sam said, "Well, what do you think?"
I said, "You are incredibly gorgeous! But .Is this your surprise?!"
He said, "Yes. I wanted to be beautiful for you, but I knew if I told you about it, you would freak, so I figured I would just spring it on you like this."
"You wanted to be beautiful for me? What do you mean?"
"Well, when I dress like this (and I do fairly often,) I feel very feminine, like a real woman. The last couple times I was around you, I started thinking about how much I would like to feel that way with you around, since the only thing missing from all my "femme" experiences so far is having a man find me sexy and pretty."
"Well, you certainly are sexy and pretty, I must say. I cant believe how pretty you are, but then you always were kind of feminine looking. But I REALLY cant believe how sexy you are. I mean, if I just saw you somewhere and didnt know you were not a real girl, I would definitely thinking about ways to get into your pants. I mean, I DO know, and youre still having an effect on me."
"What kind of effect?"
"You know, a sexual one!"
By this time, we had sat down on the sofa and had each poured ourselves a glass of wine. I couldnt help noticed how natural Sam sat in the skirt, and crossed his (her!) legs. Those legs that, for the life of me, I could not stop myself from looking at. They were fantastic, long and smooth, not too thin and a little muscular. Her thighs were firm and I couldnt help following them all the way to where they disappeared under her skirt. Once I though I saw a lace stocking top, but wasnt sure.
"I was hoping you would say that. Having a guy like you find me sexy is like my biggest fantasy, but theres more to it than that. You are such a nice guy, Pete, and have been fantasizing about you for a while now."
"Now wait a minute, Sam! Hey, I cant call you Sam when you look like this. What should I call you?
"Call me Samantha," she said, and her voice changed when she said it. It became more lilting and girlish, and at the same time sort of dusky. Her body language and her face changed, too. She was becoming a hot, seductive woman before my very eyes, in action as well as appearance.
"OK, Samantha. But look, Im not gay. Ive never been with a man, and never even considered it."
She said, "Do I look like a man to you, Pete?"
I had to admit she had a point. I decided to have another glass of wine and see what happened. I continued to look her over in the meantime. The lacy bra was very sexy, and it was odd how it looked like she really had breasts in there. The fact that she was sitting on my sofa, looking like my perfect female fantasy, smelling like a girl, looking like a girl, sounding like a girl, and Im sure feeling like a girl, was really starting to affect me.
"So what did you hope would happen here tonight, Samantha?"
"Well, so far its going better than I had hoped. As for the rest of the evening, I am leaving its outcome in your hands. Lets just say, I want to make you happy, and Ive made plans to spend the night."
Again, once when I was looking at her legs, I thought I saw a lace stocking top. I love stockings, much more than pantyhose, and the idea that Samantha might be wearing stockings and a garter belt was really getting me intrigued, not to mention more and more horny. It was amazing how good her legs looked, and it was getting harder and harder for me to resist the temptation to touch them and see if they felt as good as they looked. My cock, which had been erect for some time, was getting harder and harder, and I was concerned that Samantha might be able to see that she was giving me a hard-on, though as I thought about it, that didnt totally upset me.
So, here I am sitting in my apartment with a guy I barely knew, whos dressed, totally convincingly, as a sexy, beautiful girl, a girl who has basically told me she wants to go all the way with me (though Im not sure exactly what that would entail in this case.) And I am getting harder and hornier and all the reasons NOT to give in to temptation are getting less and less compelling, and the urge to touch, feel, fondle, KISS this beauty in front of me is getting stronger ever second.
"Pete, I really want to be with you. I promise I will make it better than anything you have ever had before. I will be such a girl for you, will be exactly what you want, will be your fantasy. Let me love you. Its what I want."
So, I leaned over and kissed her. I put my arms around her and pulled her toward me and kissed her full on the lips. It was amazing how she kissed exactly like a girl, and moved and felt and smelled like one, too. Her skin was as soft and smooth as I had hoped, and her soft skin combined with her sexy, erotic clothes was an electric combination. I have always been into sexy girls clothes, the more feminine the better, and she and I seemed to have exactly the same taste. We kissed for a long time, exploring each others lips and mouths with our tongues. I closed my eyes, and was completely forgetting that the beautiful girl I was making out with was actually a guy. This went on for quite a while, and we began running our hands all over each others bodies. She unbuttoned my shirt and pulled it off, and then my pants, leaving me in my underwear. Then she seductively stood up and unzipped her skirt. I reached out to touch her ass, not only because her ass looked so incredible, but also because I wanted to feel the soft satin skirt against her skin before she took it off. She slid it down her long legs, and what I saw next took my breath away. She was wearing silky black lace panties, and a sexy, lacy black garter belt, holding up lacy top stockings, just as I had fantasized. This was turning into a dream come true, and any reservations I had about Samanthas ostensible maleness were evaporating. As I stood there before her, with my prick straining against my underwear, there was no disguising that I had fallen for her and was putty in her hands.
We went into the bedroom, and lay down on my bed, I in my shorts and her in her fantastic lingerie. I laid her back on the bed and gazed at her beauty, while touching her to feel her fantastic soft, feminine body. She was by far the most beautiful woman I had ever been with, and I realized that, no matter what was different about Samantha inside her panties, I didnt care, because I had to be with her or I would die.
At this point, all we had done was kiss and touch each other in fairly harmless ways, but my erection had grown so prominent that Samantha could no longer ignore it. She pulled down my underpants and grabbed my swollen cock with her manicured hand. She stroked it a few times, and then said, "I see you are enjoying yourself. Well, baby, you aint had nothing yet." She then slid down to where she could start kissing the head of my dick with her beautiful red lips. After a minute, she started sliding it into her mouth, and before I knew it, she was giving me a full blowjob. It felt incredible, and it was so hot watching her sucking it. She was pretty, and when she didnt have her eyes closed, she would look up at me with those incredible blue eyes. I was "getting there," when she stopped and said, "Not yet, baby. I have plans for this."
She started kissing me again. I was running my hands all over her beautiful body, her legs, her ass, but had so far avoided one area. I was afraid of what my reaction might be, and I didnt want to break the spell. But, I was getting so hot now, that I couldnt imagine stopping, so I started working my way up her thighs, past those sexy stocking tops (yum!) to her panties. That moment when you first touch a womans panties is a magic moment in every case, and, though I was sure this would be different from every other time, it proved to be no less magic.
As I touched her panties, the first sensation I had was of the soft, silky nylon, which is one of my favorite things, but I soon realized that, inside those oh so feminine panties was a hard cock. As I touched it, rubbed it, fondled it, and the balls that hung below it, Samantha moaned with ecstasy. The sound of her voice, in such obvious pleasure, turned me on so much that, if there had been any doubts about my going through with whatever it was we were about to go through with, they vanished into my horniness, horniness that surpassed any I had ever known. I was hotter than I had ever been, and the idea of making love to this beautiful transvestite in my bed was making my lust almost uncontrollable.
She had her panties on over the garter belt, so I could pull them down her sexy legs without disturbing the belt or the stockings. This was perfect for me, since I love to make love to a woman who is wearing stockings. Again, Samantha proved how perfect for me she was. As I pulled the panties down, her beautiful cock popped out, erect and slightly wet at the tip. I had never seen a real live one up close and personal before, but rather than being repelled, I was hornier than ever.
By this time, Samantha was as hot as I was, and was moaning softly and femininely, almost continuously. I lay on top of her and kissed her, deeply, passionately, like I had never kissed anyone before. She seemed to open up her body and receive me into it. Our bodies were touching all over, and she still felt exactly like a girl in every respect, except one. Suddenly, before I knew what was happening, we had gotten ourselves facing opposite directions, and, with her laying on her back on the bed, and me on my elbows and knees over her, we were in the perfect position for what happened next.
At the same instant, we took each other into our mouths, and suddenly we sucking each other off at the same time. It was so incredibly sexy, because I could see and touch her beautiful stockinged legs the whole time. I had never sucked a dick before, but the fact that this one belonged to my love Samantha had me sucking away. I loved the taste of it, and it was amazing how we both got harder and harder at the same time. It was almost like I was sucking my own cock. The harder my cock got in her mouth, the harder hers got in mine. It took on a life of its own, and there was no stopping us. We each had an instinctive feel for what the other wanted and needed, and we were so in tune with each others bodies, it was like we had done it a thousand times before. We both pumped and sucked, sucked and pumped, and I felt the most powerful orgasm of my life building in my insides. We were both moaning and groaning, and as both of our moans reached fever pitch, we came at exactly the same time, filling each others mouths with hot come. I didnt gag or anything. I was so horny, I just enjoyed the feel of Samantha filling my throat with her hot love.
After a few minutes, during which we held each other and proclaimed our undying love and devotion for each other, we both started getting turned on again. There was enough come left over from the previous time (I guess we didnt swallow ALL of it,) that Samantha used a bunch of it to lubricate her ass. She lay back on a pillow and spread her gorgeous legs. "Fuck me, baby, fuck me like the girl I am."
I pulled her legs up and apart, and stuck my hard dick into her, gradually, until it was all the way in. She moaned with pleasure as I started pumping, and her sexy lips made a perfect "O". With her eyes closed, and her lips open, she was the face of passion, and just looking at her, and hearing her moan, had me ready to come again in no time flat. Her moans turned into screams of pleasure, and I worked it harder and harder. She was jerking herself off with her right hand while I was fucking her, and she shouted, "Come in me, baby! Now!" And I did, filling her up with hot love juice, just as she brought herself to orgasm again.
Samantha and I moved in together the next week, and we are still living (and loving) together. I have never had such great sex with a real girl, and we are perfect for each other in every other way, too.
© 2001 by Jilly Lacy. All Rights Reserved. These documents (including, without limitation, all articles, text, images, logos, compilation design) may printed for personal use only. No portion of these documents may be stored electronically, distributed electronically, or otherwise made available without express written consent of the copyright holder.