What A Crossdresser Wants - Part 2

PART 1 | ALL STORY LIST

I stood up a bit unsteadily. "Lead on," I said.

She got up, took my hand in hers, and pulled me after her.

Within a minute, I was in her bedroom. I wasn't sure what I had expected it to look like, but it was beautiful, very tasteful without being exaggeratedly feminine. The décor was mainly green and purple, to offset her own coloring, I suppose. Curtains were drawn over the windows, and a vanity table and dresser stood against one wall. A walk-in closet stood with its door open, revealing racks of dresses, blouses, skirts, pants, and other items on hangers and a rack of shoes in various styles.

I hesitated, wanting to go ahead but somehow unable to. "Are you feeling self-conscious with me here?" Wendy asked solicitously. "I know this is probably moving pretty fast for you. For me, too, if it's any comfort…but I really would like to meet Andrea and make her feel very welcome."

"I'm sorry," I said miserably, sitting on the bed and looking at the floor. "I don't know what's wrong with me. This is the sort of thing I've fantasized about for years…and now that it's finally happening, I freeze up. I mean, what the hell?"

Wendy sat beside me and took my arm gently. "It's okay, sweetie, really. You're probably not used to doing this with an audience -- even a friendly one." She looked deeply into my eyes. "Would it help if I undressed, too?"

"Maybe," I mumbled, embarrassed at my hesitancy to accept a very clearly given invitation like hers.

She stood up and turned her back to me. "Unzip me, would you please, love?" I complied with trembling fingers. She let the dress slide down her shoulders, revealing a whalebone corset with black-ribbed purple satin panels and open cups displaying her magnificent huge breasts, their stiff nipples the size of berries and cookie-size areolas wrinkled with obvious arousal. Black frilly garters at the bottom of the corset held up her thigh-high stockings so much like mine, crossing a pelvic region utterly bereft of panties that held a thick, curly red bush of pubic hair. She stepped out of the pile of cloth on the floor that her dress had become, and walked over to the dresser, opened a drawer, and drew out a pair of black velvet opera-length gloves, which she slid onto her arms and tugged into place, the perfect final touch. She smiled and struck a classic pin-up pose: left leg cocked forward, poised atop her tall heels, arms up and hands behind her head. "I thought seeing me in this sort of outfit might help get you in the mood." She moved in to kiss me again, on my lips and cheeks and neck, sliding hands over my body and unbuttoning, unbuckling and unzipping, and before I knew it, I was starkers, and my shoes and clothes were lying on the floor beside the bed.

"Is this better?" she murmured, still smiling. "Or do I look to domme for you?"

"Oh, no, not at all," I said, awestruck. "You are incredibly lovely."

"Well, aren't you sweet? Now it's your turn to get beautiful." She looked at me seductively from under her purple eyelids and thick black lashes again and gestured toward the vanity chair meaningfully.

My bag was sitting next to the small vanity, and I sat down in the chair and opened it. Wendy sat on the edge of her four-poster bed and watched in fascination as I lifted out items from the bag: first the purple-and-black bra and panty set, then the frilly waist cincher and black full-fashioned stockings with seams up the back, then my pair of size-12 purple pumps and my copy of Wendy's dress. I drew out a wrapped condom, unwrapped it, and slipped it over my penis before sliding on the panties and tucking it back between my legs to create a smooth, feminine front. "Good idea," said Wendy, grinning again. "Wouldn't want to stain those lovely, sexy panties, now would we?"

My arms, underarms, and legs were freshly shaved for the occasion, and I rolled each stocking over its leg carefully, working it up slowly to avoid runs or tears and tugging it smooth at the top. Then I hooked the waist cincher around my already narrow midsection, breathing in deeply and sucking my stomach in as far as I could, then tightening its laces and hooks to give me the "hourglass figure" I craved and snapped the garters onto the stockings, front and back. I ran my hands over my newly sheathed legs and thrilled yet again at how silky and sexy they looked and felt.

"Wow," said Wendy, "you have great legs, honey!" I could only smile bashfully; as she'd said, I wasn't used to doing this with an audience. I then took out my RealBreasts™ and some surgical glue and glued each prosthetic to my smooth chest. The edges were so thin you could hardly see them once they were on. When I was sure the glue was set, I took the bra and hooked it around my waist backward so that the clasp was in front, then turned it around so the cups were under my new boobs. I pulled the reinforced straps over my shoulders and settled each breast firmly into its cup.

"So that's how you get that marvelous cleavage!" Wendy exclaimed. "You must be at least a D-cup!"

"38, DD,  just like you," I said, grinning. I looked at the result in the vanity mirror and was as turned on as usual by what I saw. From the neck down, I looked like a hot, buxom woman in sexy lingerie.

Now it was time to put on Andrea's face. First, I laid on a light coat of foundation and beard cover, just enough to hide blemishes and smooth out my features without looking caked-on. I chose a purple eye shadow to match Wendy's, rose blush powder, and the fire-engine-red lipstick I loved so much. Then the blush, eye shadow, black pencil eyeliner, mascara to bulk up my lashes like hers, and finally the creamy red lipstick, framed with a pencil lip-liner. A couple of dangly clip-on earrings from the bag went on my earlobes, and a jingly silver bracelet and female-styled watch on my wrist.

I noticed a bottle of perfume on the vanity. "Is this what you're wearing?" I asked Wendy.

"Hmm," she said. "You want to try it?"

"Could I? I love the smell."

Wendy smiled and gestured to it. "Be my guest."

I spritzed a bit on my wrists and behind my ears and another down my newly-acquired cleavage. Then I stood up and stepped into the dress, working the zipper up the back and closing the little clasp at the collar. Finally, I pulled out my pride and joy from the bag: a Styrofoam wig stands with my gorgeous red human-hair wig on it. I pulled a wig cap over my own medium-short hair and then lifted the wig off its stand, bending over to slip it over my head and tug it down into place in the back. A couple of hairpins from the bag clipped it into place. Sitting down again, I combed the tangles out, then picked up the pumps and slid one hosiery-clad foot into each, and admired how they plumped up my calves as always. Finally, I stood up, turned back to Wendy, and said in my best, high-pitched soprano, "How do I look?" I smiled and posed for her.

Wendy gasped a little, then stood up and came to me, her face filled with astonishment and delight. "You look absolutely amazing, my dear," she said. "Let me hear you say your name."

"Hello, I'm Andrea," I said, offering her a hand.

"I'm Wendy, and I am so thrilled to meet you at last, Andrea," Wendy said, taking my hand in hers and clasping it firmly. "You really are quite beautiful… but you haven't done your nails yet. Would you like me to help you with that?"

I nodded, thrilled beyond words myself. She pulled up the chair and sat me down on the bed, then asked, "Do you have your own nail color?"

"In the side pocket inside the bag," I said. "There's a cosmetics bag in there with three or four bottles. You pick the shade."

She reached in and got the cosmetics bag out, examining it to find the bottles of nail color. She eyed me thoughtfully for a moment, then chose my favorite color. "'Ravishing Red,'" she read from the label on the bottle. "To match those delicious full lips of yours," she said and uncapped the bottle as I sat down again and held out my hands. "Incidentally, I noticed you keep your nails just a little bit longer than most guys. That's one of the things that first made me wonder if you might be a part-time woman." Her eyes twinkled with merriment as she opened the little red bottle and started brushing it over my nails. In a few minutes, all ten of my fingernails were glossy red and dry, and I pulled out my purple cloth purse from the bag to finish off my look. I had already stashed my wallet and keys in it before coming over.

"I can't get over how much like me you look," Wendy said, looking my new figure up and down. "Aside from some slight differences in facial contours, it's almost like looking in a mirror. You even have blue eyes just like mine! Of course, you're a hair taller in heels, but still…we could be sisters. It doesn't hurt that you're built the way you are."

"Well, I never much cared for working out," I said. "Since I was never that good at being a real man, I figured I might as well enjoy being a fake woman."

She laughed out loud. "I love that! But I think you might be sexier with green eyes. We should look into getting you some colored contact lenses…and some green outfits, too."

"I already have a cute green dress at home. I could wear it for you sometime, if you'd like," I said.

"I'd like that a lot." She sat on the bed next to me and crossed her legs next to mine. "Don't our sexy legs look great together, girlfriend?" she said. "And I see we share the same taste in trashy lingerie, don't we?" She grinned shamelessly at me as she rubbed her own nylon-clad legs against mine sensually and slipped an arm around my waist.

"I guess we do," I said.

"I had a feeling we did," she murmured, sliding her hand up my nyloned leg and caressing my thigh. "You've obviously had some practice at this. Who would ever expect to find a big, long, hard surprise under that tight dress?"

"Thank you. You don't look bad at all yourself."

"Let me see you walk, dear," she said. I rose and did my best to totter over the carpeted floor from the vanity over to the window and back in my five-inch-heel stilettos. "Swing your hips a bit more," Wendy said. "You've got it, honey, so flaunt it! And remember, you're a woman now, so you have a lower center of gravity. Watch me closely." She did the same walk-and-turn far more gracefully than I had. "Put your weight on your toes as you walk, not your heels. Now can you try again?"

I watched the play of her shapely muscles, limbs, and ass and tried to mimic her movements. She clapped her hands in applause. "Much better!" Now it was my turn to blush.

"You look just like you did the night I snapped that picture of you. Is that intentional?" she asked.

I lowered my chin and looked at her through my lush new lashes. "Maybe," I said, smiling slightly.

"I thought so," Wendy said with satisfaction. "With a bit more training, I bet I could take you to the fanciest, straightest restaurant in town, and nobody would bat an eye!" Then she grinned again. "Would you like that, Andrea, honey? To have us go out somewhere as girls together? Two hot redheaded babes out on the town, seeing how much trouble they can get into—would that turn you on? I bet it would; I know it would turn me on."

"Do you really think I could pass?" I asked.

"Are you kidding me?!? The way you look, and with me along to reinforce your illusion? Trust me, sweetie -- nobody would look at you and see anything but 100 percent real live, natural-born woman!"

"Oh, you're just saying that to make me feel good."

"No, Andrea, I'm really not." She took my chin in her hand. "I wouldn't lie to you about that…or anything else. You really do look beautiful and sexy as a woman. You almost look better than me! I'm honestly jealous. And I really am serious; I'd love to go out with you the way you look now, any time you want…or do anything else you'd like." Then she kissed me again, deeply and passionately, just like before, our glossy lipsticked lips sliding over one another, tongues dancing in each other's mouths. I could feel our big, soft boobs pressing against each other as she slipped her arms around me and held me to her tightly.

"I want you to make sweet, soft lesbian love to me, my darling Andrea," she whispered. "Would you like that, too?" She slid her hands up my bust and squeezed my ersatz melons gently.

"Mm-hm," I could only moan.

"I thought so," she said with satisfaction. "And Friday night, when we don't have to work the next day, why don't you plan on coming back and staying the night? We can both get gorgeous…and go out to that club together." She nuzzled my neck and played with my boobs, then slid a hand up my skirt and into the front of my silky panties. "You like that idea, don't you, you hot little thing, you?" I nodded and whimpered with pleasure as she slid fingers up and down as if massaging the clitoris I wished I had. "You like having someone slide a hand down those pretty panties and play with your pussy, don't you? I can feel you getting so wet." She put her hands on my head and guided my lips to her left nipple, where I sucked eagerly as she gasped in pleasure. She pulled me to her more tightly and cooed, "Oh, yeah, honey…suck my tits like I know you like yours sucked." Her fingers played with my own silicone "nipples" through the fabric of my dress and bra. "You're a goddess! I want you so much…." She pulled back a little and eyed me from head to toe. "You look so sexy in that; I almost hate to ask you to take it off...but would you?"

I nodded and turned so she could have the pleasure of unzipping me. She stepped back and watched as I coyly lowered one strap off a shoulder, then the other, while turning my head back over it and giving her my best come-hither look. Then I slid the dress back down over my hips and let it fall around my silky-hosed legs and high-heeled feet. Before I knew it, she was lying prone on her back in the bed, and I was lapping at her slippery labia and clit, tonguing her into ecstasy as she writhed and moaned and bucked and thrashed. "Oh, yeah! You know what another woman likes, don't you, honey?" she gasped as I licked and teased with my tongue sliding out from between my glossy red lips. "Are you trying to drive me completely crazy?"

"Well, duh!" I giggled. "Am I succeeding?"

"Yes," she whimpered. "Please, don't stop…" She pulled my crimson-tressed head deeper into her crotch, and I slid a couple of fingers with glossy red nails on them in and out of her glistening opening as I licked. She finally came in a yelling, shuddering orgasm. "AH! Ohh," I stopped and watched her lay there, cupping and squeezing my lace-encased breasts in my hands the way I'd seen women in porno photos do, pouting sexily and licking my lips. "I want you inside me," she finally said when she had her breath back.

I mounted her, clad only in my lacy unmentionables, stockings, and heels, matching her in all but the shoes, her own hosed-and-heeled legs wrapped around my satin-cinched waist. Any porn mag or website would pay top dollar for the kind of hot girl-on-girl images they could have snapped of us. I kissed her softly on the mouth as I reached down to free my now-stiff member, which had been getting more and more difficult to keep concealed as it got harder and harder watching Wendy. I pushed the tip of it gently as I could into her moist lower lips, and she reached for it to guide me in, gasping as I entered her. "Oh, my…that strap-on feels so real -- and big!" she giggled, grinning knowingly at me and winking.

"Only the best for you, my love," I said as I plunged deep into her. Our boobs jiggled with each thrust as I kissed her and moved in and out of her lower wetness, deeper and faster and harder all the time, penetrating her with both tongue and cock, until I finally could hold back no longer and came like gangbusters, spraying what must have been a gallon of semen into the condom. When my own shivering and shuddering was done, we lay there in each other's arms, basking in the afterglow.

"Is my lady pleased?" I asked at last.

"Very," said Wendy, smiling dreamily. "Is mine?" She laid a hand on my blusher-shadowed cheek and caressed it.

I looked down at her, my red tresses dangling around our faces. "Am I your lady?"

"Do you want to be? Forever and ever?"

"Oh, yes, Wendy."

"Then you are my lady - my beautiful twin sister - and I am yours. And when I've managed to recover my strength, I'll go get my own big, thick strap-on and return the favor. Have you ever been fucked like a woman?"

I shook my head in the negative. "Not unless you count doing it to myself."

"Well, tonight, my sweet girl, you are going to get it good and hard like I know you love it…and then you'll really be one of us -- a real woman just like me." She smiled and slid her arm around my cincher-clad waist. "You really are the best of both worlds. I'm so glad I ran into you at that club…and that I took a chance and reached out to you."

"Me, too," I replied and kissed her softly.

And when she did get her second wind, she kept her promise and filled my "pussy” (anus) with a big, hard rubber cock. I came again sooner than I had ever thought I could after the first time, on all fours with her entering me from behind, and then again on my back underneath her with my high heels and stockinged legs in the air, playing with her boobs as she played with mine. Moaning and crying out like she had, I felt sexier and more gloriously female than I ever had before. It was nothing short of paradise. I knew then that I was hers…and she was mine, forever. I had finally found the woman of my dreams…one who loved my feminine persona and wanted to share it.

We've been together ever since, going out not only to drag clubs but regular ones and even a lesbian bar, where we both enjoyed being chatted up (and occasionally hit on) by all the baby dykes and butches and femmes. We still haven't worked up the nerve to invite a third person, male or female, home to play with us…but we'll do it one of these days.

END.