Wearing my French nylons, Laura couldn’t take her hands off her legs. She repeatedly crossed and uncrossed them to get the feel of them. I did the same with her fishnets. “Oh, Tessy, these are soooo sexy. How do you not cum wearing these all the time?”
I told her it’s tough. She laughed at that, but I could see how wet she was. She meant what she said. After a few minutes of playing around, we returned each others’ stockings.
I wondered: Do girls always do that sort of stuff?
The other girls soon returned. After ninety delightful minutes under the very close hands-on attention of four gorgeous sexy girls (plus Diana, who got into the act too), my sister and I had selected everything and left the store. And I came away with a slip of paper snuck into my hand. It said “Laura” with a phone number and a little heart. I didn’t tell Diana.
Back home, Diana and I went immediately to her bedroom. She had me strip all the way to my underwear. She did the same. When I looked at my sister in the briefest bra and panties, it was plenty enough to give me the shakes. My cock immediately responded.
“You’re glad to see me, I guess,” my sister said, without irony. She was getting used to my physical reactions in her presence. I decided then and there not to try to hide my boner from her.
“You’re the most beautiful, sexy girl I know, Diana. Even if you are my sister, you have to know you’re a knockout.”
Diana looked at me with renewed intensity.
“Hold your horses, Tessy. You’re a girl too, remember?”
“I’m going to be a Succubus. There’s a big difference.”
“True enough. Come on, I want to see you in drag, sorry, in costume.”
I pointed to my massive boner. “What about this? If I’m going to be a demon lesbian Succubus, I can’t very well be bulging down there, can I?”
Diana looked down at my crotch and licked her lips. “Hmmm, you ARE big, aren’t you? When did you grow up, little brother?” She turned to my costume. “We may have to make a few modifications.”
That was intriguing.
“What about breasts?” I asked. “Succubi have mammoth breasts, right? How are we going to do that?”
“The salesgirls got it covered. They sold me these clear heavy silicon bags. They’re 1000 ml, basically huge. Double E at least. We’re going to fill them up with olive oil so they’re nice and firm.”
Diana had me pull on a pair of oil-shine pantyhose. My legs seemed to glow in the light. Then she gave me a pair of Italian silk stockings with garters to layer over the pantyhose. She made me fasten them myself to give me more practice. When I was done, my cock was on fire. The nylon stockings were so sexy and electric that I was afraid I would blast off right then and there. I looked at Diana in alarm.
“This is going to be problem for you, isn’t it?”
“Can’t help it Sis.”
She gave me that look again. “You’re not just going along with this, are you?”
Oh-oh. Busted. “Sure I am. What do you mean?”
“My bullshit detector is on high alert, Tessy. You’re not just going along with this for me. You love this. You’re not just being a good brother. You want to dress like this, don’t you? Come on Tessy, admit it.”
Tessy. Is that who I am now?
No point in hiding it. “Yes. I love it. Why do you think I’ve got a boner all the time around this stuff?”
Diana laughed. “And I thought that was for me.”
Careful Ted.
“Diana. I’ve already told you. You’re the sexiest girl I know. When I look at you, I get…”
She didn’t wait for me to finish. Diana took three steps to bridge the gap between us. She wrapped her arms around my neck and planted her mouth on mine. I was so shocked I didn’t respond at first, but when I felt her tongue push into my mouth, I began to kiss her back. I put my hands on her hips and guided her body against my cock.
At first she ground into me. Our kiss became more urgent; she crushed her mouth harder upon mine.
And then as quickly as she attacked, Diana stepped away.
“I’m not ready for this,” she said, turning away. “It’s all wrong. I’m sorry I did that to you, Teddy.”
“Don’t be. Please,” I said. “It’s OK, really.”
“Really? You weren’t disgusted?”
“Absolutely, Diana. You’re a terrific kisser.”
“Seriously?”
“The best. Seriously.”
“So you still want to go out with me?”
“Of course I do.”
Diana clasped her hands together. “I know just the place. The restaurant is particularly dark. Really sexy. Come on, let’s pick out our outfits and I’ll do your makeup.
Diana took my hand and led me to her closet. She pulled out a series of dresses, skirts, and sexy tops.
First she held a few dresses up against my body. The ones that were tightly fitted to her body weren’t even close. Diana’s waist can’t be more than 22 inches. But she did have a few looser-fitting dresses.
“I think we’ll just start out with a nice, short, sexy skirt for you. I have a few with elastic waist bands. You can fit in those no problem.”
This was insane. But my goodness, Diana had just kissed me. Her kiss was so sweet, so dreamy, I longed for another. She had me wrapped around her little finger and I was a willing slave to her attentions.
“Sounds good, Diana.”
“OK, let’s have a look at this bra.” Diana fastened the bra around my chest, but it looked pretty sad. “We’re gonna have to take care of that,” Diana said, frowning. “We’ll get some Ziplocks, fill ’em with oil and stuff them in there.”
She had a stretchy loose top that I was able to fit into reasonably comfortably.
“OK Tess,” Diana said. “Let’s do your makeup.”
I sat at her makeup table facing sideways. My sister sat across from me, our legs intertwined to the point where her knee was close to my crotch.
She started by plucking my eyebrows. That hurt. “Ouch!”
Diana snorted. “Don’t be such a baby. Now hold still.” She plucked and plucked and plucked until I had to wonder: what was left?
For the better part of an hour, Diana worked intently on my face. I was amazed at the array of brushes both small and fluffy, sponges, cotton balls, tissues, tubes, compacts, and little colored jars of every size, shape, and color.
I got liquid foundation (after much experimentation to get the color just right), concealer (in two shades for under my eyes and on a few blemishes), foundation powder, a bit of bronzer, blush, highlighter on my nose, chin, jaw, and forehead, both a light and a smoky eye shadow on my lids, liquid eyeliner, and mascara to thicken my lashes. For the entire hour, her face was so close to mine I could feel her breath on my skin. The tip of her tongue poked out of the corner of her mouth as she worked intently on the finest details of my face.
It was a moment of intense intimacy. I felt such affection for my sister, I longed to bridge that tiny gap between us and kiss those luscious lips. I almost didn’t want it to end.
Every once in a while, I tried to look in the mirror, but Diana forcefully turned my chin away. “No peeking,” she said.
Diana scrubbed my lips with a lightly abrasive pad to smooth out some rough skin and then applied a conditioner and moisturizer, carefully blotting out the excess and letting it dry.
She opened a small gold tube and twisted it to expose a deep red lipstick, which she carefully applied to my mouth. It tickled but in a very exotic, sensual way. A small glass jar was next. It was filled with a scarlet liquid. She extracted a little brush and painted my lips very carefully for a high gloss finish.
“Press your lips together, Tess. Carefully now, just to get everything nice and even. That’s it. Oooh, yes, I think we’ve got it!”
“Can I look now?”
“No! Just wait, will you? Now turn this way, away from the mirror. I have to do your nails.”
She split open a small package and extracted a set of curved plastic pieces. One by one she glued these to my fingernails and buffed them shiny and smooth. My nails extended only about a quarter inch past my fingers, but the entire process made me feel somehow more girly than the makeup. Of course I hadn’t been permitted to look at that yet.
With a little jar and brush, Diana painted my nails a brilliant red and then applied a couple of layers of high-gloss topcoat.
Diana removed the makeup cover draped over my shoulders and began to work on my bra. She got it aligned and spent a lot of time adjusting the straps, making sure it fit exactly right. She picked up the first Ziplock bag filled with oil and stuffed it into one cup, then the other. She sat back and looked at the result, using her hands to poke, adjust, reposition, and smooth out the plastic.
“Are you OK with the corset, honey?” she said. I noted the affectionate moniker. “We won’t make it too tight for tonight. We may have to reef it down for the party, but for tonight, let’s just give you a bit more shape, OK?”
She wrapped the garment around my waist. It fit under my bra but it also pushed my “cleavage” up a litter higher. She tightened the middle with little clasps to narrow my waist a couple of inches.
Next she turned to the clothes laid out on the bed and picked up a sparkly, long-sleeved top with a scooped neck. Carefully, she slipped this over my head and arms, then pulled it down around my narrowed waist. The clingy top hugged me tightly and defined my boobs prominently.
Diana picked up the natural-hair wig. She’d already brushed it out and applied a bit of spray to keep everything in place. It was long and thick, a beautiful chestnut brown that reached my lower back. She pulled it over my head and fastened all the pins and straps to keep it secure and tight. Finally she gave it a few brush strokes to get it exactly right and to frame my face the way she wanted it.
“OK, stand up.” She was holding the little silk skirt. I stepped into it and she pulled it up and around my waist. The elastic band had to stretch out a bit, but the skirt sat nicely on the narrow part of my corset.
“Now shoes. I got these for you. I think you can handle them.”
“Stilettos? Really?”
“Come on Tess. You can do it. Remember how we practiced.”
I slipped them on. They were tight, but that made them feel secure. The four-inch heel was higher than anything I’d tried, but I got the hang of it.
“Nice. And now, the finishing touch.”
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