Transvestite
First, my Aunt called, and told mom about her Mirepoix Turkey. Instead of stuffing it with bread, and drying it out. What she did was chop up celery, carrots, and onion to season it from the inside. This made it so moist that it basically makes turkey broth in the pan, with the dressing packed in around it.
No basting, you don’t even have to turn it over halfway through. Just put a lid on it, and let it go. Which left a lot of time while the oven was busy. So, I took off my apron, mopped the sweat off my face, and went to the bathroom to take a shower.
What I didn’t know about was my cousin Jackie. She used to come over with my aunt, and uncle, but she never wanted to participate in Cooking. She was a little older, and a little more developed last year. Okay, every year I used to look up to her, literally.
Then, she got boobs, and a bra, and it was just like anyone. Any other girl in 6th grade, that I went to school with, only my cousin. Last year, after everyone went to bed, we stayed up, and changed into our night clothes.
She took her bra off, but kept her underpants on. Pulled on a night shirt, and some sleep shorts, while I was still wearing nighties. So, I asked my mom for some big girl night clothes to sleep in, and that was that.
I got boobs, and bras, but little ones. Still too tight, and uncomfortable to sleep in, but when I got out of the shower, my brother was in there. “Uh, Benny!”
“Sorry,” he zipped up his pants, and left without flushing, but he didn’t turn around. Thank god, because I was naked, but I grabbed a towel, and dried off, then put it on my hair, and grabbed my clothes off the floor.
“Huh!” I distinctly remembered kicking them behind the toilet, but they were pulled back out. Behind the door, and my underwear was missing. “What the, F?” I dug around behind the toilet on both sides, but they weren’t there either. So, I pulled the towel off my hair, and put it on to go out, and knock on my brother’s door. “Ben, Benjamin?” I turned the knob, but of course, he locked it.
“Just a minute.”
“You better not be in there with my underwear.” I went back, and got the rat-tail comb out of the drawer. I bet he used a table knife to unlatch the bathroom door, and steal my undies, but I didn’t think that when I got his door open I’d find him with my panties around his ankles, trying to unhook my bra in the back.
“Uh,” he jumped on his bed, and pulled the covers over him, “Don’t look.”
“Wh?” I just shook my head, while he kicked my undies out from under the end of the blanket. “Do you need a little help, with my bra?”
“Yeah,” he didn’t look at me, but he rolled over on his tummy with his face buried in the pillow. “M Sowee.” He said muffled, but I made it out.
“Huh, I knew you’re an underwear freak, but I didn’t know you’re wearing them.” I’d found pairs of panties, with suspicious white spots. Because they’re hand-wash only, but I’d checked the machine washable ones too.
“You’re not going to tell mom, or call dad on me?”
“No, but.” I unhooked it pretty easily, once I pulled the top of the blanket out of the way. Leaving his butt covered, even after such an invasion of privacy. “How did you even got it on in the first place?”
He rolled over, and pointed to his dresser. “Can you hand me some boxer shorts, at least?”
“Huh, yeah.” I got a pair out, and through them to him. “So, what gives?”
“Well,” he pulled the covers up to put them on under there. “In answer to your question, I hooked it in the front, then pulled it around to pull the shoulder straps up.”
“Oh, where did you learn that trick from?” My mom taught me how to put a bra on, and take it off.
“Well,” he looked down, and grinned, but turned around to say “You know Jackie.”
“Yeah, I know Jackie, but.” then it hit me, “Have you been fooling around with her, when she comes over?”
“No?” He lied, but then he looked back, to see if I believed him. I just crossed my arms, and looked at him. “Well,” he looked away, “Just once last year, but she bet me that they would fit me.”
“What?”
“Her dress.” then why did he say They fit him instead of It fit him? “She asked me what my sizes were, and all I knew was my pants size.”
“Wait, you’re the same sizes as Jackie?”
“Not any more, but it turns out that you and I are, now.”
“Huh, well not exactly.” My towel fell off, when I uncrossed my arms, so I grabbed my bra quick. “Don’t look!” I pushed his shoulder, so he turned back, but then I tried to put my bra back on. “Uh, now it’s all stretched out.” He looked, so I covered up my boobies, and turned. “See? The seams nearly ripped out on the sides completely.”
“I’m sorry, I didn’t know, but now that you mention it, it was a little tight.”
“You didn’t even feel the stitches popping?” I turned back to his mirror, on the dresser, and felt down the seam on the other side. “It’s ruined! And I don’t have another bra to match these.”
“They’re my favorite, and they look good on you too.”
“Yeah, well they’re mine!” I finally grabbed my towel, and left. I should have done that in the first place, but I wanted my underwear back, and I was so pissed off, it almost ruined Thanksgiving, but then when I started getting dressed again. In my room, I got another pair of undies out.
Just plain old cotton ones, machine washable, but checking them for stains. Fresh from my drawer it was silly, because I’d always found them in the basket, and he always used the nicest ones, but then I put them on.
“Huh!” I remembered the stains though. I always thought “Ew,” whenever I found them, stuffed down all the way in the bottom. Where I couldn’t remember if I’d worn them or not, but I never thought about the pattern before.
I mean, who wants to think about their own brother, beating off in their underwear? Then, I realized that it must have run down the front. Leaving distinctive dribble lines, which put the image in my head of him wearing them. Pulling them up, and sticking out the top, so the lacy edge tickled the head, and then the dribbles running down the outside when he finished.
“Huh!” I felt my chest, and how hard my heart was beating. How breathless, and hot that made me, and even imagined putting them on, after. Dirty from stuffing his sausage in them, so it stuck out the top, and maybe prancing around in front of the mirror?
I front of Jackie? Oh yeah, and I could definitely see her being into that. I may only get to see her 2, or 3 times a year. For family holidays, and other get togethers if there’s a wedding, but she’s always been the one to tell dirty jokes. In private, and I giggled as much at being let in on the joke as the punchlines.
Then, I started remembering things, that didn’t make sense before. Like why she showed up early, and never wanted to help with the cooking. She always made excuses like “It’s getting crowded in here,” and disappeared for hours.
Only this time we skipped a big step, and I got an extra hour break in the middle because of the new recipe. If they had told us about that last Thanksgiving, then I just wonder what I would have walked in on, when she was over here?
“Huh!” Well, the only way to find out is to ask the only one who knows, so I put some clothes on, and went out to find “Ben?”
“He went outside for some fresh air.” So, I grabbed my coat, and mom reminded me to “Wear a mask.”
“Mom, it’s no big deal as long as nobody else is within 6 feet of me,” but I put it on anyway. “If you stand in the middle of the yard, or stay on the porch, then that’s at least 10 or 15 feet away from anyone.” Not in my immediate family, but as soon as I got out.
Mom went back to the cutting board, so I slipped my nose out, and sniffed. “Snh?”
Sure enough, I smelled smoke, and followed it down to find him, besides the back porch. “Smoking, does that mean you finished beating off after your little crossdressing session?” I bumped his arm, with my fist, but gently. Teasing him.
“No, getting caught like that really ruins the mood, but it steadies my nerves.” He held my hand out, but it was still shaking.
“Well, let me have a puff.”
“You don’t smoke.”
“Shows how little you know.” I held it in my mouth, but then I inhaled, and coughed. “Menthol?” I handed it back.
“Beggars can’t be choosers.”
“Well, I’m trying to understand then. A little better, isn’t the trill of getting caught a big part of it? It is for me.”
“What do you mean?”
“Uh!” I stuck my fingers down, held together after I gave him the butt back. “When I play with myself, in public?”
“When did you start doing that?”
“I don’t know,” I thought back, “A couple years now.” I giggled, “2 years, exactly.”
“On Thanksgiving?”
“Well, Thanksgiving weekend me, and Jackie went out shopping for what we wanted for Christmas.”
He nodded, because he did that too. In fact, we all went out together as a family, but we split up to hit different shops. The boys go one way for like sports, and stuff. The girls check out jewelry stores, and fashion. So, we know what to get for winter that’s new, and fashionable for our friends.
“Huh!” He blew out a drag, and looked down from thinking. “Well, she never did that with me.”
“Of course not. When 2 teenage girls go out to the parking garage together, that’s one thing. When a girl goes off alone, and a boy follows her, that’s another. It tends to make the security guys suspicious.” I nodded, “So what does she do with you, exactly?” I sure never looked at a stairwell the same way again after that.
“Huh,” the looked up, “Well, she always liked to play Truth or Dare.” I nodded, “Only when it was just the 2 of us, I guess she dared me to do dirty stuff she’d never do in front of her brothers.”
“I don’t know.” I wouldn’t put it past her. “She’s really good at playing that game.” Besides, her big brother started looking in on us, when we’re getting dressed. Me, and Jackie, but she didn’t bother covering up.
“Truth or dare?” I nodded, “Yeah, she plays to win, but last year she didn’t even bother with that. She just picked up a pair of pants, and noticed they’re 22s.”
“Size 22?”
“Yeah, 22 inches, but you’ve got 24 inch hips?”
“Yeah? I guess.”
“So, I didn’t stretch out your waistbands, but I guess my bust is bigger than 28A.”
“What bust?” I had to laugh, “You’re flat as a board, or a boy because you are one, and no wonder you got your shoulders stuck in the straps.”
“Yeah, but they feel so tight, and sexy. Don’t they feel sexy on you?”
“No, pretty maybe. I mean.” I had to look away. “Usually, that’s what most girls wear pretty underwear for. Unless they’ve got a boy to show them off to. Or take them off for.” I shook my head. “I didn’t think it really looked that good on you. I mean, I didn’t really get a good look, and you already had my panties down, but she dared you to put on her underwear?”
“No, but she bet me, her dress would fit. You remember that dress she wore, last year?”
“Well, of course it fit. It’s not like a pair of pants, or panties.” I closed my eyes. A big mistake, but it was to see the image of him wearing my underwear again. I could only imagine, but now, I was starting to wish I had. Maybe if I hadn’t knocked, and just pulled the latch. “Huh!” I blinked and looked up, but he just grinned.
“Well,” my face couldn’t heat up any more. “I guess I promised you could have that bra you ruined, and it would be a shame to split up the matched set, but you better make it up to me.”
“How?”
“Well,” I couldn’t say it out loud, so I just giggled, and ran back around the stairs. He already put it out, so he chased after, and I laughed out loud. Running across the kitchen.
“What’s so funny?” I just kept running, but then mom stopped him. “Ben, Benjamin Franklin Pierce!” Yeah, she named him after Hawkeye from M.A.S.H. “Have you been smoking?”
“Uh, mom I.” she walked over, and grabbed his hands, to smell them. So, I ran off before she smelled it on me, but I guess I could say he made me do it.
3 guesses who gave me my first puff, off a cigarette. Then, she called me down to help her with the cooking some more. So, I missed the chance to play dressup with my brother until later…
;
Ben (mG TV)
She knocked, then picked the lock with her comb handle again. “What?”
She held her bra in, and waved it like a flag. Only instead of a white flag, it was pink taffeta with red ribbon straps, and lace edging, like the matching panties.
“You remember what we talked about, this morning?”
“Yeah, but you really think that’s a good idea?”
“Mom’s passed out on the couch. She had a long day, and drank most of that wine.”
All but a glass, and a half between us. “Yeah, but still. I don’t know if this is such a good idea.”
“Why not? I brought you a dress, I just know’ll fit you.”
“Because you’re my sister, and you’re only 12.”
“So, Jackie’s our cousin, and she was only 12 a couple years ago.”
“Yeah, and I shouldn’t have let her do all that stuff last year, when she was a teenager.”
“Well, just barely a teenager, and she wasn’t yet. Me neither while I played lookout for her at the mall. Besides, what kinds of stuff did she do? You better let me come in, so I don’t have to talk about this in the hall.”
“Maybe we shouldn’t be talking about this at all.”
“Well, you’re really upset, I can hear it in your voice. So, maybe you should? You know it’ll make you feel better if you talk about it.”
“Oh,” I moved my foot, “Okay.” From blocking the door, so she could slip in, and close it in her underwear. “Wh?” I shook my head.
“Here,” she threw me the dress. “Take off your shirt, and put it on.” I threw it on the bed, and picked up the bra first. “Let me give you a hand with it.”
“I thought you just wanted to talk.”
“Then talk.” She locked the doorknob, as soon as she got it shut, and now I’d have to pull her out of the way to get to it. Which means turning around, and touching her arm. Taking my hands away from my crotch, so I can’t hide the boner I’m getting, and it’s not just the underwear.
She brought me, she’s acting like Jackie. So much like her, only now she looks even more. “Uh.” Well, not as developed in the chest, but she really flared out in the hips.
“Go on, I just saw you in my bra like 4 hours ago, don’t be shy.” She pulled up the back of her shirt. “You want to talk about it?” I shook my head. “Then, you don’t have to, but I bet you look so sexy in my underwear.”
“Huh!” I gave up. Just like I always gave up, and it makes me feel weak, but you know what’s crazy? I feel even manlier, because it looks ridiculous. Honestly, even with the half cups padding out the bra, for example. She doesn’t have A cups yet. She buys A cups, with 3 rows of hooks, and loops in the back. So she can grow into them.
“Huh!” I slid the straps up my arms, and let her pull them back. Tight, I took another deep breath, and held it. Too bad the straps stretch, enough that she could hook them anyway, so I let it back out. “HhuhHhuh!”
I even thought it might be like being tied up, until I tried that too. With one of my belts, tight around my wrists, and the loop over the curtain rod in the closet. Of course, it wasn’t just because I had a rod in there I could hang onto, but that just made it impossible to touch myself.
“Huh, wait. Stop, just let me.” Push her hands off from around my waist. I finished unbuckling my belt, and then I realized that with her there. Maybe I don’t have to touch myself, or I shouldn’t. Of course, I shouldn’t be letting her do any of this, but it’s too late for that.
“Huh!” I turned around, and took a deep breath. “I have an idea.” I pulled my belt out of the loops, and held it up. She looked up from my crotch, and popped her lip out.
“What?” She shook her head. “Do you want me to spank you with that?”
“No, just take it, and wrap it around my wrists.”
“Oh,” she nodded.
“Slip the end through the buckle.”
She giggled, “Not too tight?’ Shaking her head, “I had no idea you’re into bondage too.”
“I’m not, I just.” Turned around before I grabbed her bra, and. “Hhuh! I just thought this might help me, keep my hands to myself.” I slid open the closet door, and spread the hangers out so I could loop the end over, and grab it. Hold it in both hands, and get down. “Hhuh!”
Almost to my knees, but they wouldn’t reach the floor. “Well,” she thought, quietly behind me. I waited… “I guess I can use my hands,” but then she was up against my back.
“Huh!” Her nipples felt so hot. “What happened to your bra?”
“I took it off.” She found my pants, unbuttoned them, and stuck her hand inside. “Huh, you’re so hot, and hard, and sexy, but these boxers.” She hugged me, then let go. “Get up.”
“I don’t. Auh!” She slapped my butt cheeks with both hands.
“I wasn’t asking you, when I say get up, you get up, NOW!”
“Sh!” I lowered my voice, ‘you’ll wake up mom.’
“Huh, open up your mouth, and say ah.”
“Ahwm.” If course, she tucked her dirty underwear in, with them wrapped around 2 fingers, and I closed my eyes before I looked down. It didn’t matter, I saw the pair she came in with. They’re blue, with yellow ribbons, but baby blue, and instead of a little ribbon sewn into the top like my favorite pair, these had a bright yellow bow to tickle my head sticking out.
“Snh!” I could smell her, not her panties. Her bare pussy, standing naked right in front of me, and I knew that I shouldn’t peek. Which just made it more exciting, but I remembered something she said earlier. Not exactly what she said, when she admitted to masturbating in public, but I do remember how she held 3 fingers together.
Pointed down, no where near her crotch, but I knew exactly where she learned that from. Jackie, that’s exactly the way she did it, and is the idea that I might be caught part of the thrill? Okay, yeah, but when it actually happened. Tim Berrr!
Now, she had my pants down, and she held my new panties out. “Step in here.” I put my foot down, and she held out the other leg. Stretched with elastic, I knew that cut into my thighs, and the sides of my crotch, stretched so tight over my balls, I had to push them up.
Under my pubes, there’s a couple of pouches. On either side of my cock, but she didn’t know about those. I guess Jackie didn’t tell her about them either, but she showed me how to tuck them in like a drag queen.
I couldn’t tell her with her panties in my mouth, so she improvised. Pulling the crotch to one side, so my balls fell out. Then tucking one in, and pulling the crotch out the other side, to let that one drop.
“There,” she patted them, then rubbed up, and down the front. “Now,” she got up on her tiptoes, and kissed me on the cheek. Took a deep breath, loud next to my ear, and let it out, in a whisper.
‘get on the bed.’
;
Sierra (Gdom)
“Huh, I’m going to have to do something about these.” It gave me time to think, but I picked up some socks to fold up, and stuff in the bra cups. Those were a little too big, so I took out the foam inserts, and he looked like.
Well, my brother, with socks stuck in my bra. I had to think, about what to do next, but she never told me anything. Let alone how she hypnotized my brother, but it was like flipping a switch. Just as soon as I got his belt unbuckled, he turned around, and he was like a robot.
All I knew was what I heard another girl, a friend’s older sister, at school say. She told us “Show a boy your tits, and he’ll do whatever you want to get your pussy.”
It couldn’t be that simple, but now that I had them. What little I had, he wouldn’t even look at them. He barely even looked when I came in wearing just my underwear, but forget the dress I brought.
“Huh, you look so. Sexy.” I got on him, “Don’t you think I’m sexy?” Scooting around a little, until the satin over his boner settled in my slot. “Look at me. Open your eyes, and look at my tits.” I grabbed his arms. “Ah ah ah. Hold onto the headboard. That’s right, you don’t want to wake up mom, and if she heard your headboard knocking against the wall, she’ll come up and see you like this.”
“Uph!”
“LOOK AT ME!”
“MRH!” But it was too late.
“Uh, you. Stupid bitch!” I looked down, but he was already blasting it up his tummy, and it even hit my bra. “Uh, you couldn’t hold it?” I slapped him, but he turned away, and sniffed. “Look at me. Benjie? Look at me.” I pulled my underwear out, so he could breathe, but I had to wait for him to finish blowing it.
“Huh!” Finally, he blinked, and a tear ran down his nose. “Snh! I’m sorry. I couldn’t take it any more. You sound so much like Her. You sound so much like Jackie.”
“Shut up!” I slapped him again. “You’re mine now, so don’t even say her name, when I’m making you My bitch!”
“I’m sorry.”
“Well, I don’t care. Sorry doesn’t satisfy me, so let’s see what you can do with your mouth. No biting just lick it.”
“Muph!”
“Yeah, lick that muff. You taste that? Hhuh!” I let my eyes start to relax, then I shook my head. “Look at me when you’re sucking me off, bitch. Huh, I bet you wish you had tits like these, you flat chested little bitch. Huh?” He shook his head, “That was a rhetorical question, don’t stop. Don’t stop until I cum, huh! Don’t you dare stop you little bitch. My little bitch, yeah. That’s a good little pussy. You are what you eat, isn’t that right, you little pussy? Huh, yeah.”
I wasn’t even close. Good, mom was probably going to be passed out all night. So, I had him all to myself, for as long as it took. My little bitch for the night.
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