A Sissy for Mom & Sister Ch. 05

It is almost midday, and I had just finished mopping all the floors. It was a stinking hot day and I had already ironed and folded everyone's clean laundry, amongst other chores.

In the basket I carry, there are some of Mom's dresses, soft panties of different colors, matching lace thong & bra sets, Mom's nice lingerie, Carly's small thongs, my crop tops, the works.

I had been home from holidays for well over a month now, hanging out in my sister's baggy, neutral-looking clothes, doing all the chores, cooking, washing, cleaning around home, while Mom & Carly worked.

Admittedly, I wore crop tops to keep my slightly formed breasts covered, as per mom and Carly's instruction, and I only had plain black cotton panties, but everything else was quite neutral. I was starting to find it incredibly difficult to portray a masculine figure, and persona, so the best I could really hope for was to look as neutral as I could.

Since being back from holidays, I also had some serious anxiety about leaving the house. A lot of it was to do with my new 'shape'. I was so self-conscious about having little puffy breasts, together with my already less-than-ideal shape, that I did not want to leave the house again, for any reason. I found it easier to stay home and just keep busy.

Mom & Carly also agreed to ease up on me and let me stay home, but only if I did all the work around the house for them.

I drifted through my days, I'd had a couple of very small erections at various times, however, this was usually while washing and folding mom & Carly's panties.

I had quite a few arousing thoughts about trying them on, but had stopped myself, not because I didn't want to, but because I didn't want to allow myself. But that was a problem, I had tried rubbing myself most nights, but I just wasn't getting anywhere lately. After 6 weeks of no release, I was becoming increasingly sexually frustrated.

I wipe the sweat from my face and start carrying the heavy basket upstairs to mom's room.

"God, it's so hot today," I say out loud, looking down at some sweat forming on Carly's shirt.

Placing the basket in the hallway for a small break, I take the t-shirt off to cool myself down.

"Ok, whatever, no-one's home anyway," I say to myself, also removing Carly's baggy cotton shorts. They are comfy and fine, but way too hot on a day like today.

I briefly see my outline in mom's mirror as I set the basket down on her dresser. I decide to ignore my reflection, and the fact I am only wearing a white cotton crop top and black panties. It is truly too damn hot to care.

I have jobs to do anyway. After hanging one of mom's dresses up, I grab a pile of her panties to place in the drawer, then, feeling very frustrated and horny, I think about peeking in her top drawer to check out her toys, but once again, I resist and move onto my next chore.

Placing the basket on the bed in Carly's room, I begin putting away her active wear, shorts, and shirts. I have thoughts about asking to wear them tomorrow, thinking they might be a bit more suitable for this hot weather, but after some more thought, I decide against it, and instead, I make her bed and place a fresh nightie and pair of comfortable panties on her pillow for her to sleep in.

As I fold and place her thongs in the top drawer, I sense myself getting a little overwhelmed with arousal. I want to start touching myself.

I wonder if she has any worn panties laying around her room. I need to try and get off. I need to orgasm.

I rub the front of my black panties a few times with my fingers, but the stimulation I seek evades me. Instead, I look around the floor, and under the bed for her used panties, and to my disappointment, I see none whatsoever. Frustrated, I open her top drawer to put her matching bra & panty set away, and spot her 'big girls toy box.'

Should I disobey my sister's orders and look in there? Should I just borrow her clit stimulator and hold it against my nub for a little while? I know for a fact I could have an orgasm quite easily using that. What else did she have in there that would be fun to use? Would she find out?

I think about breaking the lock and using everything in there. The thoughts give me a small drip of precum in my panties, but with every ounce of mental strength, I resist and close the drawer. Surely, I could pleasure myself without doing any of that. I shouldn't need any of that to get off.

Not wanting to disappoint mom or Carly, I decide to get back to my chores, wandering around the privacy of my home, wearing a crop and panties, feeling extremely sexually frustrated.

I clean mine and Carly's shared bathroom, moving onto mom's ensuite next. In the bathrooms, I notice both maxi pad packaging, and tampon wrappers in the bins, realizing it must be that time of month for them. No wonder they were a bit edgy this morning, grumpy, even. Admittedly, I felt somewhat hormonal as well, but what was my excuse? Was I on an Estrogen high during my treatment, and now that its finished, I'm back to my normal depressive state? As much as I hated being made to take the medication, I did like that sense of calmness, general happiness, and arousal levels that seemed to come with it. I definitely didn't feel the same as I did while we were on holidays, since finishing the treatment.

Sometime later, I decide to lay down on the couch to have a small rest. I knew I needed to make dinner, but I also wanted to have a nice cocktail ready for mom and Carly as they walked through the door. Maybe I could spare 30 minutes for a nap before I get into it.

I close my eyes and try my hardest to imagine what it would be like to see a big, thick, manly cock sticking out from my body. Would girls want to have sex with me if it was that big? What would it feel like having a big, masculine body to go with it? Being able to sexually dominate, and please a woman.

I open my eyes and look down at the tiny bump in the front of my panties, sighing, as I'm jolted back to reality. A tiny reminder of my reality. I may as well fantasize about travelling to another galaxy. It's probably more realistic.

I reach down and press two fingers against the bump my small penis makes, squashing and rubbing it, willing it to get hard.

Why the hell am I having so much trouble now? I rub some more and find myself wondering how I can get into a situation where my big sister or mom will help me to orgasm again. I was trying my best to resist all of that, but I'm about as desperate as they come.

I decide to roll over on my belly with my two hands pressing against my little parts. I hold my breath and tense my body, humping and grinding against my hands for a few minutes, searching for some pleasurable feelings. It feels good, but to my frustration, I can't seem to build towards anything. I doze off lightly, wake and repeat the rubbing a few times, my mind almost in limbo.

"Sweetie? Are you OK...?" I hear mom's voice say, slowly opening my eyes.

"What are you doing, Sammy?" Carly giggles.

I come to my senses and realize my two hands are still cupped underneath my pelvis.

"I... Uh. Yeah, I'm ok. I was just... Having a lay down, I guess I must've fallen asleep," I reply, gently patting the front of my panties, relieved there was no wet spot for them to see. My dry panties were also a disappointing reminder that I still could not reach an orgasm.

"I'm sorry mommy, I.. I'll get dinner on right away. I didn't mean to fall asleep for so long."

"Honey, I was expecting to walk in and see it sitting on the table, ready to eat," Mom says, with a tired, annoyed look on her face.

"Part of the agreement is, if you want to stay at home and not get out in the world, or look for a job, you can do ALL the tasks I set for you around the house. If you don't want to contribute to this household, you can go and get a job."

"I'm sorry mommy, I really did mean to get it all done," I reply, bending down to turn the oven on. She was in a real mood today. For the last couple of weeks, too, actually. She's just been so busy working on a huge project at work.

"Sorry is not good enough, Sammy," Mom says, sitting down on the couch. "You realize I am going to have to discipline you for this. I'm serious about helping out around here. Now, come over here and bend over my knee."

"But mommy, I.. I," I stammer.

"No but's! I EXPECT you to do your chores! This is the third time this has happened," Mom says, quite firmly. "Over my knee NOW!"

Realizing I've disappointed her, I walk towards mom, feeling lowly. All I want to do is please her and Carly, and then I go and do this! I'm so stupid sometimes. I look down at the ground, while I bend my body to lay across her lap.

"Take those panties down for me," Mom demands.

I dig two thumbs into the sides of the black cotton panties and slide them down, exposing my soft, pale bum cheeks. Mom sounds so pissed off, like she'd already had bad day. I can only imagine how this spanking is going to go.

*WHACK*

"Owww," I squeal, shocked at the sting her powerful hand causes. I wriggle in anticipation of the next.

"Stay still, or you'll get more!" Mom instructs.

*WHACK*

I let out another squeal as my bare cheek starts to burn. I sense her hand being raised again and I try to cover my bum with my own hand.

"Move your hand, Sweetie. It'll only make it worse if you resist," Mom says in a calm voice. "Carly, can you come help me. hold his hands away, could you."

I feel my sisters' hands restrain my wrists, pulling them away from my behind, exposing my bare cheeks for mom's next hit. In a swift motion, Carly bends my wrists up behind my back, where I am unable to resist. She seemed so strong compared to me today.

I want to at least try and break free, but what would happen then? Would mom kick me out? I don't even want to leave the house, so the thought terrifies me. I'd better comply... I guess.

*WHACK*

That's three. I let out only a small whimper, closing my eyes, burying my head into my sister's lap. I take a few deep breaths while I wait for the next. There is no getting out of this; I'll have to endure this and then get back to pleasing them.

*WHACK*

That's four. The sensitive skin on my bum starts to feel like it is on fire. For god's sake, I'm not a kid anymore. This is as embarrassing as it is painful. I had to be better, I didn't want to endure this again. How could I please them better to make up for this?

*WHACK*

That's five. Then six. Then seven.

"You've been a naughty little sissy," Carly says, in a condescending tone. "Why didn't you get dinner on like we asked?"

I feel Carly's spare hand reach slowly up my top, pinching at my sensitive nipples.

"Ow! I.. I'm sorry, I just had so many things to do. I was just trying to do everything to please you, and well..." I wail. She sure knew where to hurt me; It sends a jolt through my body when she squeezes them again.

I could tell Carly was enjoying this more than she was disappointed about dinner. I'm not sure mom felt the same way, given the power of her spanking.

"It looks like you were only trying to please yourself when we got home," Carly says. "Not Mom and I. Care to explain?"

*WHACK*

"Owww. I.. I'm just.. I can't... nothing is happening down there lately. I don't know why and it's driving me crazy. I'm sorry," I offer.

*WHACK*

That's nine. Surely my punishment finishes at 10. My bare bottom feels red raw.

"So, you were on the couch doing naughty things instead of your chores, Sammy," Mom says, raising her hand again. "What exactly were you doing?"

"I.. I was just rubbing myself. I was trying to rub myself to an orgasm... But nothing happened," I reply, waiting for the next strike.

"Do you think we should make Sammy 'please' us later, to make up for it, mom?" Carly asks menacingly.

"Oh, I'm tired and I'm not feeling well, Carly, but sure, you go ahead. One more spank, then Sammy can cook dinner. You can continue the punishment later. I'll be going to bed," Mom says. "You hear that Sammy, your sister is in charge after dinner, don't disappoint her."

*Whack*

That's ten. Humiliated and hurting, my sister releases my arms and I immediately pull my black panties up, covering my welted butt cheeks. Without wasting a second, I walk over to the kitchen to make dinner them.

---

"You know the deal," Carly says, pointing to the black lace of the matching bra and thong set. "Why are you walking around the house in just a crop and panties anyway?"

"You don't need to answer that. Actually, I like it," Carly says. "I might make you wear just that every day! Imagine getting caught by someone at the door?" She laughs.

I feel like I do have to answer, though. I have to at least try and defend myself.

"I know you and mom think I just lay around all day, but I actually worked really hard today. It was so hot, and I was doing chores for hours! That's why I took some of my clothes off," I tell Carly, trying to convince her, as I take my crop top off. I cover my chest with one arm, reaching for the bra, then holding it up to cover myself.

Well at least I didn't have to be punished while topless, I thought. What did she have in store for me tonight, though? Would she rub my penis while she embarrasses me, while she spanks me more? I don't care, as long as I get to orgasm, I'll do anything she wants. I didn't like disappointing them, but craving someone touching me was extremely high on my thoughts.

"I want you to learn how to do this, watch in the mirror how it's done," Carly says, clipping the bra behind my back.

I remove my black panties, quickly replacing them with the small lace thong. I did want my sister to touch me down there, but I'm still quite anxious about having my tiny penis on display in the open. I pull the thong up nice and firmly to my hips, squashing my little nub almost flat against my body.

"Ok, that looks good," Carly says, running her eyes over my body. "Go and lay on the bed, I'll be over in a second."

I see her grab some things out of her top drawer, taking her underwear off on her way back to the bed. I notice she is wearing a black t-shirt, no bra, no panties, as she climbs on the bed, standing above me. Her pussy and butt cheeks on display for me to see, she asks, "Are you going to be a compliant little sissy?"

"Uhuh," is all I manage, getting a glimpse of a thin string at her pussy opening.

"You might've noticed, but I've got my period," Carly starts.

My stomach sinks as I hear the words. Surely, she wouldn't make me....

"HA! I can see the worry on your face, Sammy. Don't worry, you're not going anywhere near my pussy tonight. Or probably ever, for that matter!"

Confused, I wonder what she would make me do.

"You, my little sissy, are going to hold out your tongue, while I lower myself down over your face. You're going to eat my ass tonight," Carly says, with a wicked grin. "I think I'll save my pussy for real men to play with."

I feel my little dick squirm in my thong as she turns her back towards me and lowers her ass down on my face. The smell of her pussy quickly drowned out by the smell of ass, as I reach my tongue out to meet her tight, pink hole.

"And that's not all you'll be doing," Carly snickers.

I gently lick upward between her two firm cheeks, feeling her hand rub over the bra she has made me wear. Her hand continues down over the bump my diminutive penis makes, grabbing at the soft material that covers my tight ball skin. Pulling the crotch of my panties to the side, I feel a generous amount of lube being squirted and rubbed against my tight entrance.

Aiming to please her, I run my tongue slowly up and down her ass, stopping every so often to make small circular motions around her tight hole. While I do this, Carly presses a single finger, then another, gently inside me.

I try to relax and let her in, but knowing she has front row view of my embarrassingly small penis in the front of my thong, causes me a little trouble doing so.

I start to lick with a little more force as she lowers more weight down onto my face. Two fingers now firmly inside me, I feel a third enter. Thrusting and curling them, she touches my pleasure spot, while I squirm on the bed.

Oh, fuck, I think to myself. All she has to do is put her clit stimulator on my little nub and I'm done. Please tell me that's my 'punishment'.

I soon find out that is not what she has planned. I feel her fingers slide out of me, replaced by a cold, slightly thicker object. The further the lubricated tip is pushed in, the wider it makes my opening stretch.

What is this thing she is using? It feels different to her pink vibrator. It feels like it is stretching me and filling me, but not in a painful way, yet.

I whimper under the weight of her ass, feeling the toy stretch me further. I take a few deep breaths, trying to relax for her. Stretched close to my limit, I worry how much bigger it is.

"MMhhhm," I moan, feeling the object being pushed, twisted, and forced deeper. Wiggling my hips, hoping to evade some of her thrusts, my tight hole is stretching further than what I thought my limit was.

For the next five minutes, she slides the toy in and out, a little further in each time, until I feel a sudden reduction in pressure, almost like a pop, at my stretched entrance. I feel the smooth, jelly-like object slide quickly, almost by itself, all the way past my stretched hole, deep inside my body.

Whimpering, I pause licking my sister's ass momentarily, feeling a small spurt of precum coat the inside of my thong. The feeling was intense, all that pressure was inside me now, not against my stretched anal opening.

"Keep licking, keep tonging me," Carly whispers, starting to sound a little short on breath.

I press my tongue once again, firmly against her asshole. The slightly wrinkled skin stretching smooth when my tongue slides past her defences, I taste the inside of her ass on my tongue as I slide it in further.

"Ohhh. Oh shit. Oh. That's," Carly trails, now breathing heavily.

I tense my insides around this rather large object that fills me, feeling another tiny spurt of clear liquid escaping my penis. I can't help but whimper under the weight of my sister, pausing my tongue movements again.

Carly reaches down and pinches me on the nipples, quite hard, signaling to me that I must keep my rhythm. When I get my tongue back inside her ass, I feel a pinch on my tight ball sack. First, sharply with her nails, then gently plying them between two fingers.

Eagerly pressing my tongue into her ass again, tasting her insides, I feel a dull, uncomfortable feeling from the squeezing and twisting of my empty sack.

Starting to get very rough, Carly looks me in the eyes while squeezing the tiny, discoloured piece of skin, looking for the shrunken balls it should contain.

It was slightly uncomfortable, but weirdly, it didn't hurt like it had before.

"What's going on with your little girly balls?" Carly asks, between breaths, lifting her ass off my face to let me speak.

"What?" I reply, happy to get some air.

"Can you feel this?" Carly asks, squeezing harder.

"No... Well... Not really," I reply, wiping some of my saliva and her ass juice off my face.

"Huh? Weird, you were squealing like a little bitch last time I did this," Carly says, confused, lowering her ass back onto my outstretched tongue.

I don't think about it any further, besides, I had other things to worry about. My sister's butt cheeks move aggressively into my face again, and I work my tongue deeper with every one of her hip movements.

With my tongue almost an inch and half inside her, I hear her breathing getting faster, her body tensing further.

Fuck, this is so hot! Eating my sister's ass to orgasm. I absolutely need to have one too, though. I just can't take this anymore, I think to myself, moving my hand down to rub my little penis.

"NO! You don't get to do that on punishment," Carly says, slapping my hand away.

Aw god, I'm feeling so much pressure inside my ass. I'm desperate. Surely, she'd let me squirt my useless cum at the end!

I place a hand on each side of her firm butt cheeks, spreading them, allowing my tongue to burrow even deeper inside her.

I do not care what anyone says, being forced to eat ass is such a massive turn on. I should feel disgusted, but I could probably do this for hours!

Rocking my hips up and down, side to side, feeling pleasure from this object buried deep inside me, I hear the pitch of my sister's moans deepen. Two of her fingers are now rubbing aggressively at her pussy, pushing her towards the edge of an orgasm.

"Oh, FUCK! Oh, Sammy. That's it. Fuck. Fuck. Oh, FUUUUUCCK!" Carly screams.

With a few more jerking movements, and a couple of shudders, her tensed body starts to relax. Her loud moans and screams soften, leaving only the sound of her heavy breathing.

I slide my tongue out of her ass, and for the next couple of minutes, I lick very gently, up and down, from the back of her pussy, to the top of her ass cheeks, until her breathing goes back to normal.

"Ha! You've made a damp spot on your thong, you little panty slut, did you enjoy that? Carly asks, climbing off my face.

I didn't answer, but the next few words that came out of her mouth left me feeling utterly disappointed and frustrated. "You realize you're not cumming tonight, sissy?"

Frowning, I nod my head, reaching down to feel what this thing is inside me, and to try and remove it. Maybe I could sneak an orgasm later when Carly is asleep.

"Nah-uh, that stays in," Carly says, with a giggle. "I'll let you sleep in here with me tonight, but the plug stays in."

"But Carly, I.. I can't sleep with that inside me!" I exclaim, shocked that she would suggest such a thing. "No, I.. I'm going to take it out!"

"Sammy, unless you want me dig out those photos of you dressed in my lingerie and post them online, you WILL do what I ask. Plus, you heard mom, I'm to discipline you. You'll just have to get used to it. Here, you can adjust it and put some more lube on halfway through the night," Carly says, passing me a bottle of lube.

"That will be the last of your punishment. I hope it makes you re-think your actions next time. Now, come to bed, it's getting late. Some of us actually have work tomorrow," Carly says, unclipping the black bra strap from behind my back.

I cover my chest with one arm, while I watch her get dressed in a pair of pink cotton panties with a bow on the front. Carly hands me a matching pair, invoking me to roll my eyes.

"Here, put your bed panties on, sissy, then we can cuddle," Carly directs. "You don't have to roll your eyes, I know you secretly like it."

She's partly correct, I do, but also, I don't. However, I do as i'm told and remove my damp, black thong. I then slide the soft, pink panties up, over my plugged bum and tiny, desperate penis.

I turn the light off and slide into bed with Carly, rolling on my side and lifting my knees up to my chest, trying to find a comfortable position with the plug inside me.

Carly's slightly larger body makes the same shape behind me, and very gently, her fingers trail around the soft trims of my panties.

"So, DID you like that?" Carly asks, gently tugging at my butt plug.

"I, uh, I think so. It feels like it put's pressure in... some good spots, i suppose. I'm not sure it will feel good all night, though," I let out, squirming.

"If you can get used to it, I think you might find that things like this can be intensely enjoyable. Let us see how you feel in the morning," Carly replies.

Carly's comforting hand runs over the front of my panties, tickling the tiny head of my penis, then up past my belly, gently caressing the soft tissue around my nipples. It feels nice, but it does nothing to quell my burning desire to have an orgasm.

---

"Oh, wow, is this... Did you have a wet dream, or...?" I hear Carly say, as I slowly open my eyes.

I dab my fingers at the sticky mess in the front of my bed panties, realizing I must've somehow had a release during the night.

"Oh, I um... Might have, I guess... Sorry," I whisper, embarrassed.

I'd never really had a wet dream before, why now? What had happened? It takes me only a couple of seconds to remember I'm still plugged. I still have this huge, tapered toy inside me, and the pressure must have caused me to leak my clear cum all night, or caused me to erupt at some point. It was hard to know for sure, but something had happened.

"So, it wasn't as bad as you thought?" Carly asks, gliding two fingers over the wet spot I'd created. Embarrassed, I try and push her hand away.

"Well, I woke up uncomfortable a few times, but it does... kind of feel good, in a way,' I admit. "It kind of hurt, but in a good way. Is it weird if I say I like the feeling of being full?"

"No, not at all. That's a thing you know?" Carly says. "Would you like to try so more anal things with me? You seem to have enjoyed it so far."

"I... I. You know I find it hard to talk about... You can just decide. It's embarrassing. I shouldn't like doing these things, It's not normal.... Can I take....." I start.

"Take it out now? No. Don't be embarrassed about things you enjoy. Why don't you leave it in and see what it's like to walk around for a little bit, then take it out? You did so well to keep it in all night, what's another half hour, right?" Carly mentions, gently tugging at the toy again.

Feeling a mixture of discomfort and pleasure, I nod in agreeance.

"So how have you been anyway?" Carly asks. "I feel like we haven't spoken or hung out much since we've been back."

"I... You know, have just been... I'm ok, I guess," I reply.

"Oh, it doesn't really seem like it, you've seemed a flat, maybe," Carly says. "And what's going on with your little balls?"

"Huh? What do you mean? Let me guess, you're going to tease me about how tiny they are?" I sigh.

"No, I mean, we both know they're tiny, but last night, I grabbed and squeezed a few times, they were nowhere to be seen," Carly says, perplexed. "Are they ok?"

"I.. Um... Don't know, they're ok, I think," I reply, reaching down to check them. "They have kind of felt a little... funny lately. When I get scared, or humiliated, or even turned on, they go up inside me. I'm not sure why.

"And as for me, I've just felt a little... numb lately," I let out, holding her arm that is wrapped around my chest. "Inside and... down there," I sigh.

"Oh, what's up? Want to tell me about it?" Carly asks.

"I... I guess I feel a bit... lonely. I have just been hanging out here by myself, cleaning all day by myself. You and mom are gone early, home late, then everyone is tired and I go to bed alone. I haven't really talked much to anyone, or had any interaction at all," I reply.

"Oh, Sammy. I'm sorry you feel like that. It sounds like you could be a bit... Hormonal, maybe? Mom and I have just been giving you the space you asked for, and we've both been really busy with work too," Carly says, in a sympathetic tone.

"Well, I thought it's what I wanted," I reply. "But it has just been so isolating, so frustrating. I don't know what's going on, I can't even... you know... pleasure myself normally either."

"Normally? What do you mean by that?" Carly asks.

Embarrassed, I let out, "You know, like pulling and rubbing at my little... thing. Nothing happens. I've tried so many times, and nothing."

"Oh, do you think you should ask mom to make an appointment with your doctor, you know, get it checked out," Carly suggests.

"NO. No. I'm not leaving the house," I reply anxiously.

"Can I ask why? You haven't really wanted to talk about it, Sammy," my sister says.

"It's just... since the holiday, when I realized how noticeable these are," I tell her, bringing her hand up to the soft tissue that has grown on my chest.

"And everything else that's going on with me, It's just... When I think about leaving the house, even in boy clothes, I feel so anxious. Like, I know I'm not a girl or anything, but I definitely don't look like guy. I don't know what to do," I say, feeling more confused as the conversation goes on.

"Didn't you like dressing in some of my clothes while we were away? Getting out and having fun with mom and I? I mean, you're wearing the same pink panties as I am right now, and they look fine on you," Carly says, running two fingers inside the elastic at the top.

"That's different," I tell her, trying to push her hand away. "I feel... sort of comfortable, I guess, around you and Mom, to wear whatever. But I feel crippled with embarrassment about my body shape when I think of leaving the house dressed as a boy.... And as for leaving the house dressed as a... girl." I tell her, taking a deep breath. "It's scary and embarrassing too, but I also feel pathetic, like a failure as a guy, like I'm an embarrassment to you guys."

"Aw, Sammy. It's not like that at all. Mom and I are not embarrassed, in fact we think it... probably... suits you. No-one would've known what was underneath when we dressed you in my gym clothes that day. Whether you like to hear it or not, you're actually naturally feminine, you could be quite... passable, if you wanted, you know?"

"NO, THAT!.... That makes it worse! I wanted to get dressed in front of you that day and look completely silly! I wanted to look like a boy wearing my sister's clothes, I wanted it to look so ridiculous, that walking around in public would not be an option," I bark.

"But it didn't look ridiculous! Jeez you worry about things. What's wrong with dressing to suit your body shape? What's wrong with being a little outside the normal, boring margins? There's nothing wrong with that!" Carly says, firmly.

"I just... Didn't think that I would look like that. It's alright for you, you're a girl, you look like a normal girl, you've got a normal boyfriend. What would you know about being outside the normal margins?" I tell her, defensively.

"Me? What would I know?" Carly says, laughing sarcastically. "For starters, I'm not you're 'average girl'. I wear baggy t-shirts and shorts around most of the time, my hair is shorter than yours, I only wear pretty clothes and makeup because I know it's what guys want... and boyfriends.... Do not get me started on boyfriends."

I have no idea what she is talking about, she seemed normal to me.

"Wha... what do you mean?" I ask.

"Yeah, I like the feeling of a thick cock pounding me as much as any girl, but that's about as far as it goes. I don't.... I've never felt a deeper connection with guys. In case you haven't realized, I am not your stock-standard girl, Sammy," Carly informs.

"What are you saying? You're a L... Lesbian?" I ask, intrigued.

"Oh, you really know nothing, Sammy. You don't HAVE to have a label you know. I'm attracted to girls, except sometimes, I don't feel like a girl."

"You don't? So, have you had like, girlfriends?" I enquire, trying to hide my excitement.

"Yes, I've been with girls. I probably prefer it, but in this shitty town, I find it very hard to meet like-minded people. Even harder to become more than friends. I would just say it depends on the day too, I'm a bit sexually fluid. You know what that means?" Carly asks.

"Well, yeah. I think so... Actually, not really," I reply.

"So for example, when I'm with a guy, I'll do my hair and makeup, wear some sexy clothes, I can be submissive, and I like to please his cock as best I can, it just feels good. The once or twice I've been with a girl, it's completely different. I feel VERY dominant, in charge, powerful, almost manly. I want to be the one 'doing' the fucking. I'm 'switch' in the bedroom, depending on who I'm with. This is blowing your mind isn't it, sissy. Or would you rather me call you femboy?" Carly says, defensively.

She was right, this had opened such a can of worms in my head. Was I a femboy? To look at, probably, I guess. I really like the sound of being switch like my sister, but I can't even comprehend how I would dominate a woman. Not with my tiny little penis and numb balls. Hell, I'm laying here, wearing a pair of my sister's comfortable pink bed panties, a butt plug that I slept all night with, while my sister cuddles and strokes me.

I couldn't even dominate a fly.

And what exactly is a 'femboy'? It sounded slightly better than when she called me a 'girl'. A 'submissive femboy' maybe? Is that a thing? A sissy maybe? Could I just be a sissy for mom and my sister, and not go into the outside world? Would that work?

Could I be fluid as well? When I hang out with mom and Carly, I secretly like being a little bit feminine. Sometimes I just wake up like that, and want to be just like them. I wake up so horny, I could do just about anything. But other times, mainly post-orgasm, I instantly feel ashamed and disgusted at myself. How could I ever feel ok with myself afterwards?

I'm starting to understand my sister a little more now, and the games she likes to play with me. I knew she liked to dominate me, but I suspect she likes me to be very feminine and submissive, so she could be the 'boy' and I could be the.... 'girl'.

"Earth to Sammy!" Carly's voice interrupts. "Lots to think about hey?"

"Oh, yeah uh... That is very complicated. I had no idea," I manage to let out.

"Anyway, what can we do about you feeling lonely if you won't leave the house? How was last night? Did you like sleeping in my bed?" Carly asks.

"Yeah, it felt... Nice. It took my mind off things for a while," I admit. "It's better than sleeping alone."

"Ok, so what if we share you around? You can sleep in my bed one night, and ask mom the next night," Carly suggests. "If you're a good sissy, I'm sure I can convince mom to help you masturbate in the shower sometimes too."

"Um.. well, I don't know. Yeah, I guess. That would probably make me feel less alone, less forgotten," I reply.

Was I so pathetic that I needed this? Why would a nineteen-year-old want to do this? Were there other people out there like me?

"Ok, leave it to me, I'll talk to mom. Maybe we set you 'task's, and have a reward at the end of the week for being a good... femboy?" Carly suggests, rubbing her hand on the little bump in the front of my moist bed panties.

A small drop of pre-cum soaks into the front of my panties, as her hand causes me to tense around the large object inside me. I don't make a noise to neither confirm, nor deny, but I knew I needed some help to have an orgasm, so I do not really care what I have to do for it.

"I'll take that as a yes then? Leave it to me, and don't worry, I'll take the lead and boss you around. You'll be like my little servant! I think this could be fun!" Carly says. "Come on, lets get up now. Here's some fresh panties and a crop, you will only wear this today, little sissy," Carly instructs, passing me some pink cotton panties with a princess on the front, and a thin, white crop top with pink stitching.

"I couldn't wear a shirt, or a top too?" I ask, looking at the undergarments.

"No, sissy, not if you want our help with your tiny, little problem," Carly says, walking out of the room.

I remove my bed panties, a few strings of clear liquid stretch out from my soft nub as I take them off. I slide the pink princess panties on first, then the soft crop. I turn around in front of the mirror, looking to see if the base of the plug is visible in the back of my underwear.

I look like a little brat wearing this, and I can see my nipples through the thin material of the crop. Whatever, I'll just get on with my day.

Hearing Carly in deep conversation with mom, I decide to avoid them and start my chores for the day, plugged, and dressed like a scantily-clad, bratty little girl.

--

"How was your night in mom's bed last night, Sammy?" Carly asks.

"Mmmmm ok, I guess," I reply, looking through Carly's robe for some clothes to wear. "She's not feeling well still, a bit exhausted from work maybe? I mean, it was nice not to sleep alone and all."

"But you wanted some help with something, right?" Carly asks.

"Uh, something like that," I reply, feeling disappointed. "I thought she was going to, you know, help me masturbate, or something like that. I feel like I haven't had an orgasm in forever."

"Well, I've got some good news for you, guess what? It's Friday, and you know what that means?" Carly says, upbeat.

"No, what does that mean, Carly?"

"It's big butt plug day! For you, that is," Carly giggles.

"Are you just making these things up as we go?" I enquire.

"Well, Sammy, I did say I'd make it interesting for you. You've done such a great job all week wearing your medium sized plug, that I think we're ready to go large! Tell me it wasn't fun, tell me you didn't like walking around doing all of your chores with that inside you?" Carly asks, handing me her hair brush.

"I... Um..." I mutter.

"You um what? Was it fun? Did you like it?" Carly asks, more aggressively.

"Yes. Fine, I liked it," I tell her.

"Tell me you liked being plugged, sissy," She says, forcefully.

"Okay, Okay, I liked being plugged. It made my boring jobs fun. Is that what you want to hear?" I bark.

"Yes, I do like to hear that, actually," Carly says, unlocking, then opening her large 'toy' box. "Here, just hold it first, feel the weight of it," Carly giggles. "I know it's not going to be easy, but I think you're ready," she says, handing me the large silicone butt plug.

The plug is a different shape to the one I've been wearing. It looks firmer, covered in pink silicone, not made from soft jelly like the previous one. Before the base, it has a very thin neck that increases in girth dramatically in the short space next to it. It looks slightly larger in diameter than the last, but I'm not sure I'd be able to take it. I'd have to work hard to get it in, as any increase in diameter would make a big difference.

"This is... No, this is too big, Carly, and why does it feel so heavy?" I ask.

"You're right, it is quite big, but I'm sure with a little bit of 'extra' stimulation, and motivation, you'll be able to do it," Carly says, passing me her pink vibrator. "You're not to cum from my vibrator, Sammy, so use it sparingly. Use it to relax, hold it against your soft girly-nub while you ride the plug, but make sure you pull it away before you climax, ok? Or you'll be severely punished! Oh, and It's a weighted plug, you'll feel it pulling and moving as you walk around. It should make it more fun!"

I look down at the large plug, and my sister's pink vibrator, feeling excited to stimulate my little penis, but equally scared of the plug's size.

"And if you can manage to fit that into your little booty, without squirting today, there is going to be a BIG reward tonight!" Carly informs.

"What is it?" I ask excitedly. "Will I get to sleep in your bed again? What is it? What are we doing?"

"Ha, you're an excited little sissy, aren't you! How would you like to try anal sex with your big sister tonight?"

"OH? Uh, would you... let me? Do you think I could... get my little thing to do that?" I ask, my heart racing while looking down at the small bump in my panties.

"Ha! No, silly! I asked would YOU like to try it?" Carly giggles.

My excitement turns into confusion.

"Ah... what do you mean, exactly?" I ask.

"Remember on holidays, when I was telling you about pegging?"

"Um... Kind of. You didn't really tell me too much," I reply.

"Well, it's your lucky night, tonight you're going to find out. First though, like the good sissy you are, you're going to work your way onto your new plug, so you can wear it all day," She explains. "Here's some long-lasting lube, it'll be your best friend today, and tonight, HA!

"Start working your plug in, I have to get ready for work, I'll be back in 30 to explain the rest. I just know you're going to enjoy it so much tonight, Sammy. We both will!" Carly informs, walking out of the room.

I place Carly's toys on the dresser and take my bed panties off, giving a few small tugs at the flared base of my plug. It feels nice and lubricated still, and after a minute or so of relaxing, I stretch enough for it to slide out with a small pop. I easily slide two fingers into my relaxed, pink hole, feeling around what my insides feel like.

Is it normal to be 'open' like this, after taking the plug out? Would it go back to normal afterwards, or was I slightly stretched? And what would it be like after I wore the new, larger plug today?

Over the past two weeks, I'd learned that putting copious amounts of lube inside me, made plug-wearing not only more enjoyable, but I could wear it for a lot longer without removing, or adjusting.

My small penis very slowly, but constantly, leaked all day into my panties. It was enough to make all my jobs stimulating, but my need for a proper orgasm, or release, was borderline extreme.

I apply lube on the new, larger plug, running my hands over the entire surface of it. I stretch my relaxed entrance open with two, then three fingers, pressing as much of the slippery liquid as possible inside me.

Ok, here goes, this treat tonight had better be worth it.

Placing a towel down first, I kneel over the large butt plug, holding the pink vibrator against my leaking, pathetic excuse for a cock, if you could even call it that. My goodness, it felt good to stimulate my tiny member again! Would Carly even know if I had an orgasm from it?

My relaxed outer ring easily slides over the tip and probably a third of the way over the plug. The vibrator instantly causes my hips to involuntarily hump forward in a bit of a rhythm to meet with with it. On every backward stroke, I can feel my new plug working its way incrementally further.

So far so good, but it will take a while, this could hurt me if I go to quickly.

After a couple of minutes of trying, I look over into Carly's mirror and see my feminine body grinding against my sister's pink vibrator. The soft shape of my chest underneath the crop top slightly jiggles as my body moves. Usually, I would try to look away, repulsed by my newly formed, but small boobs. This time however, I start to feel slightly aroused by it.

Was I becoming ok with my feminine body? Or was I so incredibly frustrated that I would be turned on by anything?

I suddenly became fixated on the little boobs in the mirror. Pausing with the pink pleasure toy, I reach up and pull the soft, white material of my crop top up, exposing my puffy, pink nipples.

I had some definite breast growth now, but my nipples and areolae had more than tripled in size. They were so soft and pale, and they were being pressed out the bottom of my crop. The shape they made, gave them a small crease on the underside, against my chest. As I lean forward, I notice that they now slightly hang and jiggle, like I had seen my sisters do. This was... hot!

I reach up and give them each a little pinch, feeling a wave of goosebumps over my body.

I can't believe how turned on by this I was, all of a sudden. Then some thoughts pop into my head. I rub the pink vibrator against my small, leaking nub, imagining it is my sister on the bed, holding the vibrator against her smooth, tight pussy, and stretching her ass with the plug. For the next twenty to thirty minutes, in a kind of daydream, I imagine it is my sister doing all of this. She is running her hands over her own perky boobs, her pussy starting to drip with pleasure. Bucking her hips back and forwards on the large plug, stretching her tight little ass, I imagine the panting, and the beads of sweat are hers, a product of her working towards an orgasm.

"Oh.. fuck, oh fuck, mmmmmmhm," I whisper loudly, between moans.

My body freezes in shock as my insides stretch over the widest part of the toy, allowing it to slide all the way inside me. The stretched-and-filled feeling is the most intense sensation I can remember in my life, and it snaps me out of my trance.

Not wanting to shoot my clear streams all over Carly's bed, I immediately let go of the vibrator and roll on to my side, yet a couple of very small dribbles still escape.

Jesus Christ it was big! Could I even walk with this thing inside me?

"OH MY GOD! You little sissy slut! You actually... I'm so impressed, Sammy!" Carly says, excitedly. "Show me, show me, show me."

With an uncomfortable look on my face, and still panting, I roll onto my back, sheepishly opening my legs for my sister inspect.

"You got it ALL the way in! Does it feel good?" Carly asks. "You didn't cum, did you?"

"Uh, it feels so ridiculously big. I think I was pretty close. I was.. I don't know, like in some kind of fantasy, or trance, rather. It just felt like I went to some crazy level of relaxation down there, then I just opened up and it slid all the way in, by itself," I reply.

"That looks so hot, Sammy, I can't believe you made it disappear. You're definitely getting a nice treat tonight!" Carly says, grabbing at the thin base, in disbelief. "I suppose you're keen to find out, eh?"

I get up off the bed slowly, feeling the plug slide deeper as I stand up, breathing out heavily to keep relaxed. This 'pegging' she keeps talking about, it had better be fun!

"Ok, there should be a pair of thick, black hipster underwear in my top drawer, grab them out for me," Carly instructs.

"You want me to put them on?" I reply, holding them up.

"No silly, they're for me. They're my special harness underwear," Carly informs.

I pass her the thick materialled panties that have a hole in the front with some steel rings. Confused what they're used for, I look on intently.

"Now, I know you've been dying to check out what's in my big girl's toy box. So now is your first little sneak peak. In the little bag there, you'll find a realistic looking dildo with huge balls. Grab it out." She commands. "Don't look at anything else, though!"

Doing as I'm told, I pull the large, veined piece of rubber out of the bag, amazed at its size.

"W... What will you do with that?" I ask, handing her the rubber cock.

"I'll wear these panties, and this nice, girthy cock fits securely through these rings here. Tonight, I'm going to wear this and fuck you like a little girl. You hear that, we're going to have sex tonight, Sammy, that's your big reward!

The words, and the sheer size of the cock, cause me to squirt some precum.

"Isn't it a little... big?" I ask, amazed at it's size.

"Don't worry, you'll be fine! It's the same diameter as the plug you're wearing right now. It is your first time, so I'll take it reeeeally slow and ease it into you. We can just cuddle like we did a couple of nights ago, with me behind you. Except this time, I'll be sliding my cock slowly in and out of you. But don't worry, I'm going to rub your little baby penis until you squeal for me to let you cum."

Oh, God. I feel a little shaky and funny in the stomach. I'm somewhere in between excited and terrified. Was my first time having sex really going to be like this? Was this counted?

"Why the worried look? We'll start off really gentle, Sammy. I'll dress you in a nice, sexy outfit, we can kiss and fool around for a bit, then I'll make love to you, very sensually... I am going to make it feel soooooo good for you. So good, that you'll be asking ME for it next time.

I am excited, but lost for words.

"Oh, you've got a couple of little pubeys growing down there. We might have to start shaving your little parts soon. We don't want your little girl disappearing behind a couple of blonde hairs," Carly giggles. "We'll take care of that later."

"In the meantime, you'd better get some panties on and get started on your chores," Carly instructs, handing me the red Brazilian-cut pair she wore to work yesterday. "Do you want these, or a fresh pair?"

I'd been trying to avoid doing this for weeks, but seeing my sister right in front of me, hand out, offering the panties... The white patches, from hours of rubbing against her wet pussy, how could I say no?

Squirming, playing it down, I tell her, "Um... they'll be ok, I guess." My face telling the opposite story when I pull them up, firmly.

"Great choice, my little panty slut," Carly says, directing me out the door.

Walking down the stairs with this huge, weighted plug inside me was quite uncomfortable for a few reasons. I had done a few "things" with mom, but I felt so embarrassed wearing this plug around the house. I didn't want her to know, or think I was a willing participant in this.

"Morning Sweetie," Mom says, giving me a kiss on the cheek.

"Hi Mom, how are you feeling today?" I ask.

"I'm feeling a little better, actually. Why don't you have a seat next to your sister, I'll bring you some pancakes," Mom says.

Sensing the awkward look on my face, Carly says, "Yeah, Sammy, come and SIT down next to your sister."

I gingerly sit down on the chair, feeling like my organs are being rearranged by the moving plug. I try my best to sit comfortably, but it just isn't.

"Sweetie, are you ok? Do you need to do wee's or something? You're squirming all over the place," mom says.

"No, I don't, I uh... just have a sore back," I reply.

*Ahem* "Back.. Passage," I hear my sister cough, followed by her giggling.

"What are you two up to?" Mom asks with a smirk. "Anyway, I'll be home late tonight, I have to meet up with some friends. Do you want to watch a movie or something? You can eat whatever you want for dinner."

I look across at Carly, she is pointing to her butt, laughing, joking that I'll be eating her ass for dinner.

"All good, mom. I think Sammy and I can find something 'interesting' to do while you're gone, and I'll sort out something nice to eat," Carly says, smirking in my direction.

--

Given its size, I could only keep myself plugged for about 2 hours at a time, occasionally removing it for twenty minutes or so, reapplying lube, then stretching back over it again. This routine kept me feeling nice and ready for whatever Carly wanted to do to me tonight.

It was another stinking hot day, and I walked around in my red panties and crop top, cleaning and doing all my chores. I avoided walking up and down the stairs, because the movement involved made me feel like I was carrying a brick around inside me. Instead, I focused on the downstairs area, even having a small nap on the couch with the plug inside me.

Whenever I thought about our planned evening, I nearly wet myself with excitement, and fear, of what was to come.

"Oh hey there, little sissy," Carly says. Walking through the front door, signalling for me to give her a hug.

"Hey, big sis," I let out, seeing a positive reaction from her.

I lean in for hug, and I feel her hand grabbing at the front of my panties.

"You didn't have any releases today sissy, did you?" Carly asks, reaching around, sliding two fingers down the back of my panties.

"Oh, you're still wearing this? I must say, you've exceeded my expectations with your plug, you've been a very obedient sissy. Are you ready for your little treat?" Carly asks, leaning in, whispering in my ear.

Nodding, I try to quell the goosebumps she gives me.

"Let's skip dinner, you go and have a nice, warm shower, I'll wait for you in bed. Off you go," Carly says, giving my bum a slap.

I can smell Carly's pussy-stained panties as I place them on the bathroom floor. I'd brought them up to my nose a few times during the day, giving myself some motivation with the plug training, noticing the musky scent each time.

I slowly start working the large plug out of my usually tight entrance, noticing I'm feeling very relaxed back there. I tug at the thin base, stretching my ass to the diameter of the thickest part. With a few more pulls, it slowly slides, then pops out, followed by some of the lube.

I replace the plug with two, then three of my fingers, easily sliding them inside my ass. If I was ever going to be ready for pegging, it was surely tonight. With the build-up and the filled-feeling I had experienced all day, I was actually... a little bit excited about this. Knowing how much it would please my sister also made it a little bit easier to accept.

Using my sisters shower oil, I rub my hands up my legs, around my jiggly butt, then sensually over my smooth body, and then up to my puffy nipples. I imagine it's my sister's hands behind me, lathering me, exploring my unmasculine body. I make a few circular motions over my tiny penis, before running my soapy fingers in the crease between my bum cheeks. Feeling aroused, I stop myself from enjoying my body any further, and decide it's time to join my sister.

After drying my hair, I notice, presumably Carly, has placed a hanger with some lingerie on the door handle for me. The only time I'd seen this set was when I peeked through my sister's door one night. She had part of this lingerie set on while her boyfriend was pounding her.

I pick up the turquoise, satin garter belt from the hanger, noticing an overlay of black lace, and a small, black bow in the middle. I'd never been game to try one of these on before, in most part, in case I had to remove it quickly if someone came home unexpectedly.

The texture feels nice sliding up my thighs, coming to rest just above my hips. Four satin straps hang down over my thighs, jiggling like my soft, tiny penis. The tiny satin g-string has the same lace and bow, with the waist band feeling firm, but elastic.

Wedging the panties firmly in place, I notice a tiny, almost unnoticeable bump in the front of them. My little balls were still inside me, so I didn't have to worry about tucking them up, and out of the road. So very comfortable, these feel like a luxury item. They look very smoothing and a little... Sexy. It must be an expensive set.

I unclip the thigh-high stockings from the hanger, running my hands over the smooth texture of the natural-colored, sheer leggings. I take a seat while I gently slip the turquoise and black lace elastic top in to place, pulling them firm against my pale thighs. After clipping the four straps to the thigh highs, they feel snug, secure and very smooth. I take a moment to run my hands over the expensive-feeling sheer that covers my legs.

After getting dressed in all but the bra, I tie my hair up in front of the mirror, hoping it might impress my sister.

I hear a quiet knock at the door, "Are you ready, Sammy?"

A feeling of dread suddenly drifts through my body.

"No, I don't know. Sorry, I'm really not sure about this. I feel like this is a big step. I'm not sure I want to do this," I reply, suddenly feeling scared.

"It'll be fine, Sammy. I'll take it reeeeally slow. We can fool around for a little bit first, we don't have to jump straight into getting pounded. Open the door Sammy, it'll be ok," Carly says, reassuringly.

I feel the door start to push open. Moving out the way, I see Carly wearing a thin t-shirt, allowing me to vaguely make out the shape of the thick cock hanging between her legs.

Carly leans in and gives me a hug, the thick rubber meat pressing against my leg.

Noticing my bare nipples in the mirror, I take the bra off the hook and hold it up to my chest. To distract myself, I imagine my sister assessing herself in the mirror, wearing this and making herself look sexy before a night with Brad. While trying to hook the straps together behind my back, I imagine her standing here, thinking of all the things she would do to please his thick cock.

"Let me help with that," Carly says, pushing the door open further. "If you turn it around backwards, you can do the clips up where you can see them, then spin it around to where it goes. It makes it so much easier."

"Ah... Thanks," I reply, a bit embarrassed to dressed this way.

"Oh, this looks.... This is good," Carly says, smiling.

She reaches her arms around my body, gently tugging at the g-string, the garter belt and stockings, adjusting them to their correct positions. I feel some slight goosebumps, as her firm breasts and rubber cock press against my back. Her hands brush over the front of the panties, making their way up my belly to cup at my small boobs.

"This is... Really good. I can work with this, let's get you in bed, sissy. You are so getting sex tonight!" Carly whispers in my ear. "Come with me."

I decide to trust her and let go of my fears. Taking me by the hand, I follow Carly into her bedroom, watching her ass juggle through the shirt.

Here I was, walking to my sister's room, dressed in a full lingerie set, looking quite... feminine, quite sexy, while my sister was wearing plain black boy-cut briefs and large athletic shirt. There was no questioning what our roles would be tonight.

For a brief moment, I worry again what this might mean. What would people think if they saw this, or knew what was about to happen? What would mom think? Would she be ok with us doing this?

Lucky it was just us here, all night, ready to explore this fantasy.

Laying me down on my back, the lights dimmed, my sister straddles over my legs, pulling a sheet over her back. I close my eyes and lean my head back into the pillow, feeling her hand stroking up the inside of my sheer-covered legs.

Another thought pops in to my head. I swear I have more thoughts in my head than most. I imagine, for a brief second, that I am the sister and she is the brother. I mean, glancing at our images in the mirror, that's pretty much what it looked like.

Sure, I had PLENTY of reluctance about embracing my feminine body in day-to-day life, but maybe I could try getting into this role-reversal with Carly and enjoy it in the moment, then put it to the back of my mind afterwards. I wish I wasn't so judgmental towards myself.

Her tongue gently licking around the trim of the g-string causes me to have goosebumps, snapping me out of my thoughts. I feel what must be two of her fingers, gently pressing against my pre-stretched love-canal, wiggling and working their way in, while her lips open and gently start to nibble at my small, squashed penis, through the panties

I apply some anal lube, relax myself, and my sister starts sliding her fingers in and out, the pace and force speeding up as we go, while her large rubber cock rubs against my knee. Some of her saliva mixes with my precum, and forms a string as she removes her lips from the front of my panties. Her mouth now kissing up my belly, then chest, she moves her head over to my left ear.

"Are you ready Sammy? I sooo want to fuck you," Carly whispers. "Let big sis slide her cock inside you."

I feel my hand guided up towards the thick rubber cock.

"Touch it, Sammy. Don't be scared. Just rub it a bit," she directs.

"It feels so thick, I'm not sure... I can take all if it, Carly," I tell her, running my hands over the veiny surface. I reach down with my other hand, and touch the little penis that is pressing against the front of my panties. It's like comparing a soft little worm to a giant snake. Whether I like it or not, I can kind of see why mom and my sister think I'm better suited to being a submissive sissy. The soft, tiny little bump in my panties is not a penis compared to this.

"Is... this what Brads... C... Cock feels like?" I ask nervously, wrapping my small hands around the girthy cock. "Is it as big as this?"

"Yes, his is very similar to this one. Shape... and firmness, too. You're going to find out real soon why I like girls, but love cock too.

My sister firmly guides me onto my side, and takes a familiar position behind me. I remove my panties, and before I can place them on my bedside, I feel the large head of her cock, slowly, gently pressing its way inside me.

"That's it, just relax. It is going to feel so good soon," I hear my sister's soft voice say.

I've never felt more vulnerable, submissive, and exposed, laying here about to be entered. Her hand on my hip, I arch my but back to meet her gentle thrust.

"That's it, you're doing so good, big sis will make it feel nice," Carly whispers, the head of her cock sliding inside me.

After a couple of minutes of slowly thrusting in and out, I feel her breath on my neck, then a couple of soft kisses, working her way up to my ear. The goosebumps cause me to exhale and squirm back towards her, the cock sliding in even further.

I moan in slight discomfort as she jolts forward a little.

"Is this ok? Do you want me to keep going?" Carly asks, slowing down and pausing when she can see its too much.

"Uhuh," is all I can manage, my eyes closed, concentrating on staying relaxed.

There is a real trust starting to form here, a trust where I start to feel comfortable with her controlling me, while exploring my body.

Gently at first, she starts to thrust in and out, pumping slightly deeper and firmer with every stroke, until I let out a long moan when she reaches full depth, the huge rubber balls hitting against my own much smaller version of a sack.

After a small pause, fully inside me, her hand grips my hip much tighter, and she starts to thrust with a little more power.

I don't feel a lot of stimulation in my little penis, but it doesn't stop me from dripping long, clear strings of precum from the intense sliding, filling movement. And the stretching inside me, that was something totally different.

With every stroke, I can feel my insides slightly rearranging to accommodate the girth of Carly's huge strap on cock. I'm so lucky Carly is taking it very slowly, and being so affectionate for my first time.

I now feel like I'm fully relaxed, and open, my sister panting behind me as she pounds my insides with a bit more energy.

"That's it, Sammy. Good girl," she whispers, reaching for my tiny nub. "You've been such a good girl."

For the next ten or so minutes, we have slow, loving, passionate anal sex with each other.

With my sister plunging in and out of me and a single finger of hers pressing, and making fast circular motions on my tiny, soft member, I can't hold back any more. I hadn't orgasmed in so long, but this was it, oh God, this was it!

Without thinking, I place a hand on my sister's firm ass and pull her into me, while simultaneously arching my hips back.

"Oh, Carly. Yes. Oh.. that's... Ohh," I squeal, feeling stream after stream of clear, watery fluid, squirt into her hand.

"Oh my god. Oh my god." I mutter under my breath, in disbelief of the intensity of my orgasm.

After a couple more small thrusts, the last of my mess dribbles into my sisters hand, and with it, escapes my eagerness to be a submissive sissy for my sister.

With her cock stationary inside me, I feel her hand presented in front of my face.

"Isn't this a bit gross?" I ask, reluctantly licking some of my clear ejaculation from my sister's fingers. "Do other people do this?"

"Possibly not, but if you want me to help bring you to orgasm, you're cleaning it up after. Don't worry, It's not like it's real sperm anyway."

"Huh?" I murmur.

"I'm pretty sure you're almost completely sterile, non-functioning down there? It's very different from a man's cum, trust me," Carly giggles. "A real man's cum is very thick and pearly, and there's just so much of it, too. Very different to your small streams of clear, watery dribble."

Was a man's cum really THAT different? I know I'd seen some of Brad's leftover cum in Carly's panties that she made me wear, but what did it look like fresh? Did it really smell... or taste... Different... How much more could they possibly have, I think to myself, licking the last of my mess from my sister's fingers.

"Wow, Sammy! You really liked that, you had such a big orgasm, didn't you?" Carly says, smiling.

"Well, I... Don't really want to talk about it... It felt... good, but now I feel disgusting, pathetic. Can you please take it out now?" I tell her, confused at my feelings. "I'm sorry, I feel so silly doing this, I think it was a mistake. I want to... go to sleep now. I'm sorry. I just want to be alone."

"That's ok, it's a big step. I can tell you liked it, but I won't say another word," Carly says, sliding out of me, then walking out of the room.

What had I just done? Why did I suddenly feel so terrible about it? I probably should've been more thankful for finally orgasming, but I couldn't bear to look my sister in the eyes after climaxing like that.

Maybe I'd feel different in the morning?