Serving My Sister I: Caught!

Note : This story is completely fictional~

It may be pretty cliche, but allow me to start this story by introducing myself. My name is Jeremy Hawkins. I'm 22 years old, and I attend a local community college. Yes, I still live at home with my parents, but that's primarily because it's simply cheaper that way, rather than live in the campus dorms. My parents don't mind, due to the fact that I'm doing something with my life.

Of course, that benefit is only secondary.

The reason I really enjoy staying under my parents roof, is simply because I like to cross dress in my mother's clothes when no one else is around. Don't get me wrong, I have no intentions of getting a sex change, nor do I wish to "out" my fetish to the world. I just enjoy the feel of women's clothing on my body, it makes me horny as hell. And to know that they were previously worn by my own mother somehow turns me on further.

My story begins on a hot summer day. Both of my parents were off at their jobs, and my eighteen year old sister was at a friend's house; or so I thought. With nothing to do that day, I stayed in the air-conditioned house (it was 98 degrees F outside!) and took advantage of this opportunity. First thing in the morning, I strode up the stairs to my parents' bedroom, and right into their walk-in closet. The right half of it, I ignored, seeing as how that was my father's side. The left half, however, put me in horny heaven.

Mind you, my mother still held her sexy figure, despite that she was 42 years old. She often was mistaken for a 32 year old, and her clothes only furthered that in the eyes of others. I was already naked when I entered their closet, but I remained flaccid as I started picking out a few items. The hard-ons usually didn't come until I was at least wearing panties.

The first thing I grabbed was just that--a pair of black, satin panties, high cut, and trimmed with lace at the top. They fit quite snug, thanks to my mother's small size. Of course I put on the matching bra, and hooked it as tight as my chest measurement would allow. I never bothered stuffing them; as I said before, I had no desire to be a woman or have breasts, and stuffing it would only put something between it and my nipples.

Never could I resist the urge of her corset! After all, not only did it give me that silky-smooth feeling throughout my torso, but it had a built in garter belt! Hence, you guessed it, I next pulled my legs into a pair of black stockings. They were opaque to the point of covering my leg hair, and the top was trimmmed with five inches of lace designs.

Deciding between a full-slip, half-slip, or mini-slip was always difficult. That day I chose half-slip, also black, and so smooth. Between the satin panties against my aching cock, the stockings, and the coolness of the slip, I was rock hard. Beyond that, my cock felt like it was trying to get harder! While my mother's panties held me okay when I was flaccid, they barely contained my erections.

Feeling a wet spot forming in the front of the panties I wore, I grabbed a grey, pin-stripe skirt that would reach my knees, and had a six-inch zipper in the rear. Tucked into that, I wore a satin white blouse with shoulder pads, and over that I put on the suit jacket that matched the skirt. I can't even tell you how horny I was at this point!

"Well, well," came the sudden voice of my sister, Eileen. "Aren't you a naughty boy?"

I nearly fell over in surprise as I spun to face her. I was sure my sister wasn't home, and that I would be able to get a good, cross-dressed jerk, and be back in my own clothes before anyone noticed. Yet here was Eileen, standing in the closet doorway, staring at me with eyes that yelled to the world the fact that her head was filled with devious ideas.

"Eileen!" I stammered. I didn't know what else to say, other than, "What are you doing home?"

"Never you mind what I'm doing home," my sister sneered at me. "Why are you wearing mom's clothes?"

She had already caught me, there was no sense in lying to her about it. So I told her the truth. "Cross dressing makes me horny. I was just going to masturbate, then put them all back. I've been doing this for some time now." Of course, now that I had spilled my guts to Eileen, I felt like a complete idiot for doing it. I pleaded with my sister, "please don't tell our parents. They'll kick me out for sure!"

"You wanna buy my silence?" 'Buy'? I thought. Then again, knowing my sister, I shouldn't have been surprised. With Eileen there was always strings attached. "Tell you what: you do exactly as I tell you from here on out, and your secret will be kept safe. Agreed?"

I answered without hesitation, "Yes, agreed!"

Eileen smiled, letting her gaze drop to the hard-on that was now pointing at her, then said, "Follow me." I obeyed without question, afraid of disappointing her and causing her to spill my secret. She led me downstairs into the living room and made sure all the blinds were closed. Satisfied, she turned to me and slapped me hard across the face. "You filthy pervert!" she said softly, but with conviction. "Wearing mom's clothes. Did you get pre-cum in her panties? Answer me!"

"Yes, Eileen," I whimpered, "I did."

Eileen grabbed my erect cock as best she could through the skirt, slip, and panties, and squeezed hard. I squeeked for a moment, trying to stay quiet through the pain. "When you talk to me, you address me as 'mistress Eileen', you got that, Jeremy?"

"Yes, Mistress Eileen."

"Good." Eileen released me and took a few steps back. "Now here's the first thing I want you to do: reach underneath that skirt, unhook the garters that I know you're wearing, and remove mom's panties. Then give them to me."

Again, I obeyed her without question. With mom's black satin panties in her hand, Eileen looked at them in disgust. Turning the pre-cum stain to me, she stuffed them into my mouth. "Don't even think of ungaging yourself. I want you to taste what you've done! Probably getting pre-cum on mom's slip too, aren't you?"

I nodded yes.

"Filthy worm!" Eileen grabbed the bottom of both the skirt and the slip, roughly yanking them up above my dick, letting them rest upon my erection. "Now cum, you little bitch!" Quickly, I grabbed myself and started stroking. I stroked fast and hard, still feeling panicked by having to do sexual things for my sister. I kept my eyes locked on hers, not knowing if I was allowed to look down at myself or not.

"This what you wanted, bitch?" my sister asked me in an aggressive tone. She harshly pulled mom's panties from my mouth and handed them back to me. "Catch your cum in them!"

I did as she commanded. When I came, I came hard, but I still managed to land every last drop of it into the panties. After I had finished, Eileen took them from me again, this time carefully to avoid getting my hot cum on her hands. Turning them once again toward me, Eileen suddenly smeared them across my face, getting my cum all over my cheeks and chin before shoving them back in my mouth.

I had never tasted cum before, and I couldn't stand it. It was, at that time anyway, the worst thing I had tasted. But I knew I would be pissing my sister off if I took the panties out of my mouth now. So I simply stood still, my own cum on my tongue, as Eileen closed the gap between us. She whispered in my ear, ever so softly. "I own you now," she said. "You wear what I say, you do what I say. Disobey me or piss me off, and I'll tell mom and dad all about your nasty little secret. Understand?"

"Yes, Mistress Eileen," I managed to say, muffled through the panties.

"Good," my sister said with a smile. As she turned and left the room, she called back to me, "Go clean yourself up!"

To Be Continued...?

*FOOTNOTE*
This is a new series I'm trying out here. However, it will only continue if you, the readers, wish it to do so. If you like this story, or even if you don't, let me know either way. You can either leave your opinion here as a review, or e-mail my fan mail address, which is incest_demon [at] hotmail [at] com If I get positive feedback from this story, I'll continue it. Hope you enjoyed! :)