Date: Fri, 23 Apr 2004 14:20:57 -0400
From: Kris Rice <ilovecrossdressing@hotmail.com>
Subject: Tales of a Crossdresser - Chapter 3

      I hope everyone is following the saga of my cross-dressing life. If
you haven't done so yet, please feel free to read the first two chapters of
my tales and feel free to e-mail me with your thoughts. I love responding to
your story questions.

      Well, as I pulled in the driveway of my stepmother's house, I couldn't
help but think that this was the same woman who was a bit on the strict side
ever since I was twelve years old, and just a half hour ago dressed me in a
fishnet body stocking and fucked me at my father's friend's house. The world
was a sweet, strange and nasty place.

      By the time I was out of my car, Elaine was already entering the house
ahead of me. When I came inside, she was nowhere to be found. As I went up
the stairs, I heard the shower water running and knew it was her already
cleaning up.

      After Elaine got out of the shower, she still spent an eternity in the
bathroom.
I went to the locked door and simply said "Hello" to her, announcing my
presence.

"Hi there!" she replied through the closed door, "Do you want to go get some
dinner?"

"Sure." I said.

"Good, I'll be ready in about thirty minutes. Will you wear something
formal? We can go somewhere nice" she asked.

"No problem, I'll be ready." I said.

      I raced downstairs to my bathroom and got in the shower. All I could
think about was Elaine. She had me worked up, and my mind was racing a
thousand miles a minute in there as the steam rose up and the soap raced
down my body. I was actually going out to eat with her while my father was
away. My cock was stiffening at just the thought.

      After I got out of the shower, I grabbed one of the suits I had.
Although I am only sixteen, I happen to have a number of them. Before I put
on the suit, I couldn't help but put on an opaque pair of black pantyhose
that hugged my cock down nice and tightly. I put them on partly because I
didn't want to get an erection at the restaurant, and secondly, well, let's
face it; I like to cross-dress.

      When I was fully decked out in my suit for the evening, I went
upstairs and announced I was ready. Elaine walked out of her bedroom and
took my breath away. She had on a black form fitting dress cut about four
inches above her knee and it had those sheer long sleeves. She had on nice
heels and black pantyhose. She smiled at me as she walked down the hallway
and I couldn't help but wolf-whistle at her.

"Damn, Elaine. You really are beautiful." I said.

"Well, thank you Kris." She blushed.

"I would be honored to have dinner with you." I teased, extending my arm to
her.

      We went to my car (a 1967 Plymouth Barracuda Fast Back that I fully
restored) and headed out. I'm not going to bore anyone with details of our
conversation, but let's just say that it was worth going out for the evening
with my stepmother to have an open discussion about this whole
cross-dressing thing I was into, as well as her and I now having a sexual
kinship and being 22 years difference in ages.

      I must openly say that I never in my filthiest dreams would have
imagined the conversation like I was having with my stepmother that evening.
I found out she liked girls sexually, which was obvious (i.e. Chapter 2),
she also fantasized about an orgy. Maybe 5 or 6 girls, a hand select few
guys, or maybe only one or two. I told her I would love that, and she would
get something in the works soon, but not to push the issue.

      After dinner, we went out to a club and had a few drinks. I'm not much
of one to consume alcohol, and the fact that I'm underage sure had something
to do with it, so I drank soda, while Elaine had a few glasses of wine.
(Don't all porn stories involve some person drinking wine?)

      She was feeling pretty good, so we went back to the house. No sooner
than we walked through the front door and locked it behind us, she was all
over me. She began to feel and massage my groin through my pants. We began
kissing very passionately and my cock was swelling up in the pantyhose. My
jacket, shirt and tie were off in no time. She had her stilettos off, and
her jewelry unhinged, unclasped and dropped on the hallway floor, and we
were kissing and exploring each others bodies as we found our way to her
bedroom. I pulled my pants off and sat on the bed in nothing but my black
pantyhose. Elaine was on her knees and she skillfully bit a hole in the
crotch of them, freeing my throbbing mass for her enjoyment. She licked her
lips just before she gobbled me down.

"Aaahhh! You like my cock? Do you?" I asked as her tongue smeared saliva up
the underside of my meat.

"Huh, huh," she chuckled, "I'm beginning to love it."

"Hey baby, remember what you said about the "love" thing this afternoon." I
warned.

"I didn't say `you', I said that I'm beginning to love your cock; there's a
big difference."

      She lodged my tube steak back in her mouth and descended to continue
her oral assault on me. I sat frozen for some length of time as my
stepmother sucked the life out of me through my cock. She was easily
inserting an inch or two of me into her slippery throat, and it took all I
had not to grab her by the hair and start thrusting forward. I gently led
her up onto the bed and coaxed her to climb her sexy body up me. When she
got to my waist, I pulled up her black mini dress and lied down on my back.
She eased up to my face, and I ripped the crotch of her pantyhose apart and
began to eat her out. She rode my face as I licked her hole and sucked her
clit.

      Elaine groaned and moaned and gasped as I ate her out. She begged me
to fuck her. I crawled out from underneath her and she turned around facing
the foot of the bed. I got behind her on the King size waterbed. After the
waves of our moving on the bed subsided, I placed my cock head at the
entrance of her moist pussy.

"Tell me what you want..." I demanded.

"I want that cock. I want that sucker inside me!" she encouraged, trying to
push back onto me. I helped by grabbing her hip, and the motion we made
together caused me to literally BLAST my cock into her. She screamed out
filthy words of reassurance.

"Ooh yeah baby, fuck my pussy good! Use it! Aaaahhhh! That pussy is yours
now! Go on! That's it!!! Fuck me!" she screamed as I hammered her doggie
style.

"Look at us!" she said.

      I nearly forgot that we were facing four mirrors on the double bi-fold
doors to her bedroom closet. I looked at us. God, we looked so nasty
together! I loved watching the faces she made when I pushed a little deeper.
In some ways, it looked a little bit funny, seeing a forty year old woman in
black nylons being fucked from behind by a sixteen year old boy wearing
women's nylons. I, on the other hand, thought it was hot.

      As I hammered her from behind, she was biting the bed comforter to
keep from screaming. It wouldn't have surprised me if the neighbors heard us
going at it. I had a hand covering hers on the foot board and another
wrapped around her waist pulling her back onto me. I watched her eyes roll
into the back of her head as she let out synchronized moans with each
thrust. Damn, was this hot!

      After a bed shaking orgasm on Elaine's part, she got up from the bed
and sucked her own coating from my cock. She switched positions; easing me
back and riding me reverse cowgirl style. She rode the shit out of me. I had
to calm myself for a moment. I got up, pulled the nylons off, and threw them
on the floor.

"Do you mind?" I asked as I took a leopard silk chemise out of her bedroom
closet.

"Why not?" she replied,

"You've been wearing them for a while now. Are you going to fuck me wearing
my own lingerie?"

"I've really wanted to for an eternity." I said.

      She laughed quietly. I pulled the chemise on over my head and let the
cool silk fall over my hard body. I couldn't wait to get back inside Elaine
again. I got back onto the bed and entered her warm wet slit from the back.
The silky camisole felt great between our bodies sliding up her back. I
wasn't going to last long now. She was squeezing her cunt muscles tighter
which was sending me through the roof. Our pace was at its peak when I told
her I was about to cum. Just then she cried out in ecstasy.

"Oh God! Elaine? Where do you want it baby? Tell me where you want it!" I
asked, resisting the urge to let it go.

"I want you to cum in my mouth. I haven't had it there yet...Are you ready
to?" she asked.

"Uh Huh!" I gasped, resisting it.

"Go on, do it! Cum in my mouth, Kris! Fucking cum in my mouth! Go on, empty
your balls in my mouth! Aaaah! You ready?" She asked, sliding forward and
turning to face me.

"Ooooohhhhhh Fuuccckk!!!" I yelled, holding my throbbing meat.

      I steered to her face as I watched Elaine open her mouth to meet my
sticky cock. With just a few swift jerks on my cock, I was quickly overcome
with the most intense orgasm I ever had. I sprayed a long stripe up Elaine's
nose and washed the inside walls of her mouth down with my baby batter. It
was so erotic watching my stepmother swallow my juice over and over again.

We French kissed and I tasted my seed in her mouth. It was salty and warm
and surprisingly not bad at all.

      The night ended with another fuck and an outfit change. I put on a
sexy leopard bodystocking and Elaine wore a backless white and pink teddy.
We fucked ourselves into a frenzy and my second cum blast ended all over the
nylon stomach of her teddy. The two of us slept the night in her bed

      This was what our secret was going to consist of while my father was
away; sex with no attachments or stipulations. She could count on me never
breathing a word to anyone... That is...anyone but the Nifty Archive readers!

Does Elaine get her orgy she's been fantasizing about? Read on...