Date: Sat, 17 Apr 2021 06:32:57 +0200
From: my.mail@cheerful.com
Subject: Shopping Day (Mother/son incest, oral, anal, transgendered, FF/m)

This story is a work of fiction and contains descriptions of explicit
sexual acts between adult mother, son and a transgendered female.  If this
type of content offends you or you are under the age of 18 do not read it.

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Copyright 2021, Rikki all rights reserved

Please mail to mymail@cheerful.com if you have any
suggestions for a future story.

I'd known for a week how today was going to go. Today is mom's birthday
and I promised to drive her around to all of her shopping destinations.
But now it was over and the whole experience was much better than i had
expected. Several of the sales women recognized her as the designer of a
new lingerie line called EveryEye. We'd met her friend Ginger for lunch
as her guest. That was also in honor of mom's birthday. The seafood salad
was the best I'd ever tasted and I'll deny to my dying breath that
Ginger's bare foot sliding up and down my leg influenced my opinion on
the matter.
  As we got near home all I was thinking about was sipping some Jameson
and listening to some music. I was able to carry all of the boxes in one
load, this time. We negotiated a couple turns in the hallway without
dropping anything either. But then mother opened the door to her room and
went in. A half second later I heard her take a sharp intake of breath, a
couple of pitches below a scream. I plopped everything on the floor and
jumped into the room.
  I like to think that I have a healthy creative imagination, but I could
not have imagined the scene revealed in front of us. A young woman was
laying on the floor, asleep and wearing some of mom's lingerie pieces.
Other garments were laying about as was some of mother's make up and
beauty products. In my mind I thought that this was more an example of
over zealous fandom than anything truly larcenous.
  "Mamma, let me take care of this." We'll make everything right before I
call the police, if I call the police." The home invader, still with cob
webs in her brain, slowly roused and looked around. A couple of things
dawned on me immediately. One, she was pretty good looking. She had a
sweet face and slim figure, and even before she stood, I could tell she
was tall.
  "Oh my god!" she barked. She got up quickly, attempted a bit of
discretion by covering her self with her hands, and stared, aghast at me.
Then the other thing that dawned on me, dawned on me. There was an extra
bit of anatomy on her body I noticed as she tried to shield it.
  In rapid succession she blurted out, "Oh don't call the police!", she
turn left, right and then all the way around, and she started crying.
  I, on the other hand was getting an erection. Her sobs were getting out
of control and she seemed headed for hysterics. I, gently placed one hand
on her shoulder and then one on her mouth. She regained her composure
somewhat.
  "Who  are you and why are you here?" My brain stem was taking over. it
was telling me to remain in control of the situation, and then check out
the possibilities of getting laid.
  Her eyes crinkled shut and wrung out more tears. I had my hands on both
of her upper arms and drew her closer. "Who are you?"
  "I, I, I call myself Veronica when, when I'm like this." Her hands
gestured in front of her. "I adore your mother's,
she is your mother I think, I adore her work, her designs and
creativity." I was drawing her closer and her body scent was entering my
nose and brain. "She's a real artist with lingerie. She has bras that
expose one breast and camisoles that are asymmetrical with lace on the
left and sheer on the right and things like that." She lisped as she
spoke and took on that old campy queer persona that I was at that moment
susceptible to.
  Suddenly I kissed her and initially she resisted. My mouth was on hers
and my arms were crushing her to my body. My tongue entered her mouth. We
broke apart then.
  "You will remove all of the lingerie items you're wearing and fold them
and replace them in the closet and the drawers you found them in." I was
maintaining my take control attitude. "Now, Veronica!"
  She was a little confused I think not knowing what would happen
eventually. I was scrambling to keep the sexual tension alive. Veronica
removed the elbow length black gloves and placed them in a box on the
bed. She was standing a ways in front of me and I saw the panties she was
wearing, for the first time. They were violet and purple, left and right
and hot. I realized I was thinking of a woman in my moms closet, wearing
her panties and that I wanted to be the one peeling those panties off.
   I knew what I was going to do. I started taking off my clothes. I
stayed behind Veronica as much as I could, 'tho I think she saw enough
peripherally to know what was up. She was removing the fishnet
hosiery and moving slowly.
  When I was naked I walked up behind her placed my arms around her and
nested my erection between her buns.
  "What are you doing to me?" she shuddered.
  "Nothing that you don't really, really want. I'm offering you what you
want, in secret, in the privacy of your own room. Late at night you think
of this and long for it." She stopped struggling and in turn I caressed
her and whispered, "That's why you came here isn't it. For the sexy
lingerie so you can attract guys who think you're pretty." I kissed her
ear. My right hand explored her nipples and the other hand her well
developed left bun.
  Then I gave that bun a good smack that resounded throughout the room to
my satisfaction. "Let's finish up here."
  I gave voice to unfiltered thoughts then. "You know, you're kinda
familiar, you know? Do you you have a brother that played football a few
years back? In fact his dad was the coach I think." Veronica's body
started shaking again and she sat on the bed and cowered.
  "Please, oh please don't tell them about me. Please, I'll do anything
you want."
  "Alright listen to me. I want to have sex  with you and teach you new
things and maybe even learn a few myself. But it won't be because I
forced you to suck me off in order to keep your secret. It will be
because you want it. Because you want to suck my penis, because you want
my penis in your bottom, because you want our oil slick bodies wrestling
playfully, while we kiss and because you want to serve mother and I as
our maid. Fix our drinks, massage our necks and do maid things."
   Oh, gawd she was so innocent and beautiful sitting there. She leaned
forward and took my prong into her mouth and sucked me. Her mouth going
back and forth and her tongue going left and right just below the tip.
  "You've done this before, haven't you?" She nodded and kept it up. Soon
she stopped long enough to stick her fingers in her mouth and the
replaced them with my throbbing unit again. She had one hand go around my
hip and hold my buns apart while the other one went between my legs from
the front and placed its wet finger tips at my anal opening, OHHHH gawd.
Then unbeknownst to me, in a few seconds, one finger was inside of me
massaging my prostate. I could feel my cock thicken and expand like it
had never done before. At least it felt like that. My hands went to
Veronica's head as I drove my throbbing meat into the constriction of her
throat. Her mouth was a gusher of saliva and my phallus was a dolphin
swimming in it. Then I noticed that her hips were swaying and as I became
hypnotized by this motion, it occurred to me that her legs and her body
and even her arms were bare of hair as well as clothing.
  "I think that you must agree that I've been generous to you, rather
than treating you like a criminal. "I gave her left bun a good whack.
"And in a few seconds you'll have my cum for your nourishment. But when
you swallow my precious bodily fluids, you will keep my tenderloin in
your mouth and slowly suckle me, keeping me erect. Do you know why,
Veronica?"
  "Yes, sir, why?" she mumbled around the fleshy obstruction in her
mouth.
  "Its for the Chamber Maid Initiation ceremony. Do you know what that
means?
  "No sir, what?
  "Before I explain, when you and I are alone, you will refer to me as
'daddy'. That mean old guy is not your daddy any more and that life is
over. Now as to the ceremony. You'll be given a maid uniform to wear
while we're at home."
  "Thank you, daddy."
  "Oh." I dragged this out. "But that's not all. You know that you want
me to shove my erection into your bottom and take your virginity, your
maidenhead, so to speak."
  She waited a couple of seconds and tried to speak. But I got excited
and controlled her head in my hands. I was filled with lust and I was
moaning loudly.
  Its been said that the taste of cum is influenced by the taste of foods
recently eaten. I've only eaten my own cum a few times and it didn't
remind me of any kind of food. Later on Veronica told me that  This first
time she sucked me that I tasted of fine whisky. She knows what whisky
tastes like because one of our favorite sexual activities is when she
takes a drink of whisky and carefully holds it in her mouth. I then give
her my erect flag pole which she sucks into her mouth, lips well sealed,
and anoints me with the liquor. Then carefully, we kiss and she gives me
back the whisky in a drinking kiss.
  I came in Veronica's mouth. I doubt that it was a great quantity. That
has never interested me. The point of having sex, at the most basic level
is the amazing feelings that wash over us. But I came in Veronica's
mouth. My thrusts were met with strong counter thrust from her The
sensations were exquisite. My body was rigid and waves of pleasure
carried us both away.
  But soon we were back.
  "Keep me wet and warm and wicked in there, baby." I laid on mom's bed,
next to Veronica, almost in a sixty-nine position. it was a coincidence
as I will never put her penis in my mouth. I am a top. She may suck me,
but never the reverse. On rare occasion I will masturbate her, if the
fantasy flavor of the month warrants it. Her tongue was now sliding
backwards and forwards under the length of my wee wee with a slow but
rhythmic cadence. She could only flick her tongue a short distance since
we were upside down relative to each other. But the desired and intended
effect was realized. I had a bone.
  Now among my peccadilloes is the sensation of oiled bodies in close
physical contact. And since anal sex is an activity that cries out for
lubrication, sometimes literally, I liberally poured vitamin E oil, from
the small of Veronica's back, to half way down her long delicious legs.
She was laying on her tummy and I hovered over her, teasing her with the
up and down pumping of my glans against the inside surfaces of her perky
effeminate buns.
  She suggestively arched her back and elevated her posterior in the heat
of the moment.
  Suddenly I was in her. Not all of the way, but I sure got her
attention. She did scream that time.
  "Did it hurt? Do you want me to pull it out?" She hesitated to answer.
"Tough." I declared. I would have pulled out if she'd asked. Then she
spoke.
  "Please, please go slowly, please daddy."
  "That's a good girl, Veronica. That pleases daddy when you want him
inside of you. And yes sweetie, I'll go slow." I did go slowly. Anal sex
is an experience to be savored. We accentuated all of our pleasurable
sensations with moans and cries.
  I asked her, "You've never done this before, have you?" She was unable
to answer as the slightest movement as well as the long deep strokes gave
way to audible expressions of the same.
  After some particularly expressive vocalizations, mom burst into the
room, "Are you murdering someone in here, Rikki?" She stood there staring
at we two naked lovers in the throes. And yes I was still 'throwing'. Mom
was in control of her emotions. She walk toward where Veronica's head
lay. She slapped her face. The sound resounded around the room, probably
making it sound more painful than it actually was. "Never break into our
home again." Slowly she moved to a comfortable chair and sat down. Her
black, streaked with grey hair cascading on to her velour robe gave her a
regal bearing.
  "So, Rikki," she began like we were having a dinner table conversation.
"Remember all of those speeding tickets I was able to get fixed for you?"
I recalled that at the time I was sworn to secrecy, not that I needed to
be reminded to be discrete. Mom did hint that a favor of the same gravity
could be called at some time in the future. The future had arrived and it
was beginning to look good. "Oh you kids just keep on going there. I
don't want to interrupt you. Watching you two nubile young things warms
the cockles, if you know what i mean."
  She got up and ambled over to her bed, which Veronica and I were still
on and still pumping and grinding and groaning and moaning. Her hand
alighted on Veronica's back and caressed her for a moment. At that moment
I could smell the delicate aroma of watermelon liqueur on her breath. Her
caresses widened their coverage and her hand passed over Veronica's
tender young buns in between my thrusts.
  "Oh my, Rikki likes his oil doesn't he Veronica?"
  "He's making me like it too, ma'am."
  "You may call me 'auntie', sweetheart". Her hands then moved to my
chest and nipples. "Has Rikki cum in you yet?"
  "Yes auntie. He filled my mouth and tummy with yummy passion fluids."
Mom's hands were all over me as she smiled and leaned in to kiss me. I
was right about the watermelon liqueur as I washed her mouth with my
tongue.
  "Oh, mommy. Uh, oh mommy. I'm going to cum in Veronica, mommy! Oh
god..," Mom opened the front of her robe reveling her mature, fulsome,
beautiful body. Then, while my climax was building she walked behind me
and embraced me, following the motions of my hips as I thrust into poor
Veronica's bottom. Her breasts and abdomen and nether regions all
contacting my back and hips.
  Then I exploded. Chills and waves of pleasure crashed and washed over
me. I just collapsed on Veronica and Mom laid on me. Muscle spasms around
Veronica's anal passage continue to titillate me. All of our legs were
intertwined and the sensation of intimate parts of our bodies still in
contact kept the home fires burning. My attention wandered to mom's
nakedness laying on me. I wanted her.
  "Remember I was talking about the tickets?"
  "Yeah."
  "Well, I'd like a favor this time and I don't think you'll mind at all,
really."
  "What favor may I grant my goddess mother."
  "I want what you have freely given to Veronica. I want you to molest me
anally. And I want Veronica to fuck my vagina at the same time." After a
few seconds she continued,"How does that sound Veronica?"
   "I will do anything you like auntie, but I don't know if I can. I've
never had enough interest to ask a woman for sex. But of course, if daddy
wants me to do it, that's all of the reason I need to do my best,
auntie."
 Mom squealed with excitement. "Oh gosh that's great you two. I've
fantasized about doing this for a long time." The deliciousness of just
the thought of it, lifts my spirits no matter what."
  " How do we do it, auntie?"
  "Veronica, you will caress your master, to begin with? Then he will lay
on his back and you and I will anoint him with the cold cream from my
dressing table. Then that pawing, snorting stag will mount me harnessing
the passion that a boy dreams of sharing with his mommy. He, with me
impaled on his stalk, will roll onto his side. Then my mincing little
maiden, we come to you. First, you'll put the pearl necklace in the
jewelry box on the dresser, around your lithe, beautiful neck. Then while
Rikki exercises great restraint with long slow strokes, you, my dear will
spit a large amount of saliva in your hands and begin masturbating. We'll
see if that sissy clitty can be anything more than be a shrinking violet.
You'll lay in front of me facing me and well put your clitty into my
pussy.
  This took some doing. But after Veronica's little poker was inside of
mommy, some mommy magic made it long, thick and hard. I could feel her
inside of mommy. Our organs thrust and passed each other and the
eroticism and sensuality and naughtiness and love was washing over us in
waves. Mommy's anal canal tightened and milked me and I had to strain to
be deeper. Precious Veronica was massaging mommy's breasts and doing her
bit to fulfill mommy's dream.
  Then I had the idea to roll onto my back taking everyone with me.
Without saying anything I spread my legs somewhat, wrapped my arms around
Veronica, with mom in the middle of course, and with one great heave we
became a stack of pumping, naked flesh. Of course Veronica shrieked.
  "What are you doing?", Mom giggled.
  "I want to try something." I clamped my hands on Veronica's buns,
firmly. I pulled and pushed her swishy tushy and did her thrusting for
her.
  "Oh my god! Oh my god, Rikki!"
  " I love all of your weight on top of me, not that either of you weighs
very much." I gasped. After a moment, still doing the penetrating pulses
with her bottom, I inserted a finger into Veronica's tight, secret place.
And then she came. She was kissing mom and moaning in increasing pitch.
This was instantly contagious to mom.
  "Oh honey...You pumped clitty cum into my inner sanctum, OOh Gawd. Oh,
my babies, oh I love you so much."
  "Alright, The stag is still in rut." I disengaged Veronica from mom and
rolled her over onto her tummy while I was still inside of her bottom. I
was physically exhausted but still quite aroused. I pinned mom's legs
down with my legs and my hands each cupped a breast with each nipple
between a thumb and forefinger. She had to turn her face to the side to
be able to breathe.
  "Okay, sweetheart, this is what I've wanted to do for so long." I went
as deep as possible and then worked from side to side. "I want to kidnap
you mommy, and take you to a secret cabin in the woods where I'd be naked
all of the time and you'd be scantilly clad and available for me to
touch and feel and where you'd strip for me. And then we'd make love and
fuck and kiss. And Ginger would show up and you'd seduce her for both of
us." Then I came and my shaft was throbbing. I stade in mom and laying on
her for fifteen or twenty minutes. We kissed and caressed a little.
Veronica brough out a blanket and covered all three of us as she snuggled
in.
  I'd had plans, well fantasies of maid training that would go well into
the night. But we'd all climaxed at the climax and were comforted with
the thought that this would be a play option in the future. Veronica is a
descent maid and the way mom dresses her she always looks alluring,
stylish, available and still dignified.