THE
BOARDER |
by
Brian Houlihan |
"Step in, honey."
She was holding a pair of women's cotton
panties, pink, open for me to step into. I was naked
and trembling. I followed her orders. Frieda pulled
the panties up my legs and then fastened them about
my waist, stroking my penis and balls and ass several
times. "There. Now doesn't that feel good,
honey?"
"Yes Mommy."
"Ohh your little pee pee and balls
look so pretty. Oh someone's getting a little hard,
Sweetness. I guess you like your pretty panties."
"Ooh Mommy. That feels so good."
She was slowly stroking my dick and balls.
I was on fire. "Oh look, Darling. You're getting
all big and hard. Or at least as big as you get."
(She giggled) " We'd better take care of that.
Or Baby is going to have trouble sleeping later.
Go into the bathroom and get the hand lotion, Hon."
In a boner sex trance, I minced down the
hallway and into her bathroom. I opened the medicine
cabinent and took out the Jergen's Hand Lotion container
and quickly returned to the bedroom with it. Knowing
that she would be jacking my hard dick soon. I was
putty in her strong, feminine hands. Willing putty.
It all started when I rented a basement
apartment from this middle aged German couple in
the Ravenswood neighborhood of Chicago. Werner and
Frieda, both in their fifties, did not stand out
in a crowd. If you saw them on the street you would
probably think them the most nondescript couple
of all. That's the impression I had too, when I
first rented the small apartment.
I was at a real low point in my life. I
had just split up with my wife, Pat, and she had
the old apartment in the suburbs. Now I was on my
own in the city, working a clerical job at a film
production house downtown. I was approaching forty
years old and I just seemed to be adrift. But thank
God I had a job when I signed the lease for the
apartment. Frieda showed it to me. It was neat,
clean, and cheap. Perfect for me. I filled out the
application and she seemed pleasant, cordial, but
nothing out of the ordinary. As I said, she appeared
kind of nondescript. About five six, dyed brown
hair, blue eyes, big tits, big ass. Dressed conservatively.
She said she would check my credit and
get back to me. Fine. I was staying at a motel downtown.
She phoned me that night, which seemed awfully quick.
I was approved and could move in immediately. She
said she wouldn't begin to charge me until the first
of the month. Since this was the third week in April
that was very generous.
My old buddy Ray had a truck and he helped
me move. I didn't have much stuff so it was no biggie.
I liked living in the city, as opposed to the suburbs,
and went for walks as often as I could. However,
the apartment was in the basement and it didn't
get much light. It was dark a lot and kind of gloomy.
If I was depressed this dark quality just added
to it.
I ran into Frieda one Saturday morning.
She was watering the lawn in the back yard. She
was wearing shorts and she looked nice. "Hi
David."
"Hi Mrs. Schmidt. You look nice in
those shorts."
"Why thank you! Oh David, Werner and
I want you to come for dinner tomorrow night. Seven
pm. Upstairs."
The way she said it, she didn't even consider
me not accepting. I was hesitant. But she was the
landlord and I wanted to be on their good side.
"Um..okay. Thank you. I'll be there, Mrs. Schmidt."
She smiled and continued watering the grass.
Dinner was a bit tense. Frieda seemed to
want to draw me out, but she also seemed very nosy.
"Do you have a girlfriend? I would
think a good looking man like you would have several."
"No, not really. I just split up with
my wife. But thanks for the compliment."
"Well I'm sure it's her loss. You'll
have another one in no time. Probably better looking."
She kept staring and smiling at me. Her
attention made me a bit uneasy.
Werner said almost nothing. Just ate with
his head down. But Frieda definitely wore the pants
in that family. "Werner, more wine!"
He'd pop up out of his chair, go into the
kitchen, and return with a fresh bottle of German
wine, which he poured for everyone. I got the impression
he worked as some kind of contractor.
"Are you going out to the clubs to
meet girls, David?"
"Uh..not that much."
"Well it's best to get back into the
swim of things. You know, like getting thrown from
a horse. You just jump right back on. Don't let
the horse intimidate you."
"I'm sure that's good advice."
They served pot roast and it was delicious.
After dinner, we had some brandy in the living room.
They had a nice big apartment, two bedroom. "Do
you like brandy, David?"
"Oh yes. I love to drink."
"Ha. Ha. What else do you love?"
"That's a secret."
Frieda chuckled and smiled at me. She enjoyed
repartee like that. And I was positive she wanted
to know all of my secrets. But what were hers?
As I was leaving their place to return
to my apartment downstairs, she walked me to the
back door and then kissed me on the cheek. That
seemed odd. For the first dinner with the new boarder.
Oh well. She smelled good and her big tits felt
good too.
The following Saturday morning I was sleeping
in late. The job was boring and it looked like it
might be ending soon. The office gossip was that
they were in trouble. Financial trouble. I picked
up a bottle of vodka on my way home and drank it
in my room.
There was a knock at the door. Weird. I
didn't know anybody in the neighborhood and it wouldn't
be Ray, he would have called me. I got out of bed
and opened the door a sliver. It was Frieda. She
had on new jeans and low heels. "Hi David.
I hope I didn't wake you."
She glanced down at my crotch and I realized
I was semi hard in my jockey shorts. "Uh no,
Frieda. Kind of a big night. What can I do for you?"
"I want you to come shopping with me. Just
some groceries. It'll be fun."
I stood there for a minute. I really didn't
feel like going. But there was something about her.
I looked up again and she glanced at my dick again
and smiled. "Throw some jeans on and meet me
in the garage in ten minutes."
"Okay."
After I shut door, I touched my dick and
I was now rock hard, thinking of her smile and her
looking at my crotch. Did Frieda want me sexually?
That's the vibe I got. But what about her husband?
Hey, she was in charge.
These thoughts ran thru my head while I
threw some clothes on and ran an electric razor
over my face.
Frieda beamed with a big smile when I arrived
in the garage. They had a late model Lincoln Town
Car so business must be pretty good for her and
Werner.
As we drove to the store I realized I enjoyed
being in her company. There was something mysterious
about her. What were her motives? I was bored and
quite lonely. Didn't really have any friends in
the city, with the exception of Ray. So I was flattered
that she was taking an interest in me.
She was kind of amusing in the store. She
would pick something out and put it in her basket,
then explain why she chose that item.
She lit up in the cosmetics section. "Did
you know I dye my hair?"
"No." (I lied.) "You're
not a very good lair, David. But you are sweet."
Here she slapped me on the ass affectionately.
I got hard. As the day wore on she was touching
me more and more. "Ever thought about giving
yourself some highlights in your hair?"
"No."
"You have pretty hair."
Touching my hair and my neck. I loved her
fingers on me. My dick was out and tingling. Could
she see it?
"Have you ever thought about shaving
your legs?"
"No."
"You have very nice legs. Womanly.
A lot of girls would kill for your legs," she
laughs. I didn't know how to take it.
She liked to buy all the tabloids too.
"I love to read all the dirt and scandals.
The more dirt the better."
Here she slapped my ass again, but this
time her hand lingered on it.
When we returned home, I offered to help
her put her things away. "Oh no, I've bothered
you enough. Go chase some girls," then another
swat on the butt.
Returning to my apartment, I had a full
fledged, wet hard on. I had had it for half of the
time with her. I made myself a drink and began fantasizing
about Frieda Schmidt. Did she want to have sex with
me? It sure seemed like it. Did she know I was very,
very turned on by dominant women? How could she
know that?
I took a nap and woke up later with a very
wet crotch. I had had a great wet dream about her
dominating me. Then I jacked off and had a wonderful
cum.
The following week I was let go from the
job. Yeah, they were in trouble all right. And now
so was I. Now I was really depressed. Of course
I was around the apartment now on week days. I would
see Frieda now and then and she was always friendly.
Thank God she didn't ask me about my job. That was
tactful.
On Friday she knocked on my door and asked
if I would like to make some extra money? Sure.
She needed her garage cleaned. It was filthy. She
would pay me fifty bucks. Great! I set to work immediately.
It took me several hours.
When I was finished I was very proud of
my work. I had removed about 18 full bags of trash
from the place. I thought about knocking on her
door and asking for the money. But then thought
against that. Maybe she knew I was out of work.
That was classy. Why not just wait until she brings
it up and pays me?
I must confess here that I was thinking
about her a lot and jacking off a lot. She was the
main character in my fantasies.
The following Monday she knocked on my
door. It was early afternoon. She seemed a bit dressed
up, make up and a nice skirt and pressed blouse.
The blouse showcased her big tits.
"Ah. You're in. Good. You did such
a good job, cleaning the garage, I want you to come
up and have a drink."
By this time I didn't even consider turning
her down. I didn't know where this was going. But
I was enjoying it. It did not go unnoticed that
she didn't bring this up until she was alone and
Werner was at work.
I was dressed casually in jeans. I knocked
on her back door and she led me into the living
room. There were two drinks on the coffee table.
Strong drinks. Manhattans.
She paid me the fifty bucks and handed
me my drink. I was semi hard in my pants. I noted
the drinks seemed to have no effect on her. She
was crossing her legs a lot. Was this a date? With
her husband coming home some time? Intense staring
at me. Had she been having wet dreams too?
"David, do you ever feel like something
is missing in your life?"
"Yeah. Sometimes."
I noticed her playing with her high heels
a lot. Kind of twirling and displaying them.
"You are such a sweet boy. But you
seem sort of lost. Without direction."
I just sat there and took this in, the
whiskey burning a hole in my belly. She smiled and
poured us more Manhattans from a large pitcher she
had made.
"It seems like you just need some
discipline, something to motivate you."
I said nothing. But the word discipline
started to get my prick hard. And that intense stare
of hers, like a cat eyeing a mouse. A trapped mouse.
Did she know I was into dominant women
somehow? How? Now she was rubbing my leg. Cast iron
boner. I couldn't believe she was being so intimate.
I hadn't had sex with anybody in ages.
"Do you mind me touching you, David?"
"No! it's nice."
"Good hon. I like you. And I like
touching you. Do you like me?"
"Yes Mrs. Schmidt."
"Frieda."
"Frieda"
"That's better."
Now her hand was rubbing my mid thigh.
My dick was punching my pants. "David, I want
us to be close. I think it will be good for both
of us."
I was stunned. I didn't know what to say.
She leaned over and kissed me softly on
the lips. Then her tongue entered my mouth. Boldly
roaming around and then sucking my tongue. Her perfume
smelled nice. She was wearing more of it than usual.
Squeezing my leg. She sipped her drink and just
stared at me. Then another long, sexy kiss, rubbing
my leg.
"Stand up, hon."
I stood up. What now? Did she have some
kind of plan? She seemed bold. I was a bit scared.
She just smiled at me as she sipped her drink. "Take
your pants off, honey."
I just stood there. Was she serious? "Well,
do it! Go on! Don't just stand there!"
Her voice was suddenly bossy. Trembling
and very nervous, I undid my belt and attempted
to remove my pants. It was very awkward because
I tried to take the pants off over my shoes, but
it wouldn't work. So I had to sit down and unlace
and remove my shoes. My hands were shaking. I was
under her spell. She just sat there sipping her
drink and smiling, as if she was quite used to this.
Finally I was standing in front of her
in my jockey briefs and a t shirt. My dick was rock
hard. And wet. "Down boy!"
With that she slapped my dick. Hard. I
doubled over in pain. "Bad boys get hard without
permission."
Now I was getting frightened. "Come
here."
I stood in front of her. She pulled me
in between her legs. She was still smiling at me
and rubbing the backs of my legs. "Such a pretty
girl."
The next thing I knew I was over her lap.
This was taking on a dream like quality. Then she
pulled down my jockey briefs. Then she was stroking
my ass cheeks and my upper thighs. The air was electric
with sexual tension. I was almost afraid to breathe.
But I did savor her being in charge, Frieda making
all the decisions for me.
"Just relax hon. Momma's gonna give
you a good spank and you can have a good cry."
Now I was scared. It was all like a strange
dream. But my dick was harder than ever. Crack!
Crack! "Ow!"
"Shhh. Quiet baby. Don't be a bad
girl."
The two spanks were hard. My ass was stinging.
But god I was excited. "Such a pretty girlie
ass and asshole."
Her fingers playing on my ass, then in
my crack, then probing my anus. Had she planned
it this way? CRACK! CRACK! CRACK! CRACK! CRACK!
She was incrediby strong. It hurt. I was crying
already. "Ow! Oww! Frieda no, that hurts!"
"Shh. Quiet baby. Momma loves you.
This is for your own good."
I could hear myself crying and sobbing.
Like a child.
Her fingers on my ass, then on my balls,
thighs, then squuezing my dick.
She knew it was turning me on. CRACK! CRACK!
CRACK! CRACK! CRACK! Next thing I knew I was bawling
my eyes out. Wailing loudly. Then she'd be stroking
me again.
"Shhhh. Moma's here honey. It's all
right."
Then I could feel her finger going into
my asshole. Just a little. Then a little more. Then
she pulled her finger out and grasped my rock hard
dick. "You little whore!"
CRACK! CRACK! CRACK! CRACK! Wailing some
more, hiccuping and shaking with fear. "Almost
finished baby. Almost over Precious."
I could hear myself crying loudly. Then
it was quiet. Then she was touching my dick again.
Slowly jacking it. She must have known exactly how
close I was. Suddenly I went over into this dreamlike
cum, my dick kept pumping and pumping and pumping,
with her help. I shot a big load right away. I seemed
to just keep cumming for a long, long time and then
she kept jacking me after I came. Long after. It
got painful. "Ow! Frieda! Stop!"
"Shhhhh."
My face was soaking wet from crying. It
was like I had reverted to childhood or something.
Thirty nine years old and bawling like a baby. Post
orgasmic euphoria. My dick and balls felt drained
and wonderful. Now she was stroking my ass again
and my thighs. "Good girl. You are such a good
girl."
I seemed to cry and heave for a long, long
time.
Then a long silence while she stroked me.
"Stand up honey."
Finally I stood up. On wobbly legs. In
a dream. My dick was soft. There was a puddle of
cum on her carpet. My jockey shorts were in a heap
on the floor. As I stood there I realized that that
was easily the best orgasm I had ever experienced.
She was smiling at me. Beaming. Her face was wet
and disheveled.
"Such a pretty girl."
Then she was up and embracing me, kissing
me, her tongue in my mouth, sucking my tongue, in
control, stroking my ass, whimpering with pleasure.
"That was wonderful. I knew that's
what my baby needed. And now I've got a present
for a good girl who took her first spanking for
Momma."
Frieda picked up her skirt and removed
her panties. They were full cut cotton, purple colored.
They looked very, very wet. She smiled at me and
then held then open for me. "Don't just stand
there, Stupid. Step in."
I stepped into the soiled, wet panties
of this in charge woman and she pulled them up my
legs and smoothed them around my very spent dick
and balls. "I want you in panties whenever
I see you David. Did you hear me?"
"Yes Frieda."
"Mommy. You call me Mommy now."
"Yes Mommy."
She kissed me on the lips and patted my
hair, like I was a pet that had performed well.
"Okay Precious. Get dressed and get
out of here."
In a total sex daze, I got into my clothes.
As I was about to leave, I picked up my jockey shorts.
She grabbed them out of my hand. "Give me those.
Girls wear panties. Not this shit. Understand?"
"Yes Mommy."
She swatted me on the ass. "Now scoot."
That was the begining.
Well of course I began jerking off about
three times a day just remembering, reliving that
incident. What was next? She was calling the shots
and I was loving it.
Two nights later I came home from a job
interview and there was a note pushed under my door.
In Frieda's printing. Dinner upstairs at 7. That's
all it said. Not asking me. Telling me. I got hard
thinking about it. How friendly would she be in
front of her husband? I was sure to wear her soiled
panties under my pants. You never know what she
might have planned. I had been sniffing them and
jacking off to them several times a day.
I knocked on the back door at seven and
she took her time answering the door. When she opened
it she just smiled as if I was a member of the family
who was always expected. I sat down at the table
across from Werner. He poured me some wine and then
Frieda joined us with a big bowl of salad.
Things were normal for a few moments while
we started to eat. Then Frieda acted like she had
forgotten something. "Oh, David. Come over
here."
I got nervous, but pushed my chair out
and walked over to her. Werner was chewing his food
and looking at us. Frieda unbuckled my belt and
pulled my pants down. I couldn't believe it. She
lit up when she saw that I was wearing her panties.
"Good girl! Look Werner! Good girls obey their
Mommy."
This was too weird for me. I stood there,
sort of paralyzed. Frieda was rubbing my dick thru
the panties and acting like I was her prize poodle.
Her touching was having the desired effect.
I got hard. "Look. He's small. But cute."
She had actually pulled down the panties
and was displaying my dick and balls to her husband.
He looked fascinated. "Turn around dear."
I turned around and now she was showing
Werner my ass. He got up out of his chair and was
softly touching it. "Ach! Ooooo."
"See. I told you. She's precious."
Then she pulled the panties back up. "David,
take off your shoes and pants. You can eat in your
panties."
The weird thing was, my prick was rock
hard. I was embarrassed but so turned on.
I sat back down on my chair and quietly
removed my shoes and pants. They continued eating,
as if this were the most normal thing at dinner.
When we had finished our meal, I thanked Frieda
and told her it was delicious, which it was. "Thank
you sweetie. We'll have our brandy in the living
room, then I'm going to run your bath."
My bath? What now?
I was sitting on the couch in the living
room. Werner was sipping his drink and looking at
me hungrily. Frieda sat next to me and was touching
me a lot. I could hear the bath water running. "Frieda,
why are you giving me a bath?"
She frowned and pinched my thigh. Hard.
"Ow!"
"Mommy. Not Frieda. Mommy."
"Yes Mommy."
"I am running the bath because I have
to shave my girl's legs. That's why."
Oh. Where was this headed? She would get
up now and then to check the temperature and level
of the bath water. My dick was hard in my ps.
"Okay hon. Let's go. In the tub."
Talk about reverting to childhood! Frieda
sat on the edge of the tub and removed my panties,
then helped me into the water. Thankfully it wasn't
too hot. I sat down and she proceeded to wash my
hair. "We're going to have to touch this up
soon."
"Yes Mommy."
Then she thoroughly washed every part of
me with a washcloth. She seemed to concentrate on
my dick and balls and asshole. Then she shaved my
legs of hair. Then she even shaved my dick and balls
of hair.
All the time acting as if this was the
most normal behavior for the landlord of a 39 year
old man. "Okay, Precious. Let's go."
I stepped out of the tub, devoid of any
body hair save for that on my head and eyebrows.
She enveloped me in a large fluffy bath towel and
dried me off. Then I noticed she opened the medicine
cabinet and took out a container of Jergen's Hand
Lotion. She took my hand as if I were a little girl
and walked me into a bedroom. I noticed a pair of
panties on the bed, and a woman's skirt.
"Sit down David."
I sat down on her bed. My dick was semi
hard again. She sat down next to me. "Such
a pretty girl. Looks so much nicer without that
nasty old leg hair."
Here she ruffled my just washed hair and
kissed me on the mouth. A deep soul kiss. Her hand
on my dick, fondling me. I was loving it.
After a long time, her whimpering, she
broke the kiss. Now my dick was brick hard due to
her ministrations. Then she took the Jergen's hand
lotion and poured a generous amount on top of my
hard. Then, smiling happily, she began to slowly
jack me off. But it wasn't going to take long since
I was so keyed up and excited by this bizarre family.
"Yeah. Davia's got a big old hard. She's all
excited for her Mommy. Huh? Isn't she? Davia likes
Mommy touching her dickie bird. Huh? She's gonna
shoot a nice big load for Mommy. Cause Davia is
a good girl. Isn't she?"
"Oohhhhhh f uuuuuuuk."
A geyser of jizz shot out of my overheated
prick. A big smile came over her face but she just
kept jacking that dick. "See! See! Yeah. Davia's
a good girl. She knows how to shoot a big load for
her Mommy! Huh? Huh, Baby."
I was in a trance. Heaven. After I shot
for a long time, big ropey strands of sperm all
over my stomach and her arm and hand, Frieda leaned
over and kissed me again. Then she efficiently took
out some tissues and cleaned us off.
After she had me all cleaned of jizz, she
had me don the panties (cotton, full cut, white,
soiled by her, as I later determined from sniffing
them when I got home) and then the skirt, about
mid thigh. She had to pin the skirt at the waist
and hem but otherwise it didn't look too bad. I
looked at myself in the full length mirror and I
liked what I saw. "Thank you Mommy."
"You're welcome Precious."
She put my pants in a bag for me and I
put my shoes back on. Then she walked me to the
door. A chaste kiss on my cheek. Was this weird
or what? At home in my room I sniffed her cunty
white panties. This was weird but so fucking sexy.
Now I couldn't get her out of my head.
After that things began to change. Seeing
her around the building. Always a smile for me.
Touching my hair, my neck. I'd get excited immediately.
Sometimes she would glance at my crotch while chatting
with me and rubbing my neck. I was definitely in
her thrall.
Naturally I spent a lot of time jerking
off in my room thinking about her and wondering
what were her plans for me. I was working a temp
job for the next few weeks.
Then I come home one day, unlock the door
to my room. Shock waves. Frieda is sitting in my
chair reading my porn books. B and D. Drag queens.
Spanking books. Had she been here before? She certainly
didn't look nervous. You could cut the sexual tension
in the air with a knife. She just smiled at me.
There was a very pregnant pause. "Hello Davia."
"Hi Frieda."
"What's my name?"
"M..Mommy."
"That's right. I was just looking
over your little library here. Very interesting."
She stood up and came over to me. Intense
stare. I was shaking with fear. She began running
her fingers thru my hair. "I want you to come
upstairs in about ten minutes. Have a drink with
me. Then I'm going to punish you And wear your skirt
when you come up."
She kissed me on the cheek and exited.
I was truly terrified. The thought of complaining
about her snooping around my room and invading my
privacy entered my mind but only for about a millisecond.
She was in charge. I was like a moth to the flame.
I sat down on my bed to try and regain my composure.
What to do? What could I do? I was completely in
her power. I would do whatever she asked.
I glanced at the mags she had been looking
at. Severe spanking with big red welts on the butts
on the men being spanked. By dominant women. Whippings.
Stuff I could never take but had fantasized about.
Men in drag. Feminized. Humiliated. By women. Very
bossy women. Stories of slaves and mistresses. Slaves.
Was that me?
I donned the skirt she had given me and
looked at myself in the mirror. I looked femmy but
certainly not enough to pass for a woman. I looked
like a femmy man wearing a skirt. And a man's short
sleeve shirt.
Trembling I made my way upstairs to her
back door and knocked. Hoping none of the neighbors
would notice me wearing a skirt standing on the
back steps of my landlady's apartment. Frieda took
her time answering the door.
She greeted me in a few moments. She was
wearing the same outfit, medium length skirt, dark
blouse, low heels. No wait, the shoes were different.
She had on high heels now. To punish me with? She
was smiling. "Come in dear. Join me on the
sofa."
She went and fixed me a drink. I couldn't
stop shaking. "Here we are."
She hands me a drink. Manhattans. Her drink.
"To us."
"To us..Mommy."
"Good girl." Frieda smiles and
touches my face. I swooned inside. I loved making
her happy. My mystery mistress.
Her enigmatic smile. "Why, Davia.
You're shaking. You must be exited. Or scared. Ha
. Ha."
I remained silent, sipping my drink. She
seemed to be glowing with happiness. Rubbing my
leg, maternally. "It's okay, dear. I think
we're both making progress."
She fixed me another drink. I began to
relax a bit, as much as possible under the circumstances.
"Are you looking forward to your spanking?"
"N..not really, Mommy."
"Well I am!! Ha. Ha."
Rubbing my leg. "I'm loving this.
Can't wait to touch your pretty ass again."
Pretty? I was always being called pretty
by Frieda.
I was almost finished with the second drink.
"Well I've think we've waited long
enough. Finish that, honey, then take off your shoes
and skirt."
My heart was pounding wildly. She just
sat staring at me, benignly. I stood in front of
her. Smiling warmly, she slowly removed my (her)
panties. I wore nothing but her panties now. She
pulled them all the way down. "Step out dear."
I did. Naked in front of her. She smiled
at me. My dick seemed so tiny. "Go into the
bedroom and wait for me. Stand in the corner you
naughty girl."
I followed her instructions. It was about
a ten minute wait. Now I was semi hard. The silences
were scary. What was coming? What was she thinking?
Remembering how I broke down in front of her last
time. The humilation. My stinging ass. How hard
would she be this time?
Now I hear her entering the room. Sitting
down, bedsprings. Silence. I think she really enjoys
the game of it. I know I do. Shaking with fear and
anticipation. She's probably staring at my ass now.
Ice tinkling. Her drink. "Alright Davia, come
over here."
I turned around and walked over to her.
I immediately noticed a thick wooden paddle next
to her on the bed. It frightened me. She quickly
took my wrist and pulled me over her lap. I actually
realized I liked being there, over Mommy's lap,
with her in charge. She moved her legs a bit and
my dick and balls were inbetween her legs. Stroking
my ass. "Such a pretty ass on a such a pretty
girl."
CRACK! CRACK! CRACK! CRACK! They were very
strong, hard spanks and they really hurt. "Ow!
Mommmy!"
CRACK! CRACK! CRACK! CRACK! CRACK! "Ow!
OWEEE! Frieda stop!! STop!! It hurts.!!"
I tried to protect my ass with my hand,
but she just twisted my arm and contined.
Then silence. Can hear myself crying. Is
that me? Like a little girl? Softly rubbing my ass.
"What's my name, Davia?"
"Mommy."
"Don't you ever, EVER tell me to stop!"
"Yes Mommy."
CRACK! CRACK! CRACK! CRACK! CRACK! My ass
was on fire. It really hurt! I was blubbering and
screaming with all my might. Tears were streaming
down my face.
Silence. She had stopped. I was heaving
and sobbing and bawling. I could feel her hand on
my numb ass. I was terrified. A crying ball of jelly.
Time passing. Still sobbing loudly. "Davia,
I want you to get up and to stand in the corner.
Put your hands on top of your head. And don't you
dare touch your ass!"
I slowly got off of her lap and followed
her instuctions. I was sure my dick had shrivelled
into a little scared dot of nothing.
So weird. A dream like quality. My fantasy
coming true. I was still crying loudly. Couldn't
stop. God my ass stung. Numb. But the pain was going
down a bit. My ass sort of tingled. Then after a
few minutes, I could feel my dick relaxing a bit.
Can still hear myself crying and sobbing. Like it's
coming from another room. But it's me.
Suddenly she was behind me. Stroking my
back, my neck. "We are making progress, Davia.
But you've been a very bad girl and you've got to
be taught. You're getting a harsher punishment today
because..because I think you're ready for it. But
you are a very bad girl."
Why was she calling me a girl? "From
now on I want you to show me any new magazines you
buy. Understand, Davia?"
"Ye..yes Mommy."
"Good girl. You may read them for
one day, by yourself, then you must show them to
me."
"Yes Mommy."
Silence. She seemed to have left the room.
Moments pass. I'm still blubbering uncontrollably.
Trying to calm down. Can hear her making herself
another drink in the kitchen. My ass pain is diminishing.
Don't seem to be sobbing aloud any more. God she
really lit into me. How am I going to be able to
take the paddle? But somehow feel lthat I will.
She was back in the room. Hear the ice
tinkling in her glass. Time passing. My arms on
top of my head. Getting a bit tired. She's staring
at me naked in the corner, my red beat up ass. What
is she thinking? "All right Davia. Time for
round two, honey."
In a trance I returned to her lap. Glanced
up at her face briefly. She was actually smiling
broadly. She looked quite happy. Well at least she
was enjoying this.
Scared. Her hand rubbing my ass. Is that
the paddle? "Your ass has nice color Davia.
But we're going to change it a bit. It's going to
be kind of a deep purple after this. Heh. Heh."
WHAP! WHAP! WHAP! WHAP! WHAP! Again I was
screaming and bawling like a little baby. Twisting
my arm. God she was strong. Those blows really,
really stung. Now rubbing my ass. I'm crying and
screaming full force now. She's twisting one arm
behind my back. Then rubbing my legs. Long pause.
Was it over? WHAP! WHAP! WHAP! WHAP! WHAP!
It seemed to go on for a long time. Bawling
and screaming my lungs out.
But that had no effect on the punishment.
If anything, that seemed to encourage her.
Then I realized she had stopped hitting
me. Her hand was on my ass. The paddle rubbing my
torn up ass. Still screaming and sobbing and heaving
and hiccupping. Is that me screaming? Like a little
girl? I had no control over myself. Took me a long,
long time to calm down. My breathing was very loud
and labored. Still her hand now on my ass. Paddle
gone. I lay there crying for the longest time. "Good
girl. You did good, honey. Now stand up and go back
in the corner."
Shakily I got to my wobbly feet and made
my way back to the corner. My ass was way beyond
numb. A flashbulb. Sounds like a Polaroid camera.
Developing. Silence. She left the room. Time passing.
Trying to catch my breath. A sobbing little baby
girl. I'm still crying. Tears streaming down my
face. Her making a drink. Bedsprings. She's sitting
on the bed. Staring at me. Suddenly standing next
to me. Softly rubbing my back, my thighs. Now very
maternal. "Did that hurt, honey?"
"Ye..yes Mommy."
"Good. It was supposed to. Are you
going to be a good girl now?"
"Yes Mommy."
"Good. Come over to the bed. I have
a present for a pretty girl who took her spanking
well."
I walked over to the bed. I stood in front
of her. She was smiling more than ever. "I
am so proud of you Davia."
"Thank you Mommy." Then I kissed
her hand. "And thank you for spanking me Mommy."
"You're welcome sweetheart."
(She patted the spot on the bed next to her.) "Sit."
I sat down next to her, still sobbing a
bit. She was softly rubbing my leg and smiling at
me. Then I noted her unbuttoning her blouse. Then
taking it off. She had on one of those big old fashioned
fifties type of bras, with lots of stitching. Her
tits looked huge. I sat there in awe of them. Then
she unsnapped the bra and suddenly they were exposed
to me. They looked magnificent. "Good girls
who take a good spank get presents from Mommy."
She put her hand at the back of my head
and just pulled me into her chest. I began suckling
one of the huge breasts in my mouth. I could hear
kind of a keening low wail coming from her as I
sucked her big tit. I felt like I had come home
somehow. Her other hand ran through my hair while
I contentedly suckled at her chest. This went on
for a long time. Now and then she would gently move
my sucking mouth from one tit to the other.
"Okay. Break time, Baby Girl. Did
you like your feed from Mommy?"
"Oooh yes Mommy."
Her hand on my rock hard dick. "Well
I guess you did. Your dickie bird is all hard again,
Sweetness. Yeah, baby likes her feed, huh? All big
and hard for Mommy. Go and get the hand lotion,
cupcake."
In another dream like trance, shaking,
I went and retreived the hand lotion from the medicine
cabinet. Then handed it to her. "Just stand
there, Baby."
I was standing inbetween her legs. Her
exposed chest looked huge. Then she took hold of
my dick. "Oh, look. Baby's got a present for
Mommy."
I looked down. There was a small drop of
sperm at the top of my piss slit. Frieda bent over
and licked it off. Then looked up at me, lasciviously.
"Having fun, Davia?"
"God yes Mommy. So much."
"Good girl. I'm having fun too."
Here I watched as she squirted a large
dollop of cream on top of my dick, then began massaging
it in. Wonderful feeling. But I was so excited already
I knew it wouldn't last long. Then I felt her finger
in my asshole. Halfway in. All the way in. "Ohh."
"Yeah, Davia likes Mommy in her pussyhole.
Huh? Huh, Babe?"
"Y..yssss Mom..mommmmy. Ahhhhhhh!"
Cumming. Hot jizz flying out of my dick.
"Thas right. Shoot it out, honey. Shoot your
cream, for Mommy. That's a good girl. Yeah. Davia's
got a big load for her Mommy. Huh? Huh, Babe?"
I collapsed in her loving arms.
When I woke up I was in her bed and apparently
we had taken a nap. Frieda was beaming at me. Playing
with my hair. "You awake now, Sleepyhead?"
"Yes Mommy."
"Good. You shot a big load for Mommy.
Guess you got all tuckered out after your spank."
"Yes..Mommy."
Her chest was still exposed and I was drinking
it in. She got up off the bed and was walking out
of the room. "Come into the living room, hon."
Naked, I followed her into the living room.
My ass was still sore but I was still tingling from
that incredible orgasm. When I reached the living
room Frieda was removing her skirt. She had white
cotton panties on and her pussy looked very hairy
under it. Then she removed the panties and sat down.
I just stood there gaping at her bushy black haired
cunt. "You like looking at Mommy's pussy, hon?"
"Oh yes."
"Good. Kneel down Davia."
I followed her instructions and kneeled
down in front of her. She scooted up on the edge
of the couch. Suddenly she hauled back and slapped
me in the face. Hard. It stung! She was smiling.
Then she slapped me twice more. "Why am I slapping
you, Davia?"
"I..I don't know Mommy."
"Because I feel like it. It gets my
pussy wet. Smell."
She shoved my face into her steaming, wet
cunt. Her pussy smelled really rank and excited.
Another slap. Then pulling my hair. "Eat me,
you little whore!"
I proceeded to eat her cunt for about an
hour and a half. Frieda slapping me whenever the
mood struck her. Which was quite often. "Yeeeeahhhhh.
Suck my cunt, you bitch. Suck it! Suck it! Suck
your Momma!!!"
She was very passionate and had several
long cums, squeezing my head, pulling my hair and
slapping my face hard. I loved it.
Before letting me dress and return to my
apartment, Frieda told me that we had an appointment
to buy some "girl" clothes the next day
at 4 PM. She wanted me in my skirt on her back steps
at 3.30 so we could have a drink before driving
over to the store. She said her friend owned the
store and we were going to have a lot of fun.
Of course I wasn't sure about the fun part
for me. This would be my first trip out in a skirt.
I was obviously a man wearing a skirt. But the sex
with Frieda was so great this was a small price
to pay. Or so I told myself. I just prayed that
it wouldn't be too embarrassing.
The next day I was on her back steps at
3.30, in my skirt. I kept telling myself it was
worth it. The sex was wonderful. I kept repeating
it as sort of a mantra to get over my nervousness
at what was going to happpen. Out of the corner
of my eye I saw something. I glanced over. It was
the next store neighbor, guy named Ed. He was looking
at me curiously. I had seen him outside several
times and we always said hi to each other. Now I
just tuned him out. Praying for Frieda to hurry
up and open the door. Finally it opened. I darted
inside and turned around and saw Frieda wave at
Ed. Wonder what he was thinking.
Frieda was more dressed up than usual.
More make up, nice sexy teardrop dangling earrings.
Very high heels, seamed nylons. I was impressed.
My drink was waiting for me on the table. She was
scurrying around the apartment. Putting stuff in
her purse. I gulped down my Manhattan. "Let's
go honey."
I stood up. She kissed me on the cheek.
"I am so proud of you Davia. Just one thing.
Olga is an old friend of mine. Don't embarrass me."
"Yes Mommy."
We exited the back door and walked through
the yard to the garage. Sure enough, Ed was still
standing in his yard staring at us. I kept my head
down.
In the car, on the drive over, Frieda explained
that Olga was a very old friend and that this was
an upscale lingerie shop. It was in the Old Orchard
Shopping Center, in Skokie. It was quite lux as
suburban malls go. We had to park pretty far from
the store and I got several stares from people in
the parking lot. But Frieda was holding my hand
and I kept repeating my mantra, the sex is great,
it's worth it for the sex.
The store was very fancy, lots of gold
carpeting, chandeliers, mirrors everywhere, baby
dolls and bras everywhere. I had a semi hard as
soon as I walked in. Anticipating something. But
fearful too.
Olga was a dish. To say the least. She
was an attractive blond with big tits in a pointy
bra. Breathtaking. Intimidating. She looked like
a bit older version of that actress Charleze Theron,
the one in the recent King Kong remake. The type
I would never have the guts to approach. She wore
a matching beige outfit of long skirt and sweater
with a plunging neckline that showed off her formidible
cleavage.
She ran over and hugged Olga, then seem
to take me in. They were speaking in German. It
was weird. I could tell that Frieda was very proud
of her little pet. Me.
As I glanced around the store it looked
like there was only one other customer in it, with
what looked to be another salesgirl, a young red
head. Next thing I knew Olga and Frieda had taken
me into a back room. "Get undressed, Davia."
I stripped down to my panties under their
watchful eyes. Olga seemed fascinated by me. Like
I was some sort of new hybrid person she had read
about. Then I was standing before them in just my
panties. I was very nervous.
Frieda reached over and pulled down my
panties. I was mortified. She was handling my dick
and balls, sort of displaying them to Olga, who
was all eyes. Then they were both checking out my
ass. I could feel both women touching me. Still
chatting away in German. At one point I heard the
name 'Werner' out of Frieda's mouth and they both
giggled. Then Olga disappeared. Frieda was beaming.
Rubbing my back. "Such a pretty girl. You're
going to be so beautiful."
Olga returned with several pairs of panties
and some bras. I tried them all on and they kept
commenting in German. After a while they had me
just standing there naked. Olga took hold of my
prick and was softy stroking it. Like I was a pet
she wanted to have.
"Davia has a pretty little prickie."
"Thank you."
Then the redhead walked in. "Jane.
Look."
Olga was still handling my dick. I was
hard now. Jane walked over and was fascinated. They
didn't bother to introduce me. I was just a commodity.
"He's hard. That's it. Go ahead. Touch it."
Jane eagerly took hold of my stiff dick.
With her other hand she fondled my balls.
"Feel good, honey?"
"Yes. Thank you.."
Then her hand was in my ass. Poking my
asshole. God they were pushy. "She's tight."
"Yes, Davia has a tight pussy. That's
what I told Werner."
That cracked up Olga and Frieda.
The day seemed to breeze by in a hurricane
of trying on and modeling clothes in the back of
the store. Panties. Bras. Breast forms. Garters.
Seamed hose. Even some low heeled shoes. I don't
know where they dug those up, but they were just
slightly big. It was fun. But weird. When I was
trying on the bras they insisted I keep my panties
off. Both Olga and Jane liked touching my dick and
getting it hard. Olga liked holding it as she talked
about the bras to Frieda and Jane. My dick began
to leak some jizz. Olga noted this and wiped it
on my balls and ass. I kept repeating my mantra
to myself. Olga was so gorgeous I'm sure she wouldn't
even give me a second glance in the street. Now
she was holding my leaking dick.
Toward the end of the day, at about 5 PM,
Olga served cocktails. We were all drinking vodka
and tonics and the women became much giddier and
bolder touching me. Jane started to finger my asshole
a lot. They loved watching me model my outfits,
with a hard on. Kept calling me "Slut Girl"
.
Then trouble. I was sitting in a chair,
with a bra and breast forms on, no panties, when
Olga came out of somewhere wearing a strap on dildo.
It looked scary to me but Frieda and Jane thought
it was a riot. At one point Olga came over to me
and attempted to get me to suck it. "Suck it,
Davia. Eat some dick!"
She was poking it at my mouth. I didn't
like it. Suddenly Frieda cracked me in the face
with an extremely hard slap. It literally knocked
me off the chair. Her face was livid. I was on the
floor. "How dare you! How dare you embarrass
me in front of my friends!"
Two more very hard slaps. I was crying.
Olga and Jane was mesmerized. "Now suck that
dick or you're not going to leave here alive, you
cunt!"
Olga walked up and shoved the dildo in
my mouth and I sucked it as best I could. Her eyes
bore right through me.
I glanced over at Frieda. She was still
mad. My face burned from the slaps. I was crying
and sucking. "Yeah. She's sucks dick good.
Werner will love her," Olga said. She was running
her beautiful hand thru my wet hair. Holding my
ears. Pumping the plastic dick lewdly in and out
of my mouth. "Suck it Slut Girl. Eat my dick!"
Olga soon tired of this and removed the
dildo.
Then I got a shocker. Frieda was sitting
in a straight backed chair. With her wooden paddle
in her hand. Grabbing me roughly by the hair, she
pulled me over her lap. She then proceeded to paddle
the shit out of my poor beat up ass. It went on
for a very long time. Screaming and wailing. Then
I had corner time. As I walked on weak wobbly legs
to a corner I noted Jane and Olga openly masturbating.
They were loving this. I stood there naked and sobbing
for about fifteen minutes.
I could hear them whispering and giggling
about me. "Alright Slut Girl, round two."
Back over Frieda's lap. More whaling and
screaming. I could hear myself bawling but it sounded
like a different person. Hiccuping and screaming.
Bawling like a baby. Then silence. Just me crying.
Still on her lap. Deathly silence. "Okay Babygirl.
It's all over. Just relax. We're gonna go home soon.
Calm down Davia. You had a good spank and a good
cry."
It took the longest time to calm down.
I was sure the other two women were still watching
me being punished. "Sssh. It's okay Baby. All
over babygirl. Catch your breath. Momma's got a
present for a good girl."
Finally after about another fifteen minutes
of just attempting to regain my composure over Frieda's
lap, she had me stand up. Then she had me sit on
her lap. What now? I looked around the room with
hooded eyes and sure enough Olga and Jane were sitting
nearby in chairs masturbating to everything. They
looked enthralled by our little psychodrama. I'm
sure Frieda felt like a great German film director.
"Okay. It's all over precious. Now
we've got a reward for our babygirl."
She was starting to pull on my dick. I
was hard in no time. Then she had the Jergan's lotion
in her hand. (Had she planned this all out, with
the wooden paddle and the lotion?) Squirting it
all over my dick and balls.
"Now let's show Frieda's friends what
a good girl you are and what a big load you can
shoot for Mommy? Have you got a big load for Mommy?
Huh? Is Babygirl gonna shoot some cream and make
Mommy proud of her?"
"Awwwhhhhhh!!"
Cumming and cumming and cumming. All over
my stomach, dick, and Frieda's pumping hand. It
went on for a long, long time. I must have built
up all this tension and now it was finally being
released. "That's my babygirl! Atta girl! Shoot
that cream for Mommy!!"
I glanced over at the other women. Both
looked like they were cumming.
When I woke up the next morning I couldn't
believe I had actually done that. What a strange
day. My dick was rock hard. I didn't have a job
but I sure had a hard dick. I just couldn't believe
I let myself be punished in front of those women
like that. But I did. And I was sure that I would
jack off to the memory several times. A knock at
the door.
I hopped out of bed. Opened the door. Frieda
in a housecoat. She smiled and glanced at my hard
dick in my pants. She touched it. "Good morning
Davia. We're having dinner tonight at 7. Don't be
late. Look sexy. I've got some good news."
Then she swatted my hard on and left.
That night I wore the lacy black bra with
the breast forms, my skirt, garters, seamed hose
and the low heels. I looked quite sexy. Still not
good enough to pass, but if you were horny...
Frieda let me wait on the back steps for
a good period. But I really didn't care who saw
me. I looked sexy, felt sexy, and knew I would be
having sex soon, what form that would take with
Frieda I never knew.
She greeted me at the door with a kiss
on my lips. Werner was just sitting down at the
table. "Oh Werner, doesn't Davia look lovely?"
"Yes. Very!"
"Thank you Werner."
"Your welcome."
"I've put your plate right next to
mine, Davia. I want you right next to me tonight."
"So what is the good news, Mommy?"
"Hush. I'll tell you in a little while."
She had fixed bratwurst and German potato
salad. It was good, as usual.
"Look Werner. That's what happens
to bad girls."
She passed him a Polaroid picture. I knew
right away it was the one she took of my beat up
ass during a beating. He seemed fascinated by it,
glancing from the picture to me. Meanwhile Frieda
was playing with my dick under my skirt. The dinner
continued in this fashion. I got hard immediately.
My dick trained to her touch.
I could see Werner touching his dick as
he looked at us and then at the picture of my beat
up ass. "Ohh Davia's all excited tonight. I
guess she liked getting her new clothes."
"I love them Mommy. Thank you so much."
"Your welcome darling. Davia, Werner
has a present for you. Werner show Davia your present."
He stands up and walks over to me. Undoes
his belt, pants fall down. Boxer shorts. I can see
he's hard. It looks huge. He pulls down his shorts.
A very big dick. Terrifying. " Well?"
Frieda sounded like she was getting irritated.
I just sat there, in a trance. Werner was slowly
jacking his big penis in my face. I could smell
his manly, musty odor. Then he placed the tip of
it on my lips.
"Kiss it Davia. Don't act stupid."
I kissed it. "Uhhhh."
Werner was very into it.
"Lick that big prick, you dirty whore!"
I followed her instructions. I loved her
telling me what to do. "Don't embarrass me
you cunt."
She was pulling my hair, hard, as I licked
her husband's massive prick. Werner was grunting
and staring at me. "Suck that beautiful dick
and give him a big cum. Or else I'll whip the shit
out of you right here and now. Do you understand
me, young lady?"
His dick was in my mouth. Filling it. It
was huge. I felt like I was sucking on a building.
Frieda was twisting my balls. It hurt!
"Answer me young lady!"
I nodded my head and moaned yes, and kept
sucking his dick. "Allllwwww fuuuuuukkkkKKKKKKKKKAAAAAAA
ohhhh " "That's right, cunt. Swallow that
cream. That's good for you. Cocksucking whore!"
Then, to Werner, "I told you she was
a natural, didn't I? Look at that whore. She was
born to it. This is christmas for her."
Every word out of Frieda's mouth just got
me hotter. Werner had his hand on the back of my
head. Suddenly he shot his load and my small mouth
was full of jizz, his copious man cream. It was
dribbling out of my whorey mouth.
"Oh fuffuuuk that was sooo goood.
God what a cocksucker!!!"
Werner staggered back to his chair. "Clean
him up, Davia. Finish him up. You want him to come
back, don't you?"
I knelt in front of Werner and licked him
all over. He was petting my head like a puppy.
"Now what do you say, Davia?"
"Thank you Werner. Thank you for letting
me suck your dick."
"Good girl. I'm proud of you. Now
take care of Mommy."
I knelt down in front of her and ate her
for the next half hour. Her cunt smelled so funky
and powerful. It was intoxicating. At one point
I could hear Werner jacking his dick. Ready to shoot
again. Frieda came about ten times. I had the heel
prints in my thighs to prove it. She loved to grind
her heels into my legs as she orgasmed. After she
was satisfied she slapped me in the face, hard.
It hurt.
I glanced up at her. Frieda sat in her
chair with a glazed look in her eyes. Sated. I just
stayed kneeling in front of her. After she had regained
her breath, "Okay Davia, show Werner what a
big girl you are."
I stood up and began jacking off in front
of Werner but it only took a few minutes and I was
shooting cum all over the place, in fact a lot of
it got on Werner. He didn't seem to mind.
The evening continued like that. We took
a long break and had fresh drinks. Frieda had me
take my skirt and blouse off. Now I was in black
see thru panties, black bra with cool breast forms,
garter belt, seamed nylons and low heels. I felt
incredibly sexy. I realized I loved making these
two cum and then cleaning them up. It brought out
the woman in me.
Later on, Frieda told me her good news.
She would be renting me out as a maid/cleaning woman
to Olga and her friends. Apparently I had made a
very good impression at the lingerie store. The
only scary part was that they were also allowed
to spank and beat me after I had cleaned up their
homes.
Well at least I had a job.
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