WanderingPart 2 Glynnis
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Little Georgy And Big Glynnis free porn video
Little Georgy and Big Glynnis
George meets Glynnis as she catches him looking at humiliation porn.
George soon gets his wish as Glynnis teases him about his small cock and
uses him for her own gratification.
I thought of myself as a bit of a man about town. Mid-30s, single, no
serious commitments. Yes, I was a bit short and too thin, but generally
speaking I didn't do too badly for myself in terms of dates. Definitely
spent too much time on porn however. I didn't really understand why but I
was turned on by those sissy humiliation videos, where near-naked women
berated the viewer for having a small penis and being secretly gay. Wow,
it was like they were talking directly to me.
I was a bit small in the equipment department but so what, right? I was
also quite submissive in the bedroom. I liked women who took charge. But
a lot of men did, didn't they? Nothing unusual there.
I was in the supermarket of all places. Just did a big shop and had a
trolly full of food and stuff and decided to have a coffee before I went
home. The store had a caf? built in and I bought a large black coffee and
was sipping it, looking at my phone at a small table when a rather large,
very well dressed woman asked if she could sit at the table with me as it
was so busy there. Naturally I said yes and she sat down across from me
with her own trolly and went to get a drink.
I thought nothing more of it and was engrossed with my phone when I
sensed someone behind me. It was the woman with her coffee and she was
smiling at my phone. I didn't even think that it was a bad idea to be
browsing photos in Flickr in a public place, women holding their fingers
an inch apart and captions saying it's not gay to suck cock...etc. I
turned bright red and quickly turned off my phone and picked up my
coffee.
"You have interesting tastes in photographs, young man. Is your penis
very small? Does that bother you? It's never bothered me, I'm not a size
queen, but some women like their men with big cocks."
My jaw dropped as she took a sip of her tea. What?? Let me describe her -
she must be about 55 or maybe older, quite large with an impressive bust
(which was on display beneath what looked like a soft sweater, dark pink
and highlighted with a necklace of river pearls with matching earrings),
a long skirt of some sort of dark, shiny material, complete with thigh-
high leather boots.
"I, I...it's none of your business, frankly, Ma'am!" I sputtered out. I
started to stand up and she put her hand over mine.
"Sit down young man. Don't be so rude. I'm Glynnis, let's talk. You're
gorgeous. Have you ever been with an older woman? You might like it. I
like to be in charge. Does it turn you on to be teased about your cock?
I'm happy to do that. Wouldn't you like to have your tongue up my ass as
I tell you that you're too small to satisfy me? Maybe put a dildo
attached to your head and fuck your face as I slap your tiny dick?"
I sat down. Suddenly I was hard as a rock and didn't want to walk through
the caf? and supermarket with a tent in my pants, even if it was small.
This Glynnis wasn't even good looking, she had a rather long face, her
ears seemed large, she even seemed to have an Adam's apple. But her chest
was amazing. Did I want her to humiliate me like those photos? They were
all young, good looking women, but I knew they were all just playing a
role. Was Glynnis for real?
"Are you a prostitute?" I felt I had to ask. She laughed and sipped her
tea.
"Young man, whatever your name is, do I look like one? Obviously not. I'm
just an older woman who doesn't get too many opportunities to satisfy my
immense sexual appetite. I'm used to my own company for the most part and
don't often get the chance to meet a handsome young man. The photos on
your phone interested me as I'm very kinky so perhaps we could explore
our mutual interests. What do you say?"
"Sorry Glynnis, I'm just a bit shocked still. I, uh, sure, should we make
a date to get together? Uh, sorry, I'm George."
"Nice to make your acquaintance, George. It's Saturday morning, let's
see, about 10:30 now, why not go home to put away your food and we can
meet at my house at 2:00 PM, gives us time to clean up and have some
lunch first? I suggest a light lunch, my dear." Glynnis gave me a
salacious smile which made me blush again.
"Uh sure, Glynnis, sounds good." I could always beg off, I thought, or
just ignore all of this. We exchanged details. Glynnis lived in an
upmarket part of town a couple of miles from my apartment. I still wasn't
sure if I would go at this stage.
As I stood up to leave, Glynnis came around and gave me a peck on my
cheek. Her perfume was intoxicating, heavy musk, and she whispered, "I
can't wait to see your little cock. I have so many plans for it and for
you. Don't be late!"
I drove home in a daze. Did I want to meet with Glynnis at her house? I
didn't see any downside to doing so, I wasn't particularly busy, and ...
I was just fooling myself. I got home, quickly put everything away and
went to take another shower even though I had showered as usual that
morning. I shaved my genitals and my ass, not the easiest things to do
but I used a mirror and I'd done it before so I managed. I put on some
sweet-smelling moisturizer and managed not to masturbate for a change. I
wanted to look sexy so chose my sexiest, tightest underwear, very skimpy,
almost like panties. I had long hair which I usually wore tied back in a
manbun but let it flow. I had fooled around with some makeup and thought
it might be a nice touch so put on some lip balm that made my naturally
large, red lips glow and shine. I was feeling very sexy so decided to do
a bit more shaving - I'm not very hairy anyway but I shaved my arm pits
and my legs.
I frowned at my image in the mirror in my underwear. I was too thin and
not very muscular, although my legs were nice. And my package seemed so
small. If I pushed my legs together you could barely see my equipment. I
imagined Glynnis telling me that with such a small cock I should be a
cocksucker for gay men instead of trying to please a woman, just like in
all those videos, and my cock got instantly hard. I knew I'd do anything
to have her tease and humiliate me in real life. She said she wanted me
to stick my tongue up her ass, to have a dildo on my face as she fucked
it. Oh God, yes, anything...I had to stop touching myself, I didn't want
to lose it as I was getting ready.
I wore some tight dress slacks that showed off my ass and a tight shirt.
It was very lightweight and my nipples showed through a little but I
thought it was sexy, at least it turned me on. As I was short for man,
about 5'6", I wore a pair of boots with heels. I pursed my lips in the
mirror and smiled - yes, I looked younger than I was, pretty for man, and
Glynnis should be pleased with her conquest. I shivered in anticipation
and grabbed a bottle of wine to bring. I realized that I hadn't had lunch
so quickly ate some fruit. I sensuously licked my banana and even stuck
it down my throat before eating it. Calm down, George, relax, I told
myself.
I drove over to Glynnis' house which was set back from the quiet road, a
three-story regal-looking place with pillars in the front, like something
out of an English novel from the 1800s. I parked next to a nearly new Jag
and walked on the path to the front door, clutching my bottle of red. I
knocked on the door and a smiling Glynnis opened it.
She was resplendent in a long, flowing dress with slits almost to her
waist. The top had wide sleeves and a tight bodice, highlighting her
large breasts which pushed out aggressively. Even with my boots Glynnis
was much taller than me and cut an intimidating figure. "George! I knew
you'd come. Is this for me? Thank you sweetie, you're so thoughtful!" She
took the red and gave me a soft but lingering kiss on the lips. She
pulled her head back. "I love your lips, so soft and large for a man,
almost like a women's. And I love your lip gloss! You must tell me where
you got it, my love. Now follow me."
I stood hypnotized watching her large bottom sway side to side as she
walked in front of me, quickly snapping out of it and hurrying to catch
up. I was instantly erect but didn't care if she noticed - in fact I
hoped she did.
We ended up walking down a long, tiled hallway to a large living room
with a wet bar, couches and armchairs, a media center and more. Glynnis
clearly was rolling in money. She patted the seat next to her as she sat
down on the comfy expensive-looking couch and leaned forward to open the
bottle of vintage champagne cooling in a silver bucket on the coffee
table in front of her. I nervously looked around as she popped the cork
and poured out two glasses. "To us, my lovely George!" It was incredible
champagne and after a few sips I reluctantly put down the glass. There
were warm macadamia nuts in a crystal bowl and I helped myself to a few.
Glynnis put her bejeweled hand on my thigh and said, "Thank you for
showing up, George. I know it's not everyday that you meet someone like
me in public and almost immediately go to their home. It's just that I
was intrigued by the photos you were enjoying and I'd love to explore
your feelings and desires. I have very strong impulses and desires
myself, almost obsessions, and I think that I recognized in you a kindred
spirit of sorts. I'm hoping that you and I are our own yin and yang, our
connected dualism if you will."
I honestly didn't hear much of what Glynnis was saying as she gently
squeezed my thigh, and had trouble looking into her eyes with her large
breasts jutting out towards me. Her makeup was heavy and very dramatic,
much more so than in the caf?. That heavy musk scent was back as well.
"I, I'm...uh, I'm really happy you invited me here, Glynnis. Your house
is so nice and you've done it up really well. What is it that you do for
a living?"
Glynnis gave a little laugh. "Not much! Believe it or not I was a
involved in hedge funds nearly 20 years ago and sold my firm but retained
a very small share of profits. They've grown so much that I've had to
hire someone to manage the income, leaving me to indulge myself. But
let's talk about you, George. First though I have to tell you that in all
seriousness, I'm against body shaming. Too fat, thin, too small, too
large, whatever. It's very damaging to people and there's really no
need." She paused to sip her champagne. "But of course there's no harm if
both parties use this as part of sex play. BDSM is, in my view, more
about psychology than whips and all that. It's not pain that gets most
people off, but of course that can be part of it. Humiliation is a very
strong part of many people's sexual fantasies. They really get off on the
threat of public exposure, the humiliation of being seen naked or even
having sex. Others like to be teased about alleged shortcomings, such as
the size of their equipment. Any many people get turned on by being
humiliated about their fetishes or, shall we say, non-standard desires.
You'd be surprised about how many people have rape fantasies - it doesn't
mean that they want to be raped, but a skilled lover can work with that
fantasy nonetheless to increase desire."
I was trying to follow Glynnis but her hand kept creeping inwards. I felt
trapped with this large, intimidating woman next to me. Does she expect
me to have a philosophical discussion with her about all of this? An
unexamined life might not be worth leading, but I did know what I
liked...
"George, enough of that, it's probably just me trying to justify myself
to you. Forget it. I love your pants, they're so tight. Did you wear them
for me? Your ass is terrific. Men don't usually show off that part of
themselves like women do. I love that you're so modern and confident that
you want to show the world your lovely, round, firm rear. Small and
perfectly formed I'm guessing." Glynnis pulled my thighs apart. "What
about this here? You're so hard, George. Does all this talk turn you on?"
She was rubbing up and down, lightly, from my balls to the tip of my
erection. "Slip those off my dear."
I immediately unbuckled my designer belt and pulled my pants down over my
hips and let them fall to my ankles. My tight underwear was almost like a
pouch in front. "Stand up George, take them off all the way and remove
your shoes and socks. I want to get a good look." I did as she asked and
remained standing, facing her. "Now slowly turn around." I did so, still
hard as a rock, posing in front of Glynnis, trying to think when I would
get a chance to feel her magnificent breasts.
"Georgy, the straps on those are almost like a posing pouch, they
highlight your ass perfectly. They remind me of gay men posing in porn
for their lovers. Turn around again." I turned and she caresses my ass.
"Yes, firm and lovely, you have such a nice ass. A woman would die for
this, George. Any man would love to lick it, to fuck it."
"I'm not gay, Glynnis." I was blushing again.
"Of course not, George." She pushed the table back and stood up next to
and above me. "What do we have here? Hidden in this posing pouch?"
Glynnis rubbed me through the underwear then peeled them down and I
stepped out of them. She was still fully dressed and I was stark naked in
front of her. "I love how you shave yourself, George. No wonder your ass
is so smooth. Everything is. It's so erotic, isn't it? Some women love
hairy, aggressive men, like to be held down and fucked silly, having huge
cocks buried deep inside their wet holes, slamming into them as they
swoon and hold on. Not me my love. I get off on more delicate creatures
such as yourself, free of hair, smooth and perfect."
Glynnis kissed me and held my ass as she pushed herself against me, my
naked cock rubbing against her dress. She was gentle but thorough, her
tongue snaking through my mouth and dueling with mine. She held me off
her and took my cock in her large hand. My cock and balls fit easily and
she gently caressed them. "Too small for most women, aren't they, George.
Perfectly formed, yes, but you'll need to be very good indeed at going
down on your girlfriends, but I bet you don't get many second dates.
Little Georgy. Is that what they called you growing up? Is this why you
wore your little posing pouch, to show off your ass? Men like smooth,
firm asses like this, Georgy. Little peckers like yours are cute to look
at but not much good, are they?" Glynnis moved her other hand behind me
and ran a fingertip over my rosebud as I squirmed, one of her hands
holding my cock and balls and the other teasing my asshole. "You'd love
to have a man's cock here, Georgy. Pushing into you, hitting your special
spot, making your little penis spurt as your virile lover plunges into
you. You should let a man have you, Georgy. You'll never go back."
"No Glynnis, I...oh! I..." Suddenly she moved both hands to my chest and
pinched my nipples.
"Such nice little breasts, we can easily fix you up with something more
up top. Come, let's get more comfortable, little Georgy." Glynnis had me
walk in front of her so she could caress my ass as I walked. She guided
my up some stairs (while taking full advantage of her access to my ass
with her wandering hands) to her massive bedroom. Even her king sized bed
(or was it a California king?) only took up a relatively small portion of
the room. There was what looked like a mini-gym, another
entertainment/media center, and much more besides, along with seemingly
acres of space.
I walked over to the huge bed and Glynnis guided me down onto it. She
shimmied out of her dress and lay down next to me. I didn't get to see
much but my eyes focused on those breasts behind a white, lacy bra. "Poor
little Georgy. Did you think you'd be fucking me? With this little
thing?" Glynnis fondled my cock as we lay side by side. "Remember I
promised that you would get your tongue in my ass, little man? I'm not
sure, your ass is so tempting. But I need to taste you first." She moved
down and took my entire tool down her throat at once and bobbed up down,
then moved up and sucked the tip. She moved back to my head and kissed
me. "Delicious, taste yourself Georgy. Do you like the taste of your own
cum? What about someone else's?"
I was so horny my balls ached. "Whatever you want, Glynnis. Yes, I like
the taste. I...I don't want anyone else's, please let me feel you,
your..."
"Poor boy. Do you want to feel my breasts?" She chuckled. "These are for
men. You're a boy, aren't you, Georgy? A boy for men. Or for other boys.
Do you like playing with other smooth, fem boys? Boys like you with
little cocks? Do you suck each other while waiting to be fucked by real
men with big cocks?" She was pulling on my balls and pinching my nipples
with her other hand. "No, little Georgy, I told you what you can do." She
pushed me on my back and held my arms out. She was wearing some sort of
foundation garment, everything sort of held in, yards of white satiny
material molding her body. She pushed her breasts into my chest and I let
out a whimper. She turned around and slowly lowered her large ass down
onto my mouth and let her weight press her down on my face. She was still
wearing her full white garment and wiggled down on my face.
"We need to remove that, don't we Georgy. Beg me. Beg to lick my ass, to
rim me, to fuck my ass with your tongue. That's what you're good for,
that and being fucked. Now beg, you pencil-dicked little boy."
I was close to coming and she wasn't even touching my cock. I'd never
been so turned on. "Please, Glynnis, please let me kiss and lick your
ass, please let me fuck your ass with my tongue, I promise I'll do a good
job. Let me lick you." Glynnis laughed again and moved her ass off my
face. I didn't think she heard most of what I said but it was good enough
for her to move. Did I want to lick her ass? God yes, I'd do anything for
her. Just to be with her was amazing.
Glynnis kept me on my back but was on her side facing me. "Suck." She
stuck two fingers in my mouth. "Pretend it's a small cock, like yours.
Lick and suck like a good fag. You want to suck cock, now do it." I went
at her fingers, slobbered all over them and licked and sucked them. She
took them out and pulled my knees up then started rubbing her wet fingers
on my ass, over my hole. "Now your lover will enter you." She slowly
pushed a finger in then withdrew it and pushed both in. I'd never even
touched myself there except to clean the area, and this was the sexiest
thing ever. I moaned, squealed and nearly came as she penetrated my ass
with her fingers. "You like that, little Georgy, just imagine your man
pushing his hard, dripping cock into your lovely ass."
Glynnis slowly removed her fingers and made me suck them again. Nothing
bothered me about this, I was too turned on to care. "OK, little Georgy,
now for your work. It's not my job to keep you on the edge you know. Time
to make friends with your new master." She pulled off the various straps
and hooks below her bra and pulled her large panties down her shapely
legs. I think I probably knew but didn't admit it to myself, but it was
still a shock seeing her large cock pointing straight out above a large
set of balls. It was massive, at least to me, maybe 7 to 8 inches and
thick, cut with a large mushroom head, the end wet with precum. Glynnis
laughed at my expression and pushed herself between my legs.
"Yes my little lover, I have the best of both worlds. Let's see - when I
hold it next to yours, you can see the difference between a real cock and
your little dinky one. Do you like it when I rub it against yours? No, I
don't want you to come, even though it would be nice for you to squirt
cream all over it then suck it off. Not yet, little Georgy. And you have
something else to do, don't you?
Glynnis moved up and sat on my chest. "Do you want my cock, little sissy
Georgy? Do you want to suck my hot, hard cock in your pretty little
mouth? That's all you're good for, isn't it? Why don't you admit it, your
little cock is cute but you're made for men to fuck, mouth and ass. Open
up, sissy fag, your first cock is here..." She pushed her massive cock
into my mouth. I took hold of it with both hands and sucked. I had
crossed that bridge, I was a cock sucker now. It was big and wet and hot,
and I licked all around the head. Glynnis pulled it out and slapped my
cheeks with it before she pushed it back.
I sucked it and ran my tongue all around, gripping the shaft and pumping
as I sucked the head. It seemed huge to me but so sexy, dirty and
humiliating to have Glynnis sitting on my chest with her cock in my
mouth. I pushed my head onto it until I gagged then pulled back. I wanted
it down my throat but didn't know how. Yet...
"That's enough, sissy. You're definitely a born cocksucker. You need much
more practice though, thank goodness I'm a good teacher. Now for what I
promised." She laid down next to me face down and pulled her knees up.
"Lick, sissy. Now." I quickly lay down with my head behind her large ass
and licked each cheek. I pulled her cheeks apart and licked up and down
her crack then circled her hole with my tongue and fingertips, finally
penetrating her ass with my tongue. It was so dirty, forbidden,
outrageous...and sexy as anything, including sucking her cock. She was
moaning as I pushed my tongue in and out, playing with her ass cheeks,
squeezing as my tongue continued to work. Finally as I was getting tired
she said, "Lower, suck my balls, you fag."
I concentrated on each one in turn, they were enormous, sweaty and musky
and, of course, turned me on even more. I sucked and licked until she
pushed me back, forced me down on my stomach and lay on top of me. "I'd
love to fuck you right now but I can't deal with the blood and screaming,
frankly. You'll buy a set of dildos and practice until you can take me.
Every day you'll fuck yourself, move to a bigger one every other day, use
a butt plug, until I decide it's time." Glynnis was rubbing her great log
of a cock up and down my ass. "I'll wait until I can fuck this properly.
Until then..." and she flipped me over. "Open up, fag." She took her cock
and pushed the head in my mouth and stroked the shaft herself while I
sucked on the head. "Yes, my little Georgy, taste your life from now on,
a massive cock in your mouth. Yes, you fucking little fag, I might cut
off your useless cock and give you a pussy, it's worthless to anyone.
You'd like that, wouldn't you? Now suck my cock. Yesss...."
She started to come, huge great streams into my mouth and all over my
face, in my eyes, my hair, everywhere. Over and over she stroked and came
on me. I swallowed what I could and when she was done she scooped it off
my face and fed it to me.
"Thank you Glynnis, thank you for coming over my face with your massive
cock. Yes, I'm a cocksucker, a sissy fag, I need your cock..." I was
babbling now, I was so extremely stimulated and so close to release.
Glynnis left the bed briefly and picked up my briefs from the floor.
"Your little sissy briefs are here, let's see if you like them. Is this
nice when I run them over your little cock? How about when I wrap your
little tiny member with your panties like this?" She stroked up and down,
my briefs wrapped around my cock. "This any better, fag?" She pushed a
finger up my ass and stroked harder and faster. "Come for me now, little
Georgy, let your little cock spurt, that's it, all over your little
panties, come for me, Georgy, come now..." Her hand was a blur stroking
my cock as her other hand fucked my ass. I came almost immediately, over
and over, shrieking and crying, almost convulsing, the best orgasm I'd
ever had. It completely drained me and seemed to last hours.
Before I could recover, Glynnis wiped my cock with my briefs and pushed
them into my face. "Lick it clean, fag. You'll always be forced to clean
up whatever comes out of that tiny cock. Get every drop out of it." Which
is did, exhausted though I was, I licked everything I could from my
sweaty underwear, soaked with my cum.
***
I moved in with Glynnis shortly after that first meeting. It wasn't
always as intense with her as the first time, but often it was just as
good. Eventually I was able to take her cock up my ass and I love being
fucked by her. Although I adore her behind me when I'm on all fours, her
slapping against my ass as she pounds me from behind, my favorite is on
my back, my knees up near my ears, as her full weight is on top of me,
pressing me down, her cock stretching my hole as she pushes over and
over, again and again, deep inside me.
True to her word, we often have other shaved perfumed sissies to visit.
Bennie is my best sissy friend and he and his Mistress visit often.
Glynnis and Mistress (I've never learned her name) think of diabolical
ways to humiliate us. Glynnis loves to fuck Bennie from behind while he
rims me and I rim Mistress. Poor Bennie doesn't usually get to come as
he's almost always in chastity but I'm spared this as Glynnis prefers
that I spurt regularly to, as he says, get more protein when I eat
whatever I produce.
I'm also a star these days as Glynnis has had a mini studio installed so
we can capture our antics. Hope you catch our videos because we love to
share our joy!
Dani
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