Secret Sex With My Best Friend Girlfriend
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Secret Girlfriend free porn video
My Secret Girlfriend
"So, off to see the woman you've stashed away again, Ken?" Barbara was
always teasing me about my love life (or lack thereof). I'm guessing that
married women feel they're entitled to know everyone's business for some
reason.
"Uh, she's not 'stashed away' Barb, just, well, she's a bit shy."
"Is she really ugly, is that why you don't want us to meet her, Ken? We
won't judge. Let's set up drinks after work, just to be friendly." Boy,
she never lets up.
"Thanks, I'll ask her about it." I finished putting on my jacket and
moved quickly to the door. My goodness, these people (and especially
Barb) need to find someone else to interrogate about their personal life.
I didn't relax until I pulled out of the parking lot. Natasha was only 20
minutes away. Friday afternoon and not back to work until Tuesday, I was
really looking forward to this.
I found a space on the street and rang the buzzer for her apartment and
she buzzed me in. As always, I was already excited, anticipating seeing
her again, guessing what she'd be wearing and what she'd have me do. I
trotted up the stairs and knocked.
"Oh, darling, you're on time for a change!" She pulled me into the
entrance hall and flung her arms around me, pulling me in for an
enthusiastic kiss. I could feel her excitement as we pushed together.
"You like?" She pulled back allowing me to see her properly.
Nat loved rubber and was wearing a very tight rubber skirt that clearly
highlighted her large erection pushing against it. She had on a flowing
white top showing her red bra underneath, complete with good-sized
inserts. She had knee-high lacey pullups on that came up to mid-thigh and
kitten heels. Nat was nearly a head higher than my 5'9" and I stared into
her green eyes. She had grown out her auburn hair and looked great, just
enough makeup to look a little bit slutty.
"Yes, Nat, you're gorgeous."
"Kenny - the rules, remember." I immediately fell to my knees and started
to lick her exposed skin, her thighs between the tops of her pullups and
the bottom of her rubber skirt. "Ah, good boy. We're going to have so
much fun..." She ran her hand over her cock, obscenely outlined under the
rubber, as I kept my tongue busy. I thought, no, I don't think friendly
drinks with Barb and the work crowd would go down well at all.
I quickly fell into my subspace, licking and kissing her skin, smelling
her scent - perfume with an underlay of masculine musk. "So Kenny, have
you been following instructions? Your cage feeling tight? I hope so. It's
been what, six days now? Or is it seven? We'll check that you've been
keeping yourself shaved. Dildo training going well? Remember, your
instructions were every night for at least an hour, and no coming -
edging only, as I know you can come inside your cage from being fucked. I
hope you enjoyed those videos with that dildo up your ass, I bet you
loved watching those sissies all over each other, sucking and fucking,
and poor Kenny all locked up."
"Yes, Nat, all smooth for you. I've been using the dildo as you ordered,
but not, uh, finishing. I'm barely sleeping, all I think about is you..."
I was hyperventilating so calmed myself as I went back to licking her
perfect skin.
***
We met in a coffee shop. I was there just to get out of my place for a
while, having a coffee and some cake, checking out random stuff on my
laptop. Saturday morning and I had planned to do some shopping after
lunch. The life of a single guy, not very exciting but better than
staying in my apartment.
I looked up to find a brilliant smile. "May I sit here?" Reflexively I
replied, "Sure" then looked around and saw a lot of free tables. Oh well,
why not?
We quickly got to chatting about general stuff. Natalie ('call me Nat')
liked to touch me as we talked, her long slender fingers almost caressing
me. Her glossy red nail polish was enticing. I had no girlfriend, hadn't
had one for a long time. I'm not much to look at, too thin, almost
skinny, dark hair and more or less a nerd. I couldn't figure out why Nat
was interested. Maybe she's recruiting for Scientology? Some church?
Nonetheless I was enjoying the attention.
"Let's be direct with each other, Kenny. Do you mind if I call you Kenny
instead of Ken? You look like a Kenny. Anyway, I'm a direct person. I
find you very attractive. Let's ditch this place and go back to my place.
I like to drizzle champagne onto my belly and have handsome young men
such as yourself lap it up. Interested?"
I went bright red. Was I? I closed my mouth after catching a few flies
and nodded and started to pack up. Wow...if this was some sort of robbery
at least I'd have a good story to tell and my laptop was insured and
backed up. Funny what goes through your mind at such times.
It was a short ride in her recent model BMW. She talked the whole way but
I was largely silent. I kept looking at Nat's face next to me. She wasn't
a beauty but that didn't bother me, it was something else. Did she have
an Adam's apple? I guess some women did have these, but it looked out of
place. She looked sort of coarse, for want of a better term. She was
wearing a green blouse and she certainly looked like she had fine
breasts, and down below was a knee-length skirt. What was it?
We parked and walked up the stairs into her apartment. As soon as the
door was closed she took my head in her hands and kissed me, bending over
to do so. It was soft and sweet at first but then felt like she was
giving my mouth a tongue examination. She pulled back and I just stared
at her, amazed - nothing like this had ever happened to me.
"Sweet man, Kenny, we're going to have so much fun together. Now strip
down to your underwear and be quick about it. Good boy."
She stood there, hands on her large hips. Should I turn and run? After a
few seconds I quickly took off my shoes and socks and pulled off my shirt
and pants. I was wearing Calvin Klein underwear in the silly hope that it
would flatter me, but my skinny hips jutting out ruined whatever sexy
look I was after. My cock remained hard and tented out, a wet spot at the
tip. I tried to cover my crotch with my hands but Nat batted them away.
"Good boy, Kenny, you passed the first test! Now turn around. Stay
there...hmm, enough to work with I think. Skinny young girl maybe. OK,
turn back. Good!"
Nat stepped right up to me and tweaked both of my nipples. I'd barely
even noticed I had nipples until just then and I moaned. "Almost
hairless, that's good. Do you like it when I touch your nipples like
this? You're so hard Kenny. Should I touch your cock? Is that what you
want? Tell me, I want to hear everything." She pushed against me and
kissed me, softly and passionately. I nearly came from her kiss but she
seemed to know and pulled back, holding my shoulders, and led me to her
couch.
"Sit. Now let me get that champagne." She came back with a cold bottle of
Laurent-Perrier and two glasses. "Let's toast to us, Kenny." The wine
tickled my nose. I felt so silly in my underwear while Nat was still
fully dressed, and my erection hadn't subsided. She put down her glass
and ran her hand up and down my thigh after taking my glass from my hand.
"Did you think we would tear off each other's clothes and I'd lay back
with my legs spread for you, Kenny? That might be 20 seconds of fun but I
prefer something else. I know you're not comfortable with the situation
so I'll give you another opportunity to walk out of here. Your clothes
are right there, I can get you an Uber or whatever and you can be back at
your place in a few minutes. Your call."
Her hand brushed my balls through my underwear and I moaned. "No, Nat,
I...I'm fine with, well, whatever you want." She gave me a quizzical
look. "No, really, it's OK. I don't exactly get a lot of intimate time
with women and I'm more than happy with whatever you want."
Nat smiled and grasped my balls through my undies. "Good...we'll have
such fun, Kenny, you and I. You have cute balls, I'd love to get to know
them better but let's talk first. How many times a week do you
masturbate? And what do you look at or read while stroking yourself? Do
you use lube, spit or just your dry hand? I love lube myself, Kenny, the
more the better. Do you watch a lot of porn? I bet you edge yourself
almost every night, don't you? Stroke yourself and watch, wishing you
were the one on the screen. Prolonging your fun, waiting to finish, maybe
chatting to others on the net. Tell me, Kenny. I want to know
everything."
Wow - I stared at Nat with glazed eyes. "Uh...don't take this wrong, Nat,
what with you holding me by the balls on your couch and all, but I feel a
bit uncomfortable sharing all of this. Can't we, you know, just make
love?"
Nat laughed. "Oh Kenny, I want so much more than that. Go and get dressed
and find yourself a pro. Better yet, I'll give you the name and number of
a friend who runs a clean house, she'll take good care of you. I'm
interested in much more than "making love" as you put it. Aren't you?"
She pushed my legs apart and stroked my inner thighs. Nat leaned forward
and stuck her tongue in my ear then whispered, "I want everything from
you, to know it all, and to take you on the wildest ride of your life,
over and over. I want to be your deepest dark secret, your secret
girlfriend, to show you pure bliss, nirvana, ecstasy and fulfillment. I
want you to crave me, to need my touch, to beg me to mold you into
whatever I desire."
"Yes, Nat! Yes and yes! Take me, make me yours." She seemed to have an
uncanny ability to look inside of my head.
"So...spill! Answer my questions." Nat pushed her hand run under my rear
and played with my ass, still through my underwear. I stared at her
smiling back at me and she took advantage of my open mouth by putting two
fingers in. "Suck." I did, then she pulled them out and licked them.
"So?" Her fingers continued to play with my backside and she pushed me
back to get easier access.
"I...I play with myself, uh, masturbate, at least once a day, sometimes
more. Like you said, sometimes I edge myself until late at night before,
you know, before I finally, well, finish. It's stronger that way. I used
to edge for a few days before letting myself go but I like to finish
otherwise I, well, I get no work done the next day."
"Ah, that's good, Kenny. Tell me everything. What do you think about?
What do you watch? Who do you talk to online?"
Again it was like she could read my mind. "I, well, on a few sites
there's chat rooms, and sometimes I have private chats with people.
I...Nat, you'll think I'm some sort of pervert if I tell you."
She laughed. "Oh, I hope so! You wouldn't be here, letting me play with
you like this, if we both didn't have fetishes, would you? Tell me."
"I'm obsessed. How could you tell? No one knows. No one! But...you, I
guess. I like, uh, frilly things. Girl's clothes. Women's things.
Panties. Even bras. Stockings, pantyhose. High heels. I prance around my
apartment and talk to others like me, who, uh, who also like to dress
up."
"You need to get better at cleaning your nail polish off your thin, long
fingers, Kenny. I know you like to dress like a woman. Like a young girl
given your figure. You don't even need to shave your body hair other than
your crotch, do you? So lucky. Pull off your underwear."
I quicky slid them off. My cock stood straight up when I sat back down.
Nat leaned over and took the entire thing in her mouth, down her throat,
slowly pulled back and sat back herself, smiling. "A little treat, Kenny.
You like?"
"That was amazing."
"Are you a virgin, Nat?"
I blushed. "I...no! I slept with someone. A woman. Once."
"What happened?"
I really didn't want to talk about it, I've never talked about it to
anyone before. But it seemed safe and I'd already told her about, well,
my fetish. "We were seniors in High School, we'd had a project together.
She had a reputation of, well, as loose. We were in my bedroom and I was
trying to explain to her how to do the work and she kept touching me and,
well, finally just kissed me and pulled me down onto my bed."
"Go on, Kenny. You know I don't judge."
"Well, we kissed and stuff and she suddenly stripped down. I did the same
and she pulled me on top of her. I, uh, well, I didn't really even enter
her, I...it was my first, I was so excited, it was unexpected, and I..."
I couldn't go on, I was nearly crying.
Nat took me in her arms. I noticed that they were big, strong arms, with
bulging biceps, much bigger than my skinny ones. "There there Kenny,
don't fret, it's OK. You came all over her pussy, didn't you? Before you
could get in? So technically you're a virgin, aren't you? Just an
excitable boy. Don't worry, I like that..."
Nat bit my neck, quite hard, and I was sure that she left a mark. She
bent down and look my cock in her mouth again. This time she didn't stop,
just kept sucking on the head while pumping the shaft with her hand, then
took the whole thing down her throat, over and over. I was making little
moaning and whimpering noises, and suddenly I just erupted, without
warning, over and over again. I was so worried that I should have told
her so she could stop or use her hand or something, I didn't know, but I
just kept on spasming down her throat.
Finally she sat up with a big smile and pulled my head towards her, and
kissed me, hard. She pushed my come into my mouth with her tongue. It was
a bit salty, thick, but I didn't gag, it wasn't that bad and her kiss was
so sexy I kissed her back and used my own tongue.
Nat eventually pulled back. "You're such a good sport, Kenny. You like
the taste? I do! You get used to it, and crave it when you don't get it
regularly. Luckily I get enough of it! You need to try it from the
source. Tell me, do you and your online sissy friends talk about sex with
each other? Sucking each other's cocks like I just did yours? More than
that?"
I couldn't believe it - usually when I come I get so tired and fall
asleep quickly, now my cock was already starting to get hard again. Nat
was amazing. I never even fantasized about such an incredible woman.
"Mmm, yes, but it's all talk. We tell each other our fantasies, how we'd
suck each other, fuck each other, all of that. But we never meet, we'll
all just cowards, perverts really. Some of them have webcams and they,
uh, masturbate in front of each other. I...I haven't done that. Just
talk. And I watch them. I'm frightened I might be found out."
"Well I found you out, Kenny, and it's not so bad, is it? Are you gay? Do
you want to make love with other men?"
"I, well, I don't think I am. Gay videos are gross, I don't find those
big hairy men attractive at all. I love women and men who dress as women.
I don't know why but I get turned on watching older men, sometimes
overweight, with sloppy or ridiculous makeup, kiss and fondle other men.
They'd never pass as women but, I don't know, it's not fake, their
passion, they just seem so uninhibited, so turned on. It's nothing like
the fake shots, the professionals going through the motions. The
amateurs, they, well, they're so, uh..."
I petered out, suddenly embarrassed again. Nat smiled and stuck two
fingers in my mouth again. She must have a thing about having her fingers
sucked. "Don't fret, Kenny. Just suck. It'll calm you down. Yes, I know
what you mean. But believe me, doing it all in real life is a zillion
times better than watching videos and webcams. The touch of another can't
be duplicated. The anticipation of your lover's reactions, the deep
satisfaction of being madly desired and making your lover orgasm. Taking
and being taken, over and over. Yes...no substitute at all."
"So, you're not gay, Kenny, but you spend many hours looking at photos
and videos of men dressed as women, having sex with each other. Sucking
each other's cocks. Fingering each other's ass, inserting their hard
cocks those slippery asses, pushing those cocks right in, and fucking
each other. No, that's not gay at all, Kenny."
I blushed again. "I...I just don't know what I am, Nat."
Nat hugged me. "I know, Kenny. You're mine. And you already know my
secret, don't you? Your secret girlfriend has her own secret, isn't that
right?" I could feel her pressed against me, yes, I suspected early on.
"Poor Kenny, so confused, so turned on. Take off my clothes." I carefully
stripped Nat, finally getting to her pink panties which were tented with
a large, cut cock, much thicker and longer than mine. I pushed them off
and was face to face with her erection jutting out in my face.
"Good boy Kenny. Touch it. Yes, use both hands. Explore. Now lick the
head. Do you want to be my sissy? Do you want me to be your secret,
Kenny? Your girlfriend you visit but no one can see? Put the head in your
mouth, yes, that's it. Swirl your tongue around it, then lap the
underside. Yes, mmm, good boy. You're a good cocksucker but you'll get
better, much better. Worship it, that's it. Yes...you'll have to dash off
after work, your only release will be me, your life will revolve around
your secret affair, your worship of my cock, my ass, my mouth,
everything. Is this what you want?"
I was dizzy with desire. Fuck, her cock was big, hot in my mouth, I was
drooling so much it was coming out of my mouth and running down my chin.
I popped the head out briefly. "Yes Nat, I want it, I want you, I want
everything, I need to be your sissy, your...your fag. Use me. Take me."
Nat laughed again, her dirty laughter loud in the apartment. "Oh don't
worry Kenny, I will. Get that cock back in your mouth. Here's the terms.
Smooth - you must be shaved below the neck, completely, and stay that
way. You need to get women's clothes, better than the rags you already
have no doubt, including heels, and practice daily, walking and
mannerisms. I want you as a skinny, simpering sissy. You need dildo
training, ass and mouth, until you can take cocks at least as big as
mine. We'll chat when I have time in between visits, and you'll be at my
beck and call, for my amusement. I don't do pain or anything like that,
disobedience will mean goodbye. Mmm, that's nice, yes, play with my big
balls while you suck, good boy. Oh yes, I'll control your orgasms. Helps
create obsession and obedience. Still interested?"
I nodded my head. Fuck, from sad loner to...what? Simpering cock-sucking
sissy? I'd never been as turned on as I've been for the last few hours.
It's just the next logical step, from internet play to the real thing.
Whatever Nat wants...
She pulled her cock out of my mouth with an audible pop and pulled me to
her for a hug and kiss. She ground her large dripping cock against mine,
then pumped a handful of clear, thick liquid into her hand. "Now Kenny,
lay across my lap, good boy. Yes, face down. You have a nice ass, too
skinny - you need to exercise those gluts, I'll give you full
instructions. Does this feel nice? Slippery and wet. Spread those
thighs..."
Nat stroked lovingly, working her thumbs into my crack, then teased my
hole, talking the whole time. I had to slow my breathing, I was close to
coming again but she knew and slapped me a few times, wet meaty slaps,
until I stopped squirming. Then she put just the tip of her finger into
me, her other hand pulling gently on my balls. Oh, it was bliss, I cried
out and she laughed.
It seemed like hours but I'm sure it was only a few minutes until she was
pumping two or three fingers deep inside me. I was about to come when she
stopped, pulled her fingers out and flipped me over. "My turn, lover."
She looked around and laughed again, pulling me to her bedroom. She went
down on her hands and knees on her bed and said, "Service my ass. Lick."
I licked her large, luscious ass, all over, until I made it to her cute
hole. Musty but not horrible, she said I'd get used to it. I just plunged
right in, trying to fuck her hole with my tongue. I got into it and
really worked it, slow and sensuously alternating with fast and furious,
then moved down to lick, suck and caress her large, hanging balls.
Suddenly she flipped over and pulled me in for another kiss.
"Oh Kenny, so talented for a virgin. It's all coming out now, I can tell
- the years of wanting, of suppressing your desires, your compulsion.
Edging every night to sissies, you finally found the real thing. Or
rather, I found you! You deserve a lovely treat." With that Nat raised
her large, shapely legs, higher and higher until her feet were at her
ears. "Best to be supple, Kenny, note for future use for yourself. Fuck
me Kenny, push your cock in. I'm all wet and slippery from your tongue,
let me feel you in me, take me my lover!"
I wasted no time and pushed in. She was tight but my cock didn't seem to
hurt her at all, on the contrary she moaned as I went in, balls deep.
Damn, it was glorious, and I tried to go slow as she had told me. Nat
purposely didn't caress or grope me as I was pushing in and out, she just
whispered, "Relax, my lover, take your time" in my ear. I have no idea
how long it was but I thought I was nearly there when Nat wrapped her
legs around me and said, "Stop! Just breath, relax your body, slow deep
breaths."
It worked! I waited a minute or two then she relaxed her iron grip with
her legs and I started again. "It's like your edging, Kenny. Slow deep
breaths, you can do it." She stopped me twice more then when I started
again, after a little while she started to scratch my rear and kiss me.
"Yes, faster, hard as you can now Kenny, let go, pummel me!" I did and it
was so much better than doing it quickly - I yelled and screamed as I
came into her, then whimpered and cried as I stammered out, "Uh! Uh! Uh!"
as I spasmed inside her beautiful ass.
We shared an emotional kiss before Nat flipped me over again, this time
onto my back. She straddled me and scooted up until her hard cock was in
my face again. "My turn my lover. I won't shove this up your ass today,
you need to practice with the toys first, but I do like to mark my
property." She pushed her cock onto my lips then wiped it all over my
face, my nose, cheeks, forehead, hair, everywhere. Then she started
stroking it, talking to me as she did.
"You'll beg for this, Kenny. Beg for me to come all over your face. It's
a supreme compliment. Yes...now, take it!" And it spurted out 8-9 times
all over - in my mouth and all over my face. I licked up what I could
then she bent down and kissed me as we shared her emission.
***
Back to the present, licking her exposed skin. This was about four months
later. I was smooth, shaving myself almost every day, and practicing with
the toys constantly. Being caged was driving me to distraction and my
work was suffering but it was a small price to pay. Nat finally pulled
her skirt off and I sat back, staring at her huge cock. I've been
thoroughly fucked now, many times, but it never ceased to amaze me - the
heft of it, the beauty, the smell, taste, everything.
"Lick." I licked from the base to the tip, the underside of the head,
everything. Nat slapped me in the face with it, back and forth, then
stepped back. "Enough, Kenny. Get dressed." I stood up quickly and went
to her spare room where I had my clothes and quickly changed into a sissy
costume, complete with frills and lace. Nat liked all the slutty touches
- stockings, pink panties that split in the back to allow her easy access
to my ass, matching pink bra that allow my nipples to stick out, and of
course my blonde bob wig. Strappy heels in white. I had become good at my
makeup and tried hard to remember 'less is more' but still didn't skimp
on my eyes or lips, with lipliner and heavy gloss.
Finally I was ready and minced into Nat's bedroom. I was shocked - Nat
with a huge grin was holding the hand of another sissy! An older man,
more or less the same outfit as I had on but in black. He looked nervous
and I could clearly see he was wearing a cage, same as mine. I nearly
turned away but remembered it would be a permanent goodbye if I did.
"Come and say hi to Sweety. It was Steve but I like Sweety much better.
Isn't he cute? Don't be shy Kenny. That's better - yes, kiss with
tongues. Yummy, isn't he, Kenny? Sweety, hold Kenny's ass while he kisses
you. Yes, like that...ah, that's nice to see you both getting into it
like that. It's been nearly a week in your cages. Now, what will you do
for a little release? Ah, I know, where's that webcam..."
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