Quarantine Cove
- 2 years ago
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Quarantine Will Do That free porn video
I looked at the calendar. Five months without a hookup. No, wait. I had
forgotten to turn the page. Lifting a few sheets and pinning them to the
top, I sighed. Eight months without a hookup. Quarantine sucked.
So fucking long without seeing anyone I knew but my roommate, outside of
video chats. And you don't exactly set up a hookup on video chat. Sure,
if I'd had a boyfriend before this all started I would have kept seeing
him. But one offs just seemed reckless. I had no shortage of invitations
on my BearBoy28 profile on Grindr, but I'd never let them get far.
It had taken a while to build up the courage, but damn I needed it. I
brought dinner out to our kitchen table where he sat, twiddling on his
phone, and sat. "Hey Sam, I, uh, wanted to ask you something."
He looked up and served himself some casserole. "What's up?"
I cleared my throat. "Look, man, it's been a long time... I know it has
for you too. Do you want to, uh, have sex? I mean, just until the
quarantine is over. It's just us here. You're bi, right?"
He seemed completely unfazed by the question and just took a few bites of
dinner. Then he shaked his head. "Oh, no, sorry man, you got the wrong
idea. I'm straight. Believe me, I'd have asked a long time ago
otherwise."
I blinked a few times. "Okay, sorry." I blushed. At least he wasn't
offended by asking.
It took me a moment to realize. "Wait a minute. Straight? What are you
talking about? I met your last boyfriend. And the one before that, too!"
He chuckled and sit back. "No, no. I mean, yeah, those were my
boyfriends. But you're talking about sex here. I only have sex with
women."
"So you... Never had sex with your last two boyfriends?"
He shook his head. "Of course I did. They were just girls when we did
it."
I stared at him a moment as he eats, undisturbed. "I... What? Like, they
were trans?"
He shook his head. "No, they were just girls when I fucked them. Sissies.
Heard of that? Sometimes I like sissies better than real women... The
sissies are so needy and they really let me be in charge." He chuckles.
I hadn't really expected this from him! "Oh.. So... Before you had sex
with them they had to, what, put on panties?"
He made a disapproving sound. "No, not like that. That wouldn't do it for
me. They'd dress up, yeah, but also they'd really embody it. Different
state of mind. Felt like I was with the raunchiest sort of girl, not just
a guy in panties. You know what I mean."
"I'm not sure I do..." I sat back in my seat. "But..." God I needed sex.
"I'm willing to try. Like, do you think I could try?"
He chuckled. "Desperate for cock huh? I suppose that's already on the
right track if you think about it... Sure. Alright, we can try. I have
some stuff that Tyler left here after we broke up."
I nodded. Heart racing a bit. Definitely hard. Fucking finally, some
action.
After dinner I cleaned up dinner and then headed to the shower to clean
myself. Shaved my face, too, seemed appropriate. When I came out, Sam had
draped some things over the back of the couch in the living room. A
skirt, some panties, a bra, a pink tank top. Some flats. Very convenient
that Tyler had been about my size.
I took a deep breath. It was weird, for sure. Not something I'd have
chosen to do. But I'd do it for a little excitement finally. I draped my
towel over a kitchen chair and took the panties first. I slid them up my
legs, nestling them around my moderately sized bulge. It felt kind of
snug and nice, actually.
Next was the skirt, which I fastened around me. It was pretty short. If I
bent over you'd definitely be able to see the panties. Maybe that was the
point. At least it hid my excitement a little, a small tent in the tight
panties. What could I say, I was excited for the night!
Next was the bra, which I just barely managed to fasten behind my back. I
blushed a bit to realize that it cupped and held my beary chest in just
such a way as to give me some cleavage.
The tank top went over it all, nothing special. I slipped the flats on
afterwards. They felt a bit weird to walk in, but I figured I probably
wouldn't be in them long anyway.
Feeling ready and very excited for some relief I headed to Sam's room,
stumbling just a bit in the shoes.
When I opened the door I was surprised to see him already undressed. Or
at least out of his normal clothes. He was laying on the bed, leather
harness across his chest, otherwise naked, cock at attention and very
visible before I looked up to see me checking me out.
He smiled. "Not bad for a first time. And what's your name?"
What? He knew my name. Oh, a girl name I got it. "Umm... Cindy." He
smiled. He could tell I'd just come up with it.
"Okay now. Feminine, submissive. Let's see it."
I wasn't entirely sure what to do but decided to bow deeply to him. I
stood and adopted a smooth and lighter tone. "Um... Thank you Sir. How's
this?"
He nodded. "I can work with that. Get over here."
Thank goodness he was desperate too. I dropped the flats and climbed on
the bed. He just about pounced on me. He pushed my shoulders to the bed,
lifted my skirt, and gave my big ass a big smack, making me gasp. Then he
pulled down the back of my panties, exposing my ass.
He paused a moment, then climbed behind me, grabbing my ass. He
positioned himself between my cheeks. I could feel his already lubed cock
against my hole.
I shuddered as he pushed inside. Goddamn I needed that. And sure, I could
out on a skirt if that's what it took. I groaned loudly, my cock
straining hard at the already-tight front of my panties, leaving a wet
mark.
He pushed in further and began to thrust, grunting and clearly enjoying
himself. Then he took my sides and flipped me over to face him and his
grinning face. There was an intensity in his eyes. "Cindy," he groaned as
he ground his cock deep inside of me. Suddenly, in his eyes I could see
what he was seeing. He didn't see me as his roommate in panties. I was
Cindy. And he wanted to fuck Cindy worse than anything. And so he did,
and for a moment I forgot about being a man in a dress and just became
her. Even as he hit my prostate with his cock head and my spot of pre on
the panties jolted to twice its size.
He hit my prostate over and over, and took hold of whatever tits I had,
squeezing them and sucking on my nipples. I couldn't help but moan, my
register creeping higher until I heard not my voice every time he
bottomed out, but Cindy's, groaning, wanting more.
I don't know if it was how long it had been, the quality of his cock, or
something else, but after ten minute I had my first ever hands free
orgasm. It made me gasp and yell and nearly run away. It felt better than
anything. Like my whole body was in orgasm.
"Good girl," he said, and dove inwards to begin his own orgasm, filling
me with his cum.
It was a few minutes later before he pulled out and laid next to me. He
smiled. "That was great... I really needed that. But..."
I stared wide eye at him. It really was amazing. He continued. "But this
was a real good shot for a first try. If you want to do this again, I'm
going to need to see you shaved all over. And maybe more dedication to
your femininity. A swisiher walk could help. You'll figure it out."
I should have been offended, or disappointed, I thought. But instead I
felt energized in a new way.
-----
I put it behind me a few days. It was fun, but it seemed like that was as
far as it could go. A fun dalliance. But then, of course, the need hit.
Barely a week had gone by. Satiation never lasts long.
He had left me the clothes. So as soon as I knew he was about to come
home, there I was, already dressed, legs and chest shaved this time.
Ready for anything. I'd been consciously trying to sit like a woman for
the past week. Just following what I saw on TV.
He smiled when he came in the door. "Cindy!" I nodded. "Yes Sir, it's
me."
He looked between my legs. "Already a tent... Not what I want from my
lady. Go take care of that and then I'll take care of you."
I was a little stunned. I suppose it wasn't ladylike. All the same, I
slunk off to the bathroom and masturbated. The whole thing had me so
excited it hardly took time at all. Then I returned. He had set himself
dinner. I silently crawled under the table and sucked his cock while he
ate it. After he finished, he took the neckline of my shirt and led me on
all fours to the couch, where he pulled my panties to the side and fucked
me hard. He slammed into me all at once, my spit as lube, making me gasp.
But that didn't stop him from filling me with his cum, or stop me from
moaning the most feminine and disgraceful things. It definitely didn't
stop me from loving every moment.
-----
After the second time he started approaching me rather than the other way
around. He would do this in his own special way. He would first declare
he was hard, loudly, to the room of me and him, and then he would put a
finger in the back of my shorts or pants, pulling it back to see if I was
wearing the panties.
The first couple of times, of course, I wasn't. But by day 3 I had shaved
again and put the panties on. He found them on me, flashing a grin, and
then stripped me down to them and fucked me on the couch. I once again
came hands free, into the panties hanging on to my front but pulled down
in the back.
After he finished, the panties went back on, his cum oozing from my ass
and mine mashed against my crotch. He spent the evening telling me what
kinds of clothes he'd find me sexiest in as I ordered them on my phone.
-----
When the panties came in the mail I tossed all my boy briefs into a bag
and replaced them in my drawer with panties. I wore them every day, in
hopes he would find them, and of course he always did.
A whole week of mind blowing sex before I even thought to wear the rest
of the clothes. Getting an idea, one morning I put on an outfit first
thing. A dress with a frilly skirt on it, and pink flats. I made him
breakfast and brought it to him in bed. When I showed up with the tray,
he jostled awake and looked at me, solemn.
"Put that down."
I bit my lip. Was this wrong. I put the tray on his nightstand. No sooner
I had that he jumped out of bed, grabbed my shoulders, and pinned me to
the wall. He licked the back of my neck and hiked my skirt as he always
did. He almost ripped the panties, seemingly unable to control himself
with excitement, fucking me harder than he ever had. Ten minutes later he
was back in bed, eating the toast I had made, while cum dripped down my
ass cheeks inside the panties I'd put back on. My own cum was on the
wall, my cock tip having accidentally slid out momentarily from the tight
panties. I stood silently at attention, just watching him eat in the glow
of sex, reflecting on the fact that I hadn't jacked off once since this
started.
I left the clothes on this time, wondering if he'd go for seconds. But
the day didn't play out that way. Instead he took to giving me tasks.
Giving me chores, telling me how to do them, how to pose as I did. I
finished his half of the chores quickly but didn't complain. Honestly,
everything he had me do felt like sex, even when it wasn't. He would
just... Talk a certain way when I was dressed how he wanted.
It was that night at dinner, while I was once again under the table
sucking him while he ate the food I had prepared, that he addressed it.
"Sorta seems like you don't just want to be a girl for me to fuck, huh?
Almost seems like you want to be my girlfriend. Full time."
I didn't say anything. Was that too far? I just moaned around his cock.
"Well, here's the thing. You like being a fuck able sissy and that's one
thing. But I treat sissies a certain way. If you're going to be a sissy
all the time in this house, I'm going to treat you that way all the
time."
I swallowed hard. Thinking of the way he'd had me clean that day... The
idea of doing that all the time made me excited in a way I didn't
understand.
"I want to be clear, Cindy, you keep dressing like this in the daytime
and I'm going to use you, and control you all the time just like I
control you now when we fuck. You'll be my plaything. My sissy."
I was breathing hard.
"You don't have to say anything. It's all down to what you wear tomorrow.
And if it's a fucking skirt I'm throwing away every piece of boy clothing
you have except for a suit only to be used for court appearances."
The proper response would have been fear or indignation but I just sucked
cock.
-----
I woke up the next morning a bit groggy, the sheets next to me stained
from where I'd masturbated the night before. Folded on top of my dresser
was an outfit I hadn't seen before, and a few small boxes.
I went through them. The clothes included a knee length layered skirt, in
pink, bunched at the waist. A new pair of panties with "sissy" in glitter
across the front. For a top there was a brand new bra, as well as an
armless blouse, also in pink. A pair of moderate heels, pink of course to
match, sat next to them. A note on top of all of them. "All of it, or
none of it. I've kept the receipt. I will be in my room until 10." I
checked the clock. 9AM.
Then, the boxes. Three of them, with a note taped to each. The first two
were a flexible razor and a can of Nair. The note read "everything below
the neck."
The third was a cardboard box with a small plastic black chastity device
inside. "I know it will fit." It started. "Built in lock. Never ask for
the key, and don't expect to be given it often. Never let me hear you
refer to having a cock. You don't have one."
I flushed red. He really did mean it. This was ludicrous. Extreme.
Degrading. Completely stupid. And there wasn't a chance in the world I
was going to pass it up.
I carried the whole lot to the bathroom, checking first that the coast
was clear. Inside I started up the shower and got in. I looked down on my
clearly male self and wondered how much I'd still feel that way after.
I started with my clippers, getting what I could under my arms, down my
legs. I followed that with plenty of shaving cream and the razor he'd
given me. And finally, with a deep breath, uncapped the Nair, read the
instructions, and applied it.
After a few minutes I stepped back into the shower and the remaining
unshaven bits of hair slid off me. I still felt like a man. Of course,
maybe that's always how it would be. After all, I AM a man. Just a sissy
of a man. A girl only in servitude. I stepped out of the shower.
Hairless, I took the chastity tube out of the box. After this, it would
be up to him what happened, I'd have no control. I had no hesitation. I
slipped my balls one at a time through the rung, pushed my cock... Uh...
Clit into the tube before I got too hard, and snapped it shut, hearing
the little latch connect, shutting the lock. I grimaced as I immediately
tried to get hard and couldn't. I could only imagine his grinning
domineering face as I couldn't and bit my lip. This would take some
adjustment.
A distraction would help. It came in the form of the clothes.
I slipped on the panties, blushing and my cage twitching to realize they
had a cock shaped hole in the back of them. Then the bra, once again
seeing my cleavage, admiring it in the mirror. An unexpected bonus of my
bearish shape.
Next were the skirt and top. With buttons and zippers fastened, I turned
and looked at myself in a mirror. Clearly a man in a dress. The thought
of makeup crossed my mind... I had no doubt he'd soon have me wearing it.
I took a deep breath and stepped back out of the shared bathroom. He was
at the table, having made the coffee. He was sitting there, sipping it.
He smirked when I came out, not saying a word. He just nodded. He took a
sip of coffee.
He'd gotten out the bacon and eggs, sitting ready on the counter. He
wanted me to make him breakfast. I stepped into the kitchen. "Good
morning sir."
As I stepped past he raised a hand and gave my ass a thick smack. He then
grabbed and squeezed it a moment before letting go.
"Morning." He nodded, say back in his seat, and took another sip of
coffee.
I began to cook for him. He sat on his phone, drinking coffee. I looked
down to see his cock rock hard and pointing out the front of his pyjama
pants. His breakfast would soon be ready. From the pre dripping, a strand
stretching all the way to the floor, I could see mine was already
prepared.
Uma
- 24.09.2021
- 12
- 0
