Going Deeper
By Hotsry
Posted with permission from Hotsry
Original Post
I had just
graduated from college, gotten a full time job, moved to a new city,
and luckily was able to afford my own studio apartment. This is the kind
of independence I had always dreamed of, finally being completely on my
own, no need to worry about people walking in on me or opening up a
package I ordered. Of course with this newfound independence, also came
the inevitable desire to take advantage of it, horniness combined with
somewhat loneliness led to some thoughts that I normally would dismiss,
but now I was starting to consider really taking a leap.
I never considered myself gay or anything like that, I wasn't attracted
to men, but when I was horny I'd begun to fixate on the cock in porn
videos, becoming obsessed with sissy trainers, imagining myself being
the girl being forced to do what she was told. Again though this was all
really just fantasy to help me get off when I jerked off. It wasn't
until I ran into a nice looking guy in my building that it became a
reality. He was a little older than me, let's say late 30's. Tall, well
built, always wearing really nice designer suits in the elevator. I'd
run into him on occasion and we'd just share a smile and check our
phones. Until one day he was struggling to get in the elevator with a
few cases of beer, and bags full of snacks. I offered to help and he
ended up inviting me to a party he was having.
I'd never thought it would lead to anything more. The party was very fun,
lots of people playing drinkings games, introducing themselves to me. I
finally felt like i was starting to fit in. It had started to die down
and I went into his bedroom bathroom to take a piss since the other one
was busy, when I noticed a bunch of really hot looking dresses, thongs,
bras, makeup kit on his dresser. In the bathroom there was even a dildo
on the sink which I found hilarious at the time, and when I came out
asked him why he didn't tell me about his girlfriend and why she wasn't
there? I thought I was going to catch him off guard about the sex toys
but instead he just gave me a little smirk and dodged the question
saying it's a unique situation. We ended up shooting the shit a little
bit about how much we love tight dresses like that, and just the things
that turn us on.
The party had died down and I fled back down to my apartment very drunk. Now is where things
start to unfold pretty quickly. I sat down on my couch and was ready to
pull up some porn on my phone when I realized it wasn't in my pocket, I
had left it in the bathroom after taking a snapchat of the dildo to send
to some friends. I immediately went back up to his place and had to
bother him to let me and get my phone out of his room. He had it laying
on his bed and said "hey I opened up your phone to see if I could get ur
apartment # and I noticed you had a couple notifications from grindr".
My heart sunk immediately, omg I had finally made some cool friends in
this new city and this guy with some smoking hot girlfriend thinks I'm
gay, even though I just think it's fun to flirt with guys when I'm
horny.
I panicked and tried to explain that this was the case but he just laughed it off and went to get some
more drinks. Mine was really strong but I was already drunk so went down
easy, we continued to talk about the dresses and stuff til I guess I
passed out in his bed. The next thing I know I wake up still kind of
drunk with something at the entrance of my mouth. He was slowly sliding
this rock hard, veiny 8 inch dick past my lips and into my cheek, and
being hammered I was bobbing my head back and forth getting into a
rhythm to help him do it. I had no clue what was going on, thought it
was a dream. When I came to my senses I leaned up and got out of bed,
not angry but just shocked and confused. Everything seemed different, I
stumbled to a full length mirror and was amazed at what I saw. Hear I
was wearing these black heels, in the tightest bright hot fucking pink
bandage dress you could paint on my body, complete with some sparkly
pink lip gloss, and a face full of makeup making me look like some high
class slut.
It was like I was in another body, those sissy videos about transformation had come to life
overnight. I turned around and he was stripped down to just some fitting
navy blue briefs, hugging his hard package. I didn't even know what to
say which didn't matter because this is when he started to take control.
He walked up to me, wrapped his arms and felt my ass in the dress,
spanked me, and told me the thong was hugging my curves just right. I
felt... sexy and seductive for the first time. He told me what a hot
bitch I was and how he knew from the first time he saw me in the
elevator this is what I wanted, what I was craving for, my hidden
desire.
He put his big hands on my shoulders and guided me down to my knees, I didn't need any further
instruction and lunged up towards his inner thighs, mouth hanging open
to be put to use. I pulled down his underwear and the biggest cock I've
ever had in front of me flung out towards my cheek. Without hesitation I
took the mushroom ahead in my mouth, flicking my tongue across it to
get a taste of his sweet precum, and pushing my lips slowly down further
as it went back in my throat. After a few movements I looked up at him
with my big eyelashes and confirmed that I was his. I did my best bimbo
slut blowjob impersonation that I could, working it up and down, licking
from top to bottom, jerking it while sucking on his smooth cut balls,
gargling them to get that sperm ready for swallowing. As much as I
wanted this reward, it was obvious this was not where the night ended
for me.
He pulled me off my knees and bent me over the bed, with my cheeks exposed under the low cut dress, a
matching black and pink lace thong peeking out and hugging me perfectly.
I backed up into him and tried to give my version of a lapdance/twerk
that I could, feeling his cock rubbing between my cheeks. He responded
by rolling the dress up to my stomach, spanking my bare ass, and pulling
the thong down to my ankles. I felt something cold on my hole as he
massaged some lube around the edge, while he'd slowly binge 1 finger
just inside of my hole, my ass wrapping around it pulling it in each
time. I was being stretched, and he wasn't even having to work for it as
I was now grinding and pushing back to get more fingers even deeper
inside. I felt like a girl getting penetrated for the first time.
As I knew the time would come he withdrew his fingers leaving me empty,
craving for more. He flipped me over and threw me on the bed, telling me
what a fucking cock whore I was, craving it and wanting more. I was
rock hard and he spit on his hand and started giving me a slow but
sensual handjob. I was lost, felt like I was about to explode any
second. While doing this he pulled a little black bottle from the side
of the bed and told me my transformation was about to be complete. He
plugged one of my nostrils, told me to inhale deeply, I took a huge
breath and my whole body tensed up and gave out. My eyes rolled back and
I felt anxious for any stimulation that was to come next. On that note
he slid me to the edge of the bed, told me he was about to be breed my
cunt and make it his own, and pushed his cock against my whole.
There wasn't as much resistance as before, with him sliding fully in on his
first or second try. It was so wet and stiff I could feel each curve of
his cock as it slid on the walls of my ass. I was completely wrapped
around it. Pure ecstasy. laying on my back as he began to thrust with
some effort, feeling his balls clap against my ass, as the head of his
cock nudged my prostate with each engulfing push. I lasted maybe a
minute of this before he could see I was lost and he could finish this
night however he wanted. Being our first time (more to cum) he took
mercy on me, told me he wanted to show just how good it feels to be a
sissy bitch, jerked me off while fucking me, immediately causing me to
spurt huge ropes of cum across my stomach and some landing on my face.
My ass went into convulsions as I came time after time, literally
throbbing and milking the cock inside me. This was enough to get him to
finish too, he pulled me up off my back, thrusting deeper than ever
before, scratching my back and holding me close to make me wrap my legs
around his back. On that note he took a few big thrusts, moaned, and I
could feel this giant rod absolutely emptying its hot load deep inside
of me, it's a feeling that nothing else can even compare to.
I had just been absolutely taken, changed, sissified, bred, filled with a
man's seed. My makeup was running with sweat and cum across my face, his
cock slowly shriveled and escaped from the grip off my ass, not without
leaking a bit of my prize when it came out, but still leaving enough in
to be felt. I felt like I had 100% lost control, and yet for the first
time felt like I finally had some power to take what I truly wanted. |
