The Halloween Party
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Angel At Halloween Party free porn video
I was walking down the aisles of the mall with my girlfriend who had been
shopping for what seemed like an eternity for a friend's birthday party.
The mall had never been my favorite place and I would just as soon not have
gone with her. But girls always like to have guys with them so they can
torture them by asking if they like or dislike everything they pick out.
After walking through just about every store including Victoria Secret
which always makes me feel out of place we finally stopped in a small
novelty store called Spencer's. As we walked in I started looking around
at all the new things that had come in for Halloween which was about two
weeks away. There were all the same old gory costumes with blood streaming
out everywhere and deranged body parts. My girlfriend, Janet, went and
started looking by the game section. I then came across a sexy little
devils outfit that looked about the right size for my girl. I looked back
at her with her long black hair and dark eyes and back at the costume. It
had a pair of high red heels that went with it going up into some red
fishnet hoses. Above that was a red miniskirt that looked nice and tight
and a top the left room for some belly to show as well as some cleavage.
Also, there was a pair of devil horns that went on the head and a red
triton staff.
"Hey, hun," I called over to her. She looked up at me with a smile. She
lifted up a card game that was sort of like truth or dare, but all the
questions were sexually based. "Yeah, that would be great, hey, what do
you think about going as my little devil for Halloween?" I asked her.
She walked over and looked at it smiling. "I thought you didn't like
dressing up for Halloween?" She asked me.
"Well, I don't, but I like when you dress up for Halloween," I said and put
my arm around her waist and squeezed her a little.
"Hmmm, I don't know," she replied. "I like it, but what are you going to
go as?" she asked. "I'll go as your boyfriend," I responded with a smile.
She rolled her eyes at me and smiled too.
"How about you come with me wearing this?" She asked as her hand reached
out and touched the costume next to it. Hanging beside the devil outfit
was its counter-part the angel outfit. With white heels, white knee highs,
garter belt, and a tight dress that was pretty reveling. It also had a
small pair of wings which came out the back and a golden halo to top it
off.
I smiled at her, "Very funny Janet." I said and made a reaching motion to
grab the devil costume.
"I'm serious Chris," she retorted, "it'd be fun and you never dress up for
Halloween you need to go all out this year."
"Yeah, but not all out of the closet," I said and smiled again proud of my
witticism.
"Come on Chris, why not, it's about your size and it'd fit great. You're
always trying to explain to me why men find lesbians so attractive and now
you get a chance to be my lesbian date Halloween night." She pulled in
close and put her arms both around me and looked at me.
It's never easy to tell a beautiful girl no, but it wasn't too hard this
time. First of all I really didn't have much interest. Second, she had
touched on my sense of insecurity. The truth is I'm only about 5'9...well,
5'8 and have a pretty small frame. My voice is pretty soft for a guys also
and half the time when I talk to someone on the phone who doesn't know me
they thing they're talking to a girl. I'm athletic but it doesn't really
show in muscle just tone. Janet was eye to eye as tall as I am and except
for the breasts on her and the penis on me we'd about have the same body.
"I don't think so hun." I said flatly and grabbed the devil costume down,
but not without a quick side glance at the angel costume and I saw Janet
give me a smile that told me this battle might not be over. I bought her
costume and she bought the card game and we left the store and went home.
Halloween was on a Friday this year Janet seemed extra anxious for the day
to come. That Friday I got home from work and went inside to see Janet
already wearing the devil horns and had her hair all done with curls and
red streaks put in. She loves dressing up for Halloween. She also had a
fair amount of make up on to make herself look naughty since she was a
little devil. I smiled and walked over to her getting ready to give her a
big kiss, but she backed away from me. "I'm not kissing you till you get
dressed," she said.
"I've got a suit and tie on, how much more dressed do I need to be?" I
asked and tried to kiss her again, but she backed up another step.
"No, babe, dressed for Halloween," she responded.
"Janet, I'm going as a young ambitious business man, and it just so happens
I wear that costume to work every day." I reached out and pulled her in
and moved my lips to hers but she put a hand up blocking my face.
"Not tonight, I got you a new costume." She reached around the corner and
picked something that was hanging on the chair. She then produced the
angel outfit that had been at Spencer's. "You're coming as my angel
tonight."
"What are you doing with that?" I asked, "Are you serious?" I was a little
shocked that she had gone out and bought this for me and was completely
expecting me to wear it outside.
"Of course I'm serious; you'll look great in it. Besides, I'm a lesbian
devil tonight, so I'm not going with you anywhere dressed as a man, and if
you don't come with me than I'll just pick up some other girl at a party."
She said. All this talk of having my girlfriend picking up on other girls
was getting me aroused. I smiled at her to try and weaken her defenses,
but she looked determined.
"Janet, I don't need to spend the next 10 years of my life explaining to
everyone I know that I'm not a shemale and it was my girlfriend who made me
dress up like a girl." I told her.
"No one's going to think anything, besides we're just going to go cruising
down Mill Ave. You probably won't see anyone you know and if you do they
won't recognize you anyway." She then began pleading, "Come on, it's
Halloween you can be whatever you want just for fun and no one's going to
care. It doesn't mean anything Chris."
I made a hesitant face and grabbed the angel costume out of her hand and
shook my head. "OK, but if there's a girl out there who wants to have a
threesome with us then you have to agree to that, you are a lesbian devil."
I told her.
I took the costume and walked back to the bedroom. She came running after
me. "You can't just put it on and be ready to go. You have to get
yourself all ready."
I resigned myself to knowing I was not going to have the best night of my
life, but Janet seemed really excited about this and I figured I'd let her
have her fun. Besides the idea of having sex with my girlfriend as her
girlfriend sounded like it could be fun. "Alright Janet, do your worst,
I'm your Barbie doll for the night."
With that she smiled and it all began. She took me to the bathroom and
told me the first thing I needed to do was to shave. Not too hard because
I don't grow a lot of facial hair anyway, but I got my face nice and smooth
and came back out. "That was quick," She said.
"Yeah, well, I shaved this morning, just a little touch up work."
She shook her head and sighed, "Get back in there Chris; you need to shave
your whole body." She said and pushed me back towards the bathroom. I'm
not a very hairy guy, but I'd never shaved my whole body before. I shaved
off all my stomach hair, which was nothing more than a little strip and the
few chest hairs I had. Then I shaved my legs. Once I was done I held a
leg up and looked at it in the mirror. I looked like a pretty sexy leg all
shaved. I nodded contently at myself.
Once I was all done shaving I jumped in the shower real quick to wash off
all of the residue and got out to see Janet sitting in the bathroom with
her make up kit. She motioned for me to sit and I did. I had a feeling
all of this was coming and she was extremely excited to get started.
Before beginning on my face she applied some false nails which were white
and pretty long. She told me to hold my hands pretty still while she did
my makeup.
As she did up my face we talked about how I needed to walk and shake my
ass. I didn't really pay too much mind. I knew I wasn't going to be very
convincing. I'd seen other guys dressed up as girls and it was always
totally obvious they were men and I told Janet that.
"Well, some are easy to tell, but did you ever think that there are a lot
of other men dressed as women that you have no idea about." She replied,
but I doubted very much that was the case.
She put a lot of foundation on and a heavy amount of sparkling lipstick.
She told me the idea was the make me look very angelic, blue eyeliner, but
not too heavy and a lot of other stuff that I really don't know what it
was. I kept trying to look at the mirror behind me, but she would keep
grabbing my head.
She smiled and laughed as she did it and kept telling me how great I
looked. I could smell the makeup all over my face and couldn't believe how
much work girls had to go through every morning.
She put some more finishing touches on and said, "Before you look I've got
another surprise," She reached under her chair and held out a box. I
opened it up quickly and saw a blond shoulder length wig. I put it on, and
Janet put a white ribbon in it that pulled the hair to one side. She had a
huge smile on her face as she pronounced me done.
I turned around and looked in the mirror. I couldn't believe it for a
second. It looked like a totally different me. Only the eyes seemed to
show that I was underneath all the makeup and wig I now had on. "See, you
look beautiful." Janet said to me.
I touched my lips and saw the reflection of a girls hand with land nails
rise up to touch her lips. I smiled and it was warm and attractive. I
felt my cock jerk slightly under my towel and I thought about my shaved
legs and felt the urge to cross them, which I did. I turned around and saw
Janet staring at me. I got behind her and looked at us both in the mirror
and suddenly couldn't wait to play out the night as a lesbian angel.
I went to my drawer to grab a pair of underwear, but when I pulled out my
drawer there was a white lace thong and bra on top of all my other
underwear. "What's this?" I asked amused.
"Well, you couldn't go in men's briefs dear," she said to me. I had
resigned myself to thing and noticed they were from Victoria secret.
'Nothing but the best from my girl.' I slid them up my legs and tucked my
cock inside. It was getting a little stiff from the feel of lace and
having a small pair of panties ride up my ass. I thought it didn't feel
bad though. I put the bra on and Janet handed me two breast forms.
"Your costume will fit much better with big breasts," she said. They were
pretty large. The bra was a C cup and the breast forms felt s little
tight. I looked at the mirror and saw that I looked more like a girl than
I wanted to admit. My slender form looked feminine and petite. I was
getting more excited about this night by the minute. I went and started
putting on my angel costume. I began with the dress which had a fairly low
cut but didn't show that I had fake breasts. The bottom of the dress was
cut at a heavy slant so my right leg was exposed almost all the way up to
the panties and my left leg was covered all the way to the knee. Then I
put on the knee highs and the garter belt, on the right side so it was
easily seen. Then I put my heels on.
Janet told me this was going to be the hardest part of the night. I put my
feet in them and began to walk around. They were only 3" heels and I found
I had a pretty good knack for them, I liked how much taller I seemed. I
did a couple of turns around the room and liked the way my ass moved as I
walked. Then I put on the halo and Janet walked in fully dressed as my
little devil. "Tonight you're not Chris; you're Kristen, my long time
girlfriend." She smiled and I looked at us both in the mirror. We were
looking good. I wanted to have sex with her right there, but also didn't
want to ruin my makeup so I just gave her a kiss on the mouth and we walked
out to the car to go see what kind of commotion we could stir up.
In Arizona the best place to go for Halloween is Mill Ave. There is party
after party and everyone is dressed up for a good time. We drove over and
parked our car. Suddenly I felt very self conscious. I was going to be
walking around in public dressed as a girl. Then I looked at everyone else
walking around to see zombies, vampires and girls who might have been men
and men who were probably woman dressed up. It really wasn't that big of a
deal.
We got out of my car and I put my heels to the sidewalk for the first
time. Stood up and straightened myself up. I looked again at my reflection
and had renewed confidence. We then started strolling down the street hand
in hand.
I noticed we were getting quite a lot of attention as we walked, especially
from all the guys. As we waited for a light to change I grabbed Janet and
pulled her close for a kiss. Usually I have my arms around her waist and
hers are around my neck, but she put hers around my waist and mine went to
her neck. As she kissed me I knew we were getting a lot of attention from
everyone around us. I looked up and saw a guy starting at me with a stupid
smile. I smiled at him back knowing what he was thinking. I loved seeing
two lesbians making out, and he could eat his heart out.
We walked down and found one of our favorite clubs and went in. We skipped
the bar and went right for the dance floor. The angel/devil combo was a
huge hit. We had guys all over the club staring at us as we danced around
them, and I found quite a few girls giving me seductive looks also.
We continued dancing and got more and more heated as we went. Janet was
grinding her ass into my crotch when a guy stood in front of her and
started dancing with her. She made a quick look over her shoulder but
didn't see her face because another guy cut in and started dancing with me.
He looked down at me and smiled a big smile. He was dressed like a WWII
soldier. He was tall and good looking, but I was trying to get rid of him
and get back with Janet. I sort of danced around him and looked at her,
but she didn't seem to be paying me any attention and was dancing with this
new guy. She then looked at me quickly and shrugged as if to say, "What
can you do?" and kept on.
I knew what I could do. I walked over and cut in the started dancing with
her again. The two guys sort of looked at each other and smiled and then
moved on. "You can't leave me like that Janet." I said to her.
"Come on Kristen, you're a big girl, you can handle yourself." I shrugged
and started dancing with her again. After that more and more guys started
trying to dance with us. They were getting a little touchy feely too. One
guy would grab my shoulder and whirl me around to dance with him and one
put his hands on my waist, but I jerked back before her started anything
else.
I kept trying to always move back to Janet though and didn't spend too long
with anyone else. As we danced I saw the WWII soldier sitting over at the
bar looking at me. He looked sort of sad and dejected. He tried to dance
with me and I cut him off, then I started dancing with other guys. I
inadvertently winked at him, I could feel my long eyelashes reaching out to
him as I realized I was flirting with him and was horrified with myself.
He saw though and smiled a big, sort of hungry looking smile.
As we kept on I found myself spending more and more time with the guys that
would cut in with me. A couple of time I would laugh at their jokes and
didn't mind if one of them got a little closer than I would otherwise.
Then the WWII soldier came up and I figured now I could make up to him how
I cut him off. I looked him straight in the eyes and started shaking my
ass a little as I walked over to him. He smiled and started moving his
body. I put my hands in the air and started to move my body down next to
his. This is my favorite thing when a girl danced with me and I figured
I'd make him drool over me a little. Then I turned around and started
shaking my ass next to his crotch. I felt a strange rush of excitement as
I felt his large hands grab my waist and bring me back towards him.
For a brief second my ass touched his crotch and I shook it just a little
bit before I stepped away. My stomach jumped and I realized my cock was
getting a little too excited. I looked around to see Janet dancing with
some guy pretty heavily. I felt a little too excited for being with a guy.
I walked straight over to the bar and asked for a vodka. The bartender
smiled at me and said, "Anything you want sweetie." I sat there and
watched Janet dancing the night away with yet another guy and I found
myself not really caring too much, if anything I was a little envious.
I looked down at my lap and saw my two breasts blocking my view. The white
knee highs and high heels came into view and could feel my white panties
under my seat. I suddenly became very self-conscious. I looked up to
catch two guys staring at me. Then one of them walked over. "You wanna
dance?" He asked.
I remembered the rush of excitement I got with I started grinding with the
soldier and looked at this guy. He was dressed like a devil which reminded
me of Janet and made me feel comfortable somehow. "You can be my little
angel."
I smiled at him, not trying to be seductive or anything, but his face lit
up. I stood up and he grabbed my hand to lead me out on the dance floor.
It took me a few seconds to get into the music again and even when I
started dancing I was still having a hard time getting really into it. The
guy told me his name and I blurted out that my name was Kristen.
After I danced with him I saw one of the girls who was giving me a
seductive look earlier. As the new dance started I moved over to her and
she seemed more than willing to move with me. We made a pretty good couple
us two girls. She knew how to move her body. But for some reason I wasn't
really getting into it.
Since I still wasn't really feeling it I turned around and started dancing
while looking around the room. I thought about how stupid I was. I might
as well just go home and wait for Janet there. Then I felt a familiar hand
reach around my waist and pull me back. I turned around and saw the WWII
soldier dancing with me. "We never finished our dance."
I once again winked at him without thinking about it and he moved his body
uncomfortably close to mine. I felt my body twist and curve up to his. I
was suddenly very aware of my knee high which made a quick gesture and
rubbed up against his leg.
"Can I ask you something?" he asked and went on without waiting for my
response, "Are you a lesbian are bisexual?"
My eyes opened wide and I didn't really know how to respond. I was afraid
the truth would get me a pretty swift ass kicking. I just smiled and
turned around and began to rub the back side of my body against his. I
pushed my ass into his crotch again and felt another exhilarating rush, but
this time I felt like there was a little more of a bulge in his pants than
the last time. I felt my own cock twitch. I was turning this man on.
I've never gotten another man aroused before.
I put my arms up around his neck and looked at him as I continued moving my
body. His leg moved up my dress and for some reason I thought maybe I
should tell this guy the truth or I was going to wake up the next morning
with nothing but regret for doing something I shouldn't. I leaned my head
close and said in his ear. "I'm not a lesbian or bisexual, I'm a straight
man, and the devil is my girlfriend."
He held me back a little, but kept dancing with me. He shook his head
disbelieving and smiled. "I don't believe that for a second," he replied.
"It's true" I said, "she made me dress up like this tonight." He gave me a
quizzical look and then kept dancing with me. I didn't really know what
meant. Then he pulled me closer to him and reached his hand up my leg,
past my garter and his finger twisted around the side of my panties. As he
lightly pulled on the string I felt the panties pull on my ass and cock
giving me a thrilling sensation. Without thinking I rubbed my hip into his
cock appreciatively. He then pulled a little harder and placed his whole
hand on my ass, underneath my dress. My head suddenly snapped back in
place and I realized what I was doing.
I pushed him back into a couple of people dancing behind him and gave him a
dirty look. He looked at me confused but then walked but up to me. He
moved his face towards me like he was going to kiss me and I punched him in
the face, just above his eye. He stumbled back and I thought that I needed
to get out of there. People were all looking at me and I wasn't in the
mood for this any more. I walked as fast as I could in my high heels to
the bar to get my phone.
The bartender looked at me saying, "nice hook darlin'" and handed my phone
to me. I looked at it and saw I had two text messages. They were both
Janet saying she was going to be longer than she thought and that I would
have to find my own way home, she was sorry. What a crappy night.
I looked back and saw the WWII soldier holding his hand to his head and
there was some blood coming out. I suddenly felt really bad. It wasn't
his fault as much as mine. I reached up and felt my wig and then looked
back at my reflection. Hell, I'd probably have done the same thing. I
walked over to him. I didn't know what to say. People went back to
dancing around us and didn't pay us much attention. I don't think Janet
even saw anything. At least, I didn't see her.
"I'm sorry," I finally said.
"It's my fault," he replied, "I shouldn't have been so hasty." It wasn't
his fault; I was winking at him and grinding into him all night. He didn't
know.
"Let me help clean you up," I said and without thinking too much I grabbed
his hand and led him off the dance floor. "What's your name?" I asked.
"John," he replied, "you?"
"Kristen," I said again without thinking.
"Pretty feminine name for a guy," he said and squeezed my hand. As I took
him to the back there was a male and female restroom and a separate
handicapped one. I figured since I was all over the gender board I'd just
use the handicap one. We walked inside and I looked at the mirror to see a
hot young angel leading a WWII soldier across the bathroom. I also caught
his eye as he was looking at me.
I grabbed some paper towel and held it to his head. "Hold this there," I
said. He reached up and grabbed my wrist holding it in place. I felt my
heart start to race. He looked at me again with that hungry smile I'd seen
across the floor. I thought about how his pants had bulged underneath my
ass. He moved me back a little so he leaned against the sink. I looked
over his shoulder and saw a pretty angel again looking back at me. She was
being held by the hand by a large handsome soldier. I moved my body a
little closer to his as if I was examining the cut above his eye.
"How does it feel?" I asked.
"Pretty good," he said and his hand moved back to my leg. I grabbed his
head in both my hands and pulled it down. I brought my lips up to his eye
and kissed the cut. There was a light taste of blood, but I didn't mind.
I could feel my cock getting hard underneath my dress and my panties
weren't going to hold it in.
I then kissed a little lower on his face and then a little lower. I kissed
just above his lips and then backed away. My hands reached around his neck
and he pulled me close to him kissing him deeply. I'd never kissed another
man before. I opened my eyes and realized I wasn't kissing another man; I
was a girl kissing a man.
His tongue went deep inside me and I felt myself give way to him. He
started to pull down my panties when he realized they were stuck on
something. I blushed deep and red. My cock had been sticking out of them
and was blocking the panties from coming off.
He looked at me in surprise. "You really are a guy," he said and took a
step back. I just stood there blushing like an idiot. He didn't make a
move toward me or toward the door but just stared. For some reason I got
the feeling he really wouldn't care too much and I know that I didn't care
at all at this point.
I walked over to him as close as I could and pulled off the panties getting
my cock untangled. Then I reached out and undid his belt while looking at
him. I put my hand down his pants, and felt his briefs. There was a large
hard cock waiting for me. "You don't seem to mind too much." I said to him
and squeezed the cock. It was the first time I'd ever held a cock other
than mind, but I found myself getting more turned on. His breathing was
also getting heavier.
I pulled down his pants and then knelt down in front of him. He put both
hands on the sink as if he was going to pass out and I pulled down his
underwear. I saw his large dick pop out in front of me like toy waiting to
be played with. I took it in my hands and saw my long white fingernails
grabbing at it. My mouth moved in closer and I almost came just by
thinking about having it in my mouth. My lips opened up and I took his
cock in my mouth.
He slowly pushed his manhood past my lipstick covered lips and into my
throat. His hips started moving with the music that we could still hear
from outside. I thought if Janet walked in right now then this would be
fair treatment for her making me come as a girl. I had joked about finding
another girl to bring home, but found myself a man. I could taste his
pre-cum and I sucked hard on him. I could hear him moaning with delight.
Then I stood up. His cock was standing straight in the air and I felt a
light draft under my dress. I got him down on the ground and felt the urge
to have his cock inside my ass. As I got him down I knelt on top and
grabbed his dick getting it into position. He looked at me with eager eyes
and reached under my dress to find my dick hard as a rock. There was a
small wet spot from all the pre-cum I had already leaked out.
I pushed his dick into my ass hole, but it only went in a little and hurt
quite a bit. I tried again, but without any luck. He started stroking me
harder. I reached up to the sink and got some liquid soap. Desperate
times call for desperate measures.
I got a good amount and rubbed it all over his cock. Then I rubbed more on
my ass and slid a finger inside. It went in nice and easily. I worked my
way back onto his throbbing dick and this time I could feel it start to
slide inside of me. I worked it in little by little letting it fill me up.
He then pushed and shoved the rest of it inside of me. He had to be at
least 7" and it still hurt having it go into me. He started pumping his
cock in and out and I started moaning without being able to stop. As he
started fucking me harder and harder in my ass he stroked my cock faster.
I laid my body down on top of him and started kissing him heavily as he
worked my ass. The music and noise of everyone outside seemed to make the
perfect rhythm. Finally I could feel all his muscles tense up and shoot a
load of cum deep into my ass. As soon as it went in my own load shot all
over his costume. He made a few more quick movements of his dick in my ass
then slowly pulled it out. I felt raw. I slowly got off him and stood up.
I looked in the mirror and saw a pretty angel with the look of ecstasy on
her face. I walked over and picked up my panties which were on the floor.
"Can I keep those?" He asked.
I took the panties and soaked up some of the cum on his costume and then
handed them over to him. He stood up and looked at me for a second. I
didn't know what to say, neither one of us wanted anything more than what
we got, but we just kept looking at each other. Then I kissed him on the
cheek, fixed my dress and walked out.
Janet was waiting at the bar and asked me where I was. I told her I wasn't
feeling too good and was in the bathroom. She looked at me for a sec and
we left. As we drove home I could feel John's cum leaking out of my ass
onto my car seat, but I didn't care. Later when I was having sex with
Janet she asked me what happened to my panties and I just smiled and told
her I must have left them in the bathroom at the club.
shopping for what seemed like an eternity for a friend's birthday party.
The mall had never been my favorite place and I would just as soon not have
gone with her. But girls always like to have guys with them so they can
torture them by asking if they like or dislike everything they pick out.
After walking through just about every store including Victoria Secret
which always makes me feel out of place we finally stopped in a small
novelty store called Spencer's. As we walked in I started looking around
at all the new things that had come in for Halloween which was about two
weeks away. There were all the same old gory costumes with blood streaming
out everywhere and deranged body parts. My girlfriend, Janet, went and
started looking by the game section. I then came across a sexy little
devils outfit that looked about the right size for my girl. I looked back
at her with her long black hair and dark eyes and back at the costume. It
had a pair of high red heels that went with it going up into some red
fishnet hoses. Above that was a red miniskirt that looked nice and tight
and a top the left room for some belly to show as well as some cleavage.
Also, there was a pair of devil horns that went on the head and a red
triton staff.
"Hey, hun," I called over to her. She looked up at me with a smile. She
lifted up a card game that was sort of like truth or dare, but all the
questions were sexually based. "Yeah, that would be great, hey, what do
you think about going as my little devil for Halloween?" I asked her.
She walked over and looked at it smiling. "I thought you didn't like
dressing up for Halloween?" She asked me.
"Well, I don't, but I like when you dress up for Halloween," I said and put
my arm around her waist and squeezed her a little.
"Hmmm, I don't know," she replied. "I like it, but what are you going to
go as?" she asked. "I'll go as your boyfriend," I responded with a smile.
She rolled her eyes at me and smiled too.
"How about you come with me wearing this?" She asked as her hand reached
out and touched the costume next to it. Hanging beside the devil outfit
was its counter-part the angel outfit. With white heels, white knee highs,
garter belt, and a tight dress that was pretty reveling. It also had a
small pair of wings which came out the back and a golden halo to top it
off.
I smiled at her, "Very funny Janet." I said and made a reaching motion to
grab the devil costume.
"I'm serious Chris," she retorted, "it'd be fun and you never dress up for
Halloween you need to go all out this year."
"Yeah, but not all out of the closet," I said and smiled again proud of my
witticism.
"Come on Chris, why not, it's about your size and it'd fit great. You're
always trying to explain to me why men find lesbians so attractive and now
you get a chance to be my lesbian date Halloween night." She pulled in
close and put her arms both around me and looked at me.
It's never easy to tell a beautiful girl no, but it wasn't too hard this
time. First of all I really didn't have much interest. Second, she had
touched on my sense of insecurity. The truth is I'm only about 5'9...well,
5'8 and have a pretty small frame. My voice is pretty soft for a guys also
and half the time when I talk to someone on the phone who doesn't know me
they thing they're talking to a girl. I'm athletic but it doesn't really
show in muscle just tone. Janet was eye to eye as tall as I am and except
for the breasts on her and the penis on me we'd about have the same body.
"I don't think so hun." I said flatly and grabbed the devil costume down,
but not without a quick side glance at the angel costume and I saw Janet
give me a smile that told me this battle might not be over. I bought her
costume and she bought the card game and we left the store and went home.
Halloween was on a Friday this year Janet seemed extra anxious for the day
to come. That Friday I got home from work and went inside to see Janet
already wearing the devil horns and had her hair all done with curls and
red streaks put in. She loves dressing up for Halloween. She also had a
fair amount of make up on to make herself look naughty since she was a
little devil. I smiled and walked over to her getting ready to give her a
big kiss, but she backed away from me. "I'm not kissing you till you get
dressed," she said.
"I've got a suit and tie on, how much more dressed do I need to be?" I
asked and tried to kiss her again, but she backed up another step.
"No, babe, dressed for Halloween," she responded.
"Janet, I'm going as a young ambitious business man, and it just so happens
I wear that costume to work every day." I reached out and pulled her in
and moved my lips to hers but she put a hand up blocking my face.
"Not tonight, I got you a new costume." She reached around the corner and
picked something that was hanging on the chair. She then produced the
angel outfit that had been at Spencer's. "You're coming as my angel
tonight."
"What are you doing with that?" I asked, "Are you serious?" I was a little
shocked that she had gone out and bought this for me and was completely
expecting me to wear it outside.
"Of course I'm serious; you'll look great in it. Besides, I'm a lesbian
devil tonight, so I'm not going with you anywhere dressed as a man, and if
you don't come with me than I'll just pick up some other girl at a party."
She said. All this talk of having my girlfriend picking up on other girls
was getting me aroused. I smiled at her to try and weaken her defenses,
but she looked determined.
"Janet, I don't need to spend the next 10 years of my life explaining to
everyone I know that I'm not a shemale and it was my girlfriend who made me
dress up like a girl." I told her.
"No one's going to think anything, besides we're just going to go cruising
down Mill Ave. You probably won't see anyone you know and if you do they
won't recognize you anyway." She then began pleading, "Come on, it's
Halloween you can be whatever you want just for fun and no one's going to
care. It doesn't mean anything Chris."
I made a hesitant face and grabbed the angel costume out of her hand and
shook my head. "OK, but if there's a girl out there who wants to have a
threesome with us then you have to agree to that, you are a lesbian devil."
I told her.
I took the costume and walked back to the bedroom. She came running after
me. "You can't just put it on and be ready to go. You have to get
yourself all ready."
I resigned myself to knowing I was not going to have the best night of my
life, but Janet seemed really excited about this and I figured I'd let her
have her fun. Besides the idea of having sex with my girlfriend as her
girlfriend sounded like it could be fun. "Alright Janet, do your worst,
I'm your Barbie doll for the night."
With that she smiled and it all began. She took me to the bathroom and
told me the first thing I needed to do was to shave. Not too hard because
I don't grow a lot of facial hair anyway, but I got my face nice and smooth
and came back out. "That was quick," She said.
"Yeah, well, I shaved this morning, just a little touch up work."
She shook her head and sighed, "Get back in there Chris; you need to shave
your whole body." She said and pushed me back towards the bathroom. I'm
not a very hairy guy, but I'd never shaved my whole body before. I shaved
off all my stomach hair, which was nothing more than a little strip and the
few chest hairs I had. Then I shaved my legs. Once I was done I held a
leg up and looked at it in the mirror. I looked like a pretty sexy leg all
shaved. I nodded contently at myself.
Once I was all done shaving I jumped in the shower real quick to wash off
all of the residue and got out to see Janet sitting in the bathroom with
her make up kit. She motioned for me to sit and I did. I had a feeling
all of this was coming and she was extremely excited to get started.
Before beginning on my face she applied some false nails which were white
and pretty long. She told me to hold my hands pretty still while she did
my makeup.
As she did up my face we talked about how I needed to walk and shake my
ass. I didn't really pay too much mind. I knew I wasn't going to be very
convincing. I'd seen other guys dressed up as girls and it was always
totally obvious they were men and I told Janet that.
"Well, some are easy to tell, but did you ever think that there are a lot
of other men dressed as women that you have no idea about." She replied,
but I doubted very much that was the case.
She put a lot of foundation on and a heavy amount of sparkling lipstick.
She told me the idea was the make me look very angelic, blue eyeliner, but
not too heavy and a lot of other stuff that I really don't know what it
was. I kept trying to look at the mirror behind me, but she would keep
grabbing my head.
She smiled and laughed as she did it and kept telling me how great I
looked. I could smell the makeup all over my face and couldn't believe how
much work girls had to go through every morning.
She put some more finishing touches on and said, "Before you look I've got
another surprise," She reached under her chair and held out a box. I
opened it up quickly and saw a blond shoulder length wig. I put it on, and
Janet put a white ribbon in it that pulled the hair to one side. She had a
huge smile on her face as she pronounced me done.
I turned around and looked in the mirror. I couldn't believe it for a
second. It looked like a totally different me. Only the eyes seemed to
show that I was underneath all the makeup and wig I now had on. "See, you
look beautiful." Janet said to me.
I touched my lips and saw the reflection of a girls hand with land nails
rise up to touch her lips. I smiled and it was warm and attractive. I
felt my cock jerk slightly under my towel and I thought about my shaved
legs and felt the urge to cross them, which I did. I turned around and saw
Janet staring at me. I got behind her and looked at us both in the mirror
and suddenly couldn't wait to play out the night as a lesbian angel.
I went to my drawer to grab a pair of underwear, but when I pulled out my
drawer there was a white lace thong and bra on top of all my other
underwear. "What's this?" I asked amused.
"Well, you couldn't go in men's briefs dear," she said to me. I had
resigned myself to thing and noticed they were from Victoria secret.
'Nothing but the best from my girl.' I slid them up my legs and tucked my
cock inside. It was getting a little stiff from the feel of lace and
having a small pair of panties ride up my ass. I thought it didn't feel
bad though. I put the bra on and Janet handed me two breast forms.
"Your costume will fit much better with big breasts," she said. They were
pretty large. The bra was a C cup and the breast forms felt s little
tight. I looked at the mirror and saw that I looked more like a girl than
I wanted to admit. My slender form looked feminine and petite. I was
getting more excited about this night by the minute. I went and started
putting on my angel costume. I began with the dress which had a fairly low
cut but didn't show that I had fake breasts. The bottom of the dress was
cut at a heavy slant so my right leg was exposed almost all the way up to
the panties and my left leg was covered all the way to the knee. Then I
put on the knee highs and the garter belt, on the right side so it was
easily seen. Then I put my heels on.
Janet told me this was going to be the hardest part of the night. I put my
feet in them and began to walk around. They were only 3" heels and I found
I had a pretty good knack for them, I liked how much taller I seemed. I
did a couple of turns around the room and liked the way my ass moved as I
walked. Then I put on the halo and Janet walked in fully dressed as my
little devil. "Tonight you're not Chris; you're Kristen, my long time
girlfriend." She smiled and I looked at us both in the mirror. We were
looking good. I wanted to have sex with her right there, but also didn't
want to ruin my makeup so I just gave her a kiss on the mouth and we walked
out to the car to go see what kind of commotion we could stir up.
In Arizona the best place to go for Halloween is Mill Ave. There is party
after party and everyone is dressed up for a good time. We drove over and
parked our car. Suddenly I felt very self conscious. I was going to be
walking around in public dressed as a girl. Then I looked at everyone else
walking around to see zombies, vampires and girls who might have been men
and men who were probably woman dressed up. It really wasn't that big of a
deal.
We got out of my car and I put my heels to the sidewalk for the first
time. Stood up and straightened myself up. I looked again at my reflection
and had renewed confidence. We then started strolling down the street hand
in hand.
I noticed we were getting quite a lot of attention as we walked, especially
from all the guys. As we waited for a light to change I grabbed Janet and
pulled her close for a kiss. Usually I have my arms around her waist and
hers are around my neck, but she put hers around my waist and mine went to
her neck. As she kissed me I knew we were getting a lot of attention from
everyone around us. I looked up and saw a guy starting at me with a stupid
smile. I smiled at him back knowing what he was thinking. I loved seeing
two lesbians making out, and he could eat his heart out.
We walked down and found one of our favorite clubs and went in. We skipped
the bar and went right for the dance floor. The angel/devil combo was a
huge hit. We had guys all over the club staring at us as we danced around
them, and I found quite a few girls giving me seductive looks also.
We continued dancing and got more and more heated as we went. Janet was
grinding her ass into my crotch when a guy stood in front of her and
started dancing with her. She made a quick look over her shoulder but
didn't see her face because another guy cut in and started dancing with me.
He looked down at me and smiled a big smile. He was dressed like a WWII
soldier. He was tall and good looking, but I was trying to get rid of him
and get back with Janet. I sort of danced around him and looked at her,
but she didn't seem to be paying me any attention and was dancing with this
new guy. She then looked at me quickly and shrugged as if to say, "What
can you do?" and kept on.
I knew what I could do. I walked over and cut in the started dancing with
her again. The two guys sort of looked at each other and smiled and then
moved on. "You can't leave me like that Janet." I said to her.
"Come on Kristen, you're a big girl, you can handle yourself." I shrugged
and started dancing with her again. After that more and more guys started
trying to dance with us. They were getting a little touchy feely too. One
guy would grab my shoulder and whirl me around to dance with him and one
put his hands on my waist, but I jerked back before her started anything
else.
I kept trying to always move back to Janet though and didn't spend too long
with anyone else. As we danced I saw the WWII soldier sitting over at the
bar looking at me. He looked sort of sad and dejected. He tried to dance
with me and I cut him off, then I started dancing with other guys. I
inadvertently winked at him, I could feel my long eyelashes reaching out to
him as I realized I was flirting with him and was horrified with myself.
He saw though and smiled a big, sort of hungry looking smile.
As we kept on I found myself spending more and more time with the guys that
would cut in with me. A couple of time I would laugh at their jokes and
didn't mind if one of them got a little closer than I would otherwise.
Then the WWII soldier came up and I figured now I could make up to him how
I cut him off. I looked him straight in the eyes and started shaking my
ass a little as I walked over to him. He smiled and started moving his
body. I put my hands in the air and started to move my body down next to
his. This is my favorite thing when a girl danced with me and I figured
I'd make him drool over me a little. Then I turned around and started
shaking my ass next to his crotch. I felt a strange rush of excitement as
I felt his large hands grab my waist and bring me back towards him.
For a brief second my ass touched his crotch and I shook it just a little
bit before I stepped away. My stomach jumped and I realized my cock was
getting a little too excited. I looked around to see Janet dancing with
some guy pretty heavily. I felt a little too excited for being with a guy.
I walked straight over to the bar and asked for a vodka. The bartender
smiled at me and said, "Anything you want sweetie." I sat there and
watched Janet dancing the night away with yet another guy and I found
myself not really caring too much, if anything I was a little envious.
I looked down at my lap and saw my two breasts blocking my view. The white
knee highs and high heels came into view and could feel my white panties
under my seat. I suddenly became very self-conscious. I looked up to
catch two guys staring at me. Then one of them walked over. "You wanna
dance?" He asked.
I remembered the rush of excitement I got with I started grinding with the
soldier and looked at this guy. He was dressed like a devil which reminded
me of Janet and made me feel comfortable somehow. "You can be my little
angel."
I smiled at him, not trying to be seductive or anything, but his face lit
up. I stood up and he grabbed my hand to lead me out on the dance floor.
It took me a few seconds to get into the music again and even when I
started dancing I was still having a hard time getting really into it. The
guy told me his name and I blurted out that my name was Kristen.
After I danced with him I saw one of the girls who was giving me a
seductive look earlier. As the new dance started I moved over to her and
she seemed more than willing to move with me. We made a pretty good couple
us two girls. She knew how to move her body. But for some reason I wasn't
really getting into it.
Since I still wasn't really feeling it I turned around and started dancing
while looking around the room. I thought about how stupid I was. I might
as well just go home and wait for Janet there. Then I felt a familiar hand
reach around my waist and pull me back. I turned around and saw the WWII
soldier dancing with me. "We never finished our dance."
I once again winked at him without thinking about it and he moved his body
uncomfortably close to mine. I felt my body twist and curve up to his. I
was suddenly very aware of my knee high which made a quick gesture and
rubbed up against his leg.
"Can I ask you something?" he asked and went on without waiting for my
response, "Are you a lesbian are bisexual?"
My eyes opened wide and I didn't really know how to respond. I was afraid
the truth would get me a pretty swift ass kicking. I just smiled and
turned around and began to rub the back side of my body against his. I
pushed my ass into his crotch again and felt another exhilarating rush, but
this time I felt like there was a little more of a bulge in his pants than
the last time. I felt my own cock twitch. I was turning this man on.
I've never gotten another man aroused before.
I put my arms up around his neck and looked at him as I continued moving my
body. His leg moved up my dress and for some reason I thought maybe I
should tell this guy the truth or I was going to wake up the next morning
with nothing but regret for doing something I shouldn't. I leaned my head
close and said in his ear. "I'm not a lesbian or bisexual, I'm a straight
man, and the devil is my girlfriend."
He held me back a little, but kept dancing with me. He shook his head
disbelieving and smiled. "I don't believe that for a second," he replied.
"It's true" I said, "she made me dress up like this tonight." He gave me a
quizzical look and then kept dancing with me. I didn't really know what
meant. Then he pulled me closer to him and reached his hand up my leg,
past my garter and his finger twisted around the side of my panties. As he
lightly pulled on the string I felt the panties pull on my ass and cock
giving me a thrilling sensation. Without thinking I rubbed my hip into his
cock appreciatively. He then pulled a little harder and placed his whole
hand on my ass, underneath my dress. My head suddenly snapped back in
place and I realized what I was doing.
I pushed him back into a couple of people dancing behind him and gave him a
dirty look. He looked at me confused but then walked but up to me. He
moved his face towards me like he was going to kiss me and I punched him in
the face, just above his eye. He stumbled back and I thought that I needed
to get out of there. People were all looking at me and I wasn't in the
mood for this any more. I walked as fast as I could in my high heels to
the bar to get my phone.
The bartender looked at me saying, "nice hook darlin'" and handed my phone
to me. I looked at it and saw I had two text messages. They were both
Janet saying she was going to be longer than she thought and that I would
have to find my own way home, she was sorry. What a crappy night.
I looked back and saw the WWII soldier holding his hand to his head and
there was some blood coming out. I suddenly felt really bad. It wasn't
his fault as much as mine. I reached up and felt my wig and then looked
back at my reflection. Hell, I'd probably have done the same thing. I
walked over to him. I didn't know what to say. People went back to
dancing around us and didn't pay us much attention. I don't think Janet
even saw anything. At least, I didn't see her.
"I'm sorry," I finally said.
"It's my fault," he replied, "I shouldn't have been so hasty." It wasn't
his fault; I was winking at him and grinding into him all night. He didn't
know.
"Let me help clean you up," I said and without thinking too much I grabbed
his hand and led him off the dance floor. "What's your name?" I asked.
"John," he replied, "you?"
"Kristen," I said again without thinking.
"Pretty feminine name for a guy," he said and squeezed my hand. As I took
him to the back there was a male and female restroom and a separate
handicapped one. I figured since I was all over the gender board I'd just
use the handicap one. We walked inside and I looked at the mirror to see a
hot young angel leading a WWII soldier across the bathroom. I also caught
his eye as he was looking at me.
I grabbed some paper towel and held it to his head. "Hold this there," I
said. He reached up and grabbed my wrist holding it in place. I felt my
heart start to race. He looked at me again with that hungry smile I'd seen
across the floor. I thought about how his pants had bulged underneath my
ass. He moved me back a little so he leaned against the sink. I looked
over his shoulder and saw a pretty angel again looking back at me. She was
being held by the hand by a large handsome soldier. I moved my body a
little closer to his as if I was examining the cut above his eye.
"How does it feel?" I asked.
"Pretty good," he said and his hand moved back to my leg. I grabbed his
head in both my hands and pulled it down. I brought my lips up to his eye
and kissed the cut. There was a light taste of blood, but I didn't mind.
I could feel my cock getting hard underneath my dress and my panties
weren't going to hold it in.
I then kissed a little lower on his face and then a little lower. I kissed
just above his lips and then backed away. My hands reached around his neck
and he pulled me close to him kissing him deeply. I'd never kissed another
man before. I opened my eyes and realized I wasn't kissing another man; I
was a girl kissing a man.
His tongue went deep inside me and I felt myself give way to him. He
started to pull down my panties when he realized they were stuck on
something. I blushed deep and red. My cock had been sticking out of them
and was blocking the panties from coming off.
He looked at me in surprise. "You really are a guy," he said and took a
step back. I just stood there blushing like an idiot. He didn't make a
move toward me or toward the door but just stared. For some reason I got
the feeling he really wouldn't care too much and I know that I didn't care
at all at this point.
I walked over to him as close as I could and pulled off the panties getting
my cock untangled. Then I reached out and undid his belt while looking at
him. I put my hand down his pants, and felt his briefs. There was a large
hard cock waiting for me. "You don't seem to mind too much." I said to him
and squeezed the cock. It was the first time I'd ever held a cock other
than mind, but I found myself getting more turned on. His breathing was
also getting heavier.
I pulled down his pants and then knelt down in front of him. He put both
hands on the sink as if he was going to pass out and I pulled down his
underwear. I saw his large dick pop out in front of me like toy waiting to
be played with. I took it in my hands and saw my long white fingernails
grabbing at it. My mouth moved in closer and I almost came just by
thinking about having it in my mouth. My lips opened up and I took his
cock in my mouth.
He slowly pushed his manhood past my lipstick covered lips and into my
throat. His hips started moving with the music that we could still hear
from outside. I thought if Janet walked in right now then this would be
fair treatment for her making me come as a girl. I had joked about finding
another girl to bring home, but found myself a man. I could taste his
pre-cum and I sucked hard on him. I could hear him moaning with delight.
Then I stood up. His cock was standing straight in the air and I felt a
light draft under my dress. I got him down on the ground and felt the urge
to have his cock inside my ass. As I got him down I knelt on top and
grabbed his dick getting it into position. He looked at me with eager eyes
and reached under my dress to find my dick hard as a rock. There was a
small wet spot from all the pre-cum I had already leaked out.
I pushed his dick into my ass hole, but it only went in a little and hurt
quite a bit. I tried again, but without any luck. He started stroking me
harder. I reached up to the sink and got some liquid soap. Desperate
times call for desperate measures.
I got a good amount and rubbed it all over his cock. Then I rubbed more on
my ass and slid a finger inside. It went in nice and easily. I worked my
way back onto his throbbing dick and this time I could feel it start to
slide inside of me. I worked it in little by little letting it fill me up.
He then pushed and shoved the rest of it inside of me. He had to be at
least 7" and it still hurt having it go into me. He started pumping his
cock in and out and I started moaning without being able to stop. As he
started fucking me harder and harder in my ass he stroked my cock faster.
I laid my body down on top of him and started kissing him heavily as he
worked my ass. The music and noise of everyone outside seemed to make the
perfect rhythm. Finally I could feel all his muscles tense up and shoot a
load of cum deep into my ass. As soon as it went in my own load shot all
over his costume. He made a few more quick movements of his dick in my ass
then slowly pulled it out. I felt raw. I slowly got off him and stood up.
I looked in the mirror and saw a pretty angel with the look of ecstasy on
her face. I walked over and picked up my panties which were on the floor.
"Can I keep those?" He asked.
I took the panties and soaked up some of the cum on his costume and then
handed them over to him. He stood up and looked at me for a second. I
didn't know what to say, neither one of us wanted anything more than what
we got, but we just kept looking at each other. Then I kissed him on the
cheek, fixed my dress and walked out.
Janet was waiting at the bar and asked me where I was. I told her I wasn't
feeling too good and was in the bathroom. She looked at me for a sec and
we left. As we drove home I could feel John's cum leaking out of my ass
onto my car seat, but I didn't care. Later when I was having sex with
Janet she asked me what happened to my panties and I just smiled and told
her I must have left them in the bathroom at the club.
Angelica
- 14.02.2022
- 32
- 0
The Halloween Party
- 4 years ago
- 29
- 0
Tricked and Treated at a Halloween Party
- 3 years ago
- 26
- 0
