Xena for Halloween

XENA FOR HALLOWEEN
By Karen Flynn Photo by Danielleph

It was approaching Halloween. My girlfriend and I were trying to
figure out some good costumes. Halloween was the only time of the year that
I was allowed to venture out of the house crossdressed so I always tried to
make the best of it. We were sitting at home watching TV when I saw my
costume. I got a smile out of Debbie when I said "That's it I am going to
be XENA." Much to my surprise Debbie said "Ok, I will be Gabriel."
Let me give you a little background on myself. My name is Andy I am
thirty-two years old. I have been a cross dresser since I was five years
old. I am six foot tall and I have long black hair that I keep in a pony
Tail. I weigh in at about 170 lbs. I keep myself in good shape so I have a
slim stomach but I have large breasts for a man so much so that I have been
k**ded about them since I was in high school somewhere between a B and a C
cup. In almost every relationship I have been in except for the current one
as soon as I bring up the cross dressing and I have to bring it up or it
will haunt me later. The relationship starts to go sour. Debbie is
different. Within the first week of knowing her it was Halloween three
years ago and I went as Mae West. I always cross dress on Halloween. Debbie
was shocked but later on she ripped my dress off and gave me the best sex I
ever had. Eventually we moved in together but as much as she lets me dress
at home I am only allowed out dressed on Halloween and Debbie has never
dressed up before.
The next day I started. First I scanned the Internet until I found
some good pictures of Xena. I realized that I had chosen well. It appeared
as though Xena was the same height as me. She had bigger breasts but mine
would be more than adequate. My hair when I wore it out of the ponytail,
which was not that often, looked almost exactly Like Xena's. Next I went to
the costume shop. They had Xena costumes, but much to my surprise they were
all to small. I talked the store clerk into letting me look at one
closely. I realized that it would be difficult but I could make one. So off
to the fabric store to get some fake leather I won't go into the details
but after almost a week of sewing cutting and riveting I had a custom made
Xena suit. Debbie was looking over and admiring it when she said "I wish
you would put same effort into cleaning the house that you put into these
outfits." Luckily Debbie had been able to get a Gabby costume at the
costume store. I put the Costume on and tied several approaches at the
makeup before I had perfected it. Debbie took a picture, which I compared
with the pictures I had printed from the Internet and decided I made an
excellent Xena. Debbie dressed up in her costume. She looked awesome,
Debbie looks awesome in anything. But she made an extremely passable
Gabby. Then she turned to me and attacked. I would be willing to bet that
quite a few Xena fans would have liked to see Xena and Gabby do what we
did. Looking across at the mirror to see what appeared to be Xena with an
8-inch cock sticking out between the leather thongs of her skirt with Gabby
sucking on it was an incredible turn on.
We live in Tampa Fl. And every year they throw an incredible
Halloween celebration called of all things Guavaween. They take an entire
section of the city called Ybor city and fence it off and throw a giant
costume party that almost rivals Mardi Gras, One of my favorite days of the
year. The day before Debbie got a call from Cleveland where she had grown
up. Her best friend whom she had known since c***dhood suddenly got deathly
ill and was not expected to live. Debbie apologized to me and flew off to
Ohio. Before she left she said "I am sorry I can't go but you make sure
Xena goes to Guavaween for me and be careful." It had been a number of
years since I had been out in public crossdressed alone and I was
nervous. There is certain level of comfort when you go out in drag with
your girlfriend with you. I went through my list of friends and decided
that there was not any that I wanted to take with me dressed as I was
without Debbie with me.
Finally the night arrived and I started at 2 in the
afternoon. First I took a bubble bath and completely shaved every hair from
my body except those on my head. I shampooed and conditioned my hair
twice. The body wash and shampoo I used left me smelling like
strawberries. I had to touch up my under arms because this was a sleeveless
outfit and I wanted to be perfect. I pulled on the silken black control
panties I had selected and tucked myself back between my legs. Next I blow
dried my hair straight out and carefully sculpted my hair into Xena's
simple hair do. Next came the strapless padded wonder bra. After that I
spent a while using my concealer and powder to hide any trace of my
beard. Using the pictures for a model I used heavy black eye liner and some
blue eye shadow and a couple of shades of blush to produce some high
cheekbones. A little dark red lipstick and it was time for the outfit. It
was a little difficult to get all the fasteners with out Debbie's help but
I managed. I finished with the arm and wrist bands my high boots and leg
guards. When I looked in the mirror I saw Xena, There was no way I could be
mistaken for a male. This was what I strived for, This was what turned me
on. The ultimate masquerade To be viewed in another's minds eye as an
attractive girl. I think Lucy Lawless would have thought she was looking in
a mirror had she looked at me. I tucked my ID and money into the leather
pouch that was part of the skirt and set out for Ybor city. I arrived at
the gate and the police gave me a little trouble about bringing my sword
and disk in but they finally relented when I showed them that they were
rubber. I was shocked when I finally realized he was hitting on me. Then he
asked," All right honey lets see some Id?" I produced my license and could
not believe the look when he realized I was a guy. Embarrassed he said," Ok
lets move it along."
I moved onto Seventh Ave where the main street party was. I was
walking down checking out all the other costumes. I knew my costume was
good by the looks I was getting and all the pictures that people were
taking of me. I wished Debbie had been able to attend. I was walking past
the 93.3 Radio station stage when one of the DJ's jumped out and grabbed me
by the elbow and said," You are absolutely perfect you need to be in our
costume contest." What could I say; I let him drag me up on stage. I found
myself standing be side a dead ringer of Hercules. We were in good
company. Popeye was there, WC Fields, May West an Awesome
Frankenstein. Then I looked out at almost a thousand people looking back. I
proceeded to get stage fright. I wondered if anyone would recognize
me. Hercules sensing my discomfort moved close and put his arm around my
shoulders, getting an Ohhh from the crowd he said," I did not think Xena
was afraid of anything?" At that moment the DJ started the contest Shortly
I was called up front. I was positive no one knew I was a guy. As things
would work out Hercules and I tied for first place the DJ said, "I can't
tell which one of you the audience likes better so I am going to split the
2000 dollar first prize between you." The audience went nuts. A few minutes
later after a couple of pictures Hercules and I each walked off the stage
1000 dollars richer. Hercules turned toward me and asked if he could buy me
a drink. We walked across the street into the green Iguana. It seemed as
though everyone wanted our pictures together a couple of people wanted to
know if we really were Kevin Sorbo and Lucy Lawless. We finally got our
drinks and found a relatively quiet spot in the corner. Hercules asked,"
What is your real name?" I smiled and answered," Lucy" He smiled and said,"
Ok, You can call me Kevin." At this proximity I could not believe he had
not figured out I was a guy yet and was surprised when he asked," So are
you married or involved with anyone?" With out thinking it out first I
replied," I have a girlfriend." His eyes got wide and he replied with an,"
Oh." Realizing what he was thinking I responded," Its even worse than
that." He looked at me and said," Worse." I smiled and said," I guess that
would all depend on your outlook, my real name is Steve." His reaction was
priceless. His chin dropped and his eyes grew wide with surprise. Then he
stepped back and did a once over. Looking me up and down he regained his
composure and said," You know you had me fooled for a second." Smiling I
replied," You can always do the crocodile Dundee test." Then he looked at
me closely and said," Your not k**ding are you?" Then I said," I've got
it." I fished my license out of my pouch and showed it to him. The reaction
was almost as good. He looked at the picture on the license and then
me. Finally he passed it back to me. Smiling he said," You know armed with
that information we could win all the costume contests." I looked back at
him and said," I think we could win the contests without that information."
For some reason my eyes drifted down and I noticed a large bulge in his
pants. I did not know weather to be scared or flattered. All crossdressers
have fantasized of having sex with a man at one time or another while
dressed as a girl and here was an extremely attractive man who was quite
obviously turned on by me and showed no signs of running away. Looking back
up I saw that he had seen what I was looking at. Smiling I asked," So are
you married or involved with anyone?" He smiled and said," I have a
girlfriend."
Downing my beer I said," There is a costume contest for one of the
other radio stations at the corner of 8th Ave, Want to enter?" Standing up
he surprised me by grabbing my hand and leading the way through the
crowd. When we arrived the contest was just about to start. The competition
was a little tougher. One guy was dressed like the Pillsbury Dough boy and
the crowd really liked him. We beat out Cher and Elvis easily. Finally in
the end we tied for first again. This time we took $500 a piece. We entered
and won 3 other contests each taking a total of $2500 in prize money. Not
once did we have to resort to the fact that I was actually a male to
win. In between we drank quite a bit so by the time midnight rolled around
we were both quite intoxicated.
We strolled into a rather unusual place called the Castle. A very
Gothic place there were people in armor and leather we fit right in. Kevin
asked, "Would you care to dance?" I was about to refuse when I looked
around and noticed the strange array of people already dancing. I offered
him my hand and he escorted me out on the dance floor. Assuming the role of
a girl on the dance floor was actually a lot of fun. Lots of people were
looking at us. I imagine seeing Hercules and Xena dancing together was not
something you see every day even in the Castle. I didn't get nervous until
they played one of their very rare slow songs and he pulled me close. He
circled my waist with his arms and the moved his hands down on to my butt
as he pulled me closer. I could feel that he was obviously aroused.
Suddenly I had a nervous moment, A little homophobic voice in the back of
my mind telling me to run. This was the moment of truth. I could turn and
run and quite possibly regret it the rest of my life, or go with it. I knew
if I stayed that before the night was done this mans cock would be in my
mouth and quite possibly other parts of me, I would be his girl for the
night. With these thoughts I could feel my own cock start to stiffen
painfully in its tucked back position beneath my leather skirt. Kevin
looked into my eye's and could see the conflict working it self out. I
placed my hands nervously on his back and marveled at the feel of firm hard
muscle so different from any girl or for that mater anyone that I had ever
held in this manner. Slowly I moved my hands down until I had both of my
hands gripping his butt cheeks and pulled him closer. I could feel his now
totally aroused cock that was seriously tenting out his pants pushing into
me as it started to separate the leather thongs that made up my
skirt. Leaning forward he kissed me full on the mouth and I did not
resist. After long moments the music changed. Kevin took my hand and led me
down stairs to a quieter section of the bar. I just followed along like a
good little girl. After ordering two beers he came over and sat next to me
on the vacant sofa I had found. He took a big drink out of his beer and
looking me in the eye's said, "Are you as nervous as I am? I've never done
this before." Turning to him I said," Probably more nervous than you
are. I've never done this before either." Then I placed my hand right on
his still erect cock as I turned to kiss him. I could not believe I was
dressed as Xena in a public bar kissing a guy and grabbing his cock. I was
painfully turned on. If I had not tucked my cock back it would have been
tenting my panties out between the thongs of my skirt. I broke the kiss
leaving my hand resting on his crotch I surveyed the surrounding area and
noticed two cute little blond girls that were dressed as witches staring at
Kevin with envy. For some reason it felt good to know he wanted me over
these two very attractive girls. Not wanting the audience Kevin got up and
pulled me to my feet and said," Every year I rent a room for the night on
Seventh with a balcony and an excellent view of the party. How would you
like to go check it out?" Smiling nervously I said," I would love to." I
walked forward and out the door. As soon as we got out the door it was
relatively dark as compared to the bar and there were no spectators Kevin
Stopped and pulled me back against him. I could feel his cock pressing
through the thongs of my skirt against my panties. He placed his hands on
my stomach and moved them up until he was cupping my breasts and said with
a little surprise in his voice," There real! Are you sure your really a
guy?" Then he moved his hands down. I wanted to stop him for some reason as
his hands went under my skirt. I gasped slightly as his hand slid over my
panties and pushed between my legs caressing my painfully excited but
tucked back cock. Leaning forward he nibbled my ear and said," Oh baby, you
don't know how turned on I Am." He caressed my cock and ground his own
against my butt. For a second I could feel the tip of his cock touch the
tip of my own tucked back cock. I turned around and kissed him fiercely
stuffing my tongue down his throat. Breaking the kiss I said," If you don't
get me to your room soon I am going to **** you here on the sidewalk."
Taking me by the hand we started to walk towards 7th Ave. Looking down I
giggled as I realized Kevin was making no attempt to hide the monster
tenting out in front of him. It must have been the booze or maybe just
lust. But it did not bother me to know that the people walking by looked at
Kevin, Looked at his cock jutting out and then looked at me and knew he was
shortly going to stick that thing into me and I was going to like it. The
guys looked at me and I am sure they thought, I would like to stick my cock
in Xena and the girls Looked at Hercules and thought I wish he would stick
that thing in me. Finally we arrived at Kevin's room. It was very nice a
lot larger than I thought it would be. One big room with a kitchen area, a
king sized bed and a bathroom with a hot tub sized bathtub. Kevin went to
the kitchen and made us some drinks. I sat on the edge of the bed. Kevin
walked over and placed the drinks on the nightstand as I stood up and
reached down to caress him threw the pants with both hands as he kissed
me. Breaking the kiss I sat down on the bed in front of him and untied his
Hercules pants and pulled them down with his jockey shorts. He stepped out
of them and I reached up and took the weight of his balls in one hand while
I gripped the first cock other than my own with the other hand. It was
bigger than mine by at least and inch and much wider I stroked it getting a
gasp out of Kevin. It was almost like stroking my own only a different type
of thrill. Leaning down I kissed the head and licked it. The salty taste
was welcome. I was about to engulf the whole thing with my mouth fulfilling
a life long fantasy when Kevin stepped back and pulled me to my feet
saying," Hold on girl." He pulled his shirt off as I marveled at his
awesomely muscled body. I could not wait to run my hands over him. Then he
turned to me and said," Now it is your turn." I know I blushed. He turned
me around and undid the buckles and took off my bustier. I reached down and
unbuckled the side clasp that held the skirt on allowing it fall to the
floor while Kevin placed the top on the dresser. I thrilled as he started
on my sides and tickled his way up and around to cup my breasts pinching my
nipples threw the bra moving around back he unclasped the bra and once
again cupped my breasts pulling me back against him. I felt his wondrous
cock pressing against my panty-clad bottom eventually slipping between my
thighs. Again I felt our cock heads touch this time with only a silken
layer of panties between. I turned around and we kissed. My naked breasts
pushing against his muscular chest. He grabbed my butt lifting me off the
ground. Setting me down he said," Baby you are so much a girl and the
thought of what's between your legs turns me on more than anything." I
responded," The thought of having what's between your legs between my lips
turns me on more than anything." As I wrapped both hands around his cock
and guided him back onto the bed. I straddled him and moved up until I
could feel our cocks touching again. With a smile Kevin reached up and
pulled my tucked back cock out front and proceeded to stroke me though the
panties. With its sudden freedom I felt my cock grow to its full potential
and almost came on the spot. But I had a mission to accomplish first. And
pulled back lowering my self down I kissed Kevin on the mouth and then
moving down I nibbled both of his nipples stopping to tongue his belly
button. I finally looked up into his eyes as I sucked the top half of his
mammoth cock into my mouth. As inexperienced as I was I could tell if was
doing good by the way he reacted. I also had the advantage of knowing what
felt good to me. I loved the hard yet soft feel of it. Using my tongue on
the silky underside and stroking the part that I could not get into my
mouth I soon had minor little tremors running threw him. He reached down
and grabbed two hands full of my hair and said with surprise in his voice,"
Its real, I thought it was a wig." I reached down and started to tickle
his balls while I applied massive suction to just the head while I
furiously licked the slit and stroked the shaft. I felt his whole body
stiffen while his cock grew a little bigger. I felt his balls tighten and
quiver. As he said," O god here it comes." As he tightened his grip on my
hair I felt the first spurt race into the waiting suction of my mouth. I
was surprised by the amount. I usually have a few spurts. He must have
pumped a gallon down my throat. I swallowed every drop. Finally after an
eternity he slowed. He must have realized he had a death grip on my hair
because he relaxed his grip and I was able to pull back from his
cock. Reaching down I gripped his cock about the base and stroked up
getting an incredible shudder and one last drop that I licked off. I let go
of his cock and he fell back on the bed as if he were boneless. I crawled
up beside him as he said," That was incredible, I have never felt anything
like that ever. Did the earth move?" Sitting up slowly he laid me back on
the bed. Gently he reached down and caressed my breasts saying," I cannot
believe how soft and feminine your skin is and how perfect you breasts
are." He pinched my nipples. I could not believe the feeling. It was as if
my nipples were somehow connected to my cock. Slowly he removed the rest of
my Xena outfit starting with my arm guards finishing with the boots. Slowly
he pulled my tight black panties down my legs until I was completely
naked. He moved up until he was straddling me. Slowly he kissed me. I could
feel his cock reawakening as our now naked cocks touched. I ran my hands
over him as he slid down and started to nibble on my nipples. I marveled at
the taught muscular feel of him as opposed to the soft feel of my
skin. Slowly he moved down and licked at my belly button. Moving down until
he was face to face with my inflamed cock. He gave me a nervous look as I
watched his tongue reach out to lick the clear fluid from the tip of my
cock. A spasm of pleasure shot threw me emanating from his tongue. I
reached up and pinched my own nipples as Hercules gripped my cock about the
base and engulfed the head with his mouth. Slowly he sucked more and more
into his mouth applying mighty suction. The feeling was so intense I knew
it was only moments until I gave Hercules a taste of my ambrosia. He
started bobbing his head while stroking the shaft. Suddenly I felt my back
arch in an uncontrollable body spasm. I grabbed two hands full of his hair
and tried to ram my cock down his throat. He held on for the ride and
swallowed everything I had to give. Finally after long moments of
uncontrolled ecstasy I released my hold on his hair. He came up for air and
said, " That was incredible. Whoever came up with the phrase it is better
to give than receive must have just given a blowjob." Moving up beside me I
laid my head on his chest. He started stroking my hair while I reached down
and started lightly toying with his once again swollen member and running
my fingers threw the tuft of hair surrounding it. Kevin then asked me," So,
you've never done this before? You have it down pretty good. I never would
have known you were a guy if you had not told me." Looking up I smiled and
said," Which part? I've never been with another guy before. But I have
crossdressed thousands of times." Leaning over he began caressing my tits
and tickling my nipples and said," Do you take hormones or something? Where
did you get the breasts and your skin is so soft your very pretty." I know
I blushed and responded," I have never taken any hormones. I think I was
born with a few too many female genes. I have been crossdressing since I
was 5 years old and developed these at around 17 or 18 when most girls
develop breasts. They have caused me a lot of teasing trom my friends."
Reaching over I started massaging his incredible pectoral muscles and
continued," When I was about 17 I wanted muscles like these." As I massaged
him," But I got these instead." As I reached down and cupped my breasts,"
At first I was quite disappointed but I gradually came to appreciate them."
Kevin cupped my breasts and said," I certainly appreciate them. I am not
bragging when I say I can get almost any girl I want but no one has turned
me on like you do. I have never even considered having sex with another guy
before but I was more turned on while I was sucking your cock tonight than
I have ever been before." I watched, as his cock seemed to grow while he
was telling me this. I moved down and over until I had his cock pressed
between my tits and started moving up and down licking the tip each time it
came in range. I looked up to see his passion raging in his eyes. Moving
down I licked his entire cock never taking my eyes from his then I moved
down and completely bathed his balls slowly sucking each one into my mouth
and tickling it with my tongue. Panting he said," If you keep that Up,
Warrior princess or not you are going to get what's coming to you." So I
sucked almost the entire cock into my mouth almost gagging on it. With a
bellow he rose up into a kneeling position pulling his cock out of my mouth
he literally picked me up and flipped me over on my back. Smiling he
grabbed a tub of KY he had on the nightstand and lubed his cock. I lay
there looking at him like ditz wondering what he was doing when he reached
down and pulled my legs up onto his shoulders spreading me wide. It
suddenly dawned on me what was happening as the tip of his cock came to
rest against my tightly clenched sphincter. Smiling at me he pushed forward
until I could feel intense pain. I was about to cry out when much to my
surprise he backed off and said," You really are a virgin aren't you."
Reaching down he took a finger that might be the size of a lot of men's
cocks and pressed it into my now lubed hole. After a while the pain
subsided and I realized it had brought tears to my eyes. Kevin looked at me
with sympathy in his eyes and said," If you don't want me to I won't."
Threw the lump in my throat I managed to say," I want you in me." No sooner
was it out of my mouth than it was in my butt. I know I screamed but don't
really remember. What I do remember was the pain for some reason turned
into pleasure even though it was still pain. I could feel him penetrating
deep into my body with every powerful stroke I could see and feel the
pressure building within him as his rhythm increased to a near fever
pitch. Sweat started to form as his sculptured muscles glistened in the
light. I tried to move to meet his trusts but he had me hopelessly pined. I
could see and feel him reach his peak my own crescendo was raising in
symphony to his. Never had I felt such sexual tension as I did lying there
while this Hercules drove his manhood in and out of his princess. I felt
his whole body stiffen as he rammed his cock deep inside of me one last
time. I could actually feel his cock grow and the tremors as he pumped his
ambrosia deep into me. The warm feeling of each spurt was something I will
never forget. At this moment untouched I reached my own crescendo and shot
spurt after spurt up onto his stomach. This moment of shared ecstasy seemed
to linger for hours. Each of us afraid to move. Finally he stopped spurting
and after a few moments I could actually feel him start to shrink inside of
me, Kevin pulled out of me and dropped on top of me rolling to the side. A
feeling of relief and contentment seemed to wash over me. I must have faded
out for a minute because Kevin was right in front of me saying," Are you
all right? Are you all right?" I smiled dreamily and said," I have never
felt better." We laid there looking at each other for a long while before
Kevin finally said," That was the most incredible Experience I ever had of
any kind, I have never felt anything that intense ever." Gingerly reaching
over to caress the side of my face with his hand he asked," are you sure
your all right?" Smiling I said," I am more than all right, I have never
felt so fulfilled in my life." I leaned forward and kissed him. Gingerly I
sat up and giggled as I said," I badly need a shower and I don't think I
will be able to sit for a week." Kevin watched me get up and smiled as he
said," I will take a shower with you, I hope you are going to spend the
night?" Turning toward him I said," Only if you will still respect me in
the morning." We both laughed as we climbed into the shower. The next
morning I must have been a sight," A well-used Xena with 5 o'clock shadow
walking painfully back to her car. Kevin had insisted I take his phone
number and I give him mine. It would be an interesting conversation when I
told Debbie that I cheating on here with another guy who looked like
Hercules while I was dressed as a Xena. This I found out would not happen
soon as Debbie told me her friend had recovered somewhat and she was going
to stay and care for her for a while. I took a long hot soak in the tub and
shaved again real close while soaking. I laid back and relived some of the
moments from the night before and found myself hard again. There was no
doubt that I liked sex with another guy while playing a girl. I knew it was
only a matter of time before I sucked another cock.

If you liked this story or didn't like this story Email me at
[email protected] and let me know. The only way I can get better at writing
these stories is if you let me know what you like or don't like or maybe
would have done differently Or which parts really turned you on. Thank you
for reading my story Karen Flynn.