Lucy's Revenge Part 6
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It was Friday night after a very long week of being humiliated. I had
a couple of cocktails to calm down after my latest forced outdoor
adventure - being exposed to numerous people while crossdressed. The
phone had rung and I made the mistake of answering it thinking it was
my wife who was due home that weekend. But the caller wasn't my wife
it was Lucy.
Lucy continued the conversation, "I'll pick you up at 10:00 tomorrow
morning as we've got a lot to do to get you ready for your stripping
debut."
"What do you mean a lot to do?" I hesitantly asked.
"Well I wasn't going to spoil the surprise but I'm sure you want to
fantasize all night long about going to the spa and then the beauty
salon tomorrow. After all you do want to look as feminine as you can
don't you?"
This wasn't a fantasy this was a nightmare! But I had to answer "yes"
immediately to anything Lucy asked or be punished. Damn being
blackmailed sucked! So I said, "Yes Mistress."
"Yes Mistress, what?" Lucy asked so I'd have to embarrass myself by
telling her I wanted to do something that she knew damn well I didn't.
"Yes Mistress, I want to look as feminine as possible for tomorrow
night when I perform a striptease at the bachelor party."
I couldn't believe she followed that up with, "And why is that slut?
Is it so all the real men will find you irresistible and want you to
suck their cocks? Well is it?"
I'm straight and I didn't want to suck on any cocks but Lucy was
enjoying humiliating me by making me say I did.
"Yes Mistress, I want all the men to find me irresistible so they
allow me to suck their cocks."
"You are the perfect little slut! I'm going to miss blackmailing you
into submission and humiliating the hell out of you after tomorrow.
So let's make tomorrow special. I'll give it my best shot to get you
to refuse to do something I order you to. If I succeed, I'll abandon
you handcuffed in the bathroom at the truck stop. Only this time I
will not come back to release you. I remember how much fun you had
last time."
I also remembered when Lucy abandoned me at the truck stop. What a
painful experience it was and I swore to myself I'd do any degrading
and humiliating thing Lucy dreamt up to prevent being handcuffed in
the truck stop's bathroom and allowing the truckers to use me sexually
over and over again.
She continued, "Sleep tight and I'll see you in the morning." Lucy
was laughing hard when she hung up the phone.
I didn't sleep well and was nervously waiting for Lucy when she showed
up the next morning. I let her into my house and she told me to strip
naked and put on what she brought me to wear. It consisted of red
bike shorts with a 2 inch inseam, a matching red sports bra and red 4
inch heels.
I got dressed and she told me to go outside and stand on the front
porch till she went through all my feminine attire to choose what I'd
be wearing that evening. As soon as I stepped outside Lucy locked the
front door behind me ensuring I had no place to escape to and hide. I
prayed none of my neighbors walked by.
If I was a woman and wearing tennis shoes instead of the red heels I
might have looked ready to work out at the gym but I knew I looked
ridiculous which is what Lucy wanted. Needless to say my face matched
the red in my outfit.
After what seemed like an hour but I'm sure was closer to thirty
minutes, Lucy came out with a couple of big bags but I couldn't tell
what was in them. She put them in the trunk of her car then unlocked
the car doors so we could get in. Before she backed out of the
driveway and drove us to the spa she put the top down on her
convertible car ensuring a very exposed and embarrassing ride for me.
It turned out to be an exclusive women only spa but Lucy had made
prior arrangements to get me in the back door and for me to receive
the "full" treatment.
There were two absolutely drop dead gorgeous employees there to take
care of me. I don't know what it cost me since Lucy was using my
credit card but I'm sure it was plenty extra because they were both
naked! My cock was straining to get hard but the chastity device did
its job.
I knew Lucy was doing this to make sure I would be horny as hell with
a severe case of blue balls for the bachelor party. But as sexy as
these two naked women looked, I didn't care if I got blue balls. They
had me strip naked other than the chastity device then spent the next
few hours giving me a full spa treatment.
The wax job they gave me to remove all my body hair hurt like hell but
everything else they did was almost orgasmic - especially all the
fondling of my balls and nipples. I knew the only reason they were
paying extra attention to my balls and nipples was the large tip they
were going to get from my credit card but damn it felt good and I was
horny.
When they were done with my facial and total body wrap my body, I
smelled like a woman and was soft to the touch. The bikini wax they
gave me would make any stripper proud but the waxed eyebrows had me
very concerned. How long before they grew back? When could I go out
in public without wearing sunglasses to hide my very feminine look?
Lucy gave me a pair of red lacy boy short panties, a red lacy bra and
red heels to put on. Once I had them on she handed me my 40DD breast
forms to put in the bra. To cover what I was wearing when we left
the spa she allowed a very short white robe that barely covered my
ass.
Only this time it wasn't the back door for me. No, she had me leave
through the front door. Unfortunately the lobby had several women in
there waiting for their spa treatments. They immediately stopped
reading their magazines or conversations to stare at me. It was
obvious I was a man dressed in heels and had fake tits under the robe.
My face turned the color of the lingerie I was wearing as I walked out
of the spa.
Once outside I had no choice but to wait for Lucy who had gone out the
back to get her car to drive around and pick me up. Lucy took her
sweet time to make sure there was plenty of time for a lot of women to
go in and out of the spa and see me.
Eventually Lucy drove up and let me in her car. She actually
apologized for taking so long but said she had an important phone call
she had to make before she could pick me up. I knew she was lying but
what could I say? She has taken her time to humiliate me further!
Lucy drove me to the beauty salon next. I knew the beauty salon was
located at one end of a strip mall because Lucy pointed it out as she
drove past it. Lucy parked at the opposite end of the strip mall and
as far out in the parking lot as she could. She ordered me out of her
car and she got out also. She came around to my side of the car and
removed the belt from my robe. She told me to turn around and put my
hands behind my back so she could tie them. I was determined to do
whatever she ordered so I did.
She tied my hands tightly so there was no escaping then told me to
turn around and face her. Once I turned around she opened my robe and
pulled the sides far apart so my red lacy stuffed bra and boy short
panties were totally exposed.
Lucy smiled when she said "You are now going to walk to the beauty
salon but there will be no hiding on your part. You should be proud
of how you look in your bra, panties and heels and I know you want to
show them off. So you're going to walk to this end of the building
before you get on the sidewalk. Then you're going to walk the entire
length of the strip mall to the beauty salon on the sidewalk where
everyone can see you. You really want to do this, don't you slut?"
She couldn't help herself from laughing at me.
I told myself I could survive anything she ordered me to today to end
this and said, "Yes Mistress, I want to do this."
"I just knew you did. And remember if you try to hide or step off the
sidewalk for any reason I'm going to abandon you at the truck stop.
Have a fun walk slut."
I hesitantly walked through the parking lot till I reached the end of
the sidewalk. This is where my truly exposed walk would begin. The
robe was wide open and I had no way of closing it with my hands tied
behind my back. The heels were obviously going to be visible no
matter what, but now my bra stuffed with the breast forms were on
display as well as the lacy boy short panties. At least I was covered
decently enough the police could only hassle me but not arrest me for
indecent exposure.
However, once I stepped onto the sidewalk I didn't really care about
the police. I knew I was going to walk past at least twenty people if
not fifty before I made it to the beauty salon! There was no way I
could cover up and everyone one of them would know I was a man dressed
in lingerie. And if someone wasn't already looking at me, I knew the
clicking of my heels on the sidewalk would attract their attention.
What man doesn't turn to look when they hear heels? They're always
hoping for a hot babe in a mini-skirt. However, these men were in for
a real surprise when they'd see me.
It was a very long walk and I was seen by a lot of people. Most
people just stared but some said rude comments while still others made
very suggestive remarks. Thank God I didn't see anyone I knew or it
would have been that much worse.
When I arrived at the beauty salon Lucy was standing out front holding
the door open for me so I could enter. I know she wasn't doing it out
of the kindness of her heart. She wanted to make sure I didn't try to
hide behind a pole or step off the sidewalk to avoid being seen.
Once in the beauty salon I was led to a private room so none of the
other customers would be offended by what happened next. Lucy untied
my hands and told me to strip off everything other than the damn
chastity device that I couldn't take off anyway.
Next Lucy told me I was to submit to whatever the two beauticians had
in store for me. I knew my credit card was taking a serious hit when
these two beauties got naked. They were just as gorgeous as the two
from the spa and I wasn't going to complain. Other than I couldn't
get hard or off - damn I hated Lucy!
One beautician painted my toenails a bright red and then glued very
long fingernails on me. The other beautician weaved long hair into
mine then worked her magic with make-up on my face. In between the
coats of nail polish or make-up these two gorgeous women played with
my balls and sucked on my nipples. They offered me their nipples to
suck on but then kept them out of reach to tease me. They were
driving me nuts and Lucy just stood off to the side watching me squirm
and laughing at me.
Lucy finally asked, "Slut, are you willing to do everything I can
dream up for me to take off your chastity device and allow you to
cum?"
I was desperate. "Yes Mistress! I'll do anything you want. Just
free my cock so I can cum. Please, please, please!!!"
"I might, but not yet. I still want you horny for tonight so you'll
do anything. Why don't you tell us what you're going to do tonight?"
I know it's hard to believe but I'd gotten over my embarrassment of
the beauticians seeing me naked and feminizing me. But now I blushed
bright red. There was no reason not to tell them other the utter
humiliation of admitting what I was going to do. And besides, if I
didn't tell them, Lucy would and I'd be punished.
"I'm going to perform a striptease at a bachelor party."
"And?" demanded Lucy.
I bowed my head in shame as I said "I'm to be the party's
entertainment and make sure everyone is satisfied before they go
home."
"And how are you going to do that?" asked one of the beauticians in a
very sexy voice as she pinched and twisted my nipples.
"I'm going to suck every cock dry unless of course the guy chooses to
fuck my ass."
Both beauticians giggled and asked Lucy if they could come to the
party watch me. After all they were feminizing me for the party and
also assuming their boyfriends didn't mind.
Lucy told them that they should attend especially after making me so
pretty. "In fact, you should bring your boyfriends with you. Cynthia
here wants as big as audience for his show as he can get. And who
knows, maybe your boyfriends might even want to join in and get
blowjobs. Unless of course you're worried a crossdressing slut like
this sucking their cocks while you watch will take them away from
you."
One beautician spoke for both "No, we're not worried Cynthia will take
away our boyfriends. But to tell the truth, sometimes after too much
drinking our boyfriends do like rough sex and it might be fun to have
them have it with Cynthia while we watch and so we won't have to
satisfy them later."
What was Lucy trying to do me? I didn't want a bigger audience! And
I sure as hell didn't want any more cocks to blow or fuck. The
obvious answer was Lucy was trying and succeeding in making tonight as
humiliating as possible.
When the beauticians were done, Lucy gave me back my red lacy boy
shorts, bra and heels to put on. When I was dressed she had me put my
breast forms in the bra and then look in a full length mirror. I was
shocked. It's amazing what professional beauticians can do. My make-
up was perfect; my hair was long and in a very feminine style. Having
the wax job to remove all my hair and all the lotions rubbed into my
skin made me look more like a woman than I ever had in my life.
Not to be egotistical but I looked hot and if I didn't know I was a
man I may not have suspected it. But I did know I was a man and still
had concerns about passing as a woman.
Lucy told me to put my hands behind my back and she tied them tightly.
"OK slut, time for you to walk back to the car so we can head to the
party."
I looked in the mirror and realized something was terribly wrong. I
wasn't wearing the short white robe. Not that it covered much but it
gave me some feeling of decency.
"But Mistress, what about the robe?"
Lucy laughed and said, "I want everyone to have a totally unobstructed
view of you in your lingerie and your bouncing tits. I bet you don't
know how far away someone can see those massive 40DDs on your chest
and how much they bounce when you walk in heels."
"Now, the same as before. You will walk on the sidewalk to the other
end of the mall without hiding or stepping off the sidewalk. You know
what will happen if you do. If anyone engages you in a conversation
you will stop and talk with them till they walk away. You will not
break off a conversation and walk away; only they are allowed to."
"Think of the excitement you're going to give every man that sees you.
Every man will be staring at you in just your lingerie. Then think of
the sexual offers you'll receive from them. And when you respond
you'll give it away that you're a man. I just can't imagine the
humiliation you'll feel."
"But before you walk back to the car lets see if we can make this more
difficult for you." And with that Lucy knelt down and proceeded to
tie a very thin but strong piece of string around my ankles leaving a
piece about eight inches between them. I was very effectively
hobbled.
She stood up and smiled saying, "That will ensure you only take short
mincing steps all the way back to the car."
I already couldn't walk very fast in 4 inch heels, but this guaranteed
I'd be walking at a snail's pace. And the outfit I was wearing? It
was designed for maximum attraction without getting me busted for
indecent exposure.
"And here," Lucy said stuffing some business cards down the front of
my panties, "you are to offer every man that talks to you one of these
cards. You will tell them the card has the address where you'll be
performing your striptease later tonight as well as a coupon good for
a free blowjob from you. It's a shame you can't hand them a card
yourself since your hands are tied behind your back. I guess they
will just have to reach into your panties and get the card themselves.
That should be fun, huh slut?"
"Just to make sure you humiliate the hell out of yourself on the walk
back to the car, I'm going to walk five feet behind you and if you
deviate from anything I've told you to do, you're going to be
abandoned at the truck stop after the bachelor party. I'm especially
looking forward to listening in on your conversations with the men.
And you had better convince more than half of the men to take a card
out of your panties and show up tonight for a blowjob or it's to the
truck stop."
And I thought the walk to the beauty parlor was long. This took me at
least four times as long. Lucy had guaranteed it by hobbling my
ankles but then every man that saw me either thought I was a damsel in
distress or a hot slut ready to be fucked and they were going to be
the man to do it. Every fucking man (and a few women) stopped to talk
with me.
As Lucy predicted, as soon as I responded to them my voice gave me
away and most were turned off but there were a few sick men still
interested in me. But only a few men weren't good enough for Lucy.
No, she required me to convince more than half the men to reach into
my panties and take a business card.
This forced me to flirt with every man. Or if that didn't work, beg
them to reach inside my panties to take a card. Can you even imagine
the things I had to say and promise to do to get some of the straight
men to reach into my panties??? I promised to perform every sexual
act imaginable. And trust me more than a few of the activities the
men wanted were in my mind sick and disgusting but I had no choice.
Lucy listened to every word said and the promises I made. She handed
each of these men a different business card from what they'd taken
from my panties as they were walking away.
When we eventually got to her car she explained that the cards she
handed out contained my real name, home address and both my work and
home phone numbers.
Lucy laughingly told me this was just in case they couldn't make
tonight's party. She wanted them to still have the opportunity to get
a blowjob when it was more convenient for them. How could Lucy do
this to me???
Lucy finally let me in her car without untying my hands and put the
seatbelt on me. I couldn't free myself nor could I cover up. Of
course she put the top down on the convertible then drove me to a hall
that was rented for the bachelor party. She drove slow and stayed on
multi-lane surface streets with lots of stoplights. I swear she hit
every light red on purpose so cars would pull up along side us and let
and let the driver and/or passengers get a good look at me till the
light turned green.
To add to my humiliation she ordered me to face whoever was looking at
me and smile. It was so embarrassing but I did as ordered. Most of
the men rolled down their windows and made sexual comment that made me
blush even more. I couldn't believe Lucy could make this more
humiliating but she managed to.
She pulled over to the curb and stopped the car. Next she reached
into my panties and pulled my cock that (that had been tucked and
hidden) from between my legs and now to the front of my panties so I
had this large lump. Obviously it wasn't all my cock since I had the
chastity device on but it was an impressive lump that no one looking
would ever mistake me for a woman. Then Lucy pulled my bra straps off
my shoulders and partially down my arms. It exposed the top of my
breast forms but I knew if it was a real woman looking like this she
would be hot!
"From now on slut," Lucy said before pulling back into traffic "I want
you to look at everyone that sees you and smile then lick your lips in
a very suggestive way. You are to sell yourself for the slut you are
with just that or I'm abandoning you at the truck stop. Do you
understand slut?"
"Yes Mistress," I said.
"Now for practice I want you to smile at me and run your tongue over
your lips. And it better convince me what a complete and total slut
you are."
Oh God, how can I do this? Sure I wanted to fuck Lucy because she was
hot, but I absolutely hated her for what she had put me through and
was still going to tonight. As humiliating as it was, which was
Lucy's intent, I turned to her, smiled and licked my lips. Of course
my fantasy was my lips were coated with Lucy's pussy juice which
definitely helped me smile.
Lucy laughed at me and said, "Perfect! For the rest of the ride I'm
going to slow down or speed up - whatever is necessary to parallel
cars so you can do your sexy flirting in between the red stoplights."
Talk about a humiliating drive in the car…this was the worse ever!
We eventually arrived at a large building called Oak Tree Hall. Silly
me thought Lucy was taking me to a private residence that only held a
few people - not a hall that could hold a hundred or more people.
Once inside the hall Lucy untied my hands and told me to strip. I
handed her all my clothes and she went outside and put them in her
car. I was left absolutely naked other than the chastity device till
she returned with the bags from the trunk of her car.
Lucy smiled at me as she took each item out of the first bag and told
me to put them on. It started with a black thong and bra then
proceeded to black fishnet thigh highs and my 40DD breast forms. Next
she had me put on a full petticoat that would fluff my maid's outfit
complete with white apron which came next. Lastly, Lucy ordered me to
put on my black 4 inch stiletto heels with ankle straps. She locked
the ankle straps so I could not take them off. To top my outfit off
she had me put on clip-on earrings, a necklace and numerous bracelets.
Her first orders to me were to greet each guest when they arrived with
a curtsey and offer them an adult beverage. I might be able to pass
as a woman in a maid's outfit but not if I had to ask them what they
wanted to drink. My voice was going to be a dead give-away!
Lucy's objectives were obvious. Expose me to everyone for the man I
was even though I was dressed like a maid. Secondly and more
importantly, she wanted them to loosen their inhibitions with alcohol
so she'd have fun later watching them fuck my ass or cum in my mouth.
As the guests arrived I realized this wasn't going to be an ordinary
bachelor party. There were a lot of men showing up that I didn't know
- thank God for small favors! Many of the men came stag but quite a
few came with women. Then there were the women from the spa and the
beauty parlor and their boyfriends. I almost didn't recognize them
with their clothes on because I had hardly looked at their faces
earlier that day.
Oh fuck!!! Here came co-workers, neighbors and worst of all, my
cousins and other close male friends. I had to assume Lucy got access
to both my business and personal e-mail address books and invited
every one I knew!
I was as humiliated as you could ever imagine as more and more guests
arrived. All those recognized me by my voice spread the word to those
that hadn't realized who I was. I received lots of comments both rude
and suggestive but I countered the comments by telling everyone that
would listen that I had lost a bet and had to play maid for this
party.
I know this was stupid because I knew the lie wouldn't hold up once I
started my striptease and Lucy offered my services to satisfy
everyone. However, it did shut a few people for the moment
It was almost two hours before everyone arrived including the groom to
be. I'd been teased, humiliated, had my ass pinched and my feet were
killing me in my heels. But I was the perfect maid. I allowed
anything to happen without complaint and continually walked around
serving drinks and snacks. Lucy finally grabbed me by the arm and
told me it was time to stop being a maid and to become every man's
fantasy stripper.
She led me into a backroom where she ordered me to strip naked before
I changed into my stripper's outfit that was laid out for me. It
consisted of a white garterbelt, fishnet stockings, lacy g-string, a
white lacy bra and red 4 inch heels. And to top it off was a short
and sleazy nurse's outfit.
I thought the outfit was very sexy and my cock was reacting as much as
it could inside its cage. Only I was thinking the outfit would be
very sexy on a beautiful woman not me!
"Lucy, there is no way I'm putting on that outfit and going back out
to the party."
WHACK! Lucy slapped me hard across my face "What did you call me
slut?" she asked in a very menacing tone.
I immediately realized my mistake by calling Lucy by her name. "I'm
sorry Mistress, please forgive me!" I pleaded.
"That is going to cost you some real punishment slut. Now what is
this about you not putting on the outfit I chose for you and going
back out and being the party favor?"
"Well Mistress, your blackmail material is gone. Everyone has already
seen me dressed in women's clothes."
"True, but they haven't seen the videos of you sucking cocks and being
fucked in the ass." Lucy countered.
"But if I go out there and strip then give blowjobs or allow myself to
be fucked in the ass like you want then it's no different than you
showing the video. Like I said, you can no longer blackmail me." For
once I had the upper hand with Lucy.
Lucy smiled at me and proceeded to unbutton her blouse. When all the
buttons were undone she slowly took it off leaving her topless but for
a very sheer bra that I could clearly see her hard nipples through.
Damn they looked good!
Then she reached behind her back and I could hear the sound of her
unzipping her skirt. When she was done unzipping her skirt, she
wiggled her hips and her skirt fell off and around her ankles. She
stepped out of her skirt and stood before me in her sheer bra with a
matching thong and high heels.
Talk about getting turned on! Her thong was sheer enough that I could
tell she was completely shaved and those nipples were just begging me
to suck on them. I wanted to jump her bones more than anything in the
world at that moment.
Lucy took the two steps necessary to be directly in front of me and
our bodies touching. Then she reached down with one hand and started
to play with my balls and used her other hand to gently play with my
nipples. If it weren't for the chastity device on my cock I would
have cum in about 30 seconds.
It felt so good and I desperately needed to cum and Lucy knew it. She
continued her foreplay till I was almost delirious. Then she stopped
and took a step back from me. Personally I think it was just so I
could take in her almost naked body and drool over her. At that point
I had the worst case of blue balls known to mankind.
Lucy looked into my eyes with her evil smile and said "You're right
slut; I may not be able to blackmail you anymore. But if you ever
want your chastity device removed you'll put on the outfit I've laid
out for you and you'll go out there and suck every cock till they cum
in your mouth and you swallow every drop. Then you're going to bend
over and spread your ass cheeks so every man that wants to, can fuck
your ass."
She continued "I want you to know besides just enjoying the revenge,
dominating you has turned me on immensely. My pussy gets wet watching
you suck cocks against your will. And seeing a man pound your ass
with his hard cock almost makes me orgasm without even touching
myself."
'I know you desperately want to cum so here's the deal. You go out
there all dressed sexy in the outfit I've laid out for you and do a
striptease. Then I want to watch you satisfy every hard cock because
it will get me even more turned on. Only then will your chastity
device be removed and I'll let you fuck me and we'll both get off
together."
I couldn't believe what I just heard. Lucy letting me fuck her? I'd
give my left nut to fuck her but didn't think she was serious. "I'm
sorry, but I'm having a hard time believing you'd ever let me fuck
you."
With that Lucy put her hand down the front of her panties and extended
a finger to rub her clit. Because her thong was sheer I could watch
everything she did and I couldn't believe it when her finger
disappeared inside her pussy. Soon it reappeared and she took her
hand out of her panties and offered me her finger to suck on. It was
covered with her pussy juice and it turned me on!
I wasted no time and licked her finger clean. Damn she tasted good
and I could only hope someday I'd be allowed to lick her pussy.
In a very sexy voice Lucy said "See how turned on I am by the thought
of you sucking cocks and being fucked? I give you my word that if you
satisfy every cock at this party until they can't get it up anymore
then I will let you fuck me. I'll even give you a blowjob after that
and if you can get it up a third time I'll let you fuck my ass. That
is a promise. But, believe me when I say I will not remove your
chastity device till every man is satisfied."
"So, are you man enough to go out there and suck and fuck then come
back here and fuck my brains out or should I just flush the keys to
the chastity device down the toilet and you'll never cum again as long
as you live?"
What choice did I have? I didn't want to suck any more cocks much less
have them up my ass but I desperately needed to cum and was willing to
do anything to have the chastity device removed. And to get to fuck
Lucy! Especially in the ass after all she put me through! You bet I
could get it up three times and I was eager to get out to the party
and satisfy all the cocks so I could then fuck Lucy.
I said, "Mistress, I'm man enough to take on all those hard cocks and
come back here and fuck you."
"I just want to make sure. You want to suck every man's cock then
when they get hard again have them fuck you up the ass and when you're
done the first thing you want to do is fuck me?"
"Yes Mistress."
"Then let's get you ready for your real coming out party." And with
that Lucy helped me get dressed. When she was done I looked in the
full length mirror and couldn't believe what I saw. I was hot! The
nurse's uniform wasn't a real one - it was a stripper's dress and
barely covered my crotch. The top part was missing some of its
buttons so my 40DD boobs were busting out. If it was a woman in the
outfit vs. me I would have seriously considered fucking her on the
spot.
Lucy made sure my hair and make-up were perfect then led me back out
into the party. It took all of thirty seconds for everyone's
conversation to die off and all eyes were on me. It was so quiet you
could hear a pin drop.
Everyone just stared and I was totally embarrassed and that's when the
stripping music started. My options were limited. I could run or
strip. But I knew running wasn't an option. So I strutted to the
middle of the room then began a slow sensual dance.
Since I only had one item to take off (that being the dress) I took my
time by lifting the bottom of the dress and flashing my ass to
everyone's cheers then letting it fall back in place. Eventually I
had no choice so I undid the few buttons that were on the dress and
finally let the dress come off me completely.
Here I stood in front of about fifty people (mostly men) in just a
garterbelt, stockings, g-string, bra and heels. I had to assume by
then that everyone knew I was a man dressed as a slut and what I was
here for.
I wanted to get the evening's entertainment over with fast so I tried
a shortcut.
I asked "Who's the groom to be?" in my most feminine voice and
everyone pointed to one man who sat in a chair with a beet red face.
I couldn't tell if he was more embarrassed than me or not. I
sensuously walked up to him wiggling my hips then got on my knees in
front of him.
All I could think to say was, "I hope your bride doesn't think you're
cheating if I give you a blowjob." And with that I unzipped his pants
and reached into his boxers and pulled out a half hard cock.
Everyone cheered!!!
I proceeded to give him the blowjob of his life while everyone
watched. Call it ego but after only two weeks and all the cocks I'd
been forced to suck, I now knew how to give a one hell of a blowjob -
definitely not a skill I ever aspired to obtain.
I knew his future wife could never give the blowjob I was giving him
and it gave me a perverse pleasure. I took my time and licked and
sucked his cock till he was thrusting in my mouth trying to cum.
Maybe it was my frustration from not being allowed to cum but I wasn't
going to allow him to shoot his wad down my throat till I wanted it.
So I just backed off and opened my mouth wider so he had no friction
and couldn't cum. I made him suffer till he begged to cum. I had the
power and abused it. I took his cock out my mouth and started to
gently lick and suck on his balls. I was driving him nuts. I finally
took his cock back in my mouth but snuck a finger up to his asshole.
I didn't enter it for fear of what he might do but just played around
the opening.
He grabbed the sides of my head and held it in place while fucked my
face. I opened my mouth wide, relaxed my throat and deep throated his
cock. Then I started to apply more pressure with my finger on his
ass. This must have pushed him over the edge because his ass relaxed
and my finger slipped inside as he came down my throat.
Everyone in the room knew he was cumming because he started yelling,
"Oh God! Oh Fuck!" over and over.
I know no man can pump gallons of cum but it sure felt like it. The
first two squirts of cum went straight down my throat then as he
pulled out a little he filled my mouth with rest of his load and it
was a lot! Damn, didn't his fiancé ever take care of him?
I wasn't going to give anyone the satisfaction of gagging or letting
anyone see any of his cum drip down my chin so I swallowed every last
drop. I looked up at the groom's eyes that were glazed over and
thought, OK straight boy, if you ever want it as good again you're
going to have to submit to me. Let's reverse the roles and see how
good you are? And if you take good care of me, I'll take good care of
you.
Granted those thoughts went through my mind in about two seconds
without any forethought, but what the heck was I thinking? There was
no way I'd ever be engaged in any gay sex after tonight.
I stood up and there was a thunderous applause for my performance. I
blushed beet red and tried to walk out of the room as fast as I could
but was grabbed by a couple of guys and led back over to a table that
had been placed in the center of the room.
I was held standing against the table and someone pulled my legs apart
and put leather cuffs around my ankles. The cuffs were then attached
to the legs of the table and I could no longer put my legs together.
My hands were pulled behind my back and handcuffs were put on me. A
collar was put around my neck and I was bent over the table and held
down.
I felt someone fumbling with my g-string and then it was cut-off
leaving me bottomless. Someone grabbed my balls (the chastity device
left them exposed) and tied some thin rope tightly around them. The
rope that was tied around my balls was pulled under the table and tied
to the ring in the front of my collar but not before it was pulled
enough to stretch my balls. It was uncomfortable but not painful -
yet!
I was completely helpless. My legs were spread with my ass exposed -
I could guess why! My head hung over the table giving any hard cock
the perfect upward angle into my mouth. Sure I could raise up from
the table a little to avoid sucking on a cock but that would pull on
my balls. I was tied down in the perfect suck and fuck position and
I knew I was in for a long night.
I was left alone for a few minutes and Lucy came over to talk with me
in a low voice so no one else could hear. "You are going to
absolutely love this slut. The company that is going to videotape and
take pictures at the wedding is here tonight to take lots of pictures
and videotape you tonight. They started earlier when you performed
your striptease and sucked off the groom, but I'm sure you were having
too much fun to notice."
"And the best part is they're videotaping tonight for free because
they want to start an adult website and you're going to be their first
star! Of course I had to forge your signature on their consent forms.
You can always take them to court to get your videos and pictures
removed from their site. But can you imagine how many thousands of
people will have already seen you sucking and fucking like the perfect
gay crossdresser you are by the time your suit is settled ?
"You might be able to convince some people that the remainder of
tonight isn't of your own free will. But after they see your
striptease and the blowjob you gave to the groom I doubt it!"
How the hell did I ever get in these positions and why was Lucy always
there to take advantage???
Lucy stepped back and yelled out, "Let the party games begin!"
First there was the whipping contest. Everyone took their turn
whipping my ass one time with a riding crop. I don't know if you've
ever had your ass whipped with a riding crop but it's a very narrow
and firm piece of synthetic material about pencil thick that hurts
like hell. It's meant for a horse that has little feeling in his
muscular hindquarters but if hit too hard the horse will buck the
rider off for good cause. It's not meant for whipping a human ass,
especially mine!
Lucy explained after each person took there one turn whipping my ass
they were going to sign their name to the red welt they caused and at
the end of the evening the welt that still stood out the most would
earn its owner a $100 gift certificate. In case of a tie there would
be a whip-off on my balls so I better hope someone won outright.
The gift certificate gave everyone the incentive they needed to whip
my ass as hard as they could - as if they really needed it!
The first whip made me jump it hurt so much and I quickly learned a
valuable lesson. Don't try to stand up no matter how much it hurts
because having your balls pulled will hurt even more! Some of the
whips weren't too bad but others brought tears to my eyes. I begged
for a gag to bite down on instead of screaming in pain but no one
would give me one. The competition seemed to be about how loud they
could make me cry out in pain which I assumed also left the biggest
welts.
But there were a few people that didn't seem to care about winning;
they wanted to cause the most pain. They didn't whip across my ass
horizontally but whipped vertically up and down my ass crack. My poor
asshole was nailed every time and would explode in pain. Each and
every time I couldn't help but jerk up and would almost tear my balls
off. Fuck that hurt!
The next game was termed "Women's Revenge". Each of the women that
were interested was given the choice of strap-on dildos to use in my
ass. All the dildos had been hand picked and purchased by Lucy and I
was to find out they were all very, very thick, extremely long and/or
had nubs on them to abuse my ass.
Lucy was first and had a monster cock strapped on that she made me
suck while she explained the rules to everyone.
"Each of us women will have three minutes to fuck this slut's ass as
many times as we can. A stroke only counts if the dildo is pulled
completely out of Cynthia's ass then is shoved all the way back in.
The woman with the most strokes gets the $250 gift certificate to
Nordstrom's that I have donated."
"This slut will have three minutes to lubricate the next dildo that's
going up his ass by sucking on it while I fuck him."
And with that Lucy took the strap-on out of my mouth and walked around
behind me. She positioned the strap-on at my asshole and with a very
hard push shoved it all the way up my ass. I opened my mouth to
scream in pain but had another strap-on shoved down my throat
effectively gagging me.
Lucy proceeded to pound my ass with her strap-on. She fucked me
harder and faster than any guy could for three minutes straight -
although it felt like 15 minutes. Unfortunately for me she was also
rubbing my prostrate making me horny as hell.
All the remaining women gave me a good ass fucking but they just
couldn't match Lucy's passion for fucking me. My poor ass was
stretched wide and fucked deeply but as much as the dildos rubbed my
prostate I never came. I was amazed at horny I was and was ready to
do anything to be allowed to cum.
And to top it off my mouth was bone dry from sucking all those strap-
ons before they fucked my ass. I can't believe I'm admitting this but
I was looking forward to having a man cum in my mouth just for the
moisture.
After the judges counted the number of strokes in and out of my ass by
each woman, Lucy ended up winning the gift certificate she donated and
my ass had paid the price.
Lucy came up to me and bent close to my ear so no one else could hear
and said "I'm going to take your restraints off so you can stand up
while I explain the next games. Then you are going to tell everyone
you're ready for the games to begin and ask for help to get you ready.
You are to lie back on the table but on your back so your ass hangs
off one end and your head the other. In fact, when I ask I think you
need to beg for the games to begin."
"And if I refuse?"
"Then we'll tie you down and play the games anyway but we'll add a new
one first. The new game will consist of whipping your balls just like
we did your ass. That should hurt a little don't you think?"
I didn't think, I knew having my balls whipped with a riding crop
would hurt more than anything I'd ever experienced. I was not about
to let that happen and told Lucy I'd do whatever she told me to.
"And remember slut, after these games the chastity device comes off
and you get to fuck me."
That was all the more incentive I needed.
Lucy gently untied my balls from the collar which was a great relief.
Then she untied my ankles from the table legs so I could put them
together but she left the leather ankle cuffs on. Next she helped me
stand up and took off my handcuffs. I was free at last but knew I
wasn't going anywhere till after the games and somehow I knew they
would involve a lot of cocks. I was not looking forward to this at
all!
Lucy announced, "It's time for the men to have some fun so we have two
games that will be played simultaneously. Cynthia the slut has
graciously offered to satisfy every man here by allowing you to cum in
his ass or mouth. The groom can tell you what a good blowjob he gives
but I can tell you how tight his ass is. I guarantee with either
choice you won't be disappointed."
"The winners will be determined by how long it takes you to cum. And
I don't mean how quickly either! The winning ass fucker will be the
one that lasts the longest in his tight ass and the blowjob winner
will be the man that resists his cock sucking skills the longest
before cumming."
"I have two $250 gift certificates for the winners so I suggest you
take your time and give this cum craving slut what he so desperately
wants." Turning towards Lucy asked "Do you have anything to add
slut?"
I noticed the red blinking light on the movie camera and knew I was
being filmed. I didn't want to say anything incriminating knowing
this movie was going to end up on the internet but what choice did
Lucy leave me? With a little luck my make-up and hair extensions
would prevent a few people from recognizing me. But who was I
kidding; all my friends, family and co-workers were here in person
about to watch me have sex with a bunch of men and they were going to
think I was doing this willingly.
Have I ever told you I hate Lucy?
I smiled at the camera then looked around the room at all the men. I
had no way to know if one or forty men were going to have their way
with me but I didn't have a choice. "I'm ready for the games to
begin. Will a couple of you studs help get me ready?"
The crowd erupted in cheers and laughter as I lay down on my back on
the table. Two men held me still on the table while a third wrapped
some wide leather straps around me and the table. One was high up on
my chest between my boobs and my armpits and the other was low and
just above my hips. The man cinched the straps tight and buckled them
under the table. There was no way I could reach the buckles to free
myself. I wasn't going anywhere unless someone chose to free me.
The man at my head grabbed each of my wrists in turn and locked
leather wrist cuffs on them. The man at my feet attached my ankles to
a spreader bar then raised my feet up and bent my legs back towards my
head. The third man took locks and locked my left ankle cuff to my
left wrist cuff then proceeded to do the same with the right side.
When he was done I never felt more exposed and vulnerable in my life.
My legs were spread wide and bent close to my chest. With my wrists
cuffed to my ankles my legs were not going back down and the spreader
bar ensured they couldn't be put together.
My poor asshole was totally exposed and in a much better position to
be fucked deeply than if I was laying face down on the table.
At the other end of the table my head hung over the edge and all I
could think about was the porn movie "Deep Throat". My head was in
the same position and I suspected I'd soon be deep throating cock
after cock whether I wanted to or not.
Some wise ass asked "But what if I'm not interested in winning only
one of the games. What if I want to fuck the slut's face and ass? Is
that allowed?"
Lucy, the sweetheart she was, deferred to me to answer, "What do you
say slut?"
"Yes, I'll suck you till you get hard then you can fuck my ass."
"No, that's not what I meant. I want a blowjob till you swallow my
entire load of cum then I want to fuck your ass till I cum again.
Would you like that slut?" His reference to me as a slut got a lot of
laughs.
I didn't have a choice so I said, "I would love it if you came in my
mouth and then a second time up my ass."
That is when Gil spoke up, "If enough of you are willing to fuck both
the slut's ass and his mouth then I'll put up a third gift certificate
to make it worth your while. We'll judge the winner by your combined
times of your cock in the slut's mouth and ass." I hated Gil almost
as much as I hated Lucy.
I really didn't want to see who I was going to suck off because I'd
never be able to look them in the face again but in this position I
didn't have a choice. The first hard cock that came in sight and
approached my mouth belonged to Gil. He looked down at me and started
laughing as he told me to take my time and enjoy sucking a real man's
cock. I was so humiliated! I thought there was no way I was going to
suck him off but the reality was I would as well as any other cock put
in my mouth. I didn't have a choice.
Gil fed me his cock an inch at a time till he was all the way in my
mouth and down my throat. His balls were eventually resting on my
nose which I found disgusting but had no choice. He then partially
pulled out then pushed all the way back in. Gil kept up this nice
slow pace to last as long as he could but I think more importantly he
wanted to show everyone how he was dominating me. How humiliating!
It didn't take long for a hard cock to be pushing at my asshole. Sure
the women had stretched my ass but in the time since they finished it
closed up tight and didn't want to be fucked again. But in my exposed
position it was a fat chance preventing being fucked. The man just
kept applying more pressure till the head of his cock entered me. He
obviously didn't care how much it hurt me because he didn't work the
full length of his cock up my ass slowly - no he buried it all the way
in with one thrust. I swear I could feel his balls resting on my ass
before he pulled almost all the way out and shoved hard back in!
This man wasn't interested in winning the contest. He was only
interested in fucking my ass as hard as he could. In my position I
couldn't see who he was but I knew it was a man not a woman with a
dildo. He felt so different and I hate to admit better than a dildo.
Then he stopped with his cock all the way up my ass and came. I could
feel every shot of his cum deep inside me. He eventually pulled out
his soft cock only to have replaced by another hard cock.
Once all the way up my ass this man slowed his pace which I assumed
was to make himself last longer and to win the gift certificate. And
he did last a long time fucking my ass nice and slow. He'd slowly
pull completely out of my ass then slide all the way back in till his
balls were against my ass then start over again. He was driving me
crazy.
I'm totally embarrassed to say I was hornier than hell and having my
ass fucked by this long, thick cock felt so damn good. I just wanted
him to fuck me as hard and fast as he could but couldn't beg him to
because of the cock buried down my throat.
I knew the second cock's owner I was giving a blowjob to because my
cousin made sure I could see him before he put his cock in my mouth.
How sick was that? It's one thing to blow a stranger against your
will, but a cousin??
After my cousin came down my throat his cock was replaced by my best
friend's cock. No, make that my former best friend's cock. He told
me to take my time and make the blowjob last at least 30 minutes and
let him win the game or he was going to take the riding crop and whip
my asshole and then my balls. I didn't want that so I barely sucked
or licked his cock as he face fucked me.
Even not trying to make him cum, I eventually got him so horny he told
me to suck him off and swallow every drop of his cum in one minute or
less or he'd take the riding crop to me.
I sucked him for all I was worth and the man in my ass decided to fuck
me for all he was worth at the same time. This drove me nuts. I was
so fucking horny and all these men were getting their rocks off
courtesy of me but I had no relief. I could not wait till every man
was satisfied so I'd get some relief fucking Lucy!
I lost count of the number of blow jobs I gave and the number of cocks
that came in my ass but it was a hell of a lot. There were big dicks
and small dicks but the thing they all had in common is they didn't
leave till they came. I managed to swallow every drop of cum and my
belly felt full. And there was so much cum up my ass I felt like had
received a three quart enema.
When the action finally died down and there were no more hard cocks
for me to satisfy, Lucy released me from my bondage and allowed me to
stand up. She then said in a voice loud enough for everyone to hear,
"It looks like you've drained every man here of his cum so I guess its
time to remove your chastity device. What the first thing you want to
do with that cock of yours? Jerk-off for everyone's enjoyment?"
A cheer went up from the crowd - damn they were a bunch of sick
fuckers. But it wasn't going to happen. Revenge was now mine and
payback was going to be a bitch for Lucy.
I said, "No, I want to fuck you and I'm going to enjoy it."
And that's when I heard my wife's angry voice "I can't believe this.
I leave on a trip believing you're a normal loving husband. I come
back and find out you're a crossdressing slut that gives blowjobs and
likes to be fucked in the ass. And now you can't wait to fuck another
woman?"
I didn't know she was at the party. Oh fuck, I was dead meat!
"It ain't going to happen slut!" my wife said.
"Lucy, give me the keys to his chastity device."
My wife continued, "Slut, it will be a cold day in hell before you
ever get that chastity device off. But in the meantime you are going
to be sucking and fucking every cock I can find for you!"
"Starting tomorrow I'll be going on a daily cock hunt for you. I
promise you will be sucking or fucking one or more cocks everyday
while I and all the boyfriends I'm going to have watch."
"And you're going to have your own crossdressing gay sex website that
will be updated daily with the new pictures and videos we take every
day. Eventually I might charge for access to the website but I think
I'll keep it free until there are at least 20,000 visitors."
"And to pay you back for the embarrassment you caused me tonight, I'm
going to include a scan of your Driver's License on the website so
ever visitor will know who you really are and where you live along
with a coupon for a free blowjob they can print and collect on. This
will add significantly to the number of cocks you'll be sucking and
fucking for your website."
Oh Fuck!!!