Tennis Bet
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Tennis Bet 3 free porn video
Tennis Bet 3
By Tennis Guy
We finally were able to leave the shoe store - the girls at the register
added again to my humiliation by giving me some kind of "Hosiery" card that
with each pair of stockings or pantyhose purchased I got a stamp.
"10 more pairs and you get one free, sweetie!" one told me.
"Yeah - I don't think I'll be needing anymore," I said dripping with
sarcasm.
"Wanna bet?" she asked, bringing much laughter from Sue, Pam, and Amy. As
we were leaving, Amy gave the girls the address and phone number of where we
would be in case they wanted to drop by and witness their creation. "Great
- let's just make this even more embarrassing by adding in a couple of
strangers," I thought to myself.
Sue and I went on to the apartment, and Pam and Amy went to the liquor store
for evening spirits. When we got there, I decided to have a little
one-on-one discussion with Sue about this whole thing. "Look Sue, you've
already embarrassed the pants off of me - literally! What do you say we
just call the rest of the stuff off? I'll still cook supper for all of you,
but how about we not do the dress and heels and stuff?"
"What the hell??? I can't believe you are trying to weasel out of this!
You asshole! You're the one that made the bet! And we just spent good
money on some hose and heels for you, you jerk!"
"Hey - calm down. I'll pay you back for the shoes and stuff."
"It's not just about the money! It's about you talking crap - you losing -
and now you not living up to what you agreed to!"
"Fine! Whatever! I just thought you might be reasonable about all of
this!
"Reasonable? I am being freakin' reasonable! You're the one that first
agreed to wear panties with the skirt when you lost! It was your freakin'
idea to wear pantyhose with it! You're the one who wanted to make another
freakin' bet! And you're the one who said that doing this was no big
freakin' deal! So what's the big deal? Why are you trying to get out of it
now, little girl?"
"Jeez! I didn't mean for you to just freak out! I might as well just shave
my 'freakin' legs while I'm at it, if it'll make you 'freakin' happy!" Let
me just interject here - that was not one of my cleverest moments in my
life. No one ever said I was the brightest lightbulb in the house.
"Yes, that would make me very freakin happy!"
"You've got to be kidding, right? You can't expect me to shave my legs!"
"It was your idea, big boy - or little girl, maybe I should say. And if you
don't do it, I'll let Pam and Amy know as soon as they get here that you
tried to get out of this, and if you think I'm pissed - what till you see
their reaction!"
"Blackmail! My own cousin is blackmailing me??"
"You bet I am! Now get your ass in the shower and clean up. You can use my
pink razor and shaving cream. Those legs better be spotless or I'm telling
the girls."
You would think that this smartass would learn a lesson or two after a
while, but no such luck. I muttered as I walked away, "Jeez - I might as
well shave my pits too!"
"You bet your ass you better shave those pits," Sue called out.
I went to the bathroom and began taking off my clothes. As I took off my
shorts, I looked in the mirror and saw myself standing there in panties and
pantyhose. "This is so humiliating," I said to myself. But as I looked at
myself, I reached down and touched the hose. Immediately, I started to get
hard. I began to rub myself on the outside of the pantyhose and I got
harder and harder to full erection. As my luck for the day would have it -
that's when the door opened.
"Oh, I can't wait to tell the girls about this!!"
Busted! I just wanted to shrink down into a hole in the ground! I was
speechless - I didn't know what to say - or how to react. I did take my
hand off of my erection, and covered myself up a little bit.
"Boy, if you can't keep your hands off of yourself now, just wait till we're
finished fixing you up right! Now get naked and get your ass in the
shower!"
With that, she slammed the door and left me to the job at hand. I took off
the humiliating hose and panties and got into the shower. I got to thinking
that it might be a good idea for me to jack off to hopefully prevent anymore
embarrassing erections, and it didn't take me very long to get rock hard
again. I didn't even hear her come back in to take out the dirty clothes
and bring in a clean pair of panties for me to wear. "Jeez - you are out of
control! If I catch you doing that one more time you're going to have to do
that in front of all of us!"
The only comeback I could think of was the old and tired, "Yeah - well is
that a threat or a promise?"
"A promise. Don't try me on this one Scott. Leave it alone."
I took her at her word, and I went ahead and got cleaned up. It took me
quite a while to do all the shaving - I took extra time because I didn't
want to knick myself. I finally got out and started drying off.
"I set some lotion out for you - you might want to use that where you shaved
so it doesn't hurt later," Sue called from the other room.
I opened the bottle, and the smell of lilacs flowed from the bottle. "Of
course - why wouldn't she give me girly smelling lotion?" I thought to
myself. After rubbing it all over my legs and my pits, I noticed the
panties she had set out for me to wear - a red satin thong. "Come on - do I
have to wear a thong? Can't I just wear a regular pair of panties?"
"I hate to break the news to you, Scott, but a thong is a pair of my regular
panties. I guess I could let you wear a g-string if you would rather have
that."
"Uh - no thanks. I'll wear this. What about everything else? Where's the
rest of the clothes?"
"Just put on the panties and put on the robe hanging on the back of the
door. We've got to do your nails and your makeup before we get you fully
dressed."
I put on the panties, trying not to notice how smooth the satin felt on my
balls - trying to ignore that uncomfortable, but slightly exciting feel of a
wedgie. I slipped on the big terry cloth robe, and opened the door. Amy
had dropped Pam off at the apartment and gone back to her place to get
cleaned up, so Pam and Sue were in the room getting everything laid out for
me. I saw my new pair of high heels, and the pair of off white pantyhose
laying out on the bed. They were still sorting through the closet, so I sat
down on the bed and started to roll up the pantyhose to put them on.
"Not so fast, missy! We haven't done your nails yet," Pam told me.
"Why are you going to paint my toe nails?"
"Because we bought open-toed heels - because you have off-white pantyhose -
because you lost a bet."
I interrupted Sue - "Yeah, yeah, yeah - I get the picture. Let's get on with
this."
I'm not going to get into the details of all the makeup and stuff, mainly
because I had no idea what they were doing to me. They did paint my nails -
toes and fingers - candy apple red. They also used some kind of stuff
almost the same color on my lips - only it wasn't lip stick because it was
almost like a little paint brush. Once my nails dried, they finished
getting out my clothes for the evening. In addition to my new hose and
heels, they got out the matching bra to go with my panties - I mean, Sue's
panties, not mine. The dress was a little hot pink number that really would
have looked amazing on them - but on me, I knew it would look ridiculous.
They helped me with the bra, and they stuffed it with some stockings.
"We'll leave you to put on the rest because we've got to get cleaned up
ourselves," Sue said.
"Now, no jacking off, Scott," Pam said with an incredibly smug look on her
face. "You don't have time for that - you've got to get in there and cook
our supper!"
Great. Sue told her that I had been jacking off. Just when you think a
situation couldn't get more embarrassing! I put on the pantyhose - my
second pair of the day - and I slipped the dress over my head. The material
fortunately was very stretchy, and it clung to my every curve - well, my new
curves with the bra. I tried to pull it down and realized that it simply
would not go any further down. Great again. They didn't just give me a
dress. They gave me a mini-dress. No, a micro-dress. I sat on the bed and
put on my heels - no, Sue's heels. Actually, no - they were my heels.
Whatever - I put them on, and looked in the mirror. Now I have actually
seen on TV where some guys can get dressed up like a girl, and really look
like one. That wasn't the case here. I definitely looked like a guy -
dressed like a girl. I mean - I had short hair - nothing we could do about
that. Manly features - nothing we could do about that. But boy, did my
legs look hot! With those heels, those hose, shaved legs - they looked
good! I saw some perfume out on the wardrobe and put it on to add to the
effect. With the smell of the perfume, the look of my legs - you can guess
the effect all of this was having on me! Looking in the mirror, once again
I was reminded that I was a man dressed as a woman - the erection I had was
showing because the dress was so tight! Quick thinking reminded me of the
"Silence of the Lambs" tuck - but I couldn't tuck it because it was still
hard. I knew I was pressed for time because I could hear Sue had just
gotten out of the shower, and I didn't want her to think that I was jacking
off again. Finally, in frustration, I just accepted that if I had an
erection, it was just going to have to show. Sue came into the room.
"Well, well, well. You don't look half bad."
"Gee thanks! So, what am I supposed to fix for supper?"
"I don't know. Pam and I were talking about maybe we all should go out to
eat instead."
"You mean you made me get dressed like this for nothing? Now you're going
to just go out to eat?"
"I think you miss understood me - we were talking about us ALL going out to
eat - you too missy."
"Hell no! No way! Back off sister - that's not gonna happen!"
"Easy, easy, easy - don't get your panties in a bunch. He he - oops - too
late for that, isn't it? I'm just joking with you - there's some chicken in
the fridge. There might be one problem, however."
"What's that?"
"Well, Pam and I haven't been able to get the oven to work the past couple
of days. The burners up top work fine, but the oven's not heating up. We
called the maintenance man, but he hasn't come to fix it yet."
"Fine - I'll just cook the chicken on top of the stove."
"Actually - there's not enough burners. Amy is already in there and she
felt bad for you, so she already started cooking some side dishes, so all
the burners are already being used."
"Well that's awfully nice of her. Is she going to cook the chicken too?"
"No - that's where this might get a little difficult - but you have to do it
-that's part of this bet - you have to cook us dinner!"
"What? How? What can I do?"
"Well, out on the back porch, we do have a grill."
"No way am I going out there dressed like this! I'm not going to cook that
chicken out there! I'll just go home!"
"You don't have a choice Scott. You have no clothes but the ones you're
wearing now. Where are you going to do - leave like that?"
"Give me back my clothes!"
"I'm sorry - I tried to tell Pam that it wasn't a good idea, that you would
be pissed - but she took your clothes and threw them out at the dumpster.
You've only got the clothes we give you - and what you've got on is all
we're giving you. So, your only choice if you want something a little more
respectable to wear home later is to get out there on the porch and start
cooking. Besides - with the privacy fence, it's not like people can really
see you out there."
I knew I had no choice. This day just kept getting worse. I teetered out
to the kitchen in the heels and there was Amy doing some cooking, and Pam
was mixing a daiquiri. "You look lovely, darling," Amy said.
"Gee thanks - I was hoping you'd say that," I said with as much sarcasm as I
could offer.
"Do you want a daiquiri?" Pam asked.
"Actually - I'll just take a shot of rum and take a beer," I said.
"Wow - you must really need something to settle you down. But be careful -
you wouldn't want to drink to much and do something embarrassing." They
both found this comment to be completely hilarious. I just took my shot,
and another for good measure, grabbed a beer and started getting the chicken
out. They already had it prepared to cook - I just had to start the grill.
I went to the sliding door leading out to the porch and saw the grill. I
looked and tried to see if anyone would be able to see me, and I concluded I
was pretty much safe. I opened the door and went out to start the grill. I
went out and started it, and almost ran back into the apartment just so
terrified that someone else might see me. I don't know if it was the
beginning effect of the booze, the rush I had from the danger of going
outside like this, or my lack of being used to the heels, but as soon as I
got inside the door I took a huge tumble. Amy and Pam came running over and
Sue came running into the room.
"What the hell happened," Sue asked.
"Sissy here just fell," Pam replied.
"Whatever! I just fell."
"Did he get a run in those hose yet? If so, you owe me $5.00, Pam."
"I don't see any runs yet - so you might better be getting out the $5.00 for
me!"
"What the hell are you talking about? Do you have a bet on me having a run
in my hose?"
"Yes we do. I said you'd get one within an hour - Pam said you'd make it 2
hours."
I just couldn't believe that they even had side bets going. They helped me
get up, and I sorta stumbled just a little and caught myself.
"Jeez - I knew those heels were too high for him. Only girls have strong
enough legs to walk around in those," Amy taunted.
"Bullcrap! I can handle this, no problem!"
Amy continued, "Yeah right. You've had them on how many minutes? And yet
you've already had one fall? Guys just don't have the strength in their
calves or the balance to handle heels."
"That's just a load of it! I'm just getting used to them."
"Yeah, well, you only have to wear them for a few hours - you should try
walking around a whole day in them - then you'd really see that guys just
can't handle it."
"You are out of your freakin' mind. I could handle it just fine!!"
"Care to make that a bet?"
Oh crap! What am I doing to myself??? It seems like each time I open my
mouth, I dig my hole deeper and deeper. The 3 girls looked at me almost
incredulously waiting for my answer. My answer came in the form of a silent
walk off to have another shot of rum. They just laughed at me - not with me
- at me. After my shot, I grabbed the chicken and headed out to the grill.
Again, I inspected everything before I opened the door, and I realized that
no one would see me out there because of the privacy fence. I went out to
the grill and began putting the chicken on it. I closed the grill and went
back to the door, which was closed. "I didn't close the door - I know I
didn't," I thought to myself. I tried to open it, and to the amusement of
the girls inside, realized the door was locked. Panic! Even though I felt
pretty safe out there, I had to get in!
"Dear God! Please let me in! Please open the door!"
I guess they felt sorry for me because they came right away to open the
door, much to my relief.
"Wow - you have that panic-stricken little girl thing down pretty good!
Have you been practicing that," Sue asked.
I just looked at her with discontent. I went and had a seat on the couch.
"Not so quick, missy. You haven't set the table."
I got up again, and got the dishes and everything out to set the table. I
did notice that my calves were getting a little tired and sore from walking
around in these heels. I went again to the couch and leaned over and
massaged my legs a little. Rubbing my silky legs - smelling my perfume -
seeing my candy-apple red nails on my pantyhose-clad legs - I began to get a
little excited again. It was intoxicating, and I was becoming intoxicated.
"You better check and make sure that chicken doesn't burn! If it does,
we're all going out to eat!"
Almost panic stricken, I got up off of the couch and started heading towards
the door. "Oh my God - you don't usually see something like that in a
dress," Amy cried out. I looked at her and realized that she was looking at
my crotch area, which was easily showing my full erection with the tight
dress. I could not get outside fast enough! I checked on the chicken and
flipped it and put some more marinade on it and came back in. My boner had
gone back down, but my feet and legs were really starting to hurt from
walking around in my heels. I decided I would take another shot of rum to
hopefully take away some of the discomfort I was feeling. Sue came over to
me and said quietly, "I'd be careful how much I drank if I were you. Pam
and Amy might try to take advantage of you being drunk and put you in some
more embarrassing situations."
"Whatever - leave me alone. Thanks for trying to look out for me know," I
replied with anger.
"You better lose that attitude missy, or you'll be going home dressed like
that!"
I took my shot and headed back for the couch. My feet were really starting
to hurt - I was already exhausted from playing tennis earlier - and now
walking around in 4 inch heels wasn't helping anything. I undid one of the
heels and started rubbing my foot, and almost instantly Amy started in on
me. "I told you guys weren't strong enough to wear heels!"
"That's bullcrap! This has nothing to do with strength - this just has to
do with what a person is used to, and I'm just not used to wearing these
damn heels!
"So are you trying to say that if you were used to wearing them then you
wouldn't be having a problem right now?"
"That's exactly what I'm saying! This has nothing to do with strength!"
"Well, how would you say that someone gets used to them? Would you say that
someone would have to wear them a week or 2 to get used to them?"
"It wouldn't take even that long for a guy, because a guy can adapt to
whatever situation or difficulty he is faced with!"
"So, are you trying to say that if a guy wore a pair of heels for only a day
or 2 then he wouldn't have a problem with them? That his feet and legs
wouldn't hurt?" Pam came over and was listening to the discussion between
me and Amy.
"That's exactly what I'm saying. They are only bothering me because I'm not
used to them yet, but if I wore them for a day or 2 and got used to them, I
wouldn't have any freakin' problem!"
Pam stepped into the conversation at this point. "That sounds like a bet
proposition to me."
"What bet proposition?" I asked.
"What I'm hearing you say is that you think you could wear those heels for a
couple of days and then you would be just fine with them - no pain, no
complaints, no trips, nothing. And I'm hearing Amy disagree with you.
Sounds like something you could prove to her. I'm with you Scott - I think
you could do it."
I was a little confused. I could feel the Bacardi clouding my mind. I
wasn't trying to make a bet, only a point. It was obvious Amy didn't get my
point, but it sounded like Pam did.
Pam spoke up again, "Amy, if he can wear these heels for 2 days and not have
any problems with them, then I think you should have to... I think you
should have to... I don't know - what do you think she should have to do,
Scott?"
"I think she should have to be my maid for a month!"
Pam spoke up, "Excellent idea - his apartment is not too big, you could come
over and tidy up once a week for a month Amy. And Amy if you're right - if
he can't make it the 2 days, or if he still is having problems afterwards,
then Scott will be your maid for a month, and I'll be your maid for the next
month."
"That sounds like a deal to me," Amy said.
"Scott, I think we've got her on this one. I think your losing streak is
about to end. What do you say?" Pam asked, and waited for an answer.
I was so confused. The alcohol was really kicking in. It really felt good
to have Pam on my side for once. That was awfully nice of her to be a part
of the bet with me. What was the bet on again? Something about me not
having problems in these heels, I think. I don't have a problem with these
heels. I could do this one! "Sure, I'm in!"
"We better get this one down in writing, because I have a feeling that both
of you will try to find a way to squirm out of this one," Amy said. I
didn't read it until later when I was sober, but I signed my name stating
that I would have to wear my heels for 2 full days, and on the third day, I
would have to wear them again all day to demonstrate that I did not have any
problems - clumsiness, soreness, etc. The agreement stated that if I did
not make it the 2 full days with the heels, or if on the 3rd day I had
problems, then Pam and I would have to be Amy's maids for a month. If I had
read the definition of "Maid" that she wrote down on the bottom of the page,
I know I never would have signed it. Amy took the signed paper that she
called a "contract" and put it up on the fridge so that we all could see.
Sue came up to me, "I tried to warn you Scott. I told you that they would
put you in more embarrassing situations if you drank too much."
"What? How can me winning a bet be embarrassing?"
"Scott - Hello!! You have just agreed to wear those heels for 3 whole days!
And even if you complete the 3 days in those heels, if you still seem
clumsy or act as if they are bothering you, you then are going to be Amy's
maid for a month!! Did you not realize what you were getting into?"
It was quite sobering when she put it that way. Somehow I got caught up in
the moment and overlooked that I was going to have to wear the heels 3 full
days. How was I going to pull that off? 2 days wouldn't be that bad -
that's just a weekend - but I didn't have a 3 day weekend coming up. I'd
just have to call in sick one day - or face the alternative and admit
defeat. "Well, if I just back out of it, it still won't be as embarrassing
as this is right now. All I'd have to do is clean up her apartment for a
month."
"No, Scott. You'd have to do more than just clean-up. Did you not read
this thing? Jeez - what an idiot!"
"What? What am I missing?"
"You'd have to be her MAID Scott. Not just clean up - that's just part of
the maid's job. You would have to be her maid - uniform that she supplies
and all! Scott, I'm afraid if you lose this bet, you better get real used
to dressing up like this, because by what she's written here, and by what
you've signed, this would be your life on a regular basis for a month."
O crap! I decided I needed another shot. Sue tried to tell me not to, but
I knew I needed one. I also grabbed another beer. Chugged half the bottle
chasing the shot. I realized I needed to go piss and headed for the
bathroom. As I walked past the stove where Amy was stirring the pots, she
moved and bumped into me as I walked by. With the combination of the
alcohol and high heels, I tumbled to the ground again. "Gosh, Scott. Look
out," Amy said. "Oh Pam - come here - I believe you owe me $5.00." I
looked down, and sure enough I had snagged my hose in my fall and now had a
run.
"Great, Scott! Thanks a whole hell of a lot. And it doesn't look like
you're going to do too well with the new bet either if you can't stay up off
the floor!"
"Hey - I'm getting drunk, and she bumped into me! She was trying to make me
fall so I would get a run in my hose!"
"Wa-wa-wa Too bad, so sad. Now go put on that other pair of hose we bought
for you," Amy commanded.
"Are you serious? Why?"
"Because you look like crap with that run in those hose - now go change like
Amy said," Sue said.
"But, the other hose are a different color - nude, I think. Does that
matter?"
"Well, if you want to stay color coordinated, missy, then you can borrow my
stockings and garter belt that are off-white. I'll even go get them out to
let you decide what you want to wear."
Sue went with me to her room, and she went through her lingerie drawer to
find the items. It started happening again. I told her I needed to pee so
that she would see my erection starting up. "Well, I laid out the stockings
and garter belt on the bed Scott. You decide if you want to wear your other
hose or the stockings." I came out of the bathroom and looked at them.
Just laying on the bed - they looked so sexy. As my erection got even
harder, I decided I better stick with the pantyhose. I took off my shoes -
admiring my cute toes - and I slid off the pantyhose. I took my new pair
out of the package, and just about had an orgasm just sliding them up my
legs. I knew that I was very close to orgasm, so I started walking to the
bathroom when I heard Pam call out, "Scott - you better hurry up - I think
the chicken might be burning!"
I took off out of the room and tried to run in my heels. I was doing great,
and got out there in no time. The chicken wasn't burning, but it was close.
I took it off the grill and came back in. "Is that corn-on-the-cob under
your dress, or are you just happy to be in my panties?" Sue asked.
Humiliated again, I realized I still had my hard on. I carried the chicken
to the kitchen, set it down, and set up another shot. Amy walked by me, and
when she did, her hand grazed the front of my dress and bumped into my
erection. "Oops - sorry," she said smiling.
Instead of setting everything out on the table, we all just grabbed our
plates and went to the stove to get our food. I was standing behind Pam
when she dropped a spoon, and bent down to pick it up. When she bent down,
she bent straight down, without bending her knees. She backed up a little
and actually grinded her ass against my still erect crotch. I didn't say
anything because it felt great! Pam stood up and said, "I'm sorry, did I
bump into you?"
I couldn't hardly speak, so I didn't answer. I got my food and headed for
the table. Amy was sitting beside me, and when I sat down, I knocked my
napkin off the table. "I'll get it for you," she said. She bent over
towards me and reached under the table to get it, and when she did, she took
the napkin, unfolded, and placed it in my lap. When she placed it in my
lap, she patted it down, and gently squeezed my dick through the dress,
hose, and panties. I couldn't hardly take it.
"For crying out loud - you are killing me! If you don't stop, then I'm just
going to jack off right here!"
That was like giving cheese to a mouse. Amy leaned over and whispered in my
hear, "I would love to see that - please, do it for me."
Sue said, "Scott, if you do that, we'll let you change out of that outfit
for the rest of the night if you want."
"Go ahead Scott. It's not like it'd be more embarrassing that what you're
already doing," Pam urged.
With all the encouragement, and now Amy was stroking me under my dress, I
knew I had to. I stood up and lifted my dress. I pulled down the hose and
panties and came almost instantly all over my food on the table before me.
The girls actually cheered me, and congratulated me. I exhaustedly dropped
back into my seat - my hose and panties still at my knees. The relief was
overwhelming. "Now for a change of clothes and well cooked meal," I said.
"Scott - you have a decision to make," Sue said.
"What?" I asked as I had gotten up to go change.
"Well, we only have one more piece of chicken, and I was needing to take
that to lunch with me tomorrow. So, I'll give you a choice. If you want to
change, go ahead. You just have to eat the food that's on the plate that
you just jizzed all over. But if you want a different plate of food, you've
got to stay as you are the rest of the night."
Amy and Pam laughed hilariously at my predicament. Would I stay in this
ridiculous get up, or would I eat my own jizz? Humiliated again, I pulled
the panties and hose back up, and started fixing me another plate.
The rest of the night became a bit of a blur as we all continued to drink.
None of us could drive, so I had to stay over. They did let me finally
change out of the dress, but only into a nice little babydoll nightie. In
the morning, as we were milling around for breakfast - the girls reminded me
of the heels bet I had made, and showed me the signed "contract" on the
fridge. So, reluctantly I went back to the room to put the heels back on.
Sue spoke up, "You can't wear those without these, missy," holding up a pair
of pantyhose. "They just won't wear right, you'll get blisters, and you'll
be Amy's maid before you know it."
I took them reluctantly from her, and as I began sliding them up my still
smooth legs, as the feeling began to wake up my cock, I began to think,
"This is going to be another one of those days."
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