Date: Fri, 19 Nov 2004 07:30:38 -0800 (PST)
From: Vivian Snow <viviancd40@yahoo.com>
Subject: My Brothers Surprise pt 3 (mf, crossdressing)

Please let me know if you like the story and
want it to continue.  If you are underaged or this type of material is
illegal where you live, then don't read it.  Otherwise feedback would be
appreciated. This story is part fiction and part non fiction.

Vivian Snow
viviancd40@yahoo.com


				My Brothers Surprise pt 3

On the way back to the house my brother said he was horny from the story i
told him. I said i was spent from the night there but i would take care of
him. There are some woods close to our house so we headed into them and
went to the far end next to another neighborhood. I got down on me knees in
front of my brother and pulled his pants down to his ankles. His cock was
already hard and he had some pre cum leaking from the tip. I quickly licked
this off and licked up and down his shaft. I took the head into my mouth
and started licking his head while slowly sucking his cock. I took the full
length into my mouth and let him fuck my face. He was really getting into
it so i pulled off his dick and went back to licking the shaft, i wanted to
keep him on edge for a minute. I kept this up for a few minutes, i told him
I wanted him to tell me when he was going to cum because i had a surprise
for him. I went back to sucking him and then he told me he was about to
cum. I pulled off him again and positioned my head underneath his cock
head. He didnt cum yet so i gave it a couple of strokes and he twitched so
i stopped and i did what i had planned. He was right on the edge so that he
came but did not orgasm. The cum poured out of the tip of his cock into my
mouth, but i did not swallow it. When he stopped cumming I started stroking
again. He told me he was going to cum again and i stroked it a couple more
times and stopped. More cum poured out and i caught it in my mouth also,
adding to the first bit. He was begging now, wanting me to finish him
off. I started stroking him again, and again he told me he was about to
cum. A couple more strokes and i stopped again. More cum poured out, but
not as much as the second time. I also collected this in my mouth but did
not swallow. I was determined to milk his cock for all i could get. I did
this one more time adding even more cum to my mouth, then i decided to go
ahead and finish him off. With a mouthful of cum I started to suck him
again and roll my tongue around his head. He moaned and bucked his hips and
flooded my mouth with more cum. I couldnt hold all of it this time and some
leaked out. I caught it with my free hand. His cock went soft but i still
held it in my mouth. I was rolling it around in my mouth with all of his
cum. When he was completly soft i pulled my mouth off of his cock and stood
up. I kissed him full on the mouth and we swapped the cum between us for
about five minutes until it was almost completly diluted with spit. I
pulled away and swalowed and watched him swallow. I licked the cum out of
my hand enjoying the last bit. He pulled his pants up and we headed home.

The next Saturday I got to babysit again, but at a different house. It was
a divorced women named Stacy with two babies. one was two years old and the
other was 3 years old. She was also a friend of my parents. She had to work
that Saturday and her regular daycare was not open. I could always use a
couple extra bucks so i decided to do it. She said it was only going to be
for about 6 hours and should be back around 3:00 pm. I said it was fine and
she left. She was a very good looking woman with a killer body and couldnt
believe some man would divorce her.

I put the kids down for a nap about 10:00 mostly because they were acting
tired anyway. After they went to sleep i decided to explore a little. I
went into her bedroom and to her dresser. I opend her underwear drawer and
it was beautiful. All kinds of sexy Panties, another drawer was full of
lacy bra's. One more was full of stockings and pantyhose, and another had
all kinds of sexy teddys, babydolls and other lingerie. I was in
heaven. The kids should sleep for a couple of hours and it would be longer
than that before Stacy got home. I quickly undressed, and found a lacy
white G string. I put it on feeling the string ride up between my ass
cheeks. I got hard instantly, but i wanted to continue. I found a white
garter belt and some white lace stockings. I quickly put those on. I looked
in the mirror, slowly turning around so i could look at myself at all
angles and thought that I looked pretty good. I was extremly turned on by
the feel of all these sexy things i was wearing. I decided to wear them for
a little while walking around the house. I did this for about an hour and
went back into her bedroom. I looked into her nightstand drawer and found a
pink vibrator. I turned it on and started playing with it, putting it on my
nipples and feeling all these great new sensations. My hardon was sticking
up out of the top of the G string i was wearing. I put the vibrator next to
my cock inside the G string. It was such a wonderful feeling. I had never
used a vibrator before and i wondered how it would feel in my ass. Just
then i heard a womans voice ask if i liked what i was feeling. I turned
around and then turned 10 shades of red. Stacy had come home early and
caught me in her lingerie.

Before i could say anything she walked up to me and pulled the vibrator out
of the panties and turned it off. I couldnt say a word, I just stood there
hoping it was a dream and i would wake up. The she told me not to be
upset. She had been watching me for a couple of minutes before she had said
anything. She had not wanted to scare me. she thought what i was doing was
sexy and wanted to join in. I could not believe my ears. She stripped down
to panties and bra. it was a black lacy sheer set and made her look more
beautiful. She took the panties and bra off and went to her drawer and got
out another black lacy panty but this one was crotchless. She then got a
black garter belt and black stockings. After she put those on she went back
into her bra drawer and get a lacy black shelf bra and put it on. Her
nipples were hard and I could tell she was getting excited. She then got a
lacy white bra and said it was for me. She put it on me and took some sheer
stockings and bunched them up into the bra cups. She then had me follow her
into the bathroom and she got out her makeup. I sat on the counter top and
she applied the makeup to my face. I could not believe i was doing all this
but it was very erotic. My cock was still hard and every once in a while
she would wrap her hand around it and give it a squeeze. After she was done
with the makeup she had me turn around and look into the mirror. She had
done a great job and i looked just like a girl. She told me that it was a
fantasy of hers to make love to a transvestite. She said that she also had
been craving younger boys so i was going to be her fantasy. I told her i
had been thinking about her for a while now. She smiled and took me by the
hand into her bedroom.

Once we were in the bedroom we got on the bed, I started kiss her on the
lips and moved to her neck. She was already moaning, i started kissing her
tits and putting her nipple in my mouth. I worked my way down her belly
until i was between her legs and licking her pussy. It tasted great. I kept
up the kissing and licking, then i put a finger in her. After working my
finger in and out for a few minutes i got another on in her. She was
moaning and talking softly, saying lick it baby, yea good keep licking
me. She was pinching and rolling her nipples between her finger and
thumb. she started to cum and i clamped my mouth on her pussy until her
orgasm subsided. I kept up licking her and she started to get going
again. I took one wet finger and placed it against her asshole and gently
pushed. She said yes, yes, fuck my ass with your finger. So i pushed my
finger up her ass. with my other hand i grabbed the vibrator that she had
put on the bed earlier and turned it on. I pushed the vibrator into her
pussy. I had a finger up her ass, a vibrator in her pussy and i was licking
her clit. She started cumming again, this one more powerful than the
first. She was bucking and yelling, it was all i could do to hang on. When
she finished this one she had me stop. She said she wanted me to fuck her
now. I pulled the vibrator out. and climed on top of her. She took the
vibrator from me. With her other hand she reached down and guided my cock
into her pussy. It felt wonderful I told her i was so turned on i was not
going to last long. She said it was Ok just enjoy it. I started thrusting
in and out of her and she turned on the vibrator. She placed the vibrator
against my asshole and started pushing it in me. I stopped thrusting so she
could get it in me. She smiled and kept pushing. She got it all the way in
and started to slide it in and out of my ass. I started thrusting in and
out of her again, going slow enjoying this tremendous feeling. Here she is
fucking my ass with a vibrator and I'm fucking her pussy. I started to feel
myself getting close. I told her i was going to cum and she told me to let
loose. She started fucking my ass harder with the vibrator, this brought me
over the edge and i pumped loads of cum into her pussy. After i had
finished she slowly pulled the vibrator out of my ass and turned it off. I
pulled out of her and smiled into her eyes, she asked what was funny, i
said just lay back and enjoy. I went back down on her licking my cum out of
her pussy. She had another intense orgasm.

We heard the kids start to get up and i got worried again. She said just to
stay there for a minute she would be right back. She got up and put on a
robe. She was gone for a few minutes and came back in. She said she had
come up with a wonderful idea. While she was out taking care of the kids
she had called my parents and told them she had a date that night and would
need me to babysit longer. They said that was fine and what time to expect
me home. She said she would probably be out late so she would bring me back
in the morning, and that was Ok with them. I told her that was awesome and
it would be a great night. She then took off the robe and found a sexy
dress to put on. She found a dress for me also and a pair of black high
heel shoes. I put them on and asked if we were going to have sex in the
dresses. she said not yet, first we were going out. I told her i couldnt go
out dressed like this, she said to trust her, I looked just like a girl and
no one would know. I looked in the mirror and she was right. After i fixed
my lipstick which was smeared, i looked just like a girl.


After she got her kids ready we got in the car and headed to the mall. I
was to be her friend that had come in from out of town. We got to the mall
and headed straight to a lingerie store. She said that she was going to buy
me my own lingerie. She picked out a few pairs of panties, all lacy and
different colors and styles. She also got a couple of matching bra's, two
garter belts, one black one white. Several sets of black and white
stockings, a couple of sets to go with the garter belt and a couple of pair
that stayed up by themselves. Last but not least a satin babydoll in light
blue, with matching panties.

After leaving the lingerie store we walked aroound the mall some more,
checking out dresses and other lady things. I started to notice that guys
were checking us out. We even had one guy follow us around the mall for a
while. Stacy whispered in my ear that she was right, nobody knew i was a
guy. I started to flirt with the guy following us. I would stop to look at
something in a store window and bend over. the dress was short enough that
the tops of the stockings would peek out from under the dress. I looked at
his jeans and saw that he had a hardon. Stacy saw what i was doing and said
come on, she had another idea. We went to a coffee shop that had tables set
up outside the shop so we could watch people walk by. Sure enough my man
followed us there. We sat at one of the tables and i crossed my legs. The
dress had ridded up enough so I had some thigh showing. My man had taken up
a table directly across from us. When he pretended to drop something on the
ground and went to pick it up, I slowly uncrossed my legs and then
recrossed them. I was giving him quite a show. Now he know I knew he was
watching. I asked Stacy if I could use her home phone number to give the
guy. She gave me a look and I told her yes i was bi, if she couldnt tell
from before. She said yes I could use her phone so I wrote her number down
on a piece of paper, got up and walked over to my man and gave it to
him. In my best girlie voice i told him to give me a call sometime. I
walked back to Stacy who was getting the kids ready to go. I made sure i
was swaying seductivly as i walked away.

When we left the mall Stacy was laughing her ass off. Since it was getting
towards suppertime and We hadnt eaten all day, Stacy suggested we get
something to eat. We went to a neighborhood resturant. Once we were seated
I had to make a trip to the bathroom and told Stacy. She said to make sure
that i went to the right one since i was dressed now. I went to the ladies
room and finished my buisness, I had been semi hard most of the day because
of the feeling of the G string, being dressed as a woman and flirting with
the guy at the mall. I pulled the G string down a little so my cock was
hanging out of the front. I made sure that it was pulled tight between my
ass cheeks and made my way back to the table. There was a small lump in the
front of my dress but was not real noticable. Stacy did notice as i was
walking back and told me so. I told her i couldnt take it anymore because i
was getting hard inside the panties. She smiled and said that we would take
care of that later. I then felt her foot rubbing the inside of my calf and
move upwards towards my crotch. She rubbed her stocking clad foot against
my cock which was now rock hard. I told her if she kept it up i would have
a mess in the front of her dress. Our food came and we ate quickly so we
could get out of there.

On the way back to her house she made a stop at an adult book store. She
said she had one more surprise for me. I stayed in the car to watch the
kids and she went inside. She came out a few minutes later with a
package. By the time we got back to her house the kids were asleep. We put
them to bed and we headed into her bedroom. We both took of our dresses and
she told me to lay down on the bed on my back. I did so and she opened the
package to show me a doulde headed dildo. She climed into bed with me and
told me to lift my legs over my head. She pulled the G string aside and
started licking my asshole and it felt wonderful. She lubed up the dildo,
put some lube on my asshole and then inserted the dildo up my ass. Once she
got it about a third of the way up my ass she lubed up the other end and
put some lube on her ass. She pulled my legs back down flat on the bed,
with the dildo standing up between my legs below my hard cock. She then
climbed on top of me and started inserting the dildo up her ass. She got it
part of the way in and then started to sit on top my cock. SHe finally got
all of my cock and dildo in her. she then leaned foward and started kissing
me on the lips. she started moving up and down on my cock and the dildo. I
could feel the dildo in her ass as my cock slid in and out of her pussy. It
was incredable, I told her i was not going to last long at all. She leaned
back so she could rub her clit as she slid up and down on me. She was
moaning louder now and i finaly lost it, filling her pussy with cum. I
stayed hard long enough for her to have and orgasm. When she calmed down i
told her i wanted to eat her again. She got off of me and pulled the dildo
out of her ass. She told me to spread my legs a little and she spun around
so we were in a 69 position. She had me lift my legs a little, then grabbed
the dildo and started working it in and out of my ass, fucking me with
it. I was eating my cum out of her pussy and the combined taste was out of
this world. She had started sucking on my dick again and it was starting to
get hard. I kept licking her pussy and i started fingering her ass. Her ass
was still wet with lube so it slid in easily. After fucking her ass with my
fingers for a couple of minutes i reached over to the nightstand and picked
up the vibrator that was left there from last time. I turned it on and
lubed it up with her pussy juice. I rubbed it against her clit for a minute
and then slid it up her ass. I was licking her pussy and fucking her ass
with the vibrator while she was sucking my cock and fucking my ass with the
dildo. She started to cum again and more of my cum oozed out of her and i
lapped it all up. I was getting ready to cum again so i told her not to
swallow it, just hold it in her mouth. I started to cum in her mouth and
she did not swallow. I pulled the vibrator out of her ass and told her to
spin around. She did so and was laying on top of me face to face. I started
kissing her and she opend her mouth so we could share my cum. When it was
all gone she went and pulled the dildo out of my ass. We cleaned up the
toys and decided to go to sleep. We went to sleep still wearing our
lingerie with her on her side facing away from me and i was on my side
behind her with my cock back in my panties but nestled up agains her ass.

I woke up sometime during the night and looked at the clock. It was 2:00 am
and i had a hard on again. I pulled it out of my panties and stuck it
against her ass cheeks. It slid between her cheeks and against her
asshole. Since she was still lubed up pretty good i started to slide in
pretty easily. She started to moan and said that this was a great way to be
woke up. I got my cock all the way in her ass. I then rolled her over on
top of me. With her on top of me i scooted to the edge of the bed and put
my feet on the floor. I had her sit up and i followed her up to a sitting
position. The mirror was just a couple of feet away so i had her spread her
legs. this way we could both watch our lovemaking. She started sliding up
and down on my cock and fingering her pussy. She closed her eyes and i
stopped her, making her open her eyes so she would watch. I had her start
sliding up and down again. She was playing with her pussy and i was fucking
her ass. After a couple of minutes she started her orgasm. When her orgasm
subsided she quit playing with her clit so i started to play with it. She
started to have another orgasm. She was almost yelling now and started to
to convulse, she was having multiple orgasms. Her eyes were closed and she
was shaking pretty bad, I was about to get worried and stop but then she
shot a stream of juice out onto the rug. She grabbed my hand and pulled it
away from her pussy. She said she was embarresed by that and i asked her
why, I thought it was great. She told me that when she started to have
multiple orgasms that this would always happen. I had he spin around so she
was facing me but still sitting on my cock. I laid back on the bed and told
her i wanted her to do that on my chest. She gave me a funny look and i
told her to go ahead, i really wanted her to. So she started to rub her
clit again and bounce up and down on my cock. After about a minute she
started to moan loudly and then start to shake again. She had a glazed look
in her eyes as she asked me if i was sure i wanted this and i said yes go
ahead. She closed her eyes and the started to convelse again. She was
moaning loudly, almost screaming. She then let out a yelp and squirted on
my chest and stomach. I said yeah baby give me more, She kept rubbing and
out came a couple more squirts. I said feed me baby and she quit playing
and rubbed her fingers in her juice and started to stick her fingers in my
mouth. I said MMMMMM and told her to keep doing it. She kept getting her
fingers wet and putting them in my mouth. I grunted and started cumming up
her ass. When i had finished cumming i rubbed my fingers in her juice and
put it to her lips. She tried it and said it didnt taste bad at all. SO she
slid off my cock and started to lick it off my chest, she would continue to
feed me some of it too. After she got me all cleaned off we went back to
sleep.

The next morning we got up, stripped and got in the shower. We cleaned each
other off. I turned her away from me and knelt down. I spread her ass
cheeks apart and started licking her asshole. She was really turned on so i
spun her around and licked her pussy until she had her orgasm. I stood up
and she knelt down and gave me head until I to came in her mouth. She held
it in her mouth and came back up and kissed me deeply, we shared my cum
again until it was all gone.

We got out of the tub and got dressed. I told her it would be best to drop
me off at my hose between 12:00 and 2:00 pm because that was when my
parents went shopping. We left her house at noon and she dropped me off. My
parents were not home so it was easy to sneak my presents into my room. I
thanked her for everything and she told me that if i wanted more lingerie
she would get it for me, as long as we could continue our special
relationship. I told her i would love that, then i kissed her goodbye and
went into the house.

Will post more later...