Waterbury Hills High School Swim Team Traditions
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Germaine free porn video
Germaine's First Time
This is the true story of my first cock-sucking experience. I have
changed the names and locations to protect the innocent (and the not so
innocent).
A few years ago I had been corresponding with a cross dresser in Palm
Beach, Fla. whom I had met through The Transvestian, a newspaper that is
no longer in publication. We had exchanged many pictures and she looked
very feminine, never revealing her masculine attributes, so I was very
anxious to meet her. I had made arrangements to meet her several times,
but something always happened to cause me to postpone the meetings. We
were staying in Pompono Beach and my wife was called back to work for a
few days, so I made arrangements to meet (I'll call her Valerie) in a
motel/hotel near Palm Beach. I was determined to keep this liaison
because of all the other times I had reneged.
My wife was leaving on Saturday, so I booked a room for Sunday. I wrote
to Valerie and told her where I would be and she promised to meet me
there Sunday evening. Valerie could pass in public because she was a
very conservative dresser, not flamboyant like a lot of cross dressers
are. She wanted to meet me in the bar or restaurant dressed, but I
wasn't ready for that, so she said she would come up to the room.
I filled the car with gas on Saturday afternoon after dropping my wife
off at the airport. I studied my map of Florida and packed my bag
Saturday night so I wouldn't waste any time Sunday if the weather turned
bad or if I couldn't find the hotel. I took several wigs (red, brown and
blonde), a white long sleeved blouse (I couldn't shave my arms), a black
mini skirt (I am very proud of my legs), cosmetics, shaving gear and
toilet articles, paste-on red finger nails, clip on earrings, pearls,
rings, bracelets, several pairs of stockings, a couple of pairs of
pantyhose, a pair of red patent leather heels with ankle straps, and a
black satin bra and panty set. I also took a 35 mm camera and a
camcorder and a couple of tapes. Actually, I was traveling light
compared to most females, but for a new cross dresser, I assumed I was
prepared for anything.
Sunday morning I took a hot bubble bath, shaved my legs and my chest,
and shaved my face twice. I painted my toe nails and sprayed myself with
cologne. I put on my white bustier with black lace trim and bows and
black garters, and stuffed it with realistic falsies. I rolled on black
nylons and attached them to the garters. I put on my black patent
leather pumps with three inch heels and got an instant hard on. I went
to the bathroom to admire myself in the full length mirror and couldn't
keep my hands off my proud protruding prick. I had to remind myself to
be careful. I didn't want to make myself cum because I wanted to have a
full load for Valerie.
I re-checked my bag and put my patent leather pumps into it, put on the
black panties, then put on my trousers, shirt, and men's shoes and got
into the car. This was my first venture outside wearing women's lingerie
and I had the feeling everyone knew it. The feeling caused me to have
another erection because I was so excited, but it also caused me to
sweat because I was so nervous. I would panic if I went over the speed
limit. I had visions of being stopped by a state policeman and being
patted down (for speeding? -- how paranoid).
I reached the hotel without incident and found a place to park near the
front entrance. I had prepared a little speech for the desk clerk and
practiced on the way up, about how I was expecting a business associate,
a young lady, and to call me when she arrived. But suppose she didn't
come en femme? Okay, I'm expecting a young man -- that sounded worse.
They'll call the cops and I'll get arrested and my name and picture will
be in all the newspapers. Everybody will know I'm a pervert. Oh, my god,
I can't do this. I'd better get out of here. And I started sweating
again.
This is crazy. It's none of his fucking business who is coming up to my
room, and I'm sure he doesn't give a shit. So I went to the desk, told
the young man who I was, he gave me a key to the room and told me how to
get to it, and that's all there was to it. I sat on the bed and took a
deep breath. Then I took off my street clothes and hung them up, went
into the bathroom, used the facilities, washed under my arms and my
private parts, sprayed myself with cologne again and took my things from
my bag. I put on the black high heels first and got an immediate salute
from my stiff staff.
I carefully applied my foundation, applied powder, put blush on my cheek
bones and blended it with a small sponge. Then I applied eye liner and
blue eye shadow, which was in vogue at the time, glued on long eye
lashes and applied mascara to them with a small brush. I used eyebrow
pencil on my eyebrows because I had covered them with the foundation. I
put a lighter color foundation on my nose and a darker color on the
sides of my nose. I had read somewhere that it would make your nose look
thinner and it did.
I pulled in my waist as tightly as I could with the laces in the front
of my bustier. I adjusted my falsies, put on my white satin blouse, and
pulled on my short black skirt. I tried on all three wigs, and then
opted for the brown one. It was closest to my natural hair. I adjusted
it and brushed it until I was satisfied with the results. I put on my
rings, earrings and pearls, but I didn't look too glamorous; I looked
like one of my female cousins, but that was the best I could do. The
last thing I did was brush my teeth and glue on my fake nails. I was
just getting out the camcorder and camera when the telephone rang.
It was probably Valerie calling to say she couldn't make it. But it was
Valerie telling me she was in the lobby and telling me she would be
right up if it was okay. A few minutes later there was a light knock on
the door and there stood a brown haired lady about five foot five,
wearing glasses, sensible high heeled shoes, and looking like the
average woman you see on the street every day. We shook hands and kissed
lightly. We made small talk about how nice it was to finally meet after
corresponding for so long. We commented on each other's attire. I told
her how feminine she looked; if I had met her on the street I never
would have suspected she was a transvestite. Valerie gave me some tips
on how I could improve my appearance, and after running out of small
talk, she took off her dress and said, "We both know why we came here so
let's do it." That's the way to break the ice!
So I took off my blouse and skirt and she very politely ooh-ed and ahh-
ed over my bustier, and asked where I bought it, as women do. Then she
felt the material (all over) and complimented me on how natural my
"breasts" felt, which caused my "clitoris" to respond. Valerie responded
to that by running her hand down my stomach to my black satin panties,
and she fondled my growing erection. She said, "I feel a little cold,
why don't we get into bed and take care of this?"
I kicked off my shoes, turned down the covers and got into bed. We
hugged and kissed for a few minutes, and then she started kissing her
way down my excited body. She pulled down my panties and took my
throbbing tool in her hands and ran her tongue over the tip. She
inserted her talented tongue into the urethra and my joy stick jumped in
her hand. She held it in one hand and fondled my balls with the other as
she sucked the head of my hard-on into her warm mouth. She took a few
more inches into her mouth and ran her tongue all around the shaft,
paying particular attention to the vein on the bottom. She tickled it
with her tongue and I jerked a little at the intensity of the pleasure.
She looked up and removed my rod from her mouth. Her eyes looked very
pretty without the glasses and she looked very sexy lying between my
stocking encased legs with my stiff staff only inches from her painted
lips. "Do you like that?" she asked. I could only nod my head in assent.
While still looking at me, she opened her mouth and swallowed my sword
all the way up to my pubic hair. "How about that?"
"Oh, yes!" I whispered hoarsely. Again she took it into her mouth and
swallowed it up to my pubic hair. She repeated the action five or six
more times and the pleasure was like none I had ever felt before. This
lovely lady knew how to suck cock.
"If you keep that up, I'm going to cum," I said breathlessly.
"You're not one of those people that can only cum once, are you?"
And without waiting for an answer, she held my cock in her hand and dove
down hungrily on it again, and again, and again! Her warm slippery
saliva coated my clitoris, and it looked wet and shiny in the dim light
of the room every time she came up and sucked on the soft head. Valerie
did things with her tongue no one had ever done to my penis before. I
wanted this to go on forever but she licked and sucked and rode up and
down all at the same time. The sensations were so intense I lost all
control. My body stiffened, and then jerked spasmodically off the bed as
my cock throbbed and erupted into her warm worshipping mouth. Again and
again I exploded and Valerie swallowed every drop. I relaxed back on the
bed with my softening staff still in her sucking mouth. She let it slip
out and sat up in bed.
"That was the best blow job I have ever had," I said without a word of a
lie. I hoped I had learned enough to return the favor.
I said, "Now it's my turn."
And Valerie said, very graciously, "You don't have to do it if you don't
want to."
I assured her that I wanted to. If I didn't do it now, I probably never
would. She lay down on the bed and I played with her brassiere encased
"tits," then fondled my way down her smooth, flat stomach, marveling at
the absence of hair on her body, even under her arms. She told me her
wife approved of her dressing and they even exchanged clothes. When I
reached her white satin panties, I encountered a bulge that assured me
she wasn't a generic woman. I fondled her cock and balls gently, which
caused my own cock to engorge. Her cock felt smaller than mine, but when
I removed her panties and saw this one eyed snake staring at me from a
few inches away, it looked big.
I kissed its head and inserted my inquisitive tongue into the little pee
hole and Valerie moaned with pleasure. I sucked the head into my mouth
and laved my tongue all over the velvety soft head. She moaned again and
pushed her pelvis off the bed, driving her pretty pink penis into my
mouth half way. I went down on it till my nose was grazing in her light
brown pubic hairs and sucked on her shaft while I fondled her cute
little balls. I licked the vein and rotated my tongue all around the
shaft and she mewled with delight. I went up and down on her, coating
her shaft with my warm saliva. I was sucking a cock for the first time
and I was loving it! My rigid rod assured me this wouldn't be the last
cock I would suck. Why did I wait so long to enjoy this simple act of
giving and receiving pleasure at the same time.
Valerie was getting into the rhythm now. When I raised my sucking mouth,
she withdrew her hard cock; when I went down on it again, she thrust it
up so that it hit the back of my throat. I paused several times with the
head of her penis in my throat and licked my tongue all around the stiff
shaft, or sucked hard, before raising my head again. Then I would
withdraw slowly while Valerie tried to prevent me by holding my head in
place. I would suck on the smooth head again for a few seconds, and then
slowly go down on her again until the soft sweet knob was nestled again
in my throat.
I repeated the routine for several minutes and started playing with her
cute little ass. I knew she liked that by the contented sounds that came
from her lips, and the increasing speed of her thrusts. I inserted my
finger tip into her anus, and each thrust and parry forced her penis
deeper into my mouth and my finger farther up her receptive rectum. The
speed increased and I knew she was about to cum. I tried to get ready
for it, but it came like an erupting volcano. Her sweet hot cum hit the
roof of my mouth and some of it slipped down my throat. I was amazed at
the amount of cum that was squirting from this slender woman. I liked
the taste, so I don't know why I didn't swallow it all. I just relaxed
my lips and let the sexy semen flow down the shaft and over her balls
and into the soft hairs that had just been tickling my nose.
I spread the slippery cum all over her balls and massaged it into her
pubic hair. When her penis shrank to its original size, I went to the
bathroom and got a warm moist wash cloth and came back and tenderly
bathed her pubic area and dried it with a hand towel.
She thanked me and told me she didn't believe I had never sucked a cock
before. I don't know if she was just being nice or if she really thought
I was a good cock sucker. Whatever, I had pangs of regret that I didn't
swallow all of her sweet syrup. She told me she was cold and she was
going to get dressed. And before I could think of a reason for her to
change her mind, she kissed me goodbye and was out the door, with a
promise to "Let's do this again sometime."
Thank you, Valerie, wherever you are, for being so kind to a virgin, and
teaching me the art and joys of cock-sucking.
Alessandra
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