https://www.literotica.com/s/my-uncle-caught-me-in-pantyhose-pt-01

MY "UNCLE" CAUGHT ME IN PANTYHOSE! PT. 01
STORY INFO
My dad's best friend caught me in pantyhose!
2.9k words
4.17111.6k8317
PUBLIC BETA
Note: You can change font size, font face, and turn on dark mode by
clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience
during our ongoing public Beta testing. Please consider leaving feedback
on issues you experience or suggest improvements.

Click here
JHouston
JHouston
17 Stories406 Followers
"Rick, why are you wearing your mother's pantyhose?" Uncle Roberto asked
me with a shocked expression on his face. I did not know he was in the
house, I thought I was alone!

It was morning on the second week of my summer vacation after graduating
high school. My parents were both at work. My dad was a salesperson and
traveled a lot. My mother was a school teacher. My little sister was
away at camp for the summer. No one was supposed to be at home.

What the hell was Uncle Roberto doing in our house? I wondered. I
remember my parents talking about Uncle Roberto and Aunt Rosa, how they
were fighting a lot and might be getting a divorce. Roberto is my dad's
best friend since childhood and I call him my "uncle". He is a handsome
tall olive-complexion latino in his late 40s. He has always been a
charmer with the ladies and keeps himself in great shape.

Uncle Roberto must have gotten into a big fight with his wife, again,
and she probably kicked him out. He works the graveyard shift at a
24-hour diner, so that explains why he is at our house this morning. He
must have crashed late last night while I was asleep.

I have heard my parents talking about how he cheats on his wife. My dad
defends him, arguing to my mother that uncle Roberto cheats because aunt
Rosa is a frigid woman that doesn't take care of his sexual needs. But,
my mother argues back that aunt Rosa cannot have sex with uncle Roberto
as often as he wants it, because uncle Roberto has a monster-sized dick,
and to make matters worst, he is very rough in bed. I heard my mother
say that aunt Rosa is sore and bruised for days after sex with uncle
Roberto and needs time to heal.

"Rick? Are you a closet queer?" Uncle Roberto asked me. I am frozen. I
was naked except for my mother's dark lurex shimery pantyhose, and I had
been walking around the living room like that, not knowing he was lying
down on the couch watching me.

Oh, shit! Shit! Shit! Shit!

I could not answer him. I finally just ran to my room closed my door,
and locked it. I collapsed on the bed and sobbed.

My dirty secret was discovered! He would tell my parents, I was sure of
it! My life is over at 18!

This dark secret of mine started a few years ago. Pantyhose have always
had a strange effect on me. I love to see women in pantyhose, it is the
sexiest thing in the world that a woman can wear.

One day, my mother left her pantyhose in the bathroom floor. I picked it
up, looked at it, touched it, and felt the nylon on my skin. I got so
horny that I took my clothes off and masturbated while I touched my body
all over with the nylon.

Then, I felt an intense desire to try the pantyhose on. It was the
logical next step. A part of me said, "No! Pantyhose are for women, you
freak!" But, another voice inside me said, "Put them on, right now! Just
do it! This is so exciting!"

The second voice beat out the first, and I put them on. This awakened in
me something new. It was like discovering masturbation all over again.

Wearing pantyhose felt amazing, and if I looked in the mirror from my
waist down, and hid my penis between my legs, my reflection in the
mirror was like looking at a woman.

I was quite flattered by how sexy my legs looked. It was like being both
a boy and girl at the same time, and the boy part of me could masturbate
checking out the part of me with the sexy girly legs. It was weird, I
know, but, I could not help myself. In my head, I knew this was very
wrong and that it would be a very bad shock and disappointment to my
parents if they ever found out.

But, the urge was overwhelming. I became hooked on wearing pantyhose
ever since the first time I tried them on. I stole a few pantyhoses and
tights from my mother and my sister and put them on whenever I had the
opportunity to be alone.

But, I was not alone today!

"Rick, it's okay! Hey, get dressed and come out so we can chat. Don't
worry, I'm not going to tell anyone. Just relax, okay, buddy. Everything
is cool!" Uncle Roberto said right outside my door. I was sobbing
uncontrollably and he must have heard me sobbing.

Could I really trust him not to tell my parents?

I wiped my tears and got dressed in jeans and a t-shirt. I hesitated for
about 10 minutes, but, I finally came out of my room with my head down.

He towered over me. He was at least a eight inches taller than me. "You
have nothing to be ashamed of, buddy. Trust me okay. I was 18 once, too.
Your hormones are raging, and, with still being a virgin with no
girlfriend to put your dick into, it's natural to do crazy experiments."
He said. I guess it was obvious to everybody that I was still a virgin.

I looked up at him, "Really, I'm not a sick freak? Did you wear
pantyhose to get off when you were my age?" I asked him.

"No, nothing queer like that, but, I did other things. We all have
particular tastes and fetishes." He said.

"You think I am a queer?" I asked.

"No, no, that's not what I meant. Look, you can experiment with queer
things, like dressing in ladies' clothes, and it does not mean you are a
queer. Doing queer things to get your kicks is not the same as actually
being a queer. But hey, even if you are a complete queer, that is cool,
too. Don't worry about it." He said.

Then, he added, "You know, you can be yourself around me. Don't let me
interfere with your fun. I'm going to spend the next week or two here.
Don't mind me at all. Heck, I can even help you out."

"Help me out, uncle? How?" I asked.

"Well, if you are going to experiment cross dressing, go all the way
with it! Don't stop at just pantyhose! Experiment with different girly
clothes! And, don't be ashamed of anything, you have every right to
explore your own sexuality. Don't ever let anyone judge you on that."

What uncle Roberto said made me feel better. I do not think any other
adult would have been so encouraging.

"But, I am afraid that I'll get caught if I borrow more clothes from my
mom and sister." I explained.

"Yeah, it would be risky to borrow their clothes. You could leave a
stain on something or forget to put it back where it was, the same way
it was." He agreed.

Soon, the conversation shifted to another things like school and work
and I told him about a girl I was beginning to date, Karen, but, had not
gotten to first base with yet.

The next morning, uncle Roberto woke me up and said he had a surprise
for me. He had a few boxes that he said were for me.

One box had a few mini skirts and tank tops. Another box had panties,
bra and lingerie. A third box had white platform high heels and a black
thigh high boot. The last box had a long blond wig and a short black
wig. I blushed red, but, I really wanted to try these things on.

"Just consider this my early Christmas present." He said. "I can keep
this safe in my room while I stay here, but, you will need to find a
safe place to keep this stuff when I am gone. And, if you ever get
caught with this, you must absolutely swear never to tell anyone I
bought this for you, you swear?"

"I swear it uncle." I said.

I had never planned to cross dress beyond wearing pantyhose. But,
presented with this gift of sexy girly clothes, I felt a strong urge to
try them on. I felt my dick twitch just from thinking about wearing them.

Uncle Roberto was right. What harm could come from just experimenting
with girly clothes. I am not queer. I like girls. I have been hanging
out with this girl, Betty, and I am very attracted to her. I get nervous
around her and I get a boner just thinking about her. So, I am
definitely straight, right? - I convinced myself.

Maybe I just wanted to see a hot chick in the mirror, so that I could
imagine banging her. Yes, that was it! I was just creating a reflection
that I could use for masturbation; a picture of a girl in the mirror
that I could masturbate to. I could make this girl bend over, spread her
legs, anything, because I controlled her!

Uncle Roberto said, "Go on try something on, let's see how you look."
This statement from uncle Roberto caught me by surprise. Why did he want
to see me dressed like a girl? Was he just being supportive?

In the bathroom, I picked a red bra and panty set. I stuffed the bra
with tissue paper. Next, I put on a black fishnet pantyhose. Next, I put
on a vinyl black mini skirt and a black low-cut tank top. I tried on the
black thigh high boots. Finally, I put on the short black wig. I could
not believe the mirror! There was the reflection of a really hot chick
that I wanted to bang!