My Awakening rewrite

My Awakening Rewrite

This is the story of my first-time wearing women’s panties.

I was raised by my grandma. She was a real conservative woman who believed the bible word for word. As a result, I was extremely sheltered from the shows I watched and music I listened too to clothes and even the kinds of friends I could have.

One day I was sitting in my room playing video games when my grandma had come in.

“Matt, she said, I have some bad news. Your great uncle John passed away this morning”.

My great uncle John was my grandma’s brother. I heard a lot about him but because he lived so far away, I had never actually meet him.

“That’s terrible” I replied.

“I have to go help with the funeral arrangements and will be gone for a few days” she said.

I chimed in, “But my game is tomorrow.”

I was on the baseball team and we were one game away from going to the state finals.

“I know”, she replied. “I made arrangements for you to stay with Jennifer while I’m away. So go ahead and get you bags packed, we will be leaving soon.”

Jennifer was my grandma’s friend from work. She also has a son and daughter. Her son Frank is my brothers’ best friend and Katie is her daughter, but she lives with her dad. I never really hung out with either of them, but Frank would on occasion let me tag along when he and my brother would go to the park or fishing.

Like most boys my age I went back to playing my video game instead of packing tell I herd my grandma shout, “are you ready yet? I don’t want to miss my flight.”

I jumped up and quickly through some things in my bag and was out the door.

We arrived at Jennifer’s house shortly after 7pm. My grandma and Jennifer talked for a few minutes the grandma kissed me good by and left.

Jennifer led me to Katies room. Since she was only there every other weekend there wouldn’t be any issue.

I put my bag on the bed then went to the kitchen for supper.

We made small chit chat at the diner table. Frank asked how my brother was doing in the Army. Jennifer asked about school and baseball.

After eating Frank and I started wrestling around. It wasn’t much of a challenge since Frank was 6’1 and muscular and I was 5’4 and 120 pounds, but it was still fun. That is until we bumped the coffee table and red kool-aid spilled all over me.

Jennifer yelled angerly, “You two get that messed cleaned up now! Then you (referring to me) go get in the shower and bring me those clothes so I can try and get the stain out.”

We got the messed cleaned up and I went to my room and that’s when I noticed that the only clothes I packed was my baseball uniform. No underwear, no socks, nothing.

I went to Jennifer and said, “I forgot to pack a change of clothes.”

Jennifer: “Well, go ahead and get in the shower and I will see what I can find for you.

“OK” I replied and headed for the shower.

As I finish my shower and start dying off, I hear a knock on the door. I wrap my towel around me and said, “come in”.

Jennifer comes in and say’s, “I’m sorry Matt, but the only thing that I have that will fit you is some of Katie’s underwear.”

“What, I can’t wear women’s underwear,” I protested.

“Well, you can’t go around naked either and since you didn’t pack any clothes you will just have to deal with it”. She said, then laid the panties and one of Franks t shirts down on the counter and left.

I could not believe it. I am basically being forced to wear girls’ panties. I’m a boy I thought to myself. I can’t wear these.

“Hurry up” came a shoot.

I reluctantly picked up the panties and looked at them. They were white with a pink floral pattern and pink leg bands.

I slowly put them on sand slid them up my legs. I immediately noticed how much different they felt than my whitey tighties and how differently I looked in them. The soft fabric was snug around my privates and the bikini cut only covered part of my cheeks.

As I stand there looking at myself in the mirror, I couldn’t help but notice how girly my butt looks.

Already embarrassed I quickly put-on Frank’s shirt which thankfully went down to my knees.

I exit the bathroom to find Jennifer waiting.

“Hand me your clothes so I can go put them in the laundry”, she said.

I hand them to her and go to the living room ware Frank was sitting.

“Were just fixing to watch a movie, want to join?” he asked.

“Sure,” I replied and went and laid down on the floor facing the tv.

When Jennifer came in Frank started the movie. About midway through the movie Jennifer got up and said, “I’m going to bed. You don’t stay up to late.” Then looking at me she said, “You may want to pull you shirt down. Your panties are showing.” She gave a little grin then left.

I was so caught up in the movie that I had completely forgot about wearing them. I pulled my shirt down and started watching the movie again.

I guess at some point I feel asleep because I woke up to the feel of some one touching me. As I came to I realized that it was Frank.