My Awakeining_(0)

My awakening
This is the true story of my first time with a boy and my first time wearing women’s panties.
I was raised by my grandma who was a real conservative woman who sheltered us a little to much.
One day while sitting in my room playing video games my grandma came in and said One of my great uncles passed away. He lived in a different state so I never meet him, but since he was her brother she had to go help with funeral arrangements.
No I protested I will miss my ball game. We were one game away from going to the finals.
I already made arrangement for you to go stay with Jennifer and I will be back in a few days she explained.
Jennifer was her friend from work. She has two kids Frank who is also my older brothers best friend and Katie who lives with her dad since there divorce.
Since my brother was off at college it would be just me Frank and Jennifer there. Even though Frank and my brother never really hung out with me he was always nice so I didn’t mind.
I quickly through a few think in a bag and we were off.
We arrived shortly after 7pm and Jenifer had just finished dinner. I sat my stuff in Katie’s room where I would be staying since she wasn’t there this weekend and went and ate.
After dinner Frank and I were watching a wrestling movie and like normal boys we started wrestling.
During our wrestling match I bumped the table and red Kool-Aid spilled all over me.
Jennifer sent me to the bathroom to get cleaned up and changed and that’s when I notice the only thing I packed was my baseball gear. No underwear no sleeping clothes. I called for Jennifer and told her the issue.
I’ll put your clothes in the washer and try to find something that will fit you she said.
Ok
I jump in the shower and wash off then get out while drying off Jennifer comes to the door. I wrap the towel around me then tell her to come in.
I’m sorry Matt but the only thing I could find that might fit you is some of Katie’s underwear that I bought and were too big for her.
What I can’t were girl’s underwear I protested.
Well you can’t run around naked either so you’ll just have to deal with it since you didn’t pack anything to wear. She laid the panties and one of Franks t shirts down on the sink and left the room.
So, there I was standing in my older brother’s friend’s house and basically being forced to wear girl’s panties.
Hurry up I hear her shoot you need to get in bed.
I grab the panties and look at them. They were white with pink floral print and pink bands. I slowly put them on and as I slid them up my legs I noticed how different they felt than my underwear. Once I had them on I was amazed at how great they felt. I started to get hard instantly. I looked at myself in the mirror and noticed how my butt looked. The bikini cut panties covered only about half my cheeks and I couldn’t help but think how my butt looks a lot like my step sisters. (I had seen her in panties numerous times growing up). I put the shirt on which I was happy to find was way too big for me and went down almost to my knees.
I exit the bathroom to find Jennifer waiting.
Hand me your clothes and I will sook them tonight and put them in the wash tomorrow then we will go by your house and get you some clothes.
Do you want to watch a movie with us before bed she asked?
Sure
We go into the living room and Frank Starts the movie.