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My first time

1898 words | 4 |4.24
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How I discovered my feminine side and my eyes were opened to the unexpected

When I was 12, I discovered something that would change my outlook on everything. I discovered what was in my sister’s panty drawer. I had thought my 15 year old sister was sexy from the moment I hit puberty. The shape of her breaats pushing put her shirt, how her ass and legs looked in her tight jeans or skirts, or days she would wear a sports bra to go jogging, it was because of how she looked in her little running shorts ans sports bra that I would jog with her and then masturbate to the images of her sweaty glistening skin when I got home.

My secret desire for her led.me to that drawer that day. I was home alone, a fake sick day just for this reason. Her room waa a forbidden land I had invaded. I opened that top drawer and was greeted by the sight of so many different colors and fabrics of panties. Some one solid color, others had print on them. I would open a pair, imagine my sister in them, and then fold it the way it was and put it back. I had a raging hard on that was uncomfortable in my jeans. The thought hit me.

I took a pair of her panties from the bottom of the drawer and laid down on her bed. Her pillow smelled like her shampoo. I took my cock out and wrapped her satin panties around the shaft. On the wall was one of her cross country pictures with a teammate. My eyes were locked on sis as I masturbated and soon came. I had the presence of mind to move her panties away before I came, catching it all on my tshirt. I got up and put the panties back, then I started looking at her assortment of bras folded up neatly. I noticed something under the bottom bra. That’s when infound her vibrator. I picked it up ans imagined her playing with her pussy with it. I don’t know why, buy I put it to my mouth, and slid it between my lips. I began moving it back and forth in my mouth, and I was hard again, i loved how it felt having something hard in my mouth.

I finally tore myself away from the vibrator and put it back. I decided to explore some more and went to her closet, moving the hangers to look at each top, pair of jeans, and dress she had. I could remember what she looked like in each. I finally decided to go back to my room. I still had plenty of time before anyone got home. I started to wonder what it would feel like to wear my sister’s clothes. I returned to her room and stripped down. I chose a bra and a pair of panties and put them on. I instantly felt feminine and loved it. I opened her closet and selected a little blue dress. I stepped into it, pulled the spaghetti straps over my shoulders and zipped it up. I can describe how good I felt in her clothes, I felt sexy. Finally I undressed ans put everything back where I found them. I noticed a box on the floor of her closet that said “donate”

Opening that box, I smiled as I saw an assortment of clothes. Dressed, skirts, jeans, panties, and bras. I was sure sis had forgotten it was there because it was in the corner of the closet under some shirts. I decided to just take the entire box to my bedroom where I tried everything on. I wondered what it would be like to wear my sister’s clothes for a whole day on public. I started thinking of how I would pull it off.

Where I lived there waa a little mall that wasn’t very popular, most of the people went to the big malls on either side of town. It waa a perfect place. I woke up on Saturday and put on a pair of panties from the box. I got dressed as usual and put a pair of jeans a top and bra in my backpack. After breakfast I told mom I was going to hang out with friends. She didn’t care of course. I got to the mall and quickly went to the bathroom. In a stall I stripped off my clothes and put on my sister’s clothes. A plain pink tshirt and the jeans that fit me tight. The bra wasn’t padded so it wasn’t very noticeable. I put my clothes in the backpack and waa nervous as I left the bathroom in my new look. The few people that were there were older people walking laps. I had no money so I didn’t go into stores, just walked around.

I decided to sit down on one of the benches and read. I waa just getting into the book when I heard someone sat excuse me. I looked up and saw a man who looked to be in his 30s standing there. I had never thought of guys as cute or sexy, but this man in his poll shirt and slacks was

“Yes” I said

“You’ve been sitting here reading a while”

“Yeah just killing some time” closing my book “hard to do anything else with no money”

“Well, I am opening a store right there” he pointed “if you want to make some money you could come help me out”

“Cool, what kind of store”

“Women’s attire, would you like to help out?”

I nodded and stood, finding it was uncomfortable to have an unexpected hard on in tight jeans. I held the backpack in front of the bulge and did my best to get it to go down as I followed him. He raised the metal gate and once inside, he closed the gate. There was black sheeting over the inside of the gate to keep people from looking on before the grand opening.

My job was to unpack boxes of clothes and hang them up. The man, Jason, worked alongside me. We talked, he was easy to talk to and funny. We were unpacking the juniors section of clothes and I was loving how the new clothes looked, imagining what I would buy if I could

“You know, your clothes are looking pretty old” Jason stated the obvious

“They were my sisters, she was donating them”

“Well, I like you and you’re a good worker” his hand touched mine “what if you earned some clothes on top of money”

“Juat by doing this” I hung up some more clothes

“I had another idea” he brushed my cheek. I should have been freaked out but I wasn’t

“What’s the idea?”

Instead of saying anything, his hand moved to the back of my head and pulled me to him, kissing me softly on the lips, my first kiss with anyone. I should have ran but it felt too good. His tongue slid into my mouth and rubbed my tongue. My hard on was back and stronger than before. I felt his hand move down my chest and undid my jeans. He pulled them down off of my ass and his hand held my cock. I wasn’t very big, just 4 inches hard, but I loved his touch. I slid my hands down and undid his pants. I was now holding a hard 7 inch cock in my hand.

Jason pulled me closer to him, he was stroking me and I was stroking him in the middle of a vacant store with people passing by just outside. We broke from the kiss and I smiled at him. He lifted my shirt off, only the bra remained. I lifted his shirt off, his chest had some hair.

“You’re beautiful” he said softly.

My newfound feminine instincts made me move to his chest and start to kiss his skin. I loved kissing his somewhat muscular chest, down to his belly. I remembered suckinf on my sister’s vibrator. I wondered what a man’s cock would be like. I needed to know and lowered to my knees. I held his cock and admired it, started to kiss it and loved how it felt kissing that hard flesh, I started to liick up one side and down the other. Then back up to the head and took it in my mouth.

Something took over in that moment, the feel of his hard cock in my mouth made me hornier than I had ever been before. I didn’t know exactly what to do so I just winged it. Bobbing my head up ans down it slowly then quicker. I ran Mt tongue around it with it in my mouth. Took it just deep enough that I would gag. I could have sucked his cock all day, but after just a few minutes I heard him say he was going to cum. I knew what that was and could have pulled it out of my mouth in time but I didn’t. I let him shoot a nice load in my mouth, I loved the salty taste of it and swallowed quickly. After a second ans then a third small stream. I pulled my mouth off of his cock and pushed the little bit of cum that leaked out into my mouth.

Jason smiled down at me, he helped me to my feet ans led.me to a chair. He had me sit and he dropped to his knees and smiled up at me. He took my small cock compared to his into his mouth and the feeling of a warm wet mouth on my cock was unbelievable. I laid my head back and moaned happily, it didn’t take me long to cum in his mouth

We kissed after putting pur clothes back on. I knew that I had to get home to dinner. I told Jason I hated to leave so soon but mom was expecting me home. Jason took put his wallet and handed me a $100 bill for just 2 hours in the store

“Go ahead and pick out an outfit” he told me

I chose a pair of jeans and a top, Jason told me that I needed my own panties, so I smiled as I picked a 6 pack of printed panties, he handed me a couple of bras. I changed back to my normal clothes, telling him nobody at home knew i dressed feminine.

“You van dress anyway you want here. I will even let you wear any outfit you like while we work. I’ll be here at noon tomorrow if you want to work again”

” I would love to” I said and kissed him again

He raised the gate to let me out and I headed home. Once there I told mom my friends weren’t home and that i had made money at the mall helping someone set up their new store and he wanted me to come back tomorrow around noon or so

“Well, we have church, I can drop you off there after” She replied.

I thanked her. After dinner and a shower, I locked my bedroom door and tried on my new clothes. Loving how i looked ans turned on at the thought of how I had sucked my first cock. I hid my new clothes ans went to bed, excited at the thought of being with Jason again the next day

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4 Comments

  • Reply Blackbear7 ID:e36urxeb8j0

    I don’t blame the man, I would have blown the kid as well. Young boys are so sexxxy when at that age.

  • Reply [email protected] ID:1dc16zbamh9o

    He sounds dreamy. Can’t wait to read part 2 and 3

  • Reply Whome ID:blen03a8

    So hot cant wait for more

    • Richard 1974 ID:ffh38ychl

      Thank you, glad you enjoyed it