The Turning Game Episode 1 Introducing Shawn
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My love of cross-dressing began at an early age, barely over sixteen. We were a family of three, Mom, my older sister Beth, and me. One of my chores was doing the laundry. It was a laundry day, and I was home alone. As I sorted the dirty clothes, I came across a pair of Mom’s panties. She did not, as a rule, put her lingerie in the clothes hamper. I assumed that she had put them in the dirty clothes without thinking. The panties were purple and felt very silky. My sister’s lingerie was usually in the dirty clothes, along with the rest of it. I had worn Beth’s panties many times, but mom’s just seemed somehow different; perhaps it was the dried stain in the crotch.
Without thinking, I brought mom’s soiled panties to my nose and sniffed them. The aroma was much different than that of my sister’s. Unlike anything I had smelled before, but I did notice my cock getting hard. I am not sure, but I think in that instance, I decided to put them on and see how they felt.
I dropped my pants and undershorts to the floor and slipped the panties on. I was thrilled as I pulled them up on my legs, and the feeling of them once I had them on was unbelievable. My hard cock stuck out the top of them, and I decided to try on some more Mom's clothes. I left the laundry room and rushed upstairs to Mom’s room, wearing just her panties.
I found a full slip hanging in her closet, it was black and felt silky. I raised the slip over my head and slid it down my body. I felt like this is what I should be wearing. I put on a pair of her three-inch heels, and soon as I could walk in them, I pranced around her room and preened in front of a full-length mirror. I felt terrific; my cock was was harder than it had ever been and throbbing. I began masturbating, and when I lost a load of cum into the panties I decided I should finish the laundry.
I hung her slip back in the closet, took off her shoes, and went back down to do the laundry, once again wearing just a pair of panties, but now they were soiled with my cum. I finished the laundry. Every laundry day after that was a repeat of trying on Mom’s clothes, except now I started wearing more and more. I was soon using lipstick and make-up.
Then one day, about six months into my cross-dressing adventures, what I thought could be the worst thing that could happen, happened. I was dressed in a pair of panties, nylons, a black mid-thigh skirt, and a white satin blouse. I had just finished applying make-up when I saw a movement out of the corner of my eye. I spun around toward the door, and there stood Mom.
I started stammering, trying to come up with why I was dressed like this. With a smile, Mom asked, “Is this the way you feel you should dress?”
Looking at the floor, I murmured, “No.”
“I see,” she said then asked, “Why then are you wearing my clothes?”
I gathered all of my courage and looking in her eyes, I said, “Because it feels good.”
“Yes, I understand you enjoy wearing them,” she stated. Then asked,’ “Does it make you feel like you are a girl?”
“I don’t know. I just like the way it makes me feel.”
With that, she told me to sit down, and she stripped all of her clothes off. She stood naked in front of me and said, “This is what a girl looks like. Even though you can wear girls clothes you are not a girl. Now take my clothes off and put yours on as I go down and start dinner.” Mom then redressed and left the room.
During dinner and the rest of the evening, Mom would look at me with a sight smile. She winked at me several times when my sister was not watching. The next day was a Saturday, and my sister went to one of her friends’ house where she was going to stay for the weekend. Mom told me we were going shopping. On the way to the stores, Mom said to me that we were going to buy some girl clothes for me. We purchased six pairs of silky bikini cut panties in assorted colors and then six pairs off silky thongs, also in assorted colors.
We got slips, and half slips, sundresses, nylons, a pair of three-inch heels, a pair of two-inch heels, and a pair of penny loafer type shoes. Then we went to Victoria’s Secret and got me several sets of sexy loungewear as well as sleepwear. Then we went to another store and got me three different shades of lipstick, nail polish, mascara, and two bottles of spray-on cologne. I am sure the excitement I was feeling was showing in my eyes, and soon as we got home, I ran to my room with most of my treasure. Mom followed me with the rest of my shopping booty.
I was laying everything out on my bed, trying to decide what to put on first. Mom reached into one of the bags she was carrying and brought out a bottle of body hair remover.
Mom held out the bottle to me as she said, “If you are going to dress like a girl, you must also groom yourself like a girl. Take this into the shower and remove all of your body hair. You can keep some in your groin area if you like but trim it well if you do.”
Mom left the room, and I hurriedly stripped off my clothes, and excitedly went to the shower. Following the directions on the bottle, I removed all of my body hair. I marveled at how good it felt to not have body hair. When I got back into my room, Mom was sitting on my bed waiting for me.
“Now,” she began as she held another bottle to me, “you need to moisturize your skin. Use this lotion and rub it all over your body. I will help you if you wish...
I took the bottle, and she noted that I did not know precisely how to begin. She took the bottle back and poured some lotion into her hand and first rubbed it onto my face and neck then she went to my neck and chest, she had me turn around and covered my back, buttocks and the back of my legs. She had me turn around again and started finishing my front side.
I started getting hard when she massaged the lotion onto my buttocks, and when she lingered with a finger on my hole, it did not help. As she rubbed my front, she slowed down and cupped my balls as she leaned forward and kissed the head of my cock. Of course, my cock leaped and, in so doing, landed in her mouth. I do not know for sure if Mom had intended to suck me off, but she did. After I shot a massive load of cum into her mouth, she dropped my cock from it and swallowed all of it.
She licked her lips, and then said,” There, that is taken care of; we cannot have your hard cock stretching your cute new panties.”
She then stood up as she said, “You go ahead and dress. When you finish, call me. I have a surprise for you.”
I dressed, first a black thong, then a pair of thigh-highs. A padded bra, a full white slip, and a yellow sundress. Last I slipped on a black pair of three-inch heels.
When I finished, I admired myself in the mirror and called for Mom. Mom appeared in my doorway and told me to come to her room.
When we got to Mom’s room, she had me sit down at her vanity, then she produced a wig. The hairpiece was shoulder length and auburn in color. Mom had the bag with the lipstick and mascara sitting on the vanity. She slowly applied the mascara as she explained how I should do it. She used the dark maroon lipstick on my lips and then fit the wig to my head.
When I looked in the mirror, I stared in disbelief. Staring back at me was a gorgeous girl. My mom patted me and said, “Tomorrow, we will learn to use nail polish. You are very beautiful now as you are and I will start treating you like another daughter. Your sister will not be home until Sunday night, and in the meantime, you can live as a girl, if you wish.”
The rest of the day and evening, we spent as a mother and her daughter. Mom hugged me at times, and I just melted when she did. When it got to be time for bed, Mom told me to go put on one of my sexy nighties. I put on a purple, sheer baby doll, I felt very girlish and sexy and went to show Mom.
Mom gasped slightly when she saw me. She hugged me and said, “Baby, you are gorgeous.”
I beamed and felt my cock start to stiffen. We went upstairs arm in arm with me not wanting this fabulous day to end. When we got to my room, I think Mom could sense my reluctance to leave her.
She hugged me as she said, “Baby, you can sleep in my room with me if you would like.”
Of course, that brought all of my happiness back as I agreed.
We got into her bed, and she held her arms open as she said, “Come here to mama, sweet girl.” I rolled into her arms, and we held each other tightly. I tried to maneuver my body so she would not feel my hard cock. I failed as both my hands landed on her tits, one in each hand. My leg slipped between hers. Now I have a tit in each hand. My leg is between hers, pressing on her mound and my hard cock poking at her belly.
“Oh, my sweet baby girl, it feels like you may not want to be a girl after all ,” she gently said.
“I’m sorry, Mom. I just can’t help what is happening, but I do really want to wear sexy girl clothes.”
Mom kissed me lightly on my lips and whispered, “That’s okay sweetie, you can be Mommy’s little girl whenever you wish to be. But right now, we are going to have to take care of your boy parts.”
Mom kissed me again, but this time she licked against my lips. I parted my lips, and her tongue entered my mouth. I gently sucked her tongue as she moved her body around a little. I was lying on top of her, and mom spread her legs apart as she reached between us and took hold of my hard cock.
She guided my cock to the entrance of her pussy, and my instincts took over. I pushed against her, and my cock entered her very wet and warm tunnel of pleasures. I slowly sank my cock into her until I was balls deep in her pussy. Mom wrapped her legs around me as she murmured, “That’s it baby, fuck your mommy. Shoot your boy cum into the womb that you came from.”
Then holding us tightly together with her legs and arms wrapped around me, she began grinding against me. As we ground against each other, my balls tightened, and I felt my cum entering my cock shaft. As I started cumming, Mom shrieked and clasped her legs around me even tighter. As she climaxed, her pussy tightened around my cock, and I began shooting my cum into her. I do not know how many spurts of cum I shot into her, but it was several.
We kissed as we held each other, enjoying the afterglow of our lovemaking. As we held each other tightly, my limp cock was plugging Mom’s pussy, and it was not long before it began to stiffen again.
Once my cock was again hard, I began to slowly pump in and out of her as we kissed. As I slowly fucked Mom, she made soft mewling sounds each time she had a mini climax. She had several mini orgasms, and as they gained in intensity, she mewled a little louder. I pumped in and out of her pussy for at least twenty minutes, probably longer.
When I felt mom pushing back against me a little harder, I increased the tempo of my cock plunging in and out of her. Soon I was pounding on her pussy mound very hard and fast. Mom was now panting and mewling very loudly. As I felt my sperm rise in my cock, I slammed it as deep as I could into that beautiful pussy. Mom shrieked very loudly as her legs flew around me, holding me tightly there.
Once again, I gave her many ropes of my cum before collapsing on top of her. We kissed as we held each other, and eventually, my cock was limp, there was a loud, juicy pop when I pulled it out of her well-fucked wet pussy.
We kissed and caressed for a while and fell asleep in each other’s arms.
I awoke the next morning, alone in the bed, and I could hear mom in the kitchen. I left the bed and went to the bathroom, looking in the mirror. I saw that my lipstick was smeared, and my mascara was a mess. My wig was twisted on my head, and I took it off. I washed up then put my hair back on. I decided not to use make-up on my own yet and went to my room. I put on a lilac-colored teddy and a pair of slippers then went downstairs.
I walked into the kitchen, and Mom sat a cup of coffee on the table for me. She had a radiant smile as she said, ”Good morning, sweetie, I see you are a girl again today.”
I looked at Mom; sheTo continue reading this story you must be a member. Join for FREE here.
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