Playing Dressup With Granny.

When I was a kid, my female cousin and I used to spend time with my Grandma during summer vacation. Ever since I was about 6-8 years old, Granny would play dress up with the two of us.

Often after we had a bubble bath, they'd dress me in my cousins underwear and nightgowns. We'd wear makeup and fix our hair in bows etc. and laugh and play girl stuff. The sight of Granny's body and her big boobs as she wrapped herself in a towel, even added to the excitement as I felt more like a girl being naked with the two of them. They even called me "Brandi" instead of Brad.


My cousin was a year older than me and when she hit puberty early, she started wearing a little bra and sporting a little peach fuzz. On summer my cousin couldn't stay as long as usual and it was just Granny and I for a week or so.

One evening after I had taken a shower alone, I called to my Granny and asked her if we could play dress up again. I had really developed a young kink for sheer panties and sleeping in nighties. She giggled and told me "of Course, Brandi". We went into the room I shared with my cousin and Granny dug out some of my cousin's clothes kept at Granny's.

She gave me a pair of lacy white panties and a nightgown. When I dropped my towel, Granny was surprised to see that I was getting hairy and my little pecker was now a lot fuller. As Granny slipped on the panties, she remarked they looked tight and she ran her hands around the waist and in the crotch.

Of course, I immediately got this big young boner. Granny took a good look and just kept dressing me in a short little nightie. She combed my hair and we looked in the mirror and my boner was sticking straight out.

She asked me if the panties were too tight again and I said yes, but it felt good. "Maybe you need some help getting back to being "Brandi", she grinned. Then she pulled down my panties, and slowly stroked my cock and in a minute or so, I shot 2-3 squirts of cum in her hand. She wiped me off with a cool wet washcloth and my cock relaxed to normal. The she slipped the panties back on and said. " Now my little Brandi is back"

Granny and I continued to play dress up, and she loved to help me be "Brandi" and to this day, I still love the feel of silky panties against my swollen cock.

Comments

Capnron648

by Capnron648 on Jul 1, 2023 at 9:44 AM

So just how long did your granny play this " Brandi" thing with you ? Was it just that summer ?

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Anonymous

by Anonymous on Jul 1, 2023 at 10:54 AM

You have a fun granny and cousin. I too love dressing girly. Growing up my aunt took care of me often. She was always there at bath time and whenever I dressed. She let me be nude at home and let me wear silky nighties of hers. She smiled at my erections and taught me about masturbating and things sexual. Never any shame.

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Anonymous

by Anonymous on Jul 1, 2023 at 4:12 PM

My Grandma used to laugh her head off when my little brother and I would wave our little hard dicks around after bath time. After I hit puberty and my cock got bigger and hairy, Grandma wasn't laughing any more, actually she always insisted on drying me off as my hard dick wiggled around.

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