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Dressing with a Childhood Friend  

CDVickiCarr 63T
11 posts
10/25/2021 1:28 pm
Dressing with a Childhood Friend

was the late 1970s I was 19 now and a bit of a loner. Two years before when I was 16 I was seduced by a gay neighbor during the summer and discovered how much I loved sucking cocks and getting fucked! I had tried without success suppress those feelings and find a girlfriend but always felt inhibited and awkward around girls. I lived with my parents and had a another secret now I was now a closet crossdresser. I had gotten into it when messing around with my school friend Bill round at his place. We had tried on some of his sister’s bras and panties. It got as far as jerking off together. We did it a couple of more times until he went off to college and we lost touch. I hadn't seen him since we were 17. I continued to sneak my sister's undies and even tried on dresses when everyone was out. I was in town with nothing much to do when I bumped into my old friend. We went to a bar and chatted about old times but neither of us mentioning 'that' subject. He now had his own place in town and I accepted his invitation to go see it. It was a nice apartment. As we chatted I wondered if I should say something. He hadn't so far, he had forgotten about . Do you still wear panties? He suddenly blurted out. Yes I answered relieved out in the open. Me too he smiled and we both giggled. Follow me he said and led me into his bedroom. was decorated in reds and pinks, and cushions on a king size bed. He opened a drawer and OMG was full of panties bras and other lingerie. On a dressing table I saw makeup, powders, lipstick and so on. I was amazed at all this stuff he had like I had entered another world. He watched me smiling. Well what do you think? 's amazing was all I kept saying. He laughed So do you want dress up with me? OMG yes I would love it. Good, let’s get rid of our nasty clothes he said in an effeminate voice. I followed suit Oh yes, rough clothes lol! As we undressed I realized Bill had been wearing black panties stockings and a garter belt all this time! When offered I chose a black corset, D cup breast forms, a black sheer bra, and black fish net thigh highs, black 4 in spike high heel pumps, a sheer black long sleeve top, and a black faux leather mini skirt!! We giggled as he helped me dress, both of us now had hard erections and we made jokes about . Bill put on a shiny black mini cocktail dress. The time just flew past as 'Stephanie' as he liked be called did our makeup. The crowning glory was when she produced two wigs, a black bob for him, and blonde curls for me! I think your more the sissy type he observed. Now what names you like? Mmmmmmm how about Vicki? Remember the High School Slut Vicki Conner? Oh yes Steffanie said. She was the cute blond short with the big boobs that always wore tight tops and skirts. Roomers out were she would give a blow job just about any lol! Yea that's the one lol! She also got gang banged by some of the guys on the baseball team and was always invited all the house parties I heard too!!! I had always fantasized what would been like be her or like her mmmmm!! Nice that suits you well lol! I had never thought about the different aspects of crossdressing before but I realized Stephanie was right! I used another sissy girlfriend but she moved on Stephanie said as she took out a chain choker and fastened around my neck. I stared at myself in the mirror and the word sissy now adorning my neck! OMG I felt so horny and slutty!!! Stephanie kissed my neck and ran his hand down my front stroking my crotch. Lets put on some<b> perfume </font></b>too, I some White Diamonds we can wear. Wait here a while he said and disappeared into the the living room. I thought I heard her on the phone. I was left to revel in the transformation I had undergone, it was amazing I could not believe my eyes and I was so excited to know had become Vicki!!! I need a drink come through Stephanie's snapped me out of . I went through the door way stepping carefully in the black 4 in spike high heel pumps she had chosen for me. I felt so sexy walking in heels ! I could feel the breast form boobs bouncing as I walked wow! I paraded about a bit and then we sat and talked as we finished our drinks. Legs crossed or course mmmmmmmm!!! Stephanie moved in close and kissed me on the lips. You're so pretty my sissy, do you like it? OMG yes thank you, I've never dressed fully before. Feels natural, doesn’t it? Blushing I said yessssssss. Then I was startled by the sound of the doorbell. It's ok, I've just got someone 'd like meet you! Will tell you all what happened next in my next Post.

Love and kisses , Vicki

13128 posts
10/25/2021 2:46 pm


very good

staci_19702 53T
3767 posts
10/26/2021 3:37 am

Nicely done!

Have a great day! 💋

erika125cd 70T
62 posts
10/31/2021 10:25 am

Love it and the graphic is sooo true!

Life may not be the party we hoped for. But while we're here we might as well DANCE!
Yesterday's a memory, tomorrow's a dream . . .Enjoy today!
Hugs, Erika!

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