THE PAST ADVENTURES OF ROGER CHAPPY

SHOPPING WITH MOTHER-IN-LAW

I knew I married far too young, we only 17 years of age, but me and Maureen felt a lot older and wiser than we actrually were, so you can understand how we grew apart. The final straw came when Maureen caught me dressed in her Mother`s clothes. I had always loved dressing up as a woman, from when I was a little boy I loved the feel of the womanly things like brassiers or stockings and petticoats. When ever we visited her Mothers, I would sneak into her bedroom and steal items of underwear, and even the odd skirt or blouse from her wardrobe, she had been left a lot of money when her husband died 5 years ago, so she would never miss the items I took. Then when ever I got the chance I would dress up just like her, she was so feminine and always smelt so divine and sweet, she always wore lots of make-up and would always wear stockings with a petticoat over, and nice flowing dresses, she was very very womanly. Her body had not wiltered with age, and at 48 she was better looking than many women half her age.

I was admiring myself in the full length bedroom mirror, when the door flew open and there stood Maureen, completely speechless, she just turned and ran out of the house and back to her mothers. After several weeks of being on my own, I started to dress up again, and was even starting to go to bed in one of my mother-in-laws pink cotton nighties.

One night I was sitting watching telly, dressed in a yellow full length summer dress that came to just above the knee, underneath I had on a white petticoat, white stockings and suspender belt, white bra, and nice red lips with blue eye make-up and a blonde wig, with low white heeled woman`s shoes. I was enjoying watching a woman`s show on telly, when there was a knock at the door, I froze and wasn`t sure whether to answer it or not but then I could hear my Mother-in-law`s voice “Come on Roger, I know you`re in there, I need to speak to you, I`m not leaving until we`ve spoken” What was I to do, I had no option but to open the door to her, “So it`s true then, Maureen was right, you`re a transvestite, I would never have believed it, you are so macho Roger, and yet you like to be a soft little woman also” It`s just something I`ve always liked to do since I was little, please don`t make fun of me, or be angry, I`m not gay, and I love sex with women” She looked relieved “It`s ok Roger, my late husband was also a transvestite and by god was he all man or what, he would shag anything in a skirt, and yet he loved to make love to me dressed as a woman, so I do understand your feelings Roger” I looked at her warmly and we hugged eachother, she looked at her clothes on me and smiled “They look better on you then me, you bitch, you make quite a beautiful woman, lets call you “Rossina” from now on” I liked that, and started to feel more comfortable now, we sat for ages chatting and gossiping as women do, Maureen had gone to stay with friends for a month or so, and Audrey had decided to visit me to see if Maureen had been telling her the truth about me.

We were knocking back the wine and now sitting much closer together on the sofa, in fact our stocking clad knees were now touching, this felt electric, and then Audrey placed a hand on my thigh and smoothed the nylon up and down, “you have nice smooth legs Rossina” her hand travelled up my inner thigh until it met the bare flesh above my stocking top, our eyes met and our mouths were drawn to eachother like magnets, red lipstick against redlipstick, it was amazing, our tongues entered eachothers mouths and my hand immediately squuezed one of her large firm breasts, something I had constantly wanked over dreaming of one day doing, and here I was not only feeling my Mother-in-laws breasts, but doing so dressed as a woman. We were soon down to our underwear, and unclasped our bra`s together, her full 38D breasts swung free, I greedily sucked them and played with them, whilst she was running her hands up and down my nylon covered legs and then over my hard cock inside the small panties. I did the same as her and eased my hand down inside the top of her white panties, my touch was met by her pubic hairs and then the wet slit of womanhood, I rubbed her clitoris and slid my fingers down and into her wet hole, she was now raising her arse up to meet my fingers probing deeper and deeper inside of her. We removed our panties and I layed between her legs “Come to me sweet Rossina, we are going to fuck one another and rub our clitoris`s together, can you feel our nipples rubbing together, kiss me, let me feel your young woman`s tongue inside my mouth, let me taste your lipstick” I was now feeling so excited as my cock entered her wet lovebox, I was surprised at how tight she was, it felt much better than her daughters cunt, our nylon covered legs slid over eachothers and felt great, we wrapped them together as we kissed passionately “You are so lovely Rossina, such a lovely young woman, I`ve wanted to make love to you for ages, your body is so smooth and girly” this was getting so horny that I couldn`t hold back any longer “I`m Coming! Audrey, I`m having an orgasm”

Audrey held me tightly “Oh! yes! I`m coming aswell we`re coming together, that`s it rub your clit against mine, harder! harder! Oh! you beautiful girl!”

We lay together, then had a shower together, we then talked for ages and ages and agreed to see eachother regularly for shopping trips, and girly night-ins, aswell as some greast sex.

THE END