THE PAST ADVENTURES OF ROGER CHAPPY

MOTHER`S SURPRISE When I returned from my vacation in Africa, I thought I would go and stay with my Mother for a while, after all she was always saying how I never visited, especially since her and Dad had parted company. So off I went out to the countryside of beautiful royal Berkshire to her grand country retreat. My Mother was 52 years of age with brown hair going grey at the sides but still down to her shoulders, she was an elegant looking woman of 5 feet 6 inches tall, with large womanly breasts of 44DD proportions, she welcomed me with a large loving hug and the usual kiss on the lips, we were always very close Mother and I. Mother was surprised to see me and even more surprised when I told her I was staying for a while, I explained that at 19 years of age I had plenty of time to build a career and at present was only interested in learning about the fun side of life. Mother introduced me to her friend Valerie, who it appeared was staying at the house also, I gave valerie a kiss on both cheeks and smelt her lovely perfume. I looked her up and down she was about 50 years old with a blonde wig on, her make-up was a bit over the top, and her breasts seemed quite small for such a large frame, but this didn`t stop me fancying her, I had always had a thing for older women. We sat in the drawing room making small talk. That night after Valerie had gone to bed, she was in the room directly next to mine, I bent over to look through the keyhole of our adjoining door, I had a great view of her dressing table and en-suite bathroom. My breathing quickened as she came into view and started to undress, I quickly got completely naked and prepared myself for a massive wanking session, gripping my massive young hard cock in my hand I got back to my position. She undid the zip on the back of her long dress and let it fall around her feet as she stepped out of it. Valerie looked absolutely beautiful for a fifty year old, I looked at her underwear with amazement, she was wearing a three quarter length black girdle attached to seamed black stockings, black silk french knickers, high heeled black shiny stiletto shoes, and a sheer nylon black bra, the only disappointment being her breasts didn`t stick out very far. I was yanking furiously on my 9 inch cock when suddenly into the room came my Mother, “Roger! what on earth are you doing spying on Valerie” I stood there rooted to the spot with my cock in hand, when the adjoining door opened and in came Valerie, she looked at me standing naked with my massive erection in my hand and started to laugh. I felt so ashamed and small standing in between these two very old elegant ladies. My Mother then said “bring him to my room Valerie I think we will have to teach this young man a lesson about us women” I was led to my mother`s large bedroom, it was enormous with a four poster bed and the walls completely covered in mirrors. “Now then, my young son roger, what are we going to do with you, well I`ll tell you, we are going to dress you up as a woman, seeing how excited you get about our clothes and old fashioned underwear, I think you`d like to wear them and feel like a woman for a while” Valerie seemed to be more enthuisiastic about this than me, and said “Oh yes, Lady Florence can we please, it will be so much fun”. I was then sat down in front of the dressing table and completely shaved, every hair on my body was removed except for my head. I was then made-up with my Mother`s thick make-up, as Mother fussed around me I found myself getting really turned on by this situation, especially as Mother had now removed her dress and was walking around me in her brown tan stockings attached to a white full girdle that even covered her enormous breasts, but you could still see the cleavage as they wobbled about as she walked. I couldn`t believe it when my eyes lowered to look at her thighs and knickers because she wasn`t wearing any, all I could see was this hairy mound of brown and grey hairs covering her 52 year old cunt, I could even see thick lips of skin through the hairs, I was actually looking at my own mother`s cunt and getting turned on by it, this was unbelievable. Valerie wasn`t helping much because she was parading around looking sexily into my eyes and staring at my hard young cock with lustfulness. As Mother bent at my feet to slide the white stockings up my now silky smooth legs, I looked straight down the top of her all in one girdle at her enormous bosoms wobbling as she slid the nylon up my leg, when she got to the top of my thigh she lingered for ages looking at my large cock, “My how big you are for someone so young Roger, I haven`t seen or felt a cock like that for many many years” she then wrapped her hand around it and wanked it up and down “Do you like Mother wanking your young cock Roger, I bet you do, well if you are a good boy for Mother I`ll do more than wank it for you, I might even let you fuck me, would you like that, to fuck your own mother with this large weapon of yours” I couldn`t believe I was hearing my own Mother talking like this, my spunk almost spurted out there and then. After they had managed to get me into my white stockings and white corset, Valerie proceeded to slide a pair of pure silk white french knickers up my legs, as she finished pulling them into place she grabbed my cock through the silk material and started to pull it firmly up and down, she had a really strong grip and the feeling was exciting, my mother shouted “Stop that now Valerie, I don`t want him to shoot his young spunk just yet, I want us both to enjoy him for as long as possible, now sit him down on the chair at the end of my bed, we are going to let him watch us have sex together” I was completely shocked now, my Mother a lesbian, never. I sat rigid watching the two ladies kissing and caressing eachother all over, from the bottom of the bed where I was sitting I could see Valeries fingers entering my Mother`s now sopping wet cunt, I pulled at my cock enjoying the show, when Mother rose up and took off her girdle tossing the garment to me, I held the warm garment in my hands and pressed it to my face to smell my mother`s womanly smells. I looked up to see my Mother crouched over Valerie, my Mother`s two bosoms were now swinging free, I looked intently at the breasts I had suckled on as a small child, the two large brown nipples and the veins running through the mass of womanly flesh. Nothing could have prepared me for what happened next, my Mother took Valeries knickers off to reveal a massive cock just like mine, Valerie was a man like me, and Mother obviously got off on having sex with men dressed as women, I knew she wasn`t a lesbian. I suddenly felt a little scared that I had got turned on by a man and not a woman, was I gay or something, I knew I wasn`t but then again where was the harm in enjoying both sexes. I watched intently as my Mother sucked Valeries large cock into her old mouth, her red lips wrapped around the thick shaft and her own fingers now embedded into her wet cunt. Valerie`s body jerked as she let go load after load of spunk into my Mother`s mouth. My Mother waved for me to come to her, I did so obediently then she kissed me full on the lips letting Valeries hot spunk cascade into my mouth, we kissed passionately mixing the hot fluid between us, I had never felt so sexy in all my life, my own Mother was sharing hot spunk with me, and I was dressed as a woman, I felt so feminine and suddenly realised that this is what women must feel like when they`ve sucked a man off into their mouth. Mother pulled me to her as she layed back onto the bed, our lipstick covered lips still kissing, her hands were now running up and down over my white nylon stockings and rubbing my swollen cock through the silky smooth knickers, I was now kneading her bosoms and sucking her nipples, I couldn`t believe how big and soft they were. Mother pulled me between her legs and with an old experienced hand guided my young cock into her waiting wet cunt, it parted easily and swallowed my manhood up with one swift movement, her large thighs wrapped themselves around my body, the nylons causing electricity to run through my body, her massive breasts were now squashed against my chest, my girdle was now rubbing on her body as she kept feeling it and running her hands along my nylon stockings. I pumped and pumped, I was fucking my own Mother, and it felt terrific, I was really getting into this when suddenly Valerie appeared and from behind me entered his large cock into my arse, I wanted to turn around and say no, but my Mother looked at me and said it was alright and I would enjoy it, she said I would really feel like a woman now. She was dead right because I felt his large erection parting my arse cheeks and entering my arse, and all the time my Mother was pulling me further and further up into her cunt, I had never felt anything so exciting. I was dressed as a woman, fucking my Mother and at the same time I was satisfying another man as a woman letting him fuck me from behind. As we moved faster and faster together I had to let it go, I yelled out “I`m coming! Mother, I`m coming” she replied “Yes!Yes!Yes! come on baby give Mummy all your young spunk” Valerie yelled out next “I`m coming! I`m coming! take my hot come little boy” as I felt my come spread through my Mother`s hungry cunt I felt the fluid jet into my arse as Valerie`s cock pumped me full of come, we all collapsed on the bed. It would be fair to say my outlook on sex was changed for ever on that day. THE END