THE PAST ADVENTURES OF ROGER CHAPPY

60 year old BOSOMS

When I was young we lived next door to Mrs Brussels, she was a lovely lady of about 60 years of age. Her husband had died some 10 years before. My mum and Dad really liked her as she was always really nice to me and my Sister, she gave us little gifts all the time. When I got to my fifteen birthday, Mrs Brussels asked me to become her handyman or handyboy as she put it. After consulting my parents I said I would love to do things for her around the house, she said in return she would give me £20 per week, so naturally I was very excited about this deal.

Over the next few Months I would cut the grass, look after the garden, put up shelves and mend things for her, we became quite close as we would sit in the kitchen and sometimes talk for ages about all sorts of things, she said she really looked forward to me coming to her house as she was always a little lonely since her husband had died. I always looked forward to going to her house for slightly different reasons, the money was good and when she was out I used to wank my young cock, whilst looking through all her old fashioned lingerie. I became so engrossed with handling the rigid girdles and smooth tan coloured stockings, that I had now started to put them on and look at myself in her long bedroom mirror. I often wondered what it would feel like to be a girl, as I stood naked looking at myself in the white girdle clasped to the thick tan coloured stockings, my young cock stood out proud all 8 inches of it and I gently began to squeeze my chest pretending I had young breasts. I ran my hands up my stocking clad thighs and over the rigid but smooth white girdle, I played with the large white suspenders as they gripped the darker stocking tops, this felt so good, a million miles away from the rough tough world of being a jack the lad. I pulled on my cock slowly as I imagined being Mrs Brussels, and what she had probably done with her husband, how many times had she been fucked when she was younger or how many cocks she had sucked, I was in heaven with my eyes shut thinking of all these sexual thoughts when I heard footsteps on the stairs, Shit! ...........“Roger, are you up here” her voice sounded like it was coming to get me, what will I do, oh no how will I explain this, “Well Well Well, what have we here, a beautiful young man wearing one of my girdles and stockings, what on earth do you think you are doing young Mr Chappy” Mrs Brussels voice sounded more inquisitive than angry, I felt my face going bright red, as I looked at her and explained “It`s just that I think your undergarments are so soft and sexy Mrs Brussels that I couldn`t help myself, I just had to feel them on my skin, I wanted to see how you felt wearing all these sexy clothes, I`m really really sorry, please don`t be mad at me”.

“Oh you poor boy Roger, of course I`m not mad at you, just a little surprised, you have such a great boy`s body, and yet you also look really feminine wearing my lingerie, I can feel myself getting quite turned on”.

“Would you like to see the real thing young Roger, my undergarments actually on my old mature body” She knew she didn`t have to wait for my nod of approval so she started to unbutton her old green woolen cardigan, then the brown blouse underneath, as she opened the blouse I was treated to my first sighting of a real old womans breasts encased in a pure white underwired brassier, I could just make out her dark nipples through the patterned material, I held my breath as she reached behind her and unzipped her grey skirt, as it fell to the ground I was amazed to see her wearing the exact same type of girdle and stockings as I was wearing, and unbelievably she had no knickers on, it was just grey and black hairs and then the most delightful dark tan stocking tops and her white girdle with the large white clasps holding the stockings to her old mature thighs, she looked so beautiful standing in only her bra, girdle and stockings, I thought my cock was going to explode there and then but I managed to hold back the raging spunk in my cock, but my body was shaking with the excitement of seeing this lovely lady of 60 years old right here in front of me in her underwear.

Come here and sit with me young Roger, I moved to join her as she sat down on her bed, she wrapped an old hand around my young erection, “You have such a lovely cock, it`s been a long time since I have held one” she started to move the foreskin up and down “Does that feel good” I nodded quickly, she then unclasped her bra and lent forward as the garment fell away, these two massive wobbly bosoms were only inches away from my young face, the nipples were massive and dark brown, my head seemed to have a mind of it`s own and plunged right into the cleavage, I licked and sucked on the large nipples and could hear the old lady “Oh yes yes suckle on my bosoms young man” She had now pulled me on top of her, as she spread her old legs apart I felt my cock being slid into her old mature cunt, it was soaking wet and very very hot, it felt wonderful as I pumped in and out of her body. I could feel the rigid girdle and suspenders on my thighs as she gripped my arse cheeks with her hands and then started to feel my legs through the nylon, she seemed to get really excited knowing I was wearing the very same underwear as her. She moved on top of me and made me open my legs, my cock was still fully embedded up inside her, as she put her legs together tightly and lay between my spreadeagled legs, I instinctively wrapped my stocking clad legs around her body as she started to move like a man fucking a woman. This felt great, I was actually being fucked the same way as women are fucked, even if my cock was up inside her, it certainly felt like she was a man as she pumped away on top of me and I wrapped my legs even tighter around her body, our girdles were banging into eachother and I was grabbing her wobbly bosoms that were directly in my face. Her cunt tightened around my rock hard cock and was actually milking the spunk out of me, “Yes yes give me all your spunk as I fuck you” my spunk was now jetting up inside this 60 year old cunt with great spasms, she was now screaming in her own orgasm, obviously letting out all the frustrations of not being fucked for so long.

We lay together for what seemed like ages, I felt so peaceful lieing in her motherly arms as she cuddled me like a baby, and little did I realise it would be the start of many more experiences between us.

THE END