I became interested in crossdressing at the age of 19, it all started when i used to go and stay with a older female friend of the family she was about 40 at the time.
She had a guest house near the coast and I used to help out with jobs etc she was always dressed immaculately and looked attractive.
One day while she was out and i was bored I decided to help out with doing some washing as i collected her dirty laundry basket couldn,t help but notice her soiled panties, stockings, suspender belt and bras etc the feel of her panties and stockings was fantastic and could not help myself i had to try the items on. Wow there i was stood in front of a mirror mincing about in her lingerie and wanking very soon i had shot my hot load of semen into the panties.
After this i was hooked and took every opportunity to wear her lingerie but i guess it was only a matter of time before she caught me in her stockigs and panties, she said it was obvious what you were upto as my panties and stockings were stained and smelling of semen. In order for her to keep my secret she said i would have to be punished and was bent over a clothes horse with my panties pulled down and she produced a cane and gave me 6 strokes it was agony then she put me over her stocking clad knee and soothed some lotion into my red bottom, but i soon got a erection at which she she got a condom from the drawer and rolled it on my hard cock and gently stroked it and i shot my load instantly, She told me to close my eyes as she unrolled the used condon from my now flaccid penis and without warning emptied my semen from the condom directly into my mouth at which she laughed as i gagged. If you want to dress like a female you need to know what semen tastes like! after this everytime i visited she dressed me up in various outfits usually as a maid to do chores but with the added bonus of the most sexiest lingerie and stockings , topped of by a wig and make-up. If i perfomed well she would give me a hand job as long as i swallowed my semen at the end or if i did bad she would cane me. Over time she introduced me to a strap-on and fucked me like a girl.
Then one time she said i would like you to meet another friend who has the same tastes in dressing as you, i was scared but eventually agreed and was introduced to another crossdresser. who was fully made up as a french maid and looked fantasic and under her instruction, began to feel the maids stocking clad legs gradualy working my way up until i could feel the flesh at the stocking tops, then the suspenders and panties which contained a very large erection and under her guidance i slowley released the erect penis from the panties this was the first time i had touched another penis and with her encouragement licked the precum soaked end before taking it in my mouth and started giving my very first blowjob (she reminded me now why she made me swallow my own semen so i would know the taste)the french maid was moaning with pleasure as i contined to suck and wank until i felt the explosion of warm semen in my mouth , my head was held in place to ensure i swallowed every drop and lick the penis clean, as a reward the maid now gave me a blow job it was heaven. after this it became a regular thing for me to suck off her crossdressing guests i loved being dressed by her and wearing the beauitful sexy lingerie on a few occaisions these sessions were filmed usually with me giving a blow job and them cumming in my mouth and on my face (she advertised as a crossdressing service) a few times there could be 3 or 4 crossdressers there and i was required to suck them all off which i dutifully did ,my face covered in semen, often i would cum in my own panties and was forced to wear them over nite. In all this time over about 4 years i only had sex wih her once as a reward for services rendered and eventually things changed and i stopped going to her home. But my love of dressing in sexy stockings, suspenders etc as never diminished and giving the odd blowjob ! ...
