Although I am happily married to a wonderful wife, I still sometimes like to try out things secretly. I do have a wonderful relationship with my wife but I also find it exciting to have a secret life all to myself.
Now I'm going to share some of it with you.
My first real memory of being interested in dressing in womens clothes was from when I was about 13 or 14 years old. Unlike some others I was never made to wear girls dresses as a child nor did I have a sister to emulate.
A couple of times I wore my mothers clothes while she was out at work and I remember finding it really exciting. At the time most women still wore stockings and suspenders. Tights were mainly worn by dancers and the like. I found the feel of nylon stockings a real turn on and I spent many a happy hour parading around the house wearing them.
I used to have a paper round and I'd sometimes wear stockings and suspenders under my trousers and have a sly wank on the way round.
I vividly remember getting caught by my father during the school holidays one day when he came home unexpectedly in the middle if the day. I had dressed up in my mothers stockings, suspenders, knickers, high-heeled shoes and a nice floral dress and instead of making a dash for my bedroom as I heard his key in the door I just panicked and stood in the lounge waiting for him to catch me. When he came into the room he was so disappointed to find me dressed up that he didn't know what to say. Although he never mentioned the incident again it has always stayed with me and I stopped dressing up seriously for many years because of the embarrassment.
I had my first real long term sexual relationship soon afterwards when I was 15 and I started going out with Linda - a gorgeous blonde girl from the nearby girls school.
Although we used to fuck ourselves stupid I still had the desire, at times, to slip on a pair of her stockings for an extra thrill. I couldn't get into any of her other clothes because she was so very slim but I always had the urge to do it even though it was impossible.
Linda was a very highly-sexed girl and many times we would go over to the local playing fields of an evening and she would open her coat to reveal absolutely nothing underneath. It was about this time that I first enjoyed anal sex (although I didn't realise it at the time). Linda would state that we were to use the tradesmans entrance every so often (probably once a month I guess) and away we'd go. At that age I had never even considered that an arsehole could be used for sex.
My first threesome followed soon afterwards. Lindas best friend was Christine and we would all spend time together during the summer holidays. One day we all ended up in bed together in Lindas parents house and I had my first three way fuck. It was a good few years ago now but I still remember all the wonderfully gory details.
I remember that Christine had a cunt that was much wetter and felt bigger than Lindas. I remember the lovely warm feeling I got when I buried my cock in it for the very first time. I remember the feeling that I got as she sucked my dick and Linda forced me to lick her pussy (I don't remember needing much forcing) and I remember the stupid grin on my face as they both sucked on my cock until I came. I also remember the embarrassment of not being able to perform for hours on end as I always imagined I would be able to - especially with two girls at once.
After a couple of comes I was absolutely knackered and had to throw in the towel and leave them to it. If only I'd had a camera then!
I went out with Linda for two years and during that time she taught me so much. Although I lost touch with her a few years ago I am eternally grateful to her for the time we spent together and for the fun that we had.
I must have been about 13 and on my way home from school I used to pass a particular house in which a certain black family lived. The son must have been in his early twenties I guess and was very tall and muscular.
The entire family was always friendly and I used to stop for a chat most days. Some times I would go in and have a drink with the family.
The son was particularly outgoing and we soon got to be firm friends. Sometimes he would pick me up outside the school on his motor scooter and give me a lift back to his house. I thought at the time that it was odd that he seemed to know lots of the boys from the school but I never really questioned it.
One day he showed me a miniature camera that he had bought and asked me if I liked it. When I said I did he asked me if I would like to have it. I couldn't believe that he would actually give me the camera but he said that I could have it if I came to his flat with him to collect it the following day. It looked a nice camera so I said I would.
His flat was on an estate close to my school and he took me there the next day. He told me that I would have to strip naked and lie down on the bed with him. He promised that he wouldn't touch me and I saw no reason to disbelieve him (I was only about 13 for fuck's sake)
He got me to wear a pair of ladies knickers that he had in the flat then we lay on the bed and he asked me if he could put my cock in his mouth. I told him that he couldn't and he didn't seem too upset by this. Next he got me to lie on my side and he pushed his cock between the cheeks of my arse and asked me to grip it with my thighs. Then he started thrusting at me as though I was a girl. I just hung on for dear life until he came. Then he asked me to wank in front of him. I felt too self-concious to do this and so he pulled my cock free of the knickers and rubbed it until I came all over the carpet in his bedroom.
On the way home I remember feeling pretty good about the whole affair.
I never got the camera, of course, and the next time I saw him he was making friends with another boy at my school.
He was always friendly to me after that but never showed any real interest again. Now I know why he was friendly with so many boys at that school!
My best friend was Gerry. We had been friends for several years and he was about 18 months older than me. We used to go camping quite regularly after I split up with Linda and often spent long weekends together. I remember that he was old enough to drive and I wasn't so I must have been 16 or so and he must have been going on 18.
We were camping in Wales one weekend and the weather was awful. We spent a lot of time in the tent playing cards and talking. The Saturday night was particularly wet and windy and so we decided not to venture to the nearest town but rather to stay in the tent.
We had brought some drink along and so we played cards and drank. The first odd thing that I noticed was that Gerry had his cock out and was wanking quite openly.
I found this very odd as I had never wanked publicly in my life.
I started having a secret wank inside my sleeping bag but felt too shy to do it openly. I was fairly sure that Gerry knew what I was doing but he didn't acknowledge it. Neither of us said anything - we just kept on playing cards while Gerry got redder and his wanking got faster. Finally he came all over his sleeping bag. We carried on playing cards for a while and then I went out to have a pee.
In actual fact I went outside to finish my wank as I felt really turned on by this display.
I returned to the tent and we carried on playing cards as though nothing had happened.
A few weeks later we went for a weeks holiday on the Isle of Wight to stay with one of Gerrys uncles who owned a small hotel there.
Again the weather was very wet and we spent a lot of time in the hotel. We visited many of the islands attractions and drank in lots of the bars but usually ended up playing games back at the hotel.
One evening we decided to stay in and have a game of cards. Gerry joined me in my room and we played some music while we had a drink or three and then Gerry popped back into his room to get the cards.
When he came back he was completely naked.
I was already feeling very confused by this turn of events but I actually felt really turned on which confused me even more!
Gerry asked me if I'd mind if he sucked my dick. I mumbled something to him and the next thing I knew he had my cock in his mouth and he was sucking on it very expertly I thought. The next thing I knew was that I had his cock in my hand and I was rubbing it also quite expertly. Plenty of practice on my own cock I guess.
We spent some time just fooling around like this and then I came very forcefully in his mouth. He swallowed every drop of my spunk, gasped as he came in my hand and then cleaned himself up and put some clothes on ready for our game of cards - very casual indeed.
Nothing like this ever happened again between us and we never spoke of the incident. It is still probably the best blow job of my life so far. I've been given some very good ones since but this was just so unexpected.
This event has stayed with me and I sometimes have the urge to play with another cock again - although not on a serious or long term basis. No commitments just sheer fun and excitement.
Donna lives in the far South West of the UK. We corresponded for some time and swapped pictures and then finally met at a Hotel near where she lived.
Needless to say I was very nervous about the meeting as it was my first. Donna was slightly more experienced that I was - but still a relative newcommer.
I had booked the room and arrived first. I changed into my sexiest gear and set up the camera and the video ready for Donnas arrival. When she arrived it was as 'he'. He went into the bathroom and changed clothes and emerged as a beautiful woman.
After introductions we got straight down to the nitty-gritty. Donna laid on the bed and I got the camera rolling and then joined her. Donna was wearing a white dress with black fishnet stokings and suspenders. I had on my blue silky slip with black hold up stockings and my open crotch panties. After some cuddling and fondling I took her lovely clitty in my mouth and sucked on it. We experimented with lots of different positions and tried everything except penetration as we had both agreed that we didn't want to go that far on this occasion.
I wish that I had taken one of my vibrators with me as we could have had fun using that.
Cameras flashed and Videos rolled as we spent a couple of fun hours together. Then it was time for Donna to leave and return home.
It was a fantastic few hours and I sometimes look at the pictures and watch the video and wish that we could do it all over again.
Perhaps one day we will.
I'm still getting my thoughts together about these pages so join me again soon and please send me anything that you'd like to include on my site.
Pictures, stories or offers are all gladly accepted
