Although this happened a long time ago I'll never forget my first experience so I'll write this as best as I can remember, I hope it invokes memories of your first experiences. This happened unexpectedly when after a night out on the town with my long time friend I crashed at his place. I'd sort of known for a while he might have gay feelings, I wasn't sure if he knew that I liked wearing women's clothes but I guess somet...

Part three. I was woken to someone knocking on my door, thinking it was Tasha, I opened the door to find who I knew then as Mum stood there. “Well look at you, very pretty and lovely panties, aren’t you going to invite me in?” She asked. “Oh yes of course.” I replied, hiding behind the door. She walked in and closed the door, she gave me a hug and a kiss on my cheek. Fortunately my waking hardness had shrunk rapidly. “Let...

I've been cross dressing since my teens and I'm 66 now and still enjoying it. I try to look after my body but you can't hide getting older so most of my partner's are around my age . I decided to go to the local country park the other day . It has 4 car parks . 3 of them are used regularly by dog walkers etc . The best one is down a lane which isn't looked after very well so obviously that's the one for fun . I'll just sa...

Part two. My lovely boy, I know about your love of my silky underwear, which is why I’ve added a couple of things you might want. Lifting a cloth, my eyes almost came out on stalks. Under the cloth with the panties I had put in there were several very feminine items of lingerie. Two suspender belts one black and lacy the other white and functional. Also matching bras. 6 packs of stockings. 4 tan and 2 black, 7 denier and...

Friday, I was an adult student and my first lecture started next Wednesday. Why not Monday? As it turned out those few days were a fairly major event in my next few years of gaining my degree. On my first night I slept fitfully due to being overtired from the long journey. I was woken around 11:30 pm. I could hear hushed voices but not actual words. Getting out of my bed I padded bare footed towards my door. I looked thro...

In the follow up to ‘Impromtu Fun’, I will continue with the subsequent encounters following on from my first time in the public toilets. I mentioned in my previous post that I had been joined in my cubicle by two men. The first, named Mark, was by far the most gentle and respectful, who liked to kiss which made the whole experience more sensual. After he gave me his number, I left it a couple of days before sending him a...

I used to think it was really difficult to stumble on some fun when you're seeking action. I've read the stories about fun in toilets, but felt I must have only visited straight guy loos, as there was never any action. I was ready to give up on it when I decided one day to try something different and went out dressed with black holdups and a blue satin thong underneath my male clothes. I brought a backpack containing knee...

It was three weeks ago at Mildenhall forest, I remember every detail which is unusual for me, I am cathy, A mature sub tranny from Cambridge, I cruise a couple of evenings a week so there isn't much i haven't experienced, Some very nice, some not so good and some scarey and painful, I had been feeling receptive all week so i thought an afternoon in the forest would be satisffying, The layby was dead when i arrived, just o...

It didn't used to be uncommon for two or more lads to engage in group masturbation, though without touching each other. But I had a best friend the same age as me who lived further up my road, we were inseparable, went everywhere and did everything together. We went much further with those sort of sessions, for in his house he used to strip naked and put on a pair of his mother’s nylon panties which he got out of her bedr...

I had finished work early today for a change, and today I had seen some very nice women on my rounds, Most exciting of all was pocketing a long-lost pair of nylon panties that I found behind a cabinet.. This had made me feel extremely horny for the rest of the day, especially as I had met the original owner of them, so when I got home I had a quick bath and a cleanout before putting on fresh clothes and heading in my car...

I left you with us both laughing at our experience, we made our way home and fell into bed worn out, but even then Ellie insisted on me wearing the baby doll nighty. We fell into an exhausted sleep, but I was woken in the early hours by the sensation of my cock being sucked, what a way to wake up, Ellie looked up and smiled at me as I pushed the bed clothes off, she was naked and just climbed onto me and fucked me, once a...

Hi all, I hope that this out-line of a story/fantasy is not out of order here. Well over the last couple of weeks, I have been reading all the 'Crossdressing' stories (Yes all 70 pages. But I was mostly interested in the Outdoor/Wooded area and Adult Cinema ones) on here. To give me some inspiration has how to write this encounter. It was when I came across a story which told me of a 'Dogging site' at a wooded area (Noman...

Following on form my last story, I didn't see Ellie or her mom for some weeks, so it was about six weeks later when I collected Ellie from the station, we were gong to staying her parents house because they were away again, I met her a Bournemouth station, she looked stunning walking over the bridge from the London platform, very short skirt that hid nothing, ( I love an upskirt). She kissed me and we almost ran to the ca...