As I pulled the car out of the drive I must admit I was starting to panic a little. What if someone I knew saw me, or my car broke down, or someone ran into my car? I tried to put these thoughts out of my mind and concentrate on how good I looked and felt as Rebecca. My dress had ridden up a little to show just a hint of stocking top below the steering wheel, my lips felt moist with lipstick and my perfume made me feel slightly heady. I don’t think I needed blusher as I’m sure my cheeks were now naturally flushed from the excitement.

I drove very carefully down the country roads approaching the small town I had selected for Rebecca’s first public appearance. It was a quiet mid-week evening and I headed for the small unmanned railway station that had a secluded dimly lit car park. There were only 4 or 5 cars in the car park which I guessed would hold around 20 in total. I had checked the train times and there were just 2 more due this evening, the first at 20:15 which was in around 30 minutes time. I guessed that most of the remaining cars would belong to commuters returning home on that service.

I checked my make up in the vanity mirror, worked up some courage and then after checking no one was about, I got out of the car. Once again I felt the crisp spring air on my legs and bottom cheeks. Now properly trembling with excitement I locked the car and put the keys in my handbag before walking as femininely as I could towards the nearest platform, checking for people all the time. The cost was clear so I walked onto the platform and sat on one of the furthest benches, knees together and carefully arranging my dress so no stocking tops showed. I got out my paperback and selected a story about a young man caught cross dressing by his girlfriend who then took kinky revenge.

After a few minutes I heard a couple talking in the distance and then saw them crossing the car park towards my platform. I panicked and nearly got up to leave but just managed to hold it together and stay seated, pretending to be absorbed in my book. As they walked onto the platform I could see that they looked to be in their early 20s, she was not unattractive and dressed in trainers, tight blue jeans and tight white jumper. She gave my a cursory glance and then turned away, looking for a place to sit. He was tall, well built wearing jeans and a checked shirt under an unzipped ski style jacket. They sat on a bench further down the platform.

I tried not to obviously look, however every time I did look up I caught the young man looking at me and then he’d quickly turn away. I’m not sure what came over me, however, I decided to give him a little more to look at. I crossed my legs which immediately exposed the lace trim of my chemise and just the start of my stocking top on his side. I waited a little before seeing if he’d noticed, he had and gave me a little wink when I caught his eye. I suddenly felt so turned on I’m sure my cheeks flushed. Too soon their train pulled in and they climbed up into a carriage further down the platform. I quickly uncrossed my legs and hid my stockings as a few commuters were now exiting the train. As their train slowly pulled out of the station, I saw the young man in a window seat, he smiled and blew me a kiss, carefully concealed from whom I presume was his girlfriend now seated besides him.

I waiting a few more minutes on the platform until the commuters had all left the station and made may way back to my car. I was elated and aroused by the thrill of my interaction, I could feel I’d released a little pre-cum and had to rearrange my girly cock and pull my panties up tightly to hide the too obvious bulge.

Sitting in my car I was definitely not ready to head home, so I drove slowly to a quiet suburban street that I’d previously checked out. It was tree lined, with big houses set back from the road, many concealed by stone walls or well manicured hedges. The road was separated from the pavement on each side by wide grass verge. There were a few well spaced out but dimly lit street lamps, many heavily obscured by the trees. A small number of cars were parked at the sides of the road.

As I drove down the street I noticed a solitary dog walker, a man who looked to be mid 50s with a small spaniel type dog. After the adrenaline rush that showing my stockings gave me at the station I couldn’t resist doing it again. I pulled into the side of the road about 100 meters up from the dog walker. I quickly checked my makeup in the vanity mirror and got out of the car. I purposefully walked to the back of the car, which was facing the dog walker, opened my boot and pretended to look for something inside. I was careful to bend over at the waist with straight legs, ever so slightly apart. I know from my poses in front of my full length mirror at home this would allow my dress to ride up, clearly showing my stocking tops and maybe a little bit of bottom cheek through the lacy trim of my chemise.

I could feel my excitement building as the walker came closer, holding my nerve I kept on rummaging in the boot. “Hello, anything I can help with?”, I looked up in shock, he was along side me on the pavement with a large friendly smile, his dog wagging its tail and pulling towards me. Standing up, smoothing my dress down and trying to keep my tone even and a little higher than usual, I said “Hi, no, everything is fine, thank you”, hoping he’d move on and that would be it.

I’d clearly made an impression as he then said “I hope you don’t mind me saying, you look very lovely this evening.” I said thank you and closed my boot ready to make my way back to the drivers seat. He then quickly said “This maybe a little too forward for you, however, I live on my own in the next house down. I’d love you to come for a cup of tea before you head off. No pressure at all ….”.

I was caught completely off guard and without thinking I said, “Yes, that would be lovely, thank you.” I grabbed my handbag, locked the car, carefully crossed the verge in my heels and bent down, discretely this time, to stroke his dog. After some fussing over the dog and finding out her name was Floss, I stood up and once again he reassured me that I should feel under no pressure and that if I felt uncomfortable at all I should go and he’d completely understand. I was in a daze and simply replied, “Thank you, a cup of tea would be lovely.”

I followed him up to the house, a large Victorian semi by the look of it. As we entered he let Floss off her lead and she quickly disappeared into a back room. He said there was no need to remove my shoes, but hung up my coat and then led me through to a large, modern, open plan kitchen come dinning room at the back of the house. He went to the kettle and said I could take a seat at the table. I said I was happy to stand, realising that sitting may well flash some stocking and while incredibly excited by what was happening, part of me felt I needed to be a little careful.

Leaning against the kitchen counter we chatted. He told me his life story. His name was George, a resent divorces, he kept the house and the dog and was just about over her now but as yet had not met anyone new. From walking through the house I noticed there were no feminine touches so I guessed it was genuine. I explained that this was my first time out as Rebecca and I was incredibly nervous and a little scared. He reassured me that I looked absolutely lovely, very feminine and that it was only when I stood up, after he’d asked if I needed help, that he’d noticed my Adam’s apple and realised I was a cross dresser. He quickly said he’d always been a little curious himself although he’d never been intimate or even talked openly with another male or cross dresser.

I really liked chatting with George and started to feel at ease in his company. He seemed genuine, and not unattractive. I could imagine in his younger days he would have been quite a catch although there was clearly a little flab now on his large frame. He seamed very much the gentleman, made me feel feminine and treated me like real girl. I had nearly finished my cup of tea and started to feel disappointed that I may soon need to leave. He seemed to sense that too and I think felt the same way. He asked if I wanted another drink, which I politely declined. He then asked if he was OK to ask me something that may seem a little forward. Not sure what he meant by that I said it would be absolutely fine.

After lots of struggling for words and reassurances that I could leave at anytime and that he didn’t want to make me uncomfortable, he eventually got to the point and asked if it would be alright if he kissed me. I felt the adrenaline surging again and, maybe too hastily, I said I’d love him to kiss me. He moved slowly towards me, put his hands on my hips, lent forward, moved my hair back a little, and started kissing my neck. It felt amazing, I couldn’t believe this was really happening. He pulled me in closer so our lower bodies were pressed together and moved his kisses to my mouth, I was so turned on, he must have felt my growing bulge. I could certainly feel his.

I’d spent so long practising being a girl with my dildo I was ready for more. As we separated from our kisses, I followed his lead and asked it it was OK for me to be a little forward with him. He smiled and said he would love to hear what I’d like. While the situation I was now in seems to contradict this, I don’t take risks and wasn’t ready or prepared for oral or anal with a complete stranger, however I was very aroused and wanted more. I asked him if he would like to take my dress off and then let me use my hands to relieve him. I could tell by his reaction that he’d like that very much. I turned around and he unzipped my dress, gently lowering it while kissing my neck and shoulders. When it was around my waist I took it the rest of the way off and carefully laid it over a chair before turning to face him. He took a step back to admire me standing there in my lingerie and heels. I couldn’t resist doing a twirl for him, lifting the chemise a little to fully show my bottom cheeks beautifully framed by my stocking tops and straps. He said I looked fantastic, prettier and sexier than any girl he’d seen.

Getting a little dominant myself, I asked him to remove his shoes, socks trousers and pants, leaving him standing there in just his shirt. I could see he was very excited as his cut cock sprang out. Wow, I’d not seen many men’s privates but his was very impressive, thick and long with a bulbous head now leaking a little pre-cum. I moved towards him, kissing his mouth while my hand reached down to hold his wonderful cock. I used the pre cum to allow me to slide my hand lightly up and down the shaft stopping just behind the head while making sure the head was rubbing against my satin chemise on each stroke. I then positioned his now fully erect cock up under my chemise on to my flat smooth belly and continued to massage the thick shaft through the satin. He pulled his lips away to mumble that he was going to cum, I pulled him back into a passionate kiss while rubbing his cock ever more more vigorously between the slippery fabric and my belly. Suddenly I felt him cum, large warm jets of sperm shot up my belly, soaking the front of my chemise and running down my thighs. He was was holding me tight and had pulled away from my mouth to once again kiss my neck while mumbling “you are wonderful, thank you” under his obvious breathlessness.

We finally moved slightly apart and I felt my chemise sticking to my belly and thighs, saturated with his cum. He moved his hand down towards my panties and girly cock. I was not ready for that and I’m not sure he was either, so I very politely pulled away while whispering in his ear that he had made me feel incredibly special and that this was the best experience I’ve ever had. I suggested that we may want to meet again and take things further if he was comfortable with that. Of course, he was..

There was of course a little awkwardness as he put his clothes back on and helped me zip up my dress, the lining of which was now sticking to my wet chemise. I used his cloakroom to redo my now ruined lipstick and messed up hair. We exchanged numbers and I thanked him again, before giving him a big kiss on the cheek and heading out of his front door back to my car.

When I got in my car my heart was pounding, what had I done, this was more than I had hoped for. I carefully drove home, parked and went into my house. Still high with excitement, I removed my dress and after posing in front of the mirror to admire my cum soaked chemise and stocking tops went to find my dildo. I removed my damp panties, got on all fours, lubed up and suctioned the dildo onto a pedestal behind me. I pulled my now hard cock up under my chemise and while riding the dildo pulled myself off adding jets of my own cum to Georges load.

I was exhausted and didn’t want to miss out on any of the feeling of being cum soaked so I just took off my heels and climbed into bed as I was. I woke several times during the night, each time smiling as I felt the cum drying on my belly and clothes.

more to follow ...