so I had known for a while i might have the house to myself. I was hoping for a great big dress up session and probably a trip outside. I checked the clubs and there was nothing on that night. sadly though a family member decided to stay over. she is a heavy sleeper and often goes off early. I couldn't get to my full collection of clothes and accessories but do keep a simple outfit within reach. Around 11.30 pm I woke up finding myself asleep in front of the telly,they had gone to bed, the house was in silence. silently I went to the bathroom and had a quick wash and shaved. Then down to the attached garage where I gathered up my bag of jill and went out to the car. it was just past midnight as I drove off to a car park by the river. its a big car park sometimes used by lovers. but quiet tonight. I parked up and rolled the front seats well forward. excitement hit me as I climbed into the back seat. the back seat of the car is a strange and somehow exciting place to find myself as I took off all my clothes. it was November and almost freezing.I carefully piled the man stuff so i could easily redress. socks in shoes, trousers fireman style on top and jumper on top of that. I dare not turn on the lights so I needed to grope my way through all of Jills black lace and stretchy satin clothes. The delightful fabrics felt cold, I wondered if this was going to work . Straight on with my lace bra, feeling for the little bow between the cups to make sure it wasn't inside out. My silicone falsies were freezing as I slid them into the lace cups. I chose a stretchy and sparkly black jumper for the top half. then into my full black satin medium control panties. The stockings felt nice and warm as I pulled them up. I struggled a bit getting my full netted skirt on neatly in the seat so opened the door. I stepped out into a pair of ballet pumps and stood up to settle my clothes. The car park was empty apart from one other car at least 200 yards from me and its windows steamed over. It looked empty. i felt comfortably alone. I pulled on a black denim jacket fastened my wide pvc belt which tugged in my waist a little. leaning back into the car I finally found and shook out my auburn wig against the distant lights to find which way the front faced. I felt a proper mess. But I also felt totally naughty. I spoke out loud to myself. Right Jill what next? I tidied the remaining scattered clothes and accessories back into the one bag, found some pearls to wear and got out my handbag containing condoms, lube, lipstick, cigarettes and a lighter. All settled, I walked smartly around to the drivers door. I paused a moment to pose a little, adjust myself to something of a feminine posture. relax. I lowered myself into the leather seat, i felt a little more sexy, sexual in fact. The engine had been running all the time, I adjusted the heater to blow on my stocking clad legs. The car felt warm and cosy, my clothes began to warm to my skin. I drove off. where to go? my plan for tonight had been to go walking as a woman around the local town, maybe Kingston maybe Esher and see if I dared walk past some high street shop windows. I wasn't comfortable so drove to Desbourough island thinking that might be good to warm up. as I drove along that lane I started to feel silly. this used to be a popular gay meeting place but now a group of vagrants live there and as I eased along the rubble strewn lane I did feel rather stupid. Back at the main road the relief of that short dangerous trip hit me and I got out of the car. I was well lit under street lighting and minced away from my car perhaps 20 yards and leaned against a low wall. It was cold dark and very quiet. The wall felt wonderfully rough against my flimsy clothing. I felt safe enough and enjoying the feelings being dressed. A chance to consider my situation and adjust my outfit a little. I felt like I looked ok enough but had considered i didn't adjust my hair in a mirror and wasn't wearing any make up. It was dark, cold quiet. I felt rather free. I touched myself through the satiny layers. The control panties and the cold made me feel smooth down there and touching the erogenous softness felt amazing. No one would see my boobs under the bulky jacket but they felt wonderful as I cupped them in the slinky soft fabric of the clingy jumper. I heard a car approaching and dived back into the car. Heart beating, this is where the highs come from. Where next you naughty girl I said out aloud. And so I set off indirectly to Wisley. I did stop uneventfully twice on the way in secluded car parks and enjoyed walking around the car my confidence building. Now though I made the decision, no messing around, go where you know girl. 20 minutes later I drove cautiously into the car park at Okham bites. It looked quiet but not deserted. There were three vans parked by the gate and perhaps three other cars over by the cafe. I parked alone at the other side while I get a feel for the sort of people there. I go there often enough that I'm comfortable driving dressed and walking around, but I do still take care, I never see trouble there but know it can arrive in the shape of young lads in cars looking for ways to be annoying . I got out of the car opened my handbag and took out a cigarette. I'm not a smoker but do use fags when out playing like this. I knew the fire from the lighter might attract attention. I enjoyed a walk along the tree line inhaling deeply on the cigarette and giving myself a bit of a head spin. I took time to adjust my poise, back straight tits out bum swinging. Steps pointed toes crossing over the foot letting my wrists outwards. Oh Jill you sissy faggot I said to myself not afraid now to be heard talking to myself. Feeling braver I turned to walk out into the open car park. I made it half way across to a table arranged for picnics during the normal use of the area. Both my hold up stockings had fallen to my knees. With the fag in my mouth I lifted my skirt and hoping I was being watched hoisted the stockings up my legs. I let my own hands enjoy feeling the soft mound in my black satin panties. I rubbed my mound a little more and felt myself almost swoon. I minced back to the car feeling the stockings again slipping down my legs. Opening the door I rummaged through my bag to find a suspender belt. None of the other cars had moved, there was no sign of any activity. I felt quite alone as I carefully stepped into the suspender belt, took down my panties and feeling the cold night air on my exposed soft penis clipped the stockings into the straps and pulled my knickers back up. At this moment one of the cars by the cafe lit up and began to move. I grabbed this opportunity. I stood away from my car deciding as he drove my way that I'd put myself in his headlamp beams so he would see what I was. The car slowly drove towards me, it seemed he steered his headlights onto and off me and slowly passed me. Never mind I was thinking, but saw that rather than drive off he looped around the park and came back, passing my car and reversing parallel to my car but perhaps 30 meters away. Leaning against my car I lifted my skirt and finished adjusting my suspenders, straightening my clothing a little. I was watching him waiting for some sign or an invitation. His door cracked open and interior lights ( but not a bright overhead lamp) came on. I walked cautiously towards him. Delicious feeling so vulnerable but confident. I was six feet from him when I saw that he was quite animatedly wanking himself and looking right at me. I moved to the door and to my pleasant surprise saw he was wearing tiny black panties and stockings on his stocking feet were shiny black ladies shoes. I simply blurted out Oh how wonderful, can I put it in my mouth? The man just kept wanking. His cock was big enough that with his hand wrapped around it there must've been two inches free. Would you fuck me he asked? I don't think I could actually I said, and I don't have a lot of time. Actually the thought hadn't occurred to me and its not really why I dress. In his lovely warm car he looked so inviting all male in a stripped jumper on top, wonderfully femme below. I didn't wait and leaned in through the door and took the wonderful smooth clean cock into my mouth, he continued his grip on his own shaft so I only had the smooth and taste free knob end between my lips gently touching it with my tongue. I sucked gently . It was such a lovely fit in my mouth and I loved the feeling of being such a naughty girl. I began to adjust my position from standing bent at the waist. I was preparing to get down on my knees when he reached under my skirt and carefully found my cock which was even in my excitement quite soft. You're not hard enough to fuck he was saying when; Its the police! I stood to attention. He shut his door, the window came down. The police are coming I've got to go,he started his engine and drove off. I saw the police car, its searchlight scanning from the main road. The other two cars by the cafe started up, one drove off the other stayed. I wasn't afraid of the police, I've been seen by them before and they are OK with us playing there so long as we are discrete. I felt lovely but abandoned, I talked to myself 'that was a shame Jill he had a lovely cock didn't he and so lovely to suck. Oh I do hope he comes back.' I missed him already. I felt a super little girly crush well up in my tummy. I decided to go look to see if the police were maybe hanging around ready to come back so drove up the road the way they went to see if maybe they went to the smaller car park as well. With no sign of them or indeed anyone else, I drove back , parked up and got out of the car. Here I was again standing dressed as a woman in a car park at one am on a near freezing November morning hoping for a man to find me. Within minutes a little car entered the car park, drove around past me. I stood where he could see me. His little car had one headlamp out and was a bit of a wreck. He drove back around and parked about 30 meters away. I stood silently excited and nervous at what he would be like. I'd already lowered my standards tonight, I would play with him if he wanted. I saw him make his way to the back of his car and lit a cigarette. I was fondling myself and preparing to start a courting walk towards him. Another car arrived, it drove positively towards me and parked quite close. It was the same Audi, the drivers window opened. I could see in the dim light him plainly wanking again. I walked up to him and with my hands on the window ledge leaned in to chat while also leaning in to touch his wonderful stocking tops. I'm sorry my hands must feel cold against your hot flesh I said. He opened the door, I moved in closer and again took his cock in my mouth. Now his lovely hard cock was dripping with precum almost splashing of he wanked so furiously, he was as wet as a girl. I slobbered on his cock head. Not here, not here. Can we go somewhere quiet' he asked. I told him. I'm happy to perform in public and didn't want to spend too long driving around or losing him along the way. 'Where do you suggest?' the cricket ground in Ripley? Its not on my way home really, Where he asked, i suggested Copsem lane nearer home. He retaliated with the little car park across the A3. will you fuck me he asked again, Maybe if you can come in my mouth please? lets see , can we go ? So I stood up brushing the dirt from my knees. a lovely salty taste in my mouth. I got in my car adjusted my hand bag and wig settled the seat belt over my boobs oh I love the whole dressing up experience. I drove to the next car park. Audi man caught up, I let him pass and he led me to another little parking area near the garden centre. We parked closely together I got out of my car and walked towards him. The door was open and again he was masturbating really fast like he really wanted to cum. I went straight down on my knees for him he leant forward and we managed to kiss. I looked at his face, friendly, handsome and fit, no belly it was a nice car smelled new. He wore a jumper and shirt on his top half but downstairs the black satin panties snug as they covered his balls, his stockings were neatly pulled almost to the tops of his legs, lace hold ups staying in place on his smooth legs. he wore black patent shoes very glossy with heels. 'I want you to fuck me,' he repeated. I popped the tip of his cock into my mouth, he held the shaft and wanked into my mouth, so much flavour he was soaking wet with juices. he may have already ejaculated but was still going for it. His hand was rummaging up my skirt. He had my cock in his lovely soft grip and somehow as I went to kiss him on the lips he got his lips around my rock hard cock. Oh please no I'm going to cum stop. I lost control and stood jerking onto the gravel hard jets of my own semen. As I began to apologize the lovely man produced a condom. Giving it to me he began to get out of the car. Fuck me now he told me. I was still so turned on and began to pull the condom over my dick. This lovely man was towering over me and expertly took over the wrapping of my stick hard dick in the delightful condom. in a flash he spun round and wrenched down his knickers. I was taken in the moment, its not really my thing but in whatever light there was I saw the giant moon of his smooth bum cheeks and pushed myself into him. Wonderfully his opening was soft and accommodating I slid into him with ease I assume he had been prepared for this. I am 6 foot but he was so much taller in his heels I had to hold onto his hips very firmly as I buried my cock up him. I prefer the female role and so didn't really know what else to do. Perhaps he came? he was still wanking I felt his rubbery bum hole squeezing me and it really did feel amazing. So hot inside his body. I loved feeling my boobs squishing between us. but it was over. This lovely man detached himself from me. we kissed again, as we did so he tugged the condom off me stretched it to check it wasn't torn and dropped it on the ground. Me still gasping with the trill of it all We thanked each other. Hhe let me kiss him again. I wanted his name but we agreed to leave it at that. I picked up the evidence and returning to my car drove home. I was giggling to myself all the way home what an amazing result.