Have only written one story before (losing anal cherry while crossdressing - under different name) but I had so much fun yesterday I felt I had to put this down.
Had an appointment in Newcastle with work and ended up at the Metro Centre at 9am. Had already spied on Primark's website a nice suspender belt so went in for a browse. I usually get a bit nervous buying lingerie but felt ok and picked my size, paid for it and walked away with a black lacy suspender belt in my bag and the 2 assistants probably telling each other "bet it was for him". I get such a thrill from shopping but sometimes chicken out. Then it was over to Asda. Had a browse there and picked a lovely flowery patterned mini skirt and some black suede effect heels. I already had the other essentials in the car.
After my day was finished it was up to the Highlander layby. Nobody there, or so I thought. One car passed but didn't slow so I thought he had gone. I stripped off in the car and put on my suspender belt, stockings, black panties, bra, blouse mini skirt and heels. It felt so good I couldn't resist a little hobble round the car. I never get used to heels but they feel great and the feeling of the air up my skirt , mmmm.
No other cars so I drove through expecting to continue my journey, but wait, there's 2 cars at the far end (where all the fun is apparently). Parked in front of the second one, the first one a bit further back and almost out of sight. I could see a guy sitting reading his paper. Thought I might see if he was on. A bit risky in my present state of dress (more a hairy panty wearer than a tv, def not convincing!) So I opened the door of my car and turned my legs to put my heels on the ground, my stocking clad legs and mini were now on show. I leaned forward and looked back. Yes, he opened his door and came towards me all smiling. I stood up and teetered to the rear of my car. Well hello there sexy girl - oh an admirer I thought. Before I knew it he was kissing me and fondling my ass, legs and clitty. He was an older guy, big beer belly (even bigger than mine!) but knew what he was doing. He didnt want me to touch him but I didnt want to cum so after a while I stopped him from wanking me and we parted. I wonder if the guy in the car behind liked what he saw. Hope so. I was so excited I had almost let him make me cum but I knew the day was only starting.
Off along the A69 to Hayton, a nice drive hoping every time I passed a trucker they could see my lace top stockings. Into the layby, boy was it busy. Trucks, cars, vans. Logged onto another site and got some local hits, described my car and a 4x4 pulled in front. I messaged my contact and asked if he was in front and he said yes so I thought it was him and lifted my blouse to show my bra. No response, I messaged again asking him to pop out and chat, next thing I know another guy approaches from the rear and says "Hello Eileen" (my slut name). Oops the guy in front wasn't my contact! Hope he enjoyed the show. A bit of chat about likes etc but with nowhere to go we had to part. Off to another haunt.
Up the M74 to another layby on the B7076. Nice long one, loads of time to hear cars coming and only a truck at far end parked up for night. Sat for 10 mins and changed from my panties to a slutty pink lace thong before a car pulled in, passed me, slowed and went to end and turned to park behind me. After a bit I thought I would risk my "showing my legs move" again. Like a hare out the trap he was walking towards me. I got out to meet him and leant against the side. I was full on slut now, had even put my lipstick on. We chatted for a bit about if I liked being fucked (yes) and telling him I liked to be called Eileen then he was all over me. I stroked him as he said I was a bad girl. I knelt and took him into my mouth and he told me to leave lipstick marks on it. Then he said I was to sit on my seat sideways and suck him. Before I knew it he was face fucking me, telling me I was a whore and sucked cock better than his wife and must have had lots of cock in my mouth to get that good. He wasn't very big but hard and he told me to finger his ass as I sucked like a bad girl. Before I knew it he told me he was coming and spurted into me, nice, warm and salty. He asked for a tissue as he pulled out but I just swallowed, looked up at him and said I would clean him. He went back to his car, I flashed my thonged ass and lifted my blouse as he passed with his window down shouting that I was a naughty girl. Oh I felt so naughty.
Another guy came in but after showing to him and getting no response I decided to leave.
Time only for some walking about and a nice slow wank and get changed before I headed home. So a few villages in South Lanarkshire may have wondered why a car stopped and a guy dressed as a slut walked to the bus stop to look at a timetable before teetering back. Then walking along a footpath off a cul de sac into the car park just to walk back again. All the time wanting to be caught by someone who would make me perform like a slut. I really must try a wig and makeup but having tried makeup a couple of times I think that is beyond my skill set.