I felt really sexy with a fresh all over shave; my short short bib overalls over a tank top, sandals, and a cute hat over my long hair and oversized sunglasses. So I pulled into a rest area and walked around a bit with a lollipop in my mouth, a shoulder bag, and a wiggle in my walk. I passed by a nice looking gentleman sitting in his car and he gave me a startled look, so I sat on a picnic table near where he was parked. I watched him watch me as I tongued the lollipop as seductively as I could. He looked around nervously, as he got out of his car, and then walked right up to me smiling. He sa... Continue»
[Story] big man sandwich
I was staying at a motel which was predominately frequented by businessmen. Well into the evening, I'd showered and shaved all over. I put on a pair of very short white shorts and a tight fitting tank top; mixed a drink and strolled down to the pool area. I just sat down in a lounge chair and was enjoying the warm evening. I was the only one out there at first, but after a little while I heard voices nearby. I looked up, just above me there were two men on their 2nd floor balcony talking and having cocktails. I leaned back in the chair and closed my eyes. I started to focus in on their convers... Continue»
[Story] Come as you are!
I was overnighting on a business trip and as was my kinky little habit, I crossdressed at night. My room, which was on the second floor, had a full sized sliding glass door and balcony. Another motel across the parking lot from mine had windows facing mine. I dolled up in my skimpiest black lingerie with high heels, wig, and full makeup and kept my lights off so that I could walk around on the balcony safely. All the curtains were drawn on the motel across the way, so after a while I got a bit careless about the lights and left them on after going in to fix another drink. As I stood out on the... Continue»
[Story] Gift of a blowjob
Some years back when I was younger and occasionally crossdressed, I was staying in a motel out of state. My room was on the second floor and had a full floor to ceiling window overlooking the parking lot. I was dolled up very sexy, and drinking wine. It was early evening but already dark. I noticed a man walking around the next building several times, and as he'd come around his walk placed him walking straight towards me. I think he was just walking for exercise. I thought he might be a good candidate for me to tease a bit, so I watched until he came around again and stood in the window with... Continue»
[Story] Guess I'll let you suck my dick!
I pulled into a rest area with a full bladder, and drove into the picnic area. I did not want to go into the rest rooms dressed as slutty as I was, and not really passable, at close range anyway.
I'd been driving dressed for hours and loving the attention of onlooking truckers checking out my legs. I'd been listening to their comments on a portable cb radio, and having a blast. So, i figured a quick pee in private in the picnic area and then I'd be back on the road for more fun. As I finished doing my business and was getting back into the car, I was startled by a man approaching and calling ... Continue»
[Story] car fun!
Some years ago, I had overnight business travel and I cross-dressed in my motel rooms after hours. I had some married men that I met online that would come see me when I was in their towns, and get some sweet head from me on their way home from work or whatever. One of my regular hookups, named Frank, pulled into the motel parking lot late one afternoon and looked up and saw me on the balcony. I was in a mini dress; heels and all dolled up, waiting for him, but was just getting a little "exposure" time in, as I waited. When Frank came in he said that he could tell that I was into being seen an... Continue»
[Story] unnecessary roughness
Some years back, I was on an overnight business trip. I would often crossdress in my motel room to entertain myself and practice looking sexy. I could pass as a real woman from a distance but not so much up close. I'd been strutting around in a short a****l print dress and platform heels, admiring myself in the mirror and occasionally walking around outside my room in the motel parking lot. There was a convenience store/gas station next to the motel, and I kept walking over toward it, daring to be seen by people filling their tanks, etc. Late that night I decided that I just had to go over to ... Continue»
[Story] the lollipop intro
I'd just put on a pair of really short cut offs and a cut up t-shirt that was midriff and loose on the shoulders. I was shaved smooth all over and my long hair fell over my shoulders, making me look quite femmy. I drove down the interstate sucking on a lollipop feeling sexy all over. After a bit, I slowly passed a trucker, and gave him a good look at my long legs, all the while going crazy on the lollipop. He blew his horn and motioned for me to pull over. A rest area was coming right up, so I pulled into it and walked over to a picnic table. He had pulled into the truck parking area and then ... Continue»
[Story] The Convoy
Several years back I was driving down I-95 south through South Carolina. I was dressed in fishnet thigh highs; platform heels, g-string, bra, all black. Over it was a black zip up the front mini dress. I had a hand held CB radio so that I could hear truckers talk about me as I passed them, and I'd been enjoying that for many miles. Clearly they all thought I was a real woman, and were very appreciative of me giving them all a little road show. After a while I came up on a convoy of 6 trucks all pulling trailers from a dollar store chain. As I passed them I got some horns blowing and all but I ... Continue»
I had dolled up in my motel room, as I often did on my nights away from home, hoping for a chance to give some man a glimpse. Just enough, perhaps, to make him think he'd voyeured an attractive woman. I had been making trips to my car wearing a mini dress and high heels, trying to be seen by a passing car and maybe get an appreciative horn blow. I wasn't really trying to seduce or get into trouble. After an hour or so a big burly older man went to his truck and proceeded to do some work on it in the motel parking lot. His truck was fairly close to my car, so I was waiting it out in my room unt... Continue»
[Story] I want you used!
I'd been Will's little CD slut every time that I'd overnighted in his city for about a year. That was one night every other week. He was always very good to me, bringing wine to my room and spoiling me with his gentleness as he had his way with me. He loved to have me lie still while he teased me all over with his tongue and feathers, sometimes fur gloves. He made me crazy with desire for a good hour before finally fucking me or having me suck his beautiful cock. One night he told me that he was being transferred and our time together was about to come to an end. He asked if I'd indulge him... Continue»
[Story] He NEEDED me!
I had gotten dolled up nice and slutty looking in my motel room, and had been internet chatting for a couple of hours, so I was feeling very sexy. All dressed up and nowhere to go in a small southern town. I peeked out my window and could see that the place looked pretty dead. No lights were on in the guest rooms; no cars on the street, nothing going on at all. Here I was, in platform shoes and a mini dress, face made up, and a very wet g-string from being horny and tucked for hours. I locked the room and strolled around the parking lot, then across a grassy area to where the highway bordered ... Continue»
[Story] Trucker cock in the morning
One beautiful sunny day I just felt like being pretty and being seen. I'd just done a fresh shave all over and washed and combed my shoulder length hair. I put on my favorite short shorts and my Betty Boop T shirt and went for a ride. I pulled into a rest area on the highway, went to the picnic area table and just walked around licking a tootsie pop and hoping some nice older gent would notice what a sissy I am and make a pass at me. Well I made sure that a few got a good look at me, but all I could manage out of them were some strange looks on their faces. So I gave it up and walked back to m... Continue»
[Story] A Savannah night
Crossdressed fully and very seductively in only fishnet thigh highs; hooker heels, g-string, garter belt, and bra, (all black), I had intentionally let the man walking around the motel parking lot see me. He'd stopped in his tracks, mouth open, and stared, as I stepped out onto my motel room balcony. I pretended to not notice him while giving him a really good look at my ass as I turned and went back into my room. A few minutes later he was back out in the parking lot again, pretending to be busy in the trunk of his car while glancing up toward my room. I knew I had me an interested voyeu... Continue»
[Story] The Slut on the Balcony
A night away from home on business always meant a night of crossdressing and exhibitionism. I loved to get a room with a balcony so I could easily be seen by men walking around the motel grounds. This night I'd dolled in in a black lace corset; heels, hose, and g-string. I slipped on a leopard print short spaghetti strapped dress over; poured some wine and strolled out onto the balcony. My red wig flowed over my shoulders and my make up was just a bit slutty. I put on a choker that spelled out cumslut in rhinestones around my neck. I just knew that I would get lucky this night. Another mo... Continue»
[Story] Walk his way
Just for the thrill of it all, I moisturized my freshly shaved body, combed out my long hair over my shoulders, and put on a pair of very short cut off denims, cuffed them even shorter, and a Betty Boop T shirt with the neck and sleeves cut out. I looked and felt very much on the fem side. Not really crossdressed, but without a doubt, sissified. I drove down the interstate to the nearest rest area and parked all the way at the end. I carried my little belly bag like a handbag, and walked to the rest rooms with a swish in my step and a grin on my face. Most people did a bit of a double take; a ... Continue»