Summer dressing

It was the mid 1980s, I was 20 years old and it was the summer holidays. For the long break from college I’d managed to find a vacation job in Kent in the south of England. It wasn’t brilliant but I was going to get some experience of working with computers, and earn a bit of money to keep me going during term time. The company was based in a small town where I had found a room in a house with a fairly old-fashioned landlady. The freedom of being fairly anonymous in this new job and town was making me feel randy, and my cock was twitching almost continuously. Although I was trying to kick the crossdressing habit, for the first time in months I was daydreaming about doing some very naughty things with panties. Still, it was a bit dangerous when in a strange environment to get dressed up or even just to buy a pair of panties at a nearby shop, what if gossip got around in this small town? Also my landlady didn’t look the type to have anything other than functional underwear in her bottom drawer, so I put the idea out of my head.After the first week at work was over I spent a lazy Saturday just looking round the town and doing some shopping. The next Sunday I decided to go for a walk into the countryside as the town was a bit boring. I walked for a few miles through a wood and then across some fields before coming to a picture-perfect English village. There was a village green complete with duck pond, pretty houses with gardens full of flowers, a couple of village pubs, some small shops and a cricket ground. The sun was hot and I was feeling lazy, so I decided to get a beer from one of the pubs and sit on the edge of the cricket pitch and watch the game.Being the 1980s very short shorts were the fashion, and I was wearing a pair of old cut down faded tight jeans which barely extended an inch down my thighs, tennis shoes without socks and a pink and white t-shirt with the arms cut off. I had long, thin almost hairless legs. In fact my whole body was thin and almost hairless, only my pubic hair and underarm hair was really noticeable and even that wasn’t very much. Add in shoulder length blond hair and even without dressing up in woman’s clothing I had a very feminine look to me.As I luxuriated on the warm grass watching the game I saw a fine looking older man sitting on a bench nearby me. He looked like he was in his late 50s, with receding grey hair and a moustache, and striking blue eyes. He was smoking a cigar and carried a cool air of authority. The reason I had noticed him was that he had been looking directly at me. Although occasionally turning his head to watch a bit of the game, he seemed to be more interested in looking at me, and made no secret of it, staring right into my eyes, and running his gaze over my lithe body, stretched out on the grass. In spite of myself I blushed, and even worse I felt my cock rapidly grow inside my jeans, I was getting a massive erection! I quickly turned over on to my stomach to escape his gaze, and also to hide my erection which I hoped he hadn’t noticed, Çukurambar escort bayan although the way he had raised his eyebrows made that unlikely.I lay like that face down for a bit, wondering how long he would look at me for, and if when I turned round again he would still be staring at me. After 10 minutes or so of trying to relax and not show him that I was a bit shaken, I felt the warm sun on my back suddenly fade out. I turned round to see him standing behind me, blocking out the sun, his legs spread slightly apart. I couldn’t help but notice the large bulge in his trousers. He spoke to me in a deep, confident voice.”Well hallo there, I haven’t seen you around here before. Are you here on a day trip from London, student I would guess?””No” I replied, “I’m staying in the town nearby, I just felt like a walk into the country today. But I am a student” I smiled.The conversation got going, with him asking my name, and what I was doing for a job over the summer, and what I thought of cricket. He was skilled at teasing information out of me, and I started to relax a bit, as he guided the conversation in the direction that he wanted. Finally he asked me if I would like to go for lunch with him, in such a way that it was hard for me to say no.”Ye-es” I stammered, “Th-thank you”I stood up and walked with him in the direction that he beckoned, until after a short while on the outskirts of the village we came to a large house surrounded by walls and hedging. He announced that this was where he lived and opened the tall wooden gate, waving me inside. As I walked inside into his courtyard I heard the gate slam shut behind me, blocking out the outside world. I gulped a bit, and wondered what would happen next.This man must be seriously rich I thought to myself, there was a swimming pool, tennis court, conservatory and sun terrace outside in the massive gardens. Two very expensive looking cars were parked on the gravel, there were probably others in the garage round to the side of the house. He opened his front door and gestured me to go inside.”Welcome to my humble abode” he laughed. “By the way, my name is Jonathan””I’m Sam” I replied. He smiled strangely. “Ah a Sam. Well well”.I was shown to a beautiful enclosed courtyard, with tables and chairs.”Please sit down” he said, “let’s drink a glass of red wine before I get the lunch ready””How very pleasant” I though to myself, “I wonder what he’s up to?” Was it to just be a meal and a chat, or did he maybe fancy me a bit and want a bit of naughty cock action? The thought of being fancied by this sexy older man made me feel a rather naughty, I started to get aroused again.Jonathan came back with a bottle of red and 2 glasses, and a picture frame under his arm. He poured out the wine and we clinked glasses and started to drink.”This is my wife, Elaine” he said proudly, showing me the picture in the photo frame. A tall looking woman in an beautiful evening dress stared out of the picture at me. She looked Escort demetevler about 50, very sexy and although slim she had enough curves in the right places.”She’s very beautiful” I said, thinking that maybe there wasn’t much chance of anything happening after all.”She just flew off this morning to Papua New Guinea for 2 months” he smiled wryly.”Where?” I blurted out.”Oh, a long way away, the other side of the world in fact””That’s a shame” I replied.”It is indeed” he said. “We had one hell of a day yesterday though” he smiled.”For lunch Elaine got dressed up in her little black dress and her high-heels and stockings and suspenders” he grinned, watching me carefully.”We had fantastic sex twice in the afternoon. Then it was out for a meal in the evening, but on the way to the restaurant the old girl was so horny I actually had to pull off down a quiet country lane so I could fuck her in the back of the car. Imagine that, she couldn’t even wait to get home!” he laughed, “I can understand it, she won’t be getting any for the next two months.”This was a little too much information for me. I started to blush. The idea of him fucking his sexy wife senseless was a turn on of course, but why was he telling me this? A bit much to be speaking to someone he hardly knew in this manner. Also I was feeling a bit disappointed, the chances of a bit of cock action were looking non-existent, this man was clearly very very heterosexual.”Well anyway, she pulled her panties back on and we went on to the restaurant. When we finally got back home we made love on the chaise lounge, then it was up off to bed for a night of passion”I still couldn’t really see what this had to do with me so I just muttered “oh that’s nice”, thinking to myself that this Jonathan was a strange one.He smiled and asked if I wanted another glass of wine. After I’d answered “yes please” he leaned over the table to pour. Just as he’d filled my glass to the brim the top of the bottle seemed to catch the rim of the glass and flip it over towards me. Red wine spilled over my t-shirt and onto my shorts and over my legs.”Oh I’m so sorry” he cried, “how very clumsy of me!””Oh don’t worry” I said, thinking that I was going to look very stupid walking all the way back to town with a red wine stain covering most of the clothes I had on.”We must get you cleaned up and get those clothes washed before the stain sets. Quick, come with me.”He grabbed my arm and taking me into the house again led me up some wide stairs to the first floor. He ushered me in through a door into a plush magnificent big bath. Leaning over the bath he fixed the plug in the hole and turned on both antique taps, and steaming water started to gush out. Some bubble bath was squirted into the water, and he turned to me smiling.”Quick then, out of those clothes and into this bath when it’s ready, I’ll put you’re clothes in the washing machine.”I stepped out of my shoes, and took off my shorts and t-shirt, before hesitating about whether dikmen escort to take off my underpants or not. One reason for this was that I was a bit worried about what he’d do next, the other was that I was pretty sure that there was a wet patch on the underpants where the head of my cock was pressing when I had the erection earlier!”Don’t be shy” he ordered, “come on now then get out of them, it’s all got to go in the washing machine. Don’t think that I haven’t seen it all before!”I stepped out of my underpants and handed them to him. He took a slow look at them and raised his eyebrows. Damn, he had seen the wet patch! I had no trace of an erection any more, as I climbed into the bath and tried to hide my nakedness under the foaming bubbles.”Excellent!” he exclaimed, “I’ll be back up in a bit when I’ve sorted this out and attended to another couple of things. Have a good soak!”I lay back in the hot steamy bath, trying not to worry too much. After a while I started to wash in the warm soapy water. It felt good on my smooth bare skin. When I washed my cock I immediately started to get hard. I played with it absent mindedly for a bit, then stopped with a jolt as Jonathan came back in through the door. He grinned at me, sensing my discomfort. Had he seen me playing with my cock? It was doubtful as there was so much foam in the bath, but that tell-tale pulling away of the hand when you get caught playing with yourself had probably given me away. My erection sunk again.”Here’s a towel” he said, holding out a huge burgundy bath towel. “Get out and get dried off, I’ve found some clothes for you to wear until yours are dry again.”I dutifully got out of the bath and dried myself off, trying hide my body from his roaming eyes. Once I was dry he led me out into the hallway and along the corridor.”Here we go then, this is my bedroom, I’ve laid the clothes put on the bed for you.”He moved aside to let me pass, and I walked through the door into his bedroom. I looked at the bed and suddenly lost my breath., shocked at what I saw. What was lying on the bed was not the pair of jeans and t-shirt that I was expecting, but carefully laid out woman’s clothing!I was speechless as my eyes moved over the various items. The sheer black nylon stockings caught my glance first, and next to them a pair of skimpy black lacy panties. There was a lacy similarly skimpy suspender belt and bra to match the panties. The main item of clothing was what looked like a fairly short strappy black velvet cocktail dress, and to round it all off a pair of black patent slingback high heels.My God! How did he know I was a crossdresser? Did he really just know, am I really so effeminate? Or was it just a wild guess, does he do this to every boy he meets at the cricket ground? Although I was completely speechless all those thoughts ran through my head. I felt the towel being pulled away firmly from my naked body, and then I got my answer.”Well Sam, or should I say Samantha? You’re not really much of a Samuel are you? I could tell right away that this is your game. You’re gagging for this, aren’t you?””I – I -I don’t know what you mean Jonathan” I finally managed to blurt out.”Come on now. At least your cock isn’t telling me any lies Samantha.”I looked down. It was true, I was now sporting a massive erection, and the truth was I felt randy as hell.