These stories represent an accurate (from memory) account of my experiences from my early teens till mid twenties.
PART 1. Ian.
I was in my very early teens when I discovered my attraction to panties…
I had many friends one of which was a good school friend, Ian. He lived with his mother and younger sister Susan less than a mile away and during the summer months, for something to do I quite often went straight back to his house from school to spend a few hours before going home for dinner.
I remember on one occasion, we arrived at his house to find his mum and sister had gone out (shopping I think), so as usual the TV went on and we threw off our shoes to relax. We watched TV for a while, then Ian went to the kitchen to make some drinks and I went to the bathroom. Considering this is a bathroom I've visited loads of times in the past and was quite used to seeing bits of clothing etc drying by the radiator, it had never affected me like it did this time. Partially hidden underneath socks and underpants were a tiny pair of practically transparent nylon bikini panties with frilly lace edging. Suddenly, a very warm feeling erupted in my loins, and a compulsion came over me to go over to the panties. As I lifted them from the radiator, a pang of guilt came over me and I quickly replaced them and left the bathroom to go downstairs again.
I must have been a bit flushed because Ian looked at me quizzically but didn't make any comments. On my way home that evening I couldn't get the thought of those lovely panties out of my head, and I began to wonder what it would feel like to wear something so soft and yet so tight.
The following night I met Ian outside school for the normal trip home, and after stopping off at the local shop for some goodies we carried on back to his place. My heart was pounding all the way as I visualised those beautiful panties in the bathroom. Luckily, his mum and sister were out again so I made my excuses to Ian and went to the bathroom. I remember my deep disappointment on discovering no panties, and my heart sank as I started to make my way back downstairs. I was half way down when Ian shouted for me to get the games console from underneath the bed in the front bedroom. The front bedroom was his mums bedroom, and once there I stretched under the bed and pulled out the console. Impulsively, on the way out of the room I slowly pulled open the top draw in the chest of draws and what I saw then will be with me for life, there before me was the most delightful selection of panties you could ever wish for including suspender belts/stocking etc.
I quickly picked up the tiny 'see through' panties and stuffed them in my pocket before heading downstairs again. I think Ian must have noticed my trembling and my uncontrollable voice tones but again he made no comment on this (maybe he noticed the bulge in my trousers which was now made bigger by the panties in my pocket!). I quickly sat down to disguise the bulge and realised that it was going to be difficult to stand up again without displaying my 'excitement' to Ian, so I decided the only way to lessen the 'swelling' was to wait till Ian left the room again and then pop back upstairs and actually put the panties on.
I can't describe the feeling of sitting downstairs with Ian, watching television and wearing this fantastic pair of his mum's really tight silky smooth panties, and every so often I would nip upstairs to drop my trousers and admire my self in the mirror. The sensation of these little see through panties, with the leg and waist elastic practically cutting in to me was absolutely incredible... from this point on I only ever wanted to wear sexy little panties!!!
What added to the thrill was sitting with Ian and wondering what he would think if he knew I was wearing his mum's panties (and I also began to wonder what Ian would look like in panties?).
That night, I locked my bedroom door and had the most fantastic wanking experiences of my life and by the morning I was totally exhausted!!!
Over the next few days my excitement grew and grew with incredible thoughts running through my head all of the time. This newly found feeling was so good I felt the need to share it with some one and so I started to test the water with Ian. Although Ian very rarely talked about sex I started making some suggestive comments, (which could be laughed off if proved embarrassing) hoping he may show an interest. Tactics tried included looking through a mail order catalogue and commenting on the lovely underwear in the women's section.. Saying things like “they look so nice, I could wear them myself!”. I suppose my main aim was to see him in panties so that maybe we could ‘play’ together. I've never thought of myself as gay, and still don't, but I thought that Ian would probably love wearing panties as much as I do, and that we could dress up in them for each other. The images conjured up in my head of us two dressed in nothing but panties gave me incredible erections, and I was desperate for this to happen (even though I wasn't quite sure what to ‘do’ if it did happen!)
As the days went it became obvious that Ian wasn't interested at all so I decided a change of direction was in order. Tom used to live a couple of doors away, but moved to a flat about a mile away and also changed schools so I hadn't seen him for a while. It dawned on me that the suggestive comments I'd been dropping to Ian, Tom had dropped to me last year. He always enjoyed talking openly about his fantasies and what he would like to do with a girl.
My mind began to buzz as I realised that Tom would probably love to play around together as he's a very open kind of guy who liked to try anything (I think he wanted to try something with me last year, but I didn't pick up on it!), in fact I seem to remember on one occasion he actually came up behind me and rubbed himself against my bottom saying what he would like to do to me if I was a girl!.........
Part two. Tom
The big problem was that I didn't know Tom's phone number or new address but I did remember Tom's mum worked at a department store in the next village. I also realised that although she wasn't particularly attractive she was very slim and I began to wonder how a pair of her panties would feel on me. My plan was to visit the department store and buy something making sure that Tom's mum served me. There was no time after school so I had to wait till that Saturday to visit the store. Everything went fine, I met Tom's mum and she told me that Tom keeps meaning to get in touch with me but hasn't got round it. I got the phone number and told her that I'd phone Tom sometime over the weekend and arrange to call on him.
That afternoon I phoned Tom and after the usual chitchat I mentioned that things were pretty boring at the moment and if he liked we could get together again. He was very keen to meet and suggested tomorrow (Sunday) at his place. The next day I got a bus to Tom's and after chatting to his mum and dad we went upstairs to his room to see his latest toy (Atari ST I think).
It wasn't long before Tom was telling me about the latest girl he had met who had only recently moved in to the area. Tom thought she was gorgeous and with that he pulled out a copy of Playboy from under his bed and proceeded to show me what she looked like!
“Just like her” he said pointing to a lovely picture of a girl. She was dressed in small panties, bra, stockings and suspender belt and really was gorgeous. I instantly commented on her lovely underwear, and with that Tom surprised me by telling me it's the underwear that really turns him on. “I love looking at women in their undies, preferably bent over so their gussets are clearly visible... I've had many wanking sessions looking at pictures like that” he said, and with that he pointed out another girl he regularly wanks over. “It's just a pity she's in a magazine and not here now” he said. Jokingly I comment “Well you never know, I could always dress up for you if you're desperate”. His eyes sparkled and I knew immediately we were on the same wavelength. At that point his mum called us for dinner, and after that we watched TV for a while with his parents until it was time to go. As I left, Tom asked if I could call round next Tues/Wednesday after school, to which I instantly agreed.
If I remember correctly, it was a Wednesday and I arrived at his house about 4:00pm. I had contemplated arriving in panties but lost the nerve just in case I'd mis-read the situation. There was only Tom in the house as his mum didn't finish work till 5.30 and wouldn't be home till six, and his dad wouldn't get in till much later again. Up in his bedroom, some planning had begun as there were two pairs of panties on HIS radiator?. “What a lovely sight!” I commented. “Glad you like them"” said Tom, “You said you liked looking at girls in panties, well I can't supply the girl but I can supply the panties!”
“But why two pair?” I said, “Well, I though you might be up for a little game of dare” he said. “If you dare to wear one pair, then I'll wear the other ones!, just for a laugh that is.”
“Sounds good to me” I replied. “Now, which panties should I wear?” Both pairs were satiny/nylon bikini style and were very very small, and I even wondered how his mum gets into them! (I also thought of how lucky his dad is to be able to see his mum in them.) One pair were yellow with a lace front and the other pair were a light pink I walked over to the radiator and picked up both pairs, handing the yellow ones to Tom.
“OK” said Tom, “You first”. I remember trembling with nerves and excitement as I began to unfasten my trousers. I had undressed in front of Tom in the past in the school dressing rooms, however this was different as he was going to see how exited I was. As I put my thumbs in the waistband to lower them, I hesitated for a moment at which point Tom offered to help!
I closed my eyes as Tom gently pulled down my pants. He then started to take down my underpants, struggling a little to get the waistband past my very erect cock.
“OK, you can step out of them now” he said. I opened my eyes and saw Tom kneeling down in front of me, my cock standing out and inch or two from his face.
“Right, let's get these little panties on you then”, he said.
I lifted up each leg in turn as Tom slipped the lovely pair of panties up my shaking legs.
“Here's the tricky bit!” he said as he carefully took hold of my cock and gently encased it in the panties.
This was the first time anyone had touched my cock and I loved it.
“Now its your turn”, I said.
“Are you going to help me then?” said Tom handing his panties to me, “but of course” I said.
I knelt down in front of him and undid his trousers, and then gently started to take down his pants and then his underpants. His cock was straining against the front of his underpants, and because his undies were quite tight anyway I had to put one hand in his pants to hold his cock while I pulled the waistband over with the other hand. His undies were down by his knees and I found that I still had hold of his cock, however Tom certainly didn't mind as his hips made a slight gesture back and forth.
I took hold of his panties and after holding them open told Tom to step into them. I slowly pulled them up his legs (like mine, they were trembling) to a point just below his cock. His cock was very hard and pointed out almost horizontally, so much so that it could have poked an eye out. I recall contemplating putting it in my mouth, but I didn't quite have the guts to do it then.
After pulling the panties up and over his bum, and prising his cock in to them, I stood up and and looked him up and down. “Do you want to check the back view?” he said.
“Oh, yes please”
He turned around and bent forward very slightly, opening his legs just enough to tease.
“Wow, that looks really great” I told him.
“Your turn” he said. I turned around and, like him I bent forward slightly and parted my legs a bit. I looked behind me and glimpsed Tom stroking his cock through his panties. “Looks like you're enjoying the view?” I said.
“Oh yes,” said Tom, “please stay like that a minute”.
Ever willing to oblige, I bent a little further forward and propping my self with my hand on the wall, I started to stroke my silky panty clad bottom with my other hand. Suddenly, there was another hand stroking my bum as Tom came closer to me.
“Don't mind do you?” he said.
“I'm all yours” I said, “please yourself”.
With that, Tom pressed himself up behind me and I could feel his pantied cock pressing into my bum. He started moving very slowly up and down the sensation was fantastic! I responded back gently pressing back on him, and with that he slid his hands down the front of my panties.
“Oh god, I'm going to cum” he said, and with that he quickly pulled the leg elastic of my panties to one side and shoved his cock up the leg hole. His cock was now inside my panties, and within seconds he was cuming violently into the crack of my bum! The warmth of his cum all over my bum was incredible. By this time, my cock was sticking out of the waistband waiting for some attention.
“Please Tom, wank me off” I said, and with that Tom went down on his knees and said “I can do better than that” and proceeded to kiss and lick the end of my cock.
“Yes Yes please suck me!” I said, as he slid my cock into his mouth. “I cumming... let me cum over your knickers”.
Tom turned around kneeling down and from behind I was cumming all over his pantied bum and gusset. We collapsed in exhaustion on the floor, with our panties all wet and sticky. We both agreed that it was the best experience yet and definitely planned to be even more adventurous in the future. The future was only a day away.
PART 3. Further developments with Tom.
...... with a little help from the undies draw!