Ever since I dressed as a nurse for a fancy dress party I have had a thing about wearing women's underwear. When the wife was away I would raid her drawers and put on stockings and skimpy pants and get all horny using her 2 dildos to play with my ass.

I had to go to a small conference in Brighton, just an overnight stay and sneaked some underwear into my bag looking forward to a play in the room alone no doubt after a few drinks too many. The conference was pretty slow and boring as expected but the bar afterwards was the usual busy affair, drinking started around 5 and was at a fairly brisk pace. I decided to be a bit brave and went up to my room to put on some black hold ups and a pair of cream satin french knickers. I spent some time admiring myself in the mirror with my work shirt on top and felt my cock stirring. I pulled on my trousers and rejoined the session in the bar. My cock was leaking so much precum and I felt so good especially as no one else in the room knew my little secret.

I popped outside for a smoke and there were a few others around, as I lit up I dropped my lighter and bent down to pick it up. Finishing the cigarette I went back inside and was chatting away when I felt a hand on my arm gently pull me over and the guy whispered into my ear "nice panties". I was in shock and realised my shirt was untucked from bending over and was worried he was about to publicly embarrass me. Instead he pulled me close and asked if I did anything more than just wear lingerie. I was frozen like a rabbit in the headlights and was trying to think of something to say, but my cock was throbbing overtime and I could feel the wetness in my panties. He whispered up to you and gave me his room number and as soon as he arrived he was gone. Around 9 the bar was thinning out as people were going out for a meal or heading back to their rooms, most of us pretty worse for wear. While I was trying to decide, I saw him enter the lift and felt my cock twitch again. The lift doors closed and I went to my room and took of my trousers to reveal sopping wet panties and a huge desire to unload. Having played with my ass but never with a guy I was caught in 2 minds, should I just go and knock, call him or what? Sitting on the bed trying to decide, endlessly spinning a coin to try and decide to go or order room service and wank myself silly. After about 15 minutes I made my mind up and nervously picked up the phone and dialled his extension. I said Hi with a really trembling voice, I did not know his name even. You talked to me at the bar I managed to stammer. He laughed and told me his name was Gary and asked what I was doing, I told him I was not sure, very nervous but in a really high state f arousal, I did not see the point in holding back as he could have told everyone about my panties earlier.

He suggested I came to his room for a night cap and just to have a relaxing chat. The dutch courage took over and I pulled my trousers back on and crept to the lifts, he was on the floor below. I was bricking it big time in spite of the drink, like a prisoner escaping from prison expecting someone to see me at any time, but looking back, what did I have to worry about, just a guy walking down a hotel corridor to find his own room was all anyone would think, how the mind can play games. A knock on his door and he opened it and invited me in. My cock was rock hard and I could see a patch where my precum had stained my suit. He noticed straight away and suggested I took them off while he got us a drink. As he turned the urge was there to just run but instead I kicked off my shoes revealing my stockinged feet and slowly pulled down my trousers nearly falling over after possibly a few too many drinks. He sat on the bed with our drinks and gestured for me to come over.

Aftewr giving me the drink he put his hand on the stocking part of my thigh and gave it a squeeze. "Never been with a guy before have you?' he asked and at that point I could not speak but just shook my head to indicate no. Tell me what you want and are thinking then, I told him about how I dress and played with myself and he was grunting approval as I recounted using the dildos when my wife was away. He put his drink down and then stood up and dropped his trousers. His cock was rock hard in his boxers and also had signs of excitements by way of a big wet patch at the front. "How about we change the toys for something real?' he said and I was just staring at his cock pushing the material of his boxers straight out. Again I was lost for words but nodded a nervous agreement not sure what to do next. He took my drink away and then slowly pulled my panties off. Telling me not to be nervous he tried to kiss me but I pulled my head back and away, "one of them" he laughed, I asked what he meant and he said "ok to take a cock but no kissing, is it a macho thing?" I didn't reply but was really worked up by now and completely focussed on taking my first cock.

He positioned me on the bed so I was lying face down with my legs down to the floor. He commented on how good I looked lying there, just in my shirt and panties ready for him. I felt his fingers and some wetness as he started to rub lube into my cheeks and slowly started to gently probe a finger into my virgin ass. It started to pop in and I let out a murmur as it felt so good. He probed in and out for a few minutes and I was moving my ass trying to get his finger deeper as sensations I had never felt from the dildo ran through my body. The sheet was getting soaked from my cock and I was desperate to cum. He pulled away and removed a condom from his bag and I felt his weight on top of me. HIs erect cock rubbing against my hole as his breath warmed my ear. He told me he would be gentle but it might hurt a bit. "Fuck me please" I whispered, my body on fire like I have never felt before and he started to slip into me. My ass was a bit loose from the finger but not prepared for being stretched as his cock firmly pushed into me and I let out a loud cry before he covered my mouth with his hand. He pulled back and whispered to me to relax before he pressed into me again. My scream was muffled by his hand then all of a sudden he was passed my sphincter and my ass took his cock. How the pain turned to pleasure so quickly was amazing and I nearly came right there.

He held it in deep for a minute or so then asked if was ready to be fucked. I responded by pushing my ass back into him and with no further words he started to pump in back and forth. Very quickly we were both moaning and he was getting vocal about my tight ass and how it felt. With that I moaned I cummng and shot the biggest load ever all over the bedsheets. Never before have I cum without a hand touching me. He needed no further encouragement and was soon moaning as he filled the condom. Rolling off of me with his softening cock I knew that this was going to be the first of many times I would be playing with cock again. My body was tingling but at the same time my nervousness has crept back in. I told him I need to go and scrambled to put on my panties and trousers. Holding my shoes I left and bolted back to my room using the stairs to avoid seeing anyone in the lift.

Once in the room,I went straight to the shower and could feel the wetness of the lube and the dull ache in my ass which got me hard again and I wanked cumming in seconds. Feeling bad, I dialled his room again to apologise. It is OK he said, maybe you can join me for breakfast. We agreed and I spent the night in a state of sexual tension looking forward to breakfast and what could be to come.